Page last updated: 2024-08-02 04:24:37

ro 25-6981

Description

Ro 25-6981: blocks NMDA receptors containg NR2B subunit; structure in first source [MeSH]

Ro 25-6981 : A member of the class of piperidines that is 4-benzylpiperidine substituted by a 3-hydroxy-3-(4-hydroxyphenyl)-2-methylpropyl group at position 1 (the 1R,2S-stereoisomer). It is a potent antagonist of the GluN2B subunit of the N-methyl-D-aspartate (NMDA) receptor. [CHeBI]

Cross-References

ID Source	ID
PubMed CID	6604887
PubMed CID	11957690
CHEMBL ID	305195
CHEMBL ID	1256726
SCHEMBL ID	6159263
SCHEMBL ID	9241534
CHEBI ID	92897
MeSH ID	M0284479

Synonyms (68)

Synonym
HMS3268G13
BRD-K51541829-001-01-3
qem ,
LOPAC0_001082
tocris-1594
NCGC00025226-01
PDSP2_000361
NCGC00025226-02
NCGC00025226-03
bdbm50080029
4-[(1r,2s)-3-(4-benzyl-piperidin-1-yl)-1-hydroxy-2-methyl-propyl]-phenol
4-[(r)-3-(4-benzyl-piperidin-1-yl)-1-(s)-hydroxy-2-methyl-propyl]-phenol
ro 25-6981
4-((1r,2s)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl)phenol
CHEMBL305195 ,
ro-25-6981
4-[(1r,2s)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol
CCG-205159
(ar,bs)-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidinepropanol maleate
ro25-6981
169274-78-6
CS-2011
HY-13993
SCHEMBL6159263
CHEBI:92897
(alphar,betas)-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidinepropanol
AS-74307
4-[(1r,2s)-1-hydroxy-2-methyl-3-[4-(phenylmethyl)-1-piperidinyl]propyl]phenol
Q27164645
169197-01-7
A13144
SDCCGSBI-0051052.P002
NCGC00025226-08
EX-A1825
AKOS037647627
1-piperidinepropanol, -(4-hydroxyphenyl)--methyl-4-(phenylmethyl)-, (r,s)-
A926996
MLS002153317
smr001230731
EU-0101082 ,
ro 25-6981 hydrochloride
NCGC00094359-01
(r-[r,s])-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-peperidinepropanol) hydrochloride
R 7150
CHEMBL1256726
ro-256981
ro 25-6981 hydrochloride hydrate
LP01082
CCG-222386
tox21_501082
NCGC00261767-01
919289-58-0
SCHEMBL9241534
4-[(1r,2s)-3-(4-benzyl-piperidin-1-yl)-1-hydroxy-2-methyl-propyl]-phenol hydrochloride
ro25-6981 hydrochloride
SR-01000076107-3
SR-01000076107-2
sr-01000076107
(alphar,betas)-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidinepropanol hydrochloride
ro 25-6981 hcl
4-[(1r,2s)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol hydrochloride
DTXSID001017559
4-[(1r,2s)-3-(4-benzylpiperidin-1-yl)-1-hydroxy-2-methylpropyl]phenol;hydrochloride
CS-0132733
HY-13993B
ro 25-6981 (hydrochloride)
E98715
AKOS040746290

Roles (4)

Role	Description
NMDA receptor antagonist	Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
anticonvulsant	A drug used to prevent seizures or reduce their severity.
antidepressant	Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
neuroprotective agent	Any compound that can be used for the treatment of neurodegenerative disorders.

Drug Classes (5)

Class	Description
piperidines
phenols	Organic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
secondary alcohol	A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
tertiary amino compound	A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
benzenes	Any benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.

Protein Targets (34)

Potency Measurements

Protein	Taxonomy	Measurement	Average (mM)	Bioassay(s)
glp-1 receptor, partial	Homo sapiens (human)	Potency	0.6310	AID624417
thioredoxin reductase	Rattus norvegicus (Norway rat)	Potency	4.2684	AID588453
ATAD5 protein, partial	Homo sapiens (human)	Potency	29.0810	AID504466
USP1 protein, partial	Homo sapiens (human)	Potency	11.2202	AID504865
TDP1 protein	Homo sapiens (human)	Potency	21.3051	AID686978; AID686979
estrogen-related nuclear receptor alpha	Homo sapiens (human)	Potency	14.1045	AID1224819; AID1224820; AID1224821
D(1A) dopamine receptor	Homo sapiens (human)	Potency	5.7991	AID488982; AID488983
potassium voltage-gated channel subfamily H member 2 isoform d	Homo sapiens (human)	Potency	0.6310	AID588834
serine/threonine-protein kinase mTOR isoform 1	Homo sapiens (human)	Potency	26.1216	AID2668
DNA polymerase iota isoform a (long)	Homo sapiens (human)	Potency	89.1251	AID588590
geminin	Homo sapiens (human)	Potency	3.0056	AID463097; AID624296; AID624297
lethal factor (plasmid)	Bacillus anthracis str. A2012	Potency	12.5893	AID912
lamin isoform A-delta10	Homo sapiens (human)	Potency	6.4026	AID1459; AID1487
Polyunsaturated fatty acid lipoxygenase ALOX15B	Homo sapiens (human)	Potency	15.8489	AID881
Histamine H2 receptor	Cavia porcellus (domestic guinea pig)	Potency	15.8489	AID881

Inhibition Measurements

Protein	Taxonomy	Measurement	Average (mM)	Bioassay(s)
Glutamate receptor ionotropic, NMDA 2D	Homo sapiens (human)	IC50	0.0060	AID143455; AID241037
Glutamate receptor ionotropic, NMDA 2D	Homo sapiens (human)	Ki	0.0058	AID143451; AID143454
Glutamate receptor ionotropic, NMDA 3B	Homo sapiens (human)	IC50	0.0060	AID143455; AID241037
Glutamate receptor ionotropic, NMDA 3B	Homo sapiens (human)	Ki	0.0058	AID143451; AID143454
Prolyl endopeptidase	Sus scrofa (pig)	IC50	0.0060	AID241037
Alpha-1D adrenergic receptor	Homo sapiens (human)	Ki	0.1800	AID36300
Delta-type opioid receptor	Mus musculus (house mouse)	IC50	0.0060	AID241037
Alpha-1A adrenergic receptor	Homo sapiens (human)	Ki	0.1800	AID36300
Alpha-1B adrenergic receptor	Homo sapiens (human)	Ki	0.1800	AID36300
Glutamate receptor ionotropic, NMDA 1	Rattus norvegicus (Norway rat)	IC50	6.5273	AID143455; AID143779; AID143785; AID144695; AID270545; AID709969; AID709970
Glutamate receptor ionotropic, NMDA 2A	Rattus norvegicus (Norway rat)	IC50	13.0435	AID143455; AID143779; AID144695; AID270545
Glutamate receptor ionotropic, NMDA 2B	Rattus norvegicus (Norway rat)	IC50	0.0426	AID143455; AID143785; AID144695; AID270545; AID280088; AID280089; AID709969; AID709970
Glutamate receptor ionotropic, NMDA 2C	Rattus norvegicus (Norway rat)	IC50	0.0580	AID143455; AID144695; AID270545
Glutamate receptor ionotropic, NMDA 1	Homo sapiens (human)	IC50	0.0315	AID143378; AID143455; AID241037; AID242374
Glutamate receptor ionotropic, NMDA 1	Homo sapiens (human)	Ki	0.0072	AID143451; AID143454; AID144050
Glutamate receptor ionotropic, NMDA 2A	Homo sapiens (human)	IC50	17.3373	AID143455; AID1512712; AID241037
Glutamate receptor ionotropic, NMDA 2A	Homo sapiens (human)	Ki	0.0058	AID143451; AID143454
Glutamate receptor ionotropic, NMDA 2B	Homo sapiens (human)	IC50	0.0240	AID143378; AID143455; AID1512713; AID1637896; AID241037; AID242374
Glutamate receptor ionotropic, NMDA 2B	Homo sapiens (human)	Ki	0.0486	AID1403510; AID143451; AID143454; AID144050
Glutamate receptor ionotropic, NMDA 2C	Homo sapiens (human)	IC50	0.0060	AID143455; AID241037
Glutamate receptor ionotropic, NMDA 2C	Homo sapiens (human)	Ki	0.0058	AID143451; AID143454
Glutamate receptor ionotropic, NMDA 2D	Rattus norvegicus (Norway rat)	IC50	0.0580	AID143455; AID144695; AID270545
Glutamate receptor ionotropic, NMDA 3A	Homo sapiens (human)	IC50	0.0060	AID143455; AID241037
Glutamate receptor ionotropic, NMDA 3A	Homo sapiens (human)	Ki	0.0058	AID143451; AID143454
Glutamate receptor ionotropic, NMDA 3B	Rattus norvegicus (Norway rat)	IC50	0.0580	AID143455; AID144695; AID270545
Glutamate receptor ionotropic, NMDA 3A	Rattus norvegicus (Norway rat)	IC50	0.0580	AID143455; AID144695; AID270545

Bioassays (68)

Assay ID	Title	Year	Journal	Article
AID1508630	Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay	2021	Cell reports, 04-27, Volume: 35, Issue:4 ISSN: 2211-1247	A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347154	Primary screen GU AMC qHTS for Zika virus inhibitors	2020	Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 ISSN: 1091-6490	Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID144050	Displacement of [3H]ifenprodil binding to recombinant human NR1a/NR2B receptors expressed in L(tk-) cells	2003	Bioorganic & medicinal chemistry letters, Feb-24, Volume: 13, Issue:4 ISSN: 0960-894X	Novel N1-(benzyl)cinnamamidine derived NR2B subtype-selective NMDA receptor antagonists.
AID270544	Displacement of [3H]Ro25-6981 from NR2B NMDA receptor in rat forebrain membrane	2006	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 16, Issue:17 ISSN: 0960-894X	Benzimidazole-2-carboxamides as novel NR2B selective NMDA receptor antagonists.
AID270545	Inhibition of NMDA-evoked increase in intracellular calcium ion in rat cortical cells	2006	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 16, Issue:17 ISSN: 0960-894X	Benzimidazole-2-carboxamides as novel NR2B selective NMDA receptor antagonists.
AID392782	Anticonvulsant activity in ip dosed DBA/2 mouse assessed as inhibition of auditory stimulation-induced tonic seizures administered 30 mins before auditory stimulation	2009	Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4 ISSN: 1464-3391	Development of 3-substituted-1H-indole derivatives as NR2B/NMDA receptor antagonists.
AID36300	In vitro binding affinity towards Alpha-1 adrenergic receptor by displacing [3H]prazosin radioligand	2001	Bioorganic & medicinal chemistry letters, Aug-20, Volume: 11, Issue:16 ISSN: 0960-894X	Discovery of (R)-1-[2-hydroxy-3-(4-hydroxy-phenyl)-propyl]-4-(4-methyl-benzyl)-piperidin-4-ol: a novel NR1/2B subtype selective NMDA receptor antagonist.
AID392781	Anticonvulsant activity in ip dosed DBA/2 mouse assessed as inhibition of auditory stimulation-induced clonic seizures administered 30 mins before auditory stimulation	2009	Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4 ISSN: 1464-3391	Development of 3-substituted-1H-indole derivatives as NR2B/NMDA receptor antagonists.
AID143785	Antagonistic activity against N-methyl-D-aspartate glutamate receptor 1/2B.	1999	Journal of medicinal chemistry, Aug-26, Volume: 42, Issue:17 ISSN: 0022-2623	Structure-activity relationship of N-(phenylalkyl)cinnamides as novel NR2B subtype-selective NMDA receptor antagonists.
AID144695	Antagonist activity against rat 1A/2B subtype of N-methyl-D-aspartate (NMDA) receptor in xenopus oocytes.	1999	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 9, Issue:11 ISSN: 0960-894X	Structure-activity relationship for a series of 2-substituted 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indoles: potent subtype-selective inhibitors of N-methyl-D-aspartate (NMDA) receptors.
AID1403510	Displacement of [3H]Ifenprodil from GluN2B receptor (unknown origin) expressed in mouse L(tk-) cell membranes incubated for 120 mins measured for 5 mins by scintillation counting method	2018	European journal of medicinal chemistry, Jan-20, Volume: 144ISSN: 1768-3254
AID280093	Inhibition of formalin induced nociception in ip dosed NMRI mouse by measuring pain-related licking behavior in late phase	2007	Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5 ISSN: 0022-2623	Selective NR1/2B N-methyl-D-aspartate receptor antagonists among indole-2-carboxamides and benzimidazole-2-carboxamides.
AID709973	Antagonist activity at NMDA receptor GluN2B subunit in FVB mouse CA1 pyramidal neurons assessed as decrease in EPSC amplitude at holding potential of -60 mV at 6 uM measured at 5 mins by patch clamp electrophysiological assay in presence of Mg2+ free ACSF	2012	Journal of medicinal chemistry, Dec-13, Volume: 55, Issue:23 ISSN: 1520-4804	Synthesis and biological characterization of 3-substituted 1H-indoles as ligands of GluN2B-containing N-methyl-D-aspartate receptors. Part 2.
AID280088	Antagonist activity at NR2B NMDA receptor in Wistar rat neocortical cells assessed as inhibition of NMDA-evoked elevation of intracellular calcium concentration	2007	Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5 ISSN: 0022-2623	Selective NR1/2B N-methyl-D-aspartate receptor antagonists among indole-2-carboxamides and benzimidazole-2-carboxamides.
AID1637896	Inhibition of GluN2B (unknown origin)	2019	MedChemComm, Feb-01, Volume: 10, Issue:2 ISSN: 2040-2511	Synthesis and receptor binding of thiophene bioisosteres of potent GluN2B ligands with a benzo[7]annulene-scaffold.
AID143454	Displacement of [3H]25-6981 from N-methyl-D-aspartate glutamate receptor	2001	Bioorganic & medicinal chemistry letters, Aug-20, Volume: 11, Issue:16 ISSN: 0960-894X	Discovery of (R)-1-[2-hydroxy-3-(4-hydroxy-phenyl)-propyl]-4-(4-methyl-benzyl)-piperidin-4-ol: a novel NR1/2B subtype selective NMDA receptor antagonist.
AID709970	Inhibition of rat NMDA receptor NR1C/NR2B subunit expressed in Xenopus laevis oocytes after 2 days by two-electrode voltage-clamp electrophysiological assay	2012	Journal of medicinal chemistry, Dec-13, Volume: 55, Issue:23 ISSN: 1520-4804	Synthesis and biological characterization of 3-substituted 1H-indoles as ligands of GluN2B-containing N-methyl-D-aspartate receptors. Part 2.
AID112519	In vivo activity was measured in mice after ip administration using standard sound-induced seizures assay	2003	Bioorganic & medicinal chemistry letters, Mar-10, Volume: 13, Issue:5 ISSN: 0960-894X	2-(3,4-Dihydro-1H-isoquinolin-2yl)-pyridines as a novel class of NR1/2B subtype selective NMDA receptor antagonists.
AID1512713	Negative allosteric modulation of GluN2B receptor (unknown origin) expressed in xenopus laevis oocytes assessed as reduction in glycine-induced channel current by two electrode voltage clamp method	2019	Journal of medicinal chemistry, 01-10, Volume: 62, Issue:1 ISSN: 1520-4804	Positive and Negative Allosteric Modulators of N-Methyl-d-aspartate (NMDA) Receptors: Structure-Activity Relationships and Mechanisms of Action.
AID246884	In vivo analgesic activity was tested using formalin test in mouse upon i.p. administration	2004	Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15 ISSN: 0960-894X	Oxamides as novel NR2B selective NMDA receptor antagonists.
AID280089	Displacement of [3H]Ro 25,6981 from NR2B NMDA receptor in rat forebrain	2007	Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5 ISSN: 0022-2623	Selective NR1/2B N-methyl-D-aspartate receptor antagonists among indole-2-carboxamides and benzimidazole-2-carboxamides.
AID1519021	Cytoprotection against glutamate/glycine-induced cytotoxicity against mouse LTK cells expressing GluN1a/GluN2B preincubated 30 mins followed by glutamate/glycine addition and measured after 6 hrs by LDH assay	2019	Bioorganic & medicinal chemistry, 12-01, Volume: 27, Issue:23 ISSN: 1464-3391
AID143779	Antagonistic activity against N-methyl-D-aspartate glutamate receptor 1/2A.	1999	Journal of medicinal chemistry, Aug-26, Volume: 42, Issue:17 ISSN: 0022-2623	Structure-activity relationship of N-(phenylalkyl)cinnamides as novel NR2B subtype-selective NMDA receptor antagonists.
AID502301	Ratio of compound IC50 to ifenprodil IC50 for wild type NR1/NR2B receptor by radioligand binding assay	2010	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 20, Issue:18 ISSN: 1464-3405	Identification of a novel NR2B-selective NMDA receptor antagonist using a virtual screening approach.
AID143455	Inhibition of [3H]Ro-256981 binding to N-methyl-D-aspartate glutamate receptor	2003	Bioorganic & medicinal chemistry letters, Nov-03, Volume: 13, Issue:21 ISSN: 0960-894X	Indole-2-carboxamides as novel NR2B selective NMDA receptor antagonists.
AID730402	Neuroprotective activity in rat Cortical neuron assessed as protection from glutamate-induced neurotoxicity treated after glutamate-challenge by lactate dehydrogenase assay	2013	Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8 ISSN: 1520-4804	Target- and mechanism-based therapeutics for neurodegenerative diseases: strength in numbers.
AID1403518	Antagonist activity at GluN2B/GluN1a receptor (unknown origin) expressed in mouse L(tk-) cells assessed as cytoprotection against glycine/(S)-glutamate-induced cell death preincubated for 30 mins followed by glycine/(S)-glutamate addition measured after 6	2018	European journal of medicinal chemistry, Jan-20, Volume: 144ISSN: 1768-3254
AID242374	Inhibition of NMDA-evoked increased intracellular [Ca2+] in cells expressing NR1/NR2B receptor	2004	Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15 ISSN: 0960-894X	Oxamides as novel NR2B selective NMDA receptor antagonists.
AID226400	Selectivity ratio of alpha-1 receptor to that of NMDA was determined	2001	Bioorganic & medicinal chemistry letters, Aug-20, Volume: 11, Issue:16 ISSN: 0960-894X	Discovery of (R)-1-[2-hydroxy-3-(4-hydroxy-phenyl)-propyl]-4-(4-methyl-benzyl)-piperidin-4-ol: a novel NR1/2B subtype selective NMDA receptor antagonist.
AID143451	Binding affinity against NMDA receptor by displacement of [3H]Ro-256981	2003	Bioorganic & medicinal chemistry letters, Mar-10, Volume: 13, Issue:5 ISSN: 0960-894X	2-(3,4-Dihydro-1H-isoquinolin-2yl)-pyridines as a novel class of NR1/2B subtype selective NMDA receptor antagonists.
AID241037	Inhibition of [3H]-Ro-25-6981 binding to NMDA receptor	2004	Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15 ISSN: 0960-894X	Oxamides as novel NR2B selective NMDA receptor antagonists.
AID246956	In vivo analgesic activity was tested using formalin test in mouse upon p.o. administration; IA is inactive	2004	Bioorganic & medicinal chemistry letters, Aug-02, Volume: 14, Issue:15 ISSN: 0960-894X	Oxamides as novel NR2B selective NMDA receptor antagonists.
AID1519017	Displacement of [3H]ifenprodil from GluN1A/GluN2B (unknown origin) expressed in mouse L(tk-) cell membranes after 120 mins by solid scintillation counting method	2019	Bioorganic & medicinal chemistry, 12-01, Volume: 27, Issue:23 ISSN: 1464-3391
AID143378	Inhibition of N-methyl-D-aspartate glutamate receptor-evoked increase of intracellular Ca+ in cells expressing NMDA glutamate receptor 1/2B	2003	Bioorganic & medicinal chemistry letters, Nov-03, Volume: 13, Issue:21 ISSN: 0960-894X	Indole-2-carboxamides as novel NR2B selective NMDA receptor antagonists.
AID502302	Displacement of [3H]ifenprodil from wild type NR1/NR2B receptor expressed in Xenopus oocytes	2010	Bioorganic & medicinal chemistry letters, Sep-15, Volume: 20, Issue:18 ISSN: 1464-3405	Identification of a novel NR2B-selective NMDA receptor antagonist using a virtual screening approach.
AID709969	Inhibition of rat NMDA receptor NR1F/NR2B subunit expressed in Xenopus laevis oocytes after 2 days by two-electrode voltage-clamp electrophysiological assay	2012	Journal of medicinal chemistry, Dec-13, Volume: 55, Issue:23 ISSN: 1520-4804	Synthesis and biological characterization of 3-substituted 1H-indoles as ligands of GluN2B-containing N-methyl-D-aspartate receptors. Part 2.
AID1512712	Negative allosteric modulation of GluN2A receptor (unknown origin) expressed in xenopus laevis oocytes assessed as reduction in glycine-induced channel current by two electrode voltage clamp method	2019	Journal of medicinal chemistry, 01-10, Volume: 62, Issue:1 ISSN: 1520-4804	Positive and Negative Allosteric Modulators of N-Methyl-d-aspartate (NMDA) Receptors: Structure-Activity Relationships and Mechanisms of Action.
AID1347405	qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection	2020	ACS chemical biology, 07-17, Volume: 15, Issue:7 ISSN: 1554-8937	High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347059	CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation	2019	PloS one, , Volume: 14, Issue:7 ISSN: 1932-6203	Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347086	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal	2020	Antiviral research, 01, Volume: 173ISSN: 1872-9096	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347045	Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line	2019	Science translational medicine, 07-10, Volume: 11, Issue:500 ISSN: 1946-6242	Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347410	qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library	2019	Cellular signalling, 08, Volume: 60ISSN: 1873-3913	A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening.
AID1347049	Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen	2019	Science translational medicine, 07-10, Volume: 11, Issue:500 ISSN: 1946-6242	Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347058	CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation	2019	PloS one, , Volume: 14, Issue:7 ISSN: 1932-6203	Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347082	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal	2020	Antiviral research, 01, Volume: 173ISSN: 1872-9096	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504810	Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7 ISSN: 1945-7170	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347083	qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen	2020	Antiviral research, 01, Volume: 173ISSN: 1872-9096	A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504812	Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7 ISSN: 1945-7170	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588349	qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay	2022	The Journal of biological chemistry, 08, Volume: 298, Issue:8 ISSN: 1083-351X
AID588378	qHTS for Inhibitors of ATXN expression: Validation	2022	The Journal of biological chemistry, 08, Volume: 298, Issue:8 ISSN: 1083-351X
AID504836	Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation	2002	The Journal of biological chemistry, Apr-19, Volume: 277, Issue:16 ISSN: 0021-9258	Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.
AID1347151	Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay	2020	Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 ISSN: 1091-6490	Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347050	Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay	2019	Science translational medicine, 07-10, Volume: 11, Issue:500 ISSN: 1946-6242	Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347057	CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation	2019	PloS one, , Volume: 14, Issue:7 ISSN: 1932-6203	Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1159607	Screen for inhibitors of RMI FANCM (MM2) intereaction	2016	Journal of biomolecular screening, Jul, Volume: 21, Issue:6 ISSN: 1552-454X	A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 ISSN: 1552-4922	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1 ISSN: 1557-8127	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 ISSN: 1552-4922	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1 ISSN: 1557-8127	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 ISSN: 1552-4922	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1 ISSN: 1557-8127	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression	2022	The Journal of biological chemistry, 08, Volume: 298, Issue:8 ISSN: 1083-351X
AID1745845	Primary qHTS for Inhibitors of ATXN expression	2022	The Journal of biological chemistry, 08, Volume: 298, Issue:8 ISSN: 1083-351X
AID1794808	Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).	2014	Journal of biomolecular screening, Jul, Volume: 19, Issue:6 ISSN: 1552-454X	A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808	Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).	2022	Journal of enzyme inhibition and medicinal chemistry, Dec, Volume: 37, Issue:1 ISSN: 1475-6374
AID521220	Inhibition of neurosphere proliferation of mouse neural precursor cells by MTT assay	2007	Nature chemical biology, May, Volume: 3, Issue:5 ISSN: 1552-4450	Chemical genetics reveals a complex functional ground state of neural stem cells.
AID524796	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR green assay	2009	Nature chemical biology, Oct, Volume: 5, Issue:10 ISSN: 1552-4469	Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.
AID524790	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR green assay	2009	Nature chemical biology, Oct, Volume: 5, Issue:10 ISSN: 1552-4469	Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.
AID524793	Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR green assay	2009	Nature chemical biology, Oct, Volume: 5, Issue:10 ISSN: 1552-4469	Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.
AID524794	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR green assay	2009	Nature chemical biology, Oct, Volume: 5, Issue:10 ISSN: 1552-4469	Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.
AID524792	Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR green assay	2009	Nature chemical biology, Oct, Volume: 5, Issue:10 ISSN: 1552-4469	Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.
AID524791	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR green assay	2009	Nature chemical biology, Oct, Volume: 5, Issue:10 ISSN: 1552-4469	Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Research

Studies (227)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	6 (2.64)	18.2507
2000's	64 (28.19)	29.6817
2010's	140 (61.67)	24.3611
2020's	17 (7.49)	2.80

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	6 (2.61%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	224 (97.39%)	84.16%

Substance	Classes	Roles	Relationship Strength
astemizole	benzimidazoles; piperidines	anti-allergic agent; anticoronaviral agent; H1-receptor antagonist	low
biperiden	piperidines; tertiary alcohol; tertiary amino compound	antidote to sarin poisoning; antidyskinesia agent; antiparkinson drug; muscarinic antagonist; parasympatholytic	low
clebopride	piperidines		low
cycrimine	piperidines; tertiary alcohol; tertiary amino compound	antidyskinesia agent; antiparkinson drug; muscarinic antagonist	low
cyproheptadine	piperidines; tertiary amine	anti-allergic agent; antipruritic drug; gastrointestinal drug; H1-receptor antagonist; serotonergic antagonist	low
diphenidol	benzenes; piperidines; tertiary alcohol	antiemetic	low
diphenylpyraline	piperidines; tertiary amine	cholinergic antagonist; H1-receptor antagonist	low
dipyridamole	piperidines; pyrimidopyrimidine; tertiary amino compound; tetrol	adenosine phosphodiesterase inhibitor; EC 3.5.4.4 (adenosine deaminase) inhibitor; platelet aggregation inhibitor; vasodilator agent	low
donepezil	aromatic ether; indanones; piperidines; racemate	EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; nootropic agent	low
dyclonine	aromatic ketone; piperidines	topical anaesthetic	low
eperisone	aromatic ketone; piperidines		low
ethyl piperidinoacetylaminobenzoate	benzoate ester; piperidines		low
fentanyl	anilide; monocarboxylic acid amide; piperidines	adjuvant; anaesthesia adjuvant; anaesthetic; intravenous anaesthetic; mu-opioid receptor agonist; opioid analgesic	low
fexofenadine	piperidines; tertiary amine	anti-allergic agent; H1-receptor antagonist	low
flavoxate	carboxylic ester; flavones; piperidines; tertiary amino compound	antispasmodic drug; muscarinic antagonist; parasympatholytic	low
flecainide	aromatic ether; monocarboxylic acid amide; organofluorine compound; piperidines	anti-arrhythmia drug	low
glutethimide	piperidines		low
ifenprodil	piperidines		low
ketanserin	aromatic ketone; organofluorine compound; piperidines; quinazolines	alpha-adrenergic antagonist; antihypertensive agent; cardiovascular drug; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; serotonergic antagonist	low
ketotifen	cyclic ketone; olefinic compound; organic heterotricyclic compound; organosulfur heterocyclic compound; piperidines; tertiary amino compound	anti-asthmatic drug; H1-receptor antagonist	low
loperamide	monocarboxylic acid amide; monochlorobenzenes; piperidines; tertiary alcohol	anticoronaviral agent; antidiarrhoeal drug; mu-opioid receptor agonist	low
mazaticol	piperidines		low
mefloquine hydrochloride	organofluorine compound; piperidines; quinolines; secondary alcohol		low
methylphenidate	beta-amino acid ester; methyl ester; piperidines		low
methixene	piperidines; thioxanthenes	antiparkinson drug; histamine antagonist; muscarinic antagonist	low
perhexiline	piperidines	cardiovascular drug	low
pridinol	piperidines; tertiary alcohol	antiparkinson drug; muscle relaxant	low
ritanserin	organofluorine compound; piperidines; thiazolopyrimidine	antidepressant; antipsychotic agent; anxiolytic drug; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; serotonergic antagonist	low
roxatidine acetate	piperidines		low
sb 220025	aminopyrimidine; imidazoles; organofluorine compound; piperidines	angiogenesis inhibitor; anti-inflammatory agent; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor	low
spiperone	aromatic ketone; azaspiro compound; organofluorine compound; piperidines; tertiary amino compound	alpha-adrenergic antagonist; antipsychotic agent; dopaminergic antagonist; psychotropic drug; serotonergic antagonist	low
thioridazine	phenothiazines; piperidines	alpha-adrenergic antagonist; dopaminergic antagonist; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; first generation antipsychotic; H1-receptor antagonist; serotonergic antagonist	low
tipepidine	piperidines		low
vesamicol	piperidines		low
diphemanil methylsulfate	piperidines; quaternary ammonium salt	bronchodilator agent; muscarinic antagonist; parasympatholytic	low
phencyclidine	benzenes; piperidines	anaesthetic; neurotoxin; NMDA receptor antagonist; psychotropic drug	low
pempidine	piperidines		low
2-hydroxy-2-phenylacetic acid (1,2,2,6-tetramethyl-4-piperidinyl) ester	piperidines		low
2-methylpiperidine	piperidines		low
piperidine	azacycloalkane; piperidines; saturated organic heteromonocyclic parent; secondary amine	base; catalyst; human metabolite; non-polar solvent; plant metabolite; protic solvent; reagent	low
jervine	piperidines		low
ketobemidone	piperidines		low
phenoperidine	piperidines		low
benzetimide	piperidines		low
piminodine	piperidines		low
dexetimide	piperidines		low
4-(4-chlorophenyl)-4-hydroxypiperidine	piperidines		low
sufentanil	anilide; ether; piperidines; thiophenes	anaesthesia adjuvant; intravenous anaesthetic; mu-opioid receptor agonist; opioid analgesic	low
paroxetine	aromatic ether; benzodioxoles; organofluorine compound; piperidines	antidepressant; anxiolytic drug; hepatotoxic agent; P450 inhibitor; serotonin uptake inhibitor	low
encainide	benzamides; piperidines	anti-arrhythmia drug; sodium channel blocker	low
alfentanil	monocarboxylic acid amide; piperidines	central nervous system depressant; intravenous anaesthetic; mu-opioid receptor agonist; opioid analgesic; peripheral nervous system drug	low
miglustat	piperidines; tertiary amino compound	anti-HIV agent; EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor	low
levocabastine	piperidines		low
preclamol	piperidines		low
loxtidine	aromatic ether; piperidines; primary alcohol; triazoles	H2-receptor antagonist	low
tzu 0460	piperidines		low
eliprodil	monochlorobenzenes; monofluorobenzenes; piperidines; secondary alcohol; tertiary amino compound		low
tirofiban	L-tyrosine derivative; piperidines; sulfonamide	anticoagulant; fibrin modulating drug; platelet glycoprotein-IIb/IIIa receptor antagonist	low
3-methylfentanyl	monocarboxylic acid amide; piperidines	mu-opioid receptor agonist; opioid analgesic; sedative	low
carfentanil	methyl ester; piperidines; tertiary amino compound; tertiary carboxamide	mu-opioid receptor agonist; opioid analgesic; tranquilizing drug	low
f 7302	piperidines		low
4-fluorofentanyl	monocarboxylic acid amide; organofluorine compound; piperidines		low
tenocyclidine	piperidines; tertiary amino compound; thiophenes	central nervous system stimulant; hallucinogen; neuroprotective agent; NMDA receptor antagonist	low
terikalant	piperidines		low
repaglinide	piperidines		low
spiramide	aromatic ether; azaspiro compound; organofluorine compound; piperidines; tertiary amino compound	dopaminergic antagonist; serotonergic antagonist	low
hp 873	1,2-benzoxazoles; aromatic ether; aromatic ketone; methyl ketone; monoamine; organofluorine compound; piperidines; tertiary amino compound	dopaminergic antagonist; second generation antipsychotic; serotonergic antagonist	low
sufotidine	piperidines		low
fagomine	piperidines		low
1-(4-nitrophenyl)piperidine	piperidines		low
fentanyl isothiocyanate	piperidines		low
ritalinic acid	monocarboxylic acid; piperidines	drug metabolite; marine xenobiotic metabolite	low
fenpropidine	piperidines; tertiary amine		low
sk&f 95282	piperidines		low
biperiden hydrochloride	hydrochloride; piperidines; tertiary alcohol	antiparkinson drug; muscarinic antagonist; parasympatholytic	low
phenglutarimide	piperidines		low
4-(4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl)-1-(4-fluorophenyl)-1-butanol	piperidines		low
gr 113808	indolyl carboxylate ester; piperidines; sulfonamide	serotonergic antagonist	low
alphaprodine	piperidines		low
lofentanil	methyl ester; piperidines; tertiary amino compound; tertiary carboxamide	mu-opioid receptor agonist; opioid analgesic	low
1-(1-(2-benzo(b)thienyl)cyclohexyl)piperidine	1-benzothiophenes; piperidines; tertiary amino compound	dopamine uptake inhibitor	low
picaridin	carboxylic acid; piperidines		low
5-(4-piperidyl)isoxazol-3-ol	piperidines		low
ku 1257	piperidines		low
l 733060	piperidines		low
n-(n-benzylpiperidin-4-yl)-4-iodobenzamide	piperidines		low
l 741626	piperidines		low
aminopotentidine	aromatic ether; benzamides; guanidines; nitrile; piperidines; substituted aniline	H2-receptor antagonist	low
migalastat	piperidines		low
zanapezil	piperidines		low
anacoline iodide	dioxolane; piperidines		low
norfentanyl	anilide; monocarboxylic acid amide; piperidines	drug metabolite; opioid analgesic	low
miglitol	piperidines		low
magellanine	piperidines		low
tecomine	piperidines		low
cyclopamine	piperidines	glioma-associated oncogene inhibitor	low
isofagomine	piperidines		low
efinaconazole	conazole antifungal drug; olefinic compound; organofluorine compound; piperidines; tertiary alcohol; tertiary amino compound; triazole antifungal drug	EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor	low
N-(1,3-benzodioxol-5-yl)-1-[4-(4-morpholinylsulfonyl)phenyl]-4-piperidinecarboxamide	piperidines		low
N-(1-adamantyl)-4-(1,3-benzodioxol-5-yl)-4-hydroxy-1-piperidinecarboxamide	piperidines		low
2-[(1,3-dimethyl-2,6-dioxo-7-propyl-8-purinyl)thio]-N-[2-(1-piperidinyl)phenyl]acetamide	piperidines		low
4-methyl-N-[3-[1-(phenylmethyl)-4-piperidinyl]-2,4-dihydro-1H-1,3,5-triazin-6-yl]benzenesulfonamide	piperidines		low
4-(2-benzamidoethylamino)-1-piperidinecarboxylic acid ethyl ester	carboxylic acid; piperidines		low
N-[3-(dimethylamino)-2,2-dimethylpropyl]-1-[(2-hydroxyphenyl)methyl]-4-piperidinecarboxamide	piperidines		low
N-(2-ethoxyphenyl)-1-[4-(1-pyrrolidinylsulfonyl)phenyl]-4-piperidinecarboxamide	piperidines		low
1-(4,6-dimethyl-2-pyrimidinyl)-4-piperidinecarboxylic acid	carboxylic acid; piperidines		low
N-(4-{[2-(pyridin-3-yl)piperidin-1-yl]sulfonyl}phenyl)acetamide	acetamides; piperidines; pyridines; sulfonamide		low
vesamicol	piperidines		low
1-(1-oxo-2-thiophen-2-ylethyl)-4-piperidinecarboxylic acid ethyl ester	carboxylic acid; piperidines		low
4-Piperidinobenzoic acid	piperidines		low
N-methyl-2-(4-methylphenyl)-N-(1-methylpiperidin-4-yl)quinazolin-4-amine	piperidines; quinazolines; tertiary amino compound; toluenes		low
2-(2-methylphenoxy)-N-[2-(4-methyl-1-piperidinyl)phenyl]acetamide	piperidines		low
2-(phenylmethyl)-5-[4-(phenylmethyl)-1-piperidinyl]-4-oxazolecarbonitrile	piperidines		low
1-(phenylmethyl)-N'-(2,4,6-trimethylphenyl)sulfonyl-4-piperidinecarbohydrazide	piperidines		low
1-[2-[(4-methyl-2-oxo-1-benzopyran-7-yl)oxy]-1-oxoethyl]-4-phenyl-4-piperidinecarboxylic acid	piperidines		low
3-[2-oxo-2-[4-(phenylmethyl)-1-piperidinyl]ethyl]-1,3-diazaspiro[4.6]undecane-2,4-dione	piperidines		low
1-[1-(phenylmethyl)-4-piperidinyl]-3-(2,4,4-trimethylpentan-2-yl)thiourea	piperidines		low
4-[4-(phenylmethyl)-1-piperidinyl]thieno[2,3-d]pyrimidine	piperidines; thienopyrimidine		low
cyclohexanecarboxylic acid [2-oxo-2-[4-(1-piperidinyl)anilino]ethyl] ester	piperidines		low
1-[1-(phenylmethyl)-4-piperidinyl]-3-(2-propan-2-ylphenyl)thiourea	piperidines		low
1-(4-ethylphenyl)-3-[1-(phenylmethyl)-4-piperidinyl]thiourea	piperidines		low
tempo	aminoxyls; piperidines	catalyst; ferroptosis inhibitor; radical scavenger	low
4-maleimido-2,2,6,6-tetramethylpiperidinooxyl	aminoxyls; dicarboximide; maleimides; piperidines	radical scavenger; spin label	low
N-(4-bromophenyl)-4-(2-methoxyphenyl)-1-piperidinecarbothioamide	piperidines		low
N1-(1-benzyl-4-piperidyl)-4-chlorobenzene-1-sulfonamide	piperidines		low
3,3-dimethyl-1-[4-(trifluoromethoxy)phenyl]piperidine-2,6-dione	piperidines		low
1-[(3,5-dimethylisoxazol-4-yl)sulfonyl]piperidine	piperidines		low
4-(benzenesulfonyl)-1-[(4-chlorophenyl)methyl]-4-piperidinecarboxylic acid ethyl ester	piperidines		low
2-benzyl-6-hydroxy-2-azabicyclo[2.2.2]octan-3-one	piperidines		low
5-methyl-N-[1-(phenylmethyl)-4-piperidinyl]-4-thieno[2,3-d]pyrimidinamine	piperidines; thienopyrimidine		low
N-[1-(2-chloro-6-fluorobenzyl)-4-piperidinyl]-N'-(4-fluorophenyl)urea	piperidines		low
[4-(2-methoxyphenyl)-1-piperidinyl]-(5-methyl-1-phenyl-4-pyrazolyl)methanone	piperidines		low
4-acetamidobenzenesulfonic acid [2-(1-piperidinyl)phenyl] ester	piperidines		low
1-(3-phenylpropanoyl)-4-piperidinecarboxylic acid	carboxylic acid; piperidines		low
4-fluoro-N-[2-(1-piperidinyl)phenyl]benzenesulfonamide	piperidines		low
1-(2-fluorophenyl)-3-[2-(1-piperidinyl)phenyl]urea	piperidines		low
4-(1-piperidinyl)-3-[[3-(trifluoromethyl)phenyl]sulfonylamino]benzoic acid ethyl ester	piperidines		low
1-[(3-chlorophenyl)methyl]-N,N-diethyl-3-piperidinecarboxamide	piperidines		low
3-hydroxy-5-nitro-2-phenyl-N-[1-(phenylmethyl)-4-piperidinyl]-4-triazolimine	piperidines		low
1-(3-chlorophenyl)-3-[[1-[(2,5-dimethoxyphenyl)methyl]-4-piperidinyl]methyl]urea	piperidines		low
1-[2-hydroxy-3-[4-(2-methylbutan-2-yl)phenoxy]propyl]-4-piperidinecarboxylic acid ethyl ester	carboxylic acid; piperidines		low
femoxetine	piperidines		low
4-phenyl-1-(4-phenylbutyl)piperidine	piperidines		low
4-(1h-imidazol-4-ylmethyl)piperidine	piperidines		low
tandutinib	aromatic ether; N-arylpiperazine; N-carbamoylpiperazine; phenylureas; piperidines; quinazolines; tertiary amino compound	antineoplastic agent; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor	low
zd 6474	aromatic ether; organobromine compound; organofluorine compound; piperidines; quinazolines; secondary amine	antineoplastic agent; tyrosine kinase inhibitor	low
6-phenylspiro[7-oxa-1-azabicyclo[2.2.1]heptane-2,1'-cyclopentane]	piperidines		low
3,5-dimethyl-2,6-bis(4-methylphenyl)-4-piperidinone	piperidines		low
1-[2-[(4-chlorophenyl)thio]-1-oxopropyl]-4-piperidinecarboxylic acid ethyl ester	carboxylic acid; piperidines		low
1-[9-[(4-fluorophenyl)methyl]-9-azabicyclo[3.3.1]nonan-3-yl]-3-(2-phenylphenyl)urea	piperidines		low
4-(2-fluorophenyl)-1-[[1-[(4-methoxyphenyl)methyl]-5-tetrazolyl]methyl]-4-piperidinol	piperidines		low
1-(3-methylphenyl)-3-[[1-[4-(4-morpholinylsulfonyl)phenyl]-4-piperidinyl]methyl]urea	piperidines		low
1-(2-methylphenyl)-3-[[1-[4-(4-morpholinylsulfonyl)phenyl]-4-piperidinyl]methyl]urea	piperidines		low
1-[2-[3-(N-ethylanilino)propylamino]-3,4-dioxo-1-cyclobutenyl]-4-piperidinecarboxylic acid ethyl ester	carboxylic acid; piperidines		low
N-[2-(3,4-dimethoxyphenyl)ethyl]-1-[(3,4-dimethoxyphenyl)methyl]-N-methyl-3-piperidinecarboxamide	piperidines		low
4-[[2-(3-ethylanilino)-3,4-dioxo-1-cyclobutenyl]amino]-1-piperidinecarboxylic acid ethyl ester	carboxylic acid; piperidines		low
1,4-dimethyl-6-[[4-(phenylmethyl)-1-piperidinyl]sulfonyl]quinoxaline-2,3-dione	piperidines		low
1-[(3-chlorophenyl)methyl]-N-methyl-N-(phenylmethyl)-3-piperidinecarboxamide	piperidines		low
4-[4-[3-(4-methoxyphenyl)-1H-pyrazol-5-yl]-1-piperidinyl]-3-nitrobenzoic acid methyl ester	piperidines		low
benzoic acid [[1-(4-nitrophenyl)-4-piperidinylidene]amino] ester	piperidines		low
1-[(4-chlorophenyl)methyl]-4-(4-chlorophenyl)sulfonyl-4-piperidinecarboxylic acid ethyl ester	piperidines		low
1-[3-[(2-methoxyphenyl)sulfamoyl]-4-(1-piperidinyl)phenyl]-3-(3-methylphenyl)urea	piperidines		low
1-[(6-hydroxy-2-methyl-5-thiazolo[3,2-b][1,2,4]triazolyl)-(3,4,5-trimethoxyphenyl)methyl]-4-piperidinecarboxylic acid methyl ester	carboxylic acid; piperidines		low
1-pyrrolidinyl-[1-[(2,3,4-trimethoxyphenyl)methyl]-3-piperidinyl]methanone	piperidines		low
2-[1-[4-(diethylamino)phenyl]-4a-hydroxy-1,3,4,5,6,7,8,8a-octahydroisoquinolin-2-yl]-N-phenylacetamide	piperidines		low
2-(hexylamino)-1-[4-(phenylmethyl)-1-piperidinyl]ethanone	piperidines		low
LY-310762	aromatic ketone; monofluorobenzenes; oxindoles; piperidines; tertiary amino compound	receptor modulator; serotonergic antagonist	low
5-(4-morpholinylsulfonyl)-2-(1-piperidinyl)benzoic acid [2-[[(3-methylbutylamino)-oxomethyl]amino]-2-oxoethyl] ester	piperidines		low
2-methyl-2,6-diphenyl-7-oxa-1-azabicyclo[2.2.1]heptane	piperidines		low
N-(3-isoxazolyl)-3-nitro-4-(1-piperidinyl)benzamide	piperidines		low
N-(5-cyclopropyl-1,3,4-thiadiazol-2-yl)-4-(4-methyl-1-piperidinyl)-3-nitrobenzamide	piperidines		low
2-phenyl-N-[1-(phenylmethyl)-4-piperidinyl]-4-quinazolinamine	piperidines		low
N-(1-benzylpiperidin-4-yl)-2-(pyridin-3-yl)quinazolin-4-amine	aromatic amine; piperidines; pyridines; quinazolines; secondary amino compound; tertiary amino compound		low
1-(4-carbamoyl-2-nitrophenyl)-4-piperidinecarboxylic acid methyl ester	piperidines		low
N-(1,3-benzodioxol-5-yl)-4-(4-methyl-1-piperidinyl)-3-nitrobenzamide	piperidines		low
5-[2-furanyl-[4-(phenylmethyl)-1-piperidinyl]methyl]-6-thiazolo[3,2-b][1,2,4]triazolol	piperidines		low
5-nitro-6-(3-nitrophenyl)-2-piperidinone	piperidines		low
3-nitro-4-[2-[1-(phenylmethyl)-4-piperidinylidene]hydrazinyl]benzenesulfonamide	piperidines		low
pibutidine	aromatic ether; cyclobutenones; olefinic compound; piperidines; primary amino compound; pyridines; secondary amino compound	anti-ulcer drug; H2-receptor antagonist	low
N-[4-[(4-methyl-1-piperidinyl)methyl]phenyl]-1-[5-(1-pyrrolyl)-1,3,4-thiadiazol-2-yl]-4-piperidinecarboxamide	piperidines		low
palbociclib	aminopyridine; aromatic ketone; cyclopentanes; piperidines; pyridopyrimidine; secondary amino compound; tertiary amino compound	antineoplastic agent; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor	low
1-(2-chlorophenyl)-3-[4-(1-piperidinylmethyl)phenyl]urea	piperidines		low
opc-67683	piperidines		low
pd 174494	piperidines		low
2-ethoxy-N-[1-(phenylmethyl)-4-piperidinyl]benzamide	piperidines		low
n-demethylloperamide	monocarboxylic acid amide; monochlorobenzenes; piperidines; tertiary alcohol	drug metabolite	low
bms201038	(trifluoromethyl)benzenes; benzamides; fluorenes; piperidines	anticholesteremic drug; MTP inhibitor	low
casopitant	piperidines		low
pimavanserin	aromatic ether; monofluorobenzenes; piperidines; tertiary amino compound; ureas	5-hydroxytryptamine 2A receptor inverse agonist; antipsychotic agent; serotonergic antagonist	low
rolapitant	azaspiro compound; ether; organofluorine compound; piperidines; pyrrolidin-2-ones	antiemetic; neurokinin-1 receptor antagonist	low
at 7867	monochlorobenzenes; piperidines; pyrazoles	antineoplastic agent; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor	low
at 7519	dichlorobenzene; piperidines; pyrazoles; secondary carboxamide	antineoplastic agent; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor	low
alogliptin	nitrile; piperidines; primary amino compound; pyrimidines	EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor; hypoglycemic agent	low
azd 8931	aromatic ether; monochlorobenzenes; monofluorobenzenes; piperidines; quinazolines; secondary amino compound; tertiary amino compound	EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; epidermal growth factor receptor antagonist	low
pf 00299804	enamide; monochlorobenzenes; monofluorobenzenes; piperidines; quinazolines; secondary amino compound; secondary carboxamide; tertiary amino compound	antineoplastic agent; epidermal growth factor receptor antagonist	low
dorsomorphin	aromatic ether; piperidines; pyrazolopyrimidine; pyridines	bone morphogenetic protein receptor antagonist; EC 2.7.11.31 {[hydroxymethylglutaryl-CoA reductase (NADPH)] kinase} inhibitor	low
6-o-desmethyl donepezil	piperidines		low
nvp-tae684	piperidines		low
[3-[(2-methylphenyl)methyl]-1-[(5-methyl-2-thiophenyl)methyl]-3-piperidinyl]methanol	piperidines		low
2-(2-fluoro-5-methoxyphenyl)-5-methyl-4-[(4-phenyl-1-piperidinyl)methyl]oxazole	piperidines		low
[3-[(3-chlorophenyl)methyl]-1-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-piperidinyl]methanol	piperidines		low
2-[4-[1-(2-fluorophenyl)-4-piperidinyl]-1-[(3-methoxyphenyl)methyl]-2-piperazinyl]ethanol	piperidines		low
[1-[(1,2-dimethyl-3-indolyl)methyl]-4-[[3-(trifluoromethyl)phenyl]methyl]-4-piperidinyl]methanol	piperidines		low
[1-(2-benzofuranylmethyl)-4-[[3-(trifluoromethyl)phenyl]methyl]-4-piperidinyl]methanol	piperidines		low
1-(5-isoquinolinylmethyl)-4-[(3-methoxyphenyl)methyl]-4-piperidinecarboxylic acid ethyl ester	piperidines		low
3-[[4-[(4-chlorophenyl)methyl]-4-(hydroxymethyl)-1-piperidinyl]-oxomethyl]-4,5-dihydro-1H-pyridazin-6-one	piperidines		low
1-(2-chloro-4-methylphenyl)-3-[[1-[(3-chlorophenyl)methyl]-4-piperidinyl]methyl]urea	piperidines		low
1-(12-oxo-7,8,9,10-tetrahydro-6H-azepino[2,1-b]quinazolin-2-yl)-3-[3-[4-(phenylmethyl)-1-piperidinyl]propyl]thiourea	piperidines		low
3-hydroxy-2-(3-methylphenyl)-5-nitro-N-[1-(phenylmethyl)-4-piperidinyl]-4-triazolimine	piperidines		low
4-[3-(4-methoxyphenyl)-1H-pyrazol-5-yl]-1-[[3-(trifluoromethyl)phenyl]methyl]piperidine	piperidines		low
gdc-0973	aromatic amine; difluorobenzene; N-acylazetidine; organoiodine compound; piperidines; secondary amino compound; tertiary alcohol	antineoplastic agent; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor	low
gsk690693	1,2,5-oxadiazole; acetylenic compound; aromatic amine; aromatic ether; imidazopyridine; piperidines; primary amino compound; tertiary alcohol	antineoplastic agent; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor	low
WAY-316606	(trifluoromethyl)benzenes; piperidines; secondary amino compound; sulfonamide; sulfone	secreted frizzled-related protein 1 inhibitor	low
N-butyl-4-(phenylmethyl)-1-piperidinecarbothioamide	piperidines		low
alcaftadine	aldehyde; imidazobenzazepine; piperidines; tertiary amino compound	anti-allergic agent; H1-receptor antagonist	low
N-(2-methylpropyl)-4-(phenylmethyl)-1-piperidinecarbothioamide	piperidines		low
4-(phenylmethyl)-N-prop-2-enyl-1-piperidinecarbothioamide	piperidines		low
N-[2-[1-[(4-methoxy-3-methylphenyl)methyl]-4-piperidinyl]-3-pyrazolyl]-4-phenylbutanamide	piperidines		low
4-[[3-(4-chlorophenyl)-5-isoxazolyl]methyl]-1-[(2-methylpropan-2-yl)oxy-oxomethyl]-4-piperidinecarboxylic acid	carboxylic acid; piperidines		low
2-(2,6-dimethylphenoxy)-N-[2-(1-piperidinyl)phenyl]acetamide	piperidines		low
niraparib	benzenes; indazoles; piperidines; primary carboxamide	antineoplastic agent; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor	low
ipi-926	piperidines		low
asp3026	aromatic amine; diamino-1,3,5-triazine; monomethoxybenzene; N-methylpiperazine; piperidines; secondary amino compound; sulfone	antimalarial; antineoplastic agent; apoptosis inducer; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; EC 6.1.1.6 (lysine--tRNA ligase) inhibitor	low
bix 01294	piperidines		low
pf 3845	piperidines		low
glasdegib	benzimidazoles; nitrile; phenylureas; piperidines	antineoplastic agent; Hedgehog signaling pathway inhibitor; SMO receptor antagonist	low
1-[3-methoxy-4-[[4-(2-propan-2-ylsulfonylanilino)-1H-pyrrolo[2,3-b]pyridin-6-yl]amino]phenyl]-4-piperidinol	piperidines		low
1-[4-[[4-amino-5-chloro-6-(2-propan-2-ylsulfonylanilino)-2-pyrimidinyl]amino]-3-methoxyphenyl]-4-piperidinecarboxamide	piperidines		low
2,3-dimethoxy-N-[4-(1-piperidinyl)phenyl]aniline	piperidines		low
ulixacaltamide	benzamides; monochlorobenzenes; monofluorobenzenes; piperidines; secondary carboxamide	non-narcotic analgesic; T-type calcium channel blocker	low
Mps1-IN-2	piperidines		low
gilteritinib	aromatic amine; monomethoxybenzene; N-methylpiperazine; oxanes; piperidines; primary carboxamide; pyrazines; secondary amino compound	antineoplastic agent; apoptosis inducer; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor	low
alectinib	aromatic ketone; morpholines; nitrile; organic heterotetracyclic compound; piperidines	antineoplastic agent; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor	low
ceritinib	aminopyrimidine; aromatic ether; organochlorine compound; piperidines; secondary amino compound; sulfone	antineoplastic agent; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor	low
gsk2879552	benzenes; benzoic acids; cyclopropanes; monocarboxylic acid; piperidines; secondary amino compound; tertiary amino compound	antineoplastic agent; EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitor	low
ldc4297	aromatic ether; piperidines; pyrazoles; pyrazolotriazine; secondary amino compound	antineoplastic agent; antiviral agent; apoptosis inducer; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor	low
PF-06446846	benzamides; monochloropyridine; piperidines; tertiary carboxamide; triazolopyridine	antilipemic drug; EC 3.4.21.61 (kexin) inhibitor	low
3-hydroxybenzyl alcohol	hydroxybenzyl alcohol; phenols	metabolite	low
4-hydroxybenzyl alcohol	benzyl alcohols; phenols	plant metabolite	low
4-hydroxyphenylacetic acid	monocarboxylic acid; phenols	fungal metabolite; human metabolite; mouse metabolite; plant metabolite	low
4-hydroxymandelic acid	2-hydroxy carboxylic acid; phenols	metabolite	low
4-vinylguaiacol	phenols	flavouring agent; pheromone; plant metabolite	low
4-hydroxyphenylglyoxylic acid	phenols		low
melilotic acid	monocarboxylic acid; phenols	bacterial xenobiotic metabolite; fungal xenobiotic metabolite; human xenobiotic metabolite; plant metabolite	low
n-acetylserotonin	acetamides; N-acylserotonin; phenols	antioxidant; human metabolite; mouse metabolite; tropomyosin-related kinase B receptor agonist	low
4-hydroxyphenylpyruvic acid	2-oxo monocarboxylic acid; phenols	human metabolite	low
phenol	phenols	antiseptic drug; disinfectant; human xenobiotic metabolite; mouse metabolite	low
vanillin	benzaldehydes; monomethoxybenzene; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; flavouring agent; plant metabolite	low
8-hydroxy-2-(di-n-propylamino)tetralin	phenols; tertiary amino compound; tetralins	serotonergic antagonist	low
vanilmandelic acid	2-hydroxy monocarboxylic acid; aromatic ether; phenols	human metabolite	low
3-hydroxybenzylhydrazine	phenols		low
3-methoxytyramine	monomethoxybenzene; phenols; phenylethylamine; primary amino compound	biomarker; human blood serum metabolite; human urinary metabolite	low
4-hydroxybenzoic acid hydrazide	carbohydrazide; phenols		low
3-hydroxy-4-methoxyphenethylamine	monomethoxybenzene; phenols; phenylethylamine; primary amino compound	human metabolite; rat metabolite	low
4-nonylphenol	phenols	environmental contaminant	low
acetaminophen	acetamides; phenols	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; cyclooxygenase 3 inhibitor; environmental contaminant; ferroptosis inducer; geroprotector; hepatotoxic agent; human blood serum metabolite; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic	low
albuterol	phenols; phenylethanolamines; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; environmental contaminant; xenobiotic	low
amodiaquine	aminoquinoline; organochlorine compound; phenols; secondary amino compound; tertiary amino compound	anticoronaviral agent; antimalarial; drug allergen; EC 2.1.1.8 (histamine N-methyltransferase) inhibitor; non-steroidal anti-inflammatory drug; prodrug	low
capsaicin	methoxybenzenes; phenols		low
chloroxylenol	monochlorobenzenes; phenols	antiseptic drug; disinfectant; molluscicide	low
nonivamide	capsaicinoid; phenols	lachrymator	low
dienestrol	olefinic compound; phenols	xenoestrogen	low
edrophonium	phenols; quaternary ammonium ion	antidote; diagnostic agent; EC 3.1.1.8 (cholinesterase) inhibitor	low
etilefrine	phenols		low
fluorescite	benzoic acids; cyclic ketone; hydroxy monocarboxylic acid; organic heterotricyclic compound; phenols; xanthene dye	fluorescent dye; radioopaque medium	low
formoterol fumarate	formamides; phenols; phenylethanolamines; secondary alcohol; secondary amino compound		low
labetalol	benzamides; benzenes; phenols; primary carboxamide; salicylamides; secondary alcohol; secondary amino compound		low
ly 171883	acetophenones; aromatic ether; phenols; tetrazoles	anti-asthmatic drug; leukotriene antagonist	low
mesalamine	amino acid; aromatic amine; monocarboxylic acid; monohydroxybenzoic acid; phenols	non-steroidal anti-inflammatory drug	low
norfenefrine	phenols		low
ns 1619	(trifluoromethyl)benzenes; benzimidazoles; phenols	potassium channel opener	low
oxymetazoline	carboxamidine; imidazolines; phenols	alpha-adrenergic agonist; nasal decongestant; sympathomimetic agent; vasoconstrictor agent	low
oxyphenbutazone	phenols; pyrazolidines	antimicrobial agent; antineoplastic agent; antipyretic; drug metabolite; gout suppressant; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic metabolite	low
aminosalicylic acid	aminobenzoic acid; phenols	antitubercular agent	low
phenolphthalein	phenols		low
phenolsulfonphthalein	2,1-benzoxathiole; arenesulfonate ester; phenols; sultone	acid-base indicator; diagnostic agent; two-colour indicator	low
Phenyliodoundecynoate	benzoate ester; phenols		low
propofol	phenols	anticonvulsant; antiemetic; intravenous anaesthetic; radical scavenger; sedative	low
psilocin	hydroxyindoles; phenols; tertiary amino compound; tryptamine alkaloid	drug metabolite; fungal metabolite; hallucinogen; human xenobiotic metabolite; serotonergic agonist	low
raloxifene	1-benzothiophenes; aromatic ketone; N-oxyethylpiperidine; phenols	bone density conservation agent; estrogen antagonist; estrogen receptor modulator	low
resorcinol monoacetate	phenols; phenyl acetates	antibacterial agent; dermatologic drug	low
salicylamide	phenols; salicylamides	antirheumatic drug; non-narcotic analgesic	low
salmeterol xinafoate	ether; phenols; primary alcohol; secondary alcohol; secondary amino compound		low
salicylsalicylic acid	benzoate ester; benzoic acids; phenols; salicylates	antineoplastic agent; antirheumatic drug; EC 3.5.2.6 (beta-lactamase) inhibitor; hypoglycemic agent; non-narcotic analgesic; non-steroidal anti-inflammatory drug; prodrug	low
sb 202190	imidazoles; organofluorine compound; phenols; pyridines	apoptosis inducer; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor	low
sulfobromophthalein	2-benzofurans; organobromine compound; organosulfonic acid; phenols	dye	low
triclosan	aromatic ether; dichlorobenzene; monochlorobenzenes; phenols	antibacterial agent; antimalarial; drug allergen; EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; fungicide; persistent organic pollutant; xenobiotic	low
phentolamine	imidazoles; phenols; substituted aniline; tertiary amino compound	alpha-adrenergic antagonist; vasodilator agent	low
estrone	17-oxo steroid; 3-hydroxy steroid; phenolic steroid; phenols	antineoplastic agent; bone density conservation agent; estrogen; human metabolite; mouse metabolite	low
17-desoxyestradiol	3-hydroxy steroid; phenolic steroid; phenols	estrogen	low
n-methyl-4-aminophenol	phenols	allergen	low
phenylephrine	phenols; phenylethanolamines; secondary amino compound	alpha-adrenergic agonist; cardiotonic drug; mydriatic agent; nasal decongestant; protective agent; sympathomimetic agent; vasoconstrictor agent	low
isoamyl salicylate	benzoate ester; phenols		low
glycol salicylate	phenols; primary alcohol; salicylates		low
2-tert-butyl-4-hydroxyanisole	aromatic ether; phenols		low
2-isopropylphenol	phenols		low
2-sec-butylphenol	phenols		low
thymol	monoterpenoid; phenols	volatile oil component	low
2-ethylphenol	phenols		low
pyrogallol 1,3-dimethyl ether	dimethoxybenzene; phenols	plant metabolite	low
acetyleugenol	benzoate ester; phenols		low
creosol	methoxybenzenes; phenols		low
synephrine	ethanolamines; phenethylamine alkaloid; phenols	alpha-adrenergic agonist; plant metabolite	low
propylparaben	benzoate ester; paraben; phenols	antifungal agent; antimicrobial agent	low
3,4-dimethylphenol	phenols		low
2,5-xylenol	phenols	animal metabolite; volatile oil component	low
2,4-di-tert-butylphenol	alkylbenzene; phenols	antioxidant; bacterial metabolite; marine metabolite	low
sulfosalicylic acid	arenesulfonic acid; benzoic acids; phenols	metabolite	low
butylphen	phenols	allergen	low
4-isopropylphenol	phenols	flavouring agent	low
2,4-dimethylphenol	aromatic fungicide; phenols	disinfectant; volatile oil component	low
3,5-xylenol	phenols	xenobiotic metabolite	low
oxyphenisatin acetate	benzoate ester; phenols		low
bromphenol blue	2,1-benzoxathiole; arenesulfonate ester; organobromine compound; phenols; sultone	acid-base indicator; dye; two-colour indicator	low
phenyl salicylate	benzoate ester; phenols; salicylates	ultraviolet filter	low
homosalate	benzoate ester; phenols		low
benzyl salicylate	benzoate ester; phenols		low
2-ethylhexyl salicylate	benzoate ester; phenols		low
2'-hydroxyacetophenone	monohydroxyacetophenone; phenols	flavouring agent	low
3-tert-butyl-4-hydroxyanisole	aromatic ether; phenols	antioxidant; human xenobiotic metabolite	low
ethyl vanillin	aromatic ether; benzaldehydes; phenols	antioxidant; flavouring agent	low
p-cresyl acetate	benzoate ester; phenols		low
3-hydroxyanisole	monomethoxybenzene; phenols		low
mequinol	methoxybenzenes; phenols	metabolite	low
ethamivan	methoxybenzenes; phenols		low
4-hydroxyphenyllactic acid	2-hydroxy carboxylic acid; phenols	bacterial metabolite; human metabolite	low
plumbagin	hydroxy-1,4-naphthoquinone; phenols	anticoagulant; antineoplastic agent; immunological adjuvant; metabolite	low
topanol 354	methoxybenzenes; phenols		low
carvacrol	botanical anti-fungal agent; p-menthane monoterpenoid; phenols	agrochemical; antimicrobial agent; flavouring agent; TRPA1 channel agonist; volatile oil component	low
phloroglucinol dimethyl ether	methoxybenzenes; phenols		low
4-hydroxyphenylethanol	phenols	anti-arrhythmia drug; antioxidant; cardiovascular drug; fungal metabolite; geroprotector; plant metabolite; protective agent	low
syringic acid	benzoic acids; dimethoxybenzene; phenols	plant metabolite	low
methoxyhydroxyphenylglycol	methoxybenzenes; phenols		low
paeonol	methoxybenzenes; phenols	metabolite	low
2-hydroxyphenylacetic acid	hydroxy monocarboxylic acid; phenols	human metabolite; mouse metabolite	low
2-hydroxyacetanilide	acetamides; phenols	anti-inflammatory agent; antineoplastic agent; antirheumatic drug; apoptosis inducer; platelet aggregation inhibitor; xenobiotic metabolite	low
3-ethylphenol	phenols		low
3-hydroxybenzeneacetic acid	monocarboxylic acid; phenols	human xenobiotic metabolite	low
3-hydroxyacetanilide	acetamides; phenols	non-narcotic analgesic	low
isovanillin	benzaldehydes; monomethoxybenzene; phenols	animal metabolite; antidiarrhoeal drug; antifungal agent; EC 1.2.3.1 (aldehyde oxidase) inhibitor; HIV protease inhibitor; plant metabolite	low
4-Ethoxyphenol	aromatic ether; phenols		low
bulbocapnine	aporphine alkaloid; aromatic ether; oxacycle; phenols	EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor; EC 1.4.3.22 (diamine oxidase) inhibitor; plant metabolite	low
2-propylphenol	phenols	flavouring agent; plant metabolite	low
4-cyanophenol	phenols	EC 1.4.3.4 (monoamine oxidase) inhibitor	low
2-(2'-hydroxyphenyl)benzoxazole	1,3-benzoxazoles; phenols	geroprotector	low
ethyl n-alpha-acetyl-tyrosinate	acetamides; ethyl ester; L-tyrosine derivative; phenols		low
fenadiazole	1,3,4-oxadiazoles; biaryl; phenols	sedative	low
amylmetacresol	phenols	antiseptic drug	low
4-chloro-2-cresol	monochlorobenzenes; phenols		low
antimycin a	benzamides; formamides; macrodiolide; phenols	antifungal agent; mitochondrial respiratory-chain inhibitor; piscicide	low
isobarbaloin	anthracenes; C-glycosyl compound; cyclic ketone; phenols	laxative; metabolite	low
dinoterb	C-nitro compound; phenols		low
4-n-Butylphenol	phenols		low
bromoxynil	dibromobenzene; hydroxynitrile; phenols	environmental contaminant; herbicide; xenobiotic	low
2-allylphenol	phenols	antifungal agrochemical	low
4-octylphenol	phenols	metabolite; surfactant; xenoestrogen	low
3-methoxy-4-hydroxyphenylethanol	methoxybenzenes; phenols		low
acetosyringone	acetophenones; dimethoxybenzene; phenols	anti-asthmatic drug; non-narcotic analgesic; non-steroidal anti-inflammatory drug; peripheral nervous system drug; plant metabolite	low
bis(4-oxyphenyl)sulfide	phenols		low
hydroxyphenytoin	imidazolidine-2,4-dione; phenols	metabolite	low
2-(2-hydroxyphenyl)benzothiazole	benzothiazoles; phenols	geroprotector	low
cue-lure	benzoate ester; phenols		low
methyl vanillate	aromatic ether; benzoate ester; phenols	antioxidant; plant metabolite	low
2-isopropoxyphenol	aromatic ether; phenols		low
raspberry ketone	methyl ketone; phenols	androgen antagonist; cosmetic; flavouring agent; fragrance; hepatoprotective agent; metabolite	low
laurolitsine	aporphine alkaloid; aromatic ether; phenols	HIV-1 integrase inhibitor; metabolite	low
4-n-Pentylphenol	phenols		low
zingerone	methyl ketone; monomethoxybenzene; phenols	anti-inflammatory agent; antiemetic; antioxidant; flavouring agent; fragrance; plant metabolite; radiation protective agent	low
4-ethylphenol	phenols	fungal xenobiotic metabolite	low
butylated hydroxytoluene	phenols	antioxidant; ferroptosis inhibitor; food additive; geroprotector	low
2,6-di-tert-butylphenol	alkylbenzene; phenols	antioxidant	low
dimethophrine	methoxybenzenes; phenols		low
4-vinyl-2,6-dimethoxyphenol	methoxybenzenes; phenols		low
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid	chromanol; monocarboxylic acid; phenols	antioxidant; ferroptosis inhibitor; neuroprotective agent; radical scavenger; Wnt signalling inhibitor	low
closantel	aromatic amide; monocarboxylic acid amide; monochlorobenzenes; nitrile; organoiodine compound; phenols		low
fomesafen	aromatic ether; C-nitro compound; monochlorobenzenes; N-sulfonylcarboxamide; organofluorine compound; phenols	agrochemical; EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor; herbicide	low
naxagolide	organic heterotricyclic compound; phenols; tertiary amino compound	anticonvulsant; antiparkinson drug; dopamine agonist	low
4-vinylphenol	phenols	human urinary metabolite; human xenobiotic metabolite	low
4-ethylguaiacol	methoxybenzenes; phenols		low
nelfinavir	aryl sulfide; benzamides; organic heterobicyclic compound; phenols; secondary alcohol; tertiary amino compound	antineoplastic agent; HIV protease inhibitor	low
salicylhydroxamic acid	hydroxamic acid; phenols	antibacterial drug; EC 1.11.2.2 (myeloperoxidase) inhibitor; EC 3.5.1.5 (urease) inhibitor; trypanocidal drug	low
guaethol	aromatic ether; phenols; volatile organic compound	flavouring agent	low
cresatin	benzoate ester; phenols		low
4-trifluoromethylphenol	(trifluoromethyl)benzenes; phenols	drug metabolite; marine xenobiotic metabolite	low
3-pentadecylphenol	phenols		low
chavicol	phenols; phenylpropanoid		low
ibopamine	benzoate ester; phenols		low
4-methoxyestradiol	17beta-hydroxy steroid; 3-hydroxy steroid; aromatic ether; phenols	estrogen; human metabolite; rat metabolite	low
2-hydroxy-4-methoxybenzaldehyde	methoxybenzenes; phenols		low
methyl syringate	benzoate ester; dimethoxybenzene; phenols	plant metabolite	low
vanitiolide	methoxybenzenes; phenols		low
tubulosine	beta-carbolines; isoquinoline alkaloid; isoquinolines; phenols; secondary amino compound; tertiary amino compound		low
rubrofusarin	aromatic ether; benzochromenone; phenols; polyketide	biological pigment; EC 1.14.18.1 (tyrosinase) inhibitor; fungal metabolite	low
dauricine	aromatic ether; bisbenzylisoquinoline alkaloid; isoquinolines; phenols; tertiary amino compound	plant metabolite	low
2,5-di-tert-butyl-4-hydroxyanisole	methoxybenzenes; phenols		low
methyl gentisate	benzoate ester; phenols		low
4-hydroxyindole	hydroxyindoles; phenols		low
benzoyltyrosine ethyl ester	benzamides; ethyl ester; L-tyrosine derivative; phenols	chromogenic compound	low
methyl 3-(4-hydroxyphenyl)propionate	methyl ester; phenols	nitrification inhibitor; plant growth regulator	low
4-methyl-2,4-bis(4-hydroxyphenyl)pent-1-ene	phenols		low
acetaminophen mercapturate	acetamides; organic sulfide; phenols; S-substituted N-acetyl-L-cysteine	drug metabolite; human urinary metabolite; rat metabolite	low
adriamycinol	aminoglycoside; anthracycline antibiotic; aromatic ether; deoxy hexoside; p-quinones; phenols; polyol; tetracenequinones	cardiotoxic agent; drug metabolite	low
3-hydroxymandelic acid	2-hydroxy monocarboxylic acid; phenols	human metabolite	low
n-acetyltyrosine, (dl)-isomer	N-acetyl-amino acid; phenols; tyrosine derivative	human urinary metabolite	low
2-tyrosine	non-proteinogenic alpha-amino acid; phenols; phenylalanine derivative		low
2-amino-5-chlorophenol	monochlorobenzenes; phenols; primary amino compound		low
beta-peltatin	furonaphthodioxole; gamma-lactone; lignan; organic heterotetracyclic compound; phenols	antineoplastic agent; plant metabolite	low
alpha-peltatin	furonaphthodioxole; gamma-lactone; lignan; organic heterotetracyclic compound; phenols	antineoplastic agent; metabolite	low
laudanine	aromatic ether; benzylisoquinoline alkaloid; benzyltetrahydroisoquinoline; phenols; racemate		low
tyrphostin 8	phenols		low
4-hydroxymexiletine	aromatic ether; phenols		low
sugiol	abietane diterpenoid; carbotricyclic compound; cyclic terpene ketone; meroterpenoid; phenols	antineoplastic agent; antioxidant; antiviral agent; plant metabolite; radical scavenger	low
gamma-glutamyltyrosine	dicarboxylic acid; dipeptide; phenols; primary amino compound; secondary carboxamide	human metabolite	low
6-paradol	ketone; monomethoxybenzene; phenols		low
2-hydroxy-5-methoxybenzaldehyde	benzaldehydes; monomethoxybenzene; phenols		low
4-(4-hydroxyphenyl)-2-butanol	phenols		low
tetrangulol	p-quinones; phenols; tetraphenes	bacterial metabolite	low
terphenyllin	dimethoxybenzene; para-terphenyl; phenols	Aspergillus metabolite; mycotoxin	low
2,3-bis(4-hydroxyphenyl)-propionitrile	nitrile; phenols	estrogen receptor agonist	low
3-(3-hydroxyphenyl)-3-hydroxypropanoic acid	dihydroxy monocarboxylic acid; phenols	human urinary metabolite	low
sn 38	delta-lactone; phenols; pyranoindolizinoquinoline; tertiary alcohol	antineoplastic agent; apoptosis inducer; drug metabolite; EC 5.99.1.2 (DNA topoisomerase) inhibitor	low
ly 117018	1-benzothiophenes; aromatic ketone; N-alkylpyrrolidine; phenols	bone density conservation agent; estrogen receptor antagonist; estrogen receptor modulator	low
5-hydroxypropafenone	phenols		low
4'-hydroxydiclofenac	dichlorobenzene; monocarboxylic acid; phenols; secondary amino compound	allergen; drug metabolite	low
3-chloro-4-hydroxyphenylacetic acid	hydroxy monocarboxylic acid; monochlorobenzenes; phenols	mammalian metabolite	low
eseroline	phenols; pyrroloindole	human xenobiotic metabolite; opioid analgesic	low
hydrangenol	dihydroisocoumarins; phenols	anti-allergic agent; plant metabolite	low
maculosin	dipeptide; homodetic cyclic peptide; phenols; pyrrolopyrazine	metabolite	low
2-o-methylpyrogallol	methoxybenzenes; phenols		low
dopamine 3-o-sulfate	aryl sulfate; phenols; primary amino compound; zwitterion	human blood serum metabolite; human urinary metabolite	low
estriol-16 alpha-glucuronide	17beta-hydroxy steroid; 3-hydroxy steroid; beta-D-glucosiduronic acid; phenols; steroid glucosiduronic acid	human urinary metabolite	low
emodin anthrone	anthracenone; phenols	fungal metabolite	low
4'-demethylpodophyllotoxin	furonaphthodioxole; organic heterotetracyclic compound; phenols	metabolite	low
4'-demethylepipodophyllotoxin	furonaphthodioxole; organic heterotetracyclic compound; phenols	antineoplastic agent	low
dopamine 4-o-sulfate	aryl sulfate; phenols; primary amino compound; zwitterion	human blood serum metabolite; human urinary metabolite	low
rubimaillin	benzochromene; methyl ester; phenols	acyl-CoA:cholesterol acyltransferase 2 inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; neuroprotective agent; NF-kappaB inhibitor; plant metabolite	low
desvenlafaxine	cyclohexanols; phenols; tertiary amino compound	antidepressant; drug metabolite; marine xenobiotic metabolite	low
ay 25545	acetate ester; aromatic ether; C-glycosyl compound; naphthoisochromene; olefinic compound; phenols; tertiary amine	antimicrobial agent; antineoplastic agent; bacterial metabolite	low
tilivalline	indole alkaloid; indoles; phenols; pyrrolobenzodiazepine	bacterial metabolite; microtubule-stabilising agent; toxin	low
4-acetamidophenyl-2-thiophenecarboxylate	benzoate ester; phenols		low
yakuchinone-a	ketone; monomethoxybenzene; phenols	antineoplastic agent; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; EC 1.14.13.39 (nitric oxide synthase) inhibitor; metabolite	low
cd 437	adamantanes; monocarboxylic acid; naphthoic acid; phenols	apoptosis inducer; retinoic acid receptor gamma agonist	low
aclacinomycin	aminoglycoside; anthracycline; deoxy hexoside; methyl ester; monosaccharide derivative; phenols; polyketide; tertiary alcohol; tetracenequinones; zwitterion	antimicrobial agent; antineoplastic agent; metabolite	low
n-methylserotonin	phenols; tryptamines	human metabolite; plant metabolite	low
endocrocin	monocarboxylic acid; phenols; trihydroxyanthraquinone	metabolite	low
actinodaphine	aporphine alkaloid; aromatic ether; organic heteropentacyclic compound; phenols; secondary amino compound	antibacterial agent; antifungal agent; antineoplastic agent; apoptosis inducer; plant metabolite; platelet aggregation inhibitor; topoisomerase inhibitor	low
sulochrin	benzophenones; carboxylic ester; phenols	metabolite	low
isohomovanillic acid	aromatic ether; phenols; phenylacetic acids	metabolite	low
3,5-diiodothyropropionic acid	aromatic ether; monocarboxylic acid; organoiodine compound; phenols		low
4-hydroxybenzyl isothiocyanate	phenols		low
4'-demethyldesoxypodophyllotoxin	furonaphthodioxole; gamma-lactone; lignan; methoxybenzenes; phenols	antineoplastic agent; antioxidant; immunosuppressive agent; plant metabolite	low
myricanone	aromatic ether; cyclic ketone; diarylheptanoid; methoxybenzenes; phenols	antineoplastic agent; plant metabolite	low
pannarin	aldehyde; aromatic ether; depsidones; organic heterotricyclic compound; organochlorine compound; phenols	antimicrobial agent; antineoplastic agent; apoptosis inducer; lichen metabolite	low
gingerdione	beta-diketone; monomethoxybenzene; phenols		low
etilefrine hydrochloride	phenols		low
8-gingerol	beta-hydroxy ketone; monomethoxybenzene; phenols		low
10-gingerol	beta-hydroxy ketone; monomethoxybenzene; phenols		low
pluviatolide	aromatic ether; benzodioxoles; butan-4-olide; lignan; phenols	plant metabolite	low
nordihydrocapsaicin	methoxybenzenes; phenols		low
erysodine	aromatic ether; diether; Erythrina alkaloid; organic heterotetracyclic compound; phenols	antiparasitic agent; nicotinic antagonist; phytogenic insecticide	low
isomhpg	methoxybenzenes; phenols		low
rubrofusarin B	aromatic ether; benzochromenone; naphtho-gamma-pyrone; phenols; polyketide	Aspergillus metabolite	low
top 53	furonaphthodioxole; gamma-lactone; organic heterotetracyclic compound; phenols; tertiary amino compound	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor	low
2,5-dihydroxybenzyl alcohol	aromatic primary alcohol; phenols	antineoplastic agent; antioxidant; apoptosis inhibitor; fungal metabolite	low
n-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide	anilide fungicide; aromatic amide; dichlorobenzene; monocarboxylic acid amide; phenols	antifungal agrochemical; EC 1.14.13.72 (methylsterol monooxygenase) inhibitor; sterol biosynthesis inhibitor	low
deferasirox	benzoic acids; monocarboxylic acid; phenols; triazoles	iron chelator	low
succinobucol	benzoate ester; phenols		low
fonsecin	aromatic ether; cyclic hemiketal; heptaketide; naphtho-gamma-pyrone; phenols	Aspergillus metabolite; marine metabolite	low
4-allyl-2,6-dimethoxyphenol	dimethoxybenzene; phenols; phenylpropanoid		low
lariciresinol	aromatic ether; lignan; oxolanes; phenols; primary alcohol	antifungal agent; plant metabolite	low
4-(2-Amino-1,3-thiazol-4-yl)phenol	phenols		low
3-(2-Methylpropanoyloxy)-8-(2-methylbutanoyloxy)-9,10-epoxy-p-mentha-1,3,5-triene	benzoate ester; phenols		low
maackiain	phenols; pterocarpans		low
2-methoxyestrone	17-oxo steroid; 3-hydroxy steroid; alicyclic ketone; aromatic ether; phenolic steroid; phenols	human metabolite; mouse metabolite	low
metoprolol tartrate	alcohol; phenols		low
ferruginol	abietane diterpenoid; carbotricyclic compound; meroterpenoid; phenols	antibacterial agent; antineoplastic agent; plant metabolite; protective agent	low
abyssinone i	monohydroxyflavanone; phenols	apoptosis inhibitor; plant metabolite	low
abyssinone v	4'-hydroxyflavanones; phenols; trihydroxyflavanone	metabolite	low
oxyacanthine	bisbenzylisoquinoline alkaloid; isoquinolines; macrocycle; phenols; tertiary amino compound		low
agnuside	benzoate ester; beta-D-glucoside; cyclopentapyran; iridoid monoterpenoid; monosaccharide derivative; phenols; terpene glycoside	anti-inflammatory agent; cyclooxygenase 2 inhibitor; plant metabolite; pro-angiogenic agent	low
cleomiscosin a	aromatic ether; delta-lactone; organic heterotricyclic compound; phenols; primary alcohol	anti-inflammatory agent; metabolite	low
pyochelin	monocarboxylic acid; phenols; thiazolidines	metabolite; siderophore	low
yersiniabactin	monocarboxylic acid; phenols; secondary alcohol; thiazolidines	bacterial metabolite; siderophore	low
sr 12813	organic phosphonate; phenols	pregnane X receptor agonist	low
mycophenolic acid	2-benzofurans; gamma-lactone; monocarboxylic acid; phenols	anticoronaviral agent; antimicrobial agent; antineoplastic agent; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; environmental contaminant; immunosuppressive agent; mycotoxin; Penicillium metabolite; xenobiotic	low
stigmatellin	aromatic ether; chromones; olefinic compound; phenols	bacterial metabolite; quinol oxidation site inhibitor	low
afimoxifene	phenols; tertiary amino compound	antineoplastic agent; estrogen receptor antagonist; metabolite	low
3-hydroxyhippuric acid	N-acylglycine; phenols	metabolite	low
aclarubicin	aminoglycoside; anthracycline; methyl ester; phenols; polyketide; tetracenequinones; trisaccharide derivative; zwitterion	antimicrobial agent; antineoplastic agent; apoptosis inducer; bacterial metabolite; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor	low
teniposide	aromatic ether; beta-D-glucoside; cyclic acetal; furonaphthodioxole; gamma-lactone; monosaccharide derivative; phenols; thiophenes	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor	low
chavibetol	methoxybenzenes; phenols		low
piperlactam s	alkaloid; aromatic ether; gamma-lactam; organic heterotetracyclic compound; phenols	anti-inflammatory agent; antioxidant; plant metabolite	low
2-hydroxycinnamic acid	2-coumaric acid; phenols	antioxidant; metabolite	low
2'-hydroxychalcone	chalcones; phenols	anti-inflammatory agent	low
6-(hexylthio)-4-(4-hydroxyphenyl)-2-oxo-3,4-dihydro-1H-pyridine-5-carbonitrile	phenols		low
5-(4-bromophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-2,4-dihydropyrrolo[3,4-c]pyrazol-6-one	methoxybenzenes; phenols		low
2-methoxy-6-[[(1-propyl-5-benzimidazolyl)amino]methyl]phenol	methoxybenzenes; phenols		low
2-methoxy-6-[[(1-methyl-2-benzimidazolyl)amino]methyl]phenol	methoxybenzenes; phenols		low
acetic acid [4-[oxo-(2-phenylethylamino)methyl]phenyl] ester	benzoate ester; phenols		low
acetic acid [2-(4-acetamido-6-phenyl-1,3,5-triazin-2-yl)phenyl] ester	benzoate ester; phenols		low
zucapsaicin	methoxybenzenes; phenols		low
2-hydroxybenzoic acid [2-[[(1-methyl-2-pyrrolyl)-oxomethyl]amino]-2-oxoethyl] ester	benzoate ester; phenols		low
2-[2-nitro-4-(trifluoromethyl)phenyl]sulfinylacetic acid (4-chlorophenyl) ester	benzoate ester; phenols		low
acetic acid [4-[(1-oxo-2-phenylethyl)amino]phenyl] ester	benzoate ester; phenols		low
2-hydroxy-4-methylbenzoic acid [2-(2-chloroanilino)-2-oxoethyl] ester	benzoate ester; phenols		low
2-[[2-[(2-hydroxyphenyl)-oxomethoxy]-1-oxoethyl]amino]-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylic acid methyl ester	benzoate ester; phenols		low
3-hydroxybenzoic acid [2-(1H-indol-3-yl)-2-oxoethyl] ester	benzoate ester; phenols		low
4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylic acid (3-methylcyclohexyl) ester	methoxybenzenes; phenols		low
4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylic acid (4-methoxyphenyl)methyl ester	methoxybenzenes; phenols		low
2-(3,5-diphenyl-3,4-dihydropyrazol-2-yl)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile	methoxybenzenes; phenols		low
2-[[3-(methylthio)-1,2,4-thiadiazol-5-yl]thio]acetic acid (4-acetamidophenyl) ester	benzoate ester; phenols		low
monastrol	enoate ester; ethyl ester; phenols; racemate; thioureas	antileishmanial agent; antimitotic; antineoplastic agent; EC 3.5.1.5 (urease) inhibitor	low
dezocine	phenols; primary amino compound	opioid analgesic	low
3-methoxy-4-hydroxyphenylglycol sulfate	alcohol; phenols		low
5-hydroxydiclofenac	dichlorobenzene; monocarboxylic acid; phenols; secondary amino compound	allergen; drug metabolite	low
4-hydroxyphenethylene glycol	phenols		low
5-hydroxybenzimidazole	benzimidazoles; phenols	bacterial metabolite; human metabolite; rat metabolite	low
5-(diethylsulfamoyl)-2-hydroxybenzoic acid [2-oxo-2-[4-(trifluoromethoxy)anilino]ethyl] ester	benzoate ester; phenols		low
n,o-didesmethylvenlafaxine	cyclohexanols; phenols; secondary amino compound	drug metabolite; marine xenobiotic metabolite	low
2-hydroxybenzoic acid [2-(2-ethoxyanilino)-2-oxo-1-phenylethyl] ester	benzoate ester; phenols		low
sb 415286	C-nitro compound; maleimides; monochlorobenzenes; phenols; secondary amino compound; substituted aniline	antioxidant; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
acetic acid [2-[2-acetyl-3-(4-methoxyphenyl)-3,4-dihydropyrazol-5-yl]phenyl] ester	benzoate ester; phenols		low
2-hydroxy-5-[(4-methoxyphenyl)sulfamoyl]benzoic acid [2-[1-(3-bicyclo[2.2.1]heptanyl)ethylamino]-2-oxoethyl] ester	benzoate ester; phenols		low
3,5-dimethyl-4-oxo-6-thieno[2,3-d]pyrimidinecarboxylic acid (4-methylphenyl) ester	benzoate ester; phenols		low
1,3,5-tris(4-hydroxyphenyl)-4-propyl-1h-pyrazole	phenols; pyrazoles	estrogen receptor agonist	low
6-iodonordihydrocapsaicin	methoxybenzenes; phenols		low
3-(4-hydroxyphenyl)-1-propane	4-hydroxycinnamyl alcohol; phenols; phenylpropanoid	monolignol	low
sinapaldehyde	cinnamaldehydes; dimethoxybenzene; phenols	antifungal agent; plant metabolite	low
mycophenolate mofetil	carboxylic ester; ether; gamma-lactone; phenols; tertiary amino compound	anticoronaviral agent; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; immunosuppressive agent; prodrug	low
isobutrin	beta-D-glucoside; chalcones; monosaccharide derivative; phenols	anti-inflammatory agent; hepatoprotective agent; plant metabolite	low
euxanthone	phenols; xanthones	metabolite; plant metabolite	low
mangostin	aromatic ether; phenols; xanthones	antimicrobial agent; antineoplastic agent; antioxidant; plant metabolite	low
swerchirin	aromatic ether; phenols; xanthones	hypoglycemic agent; metabolite	low
shogaol	enone; monomethoxybenzene; phenols		low
4-hydroxychalcone	chalcones; phenols	antihypertensive agent; plant metabolite	low
4'-hydroxychalcone	chalcones; phenols	anti-inflammatory agent; antineoplastic agent	low
olvanil	methoxybenzenes; phenols		low
n-cinnamoyltyramine	cinnamamides; phenols; secondary carboxamide	allelochemical; antimicrobial agent; phytoalexin; platelet aggregation inhibitor	low
methyl brevifolincarboxylate	cyclic ketone; delta-lactone; organic heterotricyclic compound; phenols	EC 5.99.1.2 (DNA topoisomerase) inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; metabolite; platelet aggregation inhibitor; radical scavenger; vasodilator agent	low
3-deoxysappanchalcone	chalcones; monomethoxybenzene; phenols	metabolite	low
rhamnazin	aromatic ether; dimethoxyflavone; phenols; trihydroxyflavone	antineoplastic agent; plant metabolite	low
alpha-cyano-4-hydroxycinnamic acid	monohydroxycinnamic acid; nitrile; phenols	MALDI matrix material	low
macluraxanthone b	phenols; xanthones	anti-HIV agent; antineoplastic agent; metabolite	low
flavokawain b	chalcones; dimethoxybenzene; phenols	anti-inflammatory agent; antileishmanial agent; antineoplastic agent; apoptosis inducer; metabolite	low
lichexanthone	aromatic ether; phenols; xanthones	plant metabolite	low
alternariol	benzochromenone; phenols	EC 3.1.1.8 (cholinesterase) inhibitor; metabolite; mycotoxin	low
sorbicillin	phenols		low
decussatin	aromatic ether; phenols; xanthones	plant metabolite	low
gamma-mangostin	phenols; xanthones	antineoplastic agent; plant metabolite; protein kinase inhibitor	low
1,7-dihydroxy-4-methoxyxanthone	aromatic ether; phenols; xanthones	metabolite; plant metabolite	low
resiniferatoxin	carboxylic ester; diterpenoid; enone; monomethoxybenzene; organic heteropentacyclic compound; ortho ester; phenols; tertiary alpha-hydroxy ketone	analgesic; neurotoxin; plant metabolite; TRPV1 agonist	low
flavasperone	aromatic ether; naphtho-gamma-pyrone; phenols	acyl-CoA:cholesterol acyltransferase 2 inhibitor; antiviral agent; Aspergillus metabolite; marine metabolite	low
su 1498	enamide; monocarboxylic acid amide; nitrile; phenols; secondary carboxamide	vascular endothelial growth factor receptor antagonist	low
n-feruloylserotonin	aromatic ether; cinnamamides; hydroxyindoles; phenols; secondary carboxamide	plant metabolite	low
tyrphostin ag825	aromatic ether; benzothiazoles; enamide; nitrile; organic sulfide; phenols; primary carboxamide	epidermal growth factor receptor antagonist	low
eupomatenoid 6	benzofurans; phenols	anti-inflammatory agent; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; NF-kappaB inhibitor; plant metabolite	low
7-hydroxy-2-(n-n-propyl-n-(3-iodo-2'-propenyl)-amino)tetralin	organoiodine compound; phenols; tertiary amino compound; tetralins	dopamine agonist	low
monorden	cyclic ketone; enone; epoxide; macrolide antibiotic; monochlorobenzenes; phenols	antifungal agent; metabolite; tyrosine kinase inhibitor	low
cefatrizine	amino acid amide; carboxylic acid; cephalosporin; phenols; semisynthetic derivative; triazoles	antibacterial drug; EC 2.7.11.20 (elongation factor 2 kinase) inhibitor	low
sibiromycin	aminoglycoside antibiotic; hemiaminal; phenols; pyrrolobenzodiazepine	antineoplastic agent; bacterial metabolite	low
(8)-shogaol	enone; monomethoxybenzene; phenols		low
(10)-shogaol	enone; monomethoxybenzene; phenols		low
arvanil	methoxybenzenes; phenols		low
3-tyrosine	hydroxyphenylalanine; L-alpha-amino acid zwitterion; L-phenylalanine derivative; non-proteinogenic L-alpha-amino acid; phenols	plant metabolite	low
camostat	aromatic ether; phenols		low
jasplakinolide	cyclodepsipeptide; phenols	actin polymerisation inducer; animal metabolite; antifungal agent; antineoplastic agent; apoptosis inducer; marine metabolite; neuroprotective agent	low
capsiate	carboxylic ester; monomethoxybenzene; phenols	angiogenesis inhibitor; anti-allergic agent; anti-inflammatory agent; antioxidant; capsaicin receptor agonist; hypoglycemic agent; plant metabolite	low
fr 148083	aromatic ether; macrolide; phenols; secondary alcohol; secondary alpha-hydroxy ketone	antibacterial agent; antineoplastic agent; metabolite; NF-kappaB inhibitor	low
tmc-95a	indoles; lactam; macrocycle; phenols; secondary alcohol; tertiary alcohol	antimicrobial agent; antineoplastic agent; bacterial metabolite; fungal metabolite; proteasome inhibitor	low
topopyrone c	naphthochromene; p-quinones; phenols	antimicrobial agent; antineoplastic agent; antiviral agent; EC 5.99.1.2 (DNA topoisomerase) inhibitor; Penicillium metabolite	low
pi103	aromatic amine; morpholines; organic heterotricyclic compound; phenols; tertiary amino compound	antineoplastic agent; EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor; mTOR inhibitor	low
estin	1-benzofurans; ether; methyl ester; organochlorine compound; oxaspiro compound; phenols	Aspergillus metabolite; Penicillium metabolite	low
mdl 105725	methoxybenzenes; phenols		low
ustiloxin b	aromatic ether; heterodetic cyclic peptide; macrocycle; phenols; secondary alcohol; secondary carboxamide; sulfoxide	Aspergillus metabolite; microtubule-destabilising agent; mycotoxin	low
nidulalin a	methyl ester; phenols; xanthones	antimicrobial agent; antineoplastic agent; Penicillium metabolite	low
hypothemycin	aromatic ether; diol; enone; epoxide; macrolide; phenols; polyketide; secondary alpha-hydroxy ketone	antifungal agent; antineoplastic agent; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; fungal metabolite	low
vernakalant	alcohol; phenols		low
elloramycin	alpha-L-rhamnoside; carboxylic ester; enol ether; enone; methyl ester; monosaccharide derivative; phenols; tertiary alpha-hydroxy ketone; tetracenomycin	antimicrobial agent; bacterial metabolite	low
arachidonoylserotonin	N-acylserotonin; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; capsaicin receptor antagonist; EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor; human metabolite; signalling molecule	low
avenanthramide b	amidobenzoic acid; cinnamamides; monohydroxybenzoic acid; monomethoxybenzene; phenols; secondary carboxamide	antineoplastic agent; apoptosis inducer; phytoalexin	low
vilanterol	benzyl alcohols; dichlorobenzene; ether; phenols; secondary amino compound	beta-adrenergic agonist; bronchodilator agent	low
lactonamycin	gamma-lactone; organic heterohexacyclic compound; phenols; trideoxyhexose derivative	antibacterial agent; antimicrobial agent; metabolite	low
nigerloxin	aromatic ether; benzamides; benzoic acids; phenols; styrenes	antioxidant; Aspergillus metabolite; EC 1.1.1.21 (aldehyde reductase) inhibitor; lipoxygenase inhibitor; radical scavenger	low
1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one	diarylheptanoid; enone; phenols	plant metabolite	low
tmc-95b	indoles; lactam; macrocycle; phenols; secondary alcohol; tertiary alcohol	antimicrobial agent; antineoplastic agent; fungal metabolite; proteasome inhibitor	low
1,7-bis(4-hydroxyphenyl)hepta-4E-6E-dien-3-one	diarylheptanoid; enone; phenols	plant metabolite	low
cardanol	phenols		low
glyceryl ferulate	1-monoglyceride; aromatic ether; enoate ester; phenols	antioxidant; plant metabolite; ultraviolet filter	low
laurinterol	organobromine compound; phenols; sesquiterpenoid	antibacterial agent; apoptosis inducer; EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor; metabolite	low
10-isobutyryloxy-8,9-epoxythymol isobutyrate	benzoate ester; phenols		low
olodaterol	aromatic ether; benzoxazine; phenols; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent	low
diversonol	phenols; tertiary alcohol	antibacterial agent; metabolite	low
alloin	anthracenes; C-glycosyl compound; cyclic ketone; phenols	laxative; metabolite	low
sarpagine	indole alkaloid; phenols; primary alcohol; secondary amino compound; tertiary amino compound		low
1-O-feruloyl-beta-D-glucose	aromatic ether; beta-D-glucoside; cinnamate ester; phenols	antioxidant; plant metabolite	low
ligstroside	beta-D-glucoside; diester; methyl ester; phenols; pyrans; secoiridoid glycoside	antineoplastic agent; plant metabolite	low
shamixanthone	cyclic ketone; phenols; pyranoxanthene	metabolite	low
siphonazole	methoxybenzenes; phenols		low
vx-770	aromatic amide; monocarboxylic acid amide; phenols; quinolone	CFTR potentiator; orphan drug	low
4-[[(4S)-3-[2-(1-adamantyl)ethyl]-2-amino-4,5-dihydroimidazol-4-yl]methyl]phenol	phenols		low
3-(1,3-benzodioxol-5-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)-1-(3-methyl-1-piperidinyl)-1-propanone	methoxybenzenes; phenols		low
respirantin	benzamides; cyclodepsipeptide; formamides; phenols	antimicrobial agent; antineoplastic agent; metabolite	low
3,4-dihydroxyphenylethanol-elenolic acid dialdehyde	alcohol; phenols		low
avilamycin a	benzoate ester; cyclic acetal; dichlorobenzene; oligosaccharide derivative; ortho ester; oxaspiro compound; phenols; tertiary alpha-hydroxy ketone	antimicrobial agent; bacterial metabolite	low
cathestatin b	dicarboxylic acid monoamide; epoxide; monocarboxylic acid; phenols; primary amino compound	antimicrobial agent; cysteine protease inhibitor; Penicillium metabolite	low
bromophycolide a	diterpenoid; macrolide; organobromine compound; phenols; tertiary alcohol	anti-HIV agent; antibacterial agent; antifungal agent; antimalarial; antineoplastic agent; metabolite	low
diorcinol	aromatic ether; phenols	fungal metabolite; marine metabolite; metabolite	low
n-trans-feruloyloctopamine	methoxybenzenes; phenols		low
marinopyrrole a	aromatic ketone; organochlorine compound; phenols; pyrroles	antibacterial agent; antimicrobial agent; antineoplastic agent; bacterial metabolite; marine metabolite	low
chondramide c	chondramide; indoles; phenols	antineoplastic agent; bacterial metabolite	low
debromoaplysiatoxin	aplysiatoxins; cyclic hemiketal; ether; organic heterotricyclic compound; phenols; secondary alcohol; spiroketal	algal metabolite; carcinogenic agent; cyanotoxin; marine metabolite; protein kinase C agonist	low
(E)-5-hydroxy-6-(3-methylbut-2-enyl)-2-(pent-1-enyl)benzofuran-4-carbaldehyde	1-benzofurans; aldehyde; phenols	Aspergillus metabolite; Chaetomium metabolite; radical scavenger	low
1-(4-hydroxyphenyl)-7-phenyl-(6E)-hept-6-en-3-one	diarylheptanoid; ketone; phenols	plant metabolite	low
hordatine a	aromatic ether; benzofurans; dicarboxylic acid diamide; guanidines; phenols	adrenergic antagonist; metabolite	low
chondramide a	chondramide; indoles; phenols	antineoplastic agent; bacterial metabolite	low
quinolobactin	aromatic ether; monohydroxyquinoline; phenols; quinolinemonocarboxylic acid	bacterial metabolite; siderophore	low
novobiocin	carbamate ester; ether; hexoside; hydroxycoumarin; monocarboxylic acid amide; monosaccharide derivative; phenols	antibacterial agent; antimicrobial agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; Escherichia coli metabolite; hepatoprotective agent	low
ilicicolin h	aromatic ketone; carbobicyclic compound; ilicicolin; monohydroxypyridine; octahydronaphthalenes; phenols; pyridone	antimicrobial agent; mitochondrial respiratory-chain inhibitor	low
naloxegol	aromatic ether; organic heteropentacyclic compound; phenols; polyether; tertiary alcohol	cathartic; mu-opioid receptor antagonist	low
fertaric acid	aromatic ether; cinnamate ester; dicarboxylic acid; phenols; tetraric acid derivative		low
callipeltin a	cyclodepsipeptide; guanidines; lactone; oligopeptide; phenols	anti-HIV-1 agent; antifungal agent; metabolite	low
opt 80	carboxylic ester; glycoside; macrolide antibiotic; organochlorine compound; phenols	antibacterial drug; bacterial metabolite; EC 2.7.7.6 (RNA polymerase) inhibitor	low
brasilicardin a	benzoate ester; carbotricyclic compound; diterpenoid; N-acetyl-D-glucosaminide; non-proteinogenic alpha-amino acid; phenols	antimicrobial agent; antineoplastic agent; bacterial metabolite; immunosuppressive agent	low
ML355	benzothiazoles; monomethoxybenzene; phenols; secondary amino compound; substituted aniline; sulfonamide	EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor; platelet aggregation inhibitor	low
acarbose	chondramide; indoles; organochlorine compound; phenols	antineoplastic agent; bacterial metabolite	low
pf-06687252	azabicycloalkane; enone; phenols; pyridines		low
chondramide d	chondramide; indoles; phenols	antineoplastic agent; bacterial metabolite	low
biliatresone	aromatic ether; aromatic ketone; benzodioxoles; enone; phenols	plant metabolite; toxin	low
can 508	aromatic amine; monoazo compound; phenols; pyrazoles	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor	low
nu 1025	phenols; quinazolines	EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor	low
quininib	phenols; styrylquinoline	angiogenesis inhibitor	low
pp242	aromatic amine; biaryl; hydroxyindoles; phenols; primary amino compound; pyrazolopyrimidine	antineoplastic agent; mTOR inhibitor	low
dehydroluciferin	1,3-thiazolemonocarboxylic acid; benzothiazoles; biaryl; phenols	animal metabolite; luciferin	low
sotorasib	acrylamides; methylpyridines; monofluorobenzenes; N-acylpiperazine; phenols; pyridopyrimidine; tertiary amino compound; tertiary carboxamide	antineoplastic agent	low
tilimycin	phenols; pyrrolobenzodiazepine	alkylating agent; apoptosis inducer; bacterial metabolite; toxin	low
monoisopropanolamine	amino alcohol; secondary alcohol	Escherichia coli metabolite	low
2,3-butylene glycol	butanediol; glycol; secondary alcohol		low
isocitric acid	secondary alcohol; tricarboxylic acid	fundamental metabolite	low
menthol	p-menthane monoterpenoid; secondary alcohol	volatile oil component	low
alprenolol	secondary alcohol; secondary amino compound	anti-arrhythmia drug; antihypertensive agent; beta-adrenergic antagonist; sympatholytic agent	low
bisoprolol	secondary alcohol; secondary amine	anti-arrhythmia drug; antihypertensive agent; beta-adrenergic antagonist; sympatholytic agent	low
carteolol	quinolone; secondary alcohol	anti-arrhythmia drug; antiglaucoma drug; antihypertensive agent; beta-adrenergic antagonist; sympatholytic agent	low
carvedilol	carbazoles; secondary alcohol; secondary amino compound	alpha-adrenergic antagonist; antihypertensive agent; beta-adrenergic antagonist; cardiovascular drug; vasodilator agent	low
cgp 12177	aromatic ether; benzimidazoles; secondary alcohol; secondary amino compound	beta-adrenergic antagonist	low
chlorphenesin carbamate	carbamate ester; monochlorobenzenes; secondary alcohol	muscle relaxant	low
cyclandelate	carboxylic ester; secondary alcohol	vasodilator agent	low
1-phenyl-2-palmitoylamino-3-morpholino-1-propanol	benzyl alcohols; fatty amide; morpholines; secondary alcohol; tertiary amino compound		low
berotek	resorcinols; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; sympathomimetic agent; tocolytic agent	low
2-propanol	secondary alcohol; secondary fatty alcohol	protic solvent	low
isoproterenol	catechols; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; cardiotonic drug; sympathomimetic agent	low
metaproterenol	aralkylamino compound; phenylethanolamines; resorcinols; secondary alcohol; secondary amino compound		low
methocarbamol	aromatic ether; carbamate ester; secondary alcohol		low
metoprolol	aromatic ether; propanolamine; secondary alcohol; secondary amino compound	antihypertensive agent; beta-adrenergic antagonist; environmental contaminant; geroprotector; xenobiotic	low
midodrine	amino acid amide; aromatic ether; secondary alcohol	alpha-adrenergic agonist; prodrug; sympathomimetic agent; vasoconstrictor agent	low
practolol	acetamides; ethanolamines; propanolamine; secondary alcohol; secondary amino compound	anti-arrhythmia drug; beta-adrenergic antagonist	low
propafenone	aromatic ketone; secondary alcohol; secondary amino compound	anti-arrhythmia drug	low
sotalol	ethanolamines; secondary alcohol; secondary amino compound; sulfonamide	anti-arrhythmia drug; beta-adrenergic antagonist; environmental contaminant; xenobiotic	low
cycloheximide	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor	low
2-butanol	secondary alcohol		low
pseudoephedrine	phenylethanolamines; secondary alcohol; secondary amino compound	anti-asthmatic drug; bronchodilator agent; central nervous system drug; nasal decongestant; plant metabolite; sympathomimetic agent; vasoconstrictor agent; xenobiotic	low
benzohydrol	benzyl alcohols; secondary alcohol	bacterial xenobiotic metabolite; human urinary metabolite; human xenobiotic metabolite; rat metabolite	low
1,3-dichloro-2-propanol	organochlorine compound; secondary alcohol	cross-linking reagent; protic solvent	low
ethyl lactate	ethyl ester; lactate ester; secondary alcohol	metabolite	low
12-hydroxy stearic acid	hydroxyoctadecanoic acid; secondary alcohol	bacterial xenobiotic metabolite; plant metabolite	low
cyclohexanol	cyclohexanols; secondary alcohol	solvent	low
diisopropanolamine	aminodiol; secondary alcohol; secondary amino compound	buffer; emulsifier; surfactant	low
3,3,5-trimethylcyclohexanol	cyclohexanols; secondary alcohol	EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor	low
2-methyl-5-(1-methylethenyl)cyclohexanol	p-menthane monoterpenoid; secondary alcohol	acaricide; plant metabolite; volatile oil component	low
2-hexanol	hexanol; secondary alcohol	human metabolite; plant metabolite; semiochemical	low
2-nonanol	nonanol; secondary alcohol	bacterial metabolite; flavouring agent; pheromone; plant metabolite; rat metabolite; volatile oil component	low
ethyl mandelate	ethyl ester; secondary alcohol		low
hexafluoroisopropanol	organofluorine compound; secondary alcohol	drug metabolite	low
3-quinuclidinol	quinuclidines; secondary alcohol; tertiary amine		low
2-undecanol	secondary alcohol; undecanol	animal metabolite; flavouring agent; pheromone; plant metabolite; volatile oil component	low
spectinomycin	cyclic acetal; cyclic hemiketal; cyclic ketone; pyranobenzodioxin; secondary alcohol; secondary amino compound	antibacterial drug; antimicrobial agent; bacterial metabolite	low
2,5-hexanediol	glycol; secondary alcohol		low
2-octanol	octanol; secondary alcohol	plant metabolite; volatile oil component	low
sulcatol	secondary alcohol	pheromone	low
1-indanol	aromatic alcohol; indanes; secondary alcohol	xenobiotic	low
helenalin	cyclic ketone; gamma-lactone; organic heterotricyclic compound; secondary alcohol; sesquiterpene lactone	anti-inflammatory agent; antineoplastic agent; metabolite; plant metabolite	low
colterol	catechols; ethanolamines; secondary alcohol; secondary amino compound; triol	anti-asthmatic drug; beta-adrenergic agonist; bronchodilator agent	low
ornidazole	C-nitro compound; imidazoles; organochlorine compound; secondary alcohol	antiamoebic agent; antibacterial drug; antiinfective agent; antiprotozoal drug; antitrichomonal drug; epitope	low
1-chloro-2-propanol	organochlorine compound; secondary alcohol		low
du-21220	benzyl alcohols; polyphenol; secondary alcohol; secondary amino compound		low
bitolterol	carboxylic ester; diester; ethanolamines; secondary alcohol; secondary amino compound	anti-asthmatic drug; beta-adrenergic agonist; bronchodilator agent; prodrug	low
diisopropanolnitrosamine	diol; nitrosamine; secondary alcohol	carcinogenic agent	low
triadimenol	aromatic ether; conazole fungicide; hemiaminal ether; monochlorobenzenes; secondary alcohol; triazole fungicide	antifungal agrochemical; EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor; xenobiotic metabolite	low
st 1059	aromatic ether; primary amino compound; secondary alcohol	alpha-adrenergic agonist; sympathomimetic agent; vasoconstrictor agent	low
pravastatin	3-hydroxy carboxylic acid; carbobicyclic compound; carboxylic ester; hydroxy monocarboxylic acid; secondary alcohol; statin (semi-synthetic)	anticholesteremic drug; environmental contaminant; metabolite; xenobiotic	low
ractopamine	benzyl alcohols; polyphenol; secondary alcohol; secondary amino compound		low
ranolazine	aromatic amide; monocarboxylic acid amide; monomethoxybenzene; N-alkylpiperazine; secondary alcohol		low
lisofylline	dimethylxanthine; secondary alcohol		low
esmolol	aromatic ether; ethanolamines; methyl ester; secondary alcohol; secondary amino compound		low
calanolide a	cyclic ether; delta-lactone; organic heterotetracyclic compound; secondary alcohol	HIV-1 reverse transcriptase inhibitor; plant metabolite	low
cephalotaxine	benzazepine alkaloid fundamental parent; benzazepine alkaloid; cyclic acetal; enol ether; organic heteropentacyclic compound; secondary alcohol; tertiary amino compound		low
16-hydroxytestosterone	16alpha-hydroxy steroid; 17beta-hydroxy steroid; 3-oxo-Delta(4) steroid; androstanoid; C19-steroid; diol; secondary alcohol	androgen	low
nebivolol	chromanes; diol; organofluorine compound; secondary alcohol; secondary amino compound		low
secnidazole	C-nitro compound; imidazoles; secondary alcohol	epitope	low
zaluzanin C	gamma-lactone; guaiane sesquiterpenoid; organic heterotricyclic compound; secondary alcohol; sesquiterpene lactone	EC 1.14.13.39 (nitric oxide synthase) inhibitor; metabolite	low
beta-amyrin	pentacyclic triterpenoid; secondary alcohol	Aspergillus metabolite; plant metabolite	low
alpha-amyrin	pentacyclic triterpenoid; secondary alcohol		low
mandelamide	benzyl alcohols; monocarboxylic acid amide; secondary alcohol		low
fluoren-9-ol	hydroxyfluorenes; secondary alcohol	animal metabolite	low
loganin	beta-D-glucoside; cyclopentapyran; enoate ester; iridoid monoterpenoid; methyl ester; monosaccharide derivative; secondary alcohol	anti-inflammatory agent; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; EC 3.4.23.46 (memapsin 2) inhibitor; neuroprotective agent; plant metabolite	low
1-cyano-2-hydroxy-3-butene	secondary alcohol		low
bitertanol	aromatic ether; biphenyls; secondary alcohol; triazoles		low
taraxerol	pentacyclic triterpenoid; secondary alcohol	metabolite	low
4,4'-oxydi-2-butanol	secondary alcohol		low
lactamide	monocarboxylic acid amide; secondary alcohol		low
sporidesmin	aromatic ether; cyclic ketone; diketone; organic disulfide; organic heteropentacyclic compound; organochlorine compound; secondary alcohol; tertiary alcohol; tertiary amino compound	mycotoxin; Wnt signalling activator	low
erythrodiol	diol; pentacyclic triterpenoid; primary alcohol; secondary alcohol	plant metabolite	low
6,6-dimethyl-2-methylenebicyclo(3.1.1)heptan-3-ol	carbobicyclic compound; pinane monoterpenoid; secondary alcohol	GABA modulator; mouse metabolite; plant metabolite; volatile oil component	low
4-(methylnitrosamino)-1-(3-pyridyl)-1-butan-1-ol	nitrosamine; pyridines; secondary alcohol	biomarker; carcinogenic agent; human urinary metabolite	low
4-hydroxydebrisoquin	carboxamidine; isoquinolines; secondary alcohol	metabolite	low
tabtoxin	dipeptide; L-threonine derivative; monobactam; secondary alcohol	bacterial metabolite; toxin	low
florfenicol	organochlorine compound; organofluorine compound; secondary alcohol; secondary carboxamide; sulfone	antimicrobial agent	low
megestrol acetate	bridged compound; organic heterotetracyclic compound; secondary alcohol; sesquiterpene lactone; spiro compound; tertiary alcohol; tetrol	GABA antagonist; neurotoxin; phytogenic insecticide; plant metabolite	low
paliperidone	1,2-benzoxazoles; heteroarylpiperidine; organofluorine compound; pyridopyrimidine; secondary alcohol		low
taraxasterol	pentacyclic triterpenoid; secondary alcohol	anti-inflammatory agent; metabolite	low
cubebin	benzodioxoles; cyclic acetal; lactol; lignan; secondary alcohol	analgesic; anti-inflammatory agent; antimicrobial agent; histamine antagonist; plant metabolite; trypanocidal drug	low
bw 245c	imidazolidine-2,4-dione; monocarboxylic acid; secondary alcohol		low
conduritol b	cyclitol; secondary alcohol; tetrol		low
withanolide d	20-hydroxy steroid; 4-hydroxy steroid; delta-lactone; enone; epoxy steroid; ergostanoid; secondary alcohol; tertiary alcohol; withanolide	antineoplastic agent	low
ml 236a	2-pyranones; carbobicyclic compound; hexahydronaphthalenes; polyketide; secondary alcohol	antiatherosclerotic agent; anticholesteremic drug; antilipemic drug; antimicrobial agent; EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor; fungal metabolite	low
corynoline	benzophenanthridine alkaloid; cyclic acetal; isoquinolines; organic heterohexacyclic compound; secondary alcohol	antineoplastic agent; EC 3.1.1.7 (acetylcholinesterase) inhibitor; hepatoprotective agent; metabolite	low
fumagillol	secondary alcohol; sesquiterpenoid; spiro-epoxide	antimicrobial agent	low
lupeol	pentacyclic triterpenoid; secondary alcohol	anti-inflammatory drug; plant metabolite	low
withaferin a	27-hydroxy steroid; 4-hydroxy steroid; delta-lactone; enone; epoxy steroid; ergostanoid; primary alcohol; secondary alcohol; withanolide	antineoplastic agent; apoptosis inducer	low
2-hydroxypropylphosphonic acid	phosphonic acids; secondary alcohol	mouse metabolite	low
xv 638	1,3-thiazoles; benzamides; diazepanone; diol; secondary alcohol; secondary carboxamide; ureas	HIV protease inhibitor	low
hippeastrine	delta-lactone; indole alkaloid; organic heteropentacyclic compound; secondary alcohol	antineoplastic agent; metabolite	low
decursinol	cyclic ether; delta-lactone; organic heterotricyclic compound; secondary alcohol	analgesic; antineoplastic agent; EC 3.1.1.7 (acetylcholinesterase) inhibitor; metabolite	low
lactucin	azulenofuran; cyclic terpene ketone; enone; primary alcohol; secondary alcohol; sesquiterpene lactone	antimalarial; plant metabolite; sedative	low
prostaglandin h2	olefinic compound; oxylipin; prostaglandins H; secondary alcohol	mouse metabolite	low
(north)-methanocarbathymidine	C-glycosyl pyrimidine; carbobicyclic compound; primary alcohol; pyrimidone; secondary alcohol		low
mupirocin	alpha,beta-unsaturated carboxylic ester; epoxide; monocarboxylic acid; oxanes; secondary alcohol; triol	antibacterial drug; bacterial metabolite; protein synthesis inhibitor	low
costatolide	cyclic ether; delta-lactone; organic heterotetracyclic compound; secondary alcohol	HIV-1 reverse transcriptase inhibitor; plant metabolite	low
pf 1163a	aromatic ether; lactam; macrolide antibiotic; secondary alcohol	antifungal agent; Penicillium metabolite	low
tiamulin	carbotricyclic compound; carboxylic ester; cyclic ketone; organic sulfide; secondary alcohol; semisynthetic derivative; tertiary amino compound; tetracyclic diterpenoid	antibacterial drug	low
wiskostatin	carbazoles; organobromine compound; secondary alcohol; tertiary amino compound		low
galanal a	secondary alcohol		low
brl 15572	monochlorobenzenes; N-alkylpiperazine; N-arylpiperazine; secondary alcohol	geroprotector; serotonergic antagonist	low
australifungin	carbobicyclic compound; enol; enone; secondary alcohol	antifungal agent; EC 2.3.1.24 (sphingosine N-acyltransferase) inhibitor; HIV-1 integrase inhibitor; metabolite	low
bryostatin 1	acetate ester; bryostatins; cyclic hemiketal; enoate ester; methyl ester; organic heterotetracyclic compound; secondary alcohol	alpha-secretase activator; anti-HIV-1 agent; antineoplastic agent; marine metabolite; protein kinase C agonist	low
cholecalciferol	D3 vitamins; hydroxy seco-steroid; seco-cholestane; secondary alcohol; steroid hormone	geroprotector; human metabolite	low
leukotriene e4	amino dicarboxylic acid; L-cysteine thioether; leukotriene; non-proteinogenic L-alpha-amino acid; secondary alcohol		low
9-deoxy-9,10-didehydro-12,13-didehydro-13,14-dihydroprostaglandin d2	prostaglandins J; secondary alcohol	antineoplastic agent; antiviral agent	low
previtamin d(3)	D3 vitamins; hydroxy seco-steroid; seco-cholestane; secondary alcohol	human metabolite	low
azadirachtin	acetate ester; azadirachtin; cyclic hemiketal; enoate ester; epoxide; methyl ester; organic heterotetracyclic compound; secondary alcohol; tertiary alcohol	hepatoprotective agent	low
strigol	indenofuran; secondary alcohol; strigolactone		low
eupatolide	gamma-lactone; germacranolide; homoallylic alcohol; secondary alcohol	antineoplastic agent; plant metabolite	low
l 683590	ether; lactol; macrolide; secondary alcohol	antifungal agent; bacterial metabolite; immunosuppressive agent	low
17-phenyltrinorprostaglandin e2	alicyclic ketone; beta-hydroxy ketone; hydroxy monocarboxylic acid; olefinic compound; oxo monocarboxylic acid; prostanoid; secondary alcohol	human metabolite; prostaglandin receptor agonist	low
2,3-dinor-6-ketoprostaglandin f1alpha	4-oxo monocarboxylic acid; prostanoid; secondary alcohol	metabolite	low
8-isoprostaglandin e2	cyclic ketone; diol; prostanoid; secondary alcohol	bronchoconstrictor agent; human metabolite; rat metabolite; vasoconstrictor agent	low
sirolimus	antibiotic antifungal drug; cyclic acetal; cyclic ketone; ether; macrolide lactam; organic heterotricyclic compound; secondary alcohol	antibacterial drug; anticoronaviral agent; antineoplastic agent; bacterial metabolite; geroprotector; immunosuppressive agent; mTOR inhibitor	low
calcipotriene	cyclopropanes; hydroxy seco-steroid; seco-cholestane; secondary alcohol; triol	antipsoriatic; drug allergen	low
bay u9773	benzoic acids; dicarboxylic acid; organic sulfide; polyunsaturated fatty acid; secondary alcohol	leukotriene antagonist	low
iloprost	carbobicyclic compound; monocarboxylic acid; secondary alcohol	platelet aggregation inhibitor; vasodilator agent	low
andrographolide	carbobicyclic compound; gamma-lactone; labdane diterpenoid; primary alcohol; secondary alcohol	anti-HIV agent; anti-inflammatory drug; antineoplastic agent; metabolite	low
oridonin	cyclic hemiketal; enone; ent-kaurane diterpenoid; organic heteropentacyclic compound; secondary alcohol	angiogenesis inhibitor; anti-asthmatic agent; antibacterial agent; antineoplastic agent; apoptosis inducer; plant metabolite	low
lasalocid	beta-hydroxy ketone; monocarboxylic acid; monohydroxybenzoic acid; oxanes; oxolanes; polyether antibiotic; secondary alcohol; tertiary alcohol	bacterial metabolite; coccidiostat; ionophore	low
pederin	cyclic ketal; diol; oxanes; polyketide; secondary alcohol; secondary carboxamide	antimitotic; antineoplastic agent; bacterial metabolite; vesicant	low
streptogramin a	1,3-oxazoles; cyclic ketone; enamide; lactam; macrolide antibiotic; macrolide; pyrroline; secondary alcohol; secondary carboxamide; tertiary carboxamide	antibacterial drug; Mycoplasma genitalium metabolite	low
benanomicin b	aromatic ether; disaccharide derivative; L-alanine derivative; polyketide; polyphenol; pradimicin; secondary alcohol		low
pradimicin b	aromatic ether; L-alanine derivative; monosaccharide derivative; polyketide; polyphenol; pradimicin; secondary alcohol		low
poricoic acid a	dicarboxylic acid; secondary alcohol; tricyclic triterpenoid	fungal metabolite	low
poricoic acid g	dicarboxylic acid; secondary alcohol; tricyclic triterpenoid	fungal metabolite	low
pradimicin a	aromatic ether; carboxylic acid; disaccharide derivative; L-alanine derivative; p-quinones; polyphenol; pradimicin; secondary alcohol		low
l 685458	carbamate ester; monocarboxylic acid amide; peptide; secondary alcohol	EC 3.4.23.46 (memapsin 2) inhibitor; peptidomimetic	low
ici 118551	aromatic ether; indanes; secondary alcohol; secondary amino compound	beta-adrenergic antagonist	low
uniconazole	monochlorobenzenes; secondary alcohol; triazoles		low
diniconazole	dichlorobenzene; olefinic compound; secondary alcohol; triazoles		low
lumefantrine	fluorenes; monochlorobenzenes; secondary alcohol; tertiary amine	antimalarial	low
bryostatin 2	bryostatins; cyclic hemiketal; enoate ester; methyl ester; organic heterotetracyclic compound; secondary alcohol	antineoplastic agent; marine metabolite; protein kinase C agonist	low
everolimus	cyclic acetal; cyclic ketone; ether; macrolide lactam; primary alcohol; secondary alcohol	anticoronaviral agent; antineoplastic agent; geroprotector; immunosuppressive agent; mTOR inhibitor	low
terpestacin	secondary alcohol		low
chaetoviridin a	azaphilone; beta-hydroxy ketone; enone; gamma-lactone; organic heterotricyclic compound; organochlorine compound; secondary alcohol	antifungal agent; Chaetomium metabolite	low
beraprost	enyne; monocarboxylic acid; organic heterotricyclic compound; secondary alcohol; secondary allylic alcohol	anti-inflammatory agent; antihypertensive agent; platelet aggregation inhibitor; prostaglandin receptor agonist; vasodilator agent	low
yunaconitine	acetate ester; aromatic ether; benzoate ester; bridged compound; diterpene alkaloid; organic heteropolycyclic compound; polyether; secondary alcohol; tertiary alcohol; tertiary amino compound	antifeedant; human urinary metabolite; phytotoxin; plant metabolite; xenobiotic	low
laulimalide	carboxylic ester; epoxide; macrolide; secondary alcohol; secondary allylic alcohol	animal metabolite; antimitotic; antineoplastic agent; marine metabolite; microtubule-stabilising agent	low
indacaterol	indanes; monohydroxyquinoline; quinolone; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent	low
grayanotoxin i	acetate ester; pentol; secondary alcohol; tertiary alcohol; tetracyclic diterpenoid	antihypertensive agent; metabolite; neuromuscular agent; phytotoxin	low
solabegron	carboxybiphenyl; monochlorobenzenes; secondary alcohol; secondary amino compound; substituted aniline	beta-adrenergic agonist	low
monacolin j	2-pyranones; carbobicyclic compound; hexahydronaphthalenes; polyketide; secondary alcohol	antimicrobial agent; EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor; fungal metabolite	low
glutinol	pentacyclic triterpenoid; secondary alcohol		low
3-epi-fagomine	amino monosaccharide; hydroxypiperidine; primary alcohol; secondary alcohol; secondary amino compound; triol	EC 3.2.1.10 (oligo-1,6-glucosidase) inhibitor; EC 3.2.1.23 (beta-galactosidase) inhibitor; plant metabolite	low
ly 411575	dibenzoazepine; difluorobenzene; lactam; secondary alcohol	EC 3.4.23.46 (memapsin 2) inhibitor	low
manassantin b	benzodioxoles; dimethoxybenzene; lignan; oxolanes; secondary alcohol	antineoplastic agent; metabolite	low
ossamycin	cyclic hemiketal; macrolide antibiotic; organic heterotetracyclic compound; secondary alcohol; spiroketal; tertiary alcohol	antineoplastic agent; bacterial metabolite	low
2,3-dihydro-3beta-methoxy withaferin A	27-hydroxy steroid; 4-hydroxy steroid; delta-lactone; epoxy steroid; ergostanoid; primary alcohol; secondary alcohol; withanolide	metabolite; plant metabolite	low
migrastatin	ether; macrolide antibiotic; piperidones; secondary alcohol	antineoplastic agent; metabolite	low
allobetulinol	cyclic ether; secondary alcohol; triterpenoid		low
brivanib	aromatic ether; diether; fluoroindole; pyrrolotriazine; secondary alcohol	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; drug metabolite; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; fibroblast growth factor receptor antagonist	low
alpha-onocerin	diol; olefinic compound; secondary alcohol; triterpenoid	plant metabolite	low
cortistatin a	cortistatins; diol; secondary alcohol		low
amrubicinol	diastereoisomeric mixture; quinone; secondary alcohol; tetracenes	antineoplastic agent; apoptosis inducer; topoisomerase II inhibitor	low
cytotrienin a	cyclopropanecarboxylate ester; ether; hydroquinones; lactam; macrocycle; secondary alcohol	antibacterial agent; antimicrobial agent; antineoplastic agent; apoptosis inducer; metabolite	low
pyrostatin a	1,4,5,6-tetrahydropyrimidines; carboxamidine; iminium betaine; monocarboxylic acid; secondary alcohol		low
oplodiol	carbobicyclic compound; octahydronaphthalenes; secondary alcohol; sesquiterpenoid; tertiary alcohol	plant metabolite	low
simalikalactone D	cyclic ether; delta-lactone; enone; organic heteropentacyclic compound; quassinoid; secondary alcohol; secondary alpha-hydroxy ketone; triol	antimalarial; antineoplastic agent; antiviral agent; metabolite	low
monacolin l	2-pyranones; hexahydronaphthalenes; polyketide; secondary alcohol	anticholesteremic drug; Aspergillus metabolite; EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor	low
2,3-dihydrowithaferin A	27-hydroxy steroid; 4-hydroxy steroid; delta-lactone; epoxy steroid; ergostanoid; primary alcohol; secondary alcohol; withanolide	plant metabolite	low
adonixanthin	carotenone; cyclic ketone; secondary alcohol	algal metabolite; animal metabolite; antineoplastic agent; bacterial metabolite; marine metabolite; plant metabolite	low
3'-hydroxyechinenone	carotenone; enone; secondary alcohol	bacterial metabolite; biological pigment; cofactor	low
tubocapsanolide a	4-hydroxy steroid; delta-lactone; enone; epoxy steroid; ergostanoid; secondary alcohol; withanolide	antineoplastic agent; NF-kappaB inhibitor	low
pyranonigrin a	cyclic ketone; enol; gamma-lactam; pyranopyrrole; secondary alcohol	antioxidant; Aspergillus metabolite; marine metabolite	low
benzoylaconine	benzoate ester; bridged compound; diterpene alkaloid; organic heteropolycyclic compound; polyether; secondary alcohol; tertiary alcohol; tertiary amino compound; tetrol	phytotoxin; plant metabolite	low
tricin 4'-o-(threo-beta-guaiacylglyceryl) ether	dimethoxybenzene; flavonolignan; polyphenol; primary alcohol; secondary alcohol	plant metabolite	low
lucidenic acid n	cyclic terpene ketone; dioxo monocarboxylic acid; secondary alcohol; tetracyclic triterpenoid	antineoplastic agent; EC 3.1.1.8 (cholinesterase) inhibitor; metabolite	low
deoxyaconitine	acetate ester; benzoate ester; bridged compound; diol; diterpene alkaloid; organic heteropolycyclic compound; polyether; secondary alcohol; tertiary amino compound	plant metabolite	low
4'-epichaetoviridin A	azaphilone; beta-hydroxy ketone; enone; gamma-lactone; organic heterotricyclic compound; organochlorine compound; secondary alcohol	Chaetomium metabolite	low
eliglustat	benzodioxine; carboxamide; N-alkylpyrrolidine; secondary alcohol	EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor	low
borrelidin	aliphatic nitrile; diol; macrolide; monocarboxylic acid; secondary alcohol	antifungal agent; antimalarial; antimicrobial agent; antineoplastic agent; apoptosis inducer; bacterial metabolite	low
aspergillide b	bridged compound; cyclic ether; macrolide; secondary alcohol	antineoplastic agent; Aspergillus metabolite	low
delanzomib	C-terminal boronic acid peptide; phenylpyridine; secondary alcohol; threonine derivative	antineoplastic agent; apoptosis inducer; proteasome inhibitor	low
benzoylmesaconine	benzoate ester; bridged compound; diterpene alkaloid; organic heteropolycyclic compound; polyether; secondary alcohol; tertiary alcohol; tertiary amino compound; tetrol	analgesic; antiinfective agent; plant metabolite	low
papuamide b	cyclodepsipeptide; olefinic compound; secondary alcohol; tertiary alcohol	anti-HIV-1 agent; antineoplastic agent; marine metabolite	low
albiflorin	benzoate ester; beta-D-glucoside; bridged compound; gamma-lactone; monoterpene glycoside; secondary alcohol	neuroprotective agent; plant metabolite	low
antroquinonol d	enol ether; enone; secondary alcohol	antineoplastic agent; fungal metabolite	low
bacillaene	enamine; monocarboxylic acid amide; polyene antibiotic; polyketide; secondary alcohol	antibacterial agent; antimicrobial agent; bacterial metabolite	low
fumonisin b4	diester; fumonisin; primary amino compound; secondary alcohol	Aspergillus metabolite	low
cay 10580	hydroxy monocarboxylic acid; pyrrolidin-2-ones; secondary alcohol	prostaglandin receptor agonist	low
aplysiatoxin	aplysiatoxins; bromophenol; cyclic hemiketal; ether; organic heterotricyclic compound; secondary alcohol; spiroketal	algal metabolite; carcinogenic agent; cyanotoxin; marine metabolite; protein kinase C agonist	low
eurycomanone	cyclic ether; delta-lactone; enone; organic heteropentacyclic compound; pentol; quassinoid; secondary alcohol; secondary alpha-hydroxy ketone; tertiary alcohol	antimalarial; antineoplastic agent; metabolite	low
crambescidin 800	alkaloid; carboxylic ester; guanidines; monocarboxylic acid amide; organic heteropentacyclic compound; primary amino compound; secondary alcohol; spiro compound	anti-HIV-1 agent; anti-HSV-1 agent; antimalarial; marine metabolite	low
afidopyropen	cyclopropanecarboxylate ester; organic heterotetracyclic compound; pyridines; secondary alcohol	agrochemical; insecticide; TRPV channel modulator	low
orobanchol	indenofuran; secondary alcohol; strigolactone	plant metabolite	low
asperfuranone	2-benzofurans; cyclic ketone; diol; polyketide; secondary alcohol; tertiary alcohol; tertiary alpha-hydroxy ketone	antineoplastic agent; fungal metabolite	low
aspergillide a	bridged compound; cyclic ether; macrolide; secondary alcohol	antineoplastic agent; Aspergillus metabolite	low
capilliposide b	alpha-L-arabinopyranoside; bridged compound; cyclic ether; diol; hexacyclic triterpenoid; hexanoate ester; lactol; secondary alcohol; tetrasaccharide derivative; triterpenoid saponin	antineoplastic agent; plant metabolite	low
myriaporone 3	beta-hydroxy ketone; epoxide; lactol; oxanes; primary alcohol; secondary alcohol	antineoplastic agent; metabolite	low
BDA-366	anthraquinone; epoxide; secondary alcohol; secondary amino compound; tertiary amino compound	antineoplastic agent; apoptosis inducer	low
cyclooctatin	carbotricyclic compound; diterpenoid; primary alcohol; secondary alcohol; tertiary alcohol	bacterial metabolite; EC 3.1.1.5 (lysophospholipase) inhibitor	low
entecavir	2-aminopurines; oxopurine; primary alcohol; secondary alcohol	antiviral drug; EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor	low
chrysogine	cyclic amide; quinazoline alkaloid; quinazolines; secondary alcohol; secondary amide	Aspergillus metabolite; biological pigment; marine metabolite	low
quinacrine	acridines; aromatic ether; organochlorine compound; tertiary amino compound	antimalarial; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor	low
sk&f 77434	benzazepine; catechols; tertiary amino compound	dopamine agonist	low
pd 173074	aromatic amine; biaryl; dimethoxybenzene; pyridopyrimidine; tertiary amino compound; ureas	antineoplastic agent; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; fibroblast growth factor receptor antagonist	low
ethylisopropylamiloride	aromatic amine; guanidines; monocarboxylic acid amide; organochlorine compound; pyrazines; tertiary amino compound	anti-arrhythmia drug; neuroprotective agent; sodium channel blocker	low
methylbufotenin	aromatic ether; tertiary amino compound; tryptamine alkaloid	hallucinogen; plant metabolite	low
ro 48-8071	aromatic ether; aromatic ketone; bromobenzenes; monofluorobenzenes; olefinic compound; tertiary amino compound	antineoplastic agent; EC 5.4.99.7 (lanosterol synthase) inhibitor	low
amiodarone	1-benzofurans; aromatic ketone; organoiodine compound; tertiary amino compound	cardiovascular drug	low
antazoline	aromatic amine; imidazolines; tertiary amino compound	cholinergic antagonist; H1-receptor antagonist; xenobiotic	low
azelastine	monochlorobenzenes; phthalazines; tertiary amino compound	anti-allergic agent; anti-asthmatic drug; bronchodilator agent; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; H1-receptor antagonist; platelet aggregation inhibitor	low
benefin	C-nitro compound; organofluorine compound; substituted aniline; tertiary amino compound	agrochemical; herbicide	low
bromhexine	organobromine compound; substituted aniline; tertiary amino compound	mucolytic	low
bromodiphenhydramine	organobromine compound; tertiary amino compound	antimicrobial agent; H1-receptor antagonist; muscarinic antagonist	low
bupivacaine	aromatic amide; piperidinecarboxamide; tertiary amino compound		low
verapamil	aromatic ether; nitrile; polyether; tertiary amino compound		low
carbinoxamine	monochlorobenzenes; pyridines; tertiary amino compound	anti-allergic agent; antiparkinson drug; H1-receptor antagonist; muscarinic antagonist	low
chlorambucil	aromatic amine; monocarboxylic acid; nitrogen mustard; organochlorine compound; tertiary amino compound	alkylating agent; antineoplastic agent; carcinogenic agent; drug allergen; immunosuppressive agent	low
chloroquine	aminoquinoline; organochlorine compound; secondary amino compound; tertiary amino compound	anticoronaviral agent; antimalarial; antirheumatic drug; autophagy inhibitor; dermatologic drug	low
chlorpheniramine	monochlorobenzenes; pyridines; tertiary amino compound	anti-allergic agent; antidepressant; antipruritic drug; H1-receptor antagonist; histamine antagonist; serotonin uptake inhibitor	low
citalopram	2-benzofurans; cyclic ether; nitrile; organofluorine compound; tertiary amino compound		low
clofedanol	diarylmethane; tertiary amino compound	antitussive	low
cyclopentolate	carboxylic ester; tertiary alcohol; tertiary amino compound	diagnostic agent; muscarinic antagonist; mydriatic agent; parasympatholytic	low
dibucaine	aromatic ether; monocarboxylic acid amide; tertiary amino compound	topical anaesthetic	low
dilacor xr	acetate ester; aromatic ether; benzothiazepine; lactam; tertiary amino compound		low
diphenhydramine	ether; tertiary amino compound	anti-allergic agent; antidyskinesia agent; antiemetic; antiparkinson drug; antipruritic drug; antitussive; H1-receptor antagonist; local anaesthetic; muscarinic antagonist; oneirogen; sedative	low
disopyramide	monocarboxylic acid amide; pyridines; tertiary amino compound	anti-arrhythmia drug	low
doxepin	dibenzooxepine; tertiary amino compound	antidepressant	low
profenamine	phenothiazines; tertiary amino compound	adrenergic antagonist; antidyskinesia agent; antiparkinson drug; histamine antagonist; muscarinic antagonist	low
flurazepam	1,4-benzodiazepinone; monofluorobenzenes; organochlorine compound; tertiary amino compound	anticonvulsant; anxiolytic drug; GABAA receptor agonist; sedative	low
vanoxerine	ether; N-alkylpiperazine; organofluorine compound; tertiary amino compound	dopamine uptake inhibitor	low
gbr 12935	ether; N-alkylpiperazine; tertiary amino compound	dopamine uptake inhibitor	low
hydroxychloroquine	aminoquinoline; organochlorine compound; primary alcohol; secondary amino compound; tertiary amino compound	anticoronaviral agent; antimalarial; antirheumatic drug; dermatologic drug	low
lidocaine	benzenes; monocarboxylic acid amide; tertiary amino compound	anti-arrhythmia drug; drug allergen; environmental contaminant; local anaesthetic; xenobiotic	low
isothipendyl	aromatic amine; tertiary amino compound		low
lofepramine	aromatic ketone; dibenzoazepine; monochlorobenzenes; tertiary amino compound	antidepressant	low
4-(dimethylamino)-n-(7-(hydroxyamino)-7-oxoheptyl)benzamide	benzamides; hydroxamic acid; secondary carboxamide; tertiary amino compound	antineoplastic agent; apoptosis inducer; EC 3.5.1.98 (histone deacetylase) inhibitor	low
meperidine	ethyl ester; piperidinecarboxylate ester; tertiary amino compound	antispasmodic drug; kappa-opioid receptor agonist; mu-opioid receptor agonist; opioid analgesic	low
mesoridazine	phenothiazines; sulfoxide; tertiary amino compound	dopaminergic antagonist; first generation antipsychotic	low
methadone	benzenes; diarylmethane; ketone; tertiary amino compound		low
methiothepin	aryl sulfide; dibenzothiepine; N-alkylpiperazine; tertiary amino compound	antipsychotic agent; dopaminergic antagonist; geroprotector; serotonergic antagonist	low
metoclopramide	benzamides; monochlorobenzenes; substituted aniline; tertiary amino compound	antiemetic; dopaminergic antagonist; environmental contaminant; gastrointestinal drug; xenobiotic	low
minoxidil	dialkylarylamine; tertiary amino compound		low
monodansylcadaverine	aminonaphthalene; primary amino compound; sulfonamide; tertiary amino compound	EC 2.3.2.13 (protein-glutamine gamma-glutamyltransferase) inhibitor; fluorochrome; protective agent	low
mosapramine	azaspiro compound; dibenzoazepine; organochlorine compound; tertiary amino compound		low
clorgyline	aromatic ether; dichlorobenzene; terminal acetylenic compound; tertiary amino compound	antidepressant; EC 1.4.3.4 (monoamine oxidase) inhibitor	low
nefopam	benzoxazocine; tertiary amino compound		low
nicardipine	benzenes; C-nitro compound; diester; dihydropyridine; methyl ester; tertiary amino compound		low
nizatidine	1,3-thiazoles; C-nitro compound; carboxamidine; organic sulfide; tertiary amino compound	anti-ulcer drug; cholinergic drug; H2-receptor antagonist	low
orphenadrine	ether; tertiary amino compound	antidyskinesia agent; antiparkinson drug; H1-receptor antagonist; muscarinic antagonist; muscle relaxant; NMDA receptor antagonist; parasympatholytic	low
benoxinate	amino acid ester; benzoate ester; substituted aniline; tertiary amino compound	drug allergen; local anaesthetic; topical anaesthetic	low
oxybutynin	acetylenic compound; carboxylic ester; racemate; tertiary alcohol; tertiary amino compound	antispasmodic drug; calcium channel blocker; local anaesthetic; muscarinic antagonist; muscle relaxant; parasympatholytic	low
pheniramine	pyridines; tertiary amino compound		low
pipamperone	aromatic ketone; bipiperidines; monocarboxylic acid amide; organofluorine compound; tertiary amino compound	dopaminergic antagonist; first generation antipsychotic; serotonergic antagonist	low
piromidic acid	monocarboxylic acid; pyridopyrimidine; pyrrolidines; quinolone antibiotic; tertiary amino compound	antibacterial drug; DNA synthesis inhibitor	low
pj-34	phenanthridines; secondary carboxamide; tertiary amino compound	angiogenesis inhibitor; anti-inflammatory agent; antiatherosclerotic agent; antineoplastic agent; apoptosis inducer; cardioprotective agent; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; neuroprotective agent	low
procaine	benzoate ester; substituted aniline; tertiary amino compound	central nervous system depressant; drug allergen; local anaesthetic; peripheral nervous system drug	low
propiomazine	aromatic ketone; phenothiazines; tertiary amino compound	dopaminergic antagonist; histamine antagonist; muscarinic antagonist; phenothiazine antipsychotic drug; sedative; serotonergic antagonist	low
7-chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol	benzazepine; organochlorine compound; tertiary amino compound	dopaminergic antagonist	low
setiptiline	tertiary amino compound; tetracyclic antidepressant	alpha-adrenergic antagonist; serotonergic antagonist	low
sibutramine	organochlorine compound; tertiary amino compound	anti-obesity agent; serotonin uptake inhibitor	low
tetracaine	benzoate ester; tertiary amino compound	local anaesthetic	low
tilorone	aromatic ether; diether; fluoren-9-ones; tertiary amino compound	anti-inflammatory agent; antineoplastic agent; antiviral agent; interferon inducer; nicotinic acetylcholine receptor agonist	low
tosufloxacin	1,8-naphthyridine derivative; amino acid; aminopyrrolidine; monocarboxylic acid; organofluorine compound; primary amino compound; quinolone antibiotic; tertiary amino compound		low
n,n,n',n'-tetrakis(2-pyridylmethyl)ethylenediamine	N-substituted diamine; pyridines; tertiary amino compound	apoptosis inducer; chelator; copper chelator	low
ultram	aromatic ether; tertiary alcohol; tertiary amino compound		low
trimethobenzamide	benzamides; tertiary amino compound	antiemetic	low
trimipramine	dibenzoazepine; tertiary amino compound	antidepressant; environmental contaminant; xenobiotic	low
venlafaxine	cyclohexanols; monomethoxybenzene; tertiary alcohol; tertiary amino compound	adrenergic uptake inhibitor; analgesic; antidepressant; dopamine uptake inhibitor; environmental contaminant; serotonin uptake inhibitor; xenobiotic	low
zotepine	dibenzothiepine; tertiary amino compound	alpha-adrenergic drug; second generation antipsychotic; serotonergic drug	low
vincristine	acetate ester; formamides; methyl ester; organic heteropentacyclic compound; organic heterotetracyclic compound; tertiary alcohol; tertiary amino compound; vinca alkaloid	antineoplastic agent; drug; microtubule-destabilising agent; plant metabolite; tubulin modulator	low
aminopyrine	pyrazolone; tertiary amino compound	antipyretic; environmental contaminant; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic	low
tetrabenazine	benzoquinolizine; cyclic ketone; tertiary amino compound		low
acepromazine	aromatic ketone; methyl ketone; phenothiazines; tertiary amino compound	phenothiazine antipsychotic drug	low
egtazic acid	diether; tertiary amino compound; tetracarboxylic acid	chelator	low
gramine	aminoalkylindole; indole alkaloid; tertiary amino compound	antibacterial agent; antiviral agent; plant metabolite; serotonergic antagonist	low
thenyldiamine	dialkylarylamine; tertiary amino compound		low
4-(dimethylamino)benzaldehyde	benzaldehydes; substituted aniline; tertiary amino compound	chromogenic compound	low
2-diethylaminoethanol	ethanolamines; primary alcohol; tertiary amino compound		low
triethanolamine	amino alcohol; tertiary amino compound; triol	buffer; surfactant	low
4-nitrosodimethylaniline	dimethylaniline; nitroso compound; tertiary amino compound		low
triethylenediamine	bridged compound; diamine; saturated organic heterobicyclic parent; tertiary amino compound	antioxidant; catalyst; reagent	low
galantamine	benzazepine alkaloid fundamental parent; benzazepine alkaloid; organic heterotetracyclic compound; tertiary amino compound	antidote to curare poisoning; cholinergic drug; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; plant metabolite	low
beta-erythroidine	delta-lactone; indole alkaloid; organic heterotetracyclic compound; tertiary amino compound	muscle relaxant; plant metabolite	low
psilocybin	organic phosphate; tertiary amino compound; tryptamine alkaloid	fungal metabolite; hallucinogen; prodrug; serotonergic agonist	low
neutral red base	aromatic amine; phenazines; primary amino compound; tertiary amino compound	acid-base indicator; dye; two-colour indicator	low
benzydamine	aromatic ether; indazoles; tertiary amino compound	analgesic; central nervous system stimulant; hallucinogen; local anaesthetic; non-steroidal anti-inflammatory drug	low
4-dimethylaminopyridine	dialkylarylamine; tertiary amino compound		low
prothipendyl	aromatic amine; tertiary amino compound		low
dymanthine	tertiary amino compound		low
azaperone	aminopyridine; aromatic ketone; monofluorobenzenes; N-alkylpiperazine; N-arylpiperazine; tertiary amino compound	antipsychotic agent; dopaminergic antagonist	low
glaucine	aporphine alkaloid; organic heterotetracyclic compound; polyether; tertiary amino compound	antibacterial agent; antineoplastic agent; antitussive; muscle relaxant; NF-kappaB inhibitor; plant metabolite; platelet aggregation inhibitor; rat metabolite	low
glyphosphine	glycine derivative; phosphonic acids; tertiary amino compound	plant growth retardant	low
c.i. solvent yellow 56	azobenzenes; substituted aniline; tertiary amino compound	dye; mutagen	low
4-dimethylaminophenol	dialkylarylamine; tertiary amino compound		low
ethyl 4-dimethylaminobenzoate	benzoate ester; ethyl ester; tertiary amino compound		low
mopidamol	dialkylarylamine; tertiary amino compound		low
thenalidine	dialkylarylamine; tertiary amino compound		low
oryzalin	aromatic amine; C-nitro compound; sulfonamide; tertiary amino compound	agrochemical; antimitotic; herbicide	low
pirimicarb	aminopyrimidine; carbamate ester; tertiary amino compound	agrochemical; carbamate insecticide; EC 3.1.1.7 (acetylcholinesterase) inhibitor; environmental contaminant; insecticide; xenobiotic	low
dihydro-beta-erythroidine	delta-lactone; organic heterotetracyclic compound; tertiary amino compound	nicotinic antagonist	low
propamocarb	carbamate ester; carbamate fungicide; tertiary amino compound	antifungal agrochemical; environmental contaminant; xenobiotic	low
tridemorph	morpholines; tertiary amino compound	antifungal agrochemical	low
amitraz	formamidines; tertiary amino compound	acaricide; environmental contaminant; insecticide; xenobiotic	low
butaclamol	amino alcohol; organic heteropentacyclic compound; tertiary alcohol; tertiary amino compound	dopaminergic antagonist	low
2-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline	isoquinolinol; tertiary amino compound	human metabolite; neurotoxin; rat metabolite	low
vx	organic thiophosphate; tertiary amino compound	EC 3.1.1.7 (acetylcholinesterase) inhibitor; neurotoxin	low
vindesine	methyl ester; organic heteropentacyclic compound; organic heterotetracyclic compound; primary carboxamide; tertiary alcohol; tertiary amino compound; vinca alkaloid	antineoplastic agent	low
loceryl	morpholine antifungal drug; tertiary amino compound	EC 1.14.13.132 (squalene monooxygenase) inhibitor; EC 1.3.1.70 (Delta(14)-sterol reductase) inhibitor; EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor	low
mifepristone	3-oxo-Delta(4) steroid; acetylenic compound; tertiary amino compound	abortifacient; contraceptive drug; hormone antagonist; synthetic oral contraceptive	low
carmoxirole	indolecarboxylic acid; tertiary amino compound; tetrahydropyridine	antihypertensive agent; dopamine agonist; platelet aggregation inhibitor	low
temafloxacin	amino acid; monocarboxylic acid; N-arylpiperazine; organofluorine compound; quinolone antibiotic; quinolone; secondary amino compound; tertiary amino compound		low
tiagabine	beta-amino acid; piperidinemonocarboxylic acid; tertiary amino compound; thiophenes	anticonvulsant; GABA reuptake inhibitor	low
irinotecan	carbamate ester; delta-lactone; N-acylpiperidine; pyranoindolizinoquinoline; ring assembly; tertiary alcohol; tertiary amino compound	antineoplastic agent; apoptosis inducer; EC 5.99.1.2 (DNA topoisomerase) inhibitor; prodrug	low
acridine orange	aminoacridines; aromatic amine; tertiary amino compound	fluorochrome; histological dye	low
plerixafor	azacycloalkane; azamacrocycle; benzenes; crown amine; secondary amino compound; tertiary amino compound	anti-HIV agent; antineoplastic agent; C-X-C chemokine receptor type 4 antagonist; immunological adjuvant	low
nile red	aromatic amine; cyclic ketone; organic heterotetracyclic compound; tertiary amino compound	fluorochrome; histological dye	low
d 888	aromatic ether; nitrile; tertiary amino compound	anti-arrhythmia drug; calcium channel blocker; vasodilator agent	low
4-(diethylamino)benzaldehyde	aromatic amine; benzaldehydes; tertiary amino compound	EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor	low
propildazine	dialkylarylamine; tertiary amino compound		low
uk 68798	aromatic ether; sulfonamide; tertiary amino compound	anti-arrhythmia drug; potassium channel blocker	low
voacamine	alkaloid ester; methyl ester; monoterpenoid indole alkaloid; organic heteropentacyclic compound; tertiary amino compound	angiogenesis inhibitor; antineoplastic agent; plant metabolite	low
rivastigmine	carbamate ester; tertiary amino compound	cholinergic drug; EC 3.1.1.8 (cholinesterase) inhibitor; neuroprotective agent	low
dimethylformamide-dimethylacetal	acetal; tertiary amino compound	chromatographic reagent	low
n-(3-(dimethylamino)propyl)methacrylamide	tertiary amino compound		low
n,n-diisopropylethylamine	tertiary amino compound		low
spiroxamine	dioxolane; spiroketal; tertiary amino compound	antifungal agrochemical; environmental contaminant; sterol biosynthesis inhibitor; xenobiotic	low
mor-14	hydroxypiperidine; piperidine alkaloid; tertiary amino compound	anti-HIV agent; cardioprotective agent; EC 3.2.1.20 (alpha-glucosidase) inhibitor; plant metabolite	low
triflusulfuron-methyl	1,3,5-triazines; aromatic ether; benzoate ester; methyl ester; N-sulfonylurea; organofluorine compound; tertiary amino compound	agrochemical; EC 2.2.1.6 (acetolactate synthase) inhibitor; proherbicide	low
allocryptopine	aromatic ether; cyclic acetal; cyclic ketone; dibenzazecine alkaloid; organic heterotetracyclic compound; tertiary amino compound		low
ecgonine methyl ester	methyl ester; tertiary amino compound; tropane alkaloid	analgesic; central nervous system depressant; metabolite; mouse metabolite; opioid analgesic; peripheral nervous system drug	low
ecteinascidin 743	acetate ester; azaspiro compound; bridged compound; hemiaminal; isoquinoline alkaloid; lactone; organic heteropolycyclic compound; organic sulfide; oxaspiro compound; polyphenol; tertiary amino compound	alkylating agent; angiogenesis modulating agent; anti-inflammatory agent; antineoplastic agent; marine metabolite	low
aporphine	aporphine alkaloid; isoquinoline alkaloid fundamental parent; tertiary amino compound		low
efonidipine	C-nitro compound; carboxylic ester; dihydropyridine; tertiary amino compound		low
mosapride	aromatic ether; benzamides; monochlorobenzenes; monofluorobenzenes; morpholines; secondary carboxamide; substituted aniline; tertiary amino compound		low
n-(4-(7-diethylamino-4-methylcoumarin-3-yl)phenyl)maleimide	benzenes; coumarins; maleimides; tertiary amino compound	fluorescent dye	low
gefitinib	aromatic ether; monochlorobenzenes; monofluorobenzenes; morpholines; quinazolines; secondary amino compound; tertiary amino compound	antineoplastic agent; epidermal growth factor receptor antagonist	low
xaliproden	(trifluoromethyl)benzenes; naphthalenes; tertiary amino compound; tetrahydropyridine	serotonergic agonist	low
ulipristal acetate	20-oxo steroid; 3-oxo-Delta(4) steroid; acetate ester; steroid ester; tertiary amino compound	contraceptive drug; progesterone receptor modulator; progestin	low
sr 57227a	dialkylarylamine; tertiary amino compound		low
ivabradine	aromatic ether; benzazepine; carbobicyclic compound; tertiary amino compound	cardiotonic drug	low
2,8-dinitroimipramine	C-nitro compound; dibenzoazepine; tertiary amino compound		low
sk&f 83959	benzazepine; catechols; organochlorine compound; tertiary amino compound	dopamine agonist	low
corytuberine	aporphine alkaloid; aromatic ether; organic heterotetracyclic compound; polyphenol; tertiary amino compound	plant metabolite	low
5,6-didehydrosparteine	organic heterotetracyclic compound; quinolizidine alkaloid; tertiary amino compound	human xenobiotic metabolite	low
stephenanthrine	cyclic acetal; organic heterotetracyclic compound; tertiary amino compound		low
hydromethylthionine	aromatic amine; phenothiazines; tertiary amino compound	bacterial xenobiotic metabolite; fluorochrome; mouse metabolite; rat metabolite	low
nbi 27914	dialkylarylamine; tertiary amino compound		low
antalarmin	pyrrolopyrimidine; tertiary amino compound	corticotropin-releasing factor receptor antagonist	low
alpha-putrescinylthymine	N-substituted putrescine; pyrimidine nucleobase; pyrimidone; secondary amino compound; tertiary amino compound		low
dronedarone	1-benzofurans; aromatic ether; aromatic ketone; sulfonamide; tertiary amino compound	anti-arrhythmia drug; environmental contaminant; xenobiotic	low
2-(4-morpholinoanilino)-6-cyclohexylaminopurine	morpholines; purines; secondary amino compound; tertiary amino compound	adenosine A3 receptor antagonist; antineoplastic agent; Aurora kinase inhibitor; cell dedifferentiation agent	low
l 778,123	imidazoles; monochlorobenzenes; nitrile; piperazinone; tertiary amino compound	antineoplastic agent; EC 2.5.1.58 (protein farnesyltransferase) inhibitor; EC 2.5.1.59 (protein geranylgeranyltransferase type I) inhibitor	low
vincaleukoblastine	acetate ester; indole alkaloid fundamental parent; methyl ester; organic heteropentacyclic compound; organic heterotetracyclic compound; tertiary alcohol; tertiary amino compound; vinca alkaloid	antineoplastic agent; immunosuppressive agent; microtubule-destabilising agent; plant metabolite	low
noscapine	aromatic ether; benzylisoquinoline alkaloid; cyclic acetal; isobenzofuranone; organic heterobicyclic compound; organic heterotricyclic compound; tertiary amino compound	antineoplastic agent; antitussive; apoptosis inducer; plant metabolite	low
azaleucine	alanine derivative; leucine derivative; non-proteinogenic alpha-amino acid; tertiary amino compound		low
nsc 23766	aminopyrimidine; aminoquinoline; primary amino compound; secondary amino compound; tertiary amino compound	antiviral agent; apoptosis inducer; EC 3.6.5.2 (small monomeric GTPase) inhibitor; muscarinic antagonist	low
gant 61	aminal; dialkylarylamine; pyridines; substituted aniline; tertiary amino compound	antineoplastic agent; apoptosis inducer; glioma-associated oncogene inhibitor; Hedgehog signaling pathway inhibitor	low
conessine	steroid alkaloid; tertiary amino compound	antibacterial agent; antimalarial; H3-receptor antagonist; plant metabolite	low
rocuronium	3alpha-hydroxy steroid; acetate ester; androstane; morpholines; quaternary ammonium ion; tertiary amino compound	drug allergen; muscle relaxant; neuromuscular agent	low
deltaline	acetate ester; cyclic acetal; diterpene alkaloid; organic polycyclic compound; tertiary alcohol; tertiary amino compound		low
ergonovine	ergot alkaloid; monocarboxylic acid amide; organic heterotetracyclic compound; primary alcohol; secondary amino compound; tertiary amino compound	diagnostic agent; fungal metabolite; oxytocic; toxin	low
colforsin daropate	acetate ester; carboxylic ester; cyclic ketone; diol; organic heterotricyclic compound; tertiary amino compound	adenylate cyclase agonist; antihypertensive agent; cardiotonic drug; vasodilator agent	low
cocaine	benzoate ester; methyl ester; tertiary amino compound; tropane alkaloid	adrenergic uptake inhibitor; central nervous system stimulant; dopamine uptake inhibitor; environmental contaminant; local anaesthetic; mouse metabolite; plant metabolite; serotonin uptake inhibitor; sodium channel blocker; sympathomimetic agent; vasoconstrictor agent; xenobiotic	low
n-nonyl-1-deoxynojirimycin	hydroxypiperidine; tertiary amino compound	antiviral agent; EC 3.2.1.20 (alpha-glucosidase) inhibitor; EC 3.2.1.45 (glucosylceramidase) inhibitor	low
3-(4-chlorophenyl)-6-(1-pyrrolidinyl)-1,2,4,5-tetrazine	dialkylarylamine; tertiary amino compound		low
n-methylproline	L-alpha-amino acid zwitterion; L-proline derivative; tertiary amino compound	human metabolite; plant metabolite	low
5-[3-(dimethylamino)phenyl]-N-methyl-1,3,4-thiadiazol-2-amine	dialkylarylamine; tertiary amino compound		low
N4-(2-furanylmethyl)-N2-(3-methylphenyl)-6-(4-morpholinyl)-1,3,5-triazine-2,4-diamine	dialkylarylamine; tertiary amino compound		low
7-(2-methyl-2,3-dihydroindol-1-yl)-3-(phenylmethyl)triazolo[4,5-d]pyrimidine	aromatic amine; tertiary amino compound		low
2-amino-4-(cyanomethyl)-6-(N-methylanilino)pyridine-3,5-dicarbonitrile	aromatic amine; tertiary amino compound		low
N-[4-(diethylamino)phenyl]-N'-phenylurea	dialkylarylamine; tertiary amino compound		low
4-bromo-2-phenyl-5-(1-piperidinyl)-3-pyridazinone	dialkylarylamine; tertiary amino compound		low
N4,N4-dimethyl-N1-(4-nitro-1,1-dioxo-2,5-dihydrothiophen-3-yl)benzene-1,4-diamine	dialkylarylamine; tertiary amino compound		low
4-(2,3-dihydro-1H-indol-1-yl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine	aromatic amine; tertiary amino compound		low
4-[methyl-(4-thiophen-2-yl-2-thiazolyl)amino]phenol	aromatic amine; tertiary amino compound		low
4-[[4-bromo-5-(4-morpholinyl)-2-furanyl]methylideneamino]phenol	dialkylarylamine; tertiary amino compound		low
4-chloro-5-(dimethylamino)-2-(4-methylphenyl)-3-pyridazinone	dialkylarylamine; tertiary amino compound		low
N,N-dibutyl-2-(pyridin-4-yl)quinazolin-4-amine	pyridines; quinazolines; tertiary amino compound		low
2-[5-(4-chlorophenyl)-1,3,5-dithiazinan-2-ylidene]-2-diethoxyphosphorylacetonitrile	dialkylarylamine; tertiary amino compound		low
2-[[4-(4-chloroanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanol	dialkylarylamine; tertiary amino compound		low
2-(2,4-dioxo-1H-pyrimidin-6-yl)-N-[2-(4-morpholinyl)ethyl]acetamide	morpholines; pyrimidone; secondary carboxamide; tertiary amino compound		low
2-chloro-N-[4-(N-propan-2-ylanilino)phenyl]acetamide	aromatic amine; tertiary amino compound		low
tamoxifen	stilbenoid; tertiary amino compound	angiogenesis inhibitor; antineoplastic agent; bone density conservation agent; EC 1.2.3.1 (aldehyde oxidase) inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; estrogen antagonist; estrogen receptor antagonist; estrogen receptor modulator	low
3-(1-pyrrolidinyl)-5-(trifluoromethyl)pyridine-2-carbothioamide	dialkylarylamine; tertiary amino compound		low
2-[[2-oxo-2-[4-[5-(trifluoromethyl)-2-pyridinyl]-1,4-diazepan-1-yl]ethyl]thio]acetic acid	dialkylarylamine; tertiary amino compound		low
3-(4-ethyl-1-piperazinyl)-5-methylpyridazino[3,4-b][1,4]benzoxazine	aromatic amine; tertiary amino compound		low
4-(5,6-diphenyl-1,2,4-triazin-3-yl)morpholine	dialkylarylamine; tertiary amino compound		low
3-[[5,5-dimethyl-3-(4-morpholinyl)-1-cyclohex-2-enylidene]amino]-N,N-dimethylaniline	dialkylarylamine; tertiary amino compound		low
ranitidine	C-nitro compound; furans; organic sulfide; tertiary amino compound	anti-ulcer drug; drug allergen; environmental contaminant; H2-receptor antagonist; xenobiotic	low
stenusin	piperidine alkaloid; tertiary amino compound		low
dasatinib	1,3-thiazoles; aminopyrimidine; monocarboxylic acid amide; N-(2-hydroxyethyl)piperazine; N-arylpiperazine; organochlorine compound; secondary amino compound; tertiary amino compound	anticoronaviral agent; antineoplastic agent; tyrosine kinase inhibitor	low
noribogaine	monoterpenoid indole alkaloid; organic heteropentacyclic compound; secondary amino compound; tertiary amino compound	kappa-opioid receptor agonist; NMDA receptor antagonist; psychotropic drug; serotonin uptake inhibitor	low
2-[[4-(3-methylanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanol	dialkylarylamine; tertiary amino compound		low
2-(N-ethylanilino)-4-thieno[3,2-d][1,3]thiazinone	aromatic amine; tertiary amino compound		low
N-[3-(N-ethylanilino)propyl]-2,4-dimethyl-6-oxo-3-pyrancarboxamide	dialkylarylamine; tertiary amino compound		low
5-(1-azepanyl)-1,3,4-thiadiazol-2-amine	dialkylarylamine; tertiary amino compound		low
3-(5-chloro-2-methylphenyl)-6-(2,6-dimethyl-4-morpholinyl)-1H-pyrimidine-2,4-dione	dialkylarylamine; tertiary amino compound		low
nafadotride	aromatic ether; naphthalenecarboxamide; nitrile; pyrrolidines; tertiary amino compound	dopaminergic antagonist	low
N4-ethyl-N6,1,2-trimethyl-N4-phenylpyrimidin-1-ium-4,6-diamine	aromatic amine; tertiary amino compound		low
clopidogrel carboxylic acid	monocarboxylic acid; monochlorobenzenes; tertiary amino compound; thienopyridine	drug metabolite; marine xenobiotic metabolite	low
ly 367265	dihydropyridine; fluoroindole; tertiary amino compound; thiadiazoloquinoline	antidepressant; geroprotector; serotonergic antagonist; serotonin uptake inhibitor	low
3-[4-(dimethylamino)phenyl]-N-methyl-5-(4-methylphenyl)-3,4-dihydropyrazole-2-carbothioamide	dialkylarylamine; tertiary amino compound		low
cassaine	enoate ester; organic hydroxy compound; tertiary amino compound; tricyclic diterpenoid	antihypertensive agent; cardiotonic drug; EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor; local anaesthetic; plant metabolite; poison	low
josamycin	acetate ester; aldehyde; disaccharide derivative; glycoside; macrolide antibiotic; tertiary alcohol; tertiary amino compound	antibacterial drug; metabolite	low
acetylspiramycin	acetate ester; aldehyde; disaccharide derivative; ether; macrolide; tertiary amino compound	antibacterial drug; antimicrobial agent; bacterial metabolite	low
n,n-dimethylsphingenine	aminodiol; sphingoid; tertiary amino compound	EC 2.7.1.91 (sphingosine kinase) inhibitor; metabolite	low
alvocidib	dihydroxyflavone; hydroxypiperidine; monochlorobenzenes; tertiary amino compound	antineoplastic agent; antirheumatic drug; apoptosis inducer; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor	low
17-(dimethylaminoethylamino)-17-demethoxygeldanamycin	1,4-benzoquinones; ansamycin; carbamate ester; secondary amino compound; tertiary amino compound	Hsp90 inhibitor	low
morphine	morphinane alkaloid; organic heteropentacyclic compound; tertiary amino compound	anaesthetic; drug allergen; environmental contaminant; geroprotector; mu-opioid receptor agonist; opioid analgesic; plant metabolite; vasodilator agent; xenobiotic	low
kn 93	monochlorobenzenes; monomethoxybenzene; primary alcohol; sulfonamide; tertiary amino compound	EC 2.7.11.17 (Ca(2+)/calmodulin-dependent protein kinase) inhibitor; geroprotector	low
bosutinib	aminoquinoline; aromatic ether; dichlorobenzene; N-methylpiperazine; nitrile; tertiary amino compound	antineoplastic agent; tyrosine kinase inhibitor	low
su 11652	olefinic compound; organochlorine compound; oxindoles; pyrrolecarboxamide; tertiary amino compound	EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor	low
bedaquiline	aromatic ether; naphthalenes; organobromine compound; quinolines; tertiary alcohol; tertiary amino compound	antitubercular agent; ATP synthase inhibitor	low
catharanthine	alkaloid ester; bridged compound; methyl ester; monoterpenoid indole alkaloid; organic heteropentacyclic compound; tertiary amino compound		low
oripavine	ether; morphinane alkaloid; organic heteropentacyclic compound; organic hydroxy compound; tertiary amino compound	bacterial xenobiotic metabolite; opioid analgesic	low
cinanserin	aryl sulfide; cinnamamides; secondary carboxamide; tertiary amino compound	anticoronaviral agent; antiviral agent; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor	low
DPI2	benzenes; morpholines; secondary carboxamide; tertiary amino compound; thiazolidinone	ferroptosis inducer	low
sdz eaa 494	monocarboxylic acid; olefinic compound; phosphonic acids; piperazinecarboxylic acid; tertiary amino compound	anticonvulsant; neuroprotective agent; NMDA receptor antagonist	low
demycarosylturimycin h	aldehyde; disaccharide derivative; ether; macrolide; tertiary amino compound	antibacterial drug; antimicrobial agent; bacterial metabolite	low
eaa-090	dialkylarylamine; tertiary amino compound		low
prasugrel	acetate ester; cyclopropanes; ketone; monofluorobenzenes; tertiary amino compound; thienopyridine		low
bay 58-2667	aromatic ether; benzoic acids; dicarboxylic acid; tertiary amino compound	antihypertensive agent; soluble guanylate cyclase activator; vasodilator agent	low
muromonab-cd3	alkaloid; macrocycle; organic heteropentacyclic compound; organonitrogen heterocyclic compound; oxacycle; tertiary amino compound	antineoplastic agent; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; IP3 receptor antagonist; marine metabolite	low
px-866	acetate ester; delta-lactone; organic heterotetracyclic compound; tertiary amino compound	EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor	low
selexipag	aromatic amine; ether; monocarboxylic acid amide; N-sulfonylcarboxamide; pyrazines; tertiary amino compound	orphan drug; platelet aggregation inhibitor; prodrug; prostacyclin receptor agonist; vasodilator agent	low
zm 447439	aromatic ether; benzamides; morpholines; polyether; quinazolines; secondary amino compound; tertiary amino compound	antineoplastic agent; apoptosis inducer; Aurora kinase inhibitor	low
tofacitinib	N-acylpiperidine; nitrile; pyrrolopyrimidine; tertiary amino compound	antirheumatic drug; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor	low
mre 269	aromatic amine; ether; monocarboxylic acid; pyrazines; sulfonamide; tertiary amino compound	drug metabolite; orphan drug; platelet aggregation inhibitor; prostacyclin receptor agonist; vasodilator agent	low
n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride	aromatic ether; hydrochloride; methoxybenzenes; tertiary amino compound	antipsychotic agent; receptor modulator	low
NNC 55-0396 (free base)	benzimidazoles; cyclopropanecarboxylate ester; organofluorine compound; tertiary amino compound; tetralins	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; neuroprotective agent; potassium channel blocker; T-type calcium channel blocker	low
pateamine a	1,3-thiazoles; macrodiolide; olefinic compound; primary amino compound; tertiary amino compound	antineoplastic agent; antiviral agent; eukaryotic initiation factor 4F inhibitor; marine metabolite	low
bibw 2992	aromatic ether; enamide; furans; monochlorobenzenes; organofluorine compound; quinazolines; secondary carboxamide; tertiary amino compound	antineoplastic agent; tyrosine kinase inhibitor	low
edoxaban	chloropyridine; monocarboxylic acid amide; tertiary amino compound; thiazolopyridine	anticoagulant; EC 3.4.21.6 (coagulation factor Xa) inhibitor; platelet aggregation inhibitor	low
akuammicine	methyl ester; monoterpenoid indole alkaloid; organic heteropentacyclic compound; tertiary amino compound	plant metabolite	low
crenolanib	aminopiperidine; aromatic ether; benzimidazoles; oxetanes; quinolines; tertiary amino compound	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor	low
PDGF receptor tyrosine kinase inhibitor III	aromatic ether; N-arylpiperazine; N-carbamoylpiperazine; phenylureas; quinazolines; tertiary amino compound	EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor	low
abt-737	aromatic amine; aryl sulfide; biphenyls; C-nitro compound; monochlorobenzenes; N-arylpiperazine; N-sulfonylcarboxamide; secondary amino compound; tertiary amino compound	anti-allergic agent; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; B-cell lymphoma 2 inhibitor	low
azd 1152	anilide; monoalkyl phosphate; monofluorobenzenes; pyrazoles; quinazolines; secondary amino compound; secondary carboxamide; tertiary amino compound	antineoplastic agent; Aurora kinase inhibitor; prodrug	low
finafloxacin	cyclopropanes; monocarboxylic acid; nitrile; organofluorine compound; quinolone; secondary amino compound; tertiary amino compound	antibacterial drug; antimicrobial agent	low
5,7-dihydroxy-2-methyl-8-(4-(3-hydroxy-1-methyl)-piperidinyl)-4h-1-benzopyran-4-one	alkaloid; chromones; hydroxypiperidine; resorcinols; tertiary amino compound	anti-inflammatory agent; anti-ulcer drug; anticholesteremic drug; antileishmanial agent; antineoplastic agent; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor; fungal metabolite; plant metabolite	low
azd 1152-hqpa	anilide; monofluorobenzenes; primary alcohol; pyrazoles; quinazolines; secondary amino compound; secondary carboxamide; tertiary amino compound	antineoplastic agent; Aurora kinase inhibitor	low
ku 0063794	benzyl alcohols; monomethoxybenzene; morpholines; pyridopyrimidine; tertiary amino compound	antineoplastic agent; mTOR inhibitor	low
8-{1-[4-(dimethylamino)phenyl]-3-(pyrrolidin-1-yl)propyl}-5,7-dimethoxy-4-pentyl-2H-chromen-2-one	aromatic ether; coumarins; pyrrolidines; tertiary amino compound		low
flupyradifurone	butenolide; enamine; monochloropyridine; organofluorine insecticide; tertiary amino compound	insecticide; nicotinic acetylcholine receptor agonist	low
2-[[4-(4-methylanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanol	dialkylarylamine; tertiary amino compound		low
2-[[4-(2-chloroanilino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]ethanol	dialkylarylamine; tertiary amino compound		low
2-[[4-(2-hydroxyethylamino)-6-(1-pyrrolidinyl)-1,3,5-triazin-2-yl]amino]phenol	dialkylarylamine; tertiary amino compound		low
vindolinine	methyl ester; monoterpenoid indole alkaloid; organic heteropentacyclic compound; tertiary amino compound	plant metabolite	low
tenovin-6	monocarboxylic acid amide; tertiary amino compound; thioureas	antineoplastic agent; p53 activator; Sir2 inhibitor	low
lde225	aminopyridine; aromatic ether; benzamides; biphenyls; morpholines; organofluorine compound; tertiary amino compound	antineoplastic agent; Hedgehog signaling pathway inhibitor; SMO receptor antagonist	low
sch772984	biaryl; indazoles; N-acylpiperazine; N-alkylpyrrolidine; N-arylpiperazine; pyridines; pyrimidines; pyrrolidinecarboxamide; secondary carboxamide; tertiary amino compound; tertiary carboxamide	analgesic; antineoplastic agent; apoptosis inducer; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor	low
navitoclax	aryl sulfide; monochlorobenzenes; morpholines; N-sulfonylcarboxamide; organofluorine compound; piperazines; secondary amino compound; sulfone; tertiary amino compound	antineoplastic agent; apoptosis inducer; B-cell lymphoma 2 inhibitor	low
n-(cyanomethyl)-4-(2-((4-(4-morpholinyl)phenyl)amino)-4-pyrimidinyl)benzamide	aminopyrimidine; benzamides; morpholines; nitrile; secondary amino compound; tertiary amino compound	anti-anaemic agent; antineoplastic agent; apoptosis inducer; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor	low
(5-(2,4-bis((3s)-3-methylmorpholin-4-yl)pyrido(2,3-d)pyrimidin-7-yl)-2-methoxyphenyl)methanol	benzyl alcohols; morpholines; pyridopyrimidine; tertiary amino compound	antineoplastic agent; apoptosis inducer; mTOR inhibitor	low
N-[[(2R,3S)-10-(dimethylamino)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-2-yl]methyl]-N-methylmethanesulfonamide	dialkylarylamine; tertiary amino compound		low
(2S,3R)-8-(dimethylamino)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-2-[[methyl(pyridin-4-ylmethyl)amino]methyl]-3,4-dihydro-2H-1,5-benzoxazocin-6-one	dialkylarylamine; tertiary amino compound		low
N-[[(2S,3S)-10-(dimethylamino)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-2-yl]methyl]-N,3,5-trimethyl-4-isoxazolesulfonamide	dialkylarylamine; tertiary amino compound		low
(2S,3S)-10-(dimethylamino)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-[[methyl(pyridin-4-ylmethyl)amino]methyl]-3,4-dihydro-2H-1,5-benzoxazocin-6-one	dialkylarylamine; tertiary amino compound		low
3-cyclohexyl-1-[[(2S,3S)-10-(dimethylamino)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-2-yl]methyl]-1-methylurea	dialkylarylamine; tertiary amino compound		low
1-[[(2S,3S)-10-(dimethylamino)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-2-yl]methyl]-1-methyl-3-propan-2-ylurea	dialkylarylamine; tertiary amino compound		low
cblc137	aromatic ketone; carbazoles; methyl ketone; secondary amino compound; tertiary amino compound	antineoplastic agent; apoptosis inducer; NF-kappaB inhibitor; p53 activator	low
1-[3-[(5-bromo-2-pyridinyl)-butylamino]propyl]-3-[3-(1H-imidazol-5-yl)propyl]thiourea	dialkylarylamine; tertiary amino compound		low
lrrk2-in1	aromatic amine; aromatic ether; N-acylpiperidine; N-alkylpiperazine; pyrimidobenzodiazepine; secondary amino compound; tertiary amino compound	antineoplastic agent; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor	low
tubastatin a	hydroxamic acid; pyridoindole; tertiary amino compound	EC 3.5.1.98 (histone deacetylase) inhibitor	low
pracinostat	benzimidazole; hydroxamic acid; olefinic compound; tertiary amino compound	antimalarial; antineoplastic agent; apoptosis inducer; EC 3.5.1.98 (histone deacetylase) inhibitor	low
delgocitinib	azaspiro compound; N-acylazetidine; nitrile; pyrrolopyrimidine; tertiary amino compound; tertiary carboxamide	anti-inflammatory drug; antipsoriatic; antiseborrheic; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor	low
pf 956980	N-acylpiperidine; N-acylpyrrolidine; pyrrolopyrimidine; tertiary amino compound	EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor	low
AZD3463	aminopiperidine; aminopyrimidine; indoles; monomethoxybenzene; organochlorine compound; secondary amino compound; tertiary amino compound	antineoplastic agent; apoptosis inducer; autophagy inducer; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor	low
osimertinib	acrylamides; aminopyrimidine; biaryl; indoles; monomethoxybenzene; secondary amino compound; secondary carboxamide; substituted aniline; tertiary amino compound	antineoplastic agent; epidermal growth factor receptor antagonist	low
as 1842856	organofluorine compound; primary amino compound; quinolinemonocarboxylic acid; quinolone; secondary amino compound; tertiary amino compound	anti-obesity agent; antineoplastic agent; apoptosis inducer; autophagy inhibitor; forkhead box protein O1 inhibitor; hypoglycemic agent	low
MLI-2	aromatic ether; cyclopropanes; indazoles; morpholines; pyrimidines; tertiary amino compound	EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor	low
ap20187	aromatic ether; carboxylic ester; N-acylpiperidine; tertiary amino compound	ligand	low
5-(2-chloro-6-fluorobenzyl)-6-methyl-2-morpholinopyrimidin-4-ol	dialkylarylamine; tertiary amino compound		low
2-hydroxy-3-(5-((morpholin-4-yl)methyl)pyridin-2-yl)-1h-indole-5-carbonitrile	hydroxyindoles; morpholines; nitrile; pyridines; tertiary amino compound	antineoplastic agent; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; tau aggregation inhibitor	low
sb-590885	aromatic ether; imidazoles; ketoxime; pyridines; tertiary amino compound		low
3-phenylpropionic acid	benzenes; monocarboxylic acid	antifungal agent; human metabolite; plant metabolite	low
benzene	aromatic annulene; benzenes; volatile organic compound	carcinogenic agent; environmental contaminant; non-polar solvent	low
phenylacetic acid	benzenes; monocarboxylic acid; phenylacetic acids	allergen; Aspergillus metabolite; auxin; EC 6.4.1.1 (pyruvate carboxylase) inhibitor; Escherichia coli metabolite; human metabolite; plant growth retardant; plant metabolite; Saccharomyces cerevisiae metabolite; toxin	low
gallopamil	benzenes; organic amino compound		low
mandelic acid	2-hydroxy monocarboxylic acid; benzenes	antibacterial agent; human xenobiotic metabolite	low
4-phenyl-3-furoxancarbonitrile	1,2,5-oxadiazole; benzenes; N-oxide; nitrile	geroprotector; nitric oxide donor; platelet aggregation inhibitor; soluble guanylate cyclase activator; vasodilator agent	low
bencyclane	benzenes		low
benzamidine	benzenes; carboxamidine	serine protease inhibitor	low
benzyl isothiocyanate	benzenes; isothiocyanate	antibacterial drug	low
benzylhydrochlorothiazide	benzenes; benzothiadiazine; organochlorine compound; secondary amino compound; sulfonamide		low
carbetapentane	benzenes		low
carbidopa	benzenes; monocarboxylic acid		low
cetraxate	benzenes; monocarboxylic acid		low
chlorpropham	benzenes; carbamate ester; monochlorobenzenes	herbicide; plant growth retardant	low
cimaterol	benzenes; nitrile		low
clofilium	benzenes; organic amino compound		low
cycloadiphenine	benzenes		low
fenipentol	benzenes		low
2-cyclopentyl-2-hydroxy-2-phenylacetic acid (1,1-dimethyl-3-pyrrolidin-1-iumyl) ester	benzenes		low
isocarboxazid	benzenes		low
3-Hydroxy-alpha-methyl-DL-tyrosine	benzenes; monocarboxylic acid		low
metolachlor	aromatic amide; benzenes; ether; organochlorine compound		low
nafoxidine	benzenes; naphthalenes; ring assembly		low
phenprobamate	benzenes		low
sulfabenzamide	benzenes; sulfonamide antibiotic; sulfonamide	antibacterial drug; antimicrobial drug	low
sulfacytine	benzenes; sulfonamide		low
sulfamonomethoxine	benzenes; sulfonamide		low
sulfaquinoxaline	benzenes; sulfonamide		low
2-phenylcyclopropan-1-amine	benzenes; cyclopropanes; primary amine		low
tyropanoate	benzenes; monocarboxylic acid		low
tolazoline hydrochloride	benzenes		low
phenylethyl alcohol	benzenes; primary alcohol	Aspergillus metabolite; fragrance; plant growth retardant; plant metabolite; Saccharomyces cerevisiae metabolite	low
mebanazine	benzenes		low
caramiphen	benzenes		low
acetyl sulfisoxazole	benzenes; sulfonamide		low
2-phenylbutyric acid	benzenes; monocarboxylic acid	human xenobiotic metabolite	low
diphenyl	aromatic fungicide; benzenes; biphenyls	antifungal agrochemical; antimicrobial food preservative	low
styrene glycol	benzenes		low
sulfaethidole	benzenes; sulfonamide		low
iophenoxic acid	benzenes; monocarboxylic acid		low
benzotrichloride	benzenes; organochlorine compound; volatile organic compound	carcinogenic agent	low
benzal chloride	benzenes		low
benzoyl chloride	acyl chloride; benzenes	carcinogenic agent	low
benzonitrile	benzenes; nitrile		low
methylphenylsulfide	aryl sulfide; benzenes		low
methyl phenylacetate	benzenes		low
ethyl phenylacetate	benzenes		low
phenyl isocyanate	benzenes; isocyanates	allergen; hapten	low
3-phenylpropanal	aldehyde; benzenes	flavouring agent; plant metabolite	low
1,4-diethylbenzene	benzenes		low
benzyl cyanide	benzenes; nitrile	animal metabolite; pheromone	low
pivalylbenzhydrazine	benzenes		low
mexacarbate	benzenes		low
carbutamide	benzenes; sulfonamide		low
methaphenilene	benzenes		low
biphenylacetylene	arylacetylene; benzenes	fluorochrome	low
beclamide	benzenes		low
mepiperphenidol	benzenes; organic amino compound		low
glybuthiazol	benzenes; sulfonamide		low
phenylacetylene	benzenes		low
sulfanilylurea	benzenes; sulfonamide		low
metahexamide	benzenes; sulfonamide		low
nitrosobenzene	benzenes; nitroso compound	xenobiotic metabolite	low
triphenylphosphine	benzenes; tertiary phosphine	NMR chemical shift reference compound; reducing agent	low
2-cyanophenol	benzenes; nitrile		low
bensulide	benzenes		low
1-phenylcyclohex-1-ene	benzenes		low
diphenyl disulfide	benzenes		low
2-phenylpropanol	benzenes		low
methyl phenyl sulfoxide	benzenes; sulfoxide		low
2,6-dimethoxybenzoic acid	benzenes; carbonyl compound		low
phenylphosphonic acid	benzenes		low
pyrazon	benzenes; organochlorine compound; primary amino compound; pyridazinone	environmental contaminant; herbicide; xenobiotic	low
3-phenylpropylamine	benzenes; phenylalkylamine; primary amino compound		low
aminorex	benzenes		low
5-phenylvaleric acid	benzenes; monocarboxylic acid		low
bitoscanate	benzenes		low
3-phenylbutyric acid	benzenes; monocarboxylic acid	antibacterial agent; bacterial xenobiotic metabolite	low
teclozan	benzenes		low
dioxacarb	benzenes		low
fenestrel	benzenes		low
propham	benzenes; carbamate ester	herbicide; plant growth retardant	low
cyanophenphos	benzenes; nitrile		low
N'-methyl-N,N-diphenylurea	benzenes		low
dibenzo-18-crown-6	benzenes; crown ether	phase-transfer catalyst	low
clobutinol	benzenes; organic amino compound		low
phenyl acetate	benzenes; phenyl acetates		low
ripazepam	benzenes		low
u 40481	benzenes; formamidines	marine xenobiotic metabolite	low
iprodione	benzenes; dichlorophenyl dicarboximide fungicide; imidazole fungicide; imidazolidine-2,4-dione; ureas	antifungal agrochemical; nematicide	low
clorsulon	benzenes; sulfonamide		low
ibutilide	benzenes; organic amino compound		low
prosulfocarb	benzenes; monothiocarbamic ester	environmental contaminant; herbicide; xenobiotic	low
Isopropyl phenylacetate	benzenes		low
4-methyl-1-phenylpentan-2-ol	benzenes		low
magnesium salicylate	benzenes; carbonyl compound		low
tribuzone	benzenes		low
phenylpropiolic acid	acetylenic compound; alpha,beta-unsaturated monocarboxylic acid; benzenes		low
2-Oxo-4-phenylbutyric acid	benzenes		low
emopamil	benzenes; organic amino compound		low
bathophenanthroline	benzenes; phenanthrolines	chelator	low
2-aminobenzenesulfonamide	benzenes; sulfonamide		low
3-phenylpropyl isothiocyanate	benzenes		low
4-chloro-5-sulfamoylanthranilic acid	benzenes; sulfonamide		low
phenylheptatriyne	benzenes		low
methyl mandelate	benzenes		low
benzylphosphonic acid	benzenes		low
9,10-bis(phenylethynyl)anthracene	anthracenes; arylacetylene; benzenes	fluorochrome	low
4-phenylbutylamine	benzenes; phenylalkylamine; primary amino compound		low
3-(4'-hydroxyl-3',5'-dimethoxyphenyl)propionic acid	benzenes; monocarboxylic acid		low
sdds	benzenes; sulfonamide		low
1-hydroxy-1-phenyl-2-propanone	benzenes; methyl ketone; secondary alpha-hydroxy ketone		low
silomat	benzenes; organic amino compound		low
phenylisopropyladenosine	aromatic amine; benzenes; hydrocarbyladenosine; purine nucleoside; secondary amino compound	adenosine A1 receptor agonist; neuroprotective agent	low
alpha-Cyclohexylmandelic acid	benzenes		low
1-amino-1-phenylmethyl phosphonic acid	benzenes; phosphonic acids; primary amino compound		low
alpha-methylphenylalanine	benzenes; monocarboxylic acid		low
piscidic acid	benzenes; monocarboxylic acid		low
mitiglinide	benzenes; monocarboxylic acid		low
4-phenylbutyl isothiocyanate	benzenes; organic amino compound		low
n-acetylphenelzine	benzenes		low
forasartan	benzenes; pyridines; tetrazoles; triazoles	angiotensin receptor antagonist; antihypertensive agent	low
desethyloxybutynin	benzenes		low
varespladib	aromatic ether; benzenes; dicarboxylic acid monoamide; indoles; monocarboxylic acid; primary carboxamide	anti-inflammatory drug; antidote; EC 3.1.1.4 (phospholipase A2) inhibitor	low
3,5-dihydroxyphenylpropionic acid	benzenes; monocarboxylic acid		low
fukiic acid	benzenes; monocarboxylic acid		low
monodesmethylcitalopram	benzenes; organic amino compound		low
cyclodrine	benzenes		low
didesmethylcitalopram	benzenes; organic amino compound		low
carlina oxide	benzenes		low
4-butyl-4-(hydroxymethyl)-1,2-diphenylpyrazolidine-3,5-dione	benzenes		low
2-[(3-oxo-1-cyclohexenyl)amino]benzonitrile	benzenes; nitrile		low
benzyl d-glucopyranoside	benzenes; beta-D-glucoside	plant metabolite	low
cafenstrole	benzenes; sulfone; triazoles	agrochemical; antimitotic; herbicide	low
(5-Phenyl-1,2,4-triazol-3-yl)urea	benzenes		low
pifithrin mu	benzenes		low
2-(2-phenylethyl)chromone	benzenes; chromones	plant metabolite	low
bms 214662	benzenes; benzodiazepine; imidazoles; nitrile; sulfonamide; thiophenes	antineoplastic agent; apoptosis inducer; EC 2.5.1.58 (protein farnesyltransferase) inhibitor	low
N-bis(N-methylanilino)phosphoryl-N-methylaniline	benzenes		low
3-[di(propan-2-yl)phosphorylmethyl]benzonitrile	benzenes; nitrile		low
4,5-diphenyl-1,2,3-triazole	benzenes; ring assembly; triazoles		low
N-benzylquinazolin-4-amine	benzenes; quinazolines; secondary amino compound		low
2-acetyl-6-amino-8-(2-phenylethyl)-1,3,8,8a-tetrahydroisoquinoline-5,7,7-tricarbonitrile	benzenes		low
thiobenzamide	benzenes		low
4-(benzylsulfanyl)thieno[2,3-d]pyrimidine	aryl sulfide; benzenes; thienopyrimidine		low
4-[(4-chloro-5-dithiazolylidene)amino]benzonitrile	benzenes; nitrile		low
N-methyl-N-phenylthiourea	benzenes		low
3,6-dibenzyl-1,2-dihydro-1,2,4,5-tetraazine	benzenes		low
1-cyclohexyl-3-(2-phenylethyl)urea	benzenes		low
5-ethyl-1-(phenylmethyl)-1,3,5-triazinane-2-thione	benzenes		low
4-amino-N-(4-ethoxyphenyl)benzenesulfonamide	benzenes; sulfonamide		low
N-[5-(phenylmethyl)-1,3,4-thiadiazol-2-yl]carbamic acid methyl ester	benzenes		low
1,3-bis(2-phenylethyl)thiourea	benzenes		low
8-methyl-2-phenyl-1,2,4-triazaspiro[4.5]decane-3-thione	benzenes		low
3-(4-ethyl-5-methyl-3-thiophenyl)-4-(phenylmethyl)-1H-1,2,4-triazole-5-thione	benzenes		low
4-(phenylmethyl)-3-(5-propyl-3-thiophenyl)-1H-1,2,4-triazole-5-thione	benzenes		low
6-(2-phenylethyl)-3-(phenylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole	benzenes; triazolothiadiazole		low
4-(2-furanylmethyl)-3-(phenylmethyl)-1H-1,2,4-triazole-5-thione	benzenes		low
4-(1H-imidazol-1-ylmethyl)benzonitrile	benzenes; nitrile		low
N-(3-cyano-5-methyl-4-phenyl-2-thiophenyl)-3,5-dimethyl-4-isoxazolecarboxamide	benzenes		low
1-amino-3-[3-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)phenyl]thiourea	benzenes		low
N-(3-phenylpropyl)methanesulfonamide	benzenes		low
1-ethyl-3-[[[(phenylmethyl)amino]-sulfanylidenemethyl]amino]thiourea	benzenes		low
N-[[(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)amino]-sulfanylidenemethyl]-5-methyl-3-phenyl-4-isoxazolecarboxamide	benzenes		low
amn082	benzenes; diamine; diarylmethane; secondary amino compound	metabotropic glutamate receptor agonist; neuroprotective agent	low
2-(2-furanyl)-3,5-dimethyl-4-oxido-6-phenylpyrazin-1-ium 1-oxide	benzenes		low
N-(3,4-dihydro-2H-pyrrol-5-yl)-5-phenyl-1,3,4-oxadiazol-2-amine	benzenes		low
4-butyl-3-(phenylmethyl)-1H-1,2,4-triazole-5-thione	benzenes		low
N1-phenethylhydrazine-1-carbothioamide	benzenes		low
1-hydroxy-5,5-dimethyl-2-phenyltetrahydro-4H-imidazole-4-thione	benzenes		low
2-[1-[2-oxo-2-[(4-thiophen-2-ylphenyl)methylamino]ethyl]cyclohexyl]acetic acid	benzenes		low
5-[4-(2-furylcarbonyl)piperazino]-5-oxo-3-phenylpentanoic acid	benzenes; monocarboxylic acid		low
N-(cyclopropylmethyl)-N'-phenylurea	benzenes		low
2-[(4-chlorophenyl)methoxy]-6-methoxybenzonitrile	benzenes; nitrile		low
2-(4-pentylphenyl)acetic acid	benzenes		low
5-methyl-2-phenyl-5-(2-phenylethyl)-1,2,4-triazolidine-3-thione	benzenes		low
k 858	benzenes		low
4-[[[4-(2-furanylmethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]thio]methyl]benzonitrile	benzenes; nitrile		low
9-oxo-N-(1-phenylethyl)-3-bicyclo[3.3.1]nonanecarboxamide	benzenes		low
N1,N4-bis(1-phenylethyl)cyclohexane-1,4-dicarboxamide	benzenes		low
4-phenyl-3H-thiazole-2-thione	benzenes		low
sulfatolamide	benzenes; sulfonamide		low
ifetroban	benzenes; monocarboxylic acid		low
1-[(2-ethyl-4-hydroxy-4-methyl-1-oxopentyl)amino]-3-phenylthiourea	benzenes		low
2-[6-amino-5-cyano-4-(4-ethylphenyl)-2,4-dihydropyrano[2,3-c]pyrazol-3-yl]acetic acid methyl ester	benzenes; pyranopyrazole		low
3-phenyl-3-(1-tetrazolyl)propanoic acid	benzenes; monocarboxylic acid		low
3,5-dimethyl-N-(2-phenylethyl)-N-(phenylmethyl)-4-isoxazolesulfonamide	benzenes		low
4-(2,3-dihydro-1,4-benzodioxin-3-ylmethylamino)-3-nitrobenzenesulfonamide	benzenes; sulfonamide		low
N'-[5-(phenylmethyl)-4,5-dihydrothiazol-2-yl]hexanehydrazide	benzenes		low
5-amino-2-(diethylamino)-N-(2-methoxyphenyl)benzenesulfonamide	benzenes; sulfonamide		low
4-(1-phenylethyl)-3-(5-propyl-3-thiophenyl)-1H-1,2,4-triazole-5-thione	benzenes		low
4-benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione	benzenes; thiadiazolidine	anti-inflammatory agent; antineoplastic agent; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
N-[[(3-cyano-6-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)amino]-sulfanylidenemethyl]-5-methyl-3-phenyl-4-isoxazolecarboxamide	benzenes		low
N-[2-(4-methoxyphenyl)ethyl]-2-nitro-4-(1-pyrrolidinylsulfonyl)aniline	benzenes; sulfonamide		low
1-(1-adamantyl)-3-[1-(phenylmethyl)-4-pyrazolyl]urea	benzenes		low
neticonazole	aromatic ether; benzenes; conazole antifungal drug; enamine; imidazole antifungal drug; imidazoles; methyl sulfide	antifungal drug; EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor	low
l796778	benzenes; C-nitro compound; L-lysine derivative; L-phenylalanine derivative; methyl ester; oligopeptide; secondary carboxamide; ureas	somatostatin receptor agonist	low
l803087	benzenes; fluoroindole; guanidines; L-arginine derivative; methyl ester; phenylindole; secondary carboxamide	somatostatin receptor agonist	low
ro 4-6790	benzenes; sulfonamide		low
bay 11-7085	benzenes; nitrile; sulfone	anti-inflammatory agent; antibacterial agent; antineoplastic agent; apoptosis inducer; autophagy inducer; EC 2.7.11.10 (IkappaB kinase) inhibitor; ferroptosis inducer; NF-kappaB inhibitor	low
gluconasturtiin	aralkylglucosinolic acid; benzenes		low
l 744832	benzenes; ether; isopropyl ester; secondary carboxamide; sulfone; thiol	antineoplastic agent; EC 2.5.1.58 (protein farnesyltransferase) inhibitor; geroprotector	low
glucotropeolin	aralkylglucosinolic acid; benzenes		low
5-(4-phenylbutoxy)psoralen	aromatic ether; benzenes; psoralens	geroprotector; immunosuppressive agent; potassium channel blocker	low
bm 567	benzenes; sulfonamide		low
varespladib methyl	aromatic ether; benzenes; indoles; methyl ester; primary carboxamide	anti-inflammatory drug; antidote; EC 3.1.1.4 (phospholipase A2) inhibitor; prodrug	low
npi 2358	2,5-diketopiperazines; benzenes; imidazoles; olefinic compound	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; microtubule-destabilising agent	low
chlorobactene	benzenes; carotenoid phi-end group; carotenoid	bacterial metabolite	low
ws-5995 c	benzenes; naphthalenes; ring assembly		low
phevalin	benzenes; pyrazinone	bacterial metabolite; calpain inhibitor	low
np 031112	benzenes; naphthalenes; thiadiazolidine	anti-inflammatory agent; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
ym 216391	1,3-oxazoles; 1,3-thiazoles; azamacrocycle; benzenes; heterodetic cyclic peptide	antineoplastic agent; bacterial metabolite	low
3-(4-nitrophenyl)-N-(4-phenylbutyl)-5-(phenylmethyl)-4,6-dihydro-3aH-pyrrolo[3,4-d]isoxazole-6a-carboxamide	benzenes; organic amino compound		low
SYC-435	benzenes; cyclic hydroxamic acid; pyridone	antineoplastic agent; EC 1.1.1.42 (isocitrate dehydrogenase) inhibitor	low
trelagliptin	benzenes; nitrile		low
1-hydroxy-5-nitro-N-(2-phenylethyl)-4-spiro[benzimidazole-2,1'-cyclohexane]imine	benzenes		low
5-methyl-5-pentyl-2-phenyl-1,2,4-triazolidine-3-thione	benzenes		low
N-methyl-3-[5-(3-phenylpropyl)-1,3,4-oxadiazol-2-yl]-N-(3-thiophenylmethyl)propanamide	benzenes		low
(5S)-1-(4-cyclohexylbutyl)-5-phenyl-4,5-dihydroimidazol-2-amine	benzenes		low
phenylmercuric acetate	arylmercury compound; benzenes		low
sm 164	benzenes; organic heterobicyclic compound; secondary carboxamide; triazoles	antineoplastic agent; apoptosis inducer; radiosensitizing agent	low
5-Methyl-1-phenyl-3-hexanyl sulfamate	benzenes		low
1-(3-methoxyphenyl)-3-(4-phenylbutyl)urea	benzenes; organic amino compound		low
n-alpha-benzoyl-n5-(2-chloro-1-iminoethyl)-l-ornithine amide	benzenes		low
1,1,1,2,2-pentafluoro-7-phenylheptan-3-one	benzenes		low
3-[[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfonyl)-1,4-diazepan-1-yl]sulfonyl]aniline	benzenes; sulfonamide		low
difenacoum	benzenes; naphthalenes; ring assembly		low
warfarin	benzenes; hydroxycoumarin; methyl ketone		low
bromfenacoum	benzenes; naphthalenes; ring assembly		low
flocoumafen	benzenes; naphthalenes; ring assembly		low

Substance	Classes	Roles	Relationship Strength
nitrous oxide	gas molecular entity; nitrogen oxide	analgesic; bacterial metabolite; food packaging gas; food propellant; general anaesthetic; greenhouse gas; inhalation anaesthetic; NMDA receptor antagonist; raising agent; refrigerant; vasodilator agent	low
2-amino-5-phosphonovalerate	non-proteinogenic alpha-amino acid	NMDA receptor antagonist	low
7-chlorokynurenic acid	organochlorine compound; quinolinemonocarboxylic acid	neuroprotective agent; NMDA receptor antagonist	low
amantadine	adamantanes; primary aliphatic amine	analgesic; antiparkinson drug; antiviral drug; dopaminergic agent; NMDA receptor antagonist; non-narcotic analgesic	low
ketamine	cyclohexanones; monochlorobenzenes; secondary amino compound	analgesic; environmental contaminant; intravenous anaesthetic; neurotoxin; NMDA receptor antagonist; xenobiotic	low
kynurenic acid	monohydroxyquinoline; quinolinemonocarboxylic acid	G-protein-coupled receptor agonist; human metabolite; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist; Saccharomyces cerevisiae metabolite	low
memantine	adamantanes; primary aliphatic amine	antidepressant; antiparkinson drug; dopaminergic agent; neuroprotective agent; NMDA receptor antagonist	low
orphenadrine	ether; tertiary amino compound	antidyskinesia agent; antiparkinson drug; H1-receptor antagonist; muscarinic antagonist; muscle relaxant; NMDA receptor antagonist; parasympatholytic	low
pentamidine	aromatic ether; carboxamidine; diether	anti-inflammatory agent; antifungal agent; calmodulin antagonist; chemokine receptor 5 antagonist; EC 2.3.1.48 (histone acetyltransferase) inhibitor; NMDA receptor antagonist; S100 calcium-binding protein B inhibitor; trypanocidal drug; xenobiotic	low
phencyclidine	benzenes; piperidines	anaesthetic; neurotoxin; NMDA receptor antagonist; psychotropic drug	low
orphenadrine hydrochloride	hydrochloride	antiparkinson drug; H1-receptor antagonist; muscarinic antagonist; muscle relaxant; NMDA receptor antagonist; parasympatholytic	low
levomethadone	6-(dimethylamino)-4,4-diphenylheptan-3-one	antitussive; mu-opioid receptor agonist; NMDA receptor antagonist; opioid analgesic	low
tramadol	2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol	adrenergic uptake inhibitor; antitussive; capsaicin receptor antagonist; delta-opioid receptor agonist; kappa-opioid receptor agonist; metabolite; mu-opioid receptor agonist; muscarinic antagonist; nicotinic antagonist; NMDA receptor antagonist; opioid analgesic; serotonergic antagonist; serotonin uptake inhibitor	low
1-(1-phenylcyclohexyl)pyrrolidine	pyrrolidines; tertiary amine	general anaesthetic; hallucinogen; NMDA receptor antagonist	low
tenocyclidine	piperidines; tertiary amino compound; thiophenes	central nervous system stimulant; hallucinogen; neuroprotective agent; NMDA receptor antagonist	low
tramadol hydrochloride	hydrochloride	adrenergic uptake inhibitor; antitussive; capsaicin receptor antagonist; delta-opioid receptor agonist; kappa-opioid receptor agonist; mu-opioid receptor agonist; muscarinic antagonist; nicotinic antagonist; NMDA receptor antagonist; opioid analgesic; serotonergic antagonist; serotonin uptake inhibitor	low
amantadine hydrochloride	hydrochloride	antiviral agent; dopamine agonist; NMDA receptor antagonist	low
orphenadrine citrate	citrate salt	H1-receptor antagonist; muscarinic antagonist; muscle relaxant; NMDA receptor antagonist; parasympatholytic	low
nortilidine	ethyl 2-(methylamino)-1-phenylcyclohex-3-ene-1-carboxylate	drug metabolite; NMDA receptor antagonist	low
dizocilpine	secondary amino compound; tetracyclic antidepressant	anaesthetic; anticonvulsant; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist	low
memantine hydrochloride	hydrochloride	antidepressant; antiparkinson drug; dopaminergic agent; neuroprotective agent; NMDA receptor antagonist	low
esketamine	ketamine	analgesic; intravenous anaesthetic; NMDA receptor antagonist	low
isoliquiritigenin	chalcones	antineoplastic agent; biological pigment; EC 1.14.18.1 (tyrosinase) inhibitor; GABA modulator; geroprotector; metabolite; NMDA receptor antagonist	low
dextromethadone	6-(dimethylamino)-4,4-diphenylheptan-3-one	NMDA receptor antagonist; opioid analgesic	low
(R)-ketamine	ketamine	analgesic; intravenous anaesthetic; NMDA receptor antagonist	low
noribogaine	monoterpenoid indole alkaloid; organic heteropentacyclic compound; secondary amino compound; tertiary amino compound	kappa-opioid receptor agonist; NMDA receptor antagonist; psychotropic drug; serotonin uptake inhibitor	low
dextromethorphan	6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene	antitussive; environmental contaminant; neurotoxin; NMDA receptor antagonist; oneirogen; prodrug; xenobiotic	low
dizocilpine maleate	maleate salt; tetracyclic antidepressant	anaesthetic; anticonvulsant; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist	low
sdz eaa 494	monocarboxylic acid; olefinic compound; phosphonic acids; piperazinecarboxylic acid; tertiary amino compound	anticonvulsant; neuroprotective agent; NMDA receptor antagonist	low
ginsenoside rb3	12beta-hydroxy steroid; beta-D-glucoside; disaccharide derivative; ginsenoside; tetracyclic triterpenoid	antidepressant; antioxidant; cardioprotective agent; neuroprotective agent; NMDA receptor antagonist; plant metabolite	low
aminooxyacetic acid	amino acid; hydroxylamines; monocarboxylic acid	anticonvulsant; EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor; EC 4.2.1.22 (cystathionine beta-synthase) inhibitor; nootropic agent	low
melatonin	acetamides; tryptamines	anticonvulsant; central nervous system depressant; geroprotector; hormone; human metabolite; immunological adjuvant; mouse metabolite; radical scavenger	low
vanillin	benzaldehydes; monomethoxybenzene; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; flavouring agent; plant metabolite	low
tramiprosate	amino sulfonic acid; zwitterion	algal metabolite; anti-inflammatory agent; anticonvulsant; GABA agonist; nootropic agent	low
phenytoin	imidazolidine-2,4-dione	anticonvulsant; drug allergen; sodium channel blocker; teratogenic agent	low
acetazolamide	monocarboxylic acid amide; sulfonamide; thiadiazoles	anticonvulsant; diuretic; EC 4.2.1.1 (carbonic anhydrase) inhibitor	low
alprazolam	organochlorine compound; triazolobenzodiazepine	anticonvulsant; anxiolytic drug; GABA agonist; muscle relaxant; sedative; xenobiotic	low
aminoglutethimide	dicarboximide; piperidones; substituted aniline	adrenergic agent; anticonvulsant; antineoplastic agent; EC 1.14.14.14 (aromatase) inhibitor	low
carbamazepine	dibenzoazepine; ureas	analgesic; anticonvulsant; antimanic drug; drug allergen; EC 3.5.1.98 (histone deacetylase) inhibitor; environmental contaminant; glutamate transporter activator; mitogen; non-narcotic analgesic; sodium channel blocker; xenobiotic	low
clobazam	1,4-benzodiazepinone; organochlorine compound	anticonvulsant; anxiolytic drug; GABA modulator	low
clonazepam	1,4-benzodiazepinone; monochlorobenzenes	anticonvulsant; anxiolytic drug; GABA modulator	low
chlorazepate	1,4-benzodiazepinone	anticonvulsant; anxiolytic drug; GABA modulator; prodrug	low
nordazepam	1,4-benzodiazepinone; organochlorine compound	anticonvulsant; anxiolytic drug; GABA modulator; human metabolite; sedative	low
diazepam	1,4-benzodiazepinone; organochlorine compound	anticonvulsant; anxiolytic drug; environmental contaminant; sedative; xenobiotic	low
valproic acid	branched-chain fatty acid; branched-chain saturated fatty acid	anticonvulsant; antimanic drug; EC 3.5.1.98 (histone deacetylase) inhibitor; GABA agent; neuroprotective agent; psychotropic drug; teratogenic agent	low
estazolam	triazoles; triazolobenzodiazepine	anticonvulsant; anxiolytic drug; GABA modulator	low
ethosuximide	dicarboximide; pyrrolidinone	anticonvulsant; geroprotector; T-type calcium channel blocker	low
ethotoin	imidazolidine-2,4-dione	anticonvulsant	low
felbamate	carbamate ester	anticonvulsant; neuroprotective agent	low
flurazepam	1,4-benzodiazepinone; monofluorobenzenes; organochlorine compound; tertiary amino compound	anticonvulsant; anxiolytic drug; GABAA receptor agonist; sedative	low
gabapentin	gamma-amino acid	anticonvulsant; calcium channel blocker; environmental contaminant; xenobiotic	low
lamotrigine	1,2,4-triazines; dichlorobenzene; primary arylamine	anticonvulsant; antidepressant; antimanic drug; calcium channel blocker; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; excitatory amino acid antagonist; geroprotector; non-narcotic analgesic; xenobiotic	low
meclofenamic acid	aminobenzoic acid; organochlorine compound; secondary amino compound	analgesic; anticonvulsant; antineoplastic agent; antipyretic; antirheumatic drug; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-steroidal anti-inflammatory drug	low
mephenytoin	imidazolidine-2,4-dione	anticonvulsant	low
midazolam	imidazobenzodiazepine; monofluorobenzenes; organochlorine compound	anticonvulsant; antineoplastic agent; anxiolytic drug; apoptosis inducer; central nervous system depressant; GABAA receptor agonist; general anaesthetic; muscle relaxant; sedative	low
nimetazepam	1,4-benzodiazepinone; C-nitro compound	anticonvulsant; antispasmodic drug; GABA modulator; sedative	low
nitrazepam	1,4-benzodiazepinone; C-nitro compound	anticonvulsant; antispasmodic drug; drug metabolite; GABA modulator; sedative	low
palmidrol	endocannabinoid; N-(long-chain-acyl)ethanolamine; N-(saturated fatty acyl)ethanolamine	anti-inflammatory drug; anticonvulsant; antihypertensive agent; neuroprotective agent	low
phenobarbital	barbiturates	anticonvulsant; drug allergen; excitatory amino acid antagonist; sedative	low
prilocaine	amino acid amide; monocarboxylic acid amide	anticonvulsant; local anaesthetic	low
primidone	pyrimidone	anticonvulsant; environmental contaminant; xenobiotic	low
propofol	phenols	anticonvulsant; antiemetic; intravenous anaesthetic; radical scavenger; sedative	low
trimethadione	oxazolidinone	anticonvulsant; geroprotector	low
troglitazone	chromanes; thiazolidinone	anticoagulant; anticonvulsant; antineoplastic agent; antioxidant; EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor; ferroptosis inhibitor; hypoglycemic agent; platelet aggregation inhibitor; vasodilator agent	low
vigabatrin	gamma-amino acid	anticonvulsant; EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor	low
zaleplon	nitrile; pyrazolopyrimidine	anticonvulsant; anxiolytic drug; central nervous system depressant; sedative	low
zonisamide	1,2-benzoxazoles; sulfonamide	anticonvulsant; antioxidant; central nervous system drug; protective agent; T-type calcium channel blocker	low
androsterone	17-oxo steroid; 3alpha-hydroxy steroid; androstanoid; C19-steroid	androgen; anticonvulsant; human blood serum metabolite; human metabolite; human urinary metabolite; mouse metabolite; pheromone	low
lysine	aspartate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; lysine; organic molecular entity; proteinogenic amino acid	algal metabolite; anticonvulsant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	low
mephobarbital	barbiturates	anticonvulsant	low
paramethadione	oxazolidinone	anticonvulsant	low
6-methoxybenzoxazolinone	aromatic ether; benzoxazole	antibacterial agent; anticonvulsant; antifungal agent; muscle relaxant; plant metabolite	low
tricaprylin	octanoate ester; triglyceride	anticonvulsant; plant metabolite	low
decan-4-olide	gamma-lactone; tetrahydrofuranone	anticonvulsant; flavouring agent; food additive	low
magnesium sulfate	magnesium salt; metal sulfate; organic magnesium salt	anaesthetic; analgesic; anti-arrhythmia drug; anticonvulsant; calcium channel blocker; cardiovascular drug; fertilizer; tocolytic agent	low
sodium selenate	inorganic sodium salt	anticonvulsant; EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor; fertilizer	low
didesethylflurazepam	1,4-benzodiazepinone; monofluorobenzenes; organochlorine compound; primary amino compound	anticonvulsant; anxiolytic drug; drug metabolite; GABAA receptor agonist; sedative	low
oxcarbazepine	cyclic ketone; dibenzoazepine	anticonvulsant; drug allergen	low
adinazolam	triazolobenzodiazepine	anticonvulsant; antidepressant; anxiolytic drug; sedative	low
midazolam hydrochloride	hydrochloride; imidazobenzodiazepine	anticonvulsant; antineoplastic agent; anxiolytic drug; apoptosis inducer; central nervous system depressant; GABAA receptor agonist; general anaesthetic; muscle relaxant; sedative	low
mk 458	hydrochloride	anticonvulsant; antiparkinson drug; dopamine agonist	low
naxagolide	organic heterotricyclic compound; phenols; tertiary amino compound	anticonvulsant; antiparkinson drug; dopamine agonist	low
tiagabine	beta-amino acid; piperidinemonocarboxylic acid; tertiary amino compound; thiophenes	anticonvulsant; GABA reuptake inhibitor	low
pyrrolidine dithiocarbamate	dithiocarbamic acids; pyrrolidines	anticonvulsant; antineoplastic agent; geroprotector; neuroprotective agent; NF-kappaB inhibitor; radical scavenger	low
glutaurine	dipeptide zwitterion; dipeptide; L-glutamine derivative; sulfonic acid	anticonvulsant; anxiolytic drug; hormone; human metabolite; mammalian metabolite; mouse metabolite	low
tiagabine hydrochloride	hydrochloride	anticonvulsant; GABA reuptake inhibitor	low
zofenopril	aryl sulfide; L-proline derivative; N-acyl-L-amino acid; thioester	anticonvulsant; apoptosis inhibitor; cardioprotective agent; EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor; prodrug; vasodilator agent	low
palmitone	dialkyl ketone	anticonvulsant; metabolite	low
paxilline	diterpene alkaloid; enone; organic heterohexacyclic compound; terpenoid indole alkaloid; tertiary alcohol	anticonvulsant; Aspergillus metabolite; EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor; genotoxin; geroprotector; mycotoxin; Penicillium metabolite; potassium channel blocker	low
10-hydroxycarbamazepine	carboxamide; dibenzoazepine; ureas	anticonvulsant; drug allergen; sodium channel blocker	low
ezogabine	carbamate ester; organofluorine compound; secondary amino compound; substituted aniline	anticonvulsant; potassium channel modulator	low
clorazepate dipotassium	potassium salt	anticonvulsant; anxiolytic drug; GABA modulator; prodrug	low
eslicarbazepine acetate	acetate ester; carboxamide; dibenzoazepine; ureas	anticonvulsant; drug allergen	low
carnosine	amino acid zwitterion; dipeptide	anticonvulsant; antineoplastic agent; antioxidant; Daphnia magna metabolite; geroprotector; human metabolite; mouse metabolite; neuroprotective agent	low
solasodine	alkaloid antibiotic; azaspiro compound; hemiaminal ether; oxaspiro compound; sapogenin; steroid alkaloid	anticonvulsant; antifungal agent; antiinfective agent; antioxidant; antipyretic; antispermatogenic agent; apoptosis inducer; cardiotonic drug; central nervous system depressant; diuretic; immunomodulator; plant metabolite; teratogenic agent	low
L-cycloserine	4-amino-1,2-oxazolidin-3-one	anti-HIV agent; anticonvulsant; EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor	low
alpha-asarone	asarone	anticonvulsant; GABA modulator	low
thiopental	barbiturates	anticonvulsant; drug allergen; environmental contaminant; intravenous anaesthetic; sedative; xenobiotic	low
zofenoprilate	aryl sulfide; L-proline derivative; N-acyl-L-amino acid; thiol	anticonvulsant; apoptosis inhibitor; cardioprotective agent; drug metabolite; EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor; vasodilator agent	low
acacetin	dihydroxyflavone; monomethoxyflavone	anticonvulsant; plant metabolite	low
hispidulin	monomethoxyflavone; trihydroxyflavone	anti-inflammatory agent; anticonvulsant; antineoplastic agent; antioxidant; apoptosis inducer; plant metabolite	low
levetiracetam	pyrrolidin-2-ones	anticonvulsant; environmental contaminant; xenobiotic	low
topiramate	cyclic ketal; ketohexose derivative; sulfamate ester	anticonvulsant; sodium channel blocker	low
pregabalin	gamma-amino acid	anticonvulsant; calcium channel blocker	low
3,3-diethyl-2-pyrrolidinone	pyrrolidin-2-ones	anticonvulsant; geroprotector	low
ucb 34714	gamma-lactam; non-proteinogenic amino acid derivative	anticonvulsant	low
perampanel	bipyridines; nitrile; pyridone	AMPA receptor antagonist; anticonvulsant	low
arachidonoylserotonin	N-acylserotonin; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; capsaicin receptor antagonist; EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor; human metabolite; signalling molecule	low
meclofenamate sodium anhydrous	hydrate	analgesic; anticonvulsant; antineoplastic agent; antipyretic; antirheumatic drug; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-steroidal anti-inflammatory drug	low
bupropion	aromatic ketone; monochlorobenzenes; secondary amino compound	antidepressant; environmental contaminant; xenobiotic	low
7,8-dihydroxyflavone	dihydroxyflavone	antidepressant; antineoplastic agent; antioxidant; plant metabolite; tropomyosin-related kinase B receptor agonist	low
n-acetylphenylalanine	N-acetyl-amino acid; phenylalanine derivative	antidepressant; metabolite	low
am 251	amidopiperidine; carbohydrazide; dichlorobenzene; organoiodine compound; pyrazoles	antidepressant; antineoplastic agent; apoptosis inducer; CB1 receptor antagonist	low
amitriptyline	carbotricyclic compound; tertiary amine	adrenergic uptake inhibitor; antidepressant; environmental contaminant; tropomyosin-related kinase B receptor agonist; xenobiotic	low
amoxapine	dibenzooxazepine	adrenergic uptake inhibitor; antidepressant; dopaminergic antagonist; geroprotector; serotonin uptake inhibitor	low
chlorpheniramine	monochlorobenzenes; pyridines; tertiary amino compound	anti-allergic agent; antidepressant; antipruritic drug; H1-receptor antagonist; histamine antagonist; serotonin uptake inhibitor	low
clomipramine	dibenzoazepine	anticoronaviral agent; antidepressant; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; serotonergic antagonist; serotonergic drug; serotonin uptake inhibitor	low
cyclobenzaprine	carbotricyclic compound	antidepressant; muscle relaxant; tranquilizing drug	low
desipramine	dibenzoazepine; secondary amino compound	adrenergic uptake inhibitor; alpha-adrenergic antagonist; antidepressant; cholinergic antagonist; drug allergen; EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; H1-receptor antagonist; serotonin uptake inhibitor	low
doxepin	dibenzooxepine; tertiary amino compound	antidepressant	low
etazolate	ethyl ester; hydrazone; pyrazolopyridine	alpha-secretase activator; antidepressant; antipsychotic agent; anxiolytic drug; GABA agent; neuroprotective agent; phosphodiesterase IV inhibitor	low
imipramine	dibenzoazepine	adrenergic uptake inhibitor; antidepressant; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor	low
lofepramine	aromatic ketone; dibenzoazepine; monochlorobenzenes; tertiary amino compound	antidepressant	low
mianserin	dibenzoazepine	adrenergic uptake inhibitor; alpha-adrenergic antagonist; antidepressant; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; geroprotector; H1-receptor antagonist; histamine agonist; sedative; serotonergic antagonist	low
minaprine	morpholines; pyridazines; secondary amine	antidepressant; antiparkinson drug; cholinergic drug; dopamine uptake inhibitor; serotonin uptake inhibitor	low
moclobemide	benzamides; monochlorobenzenes; morpholines	antidepressant; environmental contaminant; xenobiotic	low
clorgyline	aromatic ether; dichlorobenzene; terminal acetylenic compound; tertiary amino compound	antidepressant; EC 1.4.3.4 (monoamine oxidase) inhibitor	low
nefazodone	aromatic ether; monochlorobenzenes; N-alkylpiperazine; N-arylpiperazine; triazoles	alpha-adrenergic antagonist; analgesic; antidepressant; serotonergic antagonist; serotonin uptake inhibitor	low
nisoxetine	aromatic ether; secondary amino compound	adrenergic uptake inhibitor; antidepressant	low
nortriptyline	organic tricyclic compound; secondary amine	adrenergic uptake inhibitor; analgesic; antidepressant; antineoplastic agent; apoptosis inducer; drug metabolite	low
pioglitazone	aromatic ether; pyridines; thiazolidinediones	antidepressant; cardioprotective agent; EC 2.7.1.33 (pantothenate kinase) inhibitor; EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor; ferroptosis inhibitor; geroprotector; hypoglycemic agent; insulin-sensitizing drug; PPARgamma agonist; xenobiotic	low
protriptyline	carbotricyclic compound	antidepressant	low
ritanserin	organofluorine compound; piperidines; thiazolopyrimidine	antidepressant; antipsychotic agent; anxiolytic drug; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; serotonergic antagonist	low
rolipram	pyrrolidin-2-ones	antidepressant; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor	low
sulpiride	benzamides; N-alkylpyrrolidine; sulfonamide	antidepressant; antiemetic; antipsychotic agent; dopaminergic antagonist	low
trazodone	monochlorobenzenes; N-alkylpiperazine; N-arylpiperazine; triazolopyridine	adrenergic antagonist; antidepressant; anxiolytic drug; H1-receptor antagonist; sedative; serotonin uptake inhibitor	low
trimipramine	dibenzoazepine; tertiary amino compound	antidepressant; environmental contaminant; xenobiotic	low
venlafaxine	cyclohexanols; monomethoxybenzene; tertiary alcohol; tertiary amino compound	adrenergic uptake inhibitor; analgesic; antidepressant; dopamine uptake inhibitor; environmental contaminant; serotonin uptake inhibitor; xenobiotic	low
methylene blue	organic chloride salt	acid-base indicator; antidepressant; antimalarial; antimicrobial agent; antioxidant; cardioprotective agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; EC 4.6.1.2 (guanylate cyclase) inhibitor; fluorochrome; histological dye; neuroprotective agent; physical tracer	low
tryptophan	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	low
imipramine hydrochloride	hydrochloride	antidepressant	low
thymoquinone	1,4-benzoquinones	adjuvant; anti-inflammatory agent; antidepressant; antineoplastic agent; antioxidant; cardioprotective agent; plant metabolite	low
cyclobenzaprine hydrochloride	hydrochloride	antidepressant; muscle relaxant	low
8-bromo cyclic adenosine monophosphate	3',5'-cyclic purine nucleotide; adenyl ribonucleotide; organobromine compound	antidepressant; protein kinase agonist	low
lofepramine hydrochloride	hydrochloride	antidepressant	low
amineptin	amino acid; carbocyclic fatty acid; carbotricyclic compound; secondary amino compound	antidepressant; dopamine uptake inhibitor	low
paroxetine	aromatic ether; benzodioxoles; organofluorine compound; piperidines	antidepressant; anxiolytic drug; hepatotoxic agent; P450 inhibitor; serotonin uptake inhibitor	low
atomoxetine hydrochloride	hydrochloride	adrenergic uptake inhibitor; antidepressant	low
atomoxetine	aromatic ether; secondary amino compound; toluenes	adrenergic uptake inhibitor; antidepressant; environmental contaminant; xenobiotic	low
duloxetine hydrochloride	duloxetine hydrochloride	antidepressant	low
rubidium chloride	inorganic chloride; rubidium molecular entity	antidepressant; biomarker	low
paroxetine hydrochloride	hydrochloride	antidepressant; anxiolytic drug; hepatotoxic agent; P450 inhibitor; serotonin uptake inhibitor	low
trazodone hydrochloride	hydrochloride	adrenergic antagonist; antidepressant; H1-receptor antagonist; sedative; serotonin uptake inhibitor	low
sertraline hydrochloride	hydrochloride	antidepressant; serotonin uptake inhibitor	low
secoisolariciresinol	secoisolariciresinol	antidepressant; phytoestrogen; plant metabolite	low
lithium sulfate	metal sulfate	antidepressant	low
dexamisole	6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole	antidepressant	low
clomipramine hydrochloride	hydrochloride	anticoronaviral agent; antidepressant; serotonergic antagonist; serotonergic drug	low
sertraline	dichlorobenzene; secondary amino compound; tetralins	antidepressant; serotonin uptake inhibitor	low
tandospirone	bridged compound; dicarboximide; N-alkylpiperazine; N-arylpiperazine; pyrimidines	antidepressant; anxiolytic drug	low
brexanolone	3-hydroxy-5alpha-pregnan-20-one	antidepressant; GABA modulator; human metabolite; intravenous anaesthetic; sedative	low
desvenlafaxine	cyclohexanols; phenols; tertiary amino compound	antidepressant; drug metabolite; marine xenobiotic metabolite	low
escitalopram	1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile	antidepressant; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor	low
tetrindole	racemate	antidepressant; EC 1.4.3.4 (monoamine oxidase) inhibitor; serotonergic agonist	low
eicosapentaenoic acid	icosapentaenoic acid; omega-3 fatty acid	anticholesteremic drug; antidepressant; antineoplastic agent; Daphnia galeata metabolite; fungal metabolite; micronutrient; mouse metabolite; nutraceutical	low
levosulpiride	sulpiride	antidepressant; antiemetic; antipsychotic agent; dopaminergic antagonist	low
cotinine	N-alkylpyrrolidine; pyridines; pyrrolidin-2-ones; pyrrolidine alkaloid	antidepressant; biomarker; human xenobiotic metabolite; plant metabolite	low
fluoxetine	N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine	antidepressant; serotonin uptake inhibitor	low
(R)-fluoxetine	N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine	antidepressant; serotonin uptake inhibitor	low
ANA-12	1-benzothiophenes; caprolactams; secondary carboxamide	antidepressant; anxiolytic drug; tropomyosin-related kinase B receptor antagonist	low
ly 367265	dihydropyridine; fluoroindole; tertiary amino compound; thiadiazoloquinoline	antidepressant; geroprotector; serotonergic antagonist; serotonin uptake inhibitor	low
quercetin 3-o-glucuronide	beta-D-glucosiduronic acid; quercetin O-glycoside	antidepressant; antioxidant; metabolite	low
trimipramine maleate	maleate salt	antidepressant	low
fluvoxamine	(trifluoromethyl)benzenes; 5-methoxyvalerophenone O-(2-aminoethyl)oxime	antidepressant; anxiolytic drug; serotonin uptake inhibitor	low
lespenefril	alpha-L-rhamnoside; dihydroxyflavone; glycosyloxyflavone; monosaccharide derivative; polyphenol	anti-inflammatory agent; antidepressant; antineoplastic agent; apoptosis inducer; bone density conservation agent; hypoglycemic agent; immunomodulator; plant metabolite	low
clovoxamine	5-methoxyvalerophenone O-(2-aminoethyl)oxime; monochlorobenzenes	antidepressant	low
paroxetine maleate	maleate salt	antidepressant; anxiolytic drug; hepatotoxic agent; P450 inhibitor; serotonin uptake inhibitor	low
salvianolic acid B	1-benzofurans; catechols; dicarboxylic acid; enoate ester; polyphenol	anti-inflammatory agent; antidepressant; antineoplastic agent; antioxidant; apoptosis inducer; autophagy inhibitor; cardioprotective agent; hepatoprotective agent; hypoglycemic agent; neuroprotective agent; osteogenesis regulator; plant metabolite	low
protriptyline hydrochloride	hydrochloride	antidepressant	low
flibanserin	benzimidazoles; N-alkylpiperazine; N-arylpiperazine; organofluorine compound	antidepressant; serotonergic agonist; serotonergic antagonist	low
vilazodone hydrochloride	hydrochloride	antidepressant; serotonergic agonist; serotonin uptake inhibitor	low
vilazodone	1-benzofurans; indoles; monocarboxylic acid amide; N-alkylpiperazine; N-arylpiperazine; nitrile	antidepressant; serotonergic agonist; serotonin uptake inhibitor	low
(R)-fluoxetine hydrochloride	hydrochloride	antidepressant; serotonin uptake inhibitor	low
(S)-fluoxetine hydrochloride	hydrochloride	antidepressant; serotonin uptake inhibitor	low
vortioxetine	aryl sulfide; N-arylpiperazine	antidepressant; anxiolytic drug; serotonergic agonist; serotonergic antagonist	low
aprepitant	(trifluoromethyl)benzenes; cyclic acetal; morpholines; triazoles	antidepressant; antiemetic; neurokinin-1 receptor antagonist; peripheral nervous system drug; substance P receptor antagonist	low
levomefolate calcium	organic calcium salt	antidepressant	low
dihydrolipoic acid	thio-fatty acid	antioxidant; human metabolite; neuroprotective agent	low
creatine	glycine derivative; guanidines; zwitterion	geroprotector; human metabolite; mouse metabolite; neuroprotective agent; nutraceutical	low
niacinamide	pyridine alkaloid; pyridinecarboxamide; vitamin B3	anti-inflammatory agent; antioxidant; cofactor; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; Escherichia coli metabolite; geroprotector; human urinary metabolite; metabolite; mouse metabolite; neuroprotective agent; Saccharomyces cerevisiae metabolite; Sir2 inhibitor	low
5,5-dimethyl-1-pyrroline-1-oxide	1-pyrroline nitrones	neuroprotective agent; spin trapping reagent	low
ethylisopropylamiloride	aromatic amine; guanidines; monocarboxylic acid amide; organochlorine compound; pyrazines; tertiary amino compound	anti-arrhythmia drug; neuroprotective agent; sodium channel blocker	low
5-methoxytryptamine	aromatic ether; primary amino compound; tryptamines	5-hydroxytryptamine 2A receptor agonist; 5-hydroxytryptamine 2B receptor agonist; 5-hydroxytryptamine 2C receptor agonist; antioxidant; cardioprotective agent; human metabolite; mouse metabolite; neuroprotective agent; radiation protective agent; serotonergic agonist	low
cilostazol	lactam; tetrazoles	anticoagulant; bronchodilator agent; EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor; fibrin modulating drug; neuroprotective agent; platelet aggregation inhibitor; vasodilator agent	low
dantrolene	hydrazone; imidazolidine-2,4-dione	muscle relaxant; neuroprotective agent; ryanodine receptor antagonist	low
ebselen	benzoselenazole	anti-inflammatory drug; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; EC 3.1.3.25 (inositol-phosphate phosphatase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 3.5.4.1 (cytosine deaminase) inhibitor; EC 5.1.3.2 (UDP-glucose 4-epimerase) inhibitor; enzyme mimic; ferroptosis inhibitor; genotoxin; hepatoprotective agent; neuroprotective agent; radical scavenger	low
ethoxyquin	aromatic ether; quinolines	antifungal agrochemical; food antioxidant; genotoxin; geroprotector; herbicide; Hsp90 inhibitor; neuroprotective agent; UDP-glucuronosyltransferase activator	low
fasudil	isoquinolines; N-sulfonyldiazepane	antihypertensive agent; calcium channel blocker; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; geroprotector; neuroprotective agent; nootropic agent; vasodilator agent	low
pj-34	phenanthridines; secondary carboxamide; tertiary amino compound	angiogenesis inhibitor; anti-inflammatory agent; antiatherosclerotic agent; antineoplastic agent; apoptosis inducer; cardioprotective agent; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; neuroprotective agent	low
4-phenylbutyric acid, sodium salt	organic sodium salt	EC 3.5.1.98 (histone deacetylase) inhibitor; geroprotector; neuroprotective agent; orphan drug; prodrug	low
cycloheximide	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor	low
methylprednisolone	6-methylprednisolone; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	adrenergic agent; anti-inflammatory drug; antiemetic; environmental contaminant; neuroprotective agent; xenobiotic	low
methylparaben	paraben	antifungal agent; antimicrobial food preservative; neuroprotective agent; plant metabolite	low
cytidine diphosphate choline	nucleotide-(amino alcohol)s; phosphocholines	human metabolite; mouse metabolite; neuroprotective agent; psychotropic drug; Saccharomyces cerevisiae metabolite	low
tetramethylpyrazine	alkaloid; pyrazines	antineoplastic agent; apoptosis inhibitor; bacterial metabolite; neuroprotective agent; platelet aggregation inhibitor; vasodilator agent	low
pn 401	acetate ester; uridines	neuroprotective agent; orphan drug; prodrug	low
argon	monoatomic argon; noble gas atom; p-block element atom	food packaging gas; neuroprotective agent	low
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid	chromanol; monocarboxylic acid; phenols	antioxidant; ferroptosis inhibitor; neuroprotective agent; radical scavenger; Wnt signalling inhibitor	low
baicalin	dihydroxyflavone; glucosiduronic acid; glycosyloxyflavone; monosaccharide derivative	antiatherosclerotic agent; antibacterial agent; anticoronaviral agent; antineoplastic agent; antioxidant; cardioprotective agent; EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; ferroptosis inhibitor; neuroprotective agent; non-steroidal anti-inflammatory drug; plant metabolite; prodrug	low
epigallocatechin gallate	flavans; gallate ester; polyphenol	antineoplastic agent; antioxidant; apoptosis inducer; geroprotector; Hsp90 inhibitor; neuroprotective agent; plant metabolite	low
norvaline	2-aminopentanoic acid; L-alpha-amino acid zwitterion	bacterial metabolite; hypoglycemic agent; neuroprotective agent	low
pinocembrin	(2S)-flavan-4-one; dihydroxyflavanone	antineoplastic agent; antioxidant; metabolite; neuroprotective agent; vasodilator agent	low
sesamin	benzodioxoles; furofuran; lignan	antineoplastic agent; neuroprotective agent; plant metabolite	low
fangchinoline	aromatic ether; bisbenzylisoquinoline alkaloid; macrocycle	anti-HIV-1 agent; anti-inflammatory agent; antineoplastic agent; antioxidant; neuroprotective agent; plant metabolite	low
rivastigmine	carbamate ester; tertiary amino compound	cholinergic drug; EC 3.1.1.8 (cholinesterase) inhibitor; neuroprotective agent	low
loganin	beta-D-glucoside; cyclopentapyran; enoate ester; iridoid monoterpenoid; methyl ester; monosaccharide derivative; secondary alcohol	anti-inflammatory agent; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; EC 3.4.23.46 (memapsin 2) inhibitor; neuroprotective agent; plant metabolite	low
7-ketocholesterol	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; 7-oxo steroid; cholestanoid	neuroprotective agent	low
phenylisopropyladenosine	aromatic amine; benzenes; hydrocarbyladenosine; purine nucleoside; secondary amino compound	adenosine A1 receptor agonist; neuroprotective agent	low
delta(9)-tetrahydrocannabinolic acid	benzochromene; diterpenoid; hydroxy monocarboxylic acid; phytocannabinoid; polyketide	anti-inflammatory agent; biomarker; metabolite; neuroprotective agent	low
galgravin	aryltetrahydrofuran; dimethoxybenzene; lignan; ring assembly	bone density conservation agent; neuroprotective agent; plant metabolite; platelet aggregation inhibitor	low
s-methylthiocitrulline	imidothiocarbamic ester; L-arginine derivative; L-ornithine derivative; non-proteinogenic L-alpha-amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; neuroprotective agent	low
ta 0910	oligopeptide	analgesic; neuroprotective agent; nootropic agent	low
cgp 42112a	benzyl ester; oligopeptide; pyridinecarboxamide	angiotensin receptor agonist; anti-inflammatory agent; antineoplastic agent; neuroprotective agent; vasodilator agent	low
3-(2,2,2-trimethylhydrazine)propionate	ammonium betaine	cardioprotective agent; EC 1.14.11.1 (gamma-butyrobetaine dioxygenase) inhibitor; neuroprotective agent	low
27-hydroxycholesterol	26-hydroxycholesterol	apoptosis inducer; human metabolite; mouse metabolite; neuroprotective agent	low
rubimaillin	benzochromene; methyl ester; phenols	acyl-CoA:cholesterol acyltransferase 2 inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; neuroprotective agent; NF-kappaB inhibitor; plant metabolite	low
cyanidin	5-hydroxyanthocyanidin	antioxidant; metabolite; neuroprotective agent	low
ilomastat	hydroxamic acid; L-tryptophan derivative; N-acyl-amino acid	anti-inflammatory agent; antibacterial agent; antineoplastic agent; EC 3.4.24.24 (gelatinase A) inhibitor; neuroprotective agent	low
lanthionine ketimine	1,4-thiazine; dicarboxylic acid; sulfur-containing amino acid	anti-inflammatory agent; human urinary metabolite; neuroprotective agent	low
tempol	aminoxyls; hydroxypiperidine	anti-inflammatory agent; antineoplastic agent; apoptosis inducer; catalyst; hepatoprotective agent; nephroprotective agent; neuroprotective agent; radical scavenger	low
schizandrin b	aromatic ether; cyclic acetal; organic heterotetracyclic compound; oxacycle; tannin	anti-asthmatic agent; anti-inflammatory agent; antilipemic drug; antioxidant; apoptosis inhibitor; hepatoprotective agent; nephroprotective agent; neuroprotective agent; plant metabolite	low
salvigenin	monohydroxyflavone; trimethoxyflavone	antilipemic drug; antineoplastic agent; apoptosis inhibitor; autophagy inducer; hypoglycemic agent; immunomodulator; neuroprotective agent; plant metabolite	low
fasudil hydrochloride	hydrochloride	antihypertensive agent; calcium channel blocker; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; neuroprotective agent; nootropic agent; vasodilator agent	low
6-methylthiohexyl isothiocyanate	isothiocyanate; methyl sulfide	antineoplastic agent; Arabidopsis thaliana metabolite; EC 4.1.1.17 (ornithine decarboxylase) inhibitor; neuroprotective agent	low
anacardic acid	hydroxy monocarboxylic acid; hydroxybenzoic acid	anti-inflammatory agent; antibacterial agent; anticoronaviral agent; apoptosis inducer; EC 2.3.1.48 (histone acetyltransferase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; neuroprotective agent; plant metabolite	low
sb 203580	imidazoles; monofluorobenzenes; pyridines; sulfoxide	EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; geroprotector; Hsp90 inhibitor; neuroprotective agent	low
methyl 3,4-dihydroxybenzoate	catechols; methyl ester	antioxidant; neuroprotective agent; plant metabolite	low
theanine	amino acid zwitterion; N(5)-alkyl-L-glutamine	geroprotector; neuroprotective agent; plant metabolite	low
neriifolin	cardenolide glycoside	cardiotonic drug; neuroprotective agent; toxin	low
ginsenoside re	12beta-hydroxy steroid; 3beta-hydroxy-4,4-dimethylsteroid; 3beta-hydroxy steroid; beta-D-glucoside; disaccharide derivative; ginsenoside; tetracyclic triterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; nephroprotective agent; neuroprotective agent; plant metabolite	low
ginsenoside rg1	12beta-hydroxy steroid; 3beta-hydroxy-4,4-dimethylsteroid; beta-D-glucoside; ginsenoside; tetracyclic triterpenoid	neuroprotective agent; pro-angiogenic agent	low
notoginsenoside r1	12beta-hydroxy steroid; 3beta-hydroxy-4,4-dimethylsteroid; 3beta-hydroxy steroid; beta-D-glucoside; disaccharide derivative; ginsenoside; tetracyclic triterpenoid	antioxidant; apoptosis inducer; neuroprotective agent; phytoestrogen; plant metabolite	low
5,11-diethyl-5,6,11,12-tetrahydrochrysene-2,8-diol	carbotetracyclic compound; polyphenol	estrogen receptor agonist; estrogen receptor antagonist; geroprotector; neuroprotective agent	low
dimethyloxalylglycine	glycine derivative; methyl ester; secondary carboxamide	EC 1.14.11.29 (hypoxia-inducible factor-proline dioxygenase) inhibitor; neuroprotective agent	low
rhapontin	rhaponticin	angiogenesis inhibitor; anti-allergic agent; anti-inflammatory agent; antilipemic drug; antineoplastic agent; apoptosis inducer; EC 2.3.1.85 (fatty acid synthase) inhibitor; hypoglycemic agent; neuroprotective agent; plant metabolite	low
glycerylphosphorylcholine	phosphocholines; sn-glycerol 3-phosphates	Escherichia coli metabolite; human metabolite; mouse metabolite; neuroprotective agent; parasympatholytic; Saccharomyces cerevisiae metabolite	low
huperzine a	organic heterotricyclic compound; primary amino compound; pyridone; sesquiterpene alkaloid	EC 3.1.1.7 (acetylcholinesterase) inhibitor; neuroprotective agent; nootropic agent; plant metabolite	low
curcumin	aromatic ether; beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antifungal agent; antineoplastic agent; biological pigment; contraceptive drug; dye; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor; EC 1.8.1.9 (thioredoxin reductase) inhibitor; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; flavouring agent; food colouring; geroprotector; hepatoprotective agent; immunomodulator; iron chelator; ligand; lipoxygenase inhibitor; metabolite; neuroprotective agent; nutraceutical; radical scavenger	low
aurapten	coumarins; monoterpenoid	antihypertensive agent; antineoplastic agent; antioxidant; apoptosis inducer; dopaminergic agent; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; gamma-secretase modulator; gastrointestinal drug; hepatoprotective agent; matrix metalloproteinase inhibitor; neuroprotective agent; plant metabolite; PPARalpha agonist; vulnerary	low
n-(4-(n-(3-methoxypyrazin-2-yl)sulfamoyl)phenyl)-3-(5-nitrothiophene-2-yl)acrylamide	pyrazines; sulfonamide; thiophenes	necroptosis inhibitor; neuroprotective agent	low
amn082	benzenes; diamine; diarylmethane; secondary amino compound	metabotropic glutamate receptor agonist; neuroprotective agent	low
rasagiline	indanes; secondary amine; terminal acetylenic compound	EC 1.4.3.4 (monoamine oxidase) inhibitor; neuroprotective agent	low
ferrostatin-1	ethyl ester; primary arylamine; substituted aniline	antifungal agent; antioxidant; ferroptosis inhibitor; neuroprotective agent; radiation protective agent; radical scavenger	low
4-benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione	benzenes; thiadiazolidine	anti-inflammatory agent; antineoplastic agent; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
sb 415286	C-nitro compound; maleimides; monochlorobenzenes; phenols; secondary amino compound; substituted aniline	antioxidant; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
gossypin	7-hydroxyflavonol; glycosyloxyflavone; monosaccharide derivative; pentahydroxyflavone	neuroprotective agent; plant metabolite	low
hinokiflavone	aromatic ether; biflavonoid; hydroxyflavone	antineoplastic agent; metabolite; neuroprotective agent	low
morin	7-hydroxyflavonol; pentahydroxyflavone	angiogenesis modulating agent; anti-inflammatory agent; antibacterial agent; antihypertensive agent; antineoplastic agent; antioxidant; EC 5.99.1.2 (DNA topoisomerase) inhibitor; hepatoprotective agent; metabolite; neuroprotective agent	low
pterostilbene	diether; methoxybenzenes; stilbenol	anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; hypoglycemic agent; neuroprotective agent; neurotransmitter; plant metabolite; radical scavenger	low
caffeic acid phenethyl ester	alkyl caffeate ester	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; antiviral agent; immunomodulator; metabolite; neuroprotective agent	low
acteoside	catechols; cinnamate ester; disaccharide derivative; glycoside; polyphenol	anti-inflammatory agent; antibacterial agent; antileishmanial agent; neuroprotective agent; plant metabolite	low
tocotrienol, alpha	tocotrienol; vitamin E	ferroptosis inhibitor; human metabolite; neuroprotective agent; plant metabolite	low
menatetrenone	menaquinone	anti-inflammatory agent; antioxidant; bone density conservation agent; human metabolite; neuroprotective agent	low
arachidonyl-2-chloroethylamide	fatty amide; organochlorine compound; secondary carboxamide; synthetic cannabinoid	CB1 receptor agonist; CB2 receptor agonist; neuroprotective agent	low
(3r)-((2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl))methanone	morpholines; naphthyl ketone; organic heterotricyclic compound; synthetic cannabinoid	analgesic; apoptosis inhibitor; neuroprotective agent	low
cannabigerol	phytocannabinoid; resorcinols	anti-inflammatory agent; antibacterial agent; antioxidant; appetite enhancer; cannabinoid receptor agonist; neuroprotective agent; plant metabolite	low
su 11248	monocarboxylic acid amide; pyrroles	angiogenesis inhibitor; antineoplastic agent; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; immunomodulator; neuroprotective agent; vascular endothelial growth factor receptor antagonist	low
tetrahydroxycurcumin	beta-diketone; catechols; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; neuroprotective agent; plant metabolite	low
germacrone	germacrane sesquiterpenoid; olefinic compound	androgen antagonist; anti-inflammatory agent; antifeedant; antifungal agent; antimicrobial agent; antineoplastic agent; antioxidant; antitussive; antiviral agent; apoptosis inducer; autophagy inducer; hepatoprotective agent; insecticide; neuroprotective agent; plant metabolite; volatile oil component	low
bis(7)-tacrine	secondary amino compound	apoptosis inhibitor; EC 1.14.13.39 (nitric oxide synthase) inhibitor; EC 3.1.1.7 (acetylcholinesterase) inhibitor; neuroprotective agent	low
jasplakinolide	cyclodepsipeptide; phenols	actin polymerisation inducer; animal metabolite; antifungal agent; antineoplastic agent; apoptosis inducer; marine metabolite; neuroprotective agent	low
ursodoxicoltaurine	bile acid taurine conjugate	anti-inflammatory agent; apoptosis inhibitor; bone density conservation agent; cardioprotective agent; human metabolite; neuroprotective agent	low
l 779976	benzimidazoles; indoles; piperidinecarboxamide; primary amino compound; secondary carboxamide	neuroprotective agent; somatostatin receptor agonist	low
ginsenoside rb1	ginsenoside; glycoside; tetracyclic triterpenoid	anti-inflammatory drug; anti-obesity agent; apoptosis inhibitor; neuroprotective agent; plant metabolite; radical scavenger	low
NNC 55-0396 (free base)	benzimidazoles; cyclopropanecarboxylate ester; organofluorine compound; tertiary amino compound; tetralins	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; neuroprotective agent; potassium channel blocker; T-type calcium channel blocker	low
ly 379268	amino dicarboxylic acid; bridged compound; organic heterobicyclic compound	antipsychotic agent; anxiolytic drug; metabotropic glutamate receptor agonist; neuroprotective agent	low
glu-asp-arg	tripeptide	neuroprotective agent	low
n-arachidonoyl l-serine	N-(fatty acyl)-L-alpha-amino acid	cannabinoid receptor agonist; mammalian metabolite; neuroprotective agent; pro-angiogenic agent; vasodilator agent	low
n-benzylhexadecanamide	macamide; secondary carboxamide	EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor; neuroprotective agent; plant metabolite	low
np 031112	benzenes; naphthalenes; thiadiazolidine	anti-inflammatory agent; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
cytidine diphosphate choline	nucleotide-(amino alcohol)s; phosphocholines	human metabolite; mouse metabolite; neuroprotective agent; psychotropic drug; Saccharomyces cerevisiae metabolite	low
ginsenoside rd	beta-D-glucoside; ginsenoside; tetracyclic triterpenoid	anti-inflammatory drug; apoptosis inducer; immunosuppressive agent; neuroprotective agent; plant metabolite; vulnerary	low
n,n'-dibenzhydrylethane-1,2-diamine dihydrochloride	hydrochloride	geroprotector; metabotropic glutamate receptor agonist; neuroprotective agent	low
glycoursodeoxycholic acid	bile acid glycine conjugate; N-acylglycine	human blood serum metabolite; neuroprotective agent	low
astragaloside IV	pentacyclic triterpenoid; triterpenoid saponin	anti-inflammatory agent; antioxidant; EC 4.2.1.1 (carbonic anhydrase) inhibitor; neuroprotective agent; plant metabolite; pro-angiogenic agent	low
protectin d1	dihydroxydocosahexaenoic acid; protectin; secondary allylic alcohol	anti-inflammatory agent; apoptosis inhibitor; hepatoprotective agent; human xenobiotic metabolite; neuroprotective agent; PPARgamma agonist; specialised pro-resolving mediator	low
forapin	peptidyl amide; polypeptide	animal metabolite; antineoplastic agent; apoptosis inducer; EC 2.7.11.13 (protein kinase C) inhibitor; hepatoprotective agent; neuroprotective agent; venom	low
astressin	homodetic cyclic peptide; polypeptide	corticotropin-releasing factor receptor antagonist; neuroprotective agent	low
liraglutide	lipopeptide; polypeptide	glucagon-like peptide-1 receptor agonist; neuroprotective agent	low
nnc 55-0396	hydrochloride	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; neuroprotective agent; potassium channel blocker; T-type calcium channel blocker	low
albiflorin	benzoate ester; beta-D-glucoside; bridged compound; gamma-lactone; monoterpene glycoside; secondary alcohol	neuroprotective agent; plant metabolite	low
SL-327	(trifluoromethyl)benzenes; enamine; nitrile; organic sulfide; primary amino compound; substituted aniline	EC 2.7.12.2 (mitogen-activated protein kinase kinase) inhibitor; neuroprotective agent	low
apelin-13 peptide	oligopeptide	antihypertensive agent; autophagy inhibitor; biomarker; human metabolite; neuroprotective agent	low
p-Glu-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe	polypeptide	apoptosis inhibitor; human metabolite; neuroprotective agent	low
oleuropein aglycone	catechols; diester; lactol; methyl ester; pyrans; secoiridoid	anti-inflammatory agent; antioxidant; mTOR inhibitor; neuroprotective agent; plant metabolite; TRPA1 channel agonist	low
semaglutide	lipopeptide; polypeptide	anti-obesity agent; appetite depressant; glucagon-like peptide-1 receptor agonist; hypoglycemic agent; neuroprotective agent	low
maysin	disaccharide derivative; flavone C-glycoside; secondary alpha-hydroxy ketone; tetrahydroxyflavone	insecticide; neuroprotective agent; plant metabolite	low
((5z)5-(1,3-benzodioxol-5-yl)methylene-2-phenylamino-3,5-dihydro-4h-imidazol-4-one)	benzodioxoles; imidazolone; substituted aniline	autophagy inducer; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor; EC 2.7.12.1 (dual-specificity kinase) inhibitor; neuroprotective agent; nootropic agent	low
rifampin	cyclic ketal; hydrazone; N-iminopiperazine; N-methylpiperazine; rifamycins; semisynthetic derivative; zwitterion	angiogenesis inhibitor; antiamoebic agent; antineoplastic agent; antitubercular agent; DNA synthesis inhibitor; EC 2.7.7.6 (RNA polymerase) inhibitor; Escherichia coli metabolite; geroprotector; leprostatic drug; neuroprotective agent; pregnane X receptor agonist; protein synthesis inhibitor	low
apelin-12 peptide	oligopeptide	biomarker; human blood serum metabolite; human metabolite; neuroprotective agent	low

Substance	Classes	Roles	Relationship Strength
orphenadrine	ether; tertiary amino compound	antidyskinesia agent; antiparkinson drug; H1-receptor antagonist; muscarinic antagonist; muscle relaxant; NMDA receptor antagonist; parasympatholytic	low
phencyclidine	benzenes; piperidines	anaesthetic; neurotoxin; NMDA receptor antagonist; psychotropic drug	low
tenocyclidine	piperidines; tertiary amino compound; thiophenes	central nervous system stimulant; hallucinogen; neuroprotective agent; NMDA receptor antagonist	low
noribogaine	monoterpenoid indole alkaloid; organic heteropentacyclic compound; secondary amino compound; tertiary amino compound	kappa-opioid receptor agonist; NMDA receptor antagonist; psychotropic drug; serotonin uptake inhibitor	low
sdz eaa 494	monocarboxylic acid; olefinic compound; phosphonic acids; piperazinecarboxylic acid; tertiary amino compound	anticonvulsant; neuroprotective agent; NMDA receptor antagonist	low
vanillin	benzaldehydes; monomethoxybenzene; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; flavouring agent; plant metabolite	low
flurazepam	1,4-benzodiazepinone; monofluorobenzenes; organochlorine compound; tertiary amino compound	anticonvulsant; anxiolytic drug; GABAA receptor agonist; sedative	low
propofol	phenols	anticonvulsant; antiemetic; intravenous anaesthetic; radical scavenger; sedative	low
naxagolide	organic heterotricyclic compound; phenols; tertiary amino compound	anticonvulsant; antiparkinson drug; dopamine agonist	low
tiagabine	beta-amino acid; piperidinemonocarboxylic acid; tertiary amino compound; thiophenes	anticonvulsant; GABA reuptake inhibitor	low
arachidonoylserotonin	N-acylserotonin; phenols	anti-inflammatory agent; anticonvulsant; antioxidant; capsaicin receptor antagonist; EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor; human metabolite; signalling molecule	low
chlorpheniramine	monochlorobenzenes; pyridines; tertiary amino compound	anti-allergic agent; antidepressant; antipruritic drug; H1-receptor antagonist; histamine antagonist; serotonin uptake inhibitor	low
doxepin	dibenzooxepine; tertiary amino compound	antidepressant	low
lofepramine	aromatic ketone; dibenzoazepine; monochlorobenzenes; tertiary amino compound	antidepressant	low
clorgyline	aromatic ether; dichlorobenzene; terminal acetylenic compound; tertiary amino compound	antidepressant; EC 1.4.3.4 (monoamine oxidase) inhibitor	low
ritanserin	organofluorine compound; piperidines; thiazolopyrimidine	antidepressant; antipsychotic agent; anxiolytic drug; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; serotonergic antagonist	low
trimipramine	dibenzoazepine; tertiary amino compound	antidepressant; environmental contaminant; xenobiotic	low
venlafaxine	cyclohexanols; monomethoxybenzene; tertiary alcohol; tertiary amino compound	adrenergic uptake inhibitor; analgesic; antidepressant; dopamine uptake inhibitor; environmental contaminant; serotonin uptake inhibitor; xenobiotic	low
paroxetine	aromatic ether; benzodioxoles; organofluorine compound; piperidines	antidepressant; anxiolytic drug; hepatotoxic agent; P450 inhibitor; serotonin uptake inhibitor	low
desvenlafaxine	cyclohexanols; phenols; tertiary amino compound	antidepressant; drug metabolite; marine xenobiotic metabolite	low
ly 367265	dihydropyridine; fluoroindole; tertiary amino compound; thiadiazoloquinoline	antidepressant; geroprotector; serotonergic antagonist; serotonin uptake inhibitor	low
ethylisopropylamiloride	aromatic amine; guanidines; monocarboxylic acid amide; organochlorine compound; pyrazines; tertiary amino compound	anti-arrhythmia drug; neuroprotective agent; sodium channel blocker	low
pj-34	phenanthridines; secondary carboxamide; tertiary amino compound	angiogenesis inhibitor; anti-inflammatory agent; antiatherosclerotic agent; antineoplastic agent; apoptosis inducer; cardioprotective agent; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; neuroprotective agent	low
cycloheximide	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor	low
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid	chromanol; monocarboxylic acid; phenols	antioxidant; ferroptosis inhibitor; neuroprotective agent; radical scavenger; Wnt signalling inhibitor	low
rivastigmine	carbamate ester; tertiary amino compound	cholinergic drug; EC 3.1.1.8 (cholinesterase) inhibitor; neuroprotective agent	low
loganin	beta-D-glucoside; cyclopentapyran; enoate ester; iridoid monoterpenoid; methyl ester; monosaccharide derivative; secondary alcohol	anti-inflammatory agent; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; EC 3.4.23.46 (memapsin 2) inhibitor; neuroprotective agent; plant metabolite	low
phenylisopropyladenosine	aromatic amine; benzenes; hydrocarbyladenosine; purine nucleoside; secondary amino compound	adenosine A1 receptor agonist; neuroprotective agent	low
rubimaillin	benzochromene; methyl ester; phenols	acyl-CoA:cholesterol acyltransferase 2 inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; neuroprotective agent; NF-kappaB inhibitor; plant metabolite	low
amn082	benzenes; diamine; diarylmethane; secondary amino compound	metabotropic glutamate receptor agonist; neuroprotective agent	low
4-benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione	benzenes; thiadiazolidine	anti-inflammatory agent; antineoplastic agent; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
sb 415286	C-nitro compound; maleimides; monochlorobenzenes; phenols; secondary amino compound; substituted aniline	antioxidant; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
jasplakinolide	cyclodepsipeptide; phenols	actin polymerisation inducer; animal metabolite; antifungal agent; antineoplastic agent; apoptosis inducer; marine metabolite; neuroprotective agent	low
NNC 55-0396 (free base)	benzimidazoles; cyclopropanecarboxylate ester; organofluorine compound; tertiary amino compound; tetralins	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; neuroprotective agent; potassium channel blocker; T-type calcium channel blocker	low
np 031112	benzenes; naphthalenes; thiadiazolidine	anti-inflammatory agent; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	low
albiflorin	benzoate ester; beta-D-glucoside; bridged compound; gamma-lactone; monoterpene glycoside; secondary alcohol	neuroprotective agent; plant metabolite	low

Substance	Studies	Classes	Roles	First Year	Last Year	Average Age	Relationship Strength	1990's	2000's	2010's
spermine	1	polyazaalkane; tetramine	antioxidant; fundamental metabolite; immunosuppressive agent	2019	2019	5.0	low	0	0	1
ifenprodil	6	piperidines		2009	2019	10.3	low	0	2	4
tolonium chloride	1			2013	2013	11.0	low	0	0	1
pregnenolone sulfate	1	steroid sulfate	EC 2.7.1.33 (pantothenate kinase) inhibitor; human metabolite	2019	2019	5.0	low	0	0	1
n(g)-aminoarginine	1	arginine derivative		2013	2013	11.0	low	0	0	1
omega-n-methylarginine	1	amino acid zwitterion; arginine derivative; guanidines; L-arginine derivative; non-proteinogenic L-alpha-amino acid		2013	2013	11.0	low	0	0	1
d-apv	1			2012	2012	12.0	low	0	0	1
besonprodil	4			2003	2007	19.0	high	0	4	0
latrepirdine	1	methylpyridines; pyridoindole	geroprotector	2013	2013	11.0	low	0	0	1
cp 101,606	6			1999	2013	19.2	low	1	4	1
nitroarginine	1	guanidines; L-arginine derivative; N-nitro compound; non-proteinogenic L-alpha-amino acid		2013	2013	11.0	low	0	0	1
(3-chlorophenyl)(6,7-dimethoxy-1-((4-methoxyphenoxy)methyl)-3,4-dihydroisoquinolin-2(1h)-yl)methanone	1			2019	2019	5.0	medium	0	0	1
4-(5-(4-bromophenyl)-3-(6-methyl-2-oxo-4-phenyl-1,2-dihydroquinolin-3-yl)-4,5-dihydro-1h-pyrazol-1-yl)-4-oxobutanoic acid	2			2013	2019	8.0	medium	0	0	2
tcn 201	2			2013	2019	8.0	low	0	0	2
n-cinnamoyltyramine	1	cinnamamides; phenols; secondary carboxamide	allelochemical; antimicrobial agent; phytoalexin; platelet aggregation inhibitor	1999	1999	25.0	medium	1	0	0
tyrphostin ag 555	1			1999	1999	25.0	low	1	0	0
tyrphostin ag-494	1			1999	1999	25.0	low	1	0	0
ag 556	1			1999	1999	25.0	low	1	0	0
ag-490	1	catechols; enamide; monocarboxylic acid amide; nitrile; secondary carboxamide	anti-inflammatory agent; antioxidant; apoptosis inducer; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; geroprotector; STAT3 inhibitor	1999	1999	25.0	low	1	0	0
n-(4-hydroxy-beta-phenethyl)-4-hydroxycinnamide	1	hydroxycinnamic acid	metabolite	1999	1999	25.0	low	1	0	0
pd 174494	1	piperidines		2004	2004	20.0	low	0	1	0
(4-benzylpiperidin-1-yl)-(6-hydroxy-1h-indol-2-yl)methanone	3			2003	2007	18.7	high	0	3	0
ly2811376	1			2013	2013	11.0	low	0	0	1
gamma-aminobutyric acid	1	amino acid zwitterion; gamma-amino acid; monocarboxylic acid	human metabolite; neurotransmitter; Saccharomyces cerevisiae metabolite; signalling molecule	2007	2007	17.0	low	0	1	0
acetamide	1	acetamides; carboximidic acid; monocarboxylic acid amide; N-acylammonia		2007	2007	17.0	low	0	1	0
quinacrine	1	acridines; aromatic ether; organochlorine compound; tertiary amino compound	antimalarial; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor	2007	2007	17.0	low	0	1	0
catechol	2	catechols	allelochemical; genotoxin; plant metabolite	2007	2009	16.0	low	0	2	0
taxifolin	2	3'-hydroxyflavanones; 4'-hydroxyflavanones; dihydroflavonols; pentahydroxyflavanone; secondary alpha-hydroxy ketone		2007	2009	16.0	low	0	2	0
phosphonoacetic acid	2	monocarboxylic acid; phosphonic acids	antiviral agent; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor	2007	2009	16.0	low	0	2	0
3,4-dihydroxyphenylacetic acid	2	catechols; dihydroxyphenylacetic acid	human metabolite	2007	2009	16.0	low	0	2	0
aminocaproic acid	1	amino acid zwitterion; epsilon-amino acid; omega-amino fatty acid	antifibrinolytic drug; hematologic agent; metabolite	2007	2007	17.0	low	0	1	0
diacetyl	1	alpha-diketone	Escherichia coli metabolite; Saccharomyces cerevisiae metabolite	2007	2007	17.0	low	0	1	0
hydroquinone	2	benzenediol; hydroquinones	antioxidant; carcinogenic agent; cofactor; Escherichia coli metabolite; human xenobiotic metabolite; mouse metabolite; skin lightening agent	2007	2009	16.0	low	0	2	0
melatonin	1	acetamides; tryptamines	anticonvulsant; central nervous system depressant; geroprotector; hormone; human metabolite; immunological adjuvant; mouse metabolite; radical scavenger	2007	2007	17.0	low	0	1	0
n-acetylserotonin	1	acetamides; N-acylserotonin; phenols	antioxidant; human metabolite; mouse metabolite; tropomyosin-related kinase B receptor agonist	2007	2007	17.0	low	0	1	0
pyrazinamide	1	monocarboxylic acid amide; N-acylammonia; pyrazines	antitubercular agent; prodrug	2007	2007	17.0	low	0	1	0
quinolinic acid	1	pyridinedicarboxylic acid	Escherichia coli metabolite; human metabolite; mouse metabolite; NMDA receptor agonist	2007	2007	17.0	low	0	1	0
taurine	1	amino sulfonic acid; zwitterion	antioxidant; Escherichia coli metabolite; glycine receptor agonist; human metabolite; mouse metabolite; nutrient; radical scavenger; Saccharomyces cerevisiae metabolite	2007	2007	17.0	low	0	1	0
2-amino-5-phosphonovalerate	1	non-proteinogenic alpha-amino acid	NMDA receptor antagonist	2007	2007	17.0	low	0	1	0
alpha-methyl-4-carboxyphenylglycine	1			2007	2007	17.0	low	0	1	0
3-(2-carboxypiperazin-4-yl)propyl-1-phosphonic acid	1			2007	2007	17.0	low	0	1	0
1-hydroxy-3-amino-2-pyrrolidone	1			2007	2007	17.0	low	0	1	0
ibotenic acid	1	non-proteinogenic alpha-amino acid	neurotoxin	2007	2007	17.0	low	0	1	0
n(8)-bromoacetyl-n(1)-3'-(4-indolyloxy)-2'-hydroxypropyl-1,8-diamino-4-menthane	1			2007	2007	17.0	medium	0	1	0
sk&f-38393	2	benzazepine; catechols; secondary amino compound		2007	2009	16.0	low	0	2	0
vanilmandelic acid	1	2-hydroxy monocarboxylic acid; aromatic ether; phenols	human metabolite	2007	2007	17.0	low	0	1	0
1,10-diaminodecane	2			2007	2009	16.0	low	0	2	0
1,3-diethyl-8-phenylxanthine	1			2007	2007	17.0	low	0	1	0
1,3-dipropyl-8-cyclopentylxanthine	2	oxopurine	adenosine A1 receptor antagonist; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor	2007	2009	16.0	low	0	2	0
1,3-dipropyl-8-(4-sulfophenyl)xanthine	1			2007	2007	17.0	low	0	1	0
1,5-dihydroxyisoquinoline	1	isoquinolinol	EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor	2007	2007	17.0	low	0	1	0
pk 11195	2	aromatic amide; isoquinolines; monocarboxylic acid amide; monochlorobenzenes	antineoplastic agent	2007	2009	16.0	low	0	2	0
1-(2-trifluoromethylphenyl)imidazole	1	imidazoles		2007	2007	17.0	low	0	1	0
1-aminobenzotriazole	2			2007	2009	16.0	low	0	2	0
1-methylimidazole	1	imidazoles		2007	2007	17.0	low	0	1	0
edelfosine	1	glycerophosphocholine		2007	2007	17.0	low	0	1	0
1h-(1,2,4)oxadiazolo(4,3-a)quinoxalin-1-one	2	oxadiazoloquinoxaline	EC 4.6.1.2 (guanylate cyclase) inhibitor	2007	2009	16.0	low	0	2	0
2,2'-dipyridyl	2	bipyridine	chelator; ferroptosis inhibitor	2007	2009	16.0	low	0	2	0
2-hydroxysaclofen	1	organochlorine compound		2007	2007	17.0	low	0	1	0
3,4-dichloroisocoumarin	2	isocoumarins; organochlorine compound	geroprotector; serine protease inhibitor	2007	2009	16.0	low	0	2	0
phaclofen	1	organophosphate oxoanion; zwitterion		2007	2007	17.0	low	0	1	0
3-aminobenzamide	1	benzamides; substituted aniline	EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor	2007	2007	17.0	low	0	1	0
3-bromo-7-nitroindazole	1			2007	2007	17.0	low	0	1	0
enprofylline	1	oxopurine	anti-arrhythmia drug; anti-asthmatic drug; bronchodilator agent; non-steroidal anti-inflammatory drug	2007	2007	17.0	low	0	1	0
3-nitropropionic acid	1	C-nitro compound	antimycobacterial drug; EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor; mycotoxin; neurotoxin	2007	2007	17.0	low	0	1	0
cgp 52411	1	phthalimides	geroprotector; tyrosine kinase inhibitor	2009	2009	15.0	low	0	1	0
4-amino-1,8-naphthalimide	2	benzoisoquinoline; dicarboximide		2007	2009	16.0	low	0	2	0
4-aminopyridine	1	aminopyridine; aromatic amine	avicide; orphan drug; potassium channel blocker	2007	2007	17.0	low	0	1	0
homovanillic acid	2	guaiacols; monocarboxylic acid	human metabolite; mouse metabolite	2007	2009	16.0	low	0	2	0
4-hydroxybenzoic acid hydrazide	1	carbohydrazide; phenols		2007	2007	17.0	low	0	1	0
4-phenyl-3-furoxancarbonitrile	2	1,2,5-oxadiazole; benzenes; N-oxide; nitrile	geroprotector; nitric oxide donor; platelet aggregation inhibitor; soluble guanylate cyclase activator; vasodilator agent	2007	2009	16.0	medium	0	2	0
5,5-dimethyl-1-pyrroline-1-oxide	1	1-pyrroline nitrones	neuroprotective agent; spin trapping reagent	2007	2007	17.0	low	0	1	0
phenytoin	1	imidazolidine-2,4-dione	anticonvulsant; drug allergen; sodium channel blocker; teratogenic agent	2007	2007	17.0	low	0	1	0
5,7-dichlorokynurenic acid	1	quinolines		2007	2007	17.0	low	0	1	0
5-(n,n-hexamethylene)amiloride	2	aromatic amine; azepanes; guanidines; monocarboxylic acid amide; organochlorine compound; pyrazines	antineoplastic agent; apoptosis inducer; odorant receptor antagonist; sodium channel blocker	2007	2009	16.0	low	0	2	0
ethylisopropylamiloride	2	aromatic amine; guanidines; monocarboxylic acid amide; organochlorine compound; pyrazines; tertiary amino compound	anti-arrhythmia drug; neuroprotective agent; sodium channel blocker	2007	2009	16.0	low	0	2	0
5-fluoroindole-2-carboxylic acid	2	indolyl carboxylic acid		2007	2009	16.0	low	0	2	0
hydroxyindoleacetic acid	1	indole-3-acetic acids	drug metabolite; human metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
phenanthridone	2	lactam; phenanthridines	EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; immunosuppressive agent; mutagen	2007	2009	16.0	low	0	2	0
6-chloromelatonin	1	acetamides		2007	2007	17.0	low	0	1	0
6-hydroxymelatonin	1	acetamides; tryptamines	metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
6-methoxytryptoline	1			2007	2007	17.0	low	0	1	0
6-nitroso-1,2-benzopyrone	2			2007	2009	16.0	medium	0	2	0
7-chlorokynurenic acid	1	organochlorine compound; quinolinemonocarboxylic acid	neuroprotective agent; NMDA receptor antagonist	2007	2007	17.0	low	0	1	0
7-nitroindazole	1			2007	2007	17.0	low	0	1	0
8-(4-sulfophenyl)theophylline	2			2007	2009	16.0	low	0	2	0
8-cyclopentyl-1,3-dimethylxanthine	1	oxopurine		2007	2007	17.0	low	0	1	0
8-phenyltheophylline	1			2007	2007	17.0	low	0	1	0
aa 861	1	1,4-benzoquinones; acetylenic compound; primary alcohol	EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; ferroptosis inhibitor	2009	2009	15.0	low	0	1	0
acetazolamide	1	monocarboxylic acid amide; sulfonamide; thiadiazoles	anticonvulsant; diuretic; EC 4.2.1.1 (carbonic anhydrase) inhibitor	2007	2007	17.0	low	0	1	0
acetohexamide	1	acetophenones; N-sulfonylurea	hypoglycemic agent; insulin secretagogue	2007	2007	17.0	low	0	1	0
ag 127	2	nitrophenol		2007	2009	16.0	medium	0	2	0
rtki cpd	2	aromatic ether; monochlorobenzenes; quinazolines	antineoplastic agent; antiviral agent; epidermal growth factor receptor antagonist; geroprotector	2007	2009	16.0	low	0	2	0
tyrphostin a23	2	catechols		2007	2009	16.0	low	0	2	0
tyrphostin 25	2	benzenetriol		2007	2009	16.0	low	0	2	0
tyrphostin a1	1	methoxybenzenes	geroprotector	2007	2007	17.0	low	0	1	0
1-aminoindan-1,5-dicarboxylic acid	1			2007	2007	17.0	low	0	1	0
albuterol	1	phenols; phenylethanolamines; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; environmental contaminant; xenobiotic	2007	2007	17.0	low	0	1	0
alpha-methyltyrosine methyl ester	1			2007	2007	17.0	low	0	1	0
altretamine	1	triamino-1,3,5-triazine		2007	2007	17.0	low	0	1	0
amfonelic acid	1			2007	2007	17.0	low	0	1	0
amifostine anhydrous	1	diamine; organic thiophosphate	antioxidant; prodrug; radiation protective agent	2007	2007	17.0	low	0	1	0
theophylline	1	dimethylxanthine	adenosine receptor antagonist; anti-asthmatic drug; anti-inflammatory agent; bronchodilator agent; drug metabolite; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; fungal metabolite; human blood serum metabolite; immunomodulator; muscle relaxant; vasodilator agent	2007	2007	17.0	low	0	1	0
amoxapine	2	dibenzooxazepine	adrenergic uptake inhibitor; antidepressant; dopaminergic antagonist; geroprotector; serotonin uptake inhibitor	2007	2009	16.0	low	0	2	0
aniracetam	1	N-acylpyrrolidine; pyrrolidin-2-ones		2007	2007	17.0	low	0	1	0
2-amino-4-phosphonobutyric acid	1			2007	2007	17.0	low	0	1	0
aspirin	1	benzoic acids; phenyl acetates; salicylates	anticoagulant; antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; EC 1.1.1.188 (prostaglandin-F synthase) inhibitor; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; plant activator; platelet aggregation inhibitor; prostaglandin antagonist; teratogenic agent	2007	2007	17.0	low	0	1	0
atenolol	1	ethanolamines; monocarboxylic acid amide; propanolamine	anti-arrhythmia drug; antihypertensive agent; beta-adrenergic antagonist; environmental contaminant; sympatholytic agent; xenobiotic	2007	2007	17.0	low	0	1	0
alpha-amino-3-hydroxy-5-tert-butyl-4-isoxazolepropionate	1	alpha-amino acid		2007	2007	17.0	low	0	1	0
aurintricarboxylic acid	2	monohydroxybenzoic acid; quinomethanes; tricarboxylic acid	fluorochrome; histological dye; insulin-like growth factor receptor 1 antagonist	2007	2009	16.0	low	0	2	0
azathioprine	2	aryl sulfide; C-nitro compound; imidazoles; thiopurine	antimetabolite; antineoplastic agent; carcinogenic agent; DNA synthesis inhibitor; hepatotoxic agent; immunosuppressive agent; prodrug	2007	2009	16.0	low	0	2	0
azelaic acid	1	alpha,omega-dicarboxylic acid; dicarboxylic fatty acid	antibacterial agent; antineoplastic agent; dermatologic drug; plant metabolite	2007	2007	17.0	low	0	1	0
baclofen	1	amino acid zwitterion; gamma-amino acid; monocarboxylic acid; monochlorobenzenes; primary amino compound	central nervous system depressant; GABA agonist; muscle relaxant	2007	2007	17.0	low	0	1	0
bay-k-8644	2	(trifluoromethyl)benzenes; C-nitro compound; dihydropyridine; methyl ester		2007	2009	16.0	low	0	2	0
benzamide	1	benzamides		2007	2007	17.0	low	0	1	0
bepridil	1	pyrrolidines; tertiary amine	anti-arrhythmia drug; antihypertensive agent; calcium channel blocker; vasodilator agent	2007	2007	17.0	low	0	1	0
bml 190	2	N-acylindole		2007	2009	16.0	medium	0	2	0
brimonidine	2	imidazoles; quinoxaline derivative; secondary amine	adrenergic agonist; alpha-adrenergic agonist; antihypertensive agent	2007	2009	16.0	low	0	2	0
bu 224	1	quinolines		2009	2009	15.0	low	0	1	0
bumetanide	1	amino acid; benzoic acids; sulfonamide	diuretic; EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor	2007	2007	17.0	low	0	1	0
caffeine	1	purine alkaloid; trimethylxanthine	adenosine A2A receptor antagonist; adenosine receptor antagonist; adjuvant; central nervous system stimulant; diuretic; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; environmental contaminant; food additive; fungal metabolite; geroprotector; human blood serum metabolite; mouse metabolite; mutagen; plant metabolite; psychotropic drug; ryanodine receptor agonist; xenobiotic	2007	2007	17.0	low	0	1	0
carbamazepine	1	dibenzoazepine; ureas	analgesic; anticonvulsant; antimanic drug; drug allergen; EC 3.5.1.98 (histone deacetylase) inhibitor; environmental contaminant; glutamate transporter activator; mitogen; non-narcotic analgesic; sodium channel blocker; xenobiotic	2007	2007	17.0	low	0	1	0
carbetapentane	1	benzenes		2007	2007	17.0	low	0	1	0
carisoprodol	1	carbamate ester	muscle relaxant	2007	2007	17.0	low	0	1	0
carmustine	1	N-nitrosoureas; organochlorine compound	alkylating agent; antineoplastic agent	2007	2007	17.0	low	0	1	0
cgs 12066	1	N-arylpiperazine; organofluorine compound; pyrroloquinoxaline	serotonergic agonist	2007	2007	17.0	low	0	1	0
cgs 15943	2	aromatic amine; biaryl; furans; organochlorine compound; primary amino compound; quinazolines; triazoloquinazoline	adenosine A1 receptor antagonist; adenosine A2A receptor antagonist; antineoplastic agent; central nervous system stimulant	2007	2009	16.0	low	0	2	0
chlorambucil	2	aromatic amine; monocarboxylic acid; nitrogen mustard; organochlorine compound; tertiary amino compound	alkylating agent; antineoplastic agent; carcinogenic agent; drug allergen; immunosuppressive agent	2007	2009	16.0	low	0	2	0
chlormezanone	1	1,3-thiazine; lactam; monochlorobenzenes; sulfone	antipsychotic agent; anxiolytic drug; muscle relaxant	2007	2007	17.0	low	0	1	0
chloroquine	1	aminoquinoline; organochlorine compound; secondary amino compound; tertiary amino compound	anticoronaviral agent; antimalarial; antirheumatic drug; autophagy inhibitor; dermatologic drug	2009	2009	15.0	low	0	1	0
chlorothiazide	1	benzothiadiazine	antihypertensive agent; diuretic	2007	2007	17.0	low	0	1	0
chlorpropamide	1	monochlorobenzenes; N-sulfonylurea	hypoglycemic agent; insulin secretagogue	2007	2007	17.0	low	0	1	0
chlorzoxazone	1	1,3-benzoxazoles; heteroaryl hydroxy compound; organochlorine compound	muscle relaxant; sedative	2007	2007	17.0	low	0	1	0
cilostamide	2	quinolines		2007	2009	16.0	low	0	2	0
cilostazol	2	lactam; tetrazoles	anticoagulant; bronchodilator agent; EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor; fibrin modulating drug; neuroprotective agent; platelet aggregation inhibitor; vasodilator agent	2007	2009	16.0	low	0	2	0
cimetidine	2	aliphatic sulfide; guanidines; imidazoles; nitrile	adjuvant; analgesic; anti-ulcer drug; H2-receptor antagonist; P450 inhibitor	2007	2009	16.0	low	0	2	0
cinoxacin	2	cinnolines; oxacycle; oxo carboxylic acid	antibacterial drug; antiinfective agent	2007	2009	16.0	low	0	2	0
ciprofibrate	1	cyclopropanes; monocarboxylic acid; organochlorine compound	antilipemic drug	2007	2007	17.0	low	0	1	0
clofibrate	1	aromatic ether; ethyl ester; monochlorobenzenes	anticholesteremic drug; antilipemic drug; geroprotector; PPARalpha agonist	2007	2007	17.0	low	0	1	0
clotrimazole	2	conazole antifungal drug; imidazole antifungal drug; imidazoles; monochlorobenzenes	antiinfective agent; environmental contaminant; xenobiotic	2007	2009	16.0	low	0	2	0
cx546	1			2007	2007	17.0	low	0	1	0
cyclothiazide	1	benzothiadiazine	antihypertensive agent; diuretic	2007	2007	17.0	low	0	1	0
dephostatin	1			2007	2007	17.0	low	0	1	0
nonivamide	1	capsaicinoid; phenols	lachrymator	2007	2007	17.0	low	0	1	0
r 59022	1	diarylmethane		2007	2007	17.0	low	0	1	0
diazoxide	1	benzothiadiazine; organochlorine compound; sulfone	antihypertensive agent; beta-adrenergic agonist; bronchodilator agent; cardiotonic drug; diuretic; K-ATP channel agonist; sodium channel blocker; sympathomimetic agent; vasodilator agent	2007	2007	17.0	low	0	1	0
pentetic acid	1	pentacarboxylic acid	copper chelator	2007	2007	17.0	low	0	1	0
diphenyleneiodonium	1	organic cation		2007	2007	17.0	low	0	1	0
dipyridamole	2	piperidines; pyrimidopyrimidine; tertiary amino compound; tetrol	adenosine phosphodiesterase inhibitor; EC 3.5.4.4 (adenosine deaminase) inhibitor; platelet aggregation inhibitor; vasodilator agent	2007	2009	16.0	low	0	2	0
disopyramide	1	monocarboxylic acid amide; pyridines; tertiary amino compound	anti-arrhythmia drug	2007	2007	17.0	low	0	1	0
disulfiram	2	organic disulfide; organosulfur acaricide	angiogenesis inhibitor; antineoplastic agent; apoptosis inducer; EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor; EC 3.1.1.1 (carboxylesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; EC 5.99.1.2 (DNA topoisomerase) inhibitor; ferroptosis inducer; fungicide; NF-kappaB inhibitor	2007	2009	16.0	low	0	2	0
2-amino-7-phosphonoheptanoic acid	1			2007	2007	17.0	low	0	1	0
thiorphan	1	N-acyl-amino acid		2007	2007	17.0	low	0	1	0
2,3-dimethoxy-1,4-naphthoquinone	2	1,4-naphthoquinones		2007	2009	16.0	low	0	2	0
domperidone	2	benzimidazoles; heteroarylpiperidine	antiemetic; dopaminergic antagonist	2007	2009	16.0	low	0	2	0
droperidol	2	aromatic ketone; benzimidazoles; organofluorine compound	anaesthesia adjuvant; antiemetic; dopaminergic antagonist; first generation antipsychotic	2007	2009	16.0	low	0	2	0
ebselen	2	benzoselenazole	anti-inflammatory drug; antibacterial agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antioxidant; apoptosis inducer; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; EC 3.1.3.25 (inositol-phosphate phosphatase) inhibitor; EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor; EC 3.5.4.1 (cytosine deaminase) inhibitor; EC 5.1.3.2 (UDP-glucose 4-epimerase) inhibitor; enzyme mimic; ferroptosis inhibitor; genotoxin; hepatoprotective agent; neuroprotective agent; radical scavenger	2007	2009	16.0	low	0	2	0
ellipticine	2	indole alkaloid; organic heterotetracyclic compound; organonitrogen heterocyclic compound; polycyclic heteroarene	antineoplastic agent; plant metabolite	2007	2009	16.0	low	0	2	0
emodin	2	trihydroxyanthraquinone	antineoplastic agent; laxative; plant metabolite; tyrosine kinase inhibitor	2007	2009	16.0	low	0	2	0
ethosuximide	1	dicarboximide; pyrrolidinone	anticonvulsant; geroprotector; T-type calcium channel blocker	2007	2007	17.0	low	0	1	0
etodolac	1	monocarboxylic acid; organic heterotricyclic compound	antipyretic; cyclooxygenase 2 inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug	2007	2007	17.0	low	0	1	0
felbamate	1	carbamate ester	anticonvulsant; neuroprotective agent	2007	2007	17.0	low	0	1	0
felodipine	2	dichlorobenzene; dihydropyridine; ethyl ester; methyl ester	anti-arrhythmia drug; antihypertensive agent; calcium channel blocker; vasodilator agent	2007	2009	16.0	low	0	2	0
fenofibrate	2	aromatic ether; chlorobenzophenone; isopropyl ester; monochlorobenzenes	antilipemic drug; environmental contaminant; geroprotector; xenobiotic	2007	2009	16.0	low	0	2	0
flumazenil	1	ethyl ester; imidazobenzodiazepine; organofluorine compound	antidote to benzodiazepine poisoning; GABA antagonist	2007	2007	17.0	low	0	1	0
fluorouracil	2	nucleobase analogue; organofluorine compound	antimetabolite; antineoplastic agent; environmental contaminant; immunosuppressive agent; radiosensitizing agent; xenobiotic	2007	2009	16.0	low	0	2	0
fluspirilene	2	diarylmethane		2007	2009	16.0	low	0	2	0
flutamide	2	(trifluoromethyl)benzenes; monocarboxylic acid amide	androgen antagonist; antineoplastic agent	2007	2009	16.0	low	0	2	0
formoterol fumarate	2	formamides; phenols; phenylethanolamines; secondary alcohol; secondary amino compound		2007	2009	16.0	low	0	2	0
fpl 64176	2	carboxylic ester; pyrroles	calcium channel agonist	2007	2009	16.0	low	0	2	0
furafylline	1	oxopurine		2007	2007	17.0	low	0	1	0
furosemide	2	chlorobenzoic acid; furans; sulfonamide	environmental contaminant; loop diuretic; xenobiotic	2007	2009	16.0	low	0	2	0
fusaric acid	1	aromatic carboxylic acid; pyridines		2007	2007	17.0	low	0	1	0
gabapentin	1	gamma-amino acid	anticonvulsant; calcium channel blocker; environmental contaminant; xenobiotic	2007	2007	17.0	low	0	1	0
4-amino-5-hexynoic acid	1			2007	2007	17.0	low	0	1	0
glipizide	1	aromatic amide; monocarboxylic acid amide; N-sulfonylurea; pyrazines	EC 2.7.1.33 (pantothenate kinase) inhibitor; hypoglycemic agent; insulin secretagogue	2007	2007	17.0	low	0	1	0
glyburide	2	monochlorobenzenes; N-sulfonylurea	anti-arrhythmia drug; EC 2.7.1.33 (pantothenate kinase) inhibitor; EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor; hypoglycemic agent	2007	2009	16.0	low	0	2	0
1-(5-isoquinolinesulfonyl)piperazine	1	isoquinolines		2007	2007	17.0	low	0	1	0
haloperidol	2	aromatic ketone; hydroxypiperidine; monochlorobenzenes; organofluorine compound; tertiary alcohol	antidyskinesia agent; antiemetic; dopaminergic antagonist; first generation antipsychotic; serotonergic antagonist	2007	2009	16.0	low	0	2	0
hemicholinium 3	1	morpholines		2007	2007	17.0	low	0	1	0
4-fluorohexahydrosiladifenidol	1			2007	2007	17.0	low	0	1	0
hydrochlorothiazide	1	benzothiadiazine; organochlorine compound; sulfonamide	antihypertensive agent; diuretic; environmental contaminant; xenobiotic	2007	2007	17.0	low	0	1	0
hydroxyurea	1	one-carbon compound; ureas	antimetabolite; antimitotic; antineoplastic agent; DNA synthesis inhibitor; EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor; genotoxin; immunomodulator; radical scavenger; teratogenic agent	2007	2007	17.0	low	0	1	0
ibudilast	1	pyrazolopyridine		2007	2007	17.0	low	0	1	0
ibuprofen	1	monocarboxylic acid	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; environmental contaminant; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; radical scavenger; xenobiotic	2007	2007	17.0	low	0	1	0
ic 261	2	indoles		2007	2009	16.0	medium	0	2	0
ifenprodil	1	piperidines		2007	2007	17.0	low	0	1	0
indirubin-3'-monoxime	2			2007	2009	16.0	low	0	2	0
indomethacin	1	aromatic ether; indole-3-acetic acids; monochlorobenzenes; N-acylindole	analgesic; drug metabolite; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; gout suppressant; non-steroidal anti-inflammatory drug; xenobiotic metabolite; xenobiotic	2007	2007	17.0	low	0	1	0
iodoacetamide	1			2007	2007	17.0	low	0	1	0
1-methyl-3-isobutylxanthine	1	3-isobutyl-1-methylxanthine		2007	2007	17.0	low	0	1	0
4-piperidinecarboxylic acid	2			2007	2009	16.0	low	0	2	0
4-(4'-hydroxyphenyl)-amino-6,7-dimethoxyquinazoline	1			2007	2007	17.0	low	0	1	0
jl 18	2			2007	2009	16.0	medium	0	2	0
nsc 664704	2	indolobenzazepine; lactam; organobromine compound	cardioprotective agent; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor; EC 2.7.11.26 (tau-protein kinase) inhibitor; geroprotector	2007	2009	16.0	low	0	2	0
ketoconazole	2	dichlorobenzene; dioxolane; ether; imidazoles; N-acylpiperazine; N-arylpiperazine		2007	2009	16.0	low	0	2	0
ketoprofen	1	benzophenones; oxo monocarboxylic acid	antipyretic; drug allergen; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; non-steroidal anti-inflammatory drug; xenobiotic	2007	2007	17.0	low	0	1	0
kynurenic acid	1	monohydroxyquinoline; quinolinemonocarboxylic acid	G-protein-coupled receptor agonist; human metabolite; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist; Saccharomyces cerevisiae metabolite	2007	2007	17.0	low	0	1	0
2-amino-3-phosphonopropionic acid	1	alanine derivative; non-proteinogenic alpha-amino acid; phosphonic acids	human metabolite; metabotropic glutamate receptor antagonist	2007	2007	17.0	low	0	1	0
lamotrigine	1	1,2,4-triazines; dichlorobenzene; primary arylamine	anticonvulsant; antidepressant; antimanic drug; calcium channel blocker; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; excitatory amino acid antagonist; geroprotector; non-narcotic analgesic; xenobiotic	2007	2007	17.0	low	0	1	0
lansoprazole	2	benzimidazoles; pyridines; sulfoxide	anti-ulcer drug; EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor	2007	2009	16.0	low	0	2	0
beta-lapachone	2	benzochromenone; orthoquinones	anti-inflammatory agent; antineoplastic agent; plant metabolite	2007	2009	16.0	low	0	2	0
leflunomide	1	(trifluoromethyl)benzenes; isoxazoles; monocarboxylic acid amide	antineoplastic agent; antiparasitic agent; EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor; EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor; hepatotoxic agent; immunosuppressive agent; non-steroidal anti-inflammatory drug; prodrug; pyrimidine synthesis inhibitor; tyrosine kinase inhibitor	2007	2007	17.0	low	0	1	0
linopirdine	2	indoles		2007	2009	16.0	low	0	2	0
loratadine	2	benzocycloheptapyridine; ethyl ester; N-acylpiperidine; organochlorine compound; tertiary carboxamide	anti-allergic agent; cholinergic antagonist; geroprotector; H1-receptor antagonist	2007	2009	16.0	low	0	2	0
loxoprofen	1	cyclopentanones; monocarboxylic acid	antipyretic; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug; prodrug	2007	2007	17.0	low	0	1	0
2-(4-morpholinyl)-8-phenyl-4h-1-benzopyran-4-one	1	chromones; morpholines; organochlorine compound	autophagy inhibitor; EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor; geroprotector	2007	2007	17.0	low	0	1	0
meclofenamate sodium anhydrous	1	organic sodium salt		2007	2007	17.0	low	0	1	0
methiothepin	1	aryl sulfide; dibenzothiepine; N-alkylpiperazine; tertiary amino compound	antipsychotic agent; dopaminergic antagonist; geroprotector; serotonergic antagonist	2007	2007	17.0	low	0	1	0
methoctramine	1	aromatic ether; tetramine	muscarinic antagonist	2007	2007	17.0	low	0	1	0
nocodazole	2	aromatic ketone; benzimidazoles; carbamate ester; thiophenes	antimitotic; antineoplastic agent; microtubule-destabilising agent; tubulin modulator	2007	2009	16.0	low	0	2	0
3-Hydroxy-alpha-methyl-DL-tyrosine	1	benzenes; monocarboxylic acid		2007	2007	17.0	low	0	1	0
metolazone	2	organochlorine compound; quinazolines; sulfonamide	antihypertensive agent; diuretic; ion transport inhibitor	2007	2009	16.0	low	0	2	0
milrinone	1	bipyridines; nitrile; pyridone	cardiotonic drug; EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor; platelet aggregation inhibitor; vasodilator agent	2007	2007	17.0	low	0	1	0
minoxidil	1	dialkylarylamine; tertiary amino compound		2007	2007	17.0	low	0	1	0
mitotane	1	diarylmethane		2007	2007	17.0	low	0	1	0
mitoxantrone	2	dihydroxyanthraquinone	analgesic; antineoplastic agent	2007	2009	16.0	low	0	2	0
ml 7	2	N-sulfonyldiazepane; organoiodine compound	EC 2.7.11.18 (myosin-light-chain kinase) inhibitor	2007	2009	16.0	low	0	2	0
ml 9	1	naphthalenes; sulfonic acid derivative		2009	2009	15.0	low	0	1	0
n-(4-aminobutyl)-5-chloro-2-naphthalenesulfonamide	1	naphthalenes; organochlorine compound; primary amino compound; sulfonamide		2007	2007	17.0	low	0	1	0
n-bromoacetamide	1			2007	2007	17.0	low	0	1	0
ethylmaleimide	1	maleimides	anticoronaviral agent; EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor; EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor; EC 2.7.1.1 (hexokinase) inhibitor	2007	2007	17.0	low	0	1	0
fg 7142	2	beta-carbolines		2007	2009	16.0	low	0	2	0
fenamic acid	1	aminobenzoic acid; secondary amino compound	membrane transport modulator	2007	2007	17.0	low	0	1	0
n 0840	2			2007	2009	16.0	medium	0	2	0
nialamide	2	organonitrogen compound; organooxygen compound		2007	2009	16.0	low	0	2	0
niclosamide	2	benzamides; C-nitro compound; monochlorobenzenes; salicylanilides; secondary carboxamide	anthelminthic drug; anticoronaviral agent; antiparasitic agent; apoptosis inducer; molluscicide; piscicide; STAT3 inhibitor	2007	2009	16.0	low	0	2	0
nifedipine	2	C-nitro compound; dihydropyridine; methyl ester	calcium channel blocker; human metabolite; tocolytic agent; vasodilator agent	2007	2009	16.0	low	0	2	0
niflumic acid	1	aromatic carboxylic acid; pyridines		2007	2007	17.0	low	0	1	0
nilutamide	1	(trifluoromethyl)benzenes; C-nitro compound; imidazolidinone	androgen antagonist; antineoplastic agent	2007	2007	17.0	low	0	1	0
nimesulide	1	aromatic ether; C-nitro compound; sulfonamide	cyclooxygenase 2 inhibitor; non-steroidal anti-inflammatory drug	2007	2007	17.0	low	0	1	0
nimodipine	2	2-methoxyethyl ester; C-nitro compound; dicarboxylic acids and O-substituted derivatives; diester; dihydropyridine; isopropyl ester	antihypertensive agent; calcium channel blocker; cardiovascular drug; vasodilator agent	2007	2009	16.0	low	0	2	0
nipecotic acid	1	beta-amino acid; piperidinemonocarboxylic acid		2007	2007	17.0	low	0	1	0
nitrendipine	2	C-nitro compound; dicarboxylic acids and O-substituted derivatives; diester; dihydropyridine; ethyl ester; methyl ester	antihypertensive agent; calcium channel blocker; geroprotector; vasodilator agent	2007	2009	16.0	low	0	2	0
masoprocol	2	catechols; lignan; tetrol	antioxidant; ferroptosis inhibitor; geroprotector; plant metabolite	2007	2009	16.0	low	0	2	0
5-nitro-2-(3-phenylpropylamino)benzoic acid	2	nitrobenzoic acid		2007	2009	16.0	low	0	2	0
ns 2028	1			2007	2007	17.0	low	0	1	0
ns 1619	2	(trifluoromethyl)benzenes; benzimidazoles; phenols	potassium channel opener	2007	2009	16.0	low	0	2	0
o(6)-benzylguanine	1			2007	2007	17.0	low	0	1	0
ofloxacin	2	3-oxo monocarboxylic acid; N-arylpiperazine; N-methylpiperazine; organofluorine compound; oxazinoquinoline		2007	2009	16.0	low	0	2	0
olomoucine	2	2,6-diaminopurines; ethanolamines	EC 2.7.11.22 (cyclin-dependent kinase) inhibitor	2007	2009	16.0	low	0	2	0
oxaprozin	2	1,3-oxazoles; monocarboxylic acid	analgesic; non-steroidal anti-inflammatory drug	2007	2009	16.0	low	0	2	0
oxatomide	2	benzimidazoles; diarylmethane; N-alkylpiperazine	anti-allergic agent; anti-inflammatory agent; geroprotector; H1-receptor antagonist; serotonergic antagonist	2007	2009	16.0	low	0	2	0
oxiracetam	1	organonitrogen compound; organooxygen compound		2007	2007	17.0	low	0	1	0
oxolinic acid	1	aromatic carboxylic acid; organic heterotricyclic compound; oxacycle; quinolinemonocarboxylic acid; quinolone antibiotic	antibacterial drug; antifungal agent; antiinfective agent; antimicrobial agent; enzyme inhibitor	2007	2007	17.0	low	0	1	0
quinone	1	1,4-benzoquinones	cofactor; human xenobiotic metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
fenclonine	1	phenylalanine derivative		2007	2007	17.0	low	0	1	0
palmidrol	2	endocannabinoid; N-(long-chain-acyl)ethanolamine; N-(saturated fatty acyl)ethanolamine	anti-inflammatory drug; anticonvulsant; antihypertensive agent; neuroprotective agent	2007	2009	16.0	low	0	2	0
1,7-dimethylxanthine	1	dimethylxanthine	central nervous system stimulant; human blood serum metabolite; human xenobiotic metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
pd 169316	1	imidazoles		2009	2009	15.0	low	0	1	0
pd 98059	2	aromatic amine; monomethoxyflavone	EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; geroprotector	2007	2009	16.0	low	0	2	0
pentamidine	1	aromatic ether; carboxamidine; diether	anti-inflammatory agent; antifungal agent; calmodulin antagonist; chemokine receptor 5 antagonist; EC 2.3.1.48 (histone acetyltransferase) inhibitor; NMDA receptor antagonist; S100 calcium-binding protein B inhibitor; trypanocidal drug; xenobiotic	2007	2007	17.0	low	0	1	0
pentoxifylline	1	oxopurine		2007	2007	17.0	low	0	1	0
perphenazine	2	N-(2-hydroxyethyl)piperazine; N-alkylpiperazine; organochlorine compound; phenothiazines	antiemetic; dopaminergic antagonist; phenothiazine antipsychotic drug	2007	2009	16.0	low	0	2	0
phenyl biguanide	2	guanidines	central nervous system drug	2007	2009	16.0	low	0	2	0
phenylbutazone	2	pyrazolidines	antirheumatic drug; EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor; metabolite; non-narcotic analgesic; non-steroidal anti-inflammatory drug; peripheral nervous system drug	2007	2009	16.0	low	0	2	0
phloretin	2	dihydrochalcones	antineoplastic agent; plant metabolite	2007	2009	16.0	low	0	2	0
picotamide	2	benzamides		2007	2009	16.0	low	0	2	0
pinacidil	2	pyridines		2007	2009	16.0	low	0	2	0
pindolol	1	indoles; secondary amine	antiglaucoma drug; antihypertensive agent; beta-adrenergic antagonist; serotonergic antagonist; vasodilator agent	2007	2007	17.0	low	0	1	0
piperidine-4-sulfonic acid	1			2007	2007	17.0	low	0	1	0
piracetam	1	organonitrogen compound; organooxygen compound		2007	2007	17.0	low	0	1	0
pirenperone	2	aromatic ketone		2007	2009	16.0	low	0	2	0
praziquantel	2	isoquinolines		2007	2009	16.0	low	0	2	0
primidone	1	pyrimidone	anticonvulsant; environmental contaminant; xenobiotic	2007	2007	17.0	low	0	1	0
proglumide	1	benzamides; dicarboxylic acid monoamide; glutamine derivative; racemate	anti-ulcer drug; cholecystokinin antagonist; cholinergic antagonist; delta-opioid receptor agonist; drug metabolite; gastrointestinal drug; opioid analgesic; xenobiotic metabolite	2007	2007	17.0	low	0	1	0
propentofylline	2	oxopurine		2007	2009	16.0	low	0	2	0
propofol	1	phenols	anticonvulsant; antiemetic; intravenous anaesthetic; radical scavenger; sedative	2007	2007	17.0	low	0	1	0
pf 5901	2	quinolines		2007	2009	16.0	low	0	2	0
riluzole	2	benzothiazoles		2007	2009	16.0	low	0	2	0
risperidone	2	1,2-benzoxazoles; heteroarylpiperidine; organofluorine compound; pyridopyrimidine	alpha-adrenergic antagonist; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; H1-receptor antagonist; psychotropic drug; second generation antipsychotic; serotonergic antagonist	2007	2009	16.0	low	0	2	0
ritanserin	2	organofluorine compound; piperidines; thiazolopyrimidine	antidepressant; antipsychotic agent; anxiolytic drug; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; serotonergic antagonist	2007	2009	16.0	low	0	2	0
4-(3-butoxy-4-methoxybenzyl)-2-imidazolidinone	1	methoxybenzenes		2007	2007	17.0	low	0	1	0
rolipram	1	pyrrolidin-2-ones	antidepressant; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor	2007	2007	17.0	low	0	1	0
salmeterol xinafoate	1	ether; phenols; primary alcohol; secondary alcohol; secondary amino compound		2007	2007	17.0	low	0	1	0
sb 202190	2	imidazoles; organofluorine compound; phenols; pyridines	apoptosis inducer; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor	2007	2009	16.0	low	0	2	0
sobuzoxane	1	organic molecular entity		2007	2007	17.0	low	0	1	0
spiroxatrine	2	imidazolidines		2007	2009	16.0	low	0	2	0
sq 22536	1	nucleoside analogue; oxolanes	EC 4.6.1.1 (adenylate cyclase) inhibitor	2007	2007	17.0	low	0	1	0
sulfaphenazole	1	primary amino compound; pyrazoles; substituted aniline; sulfonamide antibiotic; sulfonamide	antibacterial drug; EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor; EC 1.14.13.67 (quinine 3-monooxygenase) inhibitor; P450 inhibitor	2007	2007	17.0	low	0	1	0
sulpiride	1	benzamides; N-alkylpyrrolidine; sulfonamide	antidepressant; antiemetic; antipsychotic agent; dopaminergic antagonist	2007	2007	17.0	low	0	1	0
t0156	2	naphthyridine derivative		2007	2009	16.0	medium	0	2	0
1,4-bis(2-(3,5-dichloropyridyloxy))benzene	1			2007	2007	17.0	low	0	1	0
terfenadine	2	diarylmethane		2007	2009	16.0	low	0	2	0
tetraisopropylpyrophosphamide	2	phosphoramide		2007	2009	16.0	low	0	2	0
thalidomide	1	phthalimides; piperidones		2007	2007	17.0	low	0	1	0
theobromine	1	dimethylxanthine	adenosine receptor antagonist; bronchodilator agent; food component; human blood serum metabolite; mouse metabolite; plant metabolite; vasodilator agent	2007	2007	17.0	low	0	1	0
8-(n,n-diethylamino)octyl-3,4,5-trimethoxybenzoate	1	trihydroxybenzoic acid		2007	2007	17.0	low	0	1	0
tolazamide	1	N-sulfonylurea	hypoglycemic agent; potassium channel blocker	2007	2007	17.0	low	0	1	0
tolbutamide	1	N-sulfonylurea	human metabolite; hypoglycemic agent; insulin secretagogue; potassium channel blocker	2007	2007	17.0	low	0	1	0
(1,2,5,6-tetrahydropyridin-4-yl)methylphosphinic acid	1			2007	2007	17.0	low	0	1	0
ici 136,753	2	pyrazolopyridine		2007	2009	16.0	low	0	2	0
triamterene	2	pteridines	diuretic; sodium channel blocker	2007	2009	16.0	low	0	2	0
trimethoprim	2	aminopyrimidine; methoxybenzenes	antibacterial drug; diuretic; drug allergen; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; environmental contaminant; xenobiotic	2007	2009	16.0	low	0	2	0
tropicamide	1	acetamides		2007	2007	17.0	low	0	1	0
tyrphostin a9	2	alkylbenzene	geroprotector	2007	2009	16.0	low	0	2	0
vigabatrin	1	gamma-amino acid	anticonvulsant; EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor	2007	2007	17.0	low	0	1	0
8-(4-((2-aminoethyl)aminocarbonylmethyloxy)phenyl)-1,3-dipropylxanthine	2			2007	2009	16.0	low	0	2	0
3-(5'-hydroxymethyl-2'-furyl)-1-benzylindazole	2	aromatic primary alcohol; furans; indazoles	antineoplastic agent; apoptosis inducer; platelet aggregation inhibitor; soluble guanylate cyclase activator; vasodilator agent	2007	2009	16.0	low	0	2	0
zardaverine	1	organofluorine compound; pyridazinone	anti-asthmatic drug; bronchodilator agent; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; peripheral nervous system drug	2007	2007	17.0	low	0	1	0
cortisone acetate	1	corticosteroid hormone		2007	2007	17.0	low	0	1	0
corticosterone	2	11beta-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite	2007	2009	16.0	low	0	2	0
reserpine	2	alkaloid ester; methyl ester; yohimban alkaloid	adrenergic uptake inhibitor; antihypertensive agent; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; first generation antipsychotic; plant metabolite; xenobiotic	2007	2009	16.0	low	0	2	0
procaine hydrochloride	1	organic molecular entity		2007	2007	17.0	low	0	1	0
isoproterenol hydrochloride	2	catechols		2007	2009	16.0	low	0	2	0
histamine dihydrochloride	1			2007	2007	17.0	low	0	1	0
carbachol	1	ammonium salt; carbamate ester	cardiotonic drug; miotic; muscarinic agonist; nicotinic acetylcholine receptor agonist; non-narcotic analgesic	2007	2007	17.0	low	0	1	0
spironolactone	2	3-oxo-Delta(4) steroid; oxaspiro compound; steroid lactone; thioester	aldosterone antagonist; antihypertensive agent; diuretic; environmental contaminant; xenobiotic	2007	2009	16.0	low	0	2	0
estrone	2	17-oxo steroid; 3-hydroxy steroid; phenolic steroid; phenols	antineoplastic agent; bone density conservation agent; estrogen; human metabolite; mouse metabolite	2007	2009	16.0	low	0	2	0
androsterone	2	17-oxo steroid; 3alpha-hydroxy steroid; androstanoid; C19-steroid	androgen; anticonvulsant; human blood serum metabolite; human metabolite; human urinary metabolite; mouse metabolite; pheromone	2007	2009	16.0	low	0	2	0
promazine hydrochloride	2	hydrochloride		2007	2009	16.0	low	0	2	0
pilocarpine hydrochloride	1	hydrochloride		2007	2007	17.0	low	0	1	0
dimethylphenylpiperazinium iodide	2	N-arylpiperazine; organic iodide salt; piperazinium salt; quaternary ammonium salt	nicotinic acetylcholine receptor agonist	2007	2009	16.0	low	0	2	0
pentylenetetrazole	1	organic heterobicyclic compound; organonitrogen heterocyclic compound		2007	2007	17.0	low	0	1	0
racepinephrine hydrochloride	2			2007	2009	16.0	medium	0	2	0
(4-(m-chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium chloride	2			2007	2009	16.0	low	0	2	0
hexamethonium bromide	1			2007	2007	17.0	low	0	1	0
cystamine dihydrochloride	1			2007	2007	17.0	medium	0	1	0
cantharidin	2	cyclic dicarboxylic anhydride; monoterpenoid	EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor; herbicide	2007	2009	16.0	low	0	2	0
tetraethylammonium chloride	2	organic chloride salt; quaternary ammonium salt	potassium channel blocker	2007	2009	16.0	medium	0	2	0
aspartic acid	1	aspartate family amino acid; aspartic acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; mouse metabolite; neurotransmitter	2007	2007	17.0	low	0	1	0
glutamine	1	amino acid zwitterion; glutamine family amino acid; glutamine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	2007	2007	17.0	low	0	1	0
vincristine	1	acetate ester; formamides; methyl ester; organic heteropentacyclic compound; organic heterotetracyclic compound; tertiary alcohol; tertiary amino compound; vinca alkaloid	antineoplastic agent; drug; microtubule-destabilising agent; plant metabolite; tubulin modulator	2007	2007	17.0	low	0	1	0
physostigmine	2	carbamate ester; indole alkaloid	antidote to curare poisoning; EC 3.1.1.8 (cholinesterase) inhibitor; miotic	2007	2009	16.0	low	0	2	0
apomorphine	1	aporphine alkaloid	alpha-adrenergic drug; antidyskinesia agent; antiparkinson drug; dopamine agonist; emetic; serotonergic drug	2007	2007	17.0	low	0	1	0
promethazine hydrochloride	2	hydrochloride	anti-allergic agent; anticoronaviral agent; antiemetic; antipruritic drug; geroprotector; H1-receptor antagonist; local anaesthetic; sedative	2007	2009	16.0	medium	0	2	0
bromodeoxyuridine	1	pyrimidine 2'-deoxyribonucleoside	antimetabolite; antineoplastic agent	2007	2007	17.0	low	0	1	0
levodopa	1	amino acid zwitterion; dopa; L-tyrosine derivative; non-proteinogenic L-alpha-amino acid	allelochemical; antidyskinesia agent; antiparkinson drug; dopaminergic agent; hapten; human metabolite; mouse metabolite; neurotoxin; plant growth retardant; plant metabolite; prodrug	2007	2007	17.0	low	0	1	0
methoxamine hydrochloride	2	dimethoxybenzene		2007	2009	16.0	medium	0	2	0
papaverine hydrochloride	2			2007	2009	16.0	low	0	2	0
bretylium tosylate	2	organosulfonate salt; quaternary ammonium salt	adrenergic antagonist; anti-arrhythmia drug; antihypertensive agent	2007	2009	16.0	low	0	2	0
berlition	1	dithiolanes; heterocyclic fatty acid; lipoic acid; thia fatty acid	cofactor; nutraceutical; prosthetic group	2007	2007	17.0	low	0	1	0
methacholine chloride	1	quaternary ammonium salt		2007	2007	17.0	low	0	1	0
androstenedione	2	17-oxo steroid; 3-oxo-Delta(4) steroid; androstanoid	androgen; Daphnia magna metabolite; human metabolite; mouse metabolite	2007	2009	16.0	low	0	2	0
colchicine	2	alkaloid; colchicine	anti-inflammatory agent; gout suppressant; mutagen	2007	2009	16.0	low	0	2	0
yohimbine hydrochloride	2			2007	2009	16.0	low	0	2	0
gallamine triethiodide	1			2007	2007	17.0	low	0	1	0
cycloheximide	1	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor	2007	2007	17.0	low	0	1	0
egtazic acid	1	diether; tertiary amino compound; tetracarboxylic acid	chelator	2007	2007	17.0	low	0	1	0
cycloserine	1	4-amino-1,2-oxazolidin-3-one; organonitrogen heterocyclic antibiotic; organooxygen heterocyclic antibiotic; zwitterion	antiinfective agent; antimetabolite; antitubercular agent; metabolite; NMDA receptor agonist	2007	2007	17.0	low	0	1	0
17-alpha-hydroxyprogesterone	2	17alpha-hydroxy-C21-steroid; 17alpha-hydroxy steroid; tertiary alpha-hydroxy ketone	human metabolite; metabolite; mouse metabolite; progestin	2007	2009	16.0	low	0	2	0
quinacrine monohydrochloride	2			2007	2009	16.0	medium	0	2	0
chlorpromazine hydrochloride	2	hydrochloride; phenothiazines	anticoronaviral agent; phenothiazine antipsychotic drug	2007	2009	16.0	medium	0	2	0
cytarabine hydrochloride	1			2007	2007	17.0	low	0	1	0
tryptophan	2	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite	2007	2009	16.0	low	0	2	0
lidocaine hydrochloride	2	hydrochloride	anti-arrhythmia drug; local anaesthetic	2007	2009	16.0	medium	0	2	0
arginine	1	arginine; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	biomarker; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical	2007	2007	17.0	low	0	1	0
rotenone	2	organic heteropentacyclic compound; rotenones	antineoplastic agent; metabolite; mitochondrial NADH:ubiquinone reductase inhibitor; phytogenic insecticide; piscicide; toxin	2007	2009	16.0	low	0	2	0
synephrine	1	ethanolamines; phenethylamine alkaloid; phenols	alpha-adrenergic agonist; plant metabolite	2007	2007	17.0	low	0	1	0
pyridostigmine bromide	1	pyridinium salt		2007	2007	17.0	low	0	1	0
imipramine hydrochloride	2	hydrochloride	antidepressant	2007	2009	16.0	low	0	2	0
neostigmine bromide	1	bromide salt		2007	2007	17.0	low	0	1	0
edrophonium chloride	1	chloride salt; quaternary ammonium salt	antidote; diagnostic agent; EC 3.1.1.8 (cholinesterase) inhibitor	2007	2007	17.0	low	0	1	0
suramin sodium	2	organic sodium salt	angiogenesis inhibitor; antinematodal drug; antineoplastic agent; apoptosis inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; GABA antagonist; GABA-gated chloride channel antagonist; purinergic receptor P2 antagonist; ryanodine receptor agonist; trypanocidal drug	2007	2009	16.0	medium	0	2	0
pyrazolanthrone	2	anthrapyrazole; aromatic ketone; cyclic ketone	antineoplastic agent; c-Jun N-terminal kinase inhibitor; geroprotector	2007	2009	16.0	low	0	2	0
methapyrilene hydrochloride	2	hydrochloride	anti-allergic agent; carcinogenic agent; H1-receptor antagonist; sedative	2007	2009	16.0	low	0	2	0
tetrracaine hydrochloride	1	benzoate ester		2007	2007	17.0	low	0	1	0
chelidamic acid	1			2007	2007	17.0	low	0	1	0
2-chloroadenosine	2	purine nucleoside		2007	2009	16.0	low	0	2	0
diphenhydramine hydrochloride	2	hydrochloride; organoammonium salt	anti-allergic agent; antiemetic; antiparkinson drug; antipruritic drug; H1-receptor antagonist; local anaesthetic; muscarinic antagonist; sedative	2007	2009	16.0	low	0	2	0
cysteamine hydrochloride	1			2007	2007	17.0	low	0	1	0
propantheline bromide	2	xanthenes		2007	2009	16.0	low	0	2	0
hydralazine hydrochloride	1	hydrochloride	antihypertensive agent; vasodilator agent	2007	2007	17.0	low	0	1	0
ethamivan	1	methoxybenzenes; phenols		2007	2007	17.0	low	0	1	0
pargyline hydrochloride	2			2007	2009	16.0	low	0	2	0
aminophylline	1	mixture	bronchodilator agent; cardiotonic drug	2007	2007	17.0	low	0	1	0
azacitidine	1	N-glycosyl-1,3,5-triazine; nucleoside analogue	antineoplastic agent	2007	2007	17.0	low	0	1	0
orphenadrine hydrochloride	2	hydrochloride	antiparkinson drug; H1-receptor antagonist; muscarinic antagonist; muscle relaxant; NMDA receptor antagonist; parasympatholytic	2007	2009	16.0	medium	0	2	0
betamethasone	2	11beta-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(1),Delta(4)-steroid; fluorinated steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	anti-asthmatic agent; anti-inflammatory drug; immunosuppressive agent	2007	2009	16.0	low	0	2	0
benzenaminium, 4,4'-(3-oxo-1,5-pentanediyl)bis(n,n-dimethyl-n-2-propenyl-), dibromide	2			2007	2009	16.0	low	0	2	0
cyproterone acetate	2	20-oxo steroid; 3-oxo-Delta(4) steroid; acetate ester; chlorinated steroid; steroid ester	androgen antagonist; geroprotector; progestin	2007	2009	16.0	low	0	2	0
bicuculline	1	benzylisoquinoline alkaloid; isoquinoline alkaloid; isoquinolines	agrochemical; central nervous system stimulant; GABA-gated chloride channel antagonist; GABAA receptor antagonist; neurotoxin	2007	2007	17.0	low	0	1	0
kainic acid	1	dicarboxylic acid; L-proline derivative; non-proteinogenic L-alpha-amino acid; pyrrolidinecarboxylic acid	antinematodal drug; excitatory amino acid agonist	2007	2007	17.0	low	0	1	0
podophyllotoxin	2	furonaphthodioxole; lignan; organic heterotetracyclic compound	antimitotic; antineoplastic agent; keratolytic drug; microtubule-destabilising agent; plant metabolite; tubulin modulator	2007	2009	16.0	low	0	2	0
tetrahydrozoline hydrochloride	2	hydrochloride	nasal decongestant; sympathomimetic agent; vasoconstrictor agent	2007	2009	16.0	low	0	2	0
dequalinium chloride	2	organic chloride salt	antifungal agent; antineoplastic agent; antiseptic drug; mitochondrial NADH:ubiquinone reductase inhibitor	2007	2009	16.0	low	0	2	0
decamethonium dibromide	2			2007	2009	16.0	low	0	2	0
amitriptyline hydrochloride	2	organic tricyclic compound		2007	2009	16.0	low	0	2	0
naphazoline hydrochloride	2	organic molecular entity		2007	2009	16.0	low	0	2	0
doxylamine succinate	2	organic molecular entity		2007	2009	16.0	low	0	2	0
carbamylhydrazine monohydrochloride	1	organic molecular entity		2007	2007	17.0	medium	0	1	0
formestane	2	17-oxo steroid; 3-oxo-Delta(4) steroid; enol; hydroxy steroid	antineoplastic agent; EC 1.14.14.14 (aromatase) inhibitor	2007	2009	16.0	low	0	2	0
debrisoquin sulfate	1	organic sulfate salt		2007	2007	17.0	low	0	1	0
betaine hydrochloride	1			2007	2007	17.0	low	0	1	0
bethanechol chloride	1	carbamate ester; chloride salt; quaternary ammonium salt	muscarinic agonist	2007	2007	17.0	low	0	1	0
acetylcysteine	1	acetylcysteine; L-cysteine derivative; N-acetyl-L-amino acid	antidote to paracetamol poisoning; antiinfective agent; antioxidant; antiviral drug; ferroptosis inhibitor; geroprotector; human metabolite; mucolytic; radical scavenger; vulnerary	2007	2007	17.0	low	0	1	0
Mecamylamine hydrochloride	2	monoterpenoid		2007	2009	16.0	high	0	2	0
vinblastine	1			2007	2007	17.0	low	0	1	0
cyproheptadine hydrochloride (anhydrous)	2	hydrochloride		2007	2009	16.0	medium	0	2	0
5 alpha-androstane-3 alpha,17 beta-diol	1	androstane-3alpha,17beta-diol	Daphnia magna metabolite; human metabolite	2007	2007	17.0	low	0	1	0
pimozide	2	benzimidazoles; heteroarylpiperidine; organofluorine compound	antidyskinesia agent; dopaminergic antagonist; first generation antipsychotic; H1-receptor antagonist; serotonergic antagonist	2007	2009	16.0	low	0	2	0
azetidyl-2-carboxylic acid	1	azetidine-2-carboxylic acid		2007	2007	17.0	low	0	1	0
muscarine	1			2007	2007	17.0	medium	0	1	0
antazoline hydrochloride	2			2007	2009	16.0	medium	0	2	0
doxifluridine	1	organofluorine compound; pyrimidine 5'-deoxyribonucleoside	antimetabolite; antineoplastic agent; prodrug	2007	2007	17.0	low	0	1	0
meclofenoxate hydrochloride	1			2007	2007	17.0	low	0	1	0
clonidine hydrochloride	1	dichlorobenzene		2007	2007	17.0	low	0	1	0
beclomethasone	2	11beta-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(1),Delta(4)-steroid; chlorinated steroid; corticosteroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	anti-asthmatic drug; anti-inflammatory drug	2007	2009	16.0	low	0	2	0
buthionine sulfoximine	2	diastereoisomeric mixture; homocysteines; non-proteinogenic alpha-amino acid; sulfoximide	EC 6.3.2.2 (glutamate--cysteine ligase) inhibitor; ferroptosis inducer	2007	2009	16.0	low	0	2	0
mexiletine hydrochloride	2	hydrochloride	anti-arrhythmia drug	2007	2009	16.0	low	0	2	0
cyclophosphamide	1	hydrate	alkylating agent; antineoplastic agent; carcinogenic agent; immunosuppressive agent	2007	2007	17.0	low	0	1	0
suxamethonium chloride	1	chloride salt	muscle relaxant	2007	2007	17.0	low	0	1	0
cyclobenzaprine hydrochloride	2	hydrochloride	antidepressant; muscle relaxant	2007	2009	16.0	low	0	2	0
n-methylaspartate	1	amino dicarboxylic acid; D-alpha-amino acid; D-aspartic acid derivative; secondary amino compound	neurotransmitter agent	2007	2007	17.0	low	0	1	0
3-deazaadenosine	2			2007	2009	16.0	low	0	2	0
metoclopramide hydrochloride	2			2007	2009	16.0	medium	0	2	0
isoetharine mesylate	2			2007	2009	16.0	medium	0	2	0
zalcitabine	1	pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor	2007	2007	17.0	low	0	1	0
propionylpromazine hydrochloride	2			2007	2009	16.0	medium	0	2	0
camptothecin	2	delta-lactone; pyranoindolizinoquinoline; quinoline alkaloid; tertiary alcohol	antineoplastic agent; EC 5.99.1.2 (DNA topoisomerase) inhibitor; genotoxin; plant metabolite	2007	2009	16.0	low	0	2	0
nsc-145,668	1	hydrochloride	antimetabolite; antineoplastic agent	2007	2007	17.0	medium	0	1	0
clodronic acid	1	1,1-bis(phosphonic acid); one-carbon compound; organochlorine compound	antineoplastic agent; bone density conservation agent	2007	2007	17.0	low	0	1	0
benserazide hydrochloride	2	hydrochloride	antiparkinson drug; dopaminergic agent; EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor	2007	2009	16.0	low	0	2	0
pancuronium bromide	2	bromide salt	cholinergic antagonist; muscle relaxant; nicotinic antagonist	2007	2009	16.0	medium	0	2	0
tetradecanoylphorbol acetate	2	acetate ester; diester; phorbol ester; tertiary alpha-hydroxy ketone; tetradecanoate ester	antineoplastic agent; apoptosis inducer; carcinogenic agent; mitogen; plant metabolite; protein kinase C agonist; reactive oxygen species generator	2007	2009	16.0	low	0	2	0
danazol	2	17beta-hydroxy steroid; terminal acetylenic compound	anti-estrogen; estrogen antagonist; geroprotector	2007	2009	16.0	low	0	2	0
metergoline	2	carbamate ester; ergoline alkaloid	dopamine agonist; geroprotector; serotonergic antagonist	2007	2009	16.0	low	0	2	0
lisuride	1	monocarboxylic acid amide	antidyskinesia agent; antiparkinson drug; dopamine agonist; serotonergic agonist	2007	2007	17.0	low	0	1	0
disopyramide phosphate	2	organoammonium phosphate		2007	2009	16.0	medium	0	2	0
2-bromoergocryptine mesylate	1	methanesulfonate salt	antiparkinson drug	2009	2009	15.0	medium	0	1	0
bromocriptine	1	indole alkaloid	antidyskinesia agent; antiparkinson drug; dopamine agonist; hormone antagonist	2007	2007	17.0	low	0	1	0
ergocristine	1	ergot alkaloid		2007	2007	17.0	low	0	1	0
triamcinolone	1	11beta-hydroxy steroid; 16alpha-hydroxy steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid hormone; fluorinated steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	anti-allergic agent; anti-inflammatory drug	2007	2007	17.0	low	0	1	0
zidovudine	1	azide; pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor	2007	2007	17.0	low	0	1	0
paclitaxel	2	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent	2007	2009	16.0	low	0	2	0
buspirone hydrochloride	2	hydrochloride	anxiolytic drug; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; sedative; serotonergic agonist	2007	2009	16.0	medium	0	2	0
etoposide	2	beta-D-glucoside; furonaphthodioxole; organic heterotetracyclic compound	antineoplastic agent; DNA synthesis inhibitor	2007	2009	16.0	low	0	2	0
propafenone hydrochloride	2	hydrochloride	anti-arrhythmia drug	2007	2009	16.0	medium	0	2	0
etazolate hydrochloride	2			2007	2009	16.0	medium	0	2	0
butaclamol	1	amino alcohol; organic heteropentacyclic compound; tertiary alcohol; tertiary amino compound	dopaminergic antagonist	2007	2007	17.0	low	0	1	0
ribavirin	2	1-ribosyltriazole; aromatic amide; monocarboxylic acid amide; primary carboxamide	anticoronaviral agent; antiinfective agent; antimetabolite; antiviral agent; EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor	2007	2009	16.0	low	0	2	0
carbidopa	2	catechols; hydrate; hydrazines; monocarboxylic acid	antidyskinesia agent; antiparkinson drug; dopaminergic agent; EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor	2007	2009	16.0	medium	0	2	0
cephradine	1	beta-lactam antibiotic allergen; cephalosporin	antibacterial drug	2007	2007	17.0	low	0	1	0
methyldopa	1	L-tyrosine derivative; non-proteinogenic L-alpha-amino acid	alpha-adrenergic agonist; antihypertensive agent; hapten; peripheral nervous system drug; sympatholytic agent	2007	2007	17.0	low	0	1	0
lonidamine	1	dichlorobenzene; indazoles; monocarboxylic acid	antineoplastic agent; antispermatogenic agent; EC 2.7.1.1 (hexokinase) inhibitor; geroprotector	2007	2007	17.0	low	0	1	0
dexibuprofen	1	ibuprofen	non-narcotic analgesic; non-steroidal anti-inflammatory drug	2007	2007	17.0	low	0	1	0
quisqualic acid	1	non-proteinogenic alpha-amino acid		2007	2007	17.0	low	0	1	0
pirfenidone	1	pyridone	antipyretic; non-narcotic analgesic; non-steroidal anti-inflammatory drug	2007	2007	17.0	low	0	1	0
flecainide acetate	2	acetate salt	anti-arrhythmia drug	2007	2009	16.0	medium	0	2	0
nicardipine hydrochloride	2	dihydropyridine	geroprotector	2007	2009	16.0	low	0	2	0
idarubicin	2	anthracycline antibiotic; deoxy hexoside; monosaccharide derivative		2007	2009	16.0	low	0	2	0
captopril	1	alkanethiol; L-proline derivative; N-acylpyrrolidine; pyrrolidinemonocarboxylic acid	antihypertensive agent; EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor	2007	2007	17.0	low	0	1	0
terazosin hydrochloride anhydrous	2			2007	2009	16.0	medium	0	2	0
pergolide mesylate	2	methanesulfonate salt	antiparkinson drug; dopamine agonist; geroprotector	2007	2009	16.0	low	0	2	0
ranitidine hydrochloride	1			2007	2007	17.0	medium	0	1	0
colforsin	1	acetate ester; cyclic ketone; labdane diterpenoid; organic heterotricyclic compound; tertiary alpha-hydroxy ketone; triol	adenylate cyclase agonist; anti-HIV agent; antihypertensive agent; plant metabolite; platelet aggregation inhibitor; protein kinase A agonist	2007	2007	17.0	low	0	1	0
cefaclor anhydrous	1	cephalosporin	antibacterial drug; drug allergen	2007	2007	17.0	low	0	1	0
alo 2145	1	hydrochloride	alpha-adrenergic agonist; antiglaucoma drug	2007	2007	17.0	medium	0	1	0
enoximone	1	aromatic ketone		2007	2007	17.0	low	0	1	0
atomoxetine	2	aromatic ether; secondary amino compound; toluenes	adrenergic uptake inhibitor; antidepressant; environmental contaminant; xenobiotic	2007	2009	16.0	low	0	2	0
raloxifene hydrochloride	2	hydrochloride	bone density conservation agent; estrogen antagonist; estrogen receptor modulator	2007	2009	16.0	low	0	2	0
mifepristone	2	3-oxo-Delta(4) steroid; acetylenic compound; tertiary amino compound	abortifacient; contraceptive drug; hormone antagonist; synthetic oral contraceptive	2007	2009	16.0	low	0	2	0
quinpirole hydrochloride	1			2007	2007	17.0	low	0	1	0
imazodan	1			2007	2007	17.0	low	0	1	0
salmeterol xinafoate	1	naphthoic acid		2009	2009	15.0	low	0	1	0
finasteride	1	3-oxo steroid; aza-steroid; delta-lactam	androgen antagonist; antihyperplasia drug; EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor	2009	2009	15.0	low	0	1	0
mibefradil dihydrochloride	2			2007	2009	16.0	medium	0	2	0
eliprodil	1	monochlorobenzenes; monofluorobenzenes; piperidines; secondary alcohol; tertiary amino compound		2009	2009	15.0	low	0	1	0
aptiganel hydrochloride	2			2007	2009	16.0	medium	0	2	0
adenosine	1	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent	2007	2007	17.0	low	0	1	0
phenelzine sulfate	2	organic molecular entity		2007	2009	16.0	low	0	2	0
fluoxetine hydrochloride	2	hydrochloride; N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine		2007	2009	16.0	medium	0	2	0
propranolol hydrochloride	2	hydrochloride		2007	2009	16.0	low	0	2	0
bupropion hydrochloride	2	aromatic ketone		2007	2009	16.0	low	0	2	0
diltiazem hydrochloride	1	hydrochloride	antihypertensive agent; calcium channel blocker; vasodilator agent	2007	2007	17.0	low	0	1	0
trazodone hydrochloride	2	hydrochloride	adrenergic antagonist; antidepressant; H1-receptor antagonist; sedative; serotonin uptake inhibitor	2007	2009	16.0	low	0	2	0
verapamil hydrochloride	2			2007	2009	16.0	low	0	2	0
doxazosin mesylate	2	methanesulfonate salt	geroprotector	2007	2009	16.0	low	0	2	0
terfenadine	2	diarylmethane		2007	2009	16.0	medium	0	2	0
sertraline hydrochloride	1	hydrochloride	antidepressant; serotonin uptake inhibitor	2009	2009	15.0	low	0	1	0
amantadine hydrochloride	2	hydrochloride	antiviral agent; dopamine agonist; NMDA receptor antagonist	2007	2009	16.0	low	0	2	0
mevastatin	1	2-pyranones; carboxylic ester; hexahydronaphthalenes; polyketide; statin (naturally occurring)	antifungal agent; apoptosis inducer; EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor; fungal metabolite; Penicillium metabolite	2007	2007	17.0	low	0	1	0
chloroquine diphosphate	2			2007	2009	16.0	low	0	2	0
dobutamine hydrochloride	2	hydrochloride	beta-adrenergic agonist; cardiotonic drug; sympathomimetic agent	2007	2009	16.0	medium	0	2	0
desipramine hydrochloride	2	hydrochloride	drug allergen	2007	2009	16.0	low	0	2	0
dopamine hydrochloride	2	catecholamine		2007	2009	16.0	low	0	2	0
proadifen hydrochloride	2			2007	2009	16.0	low	0	2	0
4-nitrobenzylthioinosine	2	purine nucleoside		2007	2009	16.0	low	0	2	0
metrifudil	1			2007	2007	17.0	low	0	1	0
rutecarpine	2	beta-carbolines		2007	2009	16.0	low	0	2	0
trihexyphenidyl hydrochloride	2	aralkylamine		2007	2009	16.0	low	0	2	0
thioridazine hydrochloride	2	hydrochloride	first generation antipsychotic; geroprotector	2007	2009	16.0	medium	0	2	0
procainamide hydrochloride	1	hydrochloride	anti-arrhythmia drug	2007	2007	17.0	low	0	1	0
siquil	2	hydrochloride	anticoronaviral agent	2007	2009	16.0	low	0	2	0
sotalol hydrochloride	1	hydrochloride	anti-arrhythmia drug; beta-adrenergic antagonist	2007	2007	17.0	low	0	1	0
oxymetazoline hydrochloride	2	hydrochloride	alpha-adrenergic agonist; nasal decongestant; sympathomimetic agent; vasoconstrictor agent	2007	2009	16.0	medium	0	2	0
alprenolol hydrochloride	2	hydrochloride		2007	2009	16.0	medium	0	2	0
2-methoxyestradiol	2	17beta-hydroxy steroid; 3-hydroxy steroid	angiogenesis modulating agent; antimitotic; antineoplastic agent; human metabolite; metabolite; mouse metabolite	2007	2009	16.0	low	0	2	0
fluphenazine hydrochloride	2	phenothiazines	anticoronaviral agent	2007	2009	16.0	medium	0	2	0
tryptamine monohydrochloride	2			2007	2009	16.0	high	0	2	0
clomipramine hydrochloride	2	hydrochloride	anticoronaviral agent; antidepressant; serotonergic antagonist; serotonergic drug	2007	2009	16.0	medium	0	2	0
amiloride hydrochloride	2	hydrate	diuretic; sodium channel blocker	2007	2009	16.0	medium	0	2	0
prazosin hydrochloride	2	hydrochloride		2007	2009	16.0	low	0	2	0
mianserin hydrochloride	2	hydrochloride	geroprotector	2007	2009	16.0	medium	0	2	0
lomefloxacin hydrochloride	2	hydrochloride	antimicrobial agent; antitubercular agent; photosensitizing agent	2007	2009	16.0	medium	0	2	0
fenspiride hydrochloride	2			2007	2009	16.0	low	0	2	0
nilverm	2	organic molecular entity		2007	2009	16.0	medium	0	2	0
sanguinarine chloride	2			2007	2009	16.0	medium	0	2	0
ropinirole hydrochloride	2	indoles		2007	2009	16.0	high	0	2	0
plasmenylserine	1	O-phosphoserine	EC 1.4.7.1 [glutamate synthase (ferredoxin)] inhibitor; EC 2.5.1.49 (O-acetylhomoserine aminocarboxypropyltransferase) inhibitor; EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	2007	2007	17.0	low	0	1	0
5-aminovaleric acid hydrochloride	1			2007	2007	17.0	low	0	1	0
n-acetyltryptamine	1	acetamides; indoles		2007	2007	17.0	low	0	1	0
D-serine	1	D-alpha-amino acid; serine zwitterion; serine	Escherichia coli metabolite; human metabolite; NMDA receptor agonist	2007	2007	17.0	low	0	1	0
dihydroergotamine mesylate	2	methanesulfonate salt	non-narcotic analgesic; serotonergic agonist; vasoconstrictor agent	2007	2009	16.0	medium	0	2	0
ranolazine hydrochloride	2			2007	2009	16.0	high	0	2	0
loxapine succinate	2	succinate salt	geroprotector	2007	2009	16.0	low	0	2	0
guanfacine hydrochloride	2	acetamides	geroprotector	2007	2009	16.0	medium	0	2	0
pirenzepine dihydrochloride	1	hydrochloride		2007	2007	17.0	medium	0	1	0
labetalol hydrochloride	2	salicylamides		2007	2009	16.0	medium	0	2	0
acecainide hydrochloride	1			2007	2007	17.0	low	0	1	0
loperamide hydrochloride	2	hydrochloride	anticoronaviral agent; antidiarrhoeal drug; mu-opioid receptor agonist	2007	2009	16.0	medium	0	2	0
maprotiline hydrochloride	2	anthracenes		2007	2009	16.0	medium	0	2	0
protoporphyrin ix, disodium salt	1			2007	2007	17.0	low	0	1	0
opipramol hydrochloride	1			2009	2009	15.0	low	0	1	0
siguazodan	1	pyridazinone		2007	2007	17.0	low	0	1	0
3-octadecanamido-2-ethoxypropylphosphocholine	1			2007	2007	17.0	low	0	1	0
chelerythrine chloride	2			2007	2009	16.0	medium	0	2	0
tosyllysine chloromethyl ketone	2			2007	2009	16.0	medium	0	2	0
5-(n-methyl-n-isobutyl)amiloride	2			2007	2009	16.0	low	0	2	0
1-(5-isoquinolinesulfonyl)-2-methylpiperazine dihydrochloride	2	hydrochloride	EC 2.7.11.13 (protein kinase C) inhibitor	2007	2009	16.0	high	0	2	0
amperozide hydrochloride	2	hydrochloride	anxiolytic drug; dopamine uptake inhibitor; geroprotector; second generation antipsychotic; serotonergic antagonist	2007	2009	16.0	medium	0	2	0
pyrrolidine dithiocarbamic acid	2			2007	2009	16.0	high	0	2	0
agroclavine	1	ergot alkaloid		2007	2007	17.0	low	0	1	0
s-methylisothiourea sulfate	1			2007	2007	17.0	medium	0	1	0
p-Aminobenzamidine dihydrochloride	2	organic molecular entity		2007	2009	16.0	high	0	2	0
benzamidine hydrochloride	1			2007	2007	17.0	medium	0	1	0
ketorolac tromethamine	1	organoammonium salt	analgesic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor	2007	2007	17.0	low	0	1	0
methionine sulfoximine	1	L-alpha-amino acid zwitterion; L-methionine derivative; methionine sulfoximine; non-proteinogenic L-alpha-amino acid	EC 6.3.1.2 (glutamate--ammonia ligase) inhibitor; geroprotector	2007	2007	17.0	low	0	1	0
tretazicar	1			2007	2007	17.0	low	0	1	0
carbetapentane citrate	2	carbonyl compound		2007	2009	16.0	medium	0	2	0
phentolamine mesylate	2			2007	2009	16.0	medium	0	2	0
mephentermine	2	2-aminooctadecane-1,3-diol	EC 2.7.11.13 (protein kinase C) inhibitor; human metabolite; mouse metabolite	2007	2009	16.0	medium	0	2	0
oxybutynin hydrochloride	2	hydrochloride		2007	2009	16.0	medium	0	2	0
nimustine	1	hydrochloride	antineoplastic agent	2007	2007	17.0	medium	0	1	0
cordium	1	hydrate; hydrochloride		2007	2007	17.0	medium	0	1	0
L-2-aminoadipic acid	1	2-aminoadipic acid	Escherichia coli metabolite; human metabolite	2007	2007	17.0	low	0	1	0
prilocaine hydrochloride	2	hydrochloride	local anaesthetic	2007	2009	16.0	low	0	2	0
mor-14	1	hydroxypiperidine; piperidine alkaloid; tertiary amino compound	anti-HIV agent; cardioprotective agent; EC 3.2.1.20 (alpha-glucosidase) inhibitor; plant metabolite	2007	2007	17.0	low	0	1	0
brexanolone	2	3-hydroxy-5alpha-pregnan-20-one	antidepressant; GABA modulator; human metabolite; intravenous anaesthetic; sedative	2007	2009	16.0	low	0	2	0
phenylisopropyladenosine	1	aromatic amine; benzenes; hydrocarbyladenosine; purine nucleoside; secondary amino compound	adenosine A1 receptor agonist; neuroprotective agent	2007	2007	17.0	low	0	1	0
hexamethonium chloride	1			2007	2007	17.0	low	0	1	0
6-(4-nitrobenzylthio)guanosine	2			2007	2009	16.0	low	0	2	0
3-aminopropylphosphonic acid	1	phosphonic acids; primary amino compound; zwitterion	GABAB receptor agonist	2007	2007	17.0	low	0	1	0
5'-n-methylcarboxamideadenosine	1			2007	2007	17.0	low	0	1	0
3,7-dimethyl-1-propargylxanthine	1			2007	2007	17.0	low	0	1	0
zpck	2			2007	2009	16.0	low	0	2	0
n(6)-phenyladenosine	1	purine nucleoside		2007	2007	17.0	low	0	1	0
tetrahydrodeoxycorticosterone	2	21-hydroxy steroid		2007	2009	16.0	low	0	2	0
n-methyladenosine	1	methyladenosine		2007	2007	17.0	low	0	1	0
mizoribine	1	imidazoles	anticoronaviral agent	2007	2007	17.0	low	0	1	0
1-amino-1,3-dicarboxycyclopentane	1			2007	2007	17.0	low	0	1	0
u 73122	1	aromatic ether; aza-steroid; maleimides	EC 3.1.4.11 (phosphoinositide phospholipase C) inhibitor	2007	2007	17.0	low	0	1	0
alphaxalone	1	corticosteroid hormone		2007	2007	17.0	low	0	1	0
s-nitrosoglutathione	1	glutathione derivative; nitrosothio compound	bronchodilator agent; nitric oxide donor; platelet aggregation inhibitor; signalling molecule	2007	2007	17.0	low	0	1	0
cp-55,940	2			2007	2009	16.0	low	0	2	0
vanoxerine	2	hydrochloride	dopamine uptake inhibitor	2007	2009	16.0	low	0	2	0
1-(2-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1h-imidazole	1	ether; imidazoles; monomethoxybenzene	TRP channel blocker	2009	2009	15.0	low	0	1	0
methyl 6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate	2	beta-carbolines		2007	2009	16.0	low	0	2	0
u 69593	2	monocarboxylic acid amide; N-alkylpyrrolidine; organic heterobicyclic compound; oxaspiro compound	anti-inflammatory agent; diuretic; kappa-opioid receptor agonist	2007	2009	16.0	low	0	2	0
u 78517f	1			2009	2009	15.0	low	0	1	0
cv 3988	2			2007	2009	16.0	low	0	2	0
beta-carboline-3-carboxylic acid methyl ester	2	beta-carbolines		2007	2009	16.0	low	0	2	0
methoctramine	2	hydrochloride	muscarinic antagonist	2007	2009	16.0	low	0	2	0
hypotaurine	1	aminosulfinic acid; zwitterion	human metabolite; metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
dihydrokainate	1	dicarboxylic acid		2007	2007	17.0	low	0	1	0
gabazine	1			2007	2007	17.0	medium	0	1	0
cl 218872	1	pyridazines; ring assembly		2007	2007	17.0	low	0	1	0
betaxolol hydrochloride	2	hydrochloride	antihypertensive agent; beta-adrenergic antagonist	2007	2009	16.0	medium	0	2	0
catechin	1	hydrate	geroprotector	2007	2007	17.0	medium	0	1	0
1-(2-methoxyphenyl)-4-(4-(2-phthalimido)butyl)piperazine	2	hydrobromide	serotonergic antagonist	2007	2009	16.0	high	0	2	0
s-methylthiocitrulline	1	imidothiocarbamic ester; L-arginine derivative; L-ornithine derivative; non-proteinogenic L-alpha-amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; neuroprotective agent	2007	2007	17.0	low	0	1	0
dihydrocapsaicin	1	capsaicinoid		2007	2007	17.0	low	0	1	0
ml 9	1			2007	2007	17.0	low	0	1	0
parthenolide	2	germacranolide		2007	2009	16.0	low	0	2	0
3',4'-dichlorobenzamil	2	guanidines; pyrazines		2007	2009	16.0	low	0	2	0
1-(carboxymethylthio)tetradecane	1	straight-chain fatty acid		2007	2007	17.0	low	0	1	0
2-iodomelatonin	1	acetamides		2007	2007	17.0	low	0	1	0
arcaine, sulfate	1			2007	2007	17.0	low	0	1	0
gr 113808	2	indolyl carboxylate ester; piperidines; sulfonamide	serotonergic antagonist	2007	2009	16.0	low	0	2	0
gallopamil hydrochloride	2			2007	2009	16.0	medium	0	2	0
gamma-glutamylaminomethylsulfonic acid	1			2007	2007	17.0	low	0	1	0
buthionine sulfoximine	2	2-amino-4-(S-butylsulfonimidoyl)butanoic acid	EC 6.3.2.2 (glutamate--cysteine ligase) inhibitor; ferroptosis inducer	2007	2009	16.0	medium	0	2	0
sb 204070a	2			2007	2009	16.0	low	0	2	0
1-(2-(4-aminophenyl)ethyl)-4-(3-trifluoromethylphenyl)piperazine	2	(trifluoromethyl)benzenes; N-alkylpiperazine; N-arylpiperazine; primary arylamine; substituted aniline	geroprotector; serotonergic agonist	2007	2009	16.0	low	0	2	0
l 655240	1	methylindole		2007	2007	17.0	low	0	1	0
san 58035	2			2007	2009	16.0	low	0	2	0
mk 912	1			2009	2009	15.0	low	0	1	0
nnc 711	1			2007	2007	17.0	low	0	1	0
4-(alpha-(4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl)-n,n-diethylbenzamide	2	diarylmethane		2007	2009	16.0	low	0	2	0
sk&f 86466	1	benzazepine		2009	2009	15.0	low	0	1	0
e 64	2	dicarboxylic acid monoamide; epoxy monocarboxylic acid; guanidines; L-leucine derivative; zwitterion	antimalarial; antiparasitic agent; protease inhibitor	2007	2009	16.0	low	0	2	0
azetidine-2,4-dicarboxylic acid	1			2007	2007	17.0	low	0	1	0
w 7	1			2009	2009	15.0	medium	0	1	0
pre 084	2	morpholines		2007	2009	16.0	low	0	2	0
methotrexate	2	dicarboxylic acid; monocarboxylic acid amide; pteridines	abortifacient; antimetabolite; antineoplastic agent; antirheumatic drug; dermatologic drug; DNA synthesis inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; immunosuppressive agent	2007	2009	16.0	low	0	2	0
1-(2-allylphenoxy)-3-((8-bromoacetylamino-4-menthane-1-yl)amino)-1-propanol	2			2007	2009	16.0	low	0	2	0
sr 2640	2	quinolines		2007	2009	16.0	low	0	2	0
ici 204448	1			2007	2007	17.0	medium	0	1	0
4-amino-1-(6-chloro-2-pyridyl)piperidine hydrochloride	1			2007	2007	17.0	low	0	1	0
n,n-di-n-hexyl-2-(4-fluorophenyl)indole-3-acetamide	2	phenylindole		2007	2009	16.0	low	0	2	0
4-(benzodioxan-5-yl)-1-(indan-2-yl)piperazine	1			2009	2009	15.0	low	0	1	0
3,5-bis(trifluoromethyl)benzyl n-acetyltryptophan	1			2007	2007	17.0	low	0	1	0
8-cyclopentyl-3-(3-((4-(fluorosulfonyl)benzoyl)oxy)propyl)-1-propylxanthine	2			2007	2009	16.0	low	0	2	0
l 741626	2	piperidines		2007	2009	16.0	low	0	2	0
nisoxetine hydrochloride	2			2007	2009	16.0	medium	0	2	0
ng-nitroarginine methyl ester	1	hydrochloride	EC 1.14.13.39 (nitric oxide synthase) inhibitor	2007	2007	17.0	low	0	1	0
tilarginine acetate	1			2007	2007	17.0	low	0	1	0
alpha-guanidinoglutaric acid	1	L-glutamic acid derivative		2007	2007	17.0	low	0	1	0
3,4-dichloro-n-methyl-n-(2-(1-pyrrolidinyl)cyclohexyl)-benzeneacetamide, (trans)-(+-)-isomer	2			2007	2009	16.0	medium	0	2	0
imidazole-4-acetic acid hydrochloride	1			2007	2007	17.0	medium	0	1	0
nsc-141549	2			2007	2009	16.0	medium	0	2	0
2-chloro-2-deoxyglucose	1			2007	2007	17.0	medium	0	1	0
idazoxan hydrochloride	2			2007	2009	16.0	medium	0	2	0
isoguvacine hydrochloride	1			2007	2007	17.0	low	0	1	0
8-methoxymethyl-3-isobutyl-1-methylxanthine	1	oxopurine		2007	2007	17.0	low	0	1	0
cyc 202	2	2,6-diaminopurines	antiviral drug; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor	2007	2009	16.0	low	0	2	0
Serotonin hydrochloride	1	tryptamines		2007	2007	17.0	low	0	1	0
n-phthaloylglutamic acid	1	L-glutamic acid derivative; phthalimides		2007	2007	17.0	low	0	1	0
1,3-dipropyl-7-methylxanthine	1			2007	2007	17.0	low	0	1	0
ag 3-5	1	C-nitro compound		2007	2007	17.0	low	0	1	0
n-n-propylnorapomorphine	1	aporphine alkaloid		2007	2007	17.0	low	0	1	0
urapidil monohydrochloride	2			2007	2009	16.0	medium	0	2	0
aminopterin	2	dicarboxylic acid	EC 1.5.1.3 (dihydrofolate reductase) inhibitor; mutagen	2007	2009	16.0	low	0	2	0
azepexole, dihydrochloride	1			2007	2007	17.0	low	0	1	0
2,5-dimethoxy-4-iodoamphetamine hydrochloride	1			2007	2007	17.0	medium	0	1	0
abt 980	2			2007	2009	16.0	medium	0	2	0
sk&f 75670	2			2007	2009	16.0	low	0	2	0
esatenolol	1	atenolol	beta-adrenergic antagonist	2007	2007	17.0	low	0	1	0
nbi 27914	2	dialkylarylamine; tertiary amino compound		2007	2009	16.0	low	0	2	0
sb 216763	2	indoles; maleimides		2007	2009	16.0	low	0	2	0
dizocilpine	1	secondary amino compound; tetracyclic antidepressant	anaesthetic; anticonvulsant; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist	2009	2009	15.0	low	0	1	0
(R)-atenolol	1	atenolol		2007	2007	17.0	low	0	1	0
memantine hydrochloride	2	hydrochloride	antidepressant; antiparkinson drug; dopaminergic agent; neuroprotective agent; NMDA receptor antagonist	2007	2009	16.0	medium	0	2	0
pefabloc	1			2007	2007	17.0	low	0	1	0
pongidae	2			2007	2009	16.0	high	0	2	0
succinylproline	1	N-acyl-amino acid		2007	2007	17.0	low	0	1	0
sb 205384	2	thienopyridine		2007	2009	16.0	low	0	2	0
hydrastine	2	isoquinolines	metabolite	2007	2009	16.0	low	0	2	0
gabaculine hydrochloride	1			2007	2007	17.0	medium	0	1	0
etiron monohydrobromide	1			2007	2007	17.0	medium	0	1	0
bmy 7378	1			2007	2007	17.0	low	0	1	0
vesamicol	1			2007	2007	17.0	medium	0	1	0
cortisone	1	11-oxo steroid; 17alpha-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
vincristine sulfate	2	organic sulfate salt	antineoplastic agent; geroprotector	2007	2009	16.0	low	0	2	0
n-methylserotonin oxalate salt	1			2007	2007	17.0	medium	0	1	0
nsc 95397	2	1,4-naphthoquinones		2007	2009	16.0	low	0	2	0
wortmannin	2	acetate ester; cyclic ketone; delta-lactone; organic heteropentacyclic compound	anticoronaviral agent; antineoplastic agent; autophagy inhibitor; EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor; geroprotector; Penicillium metabolite; radiosensitizing agent	2007	2009	16.0	low	0	2	0
lithium chloride	1	inorganic chloride; lithium salt	antimanic drug; geroprotector	2007	2007	17.0	low	0	1	0
canavanine	1	amino acid zwitterion; non-proteinogenic L-alpha-amino acid	phytogenic insecticide; plant metabolite	2007	2007	17.0	low	0	1	0
5-hydroxytryptophan	1	5-hydroxytryptophan; amino acid zwitterion; hydroxy-L-tryptophan; non-proteinogenic L-alpha-amino acid	human metabolite; mouse metabolite; plant metabolite	2007	2007	17.0	low	0	1	0
ouabain	2	11alpha-hydroxy steroid; 14beta-hydroxy steroid; 5beta-hydroxy steroid; alpha-L-rhamnoside; cardenolide glycoside; steroid hormone	anti-arrhythmia drug; cardiotonic drug; EC 2.3.3.1 [citrate (Si)-synthase] inhibitor; EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor; EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor; EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor; ion transport inhibitor; plant metabolite	2007	2009	16.0	low	0	2	0
tosylphenylalanyl chloromethyl ketone	1	alpha-chloroketone; sulfonamide	alkylating agent; serine proteinase inhibitor	2007	2007	17.0	low	0	1	0
monoiodotyrosine	1	amino acid zwitterion; L-tyrosine derivative; monoiodotyrosine; non-proteinogenic L-alpha-amino acid	EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor; human metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
nitroarginine	1	guanidines; L-arginine derivative; N-nitro compound; non-proteinogenic L-alpha-amino acid		2007	2007	17.0	low	0	1	0
willardiine	1	amino acid zwitterion; L-alanine derivative; non-proteinogenic L-alpha-amino acid		2007	2007	17.0	low	0	1	0
cortodoxone	2	deoxycortisol; glucocorticoid; primary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone	human metabolite; mouse metabolite	2007	2009	16.0	low	0	2	0
amiodarone hydrochloride	2	aromatic ketone		2007	2009	16.0	medium	0	2	0
dicyclomine hydrochloride	2	hydrochloride	antispasmodic drug; muscarinic antagonist	2007	2009	16.0	medium	0	2	0
metyrosine	1	L-tyrosine derivative; non-proteinogenic L-alpha-amino acid	antihypertensive agent; EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor	2007	2007	17.0	low	0	1	0
nortriptyline hydrochloride	2	organic tricyclic compound	geroprotector	2007	2009	16.0	medium	0	2	0
paromomycin sulfate	1			2007	2007	17.0	medium	0	1	0
Dubinidine	1	organic heterotricyclic compound; organonitrogen heterocyclic compound; oxacycle		2007	2007	17.0	low	0	1	0
cyclopamine	1	piperidines	glioma-associated oncogene inhibitor	2007	2007	17.0	low	0	1	0
s-(4-azidophenacyl)glutathione	1	peptide		2007	2007	17.0	low	0	1	0
hydroxylamine hydrochloride	2	organic molecular entity		2007	2009	16.0	high	0	2	0
sb 228357	2	indolyl carboxylic acid		2007	2009	16.0	high	0	2	0
3,5-dihydroxyphenylglycine	1	amino acid zwitterion; non-proteinogenic L-alpha-amino acid; resorcinols		2007	2007	17.0	low	0	1	0
actinonin	2			2007	2009	16.0	low	0	2	0
vinpocetine	2	alkaloid	geroprotector	2007	2009	16.0	low	0	2	0
dihydroergocristine monomesylate	2	methanesulfonate salt	alpha-adrenergic antagonist; geroprotector; vasodilator agent	2007	2009	16.0	medium	0	2	0
tretinoin	2	retinoic acid; vitamin A	anti-inflammatory agent; antineoplastic agent; antioxidant; AP-1 antagonist; human metabolite; keratolytic drug; retinoic acid receptor agonist; retinoid X receptor agonist; signalling molecule	2007	2009	16.0	low	0	2	0
resveratrol	2	resveratrol	antioxidant; phytoalexin; plant metabolite; quorum sensing inhibitor; radical scavenger	2007	2009	16.0	low	0	2	0
oleic acid	1	octadec-9-enoic acid	antioxidant; Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; Escherichia coli metabolite; mouse metabolite; plant metabolite; solvent	2007	2007	17.0	low	0	1	0
thapsigargin	2	butyrate ester; organic heterotricyclic compound; sesquiterpene lactone	calcium channel blocker; EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor	2007	2009	16.0	low	0	2	0
brivudine	1			2007	2007	17.0	low	0	1	0
5,11-diethyl-5,6,11,12-tetrahydrochrysene-2,8-diol	2	carbotetracyclic compound; polyphenol	estrogen receptor agonist; estrogen receptor antagonist; geroprotector; neuroprotective agent	2007	2009	16.0	low	0	2	0
2-amino-3-(5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl)propionic acid	1			2007	2007	17.0	medium	0	1	0
adenosine-5'-(n-ethylcarboxamide)	1	adenosines; monocarboxylic acid amide	adenosine A1 receptor agonist; adenosine A2A receptor agonist; antineoplastic agent; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor; vasodilator agent	2007	2007	17.0	low	0	1	0
6-bromoindirubin-3'-oxime	1			2009	2009	15.0	low	0	1	0
L-cycloserine	1	4-amino-1,2-oxazolidin-3-one	anti-HIV agent; anticonvulsant; EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor	2007	2007	17.0	low	0	1	0
h 89	1	N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide		2009	2009	15.0	low	0	1	0
1,4-dideoxy-1,4-imino-d-arabinitol	1			2007	2007	17.0	low	0	1	0
purvalanol a	1	purvalanol		2007	2007	17.0	low	0	1	0
melphalan	2	L-phenylalanine derivative; nitrogen mustard; non-proteinogenic L-alpha-amino acid; organochlorine compound	alkylating agent; antineoplastic agent; carcinogenic agent; drug allergen; immunosuppressive agent	2007	2009	16.0	low	0	2	0
isoliquiritigenin	2	chalcones	antineoplastic agent; biological pigment; EC 1.14.18.1 (tyrosinase) inhibitor; GABA modulator; geroprotector; metabolite; NMDA receptor antagonist	2007	2009	16.0	low	0	2	0
rauwolscine	1	methyl 17-hydroxy-20xi-yohimban-16-carboxylate		2007	2007	17.0	low	0	1	0
gw9662	2	benzamides		2007	2009	16.0	low	0	2	0
calmidazolium	2	organic chloride salt	apoptosis inducer; calmodulin antagonist	2007	2009	16.0	medium	0	2	0
tropisetron hydrochloride	2			2007	2009	16.0	high	0	2	0
Reactive blue 2	1	anthraquinone		2007	2007	17.0	medium	0	1	0
5,6-dichloro-1-ethyl-1,3-dihydro-2h-benzimidazol-2-one	1	dichlorobenzene		2007	2007	17.0	low	0	1	0
quinidine sulfate	2			2007	2009	16.0	high	0	2	0
ipratropium bromide anhydrous	1			2007	2007	17.0	low	0	1	0
methamilane methiodide	1			2007	2007	17.0	medium	0	1	0
pilocarpine nitrate	1			2007	2007	17.0	low	0	1	0
r 59949	2	diarylmethane		2007	2009	16.0	low	0	2	0
n(6)-cyclopentyladenosine	2			2007	2009	16.0	low	0	2	0
methylatropine nitrate	1			2007	2007	17.0	low	0	1	0
sb 366791	2			2007	2009	16.0	low	0	2	0
ag-213	2			2007	2009	16.0	low	0	2	0
3,3',4,5'-tetrahydroxystilbene	2	catechols; polyphenol; resorcinols; stilbenol	antineoplastic agent; apoptosis inducer; geroprotector; hypoglycemic agent; plant metabolite; protein kinase inhibitor; tyrosine kinase inhibitor	2007	2009	16.0	low	0	2	0
bemesetron	2			2007	2009	16.0	low	0	2	0
(S)-(-)-pindolol	1	pindolol		2007	2007	17.0	low	0	1	0
levosulpiride	1	sulpiride	antidepressant; antiemetic; antipsychotic agent; dopaminergic antagonist	2007	2007	17.0	low	0	1	0
caffeic acid	1	caffeic acid	geroprotector; mouse metabolite	2007	2007	17.0	low	0	1	0
4-fluorophenyl-L-alanine	2	4-fluorophenylalanine; L-phenylalanine derivative; non-proteinogenic L-alpha-amino acid		2007	2009	16.0	medium	0	2	0
phenylthiazolylthiourea	1			2009	2009	15.0	low	0	1	0
urocanic acid	1	urocanic acid	human metabolite	2007	2007	17.0	low	0	1	0
(2'-(4-aminophenyl)-(2,5'-bi-1h-benzimidazol)-5-amine)	1	benzimidazoles		2009	2009	15.0	low	0	1	0
cotinine	2	N-alkylpyrrolidine; pyridines; pyrrolidin-2-ones; pyrrolidine alkaloid	antidepressant; biomarker; human xenobiotic metabolite; plant metabolite	2007	2009	16.0	low	0	2	0
cinnarizine	2	diarylmethane; N-alkylpiperazine; olefinic compound	anti-allergic agent; antiemetic; calcium channel blocker; geroprotector; H1-receptor antagonist; histamine antagonist; muscarinic antagonist	2007	2009	16.0	low	0	2	0
sulindac	1	monocarboxylic acid; organofluorine compound; sulfoxide	analgesic; antineoplastic agent; antipyretic; apoptosis inducer; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug; prodrug; tocolytic agent	2007	2007	17.0	low	0	1	0
cysteine sulfinic acid	1	organosulfinic acid; S-substituted L-cysteine	Escherichia coli metabolite; human metabolite; metabotropic glutamate receptor agonist; mouse metabolite	2007	2007	17.0	low	0	1	0
d-ap7	1			2007	2007	17.0	medium	0	1	0
tg 003	1			2009	2009	15.0	low	0	1	0
(1R,2S)-tranylcypromine hydrochloride	2	hydrochloride		2007	2009	16.0	low	0	2	0
tacrine hydrochloride	2			2007	2009	16.0	low	0	2	0
4-bromotetramisole, oxalate (1:1), salt(s)-isomer	2			2007	2009	16.0	high	0	2	0
3-hydroxybenzylhydrazine hydrochloride	2			2007	2009	16.0	high	0	2	0
1-(3-chlorophenyl)biguanide hydrochloride	2			2007	2009	16.0	high	0	2	0
4-chlorophenylalanine methyl ester, hydrochloride, (dl)-isomer	1			2007	2007	17.0	medium	0	1	0
capsazepine	2	benzazepine; catechols; monochlorobenzenes; thioureas	capsaicin receptor antagonist	2007	2009	16.0	low	0	2	0
diphenyleneiodium chloride	2	organic chloride salt	EC 1.6.3.1. [NAD(P)H oxidase (H2O2-forming)] inhibitor; G-protein-coupled receptor agonist	2007	2009	16.0	medium	0	2	0
azetidine-2,4-dicarboxylic acid, (cis)-isomer	1			2007	2007	17.0	medium	0	1	0
tamoxifen citrate	2	citrate salt	angiogenesis inhibitor; anticoronaviral agent	2007	2009	16.0	low	0	2	0
pimagedine hydrochloride	1			2007	2007	17.0	medium	0	1	0
Betaine Aldehyde Chloride	1	quaternary ammonium salt		2007	2007	17.0	medium	0	1	0
eskazine	2			2007	2009	16.0	medium	0	2	0
3-(n,n-dimethylsulfonamido)-4-methyl-nitrobenzene	1	C-nitro compound; sulfonamide; toluenes	bone density conservation agent; EC 3.1.4.53 (3',5'-cyclic-AMP phosphodiesterase) inhibitor; geroprotector	2009	2009	15.0	low	0	1	0
monastrol	1	enoate ester; ethyl ester; phenols; racemate; thioureas	antileishmanial agent; antimitotic; antineoplastic agent; EC 3.5.1.5 (urease) inhibitor	2007	2007	17.0	low	0	1	0
u 0126	2	aryl sulfide; dinitrile; enamine; substituted aniline	antineoplastic agent; antioxidant; apoptosis inducer; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; osteogenesis regulator; vasoconstrictor agent	2007	2009	16.0	low	0	2	0
4-diphenylacetoxy-n-methylpiperidine methiodide	2	iodide salt; quaternary ammonium salt	cholinergic antagonist; muscarinic antagonist	2007	2009	16.0	low	0	2	0
quinine	1	cinchona alkaloid	antimalarial; muscle relaxant; non-narcotic analgesic	2009	2009	15.0	low	0	1	0
1-(4-hydroxybenzyl)imidazole-2-thiol	1			2007	2007	17.0	low	0	1	0
2-chloro-n(6)-(3-iodobenzyl)adenosine-5'-n-methyluronamide	2			2007	2009	16.0	low	0	2	0
bp 897	2	naphthalenecarboxamide		2007	2009	16.0	low	0	2	0
trequinsin hydrochloride	2			2007	2009	16.0	medium	0	2	0
neboglamine	1			2007	2007	17.0	low	0	1	0
benzatropine methanesulfonate	2			2007	2009	16.0	high	0	2	0
sb 203186	1	indolyl carboxylic acid		2007	2007	17.0	medium	0	1	0
n-(1-methyl-5-indolyl)-n'-(3-methyl-5-isothiazolyl)urea	2	1,2-thiazoles; indoles; ureas	receptor modulator; serotonergic antagonist	2007	2009	16.0	low	0	2	0
gw 7647	2	aryl sulfide; monocarboxylic acid; ureas	PPARalpha agonist	2007	2009	16.0	low	0	2	0
ro 41-0960	2			2007	2009	16.0	low	0	2	0
cgp 13501	1	alkylbenzene		2007	2007	17.0	low	0	1	0
n-(2-(4-(4-chlorophenyl)piperazin-1-yl)ethyl)-3-methoxybenzamide	2			2007	2009	16.0	low	0	2	0
l 663536	1	aryl sulfide; indoles; monocarboxylic acid; monochlorobenzenes	antineoplastic agent; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor; leukotriene antagonist	2009	2009	15.0	low	0	1	0
brl 15572	2	monochlorobenzenes; N-alkylpiperazine; N-arylpiperazine; secondary alcohol	geroprotector; serotonergic antagonist	2007	2009	16.0	medium	0	2	0
mrs 1523	2			2007	2009	16.0	low	0	2	0
or486	1			2007	2007	17.0	low	0	1	0
fg 9041	2	quinoxaline derivative		2007	2009	16.0	low	0	2	0
iik7	1			2007	2007	17.0	low	0	1	0
sb 415286	2	C-nitro compound; maleimides; monochlorobenzenes; phenols; secondary amino compound; substituted aniline	antioxidant; apoptosis inducer; EC 2.7.11.26 (tau-protein kinase) inhibitor; neuroprotective agent	2007	2009	16.0	low	0	2	0
dm 235	2			2007	2009	16.0	low	0	2	0
jhw 015	2	indolecarboxamide		2007	2009	16.0	low	0	2	0
bw 723c86	2	tryptamines		2007	2009	16.0	medium	0	2	0
sc 560	2	aromatic ether; monochlorobenzenes; organofluorine compound; pyrazoles	angiogenesis modulating agent; antineoplastic agent; apoptosis inducer; cyclooxygenase 1 inhibitor; non-steroidal anti-inflammatory drug	2007	2009	16.0	low	0	2	0
sc-19220	1	aromatic ether		2007	2007	17.0	low	0	1	0
le 300	2	indoles		2007	2009	16.0	low	0	2	0
ly 367265	2	dihydropyridine; fluoroindole; tertiary amino compound; thiadiazoloquinoline	antidepressant; geroprotector; serotonergic antagonist; serotonin uptake inhibitor	2007	2009	16.0	low	0	2	0
diclofenac sodium	1	organic sodium salt		2007	2007	17.0	low	0	1	0
cgp 7930	2	alkylbenzene		2007	2009	16.0	low	0	2	0
1,3,5-tris(4-hydroxyphenyl)-4-propyl-1h-pyrazole	2	phenols; pyrazoles	estrogen receptor agonist	2007	2009	16.0	low	0	2	0
sib 1757	2			2007	2009	16.0	low	0	2	0
sphingosine	1	sphing-4-enine	human metabolite; mouse metabolite	2007	2007	17.0	low	0	1	0
apigenin	2	trihydroxyflavone	antineoplastic agent; metabolite	2007	2009	16.0	low	0	2	0
luteolin	1	3'-hydroxyflavonoid; tetrahydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist	2007	2007	17.0	low	0	1	0
daphnetin	2	hydroxycoumarin		2007	2009	16.0	low	0	2	0
genistein	1	7-hydroxyisoflavones	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor	2007	2007	17.0	low	0	1	0
pulmicort	2	11beta-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(1),Delta(4)-steroid; cyclic acetal; glucocorticoid; primary alpha-hydroxy ketone	anti-inflammatory drug; bronchodilator agent; drug allergen	2007	2009	16.0	low	0	2	0
timolol maleate	2	maleate salt	anti-arrhythmia drug; antiglaucoma drug; antihypertensive agent; beta-adrenergic antagonist	2007	2009	16.0	medium	0	2	0
brompheniramine maleate	2	maleate salt	anti-allergic agent	2007	2009	16.0	low	0	2	0
chlorpheniramine maleate	2	organic molecular entity		2007	2009	16.0	low	0	2	0
clemastine fumarate	2	fumarate salt	anti-allergic agent; antipruritic drug; H1-receptor antagonist; muscarinic antagonist	2007	2009	16.0	medium	0	2	0
methylergonovine maleate	2	ergoline alkaloid	geroprotector	2007	2009	16.0	medium	0	2	0
astaxanthine	2	carotenol; carotenone	animal metabolite; anticoagulant; antioxidant; food colouring; plant metabolite	2007	2009	16.0	low	0	2	0
harman	2	harmala alkaloid; indole alkaloid fundamental parent; indole alkaloid	anti-HIV agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; plant metabolite	2007	2009	16.0	low	0	2	0
morin	1	7-hydroxyflavonol; pentahydroxyflavone	angiogenesis modulating agent; anti-inflammatory agent; antibacterial agent; antihypertensive agent; antineoplastic agent; antioxidant; EC 5.99.1.2 (DNA topoisomerase) inhibitor; hepatoprotective agent; metabolite; neuroprotective agent	2007	2007	17.0	low	0	1	0
myricetin	2	7-hydroxyflavonol; hexahydroxyflavone	antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite	2007	2009	16.0	low	0	2	0
daidzein	1	7-hydroxyisoflavones	antineoplastic agent; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; phytoestrogen; plant metabolite	2007	2007	17.0	low	0	1	0
caffeic acid phenethyl ester	2	alkyl caffeate ester	anti-inflammatory agent; antibacterial agent; antineoplastic agent; antioxidant; antiviral agent; immunomodulator; metabolite; neuroprotective agent	2007	2009	16.0	low	0	2	0
rottlerin	2	aromatic ketone; benzenetriol; chromenol; enone; methyl ketone	anti-allergic agent; antihypertensive agent; antineoplastic agent; apoptosis inducer; K-ATP channel agonist; metabolite	2007	2009	16.0	low	0	2	0
flupenthixol	1	flupenthixol	dopaminergic antagonist	2007	2007	17.0	low	0	1	0
n-oleoyldopamine	2	catechols; fatty amide; N-(fatty acyl)-dopamine; secondary carboxamide	TRPV1 agonist	2007	2009	16.0	low	0	2	0
pheniramine maleate	2	organic molecular entity		2007	2009	16.0	medium	0	2	0
tranilast	2	amidobenzoic acid; cinnamamides; dimethoxybenzene; secondary carboxamide	anti-allergic agent; anti-asthmatic drug; antineoplastic agent; aryl hydrocarbon receptor agonist; calcium channel blocker; hepatoprotective agent; nephroprotective agent	2007	2009	16.0	low	0	2	0
trimipramine maleate	2	maleate salt	antidepressant	2007	2009	16.0	low	0	2	0
isotretinoin	2	retinoic acid	antineoplastic agent; keratolytic drug; teratogenic agent	2007	2009	16.0	low	0	2	0
xylometazoline hydrochloride	2			2007	2009	16.0	low	0	2	0
flunarizine hydrochloride	2	diarylmethane		2007	2009	16.0	medium	0	2	0
ketotifen fumarate	2	organoammonium salt	anti-asthmatic drug; H1-receptor antagonist	2007	2009	16.0	low	0	2	0
cis-flupenthixol dihydrochloride	2	hydrochloride	geroprotector	2007	2009	16.0	high	0	2	0
n-arachidonylglycine	2	fatty amide; N-acylglycine		2007	2009	16.0	low	0	2	0
n-oleoylethanolamine	2	endocannabinoid; N-(long-chain-acyl)ethanolamine; N-acylethanolamine 18:1	EC 3.5.1.23 (ceramidase) inhibitor; geroprotector; PPARalpha agonist	2007	2009	16.0	low	0	2	0
cyclosporine	2	homodetic cyclic peptide	anti-asthmatic drug; anticoronaviral agent; antifungal agent; antirheumatic drug; carcinogenic agent; dermatologic drug; EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor; geroprotector; immunosuppressive agent; metabolite	2007	2009	16.0	low	0	2	0
phenoxybenzamine hydrochloride	2	organic molecular entity		2007	2009	16.0	medium	0	2	0
phenylephrine hydrochloride	1	hydrochloride		2007	2007	17.0	low	0	1	0
mepyramine maleate	2			2007	2009	16.0	medium	0	2	0
brefeldin a	2	macrolide antibiotic	Penicillium metabolite	2007	2009	16.0	low	0	2	0
fenretinide	2	monocarboxylic acid amide; retinoid	antineoplastic agent; antioxidant	2007	2009	16.0	low	0	2	0
su 9516	1			2009	2009	15.0	low	0	1	0
4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)benzoic acid	2	benzoic acids; naphthalenes; retinoid	antineoplastic agent; retinoic acid receptor agonist; teratogenic agent	2007	2009	16.0	low	0	2	0
l-2-(carboxypropyl)glycine	1			2007	2007	17.0	low	0	1	0
4-aminocrotonic acid	1			2007	2007	17.0	low	0	1	0
denopamine	1	dimethoxybenzene		2007	2007	17.0	low	0	1	0
l 655,708	2			2007	2009	16.0	low	0	2	0
ml 10302	1			2009	2009	15.0	low	0	1	0
ro 41-1049	1			2007	2007	17.0	low	0	1	0
sb 200646a	2			2007	2009	16.0	high	0	2	0
seglitide	1			2007	2007	17.0	low	0	1	0
sib 1893	1			2007	2007	17.0	low	0	1	0
su 6656	2			2007	2009	16.0	low	0	2	0
ag 538	1			2009	2009	15.0	low	0	1	0
tyrphostin ag 555	2			2007	2009	16.0	low	0	2	0
tyrphostin ag-494	1			2007	2007	17.0	low	0	1	0
tyrphostin b44	2			2007	2009	16.0	medium	0	2	0
ag-490	2	catechols; enamide; monocarboxylic acid amide; nitrile; secondary carboxamide	anti-inflammatory agent; antioxidant; apoptosis inducer; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; geroprotector; STAT3 inhibitor	2007	2009	16.0	low	0	2	0
ag 112	2			2007	2009	16.0	medium	0	2	0
ag 183	2			2007	2009	16.0	low	0	2	0
semaxinib	2	olefinic compound; oxindoles; pyrroles	angiogenesis modulating agent; antineoplastic agent; EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor; vascular endothelial growth factor receptor antagonist	2007	2009	16.0	low	0	2	0
8-(3-chlorostyryl)caffeine	2	monochlorobenzenes; trimethylxanthine	adenosine A2A receptor antagonist; EC 1.4.3.4 (monoamine oxidase) inhibitor	2007	2009	16.0	low	0	2	0
bay 11-7085	2	benzenes; nitrile; sulfone	anti-inflammatory agent; antibacterial agent; antineoplastic agent; apoptosis inducer; autophagy inducer; EC 2.7.11.10 (IkappaB kinase) inhibitor; ferroptosis inducer; NF-kappaB inhibitor	2007	2009	16.0	low	0	2	0
bw b70c	1	aromatic ether; hydroxamic acid; organofluorine compound; ureas	EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor	2009	2009	15.0	low	0	1	0
molsidomine	1	ethyl ester; morpholines; oxadiazole; zwitterion	antioxidant; apoptosis inhibitor; cardioprotective agent; nitric oxide donor; vasodilator agent	2007	2007	17.0	low	0	1	0
diamide	1	1,1'-azobis(N,N-dimethylformamide)		2007	2007	17.0	low	0	1	0
nomifensine maleate	2			2007	2009	16.0	low	0	2	0
nalbuphine hydrochloride	2	hydrochloride		2007	2009	16.0	medium	0	2	0
isoalloxazine	1	benzo[g]pteridine-2,4-dione		2007	2007	17.0	low	0	1	0
vinblastine sulfate	2			2007	2009	16.0	low	0	2	0
n-methylscopolamine bromide	1			2007	2007	17.0	low	0	1	0
dextromethorphan hydrobromide	2	hydrate; hydrobromide		2007	2009	16.0	medium	0	2	0
naloxone hydrochloride	1	hydrochloride	antidote to opioid poisoning; central nervous system depressant; mu-opioid receptor antagonist	2007	2007	17.0	low	0	1	0
s-trans,trans-farnesylthiosalicylic acid	2	sesquiterpenoid		2007	2009	16.0	low	0	2	0
sulindac sulfone	1	monocarboxylic acid; organofluorine compound; sulfone	apoptosis inducer; cyclooxygenase 2 inhibitor; EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor	2007	2007	17.0	low	0	1	0
naltrexone hydrochloride	2	hydrochloride	antidote to opioid poisoning; central nervous system depressant; mu-opioid receptor antagonist	2007	2009	16.0	medium	0	2	0
guanabenz acetate	2	dichlorobenzene	geroprotector	2007	2009	16.0	medium	0	2	0
nylidrin hydrochloride	2	alkylbenzene		2007	2009	16.0	medium	0	2	0
triprolidine hydrochloride anhydrous	2	hydrochloride	H1-receptor antagonist	2007	2009	16.0	medium	0	2	0
famotidine	1	1,3-thiazoles; guanidines; sulfonamide	anti-ulcer drug; H2-receptor antagonist; P450 inhibitor	2007	2007	17.0	low	0	1	0
fenoterol	1	hydrobromide	beta-adrenergic agonist; bronchodilator agent; sympathomimetic agent	2007	2007	17.0	low	0	1	0
tiapridex	1	benzamides		2007	2007	17.0	low	0	1	0
quipazine maleate	2			2007	2009	16.0	medium	0	2	0
n-(2-aminoethyl)-4-chlorobenzamide hydrochloride	1			2007	2007	17.0	low	0	1	0
tulobuterol hydrochloride	2	organic molecular entity		2007	2009	16.0	medium	0	2	0
hp 029	2			2007	2009	16.0	medium	0	2	0
n,n,n-trimethyl-1-(4-stilbenoxy)-2-propylammonium iodide	1			2007	2007	17.0	medium	0	1	0
6-(bromomethylene)tetrahydro-3-(1-naphthaleneyl)-2h-pyran-2-one	2	naphthalenes		2007	2009	16.0	low	0	2	0
nf023	1			2007	2007	17.0	medium	0	1	0
nf 449	2			2007	2009	16.0	high	0	2	0
7-chloro-4-hydroxy-2-phenyl-1,8-naphthyridine	2			2007	2009	16.0	medium	0	2	0
gr 46611	1			2007	2007	17.0	low	0	1	0
diacetylmonoxime	1			2007	2007	17.0	low	0	1	0
homatropine hydrobromide, (endo-(+-)-isomer)	2			2007	2009	16.0	medium	0	2	0
vancomycin hydrochloride	1			2007	2007	17.0	low	0	1	0
moxisylyte hydrochloride	1	monoterpenoid		2007	2007	17.0	low	0	1	0
dizocilpine maleate	2	maleate salt; tetracyclic antidepressant	anaesthetic; anticonvulsant; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist	2007	2009	16.0	low	0	2	0
beta-aminopropionitrile fumarate	1			2007	2007	17.0	low	0	1	0
mg 624	1			2009	2009	15.0	low	0	1	0
flupirtine	2			2007	2009	16.0	medium	0	2	0
zimelidine hydrochloride	2			2007	2009	16.0	high	0	2	0
pregna-4,17-diene-3,16-dione, (17z)-isomer	2			2007	2009	16.0	medium	0	2	0
su 4312	2			2007	2009	16.0	low	0	2	0
gw 1929	2	benzophenones		2007	2009	16.0	low	0	2	0
protriptyline hydrochloride	2	hydrochloride	antidepressant	2007	2009	16.0	medium	0	2	0
n(4)-chloroacetylcytosine arabinoside	1			2007	2007	17.0	low	0	1	0
n-(3-(cyclohexylidene-(1h-imidazol-4-ylmethyl))phenyl)ethanesulfonamide	2			2007	2009	16.0	medium	0	2	0
n-(4-amino-2-chlorophenyl)phthalimide	1			2007	2007	17.0	low	0	1	0
cb 34	1			2007	2007	17.0	low	0	1	0
b 43	2	aromatic amine; aromatic ether; cyclopentanes; primary amino compound; pyrrolopyrimidine	EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; geroprotector	2007	2009	16.0	low	0	2	0
(8R)-7-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,13,14-triol	1	aporphine alkaloid		2007	2007	17.0	low	0	1	0
(8R)-7-propyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,13,14-triol	1	aporphine alkaloid		2007	2007	17.0	low	0	1	0
3-(6-chloro-3-pyridazinyl)-3,8-diazabicyclo(3.2.1)octane	1			2007	2007	17.0	medium	0	1	0
2-(3,3-diphenylpropylamino)acetamide	2	diarylmethane		2007	2009	16.0	medium	0	2	0
4-(2-(phenylsulfonylamino)ethylthio)-2,6-difluorophenoxyacetamide	1			2007	2007	17.0	low	0	1	0
gw2974	1	pyridopyrimidine		2007	2007	17.0	low	0	1	0
l 162313	2			2007	2009	16.0	low	0	2	0
l-165041	1	aromatic ketone		2007	2007	17.0	low	0	1	0
mrs 1754	1	oxopurine		2007	2007	17.0	low	0	1	0
s-nitroso-n-acetylpenicillamine	1	nitroso compound; nitrosothio compound	nitric oxide donor; vasodilator agent	2007	2007	17.0	low	0	1	0
pd 404182	1			2007	2007	17.0	medium	0	1	0
5-(4-phenylbutoxy)psoralen	1	aromatic ether; benzenes; psoralens	geroprotector; immunosuppressive agent; potassium channel blocker	2009	2009	15.0	low	0	1	0
sb 222200	2	quinolines		2007	2009	16.0	low	0	2	0
dantrolene sodium	2			2007	2009	16.0	low	0	2	0
cr 2945	2			2007	2009	16.0	medium	0	2	0
sb 218795	2	quinolines		2007	2009	16.0	low	0	2	0
dihydroceramide	1	N-acylsphinganine		2007	2007	17.0	medium	0	1	0
epinephrine bitartrate	2			2007	2009	16.0	medium	0	2	0
bicuculline methobromide	2			2007	2009	16.0	low	0	2	0
butylscopolammonium bromide	1			2007	2007	17.0	low	0	1	0
butaclamol hydrochloride	2			2007	2009	16.0	medium	0	2	0
a 38503	2			2007	2009	16.0	medium	0	2	0
bisoprolol, fumarate (1:1) salt	1			2009	2009	15.0	medium	0	1	0
8-hydroxy-2-(di-n-propylamino)tetralin hydrobromide	1			2007	2007	17.0	low	0	1	0
sk&f 89976-a	1			2007	2007	17.0	low	0	1	0
cv 1808	2	purine nucleoside		2007	2009	16.0	low	0	2	0
8-(n,n-diethylamino)octyl-3,4,5-trimethoxybenzoate hydrochloride	1			2009	2009	15.0	medium	0	1	0
fluvoxamine maleate	2	(trifluoromethyl)benzenes		2007	2009	16.0	medium	0	2	0
naloxone benzoylhydrazone	2			2007	2009	16.0	medium	0	2	0
2-methyl-6-(phenylethynyl)pyridine hydrochloride	2	hydrochloride	anxiolytic drug; metabotropic glutamate receptor antagonist	2007	2009	16.0	medium	0	2	0
amiprilose	1			2007	2007	17.0	medium	0	1	0
(R)-fluoxetine hydrochloride	2	hydrochloride	antidepressant; serotonin uptake inhibitor	2007	2009	16.0	high	0	2	0
ro 8-4304	1			2009	2009	15.0	low	0	1	0
desmethylselegiline hydrochloride	1			2007	2007	17.0	medium	0	1	0
3-morpholino-sydnonimine monohydrochloride	2			2007	2009	16.0	medium	0	2	0
t 1032	2			2007	2009	16.0	medium	0	2	0
qx-314 bromide	1			2007	2007	17.0	medium	0	1	0
(S)-fluoxetine hydrochloride	2	hydrochloride	antidepressant; serotonin uptake inhibitor	2007	2009	16.0	high	0	2	0
sr 59230a	2			2007	2009	16.0	low	0	2	0
u 74389g	2			2007	2009	16.0	high	0	2	0
1-(2-methoxyphenyl)piperazine hydrochloride	2			2007	2009	16.0	medium	0	2	0
y 27632, dihydrochloride, (4(r)-trans)-isomer	1			2007	2007	17.0	medium	0	1	0
sb 203186	1			2009	2009	15.0	medium	0	1	0
noscapine hydrochloride	2			2007	2009	16.0	high	0	2	0
a 77636	2	hydrochloride	antiparkinson drug; dopamine agonist	2007	2009	16.0	high	0	2	0
cgp 20712a	2			2007	2009	16.0	low	0	2	0
levodopa methyl ester hydrochloride	2			2007	2009	16.0	medium	0	2	0
benalfocin hydrochloride	1			2007	2007	17.0	medium	0	1	0
lu 19005	2			2007	2009	16.0	high	0	2	0
benoxathian hydrochloride	2			2007	2009	16.0	high	0	2	0
((2-n-butyl-6,7-dichloro-2-cyclopentyl-2,3-dihydro-1-oxo-1h-inden-5-yl)oxy)acetic acid, (+)-isomer	2			2007	2009	16.0	medium	0	2	0
n-cyclopropyl adenosine-5'-carboxamide	1			2007	2007	17.0	low	0	1	0
cefotaxime sodium	1	organic sodium salt		2007	2007	17.0	low	0	1	0
calpain inhibitor iii	2			2007	2009	16.0	low	0	2	0
GR 127935 hydrochloride	2	hydrochloride	serotonergic antagonist	2007	2009	16.0	high	0	2	0
mrs 1845	2			2007	2009	16.0	medium	0	2	0
1-aminocyclopropane-1-carboxylic acid hydrochloride	2			2007	2009	16.0	high	0	2	0
alaproclate hydrochloride	2			2007	2009	16.0	high	0	2	0
ubenimex	2	peptide		2007	2009	16.0	medium	0	2	0
3-chloroalanine hydrochloride, (l-ala)-isomer	1			2007	2007	17.0	medium	0	1	0
dsp 4 hydrochloride	2			2007	2009	16.0	high	0	2	0
calcimycin	2	benzoxazole		2007	2009	16.0	low	0	2	0
(2-(2',6'-dimethoxy)phenoxyethylamino)methylbenzodioxan hydrochloride	2	hydrochloride	alpha-adrenergic antagonist	2007	2009	16.0	medium	0	2	0
2-cyclooctyl-2-hydroxyethylamine hydrochloride	2			2007	2009	16.0	high	0	2	0
cirazoline monohydrochloride	2			2007	2009	16.0	high	0	2	0
adtn	2			2007	2009	16.0	high	0	2	0
apocodeine hydrochloride, (r)-isomer	2			2007	2009	16.0	high	0	2	0
2-hydroxyapomorphine, (r)-isomer	1			2009	2009	15.0	medium	0	1	0
Dihydro-beta-erythroidine hydrobromide	1	indoles		2007	2007	17.0	medium	0	1	0
lilly 78335	2			2007	2009	16.0	high	0	2	0
efaroxan hydrochloride	2			2007	2009	16.0	medium	0	2	0
fenoldopam hydrobromide	2			2007	2009	16.0	medium	0	2	0
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride	2	hydrochloride	dopamine uptake inhibitor	2007	2009	16.0	high	0	2	0
guvacine hydrochloride	1			2007	2007	17.0	medium	0	1	0
7-hydroxy-2-n,n-dipropylaminotetralin hydrobromide	2			2007	2009	16.0	medium	0	2	0
8-hydroxy-2-(di-n-propylamino)tetralin hydrobromide, (r)-isomer,	2	organic molecular entity		2007	2009	16.0	medium	0	2	0
1-(2-(4-(4-fluoro-benzoyl)-piperidin-1-yl)-ethyl)-3,3-dimethyl-1,2-dihydro-indol-2-one	2	hydrochloride	receptor modulator; serotonergic antagonist	2007	2009	16.0	medium	0	2	0
4-iodoclonidine	2			2007	2009	16.0	high	0	2	0
4-methylpyrazole monohydrochloride	1			2007	2007	17.0	low	0	1	0
tele-methylhistamine	1			2007	2007	17.0	medium	0	1	0
alpha-methyltyrosine methyl ester, monohydrochloride	2			2007	2009	16.0	high	0	2	0
octoclothepine maleate	2			2007	2009	16.0	medium	0	2	0
2-(n-phenethyl-n-propyl)amino-5-hydroxytetralin hydrochloride	2			2007	2009	16.0	medium	0	2	0
du 24565	2			2007	2009	16.0	high	0	2	0
2-methoxyidazoxan hydrochloride	2			2007	2009	16.0	medium	0	2	0
N-methyl-6-chloro-1-(3-methylphenyl)-2,3,4,5-tetrahydro-3-benzazepine-7,8-diol hydrobromide	1	hydrobromide	dopamine agonist; prodrug	2009	2009	15.0	medium	0	1	0
sk&f 77434	2	hydrobromide	dopamine agonist; prodrug	2007	2009	16.0	medium	0	2	0
3-[(6aR,9R,10aR)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-yl]-1,1-diethylurea	2	organic heterotetracyclic compound; organonitrogen heterocyclic compound		2007	2009	16.0	high	0	2	0
demethylcantharidin	2			2007	2009	16.0	low	0	2	0
atropine sulfate	2			2007	2009	16.0	medium	0	2	0
1-deoxynojirimycin hydrochloride	1			2007	2007	17.0	medium	0	1	0
win 62577	2			2007	2009	16.0	high	0	2	0
quinine sulfate	2	hydrate		2007	2009	16.0	medium	0	2	0
quercetin	2			2007	2009	16.0	medium	0	2	0
rv 538, (r-(r,r))-isomer	2			2007	2009	16.0	high	0	2	0
3,4-dichloro-n-methyl-n-(2-(1-pyrrolidinyl)cyclohexyl)-benzeneacetamide, (1s-cis)-isomer	2			2007	2009	16.0	high	0	2	0
valproate sodium	1	organic sodium salt	geroprotector	2007	2007	17.0	low	0	1	0
u 63557a	1			2007	2007	17.0	low	0	1	0
taurocholic acid, monosodium salt	2	bile salt		2007	2009	16.0	high	0	2	0
cefmetazole sodium	1	organic sodium salt	antimicrobial agent	2007	2007	17.0	low	0	1	0
fusidate sodium	2			2007	2009	16.0	medium	0	2	0
cephapirin sodium	1	cephalosporin; organic sodium salt	antibacterial drug	2007	2007	17.0	low	0	1	0
sodium cephalothin	1	organic sodium salt		2007	2007	17.0	low	0	1	0
cefazolin sodium	2	organic sodium salt		2007	2009	16.0	medium	0	2	0
5-hydroxydecanoic acid, monosodium salt	1			2007	2007	17.0	medium	0	1	0
ro13-9904	1			2007	2007	17.0	low	0	1	0
phenytoin sodium	1			2007	2007	17.0	low	0	1	0
cr 1409	1			2007	2007	17.0	low	0	1	0
cortisol succinate, sodium salt	2	organic molecular entity		2007	2009	16.0	low	0	2	0
piroxicam	2	benzothiazine; monocarboxylic acid amide; pyridines	analgesic; antirheumatic drug; cyclooxygenase 1 inhibitor; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-steroidal anti-inflammatory drug	2007	2009	16.0	low	0	2	0
lfm a13	1	aromatic amide; dibromobenzene; enamide; enol; nitrile; secondary carboxamide	antineoplastic agent; apoptosis inducer; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 2.7.11.21 (polo kinase) inhibitor; geroprotector; platelet aggregation inhibitor	2007	2007	17.0	low	0	1	0
l 701324	1	quinolines		2007	2007	17.0	low	0	1	0
hispidin	2	2-pyranones; catechols	antioxidant; EC 2.7.11.13 (protein kinase C) inhibitor; fungal metabolite	2007	2009	16.0	low	0	2	0
minocycline hydrochloride	2			2007	2009	16.0	medium	0	2	0
demeclocycline hydrochloride	2			2007	2009	16.0	low	0	2	0
acyclovir	1	2-aminopurines; oxopurine	antimetabolite; antiviral drug	2007	2007	17.0	low	0	1	0
sepiapterin	1	sepiapterin		2007	2007	17.0	low	0	1	0
isoxanthopterin	1	dihydroxypteridine		2007	2007	17.0	low	0	1	0
clozapine	2	benzodiazepine; N-arylpiperazine; N-methylpiperazine; organochlorine compound	adrenergic antagonist; dopaminergic antagonist; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; GABA antagonist; histamine antagonist; muscarinic antagonist; second generation antipsychotic; serotonergic antagonist; xenobiotic	2007	2009	16.0	low	0	2	0
ganciclovir	1	2-aminopurines; oxopurine	antiinfective agent; antiviral drug	2007	2007	17.0	low	0	1	0
zaprinast	2	triazolopyrimidines		2007	2009	16.0	low	0	2	0
allopurinol	1	nucleobase analogue; organic heterobicyclic compound	antimetabolite; EC 1.17.3.2 (xanthine oxidase) inhibitor; gout suppressant; radical scavenger	2007	2007	17.0	low	0	1	0
thiolactomycin	1			2007	2007	17.0	low	0	1	0
2,4-diaminohypoxanthine	1	hydroxypyrimidine		2007	2007	17.0	low	0	1	0
quazinone	1			2007	2007	17.0	low	0	1	0
8-bromocyclic gmp, sodium salt	2	organic sodium salt	muscle relaxant; protein kinase G agonist	2007	2009	16.0	high	0	2	0
ag-879	2			2007	2009	16.0	low	0	2	0

Substance	Studies	Classes	Roles	First Year	Last Year	Average Age	Relationship Strength	1990's	2000's	2010's	post-2020
phosphoserine	1	non-proteinogenic alpha-amino acid; O-phosphoamino acid; serine derivative	human metabolite	2006	2006	18.0	low	0	1	0	0
gamma-aminobutyric acid	3	amino acid zwitterion; gamma-amino acid; monocarboxylic acid	human metabolite; neurotransmitter; Saccharomyces cerevisiae metabolite; signalling molecule	1999	2017	14.3	low	1	0	2	0
acetic acid	1	monocarboxylic acid	antimicrobial food preservative; Daphnia magna metabolite; food acidity regulator; protic solvent	2014	2014	10.0	low	0	0	1	0
formaldehyde	2	aldehyde; one-carbon compound	allergen; carcinogenic agent; disinfectant; EC 3.5.1.4 (amidase) inhibitor; environmental contaminant; Escherichia coli metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	2010	2012	13.0	low	0	1	1	0
glycine	3	alpha-amino acid; amino acid zwitterion; proteinogenic amino acid; serine family amino acid	EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor; fundamental metabolite; hepatoprotective agent; micronutrient; neurotransmitter; NMDA receptor agonist; nutraceutical	2008	2019	10.7	low	0	1	2	0
hydrogen	1	elemental hydrogen; elemental molecule; gas molecular entity	antioxidant; electron donor; food packaging gas; fuel; human metabolite	2014	2014	10.0	low	0	0	1	0
nitrous oxide	1	gas molecular entity; nitrogen oxide	analgesic; bacterial metabolite; food packaging gas; food propellant; general anaesthetic; greenhouse gas; inhalation anaesthetic; NMDA receptor antagonist; raising agent; refrigerant; vasodilator agent	2012	2012	12.0	low	0	0	1	0
spermidine	1	polyazaalkane; triamine	autophagy inducer; fundamental metabolite; geroprotector	2001	2001	23.0	low	0	1	0	0
taurine	1	amino sulfonic acid; zwitterion	antioxidant; Escherichia coli metabolite; glycine receptor agonist; human metabolite; mouse metabolite; nutrient; radical scavenger; Saccharomyces cerevisiae metabolite	2015	2015	9.0	low	0	0	1	0
2-amino-5-phosphonovalerate	17	non-proteinogenic alpha-amino acid	NMDA receptor antagonist	2004	2018	14.1	low	0	7	10	0
alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid	2	non-proteinogenic alpha-amino acid		2005	2006	18.5	low	0	2	0	0
3-(2-carboxypiperazin-4-yl)propyl-1-phosphonic acid	4			2000	2013	15.8	low	1	2	1	0
sk&f-38393	1	benzazepine; catechols; secondary amino compound		2008	2008	16.0	low	0	1	0	0
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine	2	methylpyridines; phenylpyridine; tetrahydropyridine	neurotoxin	2012	2015	10.5	low	0	0	2	0
3-nitropropionic acid	1	C-nitro compound	antimycobacterial drug; EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor; mycotoxin; neurotoxin	2011	2011	13.0	low	0	0	1	0
5,7-dichlorokynurenic acid	2	quinolines		2010	2011	13.5	low	0	1	1	0
7-nitroindazole	2			2011	2011	13.0	low	0	0	2	0
amantadine	1	adamantanes; primary aliphatic amine	analgesic; antiparkinson drug; antiviral drug; dopaminergic agent; NMDA receptor antagonist; non-narcotic analgesic	2006	2006	18.0	low	0	1	0	0
baclofen	1	amino acid zwitterion; gamma-amino acid; monocarboxylic acid; monochlorobenzenes; primary amino compound	central nervous system depressant; GABA agonist; muscle relaxant	2017	2017	7.0	low	0	0	1	0
cx546	1			2010	2010	14.0	low	0	1	0	0
cyclothiazide	1	benzothiadiazine	antihypertensive agent; diuretic	2006	2006	18.0	low	0	1	0	0
desipramine	1	dibenzoazepine; secondary amino compound	adrenergic uptake inhibitor; alpha-adrenergic antagonist; antidepressant; cholinergic antagonist; drug allergen; EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; H1-receptor antagonist; serotonin uptake inhibitor	2015	2015	9.0	low	0	0	1	0
fluoxetine	1	(trifluoromethyl)benzenes; aromatic ether; secondary amino compound		2011	2011	13.0	low	0	0	1	0
gabapentin	1	gamma-amino acid	anticonvulsant; calcium channel blocker; environmental contaminant; xenobiotic	1999	1999	25.0	low	1	0	0	0
haloperidol	4	aromatic ketone; hydroxypiperidine; monochlorobenzenes; organofluorine compound; tertiary alcohol	antidyskinesia agent; antiemetic; dopaminergic antagonist; first generation antipsychotic; serotonergic antagonist	2001	2006	21.2	low	0	4	0	0
ifenprodil	25	piperidines		1997	2020	16.6	low	3	13	9	0
isoflurane	1	organofluorine compound	inhalation anaesthetic	2012	2012	12.0	low	0	0	1	0
isoproterenol	1	catechols; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; cardiotonic drug; sympathomimetic agent	2006	2006	18.0	low	0	1	0	0
ketamine	17	cyclohexanones; monochlorobenzenes; secondary amino compound	analgesic; environmental contaminant; intravenous anaesthetic; neurotoxin; NMDA receptor antagonist; xenobiotic	2000	2023	9.5	low	1	2	11	3
kynurenic acid	3	monohydroxyquinoline; quinolinemonocarboxylic acid	G-protein-coupled receptor agonist; human metabolite; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist; Saccharomyces cerevisiae metabolite	2008	2011	14.3	low	0	2	1	0
pyrrolidine-2,4-dicarboxylic acid	1			2004	2004	20.0	low	0	1	0	0
lamotrigine	1	1,2,4-triazines; dichlorobenzene; primary arylamine	anticonvulsant; antidepressant; antimanic drug; calcium channel blocker; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; excitatory amino acid antagonist; geroprotector; non-narcotic analgesic; xenobiotic	1999	1999	25.0	low	1	0	0	0
2-(4-morpholinyl)-8-phenyl-4h-1-benzopyran-4-one	1	chromones; morpholines; organochlorine compound	autophagy inhibitor; EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor; geroprotector	2018	2018	6.0	low	0	0	1	0
mecamylamine	2	primary aliphatic amine		2011	2013	12.0	low	0	0	2	0
memantine	6	adamantanes; primary aliphatic amine	antidepressant; antiparkinson drug; dopaminergic agent; neuroprotective agent; NMDA receptor antagonist	2007	2014	13.3	low	0	2	4	0
muscimol	2	alkaloid; isoxazoles; primary amino compound	fungal metabolite; GABA agonist; oneirogen; psychotropic drug	2017	2017	7.0	low	0	0	2	0
npc 15437	1			2018	2018	6.0	low	0	0	1	0
oxidopamine	4	benzenetriol; catecholamine; primary amino compound	drug metabolite; human metabolite; neurotoxin	2004	2013	14.8	low	0	2	2	0
ag 1879	1	aromatic amine; monochlorobenzenes; pyrazolopyrimidine	beta-adrenergic antagonist; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; geroprotector	2018	2018	6.0	low	0	0	1	0
propidium	1	phenanthridines; quaternary ammonium ion	fluorochrome; intercalator	2006	2006	18.0	low	0	1	0	0
rofecoxib	1	butenolide; sulfone	analgesic; cyclooxygenase 2 inhibitor; non-steroidal anti-inflammatory drug	2006	2006	18.0	low	0	1	0	0
trifluoperazine	1	N-alkylpiperazine; N-methylpiperazine; organofluorine compound; phenothiazines	antiemetic; calmodulin antagonist; dopaminergic antagonist; EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor; EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor; phenothiazine antipsychotic drug	2012	2012	12.0	low	0	0	1	0
corticosterone	3	11beta-hydroxy steroid; 20-oxo steroid; 21-hydroxy steroid; 3-oxo-Delta(4) steroid; C21-steroid; glucocorticoid; primary alpha-hydroxy ketone	human metabolite; mouse metabolite	2011	2021	8.7	low	0	0	2	1
reserpine	2	alkaloid ester; methyl ester; yohimban alkaloid	adrenergic uptake inhibitor; antihypertensive agent; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor; environmental contaminant; first generation antipsychotic; plant metabolite; xenobiotic	2014	2016	9.0	low	0	0	2	0
pilocarpine	2	pilocarpine	antiglaucoma drug	2006	2016	13.0	low	0	1	1	0
serine	3	L-alpha-amino acid; proteinogenic amino acid; serine family amino acid; serine zwitterion; serine	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite	2008	2021	8.0	low	0	1	1	1
aspartic acid	4	aspartate family amino acid; aspartic acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; mouse metabolite; neurotransmitter	2004	2017	14.5	low	0	3	1	0
glutamine	1	amino acid zwitterion; glutamine family amino acid; glutamine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	EC 1.14.13.39 (nitric oxide synthase) inhibitor; Escherichia coli metabolite; human metabolite; metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	2017	2017	7.0	low	0	0	1	0
sucrose	2	glycosyl glycoside	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; sweetening agent	2010	2011	13.5	low	0	1	1	0
apomorphine	1	aporphine alkaloid	alpha-adrenergic drug; antidyskinesia agent; antiparkinson drug; dopamine agonist; emetic; serotonergic drug	2004	2004	20.0	low	0	1	0	0
tetrabenazine	1	benzoquinolizine; cyclic ketone; tertiary amino compound		2015	2015	9.0	low	0	0	1	0
carbostyril	5	monohydroxyquinoline; quinolone	bacterial xenobiotic metabolite	2000	2021	14.0	low	1	1	2	1
levodopa	4	amino acid zwitterion; dopa; L-tyrosine derivative; non-proteinogenic L-alpha-amino acid	allelochemical; antidyskinesia agent; antiparkinson drug; dopaminergic agent; hapten; human metabolite; mouse metabolite; neurotoxin; plant growth retardant; plant metabolite; prodrug	2004	2013	13.5	low	0	1	3	0
tyrosine	3	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; proteinogenic amino acid; tyrosine	EC 1.3.1.43 (arogenate dehydrogenase) inhibitor; fundamental metabolite; micronutrient; nutraceutical	2011	2014	11.3	low	0	0	3	0
egtazic acid	2	diether; tertiary amino compound; tetracarboxylic acid	chelator	2005	2006	18.5	low	0	2	0	0
cycloserine	2	4-amino-1,2-oxazolidin-3-one; organonitrogen heterocyclic antibiotic; organooxygen heterocyclic antibiotic; zwitterion	antiinfective agent; antimetabolite; antitubercular agent; metabolite; NMDA receptor agonist	2015	2019	7.0	low	0	0	2	0
valine	2	L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid; valine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	2006	2015	13.5	low	0	1	1	0
phencyclidine	3	benzenes; piperidines	anaesthetic; neurotoxin; NMDA receptor antagonist; psychotropic drug	2000	2011	19.3	low	1	1	1	0
quinoxalines	30	mancude organic heterobicyclic parent; naphthyridine; ortho-fused heteroarene		2003	2021	12.7	low	0	12	17	1
xanthenes	1	xanthene		2013	2013	11.0	low	0	0	1	0
quinuclidines	1	quinuclidines; saturated organic heterobicyclic parent		2013	2013	11.0	low	0	0	1	0
morpholine	1	morpholines; saturated organic heteromonocyclic parent	NMR chemical shift reference compound	2006	2006	18.0	low	0	1	0	0
quinazolines	1	azaarene; mancude organic heterobicyclic parent; ortho-fused heteroarene; quinazolines		2013	2013	11.0	low	0	0	1	0
indazoles	2	indazole		2011	2011	13.0	low	0	0	2	0
cyclopentane	2	cycloalkane; cyclopentanes; volatile organic compound	non-polar solvent	2011	2014	11.5	low	0	0	2	0
oxazoles	1	1,3-oxazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene		2006	2006	18.0	low	0	1	0	0
thiazoles	1	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene		2012	2012	12.0	low	0	0	1	0
bicuculline	2	benzylisoquinoline alkaloid; isoquinoline alkaloid; isoquinolines	agrochemical; central nervous system stimulant; GABA-gated chloride channel antagonist; GABAA receptor antagonist; neurotoxin	2003	2012	16.5	low	0	1	1	0
methamphetamine	2	amphetamines; secondary amine	central nervous system stimulant; environmental contaminant; neurotoxin; psychotropic drug; xenobiotic	2015	2020	6.5	low	0	0	2	0
dronabinol	1	benzochromene; diterpenoid; phytocannabinoid; polyketide	cannabinoid receptor agonist; epitope; hallucinogen; metabolite; non-narcotic analgesic	2018	2018	6.0	low	0	0	1	0
n-methylaspartate	14	amino dicarboxylic acid; D-alpha-amino acid; D-aspartic acid derivative; secondary amino compound	neurotransmitter agent	2004	2018	14.9	low	0	9	5	0
phenyl acetate	1	benzenes; phenyl acetates		1999	1999	25.0	low	1	0	0	0
glutamic acid	15	glutamic acid; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	Escherichia coli metabolite; ferroptosis inducer; micronutrient; mouse metabolite; neurotransmitter; nutraceutical	2001	2022	13.4	low	0	7	7	1
ng-nitroarginine methyl ester	1	alpha-amino acid ester; L-arginine derivative; methyl ester; N-nitro compound	EC 1.14.13.39 (nitric oxide synthase) inhibitor	2011	2011	13.0	low	0	0	1	0
raloxifene hydrochloride	1	hydrochloride	bone density conservation agent; estrogen antagonist; estrogen receptor modulator	2001	2001	23.0	low	0	1	0	0
mifepristone	1	3-oxo-Delta(4) steroid; acetylenic compound; tertiary amino compound	abortifacient; contraceptive drug; hormone antagonist; synthetic oral contraceptive	2006	2006	18.0	low	0	1	0	0
sertindole	1	heteroarylpiperidine; imidazolidinone; organochlorine compound; organofluorine compound; phenylindole	alpha-adrenergic antagonist; H1-receptor antagonist; second generation antipsychotic; serotonergic antagonist	2011	2011	13.0	low	0	0	1	0
eliprodil	1	monochlorobenzenes; monofluorobenzenes; piperidines; secondary alcohol; tertiary amino compound		2001	2001	23.0	low	0	1	0	0
remifentanil	1	alpha-amino acid ester; anilide; monocarboxylic acid amide; piperidinecarboxylate ester	intravenous anaesthetic; mu-opioid receptor agonist; opioid analgesic; sedative	2014	2014	10.0	low	0	0	1	0
5-dimethylaminonaphthalene-1-sulfonamide	1			2016	2016	8.0	low	0	0	1	0
gentiopicroside	1	glycoside		2014	2014	10.0	low	0	0	1	0
nicotine	2	3-(1-methylpyrrolidin-2-yl)pyridine	anxiolytic drug; biomarker; immunomodulator; mitogen; neurotoxin; nicotinic acetylcholine receptor agonist; peripheral nervous system drug; phytogenic insecticide; plant metabolite; psychotropic drug; teratogenic agent; xenobiotic	2004	2011	16.5	low	0	1	1	0
1,2-bis(2-aminophenoxy)ethane-n,n,n',n'-tetraacetic acid	2	polyamino carboxylic acid; tetracarboxylic acid	chelator	2005	2006	18.5	low	0	2	0	0
sr141716	1	amidopiperidine; carbohydrazide; dichlorobenzene; monochlorobenzenes; pyrazoles	anti-obesity agent; appetite depressant; CB1 receptor antagonist	2018	2018	6.0	low	0	0	1	0
prolinedithiocarbamate	1			2018	2018	6.0	low	0	0	1	0
methyllycaconitine	1			2013	2013	11.0	low	0	0	1	0
n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride	1			2015	2015	9.0	low	0	0	1	0
l 687414	2			1999	2000	24.5	medium	2	0	0	0
pre 084	1	morpholines		2015	2015	9.0	low	0	0	1	0
ly 274614	1			2004	2004	20.0	low	0	1	0	0
proline	1	amino acid zwitterion; glutamine family amino acid; L-alpha-amino acid; proline; proteinogenic amino acid	algal metabolite; compatible osmolytes; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite	2018	2018	6.0	low	0	0	1	0
4-(2'-pyridyldithio)benzyldiazoacetate	2			2011	2020	8.5	medium	0	0	2	0
organophosphonates	1	divalent inorganic anion; phosphite ion		2012	2012	12.0	low	0	0	1	0
esketamine	1	ketamine	analgesic; intravenous anaesthetic; NMDA receptor antagonist	2023	2023	1.0	low	0	0	0	1
cp 101,606	7			1999	2021	14.7	low	1	4	1	1
anisomycin	2	monohydroxypyrrolidine; organonitrogen heterocyclic antibiotic	anticoronaviral agent; antimicrobial agent; antineoplastic agent; antiparasitic agent; bacterial metabolite; DNA synthesis inhibitor; protein synthesis inhibitor	2012	2018	9.0	low	0	0	2	0
4-aminopiperidine	1			2012	2012	12.0	low	0	0	1	0
lithium chloride	1	inorganic chloride; lithium salt	antimanic drug; geroprotector	2013	2013	11.0	low	0	0	1	0
cocaine	2	benzoate ester; methyl ester; tertiary amino compound; tropane alkaloid	adrenergic uptake inhibitor; central nervous system stimulant; dopamine uptake inhibitor; environmental contaminant; local anaesthetic; mouse metabolite; plant metabolite; serotonin uptake inhibitor; sodium channel blocker; sympathomimetic agent; vasoconstrictor agent; xenobiotic	2011	2011	13.0	low	0	0	2	0
hc 030031	1			2014	2014	10.0	low	0	0	1	0
tamoxifen	1	stilbenoid; tertiary amino compound	angiogenesis inhibitor; antineoplastic agent; bone density conservation agent; EC 1.2.3.1 (aldehyde oxidase) inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; estrogen antagonist; estrogen receptor antagonist; estrogen receptor modulator	2001	2001	23.0	low	0	1	0	0
u 0126	1	aryl sulfide; dinitrile; enamine; substituted aniline	antineoplastic agent; antioxidant; apoptosis inducer; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; osteogenesis regulator; vasoconstrictor agent	2017	2017	7.0	low	0	0	1	0
6-methyl-2-(phenylethynyl)pyridine	2	acetylenic compound; methylpyridines	anxiolytic drug; metabotropic glutamate receptor antagonist	2011	2013	12.0	low	0	0	2	0
raclopride	1	salicylamides		2003	2003	21.0	low	0	1	0	0
7-chloro-thiokynurenate	1			2008	2008	16.0	medium	0	1	0	0
u-50488	1	dichlorobenzene; monocarboxylic acid amide; N-alkylpyrrolidine	analgesic; antitussive; calcium channel blocker; diuretic; kappa-opioid receptor agonist	2016	2016	8.0	low	0	0	1	0
ginsenosides	1			2013	2013	11.0	low	0	0	1	0
2,3-dioxo-6-nitro-7-sulfamoylbenzo(f)quinoxaline	3	naphthalenes; sulfonic acid derivative		2004	2013	14.3	low	0	1	2	0
6-cyano-7-nitroquinoxaline-2,3-dione	1	quinoxaline derivative		2006	2006	18.0	low	0	1	0	0
fg 9041	2	quinoxaline derivative		2003	2005	20.0	low	0	2	0	0
4-(5-(4-bromophenyl)-3-(6-methyl-2-oxo-4-phenyl-1,2-dihydroquinolin-3-yl)-4,5-dihydro-1h-pyrazol-1-yl)-4-oxobutanoic acid	1			2014	2014	10.0	medium	0	0	1	0
tcn 201	4			2014	2020	7.0	medium	0	0	4	0
quercetin	1	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger	2009	2009	15.0	low	0	1	0	0
genistein	2	7-hydroxyisoflavones	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor	2014	2014	10.0	low	0	0	2	0
hyperoside	1	beta-D-galactoside; monosaccharide derivative; quercetin O-glycoside; tetrahydroxyflavone	hepatoprotective agent; plant metabolite	2009	2009	15.0	low	0	1	0	0
sirolimus	4	antibiotic antifungal drug; cyclic acetal; cyclic ketone; ether; macrolide lactam; organic heterotricyclic compound; secondary alcohol	antibacterial drug; anticoronaviral agent; antineoplastic agent; bacterial metabolite; geroprotector; immunosuppressive agent; mTOR inhibitor	2010	2018	10.8	low	0	1	3	0
morphine	3	morphinane alkaloid; organic heteropentacyclic compound; tertiary amino compound	anaesthetic; drug allergen; environmental contaminant; geroprotector; mu-opioid receptor agonist; opioid analgesic; plant metabolite; vasodilator agent; xenobiotic	2004	2017	11.7	low	0	1	2	0
calyculin a	1			2006	2006	18.0	low	0	1	0	0
kn 93	1	monochlorobenzenes; monomethoxybenzene; primary alcohol; sulfonamide; tertiary amino compound	EC 2.7.11.17 (Ca(2+)/calmodulin-dependent protein kinase) inhibitor; geroprotector	2012	2012	12.0	low	0	0	1	0
dextromethorphan	1	6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene	antitussive; environmental contaminant; neurotoxin; NMDA receptor antagonist; oneirogen; prodrug; xenobiotic	2004	2004	20.0	low	0	1	0	0
dextrorphan	1	morphinane alkaloid		2006	2006	18.0	low	0	1	0	0
cgp 37849	1			2005	2005	19.0	low	0	1	0	0
tetrodotoxin	1	azatetracycloalkane; oxatetracycloalkane; quinazoline alkaloid	animal metabolite; bacterial metabolite; marine metabolite; neurotoxin; voltage-gated sodium channel blocker	2015	2015	9.0	low	0	0	1	0
cgp 39551	2			2004	2011	16.5	low	0	1	1	0
dizocilpine maleate	31	maleate salt; tetracyclic antidepressant	anaesthetic; anticonvulsant; neuroprotective agent; nicotinic antagonist; NMDA receptor antagonist	1997	2020	14.9	low	3	11	17	0
3-(2-carboxypiperazine-4-yl)-1-propenyl-1-phosphonic acid	2			2001	2011	18.0	low	0	1	1	0
cgp 39653	1			2013	2013	11.0	low	0	0	1	0
eaa-090	1	dialkylarylamine; tertiary amino compound		2012	2012	12.0	low	0	0	1	0
pd 174494	1	piperidines		2012	2012	12.0	low	0	0	1	0
fpl 15896ar	1			2015	2015	9.0	low	0	0	1	0
3-((2-methyl-1,3-thiazol-4-yl)ethynyl)piperidine	1			2012	2012	12.0	low	0	0	1	0
flag peptide	1	peptide		1999	1999	25.0	low	1	0	0	0
ro 48-8587	1			2013	2013	11.0	medium	0	0	1	0
ly 341495	1			2013	2013	11.0	low	0	0	1	0
calpain inhibitor iii	1			2006	2006	18.0	low	0	1	0	0
scopolamine hydrobromide	1			2017	2017	7.0	low	0	0	1	0
24-hydroxycholesterol	1	24-hydroxy steroid; 3beta-hydroxy-Delta(5)-steroid; oxysterol		2019	2019	5.0	low	0	0	1	0
nad	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite	2013	2013	11.0	low	0	0	1	0
5-(alpha-methyl-4-bromobenzylamino)phosphonomethyl-1,4-dihydroquinoxaline-2,3-dione	26			2004	2021	12.3	high	0	10	15	1
alx 1393	1			2019	2019	5.0	low	0	0	1	0
dynorphins	1			2014	2014	10.0	low	0	0	1	0
neuropeptide y	1			2014	2014	10.0	low	0	0	1	0
endothelin-1	1			2020	2020	4.0	low	0	0	1	0
calpain	1			2006	2006	18.0	low	0	1	0	0
sapogenins	1			2013	2013	11.0	low	0	0	1	0
picrotoxin	1			2004	2004	20.0	low	0	1	0	0
piperidines	193			1997	2022	12.4	low	6	63	118	6
l 701324	4	quinolines		2000	2021	15.0	low	1	1	1	1
aconitine	1			2013	2013	11.0	low	0	0	1	0
cyclosporine	1			2006	2006	18.0	low	0	1	0	0
leptin	1			2014	2014	10.0	low	0	0	1	0

Condition	Studies	First Year	Last Year	Average Age	Relationship Strength	1990's	2000's	2010's	post-2020
47,XX,+21	1	2013	2013	11.0	low	0	0	1	0
Abdominal Migraine	1	2007	2007	17.0	low	0	1	0	0
Absence Seizure	6	2003	2015	16.2	low	0	5	1	0
Absence Status	2	2006	2016	13.0	low	0	1	1	0
Ache	5	2004	2014	15.6	low	0	3	2	0
Acute Brain Injuries	3	2009	2017	11.3	low	0	1	2	0
Acute Confusional Senile Dementia	2	2013	2015	10.0	low	0	0	2	0
Acute Post-operative Pain	1	2014	2014	10.0	low	0	0	1	0
Acute Post-Traumatic Stress Disorder	1	2011	2011	13.0	low	0	0	1	0
Age-Related Memory Disorders	4	2009	2015	12.8	low	0	2	2	0
Aggression	1	2012	2012	12.0	low	0	0	1	0
Aging	5	2009	2017	11.2	low	0	1	4	0
Akinetic-Rigid Variant of Huntington Disease	4	2006	2013	14.0	low	0	2	2	0
Alcohol Abuse	3	2018	2022	4.3	low	0	0	2	1
Alcohol Drinking	2	2010	2018	10.0	low	0	1	1	0
Alcohol Related Neurodevelopmental Disorder	1	2021	2021	3.0	low	0	0	0	1
Alcoholism	3	2018	2022	4.3	low	0	0	2	1
Alexia	1	2014	2014	10.0	low	0	0	1	0
Allodynia	16	1999	2021	10.8	low	1	2	12	1
ALS - Amyotrophic Lateral Sclerosis	1	2013	2013	11.0	low	0	0	1	0
Alzheimer Disease	2	2013	2015	10.0	low	0	0	2	0
Amphetamine Abuse	2	2015	2020	6.5	low	0	0	2	0
Amphetamine-Related Disorders	2	2015	2020	6.5	low	0	0	2	0
Amyotrophic Lateral Sclerosis	1	2013	2013	11.0	low	0	0	1	0
Anemia, Fanconi	1	2016	2016	8.0	low	0	0	1	0
Anorexia	1	2013	2013	11.0	low	0	0	1	0
Anoxia-Ischemia, Brain	1	2015	2015	9.0	low	0	0	1	0
Antisocial Behavior	1	2012	2012	12.0	low	0	0	1	0
Anxiety	1	2022	2022	2.0	low	0	0	0	1
Arthritis	1	2006	2006	18.0	low	0	1	0	0
Asymmetric Diabetic Proximal Motor Neuropathy	1	2016	2016	8.0	low	0	0	1	0
Ataxia	1	2011	2011	13.0	low	0	0	1	0
Atherosclerotic Parkinsonism	1	2015	2015	9.0	low	0	0	1	0
Aura	2	2013	2018	8.5	low	0	0	2	0
Autosomal Dominant Juvenile Parkinson Disease	3	2004	2013	14.3	low	0	1	2	0
Blepharoptosis	1	2015	2015	9.0	low	0	0	1	0
Body Rocking	1	2011	2011	13.0	low	0	0	1	0
Body Weight	2	2013	2016	9.5	low	0	0	2	0
Brain Injuries	3	2009	2017	11.3	low	0	1	2	0
Brain Ischemia	4	2006	2020	9.5	low	0	1	3	0
Central Nervous System Disease	1	2004	2004	20.0	low	0	1	0	0
Central Nervous System Diseases	1	2004	2004	20.0	low	0	1	0	0
Cerebral Ischemia	4	2006	2020	9.5	low	0	1	3	0
Chorea	1	2003	2003	21.0	low	0	1	0	0
Chorea Disorders	1	2003	2003	21.0	low	0	1	0	0
Chronic Disease	3	2006	2009	17.0	low	0	3	0	0
Chronic Illness	3	2006	2009	17.0	low	0	3	0	0
Chronic Pain	2	2014	2014	10.0	low	0	0	2	0
Cocaine Abuse	1	2016	2016	8.0	low	0	0	1	0
Cocaine-Related Disorders	1	2016	2016	8.0	low	0	0	1	0
Cognition Disorders	1	2013	2013	11.0	low	0	0	1	0
Colitis	1	2015	2015	9.0	low	0	0	1	0
Colitis, Mucous	3	2014	2021	7.7	low	0	0	2	1
Congenital Zika Syndrome	1	2020	2020	4.0	low	0	0	1	0
Contact Dermatitis	1	2019	2019	5.0	low	0	0	1	0
Convulsive Generalized Seizure Disorder	1	2006	2006	18.0	low	0	1	0	0
Craniofacial Pain	2	2010	2011	13.5	low	0	1	1	0
Degenerative Diseases, Central Nervous System	1	2013	2013	11.0	low	0	0	1	0
Deglutition Disorders	1	2013	2013	11.0	low	0	0	1	0
Delayed Effects, Prenatal Exposure	1	2021	2021	3.0	low	0	0	0	1
Dementia Praecox	1	2014	2014	10.0	low	0	0	1	0
Depression	4	2010	2018	9.2	low	0	1	3	0
Depression, Endogenous	2	2015	2017	8.0	low	0	0	2	0
Depression, Involutional	3	2018	2020	5.0	low	0	0	3	0
Depressive Disorder	2	2015	2017	8.0	low	0	0	2	0
Depressive Disorder, Major	3	2018	2020	5.0	low	0	0	3	0
Depressive Disorder, Treatment-Resistant	2	2014	2016	9.0	low	0	0	2	0
Dermatitis, Contact	1	2019	2019	5.0	low	0	0	1	0
Diabetic Neuropathies	1	2016	2016	8.0	low	0	0	1	0
Disease Exacerbation	1	2003	2003	21.0	low	0	1	0	0
Disease Models, Animal	39	2003	2021	10.9	medium	0	12	26	1
Down Syndrome	1	2013	2013	11.0	low	0	0	1	0
Drug Withdrawal Symptoms	3	2006	2022	9.3	low	0	1	1	1
Dyskinesia, Drug-Induced	4	2006	2013	13.0	low	0	1	3	0
Dyskinesia, Medication-Induced	4	2006	2013	13.0	low	0	1	3	0
Dysphagia	1	2013	2013	11.0	low	0	0	1	0
Endometrial Diseases	1	2014	2014	10.0	low	0	0	1	0
Epilepsy	2	2013	2018	8.5	low	0	0	2	0
Experimental Pneumococcal Meningitis	1	2003	2003	21.0	low	0	1	0	0
Facial Pain	2	2010	2011	13.5	low	0	1	1	0
Fanconi Anemia	1	2016	2016	8.0	low	0	0	1	0
Fever	1	2011	2011	13.0	low	0	0	1	0
Glaucoma	1	2018	2018	6.0	low	0	0	1	0
Hemorrhage, Subarachnoid	1	2013	2013	11.0	low	0	0	1	0
Huntington Disease	4	2006	2013	14.0	low	0	2	2	0
Hypoxia-Ischemia, Brain	1	2015	2015	9.0	low	0	0	1	0
Idiopathic Parkinson Disease	3	2008	2016	11.7	low	0	1	2	0
Inflammation	2	2009	2012	13.5	low	0	1	1	0
Injuries, Spinal Cord	2	2010	2012	13.0	low	0	1	1	0
Injury, Ischemia-Reperfusion	1	2017	2017	7.0	low	0	0	1	0
Innate Inflammatory Response	2	2009	2012	13.5	low	0	1	1	0
Irritable Bowel Syndrome	3	2014	2021	7.7	low	0	0	2	1
Itching	2	2010	2019	9.5	low	0	1	1	0
Memory Disorders	4	2009	2015	12.8	low	0	2	2	0
Meningitis, Pneumococcal	1	2003	2003	21.0	low	0	1	0	0
Migraine Disorders	1	2007	2007	17.0	low	0	1	0	0
Nerve Degeneration	1	2013	2013	11.0	low	0	0	1	0
Nerve Pain	7	2009	2019	10.1	low	0	2	5	0
Nerve Root Avulsion	1	2011	2011	13.0	low	0	0	1	0
Neuralgia	7	2009	2019	10.1	low	0	2	5	0
Neurodegenerative Diseases	1	2013	2013	11.0	low	0	0	1	0
Pain	5	2004	2014	15.6	low	0	3	2	0
Pain, Chronic	2	2014	2014	10.0	low	0	0	2	0
Pain, Intractable	1	2009	2009	15.0	low	0	1	0	0
Pain, Postoperative	1	2014	2014	10.0	low	0	0	1	0
Parkinson Disease	3	2008	2016	11.7	low	0	1	2	0
Parkinson Disease, Secondary	1	2015	2015	9.0	low	0	0	1	0
Parkinsonian Disorders	3	2004	2013	14.3	low	0	1	2	0
Polyarthritis	1	2006	2006	18.0	low	0	1	0	0
Prediabetes	1	2016	2016	8.0	low	0	0	1	0
Prediabetic State	1	2016	2016	8.0	low	0	0	1	0
Pregnancy	1	2021	2021	3.0	low	0	0	0	1
Protein Folding Diseases	1	2013	2013	11.0	low	0	0	1	0
Pruritus	2	2010	2019	9.5	low	0	1	1	0
Ptosis, Eyelid	1	2015	2015	9.0	low	0	0	1	0
Pyrexia	1	2011	2011	13.0	low	0	0	1	0
Radiculopathy	1	2011	2011	13.0	low	0	0	1	0
Recrudescence	1	2010	2010	14.0	low	0	1	0	0
Refractory Depression	2	2014	2016	9.0	low	0	0	2	0
Reperfusion Injury	1	2017	2017	7.0	low	0	0	1	0
Schizophrenia	1	2014	2014	10.0	low	0	0	1	0
Seizures	6	2003	2015	16.2	low	0	5	1	0
Spinal Cord Injuries	2	2010	2012	13.0	low	0	1	1	0
Status Epilepticus	2	2006	2016	13.0	low	0	1	1	0
Stress Disorders, Post-Traumatic	1	2011	2011	13.0	low	0	0	1	0
Subarachnoid Hemorrhage	1	2013	2013	11.0	low	0	0	1	0
Substance Withdrawal Syndrome	3	2006	2022	9.3	low	0	1	1	1
Uterine Diseases	1	2014	2014	10.0	low	0	0	1	0
Visceral Pain	4	2014	2021	8.0	low	0	0	3	1
Zika Virus Infection	1	2020	2020	4.0	low	0	0	1	0
Benign Neoplasms	1	2007	2007	17.0	low	0	1	0	0
Inflammation	1	2010	2010	14.0	low	0	1	0	0
Innate Inflammatory Response	1	2010	2010	14.0	low	0	1	0	0
Malaria, Falciparum	1	2014	2014	10.0	low	0	0	1	0
Neoplasms	1	2007	2007	17.0	low	0	1	0	0
Plasmodium falciparum Malaria	1	2014	2014	10.0	low	0	0	1	0
Sensitivity and Specificity	1	2007	2007	17.0	low	0	1	0	0

Safety/Toxicity (4)

Article	Year
Prevention of glutamate excitotoxicity in lateral habenula alleviates ethanol withdrawal-induced somatic and behavioral effects in ethanol dependent mice. Behavioural brain research, , 01-07, Volume: 416	2022
Pharmacological blockade of GluN2B-containing NMDA receptors induces antidepressant-like effects lacking psychotomimetic action and neurotoxicity in the perinatal and adult rodent brain. Progress in neuro-psychopharmacology & biological psychiatry, , Aug-01, Volume: 45	2013
Therapeutic significance of NR2B-containing NMDA receptors and mGluR5 metabotropic glutamate receptors in mediating the synaptotoxic effects of β-amyloid oligomers on long-term potentiation (LTP) in murine hippocampal slices. Neuropharmacology, , Volume: 60, Issue:6	2011
Developmental changes in NMDA neurotoxicity reflect developmental changes in subunit composition of NMDA receptors. The Journal of neuroscience : the official journal of the Society for Neuroscience, , Mar-15, Volume: 26, Issue:11	2006

Long-term Use (2)

Article	Year
Rapid and sustained antidepressant properties of an NMDA antagonist/monoamine reuptake inhibitor identified via transporter-based virtual screening. Pharmacology, biochemistry, and behavior, , Volume: 150-151
Glutamate N-methyl-D-aspartate receptor antagonists rapidly reverse behavioral and synaptic deficits caused by chronic stress exposure. Biological psychiatry, , Apr-15, Volume: 69, Issue:8	2011

Dosage (4)

Article	Year
Effect of NMDAR antagonists in the tetrabenazine test for antidepressants: comparison with the tail suspension test. Acta neuropsychiatrica, , Volume: 27, Issue:4	2015
Hydrogen-rich saline prevents remifentanil-induced hyperalgesia and inhibits MnSOD nitration via regulation of NR2B-containing NMDA receptor in rats. Neuroscience, , Nov-07, Volume: 280	2014
GluN2B antagonism affects interneurons and leads to immediate and persistent changes in synaptic plasticity, oscillations, and behavior. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, , Volume: 38, Issue:7	2013
Blockade of NMDA receptor subtype NR2B prevents seizures but not apoptosis of dentate gyrus neurons in bacterial meningitis in infant rats. BMC neuroscience, , Sep-16, Volume: 4	2003

ro 25-6981

Description

Cross-References

Synonyms (68)

Roles (4)

Drug Classes (5)

Protein Targets (34)

Potency Measurements

Inhibition Measurements

Bioassays (68)

Research

Studies (227)

Study Types

Related Drugs (2,574)

Drugs in this Class (1,339)

Drugs with this Function (299)

Drugs in Same Class and Function (36)

Drugs Involved in Assays Together (984)

Drugs Researched Together (151)

Related Conditions (135)

Safety/Toxicity (4)

Long-term Use (2)

Dosage (4)