Compounds > triprolidine
Page last updated: 2024-08-01 12:01:19

triprolidine

Description

Triprolidine: Histamine H1 antagonist used in allergic rhinitis; ASTHMA; and URTICARIA. It is a component of COUGH and COLD medicines. It may cause drowsiness. [MeSH]

triprolidine : An N-alkylpyrrolidine that is acrivastine in which the pyridine ring is lacking the propenoic acid substituent. It is a sedating antihistamine that is used (generally as the monohydrochloride monohydrate) for the relief of the symptoms of uticaria, rhinitis, and various pruritic skin disorders. [CHeBI]

Cross-References

ID SourceID
PubMed CID5282443
CHEMBL ID855
SCHEMBL ID4905
CHEBI ID84116
MeSH IDM0022015

Synonyms (100)

Synonym
BIDD:GT0569
AB00053563-13
BRD-K11742128-003-05-1
gtpl1228
triprolidine
486-12-4
BSPBIO_000104
SPECTRUM5_001467
PRESTWICK3_000262
PRESTWICK2_000262
BSPBIO_002255
BPBIO1_000116
LOPAC0_001130
IDI1_000297
BIM-0025383.P001
histafed
triphed
(e)-2-(1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl)pyridine
hsdb 6316
actahist
ccris 7212
nci-c61450
triprolidin
trans-2-(3-(1-pyrrolidinyl)-1-p-tolylpropenyl)pyridine
trilitron
triprolidine [inn:ban]
myidyl
myfed
pyridine, 2-(3-(1-pyrrolidinyl)-1-p-tolylpropenyl)-, (e)-
triprolidinum [inn-latin]
tripolidina [inn-spanish]
corphed
actidil
einecs 207-627-0
DB00427
trans-1-(4-methylphenyl)-1-(2-pyridyl)-3-pyrrolidinoprop-1-ene
trans-1-(2-pyridyl)-3-pyrrolidino-1-p-tolylprop-1-ene
(e)-2-[3-(1-pyrrolidinyl)-1-p-toluenepropenyl]pyridine
NCGC00024714-03
actifed
NCGC00024714-04
allerfed
NCGC00024714-02
NCGC00024714-05
HMS2089M21
NCGC00024714-06
CHEMBL855 ,
chebi:84116 ,
L000901
triprolidine (inn)
D08648
2-(3-pyrrolidin-1-yl-1-p-tolyl-propenyl)-pyridine
bdbm50292411
1-((e)-3-pyridin-2-yl-3-p-tolyl-allyl)-pyrrolidinium
2-(3-(pyrrolidin-1-yl)-1-p-tolylprop-1-enyl)pyridine
(e)-2-(3-(pyrrolidin-1-yl)-1-p-tolylprop-1-enyl)pyridine
2-((e)-3-pyrrolidin-1-yl-1-p-tolyl-propenyl)-pyridine
NCGC00024714-07
NCGC00024714-08
2-[(e)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridine
cas-486-12-4
dtxsid3023718 ,
dtxcid203718
tox21_110919
CCG-12422
tripolidina
triprolidinum
2l8t9s52qm ,
unii-2l8t9s52qm
triprolidine [vandf]
triprolidine [mi]
triprolidine [who-dd]
triprolidine [hsdb]
triprolidine [inn]
AB00053563-02
2-[(1e)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine
SCHEMBL4905
tox21_110919_1
NCGC00024714-11
CBEQULMOCCWAQT-WOJGMQOQSA-N
AB00053563_14
AKOS027460758
SBI-0025383.P004
(e)-2-(3-(pyrrolidin-1-yl)-1-(p-tolyl)prop-1-en-1-yl)pyridine
Q417654
BRD-K11742128-003-15-0
SDCCGSBI-0025383.P005
NCGC00024714-15
EN300-755286
2-[(e)-1-(4-methylphenyl)-3-pyrrolidin-1-yl-prop-1-enyl]pyridine
HY-B1808
CS-0013854
r06ax07
triprolidinum (inn-latin)
pyridine, 2-3-(3-(1-pyrrolidinyl)-1-p-tolylpropenyl)-, (e)-
tripolidina (inn-spanish)
(e)-2-(3-(1-pyrrolidinyl)-1-p-toluenepropenyl)pyridine
trans-2-
2-((1e)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl)pyridine
triprolidina

Roles (1)

RoleDescription
H1-receptor antagonistH1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.

Drug Classes (3)

ClassDescription
N-alkylpyrrolidine
pyridinesAny organonitrogen heterocyclic compound based on a pyridine skeleton and its substituted derivatives.
olefinic compoundAny organic molecular entity that contains at least one C=C bond.

Pathways (1)

triprolidine is involved in 1 pathway(s), involving a total of 8 unique proteins and 7 unique compounds

PathwayProteinsCompounds
Triprolidine H1-Antihistamine Action87

Protein Targets (20)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
thioredoxin reductaseRattus norvegicus (Norway rat)Potency0.7079AID588453; AID588456
TDP1 proteinHomo sapiens (human)Potency5.3091AID686978
GLI family zinc finger 3Homo sapiens (human)Potency31.6704AID1259369; AID1259392
AR proteinHomo sapiens (human)Potency4.7308AID1259243
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency2.3914AID720691
estrogen nuclear receptor alphaHomo sapiens (human)Potency33.4915AID743079
cytochrome P450 2D6Homo sapiens (human)Potency2.4545AID1645840
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency7.5193AID504332
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency8.3622AID1159526; AID1159528
D(1A) dopamine receptorHomo sapiens (human)Potency0.0130AID488982
potassium voltage-gated channel subfamily H member 2 isoform dHomo sapiens (human)Potency14.1254AID588834
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency23.7101AID743065; AID743067
peripheral myelin protein 22Rattus norvegicus (Norway rat)Potency12.8178AID624032
Cellular tumor antigen p53Homo sapiens (human)Potency14.9601AID651631
Spike glycoproteinSevere acute respiratory syndrome-related coronavirusPotency39.8107AID1479145

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Bile salt export pumpHomo sapiens (human)IC50290.8000AID1449628
Histamine H1 receptorHomo sapiens (human)Ki0.0016AID337896

Other Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Histamine H1 receptorCavia porcellus (domestic guinea pig)K0.50.0005AID88625
Histamine H2 receptorCavia porcellus (domestic guinea pig)K0.50.0001AID88008
Histamine H3 receptorCavia porcellus (domestic guinea pig)K0.50.0005AID88625

Bioassays (103)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
ISSN: 2472-5560		Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111		A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
ISSN: 1521-0111		A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347097qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Saos-2 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347104qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for RD cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347101qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-12 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347098qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-SH cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings 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.
AID1347106qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for control Hh wild type fibroblast cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347105qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for MG 63 (6-TG R) cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347108qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh41 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347424RapidFire Mass Spectrometry qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)2019The Journal of biological chemistry, 11-15, Volume: 294, Issue:46
ISSN: 1083-351X		Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247		A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347103qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for OHS-50 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347407qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Pharmaceutical Collection2020ACS 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.
AID1347093qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SK-N-MC cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347092qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for A673 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347107qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh30 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347091qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for SJ-GBM2 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1347096qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for U-2 OS cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347100qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for LAN-5 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347090qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for DAOY cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347094qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for BT-37 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1745845Primary qHTS for Inhibitors of ATXN expression2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1347102qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for Rh18 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347089qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for TC32 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347099qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB1643 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347425Rhodamine-PBP qHTS Assay for Modulators of WT P53-Induced Phosphatase 1 (WIP1)2019The Journal of biological chemistry, 11-15, Volume: 294, Issue:46
ISSN: 1083-351X		Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
AID1347095qHTS of pediatric cancer cell lines to identify multiple opportunities for drug repurposing: Primary screen for NB-EBc1 cells2018Oncotarget, Jan-12, Volume: 9, Issue:4
ISSN: 1949-2553		Quantitative high-throughput phenotypic screening of pediatric cancer cell lines identifies multiple opportunities for drug repurposing.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID497005Antimicrobial activity against Pneumocystis carinii2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID88008Displacement of [3H](-)-trans-H2-PAT from Guinea pig histamine H2 receptors.1999Journal of medicinal chemistry, Aug-12, Volume: 42, Issue:16
ISSN: 0022-2623		Synthesis, evaluation, and comparative molecular field analysis of 1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes as ligands for histamine H(1) receptors.
AID1901401Destabilization of Red-dye-NHS fluorescent-labeled human LDH-1 expressed in Escherichia coli assessed as dissociation constant upto 1 mM by MST assay2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID311932Inhibition of ASM in human H4 cells assessed as residual activity at 10 uM2008Journal of medicinal chemistry, Jan-24, Volume: 51, Issue:2
ISSN: 0022-2623		Identification of new functional inhibitors of acid sphingomyelinase using a structure-property-activity relation model.
AID330537Increase in phospho-AMPK levels in H1RKO mouse hyphalamic slices at 500 nM after 30 mins by Western blotting2007Proceedings of the National Academy of Sciences of the United States of America, Feb-27, Volume: 104, Issue:9
ISSN: 0027-8424		From the Cover: Antipsychotic drug-induced weight gain mediated by histamine H1 receptor-linked activation of hypothalamic AMP-kinase.
AID1901396Destabilization of human LDH-1 expressed in Escherichia coli assessed as decay in saturation transfer at 500 uM by saturation transfer difference-1H NMR analysis2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID1901403Destabilization of human LDH-5 expressed in Escherichia coli assessed as change in melting temperature at 1 mM heated for 3 mins by NanoDSF assay2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID1302519Effect on ERalpha expression in human MCF7 cells at 10 to 100 uM after 48 hrs by immunoblotting analysis2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
ISSN: 1520-4804		Identification of Cyproheptadine as an Inhibitor of SET Domain Containing Lysine Methyltransferase 7/9 (Set7/9) That Regulates Estrogen-Dependent Transcription.
AID1302520Inhibition of Set7/9 (unknown origin) expressed in Escherichia coli BL21 (DE3) by fluorogenic assay2016Journal of medicinal chemistry, 04-28, Volume: 59, Issue:8
ISSN: 1520-4804		Identification of Cyproheptadine as an Inhibitor of SET Domain Containing Lysine Methyltransferase 7/9 (Set7/9) That Regulates Estrogen-Dependent Transcription.
AID496821Antimicrobial activity against Leishmania2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID496827Antimicrobial activity against Leishmania amazonensis2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID588220Literature-mined public compounds from Kruhlak et al phospholipidosis modelling dataset2008Toxicology mechanisms and methods, , Volume: 18, Issue:2-3
ISSN: 1537-6524		Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.
AID338180Displacement of [3H]pyrilamine from histamine H1 receptor assessed as specific binding relative to total binding1993Journal of natural products, Apr, Volume: 56, Issue:4
ISSN: 0163-3864		The role of receptor binding in drug discovery.
AID496825Antimicrobial activity against Leishmania mexicana2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID86244Inhibition of [3H]mepyramine binding with histamine H1 receptor in guinea pig cerebellum membranes after 30 min1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
ISSN: 0022-2623		The histamine H1-receptor antagonist binding site. A stereoselective pharmacophoric model based upon (semi-)rigid H1-antagonists and including a known interaction site on the receptor.
AID496823Antimicrobial activity against Trichomonas vaginalis2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID311935Partition coefficient, log P of the compound2008Journal of medicinal chemistry, Jan-24, Volume: 51, Issue:2
ISSN: 0022-2623		Identification of new functional inhibitors of acid sphingomyelinase using a structure-property-activity relation model.
AID1474167Liver toxicity in human assessed as induction of drug-induced liver injury by measuring verified drug-induced liver injury concern status2016Drug discovery today, Apr, Volume: 21, Issue:4
ISSN: 1878-5832		DILIrank: the largest reference drug list ranked by the risk for developing drug-induced liver injury in humans.
AID337896Displacement of [3H]pyrilamine from histamine H1 receptor1993Journal of natural products, Apr, Volume: 56, Issue:4
ISSN: 0163-3864		The role of receptor binding in drug discovery.
AID496819Antimicrobial activity against Plasmodium falciparum2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID373867Hepatic clearance in human hepatocytes in absence of fetal calf serum2009European journal of medicinal chemistry, Apr, Volume: 44, Issue:4
ISSN: 1768-3254		First-principle, structure-based prediction of hepatic metabolic clearance values in human.
AID86241Potency against histamine H1 receptor on guinea pig ileum1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
ISSN: 0022-2623		The histamine H1-receptor antagonist binding site. A stereoselective pharmacophoric model based upon (semi-)rigid H1-antagonists and including a known interaction site on the receptor.
AID496817Antimicrobial activity against Trypanosoma cruzi2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID1901398Destabilization of Red-dye-NHS fluorescent-labeled human LDH-5 expressed in Escherichia coli assessed as dissociation constant by MST assay2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID781330pKa (acid-base dissociation constant) as determined by potentiometric titration2014Pharmaceutical research, Apr, Volume: 31, Issue:4
ISSN: 1573-904X		Comparison of the accuracy of experimental and predicted pKa values of basic and acidic compounds.
AID24562Pharmacokinetic parameter :half life in humans was reported1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
ISSN: 0022-2623		Molecular properties and pharmacokinetic behavior of cetirizine, a zwitterionic H1-receptor antagonist.
AID496818Antimicrobial activity against Trypanosoma brucei brucei2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID496824Antimicrobial activity against Toxoplasma gondii2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID496828Antimicrobial activity against Leishmania donovani2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID22246Pharmacokinetic parameter :volume apparent of distribution was reported1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
ISSN: 0022-2623		Molecular properties and pharmacokinetic behavior of cetirizine, a zwitterionic H1-receptor antagonist.
AID496820Antimicrobial activity against Trypanosoma brucei2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID432960Biodistribution in rat brain assessed per gram of tissue at 1 mg/kg, iv after 2 hrs2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Brain-penetrating 2-aminobenzimidazole H(1)-antihistamines for the treatment of insomnia.
AID227718Binding energy by using the equation deltaG obsd = -RT ln KD1984Journal of medicinal chemistry, Dec, Volume: 27, Issue:12
ISSN: 0022-2623		Functional group contributions to drug-receptor interactions.
AID1449628Inhibition of human BSEP expressed in baculovirus transfected fall armyworm Sf21 cell membranes vesicles assessed as reduction in ATP-dependent [3H]-taurocholate transport into vesicles incubated for 5 mins by Topcount based rapid filtration method2012Drug metabolism and disposition: the biological fate of chemicals, Dec, Volume: 40, Issue:12
ISSN: 1521-009X		Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.
AID1901405Displacement of macro-cycle 7 from human LDH-Htr expressed in Escherichia coli assessed as decay in saturation transfer at 100 uM by saturation transfer difference-1H NMR analysis2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID88625Compound was tested for the displacement of [3H]mepyramine from Histamine H1 receptor by competition binding assay1999Journal of medicinal chemistry, Aug-12, Volume: 42, Issue:16
ISSN: 0022-2623		Synthesis, evaluation, and comparative molecular field analysis of 1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes as ligands for histamine H(1) receptors.
AID496830Antimicrobial activity against Leishmania major2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID1901406Inhibition of LDH-5 (unknown origin) assessed as denaturation of LDH-5 using NADH and pyruvate as substrate by spectrophotometric analysis2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID496826Antimicrobial activity against Entamoeba histolytica2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID432963Biodistribution in rat brain at 1 mg/kg, iv after 2 hrs in presence of triprolidine2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Brain-penetrating 2-aminobenzimidazole H(1)-antihistamines for the treatment of insomnia.
AID432961Drug level in rat plasma assessed per gram of tissue at 1 mg/kg, iv after 2 hrs2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Brain-penetrating 2-aminobenzimidazole H(1)-antihistamines for the treatment of insomnia.
AID311934Dissociation constant, pKa of the compound2008Journal of medicinal chemistry, Jan-24, Volume: 51, Issue:2
ISSN: 0022-2623		Identification of new functional inhibitors of acid sphingomyelinase using a structure-property-activity relation model.
AID1901397Stabilization of Red-dye-NHS fluorescent-labeled human LDH-Htr expressed in Escherichia coli assessed as dissociation constant by MST assay2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID781329pKa (acid-base dissociation constant) as determined by other workers2014Pharmaceutical research, Apr, Volume: 31, Issue:4
ISSN: 1573-904X		Comparison of the accuracy of experimental and predicted pKa values of basic and acidic compounds.
AID1901404Destabilization of human LDH-1expressed in Escherichia coli assessed as change in melting temperature at 1 mM heated for 3 mins by NanoDSF assay2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID1474166Liver toxicity in human assessed as induction of drug-induced liver injury by measuring severity class index2016Drug discovery today, Apr, Volume: 21, Issue:4
ISSN: 1878-5832		DILIrank: the largest reference drug list ranked by the risk for developing drug-induced liver injury in humans.
AID330562Increase in phospho-AMPK levels in intact H1RKO mouse hypothalamus at 3 mg/kg, ip after 3 hrs by Western blotting2007Proceedings of the National Academy of Sciences of the United States of America, Feb-27, Volume: 104, Issue:9
ISSN: 0027-8424		From the Cover: Antipsychotic drug-induced weight gain mediated by histamine H1 receptor-linked activation of hypothalamic AMP-kinase.
AID496829Antimicrobial activity against Leishmania infantum2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID16029Pharmacokinetic parameter :drug bound to plasma was reported1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
ISSN: 0022-2623		Molecular properties and pharmacokinetic behavior of cetirizine, a zwitterionic H1-receptor antagonist.
AID496831Antimicrobial activity against Cryptosporidium parvum2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID1901402Stabilization of human LDH-Htr expressed in Escherichia coli assessed as change in melting temperature at 1 mM heated for 3 mins by NanoDSF assay2022European journal of medicinal chemistry, Feb-15, Volume: 230ISSN: 1768-3254Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.
AID496832Antimicrobial activity against Trypanosoma brucei rhodesiense2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3391		Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.
AID432962Ratio of drug level in brain to plasma in rat at 1 mg/kg, iv after 2 hrs2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Brain-penetrating 2-aminobenzimidazole H(1)-antihistamines for the treatment of insomnia.
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
ISSN: 1095-9203		Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
AID1347049Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242		Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347058CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203		Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347405qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection2020ACS 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.
AID1347050Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242		Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347151Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings 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.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170		A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347045Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242		Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347410qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library2019Cellular signalling, 08, Volume: 60ISSN: 1873-3913A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening.
AID1347059CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203		Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347057CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203		Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170		A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588349qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID588378qHTS for Inhibitors of ATXN expression: Validation2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID504836Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation2002The 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.
AID1346037Human H1 receptor (Histamine receptors)2002The Journal of pharmacology and experimental therapeutics, Jul, Volume: 302, Issue:1
ISSN: 0022-3565		A novel phenylaminotetralin radioligand reveals a subpopulation of histamine H(1) receptors.
AID1346037Human H1 receptor (Histamine receptors)1994European journal of biochemistry, Sep-01, Volume: 224, Issue:2
ISSN: 0014-2956		Stable expression of human H1-histamine-receptor cDNA in Chinese hamster ovary cells. Pharmacological characterisation of the protein, tissue distribution of messenger RNA and chromosomal localisation of the gene.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal 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.

Research

Studies (307)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990148 (48.21)18.7374
1990's66 (21.50)18.2507
2000's48 (15.64)29.6817
2010's33 (10.75)24.3611
2020's12 (3.91)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials83 (25.86%)5.53%
Reviews11 (3.43%)6.00%
Case Studies11 (3.43%)4.05%
Observational0 (0.00%)0.25%
Other216 (67.29%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
3-(1-methylpyrrolidin-2-yl)pyridine
0
N-alkylpyrrolidine;
pyridine alkaloid;
pyrrolidine alkaloid		00low000000
nemonapride
0
benzamides;
monochlorobenzenes;
monomethoxybenzene;
N-alkylpyrrolidine;
secondary amino compound;
secondary carboxamide;
substituted aniline		00low000000
oxotremorine
0
N-alkylpyrrolidine00low000000
sulpiride
0
benzamides;
N-alkylpyrrolidine;
sulfonamide		antidepressant;
antiemetic;
antipsychotic agent;
dopaminergic antagonist		00low000000
tremorine
0
N-alkylpyrrolidine00low000000
n-methylpyrrolidone
0
lactam;
N-alkylpyrrolidine;
pyrrolidin-2-ones		polar aprotic solvent00low000000
methdilazine
0
N-alkylpyrrolidine;
phenothiazines		antipruritic drug;
cholinergic antagonist;
histamine antagonist		00low000000
n-ethyl-2-pyrrolidone
0
N-alkylpyrrolidine00low000000
clemastine
3
monochlorobenzenes;
N-alkylpyrrolidine		anti-allergic agent;
antipruritic drug;
H1-receptor antagonist;
muscarinic antagonist		1987199533.7low321000
n-methyl-n-(1-methyl-4-pyrrolidino-2-butynyl)acetamide
0
N-alkylpyrrolidine00low000000
eletriptan
0
indoles;
N-alkylpyrrolidine;
sulfone		non-steroidal anti-inflammatory drug;
serotonergic agonist;
vasoconstrictor agent		00low000000
ly 117018
0
1-benzothiophenes;
aromatic ketone;
N-alkylpyrrolidine;
phenols		bone density conservation agent;
estrogen receptor antagonist;
estrogen receptor modulator		00low000000
u 69593
0
monocarboxylic acid amide;
N-alkylpyrrolidine;
organic heterobicyclic compound;
oxaspiro compound		anti-inflammatory agent;
diuretic;
kappa-opioid receptor agonist		00low000000
hydroxycotinine
0
N-alkylpyrrolidine;
pyridines;
pyrrolidin-2-ones;
pyrrolidine alkaloid		00low000000
anhydroecgonine methyl ester
0
N-alkylpyrrolidine00low000000
lasofoxifene
0
aromatic ether;
N-alkylpyrrolidine;
naphthols;
tetralins		antineoplastic agent;
bone density conservation agent;
cardioprotective agent;
estrogen receptor agonist;
estrogen receptor antagonist		00low000000
cotinine
0
N-alkylpyrrolidine;
pyridines;
pyrrolidin-2-ones;
pyrrolidine alkaloid		antidepressant;
biomarker;
human xenobiotic metabolite;
plant metabolite		00low000000
cuscohygrine
0
N-alkylpyrrolidine;
pyrrolidine alkaloid		00low000000
N-[2-(1-methyl-2-pyrrolidinyl)ethyl]-2-adamantanamine
0
N-alkylpyrrolidine00low000000
u-50488
0
dichlorobenzene;
monocarboxylic acid amide;
N-alkylpyrrolidine		analgesic;
antitussive;
calcium channel blocker;
diuretic;
kappa-opioid receptor agonist		00low000000
acrivastine
0
alpha,beta-unsaturated monocarboxylic acid;
N-alkylpyrrolidine;
olefinic compound;
pyridines		H1-receptor antagonist00low000000
2-(5-methyl-4,5,6,7-tetrahydroindazol-2-yl)-N-[3-(2-oxo-1-pyrrolidinyl)propyl]acetamide
0
N-alkylpyrrolidine00low000000
braco-19
0
acridines;
N-alkylpyrrolidine		00low000000
eliglustat
0
benzodioxine;
carboxamide;
N-alkylpyrrolidine;
secondary alcohol		EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor00low000000
sch772984
0
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		00low000000
MK-8353
0
aromatic ether;
dihydropyridine;
indazoles;
methyl sulfide;
N-alkylpyrrolidine;
pyridines;
pyrrolidinecarboxamide;
secondary carboxamide;
tertiary carboxamide;
triazoles		antineoplastic agent;
apoptosis inducer;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor		00low000000
3-cyanopyridine
0
nitrile;
pyridines		00low000000
2-(3-pyridine)acetic acid
0
monocarboxylic acid;
pyridines		human xenobiotic metabolite00low000000
nicotine 1-n-oxide
0
pyridines;
pyrrolidine N-oxides		00low000000
norcotinine
0
pyridines;
pyrrolidines		00low000000
4-oxo-4-(3-pyridyl)butanoic acid
0
aromatic ketone;
monocarboxylic acid;
pyridines		00low000000
pyridine
0
azaarene;
mancude organic heteromonocyclic parent;
monocyclic heteroarene;
pyridines		environmental contaminant;
NMR chemical shift reference compound		00low000000
carbinoxamine
0
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist		00low000000
chlorpheniramine
19
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antidepressant;
antipruritic drug;
H1-receptor antagonist;
histamine antagonist;
serotonin uptake inhibitor		1966201238.5low3124210
disopyramide
0
monocarboxylic acid amide;
pyridines;
tertiary amino compound		anti-arrhythmia drug00low000000
doxylamine
2
pyridines;
tertiary amine		anti-allergic agent;
antiemetic;
antitussive;
cholinergic antagonist;
H1-receptor antagonist;
histamine antagonist;
sedative		2003201813.5low100110
fusaric acid
0
aromatic carboxylic acid;
pyridines		00low000000
iproniazid
0
carbohydrazide;
pyridines		00low000000
lansoprazole
0
benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor		00low000000
entinostat
0
benzamides;
carbamate ester;
primary amino compound;
pyridines;
substituted aniline		antineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor		00low000000
niflumic acid
0
aromatic carboxylic acid;
pyridines		00low000000
omeprazole
0
aromatic ether;
benzimidazoles;
pyridines;
sulfoxide		00low000000
pantoprazole
0
aromatic ether;
benzimidazoles;
organofluorine compound;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
environmental contaminant;
xenobiotic		00low000000
pheniramine
1
pyridines;
tertiary amino compound		1982198242.0low010000
pinacidil
0
pyridines00low000000
pioglitazone
0
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		00low000000
pirbuterol
0
pyridines00low000000
pyridinolcarbamate
0
pyridines00low000000
quipazine
0
piperazines;
pyridines		00low000000
rabeprazole
0
benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor		00low000000
sb 202190
0
imidazoles;
organofluorine compound;
phenols;
pyridines		apoptosis inducer;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor		00low000000
risedronic acid
0
pyridines00low000000
imatinib
0
aromatic amine;
benzamides;
N-methylpiperazine;
pyridines;
pyrimidines		antineoplastic agent;
apoptosis inducer;
tyrosine kinase inhibitor		00low000000
streptonigrin
0
pyridines;
quinolone		antimicrobial agent;
antineoplastic agent		00low000000
sulfapyridine
0
pyridines;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
dermatologic drug;
drug allergen;
environmental contaminant;
xenobiotic		00low000000
tazarotene
0
acetylenic compound;
ethyl ester;
pyridines;
retinoid;
thiochromane		keratolytic drug;
prodrug;
teratogenic agent		00low000000
n,n,n',n'-tetrakis(2-pyridylmethyl)ethylenediamine
0
N-substituted diamine;
pyridines;
tertiary amino compound		apoptosis inducer;
chelator;
copper chelator		00low000000
thurfyl nicotinate
0
aromatic carboxylic acid;
pyridines		00low000000
brompheniramine
5
organobromine compound;
pyridines		anti-allergic agent;
H1-receptor antagonist		1968198546.2low250000
methyl nicotinate
0
aromatic carboxylic acid;
pyridines		00low000000
citrazinic acid
0
aromatic carboxylic acid;
pyridines		00low000000
nicotinyl alcohol
0
aromatic primary alcohol;
pyridines		antilipemic drug;
vasodilator agent		00low000000
beta-nicotyrine
0
pyridines00low000000
3-ethylpyridine
0
pyridines00low000000
2-Pyridinylmethanol
0
pyridines00low000000
nicoboxil
0
aromatic carboxylic acid;
pyridines		00low000000
clopyralid
0
organochlorine pesticide;
pyridines		herbicide00low000000
oxiniacic acid
0
aromatic carboxylic acid;
pyridines		00low000000
2-(aminomethyl)pyridine
0
pyridines00low000000
propiram
0
pyridines00low000000
n'-nitrosonornicotine
0
pyridines;
pyrrolidines		00low000000
[4-(2-pyridinyl)-1-piperazinyl]-(3,4,5-trimethoxyphenyl)methanone
0
piperazines;
pyridines		00low000000
5-hydroxynicotinic acid
0
aromatic carboxylic acid;
pyridines		00low000000
n-cyano-n'-(1,1-dimethylpropyl)-n''-(3-pyridinyl)guanidine
0
pyridines00low000000
4-(n-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone
0
nitrosamine;
pyridines		00low000000
haloxyfop
0
aromatic ether;
monocarboxylic acid;
organochlorine compound;
organofluorine compound;
pyridines		00low000000
fluazifop-butyl
0
aromatic ether;
carboxylic ester;
organofluorine compound;
pyridines		00low000000
imazapyr, (+-)-isomer
0
imidazolines;
imidazolone;
pyridinemonocarboxylic acid;
pyridines		00low000000
imazethapyr
0
aromatic carboxylic acid;
pyridines		00low000000
2,2'-dipyridyl disulfide
0
organic disulfide;
pyridines		oxidising agent00low000000
droxicam
0
organic heterotricyclic compound;
pyridines		cyclooxygenase 1 inhibitor;
hepatotoxic agent;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
platelet aggregation inhibitor;
prodrug		00low000000
methyridine
0
pyridines00low000000
picosulfate sodium
0
aryl sulfate;
pyridines		00low000000
2-hydroxynicotinic acid
0
aromatic carboxylic acid;
pyridines		00low000000
ethylnicotinate
0
aromatic carboxylic acid;
pyridines		00low000000
nicametate
0
aromatic carboxylic acid;
pyridines		00low000000
nicotinamide n-oxide
0
pyridines00low000000
nicosulfuron
0
N-sulfonylurea;
pyridines;
pyrimidines		environmental contaminant;
herbicide;
xenobiotic		00low000000
4,4'-dipyridyl disulfide
0
organic disulfide;
pyridines		00low000000
2-Chloronicotinic acid
0
aromatic carboxylic acid;
pyridines		00low000000
4-methoxymethylpyridoxine
0
pyridines00low000000
6-chloronicotinic acid
0
aromatic carboxylic acid;
pyridines		00low000000
2-pyridylacetic acid
0
pyridines00low000000
fluazifop
0
aromatic ether;
monocarboxylic acid;
organofluorine compound;
pyridines		00low000000
pyriproxyfen
0
aromatic ether;
pyridines		juvenile hormone mimic00low000000
dithiopyr
0
organofluorine compound;
pyridines;
thioester		00low000000
thiazopyr
0
aromatic carboxylic acid;
pyridines		00low000000
dpx e9636
0
aromatic ether;
N-sulfonylurea;
pyridines;
pyrimidines;
sulfone		environmental contaminant;
herbicide;
xenobiotic		00low000000
clodinafop-propargyl
0
aromatic ether;
carboxylic ester;
organochlorine compound;
organofluorine compound;
propyzamide;
pyridines		agrochemical;
EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor;
herbicide		00low000000
flazasulfuron
0
pyridines;
sulfonamide		00low000000
2,6-dichloroisonicotinic acid
0
monocarboxylic acid;
organochlorine compound;
pyridines		EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor00low000000
difenpiramide
0
biphenyls;
monocarboxylic acid amide;
pyridines		antipyretic;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
4-(methylnitrosamino)-1-(3-pyridyl)-1-butan-1-ol
0
nitrosamine;
pyridines;
secondary alcohol		biomarker;
carcinogenic agent;
human urinary metabolite		00low000000
5-hydroxymethylomeprazole
0
aromatic ether;
benzimidazoles;
pyridines;
sulfoxide		drug metabolite00low000000
forasartan
0
benzenes;
pyridines;
tetrazoles;
triazoles		angiotensin receptor antagonist;
antihypertensive agent		00low000000
abiraterone
0
3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
pyridines		antineoplastic agent;
EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor		00low000000
agn 190299
0
monocarboxylic acid;
pyridines;
retinoid;
thiochromane		keratolytic drug;
teratogenic agent		00low000000
vatalanib
0
monochlorobenzenes;
phthalazines;
pyridines;
secondary amino compound		angiogenesis inhibitor;
antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
vascular endothelial growth factor receptor antagonist		00low000000
metyrapol
0
pyridines00low000000
sb 203580
0
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		00low000000
aminopyralid
0
aromatic amine;
organochlorine pesticide;
pyridines		herbicide00low000000
dabigatran etexilate
0
aromatic amide;
benzimidazoles;
beta-alanine derivative;
carboxamidine;
carboxylic ester;
pyridines		anticoagulant;
EC 3.4.21.5 (thrombin) inhibitor;
prodrug		00low000000
dabigatran
0
aromatic amide;
benzimidazoles;
beta-alanine derivative;
carboxamidine;
pyridines		anticoagulant;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
EC 3.4.21.5 (thrombin) inhibitor		00low000000
alpha-(trichloromethyl)-4-pyridineethanol
0
pyridines00low000000
6-methyl-2-oxo-4-(trifluoromethyl)-1H-pyridine-3-carbonitrile
0
nitrile;
pyridines		00low000000
gant58
0
pyridines00low000000
3-(3-pyridinyl)propanoic acid
0
pyridines00low000000
rosoxacin
0
pyridines;
quinolinemonocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antiinfective agent		00low000000
gant 61
0
aminal;
dialkylarylamine;
pyridines;
substituted aniline;
tertiary amino compound		antineoplastic agent;
apoptosis inducer;
glioma-associated oncogene inhibitor;
Hedgehog signaling pathway inhibitor		00low000000
e 3040
0
benzothiazoles;
organic hydroxy compound;
pyridines;
secondary amino compound		anti-inflammatory drug;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
uricosuric drug		00low000000
E3040 glucuronide
0
benzothiazoles;
beta-D-glucosiduronic acid;
pyridines;
secondary amino compound		xenobiotic metabolite00low000000
cerivastatin
0
dihydroxy monocarboxylic acid;
pyridines;
statin (synthetic)		00low000000
hts 466284
0
pyrazoles;
pyridines;
quinolines		TGFbeta receptor antagonist00low000000
prinomastat
0
aromatic ether;
hydroxamic acid;
pyridines;
sulfonamide;
thiomorpholines		antineoplastic agent;
EC 3.4.24.35 (gelatinase B) inhibitor;
matrix metalloproteinase inhibitor		00low000000
6-methyl-2-oxo-5-[oxo-(1-phenylethylamino)methyl]-1H-pyridine-3-carboxylic acid ethyl ester
0
aromatic carboxylic acid;
pyridines		00low000000
5-(2-furanyl)-3-(3-pyridinyl)-1,2,4-oxadiazole
0
pyridines00low000000
1-(2-pyridin-4-yl-1-oxa-3,4-diazaspiro[4.6]undec-2-en-4-yl)ethanone
0
pyridines00low000000
s 1033
0
(trifluoromethyl)benzenes;
imidazoles;
pyridines;
pyrimidines;
secondary amino compound;
secondary carboxamide		anticoronaviral agent;
antineoplastic agent;
tyrosine kinase inhibitor		00low000000
2-pyridinecarboxylic acid [2-(2,3-dichloroanilino)-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
N-methyl-N-(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)-3-oxolanecarboxamide
0
pyridines00low000000
5-(4-propylcyclohexyl)-3-(3-pyridinyl)-1,2,4-oxadiazole
0
pyridines00low000000
N-methyl-N-[5-(2-pyridinyl)-1,3,4-thiadiazol-2-yl]-3-oxolanecarboxamide
0
pyridines00low000000
2-methoxy-N-methyl-N-[5-(2-pyridinyl)-1,3,4-thiadiazol-2-yl]acetamide
0
pyridines00low000000
6-methyl-2-[4-[oxo(thiophen-2-yl)methyl]-1-piperazinyl]-3-quinolinecarbonitrile
0
piperazines;
pyridines		00low000000
[5-(2-furanyl)-7-(trifluoromethyl)-2-pyrazolo[1,5-a]pyrimidinyl]-[4-(2-pyridinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
6-hydroxy-1-(3-hydroxypropyl)-4-methyl-2-oxo-5-(1-piperidinylmethyl)-3-pyridinecarbonitrile
0
nitrile;
pyridines		00low000000
5,8-dimethoxy-4-(4-methyl-1-piperazinyl)-2-(trifluoromethyl)quinoline
0
piperazines;
pyridines		00low000000
5-ethyl-4,6-dimethyl-2-sulfanylidene-1H-pyridine-3-carbonitrile
0
nitrile;
pyridines		00low000000
8-(2-furanyl)-6-[4-[2-furanyl(oxo)methyl]-1-piperazinyl]-3,3-dimethyl-1,4-dihydrothiopyrano[3,4-c]pyridine-5-carbonitrile
0
piperazines;
pyridines		00low000000
N-(4-{[2-(pyridin-3-yl)piperidin-1-yl]sulfonyl}phenyl)acetamide
0
acetamides;
piperidines;
pyridines;
sulfonamide		00low000000
2-(pyridin-4-yl)-4-(pyrrolidin-1-yl)quinazoline
0
pyridines;
pyrrolidines;
quinazolines		00low000000
2-methyl-3-phenyl-5-propyl-7-[4-(2-pyridinyl)-1-piperazinyl]pyrazolo[1,5-a]pyrimidine
0
piperazines;
pyridines		00low000000
prothionamide
0
pyridines00low000000
N2-(4-fluorophenyl)-6-[[4-(2-pyridinyl)-1-piperazinyl]methyl]-1,3,5-triazine-2,4-diamine
0
piperazines;
pyridines		00low000000
1-(4-methyl-1,2,5-oxadiazol-3-yl)-3-(3-pyridinyl)urea
0
pyridines00low000000
N-(3-fluorophenyl)-2-(pyridin-4-yl)quinazolin-4-amine
0
aromatic amine;
monofluorobenzenes;
pyridines;
quinazolines;
secondary amino compound;
substituted aniline		00low000000
5-cyano-2-methyl-6-sulfanylidene-1H-pyridine-3-carboxylic acid ethyl ester
0
aromatic carboxylic acid;
pyridines		00low000000
2-(1H-imidazol-1-yl)-5-(trifluoromethyl)pyridine
0
pyridines00low000000
5-(3-pyridinylmethyl)-1,3,5-triazinane-2-thione
0
pyridines00low000000
2-amino-5-ethyl-4-(2-furanyl)-6-propyl-3-pyridinecarbonitrile
0
nitrile;
pyridines		00low000000
4-(methoxymethyl)-6-methyl-2-(2-methylanilino)-3-pyridinecarbonitrile
0
nitrile;
pyridines		00low000000
GS4012 free base
0
aryl sulfide;
monomethoxybenzene;
pyridines		VEGF activator00low000000
5-(phenylmethyl)-3-(2-pyridinyl)-1,2,4-oxadiazole
0
pyridines00low000000
4-(methoxymethyl)-6-methyl-2-(4-phenyl-1-piperazinyl)-3-pyridinecarbonitrile
0
piperazines;
pyridines		00low000000
1-[[4-(2-pyridinyl)-1-piperazinyl]methyl]-2-benzo[cd]indolone
0
piperazines;
pyridines		00low000000
1-propylsulfonyl-4-(2-pyridinyl)piperazine
0
piperazines;
pyridines		00low000000
2-(2-phenylethylthio)-3-pyridinecarboxylic acid
0
aromatic carboxylic acid;
pyridines		00low000000
1,3-benzothiazol-2-yl-[4-(2-pyridinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
2-(2,6-dichloroanilino)-3-pyridinesulfonamide
0
pyridines;
sulfonamide		00low000000
4-(4-chloroanilino)-3-pyridinesulfonamide
0
pyridines;
sulfonamide		00low000000
6-(2-oxopropylthio)-3-pyridinecarboxylic acid
0
aromatic carboxylic acid;
pyridines		00low000000
6-chloro-N-(2-hydroxyphenyl)-3-pyridinesulfonamide
0
pyridines;
sulfonamide		00low000000
3-(phenylmethyl)-6-pyridin-4-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
0
pyridines;
triazolothiadiazole		00low000000
6-(4-benzoyl-1-piperazinyl)-3,3-dimethyl-8-propan-2-yl-1,4-dihydropyrano[3,4-c]pyridine-5-carbonitrile
0
piperazines;
pyridines		00low000000
5-bromo-6-chloro-N-(4-methyl-2-pyridinyl)-3-pyridinesulfonamide
0
pyridines;
sulfonamide		00low000000
pyrabactin
0
naphthalenes;
organobromine compound;
pyridines;
sulfonamide		abscisic acid receptor agonist;
hormone;
plant growth regulator		00low000000
4-[4-(benzenesulfonyl)-1-piperazinyl]-2-methylquinoline
0
piperazines;
pyridines		00low000000
2-(4-bromophenyl)-1-[4-(2-pyridinyl)-1-piperazinyl]ethanone
0
piperazines;
pyridines		00low000000
(4-chlorophenyl)-[4-(7-chloro-4-quinolinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
7-chloro-4-[4-(3,4-dimethylphenyl)sulfonyl-1-piperazinyl]quinoline
0
piperazines;
pyridines		00low000000
1-ethyl-3-sulfanylidene-5,6,7,8-tetrahydro-2H-isoquinoline-4-carbonitrile
0
pyridines00low000000
7-methoxy-2-[4-[(2-methylphenyl)-oxomethyl]-1-piperazinyl]-3-quinolinecarbonitrile
0
piperazines;
pyridines		00low000000
6-tert-butyl-2-oxo-4-(trifluoromethyl)-1H-pyridine-3-carbonitrile
0
nitrile;
pyridines		00low000000
5-cyano-2-phenyl-6-[4-(2-pyridinyl)-1-piperazinyl]-3-pyridinecarboxylic acid ethyl ester
0
piperazines;
pyridines		00low000000
N,N-dibutyl-2-(pyridin-4-yl)quinazolin-4-amine
0
pyridines;
quinazolines;
tertiary amino compound		00low000000
4,6-dimethyl-2-[3-(4-morpholinyl)propylamino]-3-pyridinecarbonitrile
0
nitrile;
pyridines		00low000000
2-ethoxy-3-pyridinecarboxylic acid [2-[1-(2-furanylmethyl)-2,5-dimethyl-3-pyrrolyl]-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
mcb-613
0
cyclic ketone;
enone;
pyridines		antineoplastic agent;
steroid receptor coactivator stimulator		00low000000
5,6-dichloro-3-pyridinecarboxylic acid [2-(2-furanylmethylamino)-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
4-pyridinecarboxylic acid [2-[1-(2-furanylmethyl)-2,5-dimethyl-3-pyrrolyl]-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
2-oxo-1H-pyridine-3-carboxylic acid [2-(2,5-dimethyl-1-propyl-3-pyrrolyl)-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
2-thiopyridine
0
aryl thiol;
pyridines		allergen;
fluorescence quencher		00low000000
2-(methylamino)-6-thiophen-2-yl-4-(trifluoromethyl)-3-pyridinecarbonitrile
0
nitrile;
pyridines		00low000000
2-(1-piperidinyl)-6-thiophen-2-yl-4-(trifluoromethyl)-3-pyridinecarbonitrile
0
nitrile;
pyridines		00low000000
N-benzyl-N'-methyl-N-(pyridin-3-ylmethyl)thiourea
0
pyridines00low000000
3-Chloro-5-(trifluoromethyl)pyridine-2-carbothioamide
0
pyridines00low000000
2,6-dimethyl-4-(3-thienyl)pyridine-3,5-dicarboxylic acid
0
aromatic carboxylic acid;
pyridines		00low000000
N-tert-butyl-4-[3-(trifluoromethyl)-2-pyridinyl]-1-piperazinecarboxamide
0
piperazines;
pyridines		00low000000
5-cyano-2-(methoxymethyl)-6-sulfanylidene-1H-pyridine-3-carboxylic acid methyl ester
0
aromatic carboxylic acid;
pyridines		00low000000
ethionamide
0
pyridines;
thiocarboxamide		antilipemic drug;
antitubercular agent;
fatty acid synthesis inhibitor;
leprostatic drug;
prodrug		00low000000
2-amino-6-[4-(6-chloro-2-pyridinyl)-1-piperazinyl]pyridine-3,5-dicarbonitrile
0
piperazines;
pyridines		00low000000
2-(propylthio)nicotinic acid
0
aromatic carboxylic acid;
pyridines		00low000000
5-Chloro-2-hydroxy-4,6-dimethylnicotinonitrile
0
nitrile;
pyridines		00low000000
3-[1-(2,4-dichlorophenyl)sulfonyl-2-pyrrolidinyl]pyridine
0
pyridines;
pyrrolidines		00low000000
(3,5-dichlorophenyl)-[4-[2-(trifluoromethyl)-4-quinolinyl]-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
3-[5-[[4-(2-pyridinyl)-1-piperazinyl]sulfonyl]-2-thiophenyl]isoxazole
0
piperazines;
pyridines		00low000000
2-oxo-4,6-dithiophen-2-yl-1H-pyridine-3-carbonitrile
0
nitrile;
pyridines		00low000000
4-[4-(3-bromophenyl)sulfonyl-1-piperazinyl]-7-chloroquinoline
0
piperazines;
pyridines		00low000000
3,7-dimethyl-2-[4-(2-pyridinyl)-1-piperazinyl]quinoline
0
piperazines;
pyridines		00low000000
3-phenyl-1-[4-(2-pyridinyl)-1-piperazinyl]-1-propanone
0
piperazines;
pyridines		00low000000
4-phenoxy-1-[4-(2-pyridinyl)-1-piperazinyl]-1-butanone
0
piperazines;
pyridines		00low000000
2-[4-(2-methyl-4-quinolinyl)-1-piperazinyl]-4-phenylthiazole
0
piperazines;
pyridines		00low000000
6-(2,3-dihydro-1,4-benzodioxin-3-ylmethylamino)-N-ethyl-N-phenyl-3-pyridinesulfonamide
0
pyridines;
sulfonamide		00low000000
alpha-nicotyrine
0
pyridines00low000000
dapiprazole
0
N-alkylpiperazine;
N-arylpiperazine;
pyridines		alpha-adrenergic antagonist;
antipsychotic agent;
miotic;
ophthalmology drug		00low000000
glucitol hexanicotinate
0
aromatic carboxylic acid;
pyridines		00low000000
6,8-difluoro-4-(pyridin-3-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
0
organic heterotricyclic compound;
organofluorine compound;
pyridines;
secondary amino compound		00low000000
N-(1,3-benzodioxol-5-ylmethyl)-N-[2-(cyclohexylamino)-2-oxo-1-pyridin-4-ylethyl]-2,2,2-trifluoroacetamide
0
benzodioxoles;
pyridines;
secondary carboxamide;
tertiary carboxamide;
trifluoroacetamide		00low000000
1-methyl-4-[[2-oxo-2-[4-(2-pyridinyl)-1-piperazinyl]ethyl]thio]-2-quinolinone
0
piperazines;
pyridines		00low000000
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(2-pyridinylthio)methyl]-4-triazolecarboxylic acid propan-2-yl ester
0
aryl sulfide;
azole;
isopropyl ester;
oxadiazole;
pyridines		00low000000
6-bromo-3-[4-oxo-4-[4-(2-pyridinyl)-1-piperazinyl]butyl]-2-sulfanylidene-1H-quinazolin-4-one
0
piperazines;
pyridines		00low000000
N-[4-methyl-2-(4-methyl-1-piperazinyl)-6-quinolinyl]-1,3-benzodioxole-5-carboxamide
0
piperazines;
pyridines		00low000000
4-[2-(1-cyclohexenyl)ethyl]-1-cyclohexyl-3-pyridin-4-ylpiperazine-2,5-dione
0
piperazines;
pyridines		00low000000
ml012
0
piperazines;
pyridines		00low000000
[4-(2-pyrimidinyl)-1-piperazinyl]-[1-[4-(2-pyrimidinyl)-1-piperazinyl]-4-isoquinolinyl]methanone
0
piperazines;
pyridines		00low000000
N-(2-furanylmethyl)-N'-[4-methyl-2-(4-methyl-1-piperazinyl)-6-quinolinyl]butanediamide
0
piperazines;
pyridines		00low000000
[3-(4-methylphenyl)-1-phenyl-4-pyrazolyl]-[4-(2-pyridinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
2-pyridinecarboxylic acid [2-(5-chloro-2-thiophenyl)-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
2-[[2-[(2-methoxyphenyl)methylamino]-2-oxoethyl]thio]-3-pyridinecarboxylic acid [2-[(2-methoxyphenyl)methylamino]-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
2-[(5-formyl-2-methoxyphenyl)methylthio]-3-pyridinecarboxylic acid
0
aromatic carboxylic acid;
pyridines		00low000000
[3-(2,3-dihydroindol-1-ylsulfonyl)phenyl]-[4-(2-pyridinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
3-(4-benzoyl-1-piperazinyl)-1-(2-methylpropyl)-6,7-dihydro-5H-cyclopenta[c]pyridine-4-carbonitrile
0
piperazines;
pyridines		00low000000
5-cyano-6-[4-(4-methoxyphenyl)-1-piperazinyl]-2-oxo-1H-pyridine-3-carboxylic acid ethyl ester
0
piperazines;
pyridines		00low000000
2-[4-(3-chlorophenyl)-1-piperazinyl]-3-pyridinecarboxylic acid propan-2-yl ester
0
isopropyl ester;
piperazines;
pyridines		00low000000
3-(1-hydroxy-5,5-dimethyl-4-phenyl-2H-imidazol-2-yl)pyridine
0
pyridines00low000000
[4-[(2-chlorophenyl)methylsulfonyl]-3-nitrophenyl]-[4-(2-pyridinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
2-pyridinecarboxylic acid [2-[2-(difluoromethoxy)anilino]-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
hydroxypioglitazone
0
aromatic ether;
pyridines;
thiazolidinediones		human xenobiotic metabolite00low000000
2-(2-fluoroanilino)-3-pyridinecarboxylic acid [2-[(1,1-dioxo-3-thiolanyl)-methylamino]-2-oxoethyl] ester
0
aromatic carboxylic acid;
pyridines		00low000000
3-(4-ethylphenyl)-4-hydroxy-4-[oxo-[4-(2-pyridinyl)-1-piperazinyl]methyl]-1H-quinazolin-2-one
0
piperazines;
pyridines		00low000000
4-(5-benzo(1,3)dioxol-5-yl-4-pyridin-2-yl-1h-imidazol-2-yl)benzamide
0
benzamides;
benzodioxoles;
imidazoles;
pyridines		EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor00low000000
N-(1-benzylpiperidin-4-yl)-2-(pyridin-3-yl)quinazolin-4-amine
0
aromatic amine;
piperidines;
pyridines;
quinazolines;
secondary amino compound;
tertiary amino compound		00low000000
abt724
0
piperazines;
pyridines		00low000000
2-(4-acetyl-1-piperazinyl)-6-amino-4-(cyanomethyl)pyridine-3,5-dicarbonitrile
0
piperazines;
pyridines		00low000000
pibutidine
0
aromatic ether;
cyclobutenones;
olefinic compound;
piperidines;
primary amino compound;
pyridines;
secondary amino compound		anti-ulcer drug;
H2-receptor antagonist		00low000000
2-[3-(diethylamino)propylamino]-4-(methoxymethyl)-6-methyl-3-pyridinecarbonitrile
0
nitrile;
pyridines		00low000000
[2-(1-piperidinyl)-1,3-benzothiazol-6-yl]-[4-(2-pyridinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
N-[2-(4-ethyl-1-piperazinyl)-4-methyl-6-quinolinyl]-2-pyrazinecarboxamide
0
piperazines;
pyridines		00low000000
clodinafop
0
aromatic ether;
monocarboxylic acid;
organochlorine compound;
organofluorine compound;
pyridines		EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor;
phenoxy herbicide		00low000000
3-(3-pyridinyl)-1-(4-pyridinyl)-2-propen-1-one
0
enone;
pyridines		angiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
autophagy inducer;
EC 2.7.1.105 (6-phosphofructo-2-kinase) inhibitor		00low000000
[4-(3-chlorophenyl)sulfonyl-3-nitrophenyl]-[4-(2-pyridinyl)-1-piperazinyl]methanone
0
piperazines;
pyridines		00low000000
axitinib
0
aryl sulfide;
benzamides;
indazoles;
pyridines		antineoplastic agent;
tyrosine kinase inhibitor;
vascular endothelial growth factor receptor antagonist		00low000000
2-[4-(2-pyrimidinyl)-1-piperazinyl]quinoline
0
piperazines;
pyridines		00low000000
(2-Chloro-4-pyridinyl)methanol
0
organohalogen compound;
pyridines		00low000000
pymetrozine
0
1,2,4-triazines;
pyridines		antifeedant;
environmental contaminant;
TRPV channel modulator;
xenobiotic		00low000000
abiraterone acetate
0
pyridines;
sterol ester		antineoplastic agent;
EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor;
prodrug		00low000000
mocetinostat
0
aminopyrimidine;
benzamides;
pyridines;
secondary amino compound;
secondary carboxamide;
substituted aniline		antineoplastic agent;
apoptosis inducer;
autophagy inducer;
cardioprotective agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
hepatotoxic agent		00low000000
n-(4-tert-butylphenyl)-4-(3-chloropyridin-2-yl)tetrahydropyrazine-1(2h)-carboxamide
0
piperazines;
pyridines		00low000000
4-(1H-imidazol-5-ylmethyl)pyridine
0
pyridines00low000000
680c91
0
fluoroindole;
olefinic compound;
pyridines		EC 1.13.11.11 (tryptophan 2,3-dioxygenase) inhibitor00low000000
masitinib
0
1,3-thiazoles;
benzamides;
N-alkylpiperazine;
pyridines		antineoplastic agent;
antirheumatic drug;
tyrosine kinase inhibitor		00low000000
vorapaxar
0
carbamate ester;
lactone;
naphthofuran;
organofluorine compound;
pyridines		cardiovascular drug;
platelet aggregation inhibitor;
protease-activated receptor-1 antagonist		00low000000
azd2858
0
aromatic amine;
N-methylpiperazine;
pyrazines;
pyridines;
secondary carboxamide;
sulfonamide		antineoplastic agent;
bone density conservation agent;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
Wnt signalling activator		00low000000
ciclonicate
0
aromatic carboxylic acid;
pyridines		00low000000
tedizolid
0
carbamate ester;
organofluorine compound;
oxazolidinone;
primary alcohol;
pyridines;
tetrazoles		antimicrobial agent;
drug metabolite;
protein synthesis inhibitor		00low000000
chlorantranilipole
0
monochlorobenzenes;
organobromine compound;
pyrazole insecticide;
pyrazoles;
pyridines;
secondary carboxamide		ryanodine receptor agonist00low000000
picoxystrobin
0
aromatic ether;
enoate ester;
enol ether;
methoxyacrylate strobilurin antifungal agent;
organofluorine compound;
pyridines		antifungal agrochemical;
mitochondrial cytochrome-bc1 complex inhibitor		00low000000
tedizolid phosphate
0
carbamate ester;
organofluorine compound;
oxazolidinone;
phosphate monoester;
pyridines;
tetrazoles		antimicrobial agent;
prodrug;
protein synthesis inhibitor		00low000000
dorsomorphin
0
aromatic ether;
piperidines;
pyrazolopyrimidine;
pyridines		bone morphogenetic protein receptor antagonist;
EC 2.7.11.31 {[hydroxymethylglutaryl-CoA reductase (NADPH)] kinase} inhibitor		00low000000
cyantraniliprole
0
nitrile;
organobromine compound;
organochlorine compound;
pyrazole insecticide;
pyridines;
secondary carboxamide		ryanodine receptor agonist00low000000
GDC-0879
0
indanes;
ketoxime;
primary alcohol;
pyrazoles;
pyridines		antineoplastic agent;
B-Raf inhibitor		00low000000
bgt226
0
aromatic ether;
imidazoquinoline;
N-arylpiperazine;
organofluorine compound;
pyridines		antineoplastic agent;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
mTOR inhibitor		00low000000
[4-(3-chlorophenyl)-1-piperazinyl]-[1-[4-(2-pyridinyl)-1-piperazinyl]-4-isoquinolinyl]methanone
0
piperazines;
pyridines		00low000000
dafadine C
0
aromatic amide;
aromatic ether;
difluorobenzene;
isoxazoles;
N-acylpiperidine;
pyridines		P450 inhibitor00low000000
dafadine B
0
aromatic amide;
aromatic ether;
isoxazoles;
monochlorobenzenes;
monofluorobenzenes;
N-acylpiperidine;
pyridines		P450 inhibitor00low000000
1-butyl-3-[2-(4-ethyl-1-piperazinyl)-4-methyl-6-quinolinyl]-1-methylthiourea
0
piperazines;
pyridines		00low000000
lumacaftor
0
aromatic amide;
benzodioxoles;
benzoic acids;
cyclopropanes;
organofluorine compound;
pyridines		CFTR potentiator;
orphan drug		00low000000
ro5126766
0
aryloxypyrimidine;
coumarins;
organofluorine compound;
pyridines;
sulfamides		antineoplastic agent;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor		00low000000
sulfoxaflor
0
nitrile;
organofluorine compound;
pyridines;
sulfoximide		00low000000
cnf 2024
0
2-aminopurines;
aromatic ether;
organochlorine compound;
pyridines		antineoplastic agent;
Hsp90 inhibitor		00low000000
gdc 0449
0
benzamides;
monochlorobenzenes;
pyridines;
sulfone		antineoplastic agent;
Hedgehog signaling pathway inhibitor;
SMO receptor antagonist;
teratogenic agent		00low000000
bms 754807
0
pyrazoles;
pyridines;
pyrrolidines;
pyrrolotriazine		antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor		00low000000
4-(1-((5-((2,6-dimethylphenoxy)methyl)-3-isoxazolyl)carbonyl)-4-piperidinyl)pyridine
0
aromatic amide;
aromatic ether;
isoxazoles;
N-acylpiperidine;
pyridines		geroprotector;
P450 inhibitor		00low000000
dafadine D
0
aromatic amide;
aromatic ether;
isoxazoles;
N-acylpiperidine;
organofluorine compound;
pyridines		P450 inhibitor00low000000
dafadine O
0
aromatic amide;
aromatic ether;
isoxazoles;
N-acylpiperidine;
pyridines;
ring assembly		P450 inhibitor00low000000
florbetapir f 18
0
(18)F radiopharmaceutical;
aromatic ether;
organofluorine compound;
pyridines;
substituted aniline		radioactive imaging agent00low000000
gsk 2126458
0
aromatic ether;
difluorobenzene;
pyridazines;
pyridines;
quinolines;
sulfonamide		anticoronaviral agent;
antineoplastic agent;
autophagy inducer;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
mTOR inhibitor;
radiosensitizing agent		00low000000
1-(2,3-dihydro-1,4-benzodioxin-6-ylsulfonyl)-4-(2-pyridinylsulfonyl)piperazine
0
pyridines;
sulfonamide		00low000000
ml228 probe
0
1,2,4-triazines;
biphenyls;
pyridines;
secondary amino compound		hypoxia-inducible factor pathway activator00low000000
lgk974
0
bipyridines;
pyrazines;
pyridines;
secondary carboxamide		Wnt signalling inhibitor00low000000
N-(4,6-dimethyl-2-pyridinyl)-4-[5-(trifluoromethyl)-2-pyridinyl]-1-piperazinecarbothioamide
0
piperazines;
pyridines		00low000000
afidopyropen
0
cyclopropanecarboxylate ester;
organic heterotetracyclic compound;
pyridines;
secondary alcohol		agrochemical;
insecticide;
TRPV channel modulator		00low000000
piroxicam
0
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		00low000000
mobiflex
0
heteroaryl hydroxy compound;
monocarboxylic acid amide;
pyridines;
thienothiazine		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
lornoxicam
0
heteroaryl hydroxy compound;
monocarboxylic acid amide;
organochlorine compound;
pyridines;
thienothiazine		antipyretic;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
gsk-2816126
0
piperazines;
pyridines		00low000000
acp-196
0
aromatic amine;
benzamides;
imidazopyrazine;
pyridines;
pyrrolidinecarboxamide;
secondary carboxamide;
tertiary carboxamide;
ynone		antineoplastic agent;
apoptosis inducer;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor		00low000000
GSK1059615
0
pyridines;
quinolines;
thiazolidinone		antineoplastic agent;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor		00low000000
pf-06687252
0
azabicycloalkane;
enone;
phenols;
pyridines		00low000000
2-hydroxy-3-(5-((morpholin-4-yl)methyl)pyridin-2-yl)-1h-indole-5-carbonitrile
0
hydroxyindoles;
morpholines;
nitrile;
pyridines;
tertiary amino compound		antineoplastic agent;
apoptosis inducer;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
tau aggregation inhibitor		00low000000
sb-590885
0
aromatic ether;
imidazoles;
ketoxime;
pyridines;
tertiary amino compound		00low000000
dabigatran etexilate
0
aromatic amide;
benzimidazoles;
beta-alanine derivative;
carboxamidine;
carboxylic ester;
pyridines		anticoagulant;
EC 3.4.21.5 (thrombin) inhibitor;
prodrug		00low000000
itaconic acid
0
dicarboxylic acid;
dicarboxylic fatty acid;
olefinic compound		fungal metabolite;
human metabolite		00low000000
ro 48-8071
0
aromatic ether;
aromatic ketone;
bromobenzenes;
monofluorobenzenes;
olefinic compound;
tertiary amino compound		antineoplastic agent;
EC 5.4.99.7 (lanosterol synthase) inhibitor		00low000000
dienestrol
0
olefinic compound;
phenols		xenoestrogen00low000000
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide
0
bromobenzenes;
isoquinolines;
olefinic compound;
secondary amino compound;
sulfonamide		EC 2.7.11.11 (cAMP-dependent protein kinase) inhibitor00low000000
ketotifen
0
cyclic ketone;
olefinic compound;
organic heterotricyclic compound;
organosulfur heterocyclic compound;
piperidines;
tertiary amino compound		anti-asthmatic drug;
H1-receptor antagonist		00low000000
1,1-difluoroethylene
0
olefinic compound;
organofluorine compound		00low000000
alpha-methylstyrol
0
olefinic compound00low000000
ethyl isovalerate
0
fatty acid ethyl ester;
olefinic compound		metabolite00low000000
allyl cyanide
0
aliphatic nitrile;
olefinic compound		antifeedant;
neurotoxin;
plant metabolite		00low000000
3-hydroxy-3-methylbutene
0
olefinic compound;
tertiary alcohol		animal metabolite;
fragrance;
pheromone;
plant metabolite		00low000000
mesityl oxide
0
olefinic compound00low000000
elemicin
0
olefinic compound00low000000
perillaldehyde
0
aldehyde;
olefinic compound		human metabolite;
mouse metabolite;
volatile oil component		00low000000
vinclozolin
0
dicarboximide;
dichlorobenzene;
olefinic compound;
oxazolidinone		00low000000
1-octen-3-one
0
olefinic compound00low000000
alantolactone
0
naphthofuran;
olefinic compound;
sesquiterpene lactone		antineoplastic agent;
apoptosis inducer;
plant metabolite		00low000000
elemol
0
olefinic compound;
sesquiterpenoid;
tertiary alcohol		fragrance;
plant metabolite		00low000000
spathulenol
0
carbotricyclic compound;
olefinic compound;
sesquiterpenoid;
tertiary alcohol		anaesthetic;
plant metabolite;
vasodilator agent;
volatile oil component		00low000000
echinuline
0
2,5-diketopiperazines;
indole alkaloid;
indoles;
olefinic compound		Aspergillus metabolite;
marine metabolite;
plant metabolite		00low000000
panaxydol
0
acetylenic compound;
epoxide;
olefinic compound		00low000000
ay 25545
0
acetate ester;
aromatic ether;
C-glycosyl compound;
naphthoisochromene;
olefinic compound;
phenols;
tertiary amine		antimicrobial agent;
antineoplastic agent;
bacterial metabolite		00low000000
acrovestone
0
acetophenones;
aromatic ether;
olefinic compound;
polyphenol		antioxidant;
EC 1.14.18.1 (tyrosinase) inhibitor;
plant metabolite		00low000000
dolichodial
0
dialdehyde;
iridoid monoterpenoid;
olefinic compound		animal metabolite;
plant metabolite;
volatile oil component		00low000000
prostaglandin h2
0
olefinic compound;
oxylipin;
prostaglandins H;
secondary alcohol		mouse metabolite00low000000
stigmatellin
0
aromatic ether;
chromones;
olefinic compound;
phenols		bacterial metabolite;
quinol oxidation site inhibitor		00low000000
diethylstilbestrol
0
olefinic compound;
polyphenol		antifungal agent;
antineoplastic agent;
autophagy inducer;
calcium channel blocker;
carcinogenic agent;
EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
endocrine disruptor;
xenoestrogen		00low000000
efinaconazole
0
conazole antifungal drug;
olefinic compound;
organofluorine compound;
piperidines;
tertiary alcohol;
tertiary amino compound;
triazole antifungal drug		EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor00low000000
cannabidiol
0
olefinic compound;
phytocannabinoid;
resorcinols		antimicrobial agent;
plant metabolite		00low000000
cinnarizine
0
diarylmethane;
N-alkylpiperazine;
olefinic compound		anti-allergic agent;
antiemetic;
calcium channel blocker;
geroprotector;
H1-receptor antagonist;
histamine antagonist;
muscarinic antagonist		00low000000
1-[2-[3-(1-methylethenyl)phenyl]propan-2-yl]-3-(4-methyl-2-pyridinyl)urea
0
olefinic compound00low000000
10058-F4
0
olefinic compound;
thiazolidinone		antineoplastic agent;
apoptosis inducer		00low000000
1-[4-(3,4-dihydroxyphenyl)-6-phenyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone
0
olefinic compound00low000000
arachidonyltrifluoromethane
0
fatty acid derivative;
ketone;
olefinic compound;
organofluorine compound		EC 3.1.1.4 (phospholipase A2) inhibitor00low000000
riddelliine
0
macrodiolide;
olefinic compound;
organic heterotricyclic compound;
pyrrolizine alkaloid		carcinogenic agent;
genotoxin;
mutagen		00low000000
soraphen a
0
cyclic hemiketal;
ether;
macrolide;
olefinic compound		bacterial metabolite;
EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor;
teratogenic agent		00low000000
cinepazide
0
olefinic compound00low000000
17-phenyltrinorprostaglandin e2
0
alicyclic ketone;
beta-hydroxy ketone;
hydroxy monocarboxylic acid;
olefinic compound;
oxo monocarboxylic acid;
prostanoid;
secondary alcohol		human metabolite;
prostaglandin receptor agonist		00low000000
isoelemicin
0
olefinic compound00low000000
semaxinib
0
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		00low000000
su 11652
0
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		00low000000
cis-3-hexenyl acetate
0
acetate ester;
olefinic compound		metabolite00low000000
amaranthin betacyanin
0
disaccharide derivative;
indoles;
olefinic compound;
tetrahydropyridine		biological pigment;
plant metabolite		00low000000
filipin
0
macrolide;
olefinic compound;
polyol		bacterial metabolite;
fluorescent probe		00low000000
bongkrekic acid
0
ether;
olefinic compound;
tricarboxylic acid		apoptosis inhibitor;
ATP/ADP translocase inhibitor;
bacterial metabolite;
EC 2.5.1.18 (glutathione transferase) inhibitor;
toxin		00low000000
ascofuranone
0
dihydroxybenzaldehyde;
meroterpenoid;
monochlorobenzenes;
olefinic compound;
resorcinols;
sesquiterpenoid;
tetrahydrofuranone		angiogenesis inhibitor;
antilipemic drug;
antineoplastic agent;
antiprotozoal drug;
fungal metabolite		00low000000
sdz eaa 494
0
monocarboxylic acid;
olefinic compound;
phosphonic acids;
piperazinecarboxylic acid;
tertiary amino compound		anticonvulsant;
neuroprotective agent;
NMDA receptor antagonist		00low000000
germacrone
0
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		00low000000
diniconazole
0
dichlorobenzene;
olefinic compound;
secondary alcohol;
triazoles		00low000000
aurachin b
0
A-type aurachin;
heteroaryl hydroxy compound;
olefinic compound;
quinoline N-oxide		bacterial metabolite00low000000
riddelliine n-oxide
0
diol;
macrocyclic lactone;
olefinic compound;
organic heterotricyclic compound;
primary alcohol;
pyrrolizine alkaloid;
tertiary alcohol;
tertiary amine oxide		carcinogenic agent;
genotoxin;
human xenobiotic metabolite;
Jacobaea metabolite;
mutagen;
rat metabolite		00low000000
acuminatin
0
1-benzofurans;
dimethoxybenzene;
neolignan;
olefinic compound;
ring assembly		fungal metabolite;
plant metabolite		00low000000
desmosdumotin c
0
olefinic compound00low000000
aureothin
0
4-pyranones;
C-nitro compound;
ketene acetal;
olefinic compound;
oxolanes		antibacterial agent;
antifungal agent;
antineoplastic agent;
antiparasitic agent;
bacterial metabolite;
EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor		00low000000
fostriecin
0
2-pyranones;
olefinic compound;
phosphate monoester;
polyketide;
primary allylic alcohol;
secondary allylic alcohol;
triol		antineoplastic agent;
apoptosis inhibitor;
bacterial metabolite;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
topoisomerase II inhibitor		00low000000
cj-15,801
0
olefinic compound00low000000
belinostat
0
hydroxamic acid;
olefinic compound;
sulfonamide		antineoplastic agent;
EC 3.5.1.98 (histone deacetylase) inhibitor		00low000000
triacsin c
0
hydrazone;
nitroso compound;
olefinic compound		antimalarial;
apoptosis inhibitor;
bacterial metabolite;
EC 3.1.1.64 (retinoid isomerohydrolase) inhibitor;
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
vasodilator agent		00low000000
tln 4601
0
dibenzodiazepine;
farnesane sesquiterpenoid;
olefinic compound;
secondary amine;
triol		antineoplastic agent;
antioxidant;
cathepsin L (EC 3.4.22.15) inhibitor		00low000000
yw 3548
0
olefinic compound;
terpene lactone;
tertiary alcohol		fungal metabolite;
glycerophosphoinositol synthesis inhibitor		00low000000
npi 2358
0
2,5-diketopiperazines;
benzenes;
imidazoles;
olefinic compound		angiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
microtubule-destabilising agent		00low000000
pateamine a
0
1,3-thiazoles;
macrodiolide;
olefinic compound;
primary amino compound;
tertiary amino compound		antineoplastic agent;
antiviral agent;
eukaryotic initiation factor 4F inhibitor;
marine metabolite		00low000000
fr 900848
0
cyclopropanes;
nucleoside analogue;
olefinic compound;
polyketide;
secondary carboxamide		antifungal agent;
bacterial metabolite		00low000000
gamendazole
0
alpha,beta-unsaturated monocarboxylic acid;
dichlorobenzene;
indazoles;
olefinic compound;
organofluorine compound		antispermatogenic agent;
eukaryotic translation elongation factor 1alpha 1 inhibitor;
Hsp90 inhibitor;
synthetic oral contraceptive		00low000000
lucidone
0
olefinic compound00low000000
ascochlorin
0
cyclohexanones;
dihydroxybenzaldehyde;
meroterpenoid;
monochlorobenzenes;
olefinic compound;
resorcinols;
sesquiterpenoid		angiogenesis inhibitor;
antifungal agent;
antineoplastic agent;
antiprotozoal drug;
fungal metabolite		00low000000
alpha-onocerin
0
diol;
olefinic compound;
secondary alcohol;
triterpenoid		plant metabolite00low000000
fluensulfone
0
1,3-thiazoles;
olefinic compound;
organochlorine pesticide;
organofluorine pesticide;
sulfone		agrochemical;
nematicide		00low000000
butafenacil
0
benzoate ester;
diester;
monochlorobenzenes;
olefinic compound;
organofluorine compound		EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor;
herbicide		00low000000
roburic acid
0
monocarboxylic acid;
olefinic compound;
tetracyclic triterpenoid		plant metabolite00low000000
papuamide b
0
cyclodepsipeptide;
olefinic compound;
secondary alcohol;
tertiary alcohol		anti-HIV-1 agent;
antineoplastic agent;
marine metabolite		00low000000
pracinostat
0
benzimidazole;
hydroxamic acid;
olefinic compound;
tertiary amino compound		antimalarial;
antineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor		00low000000
2-methoxy-N-[3-[4-[3-methyl-4-[(6-methyl-3-pyridinyl)oxy]anilino]-6-quinazolinyl]prop-2-enyl]acetamide
0
aromatic ether;
methylpyridines;
olefinic compound;
quinazolines;
secondary amino compound;
secondary carboxamide;
toluenes		00low000000
belinostat
0
olefinic compound00low000000
N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide
0
aromatic amide;
bridged compound;
olefinic compound;
organochlorine compound;
organofluorine compound;
pyrazoles		00low000000
hydrazinocurcumin
0
aromatic ether;
olefinic compound;
polyphenol;
pyrazoles		angiogenesis modulating agent;
antineoplastic agent;
EC 2.3.1.48 (histone acetyltransferase) inhibitor;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
antazoline
1
aromatic amine;
imidazolines;
tertiary amino compound		cholinergic antagonist;
H1-receptor antagonist;
xenobiotic		1976197648.0low010000
astemizole
7
benzimidazoles;
piperidines		anti-allergic agent;
anticoronaviral agent;
H1-receptor antagonist		1982200228.6low215100
azelastine
0
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		00low000000
benzquinamide
0
monocarboxylic acid amideantiemetic;
antipsychotic agent;
H1-receptor antagonist;
muscarinic antagonist;
sedative		00low000000
bromodiphenhydramine
0
organobromine compound;
tertiary amino compound		antimicrobial agent;
H1-receptor antagonist;
muscarinic antagonist		00low000000
carbinoxamine
0
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist		00low000000
cetirizine
14
ether;
monocarboxylic acid;
monochlorobenzenes;
piperazines		anti-allergic agent;
environmental contaminant;
H1-receptor antagonist;
xenobiotic		1990200226.9low3012200
chlorpheniramine
19
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antidepressant;
antipruritic drug;
H1-receptor antagonist;
histamine antagonist;
serotonin uptake inhibitor		1966201238.5low3124210
cyproheptadine
6
piperidines;
tertiary amine		anti-allergic agent;
antipruritic drug;
gastrointestinal drug;
H1-receptor antagonist;
serotonergic antagonist		1972199838.3low133000
desipramine
3
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		1968197354.0low030000
diphenhydramine
18
ether;
tertiary amino compound		anti-allergic agent;
antidyskinesia agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
antitussive;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
oneirogen;
sedative		1966201238.7low6124110
diphenylpyraline
0
piperidines;
tertiary amine		cholinergic antagonist;
H1-receptor antagonist		00low000000
doxylamine
2
pyridines;
tertiary amine		anti-allergic agent;
antiemetic;
antitussive;
cholinergic antagonist;
H1-receptor antagonist;
histamine antagonist;
sedative		2003201813.5low100110
emedastine
0
benzimidazolesanti-allergic agent;
antipruritic drug;
H1-receptor antagonist		00low000000
epinastine
0
benzazepine;
guanidines		anti-allergic agent;
H1-receptor antagonist;
histamine antagonist;
ophthalmology drug		00low000000
fexofenadine
0
piperidines;
tertiary amine		anti-allergic agent;
H1-receptor antagonist		00low000000
hydroxyzine
6
hydroxyether;
monochlorobenzenes;
N-alkylpiperazine		anticoronaviral agent;
antipruritic drug;
anxiolytic drug;
dermatologic drug;
H1-receptor antagonist		1988200529.0low222200
ketotifen
0
cyclic ketone;
olefinic compound;
organic heterotricyclic compound;
organosulfur heterocyclic compound;
piperidines;
tertiary amino compound		anti-asthmatic drug;
H1-receptor antagonist		00low000000
loratadine
11
benzocycloheptapyridine;
ethyl ester;
N-acylpiperidine;
organochlorine compound;
tertiary carboxamide		anti-allergic agent;
cholinergic antagonist;
geroprotector;
H1-receptor antagonist		1990200426.0low309200
methapyrilene
2
ethylenediamine derivativeanti-allergic agent;
carcinogenic agent;
H1-receptor antagonist;
sedative		1984199534.5low011000
mianserin
1
dibenzoazepineadrenergic uptake inhibitor;
alpha-adrenergic antagonist;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
geroprotector;
H1-receptor antagonist;
histamine agonist;
sedative;
serotonergic antagonist		1981198143.0low010000
mirtazapine
0
benzazepine;
tetracyclic antidepressant		alpha-adrenergic antagonist;
anxiolytic drug;
H1-receptor antagonist;
histamine antagonist;
oneirogen;
serotonergic antagonist		00low000000
orphenadrine
0
ether;
tertiary amino compound		antidyskinesia agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist;
muscle relaxant;
NMDA receptor antagonist;
parasympatholytic		00low000000
oxatomide
0
benzimidazoles;
diarylmethane;
N-alkylpiperazine		anti-allergic agent;
anti-inflammatory agent;
geroprotector;
H1-receptor antagonist;
serotonergic antagonist		00low000000
promazine
0
phenothiazines;
tertiary amine		antiemetic;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
H1-receptor antagonist;
muscarinic antagonist;
phenothiazine antipsychotic drug;
serotonergic antagonist		00low000000
promethazine
12
phenothiazines;
tertiary amine		anti-allergic agent;
anticoronaviral agent;
antiemetic;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
sedative		1966200345.1low192100
pyrilamine
15
aromatic ether;
ethylenediamine derivative		H1-receptor antagonist1975201232.9low082410
risperidone
0
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		00low000000
thioridazine
0
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		00low000000
trazodone
0
monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
triazolopyridine		adrenergic antagonist;
antidepressant;
anxiolytic drug;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		00low000000
promethazine hydrochloride
0
hydrochlorideanti-allergic agent;
anticoronaviral agent;
antiemetic;
antipruritic drug;
geroprotector;
H1-receptor antagonist;
local anaesthetic;
sedative		00low000000
cyclizine
3
N-alkylpiperazineantiemetic;
central nervous system depressant;
cholinergic antagonist;
H1-receptor antagonist;
local anaesthetic		1971198249.3low130000
brompheniramine
5
organobromine compound;
pyridines		anti-allergic agent;
H1-receptor antagonist		1968198546.2low250000
methapyrilene hydrochloride
0
hydrochlorideanti-allergic agent;
carcinogenic agent;
H1-receptor antagonist;
sedative		00low000000
diphenhydramine hydrochloride
3
hydrochloride;
organoammonium salt		anti-allergic agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
sedative		1974198345.3low130000
orphenadrine hydrochloride
0
hydrochlorideantiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist;
muscle relaxant;
NMDA receptor antagonist;
parasympatholytic		00low000000
clopenthixol
0
N-alkylpiperazine;
primary alcohol;
thioxanthenes		alpha-adrenergic antagonist;
dopaminergic antagonist;
first generation antipsychotic;
H1-receptor antagonist;
serotonergic antagonist		00low000000
pimozide
0
benzimidazoles;
heteroarylpiperidine;
organofluorine compound		antidyskinesia agent;
dopaminergic antagonist;
first generation antipsychotic;
H1-receptor antagonist;
serotonergic antagonist		00low000000
dexbrompheniramine
0
brompheniramineanti-allergic agent;
H1-receptor antagonist		00low000000
azatadine
0
benzocycloheptapyridine;
tertiary amine		anti-allergic agent;
H1-receptor antagonist		00low000000
clemastine
3
monochlorobenzenes;
N-alkylpyrrolidine		anti-allergic agent;
antipruritic drug;
H1-receptor antagonist;
muscarinic antagonist		1987199533.7low321000
azelastine hydrochloride
0
hydrochlorideanti-allergic agent;
anti-asthmatic drug;
bronchodilator agent;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
H1-receptor antagonist;
platelet aggregation inhibitor		00low000000
sertindole
0
heteroarylpiperidine;
imidazolidinone;
organochlorine compound;
organofluorine compound;
phenylindole		alpha-adrenergic antagonist;
H1-receptor antagonist;
second generation antipsychotic;
serotonergic antagonist		00low000000
aripiprazole
0
aromatic ether;
delta-lactam;
dichlorobenzene;
N-alkylpiperazine;
N-arylpiperazine;
quinolone		drug metabolite;
H1-receptor antagonist;
second generation antipsychotic;
serotonergic agonist		00low000000
trazodone hydrochloride
1
hydrochlorideadrenergic antagonist;
antidepressant;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		1976197648.0low010000
diphenylpyraline hydrochloride
0
hydrochloridecholinergic antagonist;
H1-receptor antagonist		00low000000
orphenadrine citrate
0
citrate saltH1-receptor antagonist;
muscarinic antagonist;
muscle relaxant;
NMDA receptor antagonist;
parasympatholytic		00low000000
clemizolpenicillin
0
clemizole(1+) saltH1-receptor antagonist00low000000
desloratadine
0
benzocycloheptapyridineanti-allergic agent;
cholinergic antagonist;
drug metabolite;
H1-receptor antagonist		00low000000
tau 284
0
organosulfonate saltanti-allergic agent;
H1-receptor antagonist		00low000000
cinnarizine
0
diarylmethane;
N-alkylpiperazine;
olefinic compound		anti-allergic agent;
antiemetic;
calcium channel blocker;
geroprotector;
H1-receptor antagonist;
histamine antagonist;
muscarinic antagonist		00low000000
clemastine fumarate
0
fumarate saltanti-allergic agent;
antipruritic drug;
H1-receptor antagonist;
muscarinic antagonist		00low000000
ketotifen fumarate
0
organoammonium saltanti-asthmatic drug;
H1-receptor antagonist		00low000000
carbinoxamine maleate
0
maleate saltanti-allergic agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist		00low000000
acrivastine
0
alpha,beta-unsaturated monocarboxylic acid;
N-alkylpyrrolidine;
olefinic compound;
pyridines		H1-receptor antagonist00low000000
zuclopenthixol
0
clopenthixolalpha-adrenergic antagonist;
dopaminergic antagonist;
first generation antipsychotic;
H1-receptor antagonist;
serotonergic antagonist		00low000000
triprolidine hydrochloride anhydrous
0
hydrochlorideH1-receptor antagonist00low000000
cyclizine hydrochloride
0
hydrochlorideantiemetic;
central nervous system depressant;
cholinergic antagonist;
H1-receptor antagonist		00low000000
dexbrompheniramine maleate
0
brompheniramine maleateanti-allergic agent;
H1-receptor antagonist		00low000000
demethylmirtazapine
0
benzazepine;
tetracyclic antidepressant		alpha-adrenergic antagonist;
anxiolytic drug;
H1-receptor antagonist;
histamine antagonist;
human xenobiotic metabolite;
serotonergic antagonist		00low000000
alcaftadine
0
aldehyde;
imidazobenzazepine;
piperidines;
tertiary amino compound		anti-allergic agent;
H1-receptor antagonist		00low000000
(S)-carbinoxamine maleate
0
carbinoxamine maleateanti-allergic agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist		00low000000
aripiprazole lauroxil
0
aromatic ether;
delta-lactam;
dichlorobenzene;
dodecanoate ester;
N-alkylpiperazine;
N-arylpiperazine;
quinolone		H1-receptor antagonist;
prodrug;
second generation antipsychotic;
serotonergic agonist		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
carbinoxamine
0
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist		00low000000
chlorpheniramine
19
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antidepressant;
antipruritic drug;
H1-receptor antagonist;
histamine antagonist;
serotonin uptake inhibitor		1966201238.5low3124210
doxylamine
2
pyridines;
tertiary amine		anti-allergic agent;
antiemetic;
antitussive;
cholinergic antagonist;
H1-receptor antagonist;
histamine antagonist;
sedative		2003201813.5low100110
ketotifen
0
cyclic ketone;
olefinic compound;
organic heterotricyclic compound;
organosulfur heterocyclic compound;
piperidines;
tertiary amino compound		anti-asthmatic drug;
H1-receptor antagonist		00low000000
brompheniramine
5
organobromine compound;
pyridines		anti-allergic agent;
H1-receptor antagonist		1968198546.2low250000
clemastine
3
monochlorobenzenes;
N-alkylpyrrolidine		anti-allergic agent;
antipruritic drug;
H1-receptor antagonist;
muscarinic antagonist		1987199533.7low321000
cinnarizine
0
diarylmethane;
N-alkylpiperazine;
olefinic compound		anti-allergic agent;
antiemetic;
calcium channel blocker;
geroprotector;
H1-receptor antagonist;
histamine antagonist;
muscarinic antagonist		00low000000
acrivastine
0
alpha,beta-unsaturated monocarboxylic acid;
N-alkylpyrrolidine;
olefinic compound;
pyridines		H1-receptor antagonist00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
3-phenylpropionic acid
1
benzenes;
monocarboxylic acid		antifungal agent;
human metabolite;
plant metabolite		1984198440.0low010000
gamma-aminobutyric acid
3
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule		1984201427.0low011010
acetic acid
2
monocarboxylic acidantimicrobial food preservative;
Daphnia magna metabolite;
food acidity regulator;
protic solvent		1984201425.0low010010
adenine
2
6-aminopurines;
purine nucleobase		Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		2008201214.0low000110
quinacrine
4
acridines;
aromatic ether;
organochlorine compound;
tertiary amino compound		antimalarial;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor		2008201214.5low000310
beta-alanine
1
amino acid zwitterion;
beta-amino acid		agonist;
fundamental metabolite;
human metabolite;
inhibitor;
neurotransmitter		2014201410.0low000010
benzoic acid
1
benzoic acidsalgal metabolite;
antimicrobial food preservative;
drug allergen;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor;
human xenobiotic metabolite;
plant metabolite		2014201410.0low000010
benzyl alcohol
1
benzyl alcoholsantioxidant;
fragrance;
metabolite;
solvent		2008200816.0low000100
betaine
3
amino-acid betaine;
glycine derivative		fundamental metabolite2008201612.0low000120
formic acid
1
monocarboxylic acidantibacterial agent;
astringent;
metabolite;
protic solvent;
solvent		2014201410.0low000010
aminooxyacetic acid
1
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		2010201014.0low000100
carnitine
1
amino-acid betainehuman metabolite;
mouse metabolite		2012201212.0low000010
citric acid, anhydrous
1
tricarboxylic acidantimicrobial agent;
chelator;
food acidity regulator;
fundamental metabolite		1984198440.0low010000
coumarin
1
coumarinsfluorescent dye;
human metabolite;
plant metabolite		2012201212.0low000010
salicylic acid
1
monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite		2014201410.0low000010
2-aminoacetaldehyde
1
amino aldehyde;
omega-aminoaldehyde		Escherichia coli metabolite1984198440.0medium010000
gallic acid
1
trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite		2014201410.0low000010
bupropion
4
aromatic ketone;
monochlorobenzenes;
secondary amino compound		antidepressant;
environmental contaminant;
xenobiotic		2008201611.5low000130
guaiacol
1
guaiacolsdisinfectant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
expectorant;
plant metabolite		2012201212.0low000010
phosphoglycolate
1
carboxyalkyl phosphateEscherichia coli metabolite;
mouse metabolite		1984198440.0low010000
aminocaproic acid
2
amino acid zwitterion;
epsilon-amino acid;
omega-amino fatty acid		antifibrinolytic drug;
hematologic agent;
metabolite		2010201611.0low000110
lactic acid
1
2-hydroxy monocarboxylic acidalgal metabolite;
Daphnia magna metabolite		2008200816.0low000100
hexachlorocyclohexane
1
chlorocyclohexane1984198440.0low010000
glycine
2
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		2008201413.0low000110
glycerol
1
alditol;
triol		algal metabolite;
detergent;
Escherichia coli metabolite;
geroprotector;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
solvent		2008200816.0low000100
alpha-glycerophosphoric acid
1
glycerol monophosphatealgal metabolite;
human metabolite		2008200816.0low000100
histamine
5
aralkylamino compound;
imidazoles		human metabolite;
mouse metabolite;
neurotransmitter		1994201418.0low001220
dihydroxyphenylalanine
1
hydroxyphenylalanine;
non-proteinogenic alpha-amino acid;
tyrosine derivative		human metabolite2014201410.0low000010
inositol
1
cyclitol;
hexol		2008200816.0low000100
acetanilide
1
acetamides;
anilide		analgesic2012201212.0low000010
niacin
3
pyridine alkaloid;
pyridinemonocarboxylic acid;
vitamin B3		antidote;
antilipemic drug;
EC 3.5.1.19 (nicotinamidase) inhibitor;
Escherichia coli metabolite;
human urinary metabolite;
metabolite;
mouse metabolite;
plant metabolite;
vasodilator agent		2008201611.3low000120
oxalic acid
1
alpha,omega-dicarboxylic acidalgal metabolite;
human metabolite;
plant metabolite		1984198440.0low010000
4-aminobenzoic acid
1
aminobenzoic acid;
aromatic amino-acid zwitterion		allergen;
Escherichia coli metabolite;
plant metabolite		2014201410.0low000010
phenol
2
phenolsantiseptic drug;
disinfectant;
human xenobiotic metabolite;
mouse metabolite		1984199833.0low011000
phenethylamine
1
alkaloid;
aralkylamine;
phenylethylamine		Escherichia coli metabolite;
human metabolite;
mouse metabolite		1984198440.0low010000
phosphoric acid
1
phosphoric acidsalgal metabolite;
fertilizer;
human metabolite;
NMR chemical shift reference compound;
solvent		1984198440.0low010000
picolinic acid
1
pyridinemonocarboxylic acidhuman metabolite;
MALDI matrix material		2014201410.0low000010
propionic acid
1
saturated fatty acid;
short-chain fatty acid		antifungal drug2014201410.0low000010
pyrazinamide
1
monocarboxylic acid amide;
N-acylammonia;
pyrazines		antitubercular agent;
prodrug		201620168.0low000010
pyridine
1
azaarene;
mancude organic heteromonocyclic parent;
monocyclic heteroarene;
pyridines		environmental contaminant;
NMR chemical shift reference compound		1998199826.0low001000
pyridoxamine
1
aminoalkylpyridine;
hydroxymethylpyridine;
monohydroxypyridine;
vitamin B6		Escherichia coli metabolite;
human metabolite;
iron chelator;
mouse metabolite;
nephroprotective agent;
plant metabolite;
Saccharomyces cerevisiae metabolite		2014201410.0low000010
pyridoxine
2
hydroxymethylpyridine;
methylpyridines;
monohydroxypyridine;
vitamin B6		cofactor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		2012201610.0low000020
succinic acid
1
alpha,omega-dicarboxylic acid;
C4-dicarboxylic acid		anti-ulcer drug;
fundamental metabolite;
micronutrient;
nutraceutical;
radiation protective agent		2008200816.0low000100
thiamine
1
primary alcohol;
vitamin B1		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		201620168.0low000010
trimethylamine
1
methylamines;
tertiary amine		Escherichia coli metabolite;
human xenobiotic metabolite		2014201410.0low000010
tryptophan
1
alpha-amino acid;
amino acid zwitterion;
aminoalkylindole;
aromatic amino acid;
polar amino acid		Daphnia magna metabolite2014201410.0medium000010
tryptamine
1
aminoalkylindole;
aralkylamino compound;
indole alkaloid;
tryptamines		human metabolite;
mouse metabolite;
plant metabolite		1984198440.0low010000
7-hydroxy-2-n,n-dipropylaminotetralin
1
tetralins1999199925.0low001000
2,4-dichlorophenoxyacetic acid
1
chlorophenoxyacetic acid;
dichlorobenzene		agrochemical;
defoliant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
environmental contaminant;
phenoxy herbicide;
synthetic auxin		2014201410.0low000010
enprofylline
1
oxopurineanti-arrhythmia drug;
anti-asthmatic drug;
bronchodilator agent;
non-steroidal anti-inflammatory drug		2012201212.0low000010
phenytoin
3
imidazolidine-2,4-dioneanticonvulsant;
drug allergen;
sodium channel blocker;
teratogenic agent		1984201620.7low010110
5-methoxytryptamine
1
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		1993199331.0low001000
oxyquinoline
1
monohydroxyquinolineantibacterial agent;
antifungal agrochemical;
antiseptic drug;
iron chelator		2012201212.0low000010
tacrine
2
acridines;
aromatic amine		EC 3.1.1.7 (acetylcholinesterase) inhibitor2012201411.0low000020
acebutolol
3
aromatic amide;
ethanolamines;
ether;
monocarboxylic acid amide;
propanolamine;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympathomimetic agent		2010201610.7low000120
acetaminophen
5
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		2008201613.0low000320
acetarsol
1
acetamides;
anilide		2012201212.0low000010
acetazolamide
2
monocarboxylic acid amide;
sulfonamide;
thiadiazoles		anticonvulsant;
diuretic;
EC 4.2.1.1 (carbonic anhydrase) inhibitor		2010201611.0low000110
acetohydroxamic acid
2
acetohydroxamic acids;
carbohydroximic acid		algal metabolite;
EC 3.5.1.5 (urease) inhibitor		2010201611.0low000110
methacholine
1
acetate ester;
quaternary ammonium ion		bronchoconstrictor agent;
cholinergic agonist;
epitope;
muscarinic agonist;
vasodilator agent		2008200816.0low000100
ethacridine
1
acridines2012201212.0low000010
4-(acetylamino)benzeneacetic acid
1
acetamides;
anilide		2012201212.0low000010
adiphenine
1
diarylmethane2012201212.0low000010
aklomide
1
carbonyl compound;
organohalogen compound		2012201212.0low000010
alaproclate
1
alpha-amino acid ester201620168.0low000010
albendazole
2
aryl sulfide;
benzimidazoles;
benzimidazolylcarbamate fungicide;
carbamate ester		anthelminthic drug;
microtubule-destabilising agent;
tubulin modulator		2008201612.0low000110
albuterol
3
phenols;
phenylethanolamines;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
environmental contaminant;
xenobiotic		2010201611.3low000120
alendronate
2
1,1-bis(phosphonic acid);
primary amino compound		bone density conservation agent;
EC 2.5.1.1 (dimethylallyltranstransferase) inhibitor		2010201611.0low000110
alfuzosin
1
monocarboxylic acid amide;
quinazolines;
tetrahydrofuranol		alpha-adrenergic antagonist;
antihypertensive agent;
antineoplastic agent		201620168.0low000010
alosetron
1
imidazoles;
pyridoindole		antiemetic;
gastrointestinal drug;
serotonergic antagonist		201620168.0low000010
alprazolam
2
organochlorine compound;
triazolobenzodiazepine		anticonvulsant;
anxiolytic drug;
GABA agonist;
muscle relaxant;
sedative;
xenobiotic		2010201611.0low000110
alprenolol
2
secondary alcohol;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent		1984201425.0low010010
altretamine
2
triamino-1,3,5-triazine2012201610.0low000020
amantadine
4
adamantanes;
primary aliphatic amine		analgesic;
antiparkinson drug;
antiviral drug;
dopaminergic agent;
NMDA receptor antagonist;
non-narcotic analgesic		2008201612.5low000220
ambenonium
1
quaternary ammonium ionEC 3.1.1.8 (cholinesterase) inhibitor201620168.0medium000010
ambroxol
1
aromatic amine2008200816.0low000100
diatrizoic acid
1
acetamides;
benzoic acids;
organoiodine compound		environmental contaminant;
radioopaque medium;
xenobiotic		201620168.0low000010
amifostine anhydrous
1
diamine;
organic thiophosphate		antioxidant;
prodrug;
radiation protective agent		201620168.0low000010
aminoglutethimide
3
dicarboximide;
piperidones;
substituted aniline		adrenergic agent;
anticonvulsant;
antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor		2008201214.0low000210
p-aminohippuric acid
2
N-acylglycineDaphnia magna metabolite2012201610.0low000020
theophylline
3
dimethylxanthineadenosine 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		2009201612.3low000210
amiodarone
6
1-benzofurans;
aromatic ketone;
organoiodine compound;
tertiary amino compound		cardiovascular drug2008201612.7low000330
dan 2163
1
aromatic amide;
aromatic amine;
benzamides;
pyrrolidines;
sulfone		environmental contaminant;
second generation antipsychotic;
xenobiotic		2014201410.0low000010
amitriptyline
7
carbotricyclic compound;
tertiary amine		adrenergic uptake inhibitor;
antidepressant;
environmental contaminant;
tropomyosin-related kinase B receptor agonist;
xenobiotic		1984201618.4low011320
amlodipine
5
dihydropyridine;
ethyl ester;
methyl ester;
monochlorobenzenes;
primary amino compound		antihypertensive agent;
calcium channel blocker;
vasodilator agent		2008201612.0low000230
amodiaquine
1
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		2012201212.0low000010
amoxapine
3
dibenzooxazepineadrenergic uptake inhibitor;
antidepressant;
dopaminergic antagonist;
geroprotector;
serotonin uptake inhibitor		2012201610.0low000030
amprolium
1
pyridinium ioncoccidiostat2012201212.0low000010
anastrozole
1
nitrile;
triazoles		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor		201620168.0low000010
antazoline
3
aromatic amine;
imidazolines;
tertiary amino compound		cholinergic antagonist;
H1-receptor antagonist;
xenobiotic		2008201214.7low000210
antipyrine
1
pyrazoloneantipyretic;
cyclooxygenase 3 inhibitor;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		2012201212.0low000010
6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol
1
aporphine alkaloid2012201212.0low000010
apraclonidine
1
dichlorobenzene;
guanidines;
imidazolines		alpha-adrenergic agonist;
antiglaucoma drug;
beta-adrenergic agonist;
diagnostic agent;
ophthalmology drug		1984198440.0low010000
aprindine
1
indanes2010201014.0low000100
arecoline
3
enoate ester;
methyl ester;
pyridine alkaloid;
tetrahydropyridine		metabolite;
muscarinic agonist		1984201420.7low010020
aspirin
3
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		2010201610.7low000120
astemizole
4
benzimidazoles;
piperidines		anti-allergic agent;
anticoronaviral agent;
H1-receptor antagonist		1984201223.5low011110
atenolol
3
ethanolamines;
monocarboxylic acid amide;
propanolamine		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
environmental contaminant;
sympatholytic agent;
xenobiotic		2010201610.7low000120
azathioprine
3
aryl sulfide;
C-nitro compound;
imidazoles;
thiopurine		antimetabolite;
antineoplastic agent;
carcinogenic agent;
DNA synthesis inhibitor;
hepatotoxic agent;
immunosuppressive agent;
prodrug		2010201611.3low000120
azelastine
2
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		1998201418.0low001010
baclofen
1
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid;
monochlorobenzenes;
primary amino compound		central nervous system depressant;
GABA agonist;
muscle relaxant		201620168.0low000010
barbital
1
barbituratesdrug allergen2008200816.0low000100
bendazac
1
indazoles;
monocarboxylic acid		non-steroidal anti-inflammatory drug;
radical scavenger		201620168.0low000010
bendroflumethiazide
3
benzothiadiazine;
sulfonamide		antihypertensive agent;
diuretic		2008201612.0low000120
benfluorex
1
benzoate ester2008200816.0low000100
benserazide
1
carbohydrazide;
catechols;
primary alcohol;
primary amino compound		antiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		2012201212.0low000010
benzamide
1
benzamides2008200816.0low000100
benzbromarone
1
1-benzofurans;
aromatic ketone		uricosuric drug201620168.0low000010
benzocaine
1
benzoate ester;
substituted aniline		allergen;
antipruritic drug;
sensitiser;
topical anaesthetic		2012201212.0low000010
benzquinamide
1
monocarboxylic acid amideantiemetic;
antipsychotic agent;
H1-receptor antagonist;
muscarinic antagonist;
sedative		2008200816.0low000100
benzothiazide
1
benzothiadiazine;
sulfonamide		antihypertensive agent;
diuretic		2012201212.0low000010
bepridil
4
pyrrolidines;
tertiary amine		anti-arrhythmia drug;
antihypertensive agent;
calcium channel blocker;
vasodilator agent		2008201214.5low000310
bethanidine
1
guanidinesadrenergic antagonist;
antihypertensive agent		2008200816.0low000100
betaxolol
4
propanolamineantihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent		2008201611.5low000130
bethanechol
2
carbamate ester;
quaternary ammonium ion		muscarinic agonist2012201610.0low000020
bicalutamide
1
(trifluoromethyl)benzenes;
monocarboxylic acid amide;
monofluorobenzenes;
nitrile;
sulfone;
tertiary alcohol		201620168.0low000010
biperiden
1
piperidines;
tertiary alcohol;
tertiary amino compound		antidote to sarin poisoning;
antidyskinesia agent;
antiparkinson drug;
muscarinic antagonist;
parasympatholytic		201620168.0low000010
bisacodyl
3
diarylmethane2008201612.0low000120
bisoprolol
3
secondary alcohol;
secondary amine		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent		2010201610.7low000120
bretylium
2
quaternary ammonium ionadrenergic antagonist;
anti-arrhythmia drug;
antihypertensive agent		2010201213.0low000110
bromazepam
1
organic molecular entity1984198440.0low010000
bromhexine
4
organobromine compound;
substituted aniline;
tertiary amino compound		mucolytic2008201214.5low000310
bromopride
1
benzamides2008200816.0low000100
bromperidol
1
aromatic ketone2008200816.0low000100
seratrodast
1
organic molecular entity2012201212.0low000010
bumetanide
4
amino acid;
benzoic acids;
sulfonamide		diuretic;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor		2010201611.0low000130
bunitrolol
1
aromatic ether2008200816.0low000100
bupranolol
1
aromatic ether2008200816.0low000100
buspirone
5
azaspiro compound;
N-alkylpiperazine;
N-arylpiperazine;
organic heteropolycyclic compound;
piperidones;
pyrimidines		anxiolytic drug;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
sedative;
serotonergic agonist		2008201612.2low000230
busulfan
2
methanesulfonate esteralkylating agent;
antineoplastic agent;
carcinogenic agent;
insect sterilant;
teratogenic agent		2012201610.0low000020
secbutabarbital
1
barbiturates201620168.0low000010
butacaine
1
benzoate ester2012201212.0low000010
butalbital
1
barbituratesanalgesic;
sedative		2008200816.0low000100
butamben
1
amino acid ester;
benzoate ester;
primary amino compound;
substituted aniline		local anaesthetic2012201212.0low000010
caffeine
4
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		2008201612.8low000220
verapamil
6
aromatic ether;
nitrile;
polyether;
tertiary amino compound		2008201612.5low000330
metrizoate
1
monocarboxylic acidradioopaque medium2008200816.0low000100
candesartan
1
benzimidazolecarboxylic acid;
biphenylyltetrazole		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		201620168.0low000010
carbamylcholine
1
2012201212.0low000010
carbamazepine
6
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		1984201617.7low010320
carbazochrome
1
2008200816.0low000100
carbetapentane
1
benzenes2008200816.0low000100
carbidopa
1
benzenes;
monocarboxylic acid		2014201410.0medium000010
carbinoxamine
4
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist		1984201619.0low010120
carbofuran
1
1-benzofurans;
carbamate ester		acaricide;
agrochemical;
avicide;
carbamate insecticide;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
nematicide		1984198440.0low010000
carisoprodol
1
carbamate estermuscle relaxant201620168.0low000010
carmustine
3
N-nitrosoureas;
organochlorine compound		alkylating agent;
antineoplastic agent		2008201214.0low000210
carteolol
2
quinolone;
secondary alcohol		anti-arrhythmia drug;
antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent		2010201213.0low000110
carvedilol
3
carbazoles;
secondary alcohol;
secondary amino compound		alpha-adrenergic antagonist;
antihypertensive agent;
beta-adrenergic antagonist;
cardiovascular drug;
vasodilator agent		2009201611.0low000120
celecoxib
1
organofluorine compound;
pyrazoles;
sulfonamide;
toluenes		cyclooxygenase 2 inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
celiprolol
1
aromatic ketone2014201410.0low000010
cetirizine
3
ether;
monocarboxylic acid;
monochlorobenzenes;
piperazines		anti-allergic agent;
environmental contaminant;
H1-receptor antagonist;
xenobiotic		1994201621.3low002010
chlorambucil
1
aromatic amine;
monocarboxylic acid;
nitrogen mustard;
organochlorine compound;
tertiary amino compound		alkylating agent;
antineoplastic agent;
carcinogenic agent;
drug allergen;
immunosuppressive agent		201620168.0low000010
chlorcyclizine
2
diarylmethane2008201612.0low000110
chlordiazepoxide
2
benzodiazepine2010201611.0low000110
chlormezanone
1
1,3-thiazine;
lactam;
monochlorobenzenes;
sulfone		antipsychotic agent;
anxiolytic drug;
muscle relaxant		201620168.0low000010
chloroquine
4
aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug		2008201613.5low000310
chlorothiazide
2
benzothiadiazineantihypertensive agent;
diuretic		2008201612.0low000110
chloroxine
1
monohydroxyquinoline;
organochlorine compound		antibacterial agent;
antifungal drug;
antiseborrheic		2008200816.0low000100
chloroxylenol
1
monochlorobenzenes;
phenols		antiseptic drug;
disinfectant;
molluscicide		2012201212.0low000010
chlorpheniramine
4
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antidepressant;
antipruritic drug;
H1-receptor antagonist;
histamine antagonist;
serotonin uptake inhibitor		1984201621.0low011020
chlorpromazine
8
organochlorine compound;
phenothiazines;
tertiary amine		anticoronaviral agent;
antiemetic;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
phenothiazine antipsychotic drug		1984201616.4low010430
chlorpropamide
4
monochlorobenzenes;
N-sulfonylurea		hypoglycemic agent;
insulin secretagogue		2008201612.5low000220
chlorthalidone
2
isoindoles;
monochlorobenzenes;
sulfonamide		2010201611.0low000110
chlorzoxazone
1
1,3-benzoxazoles;
heteroaryl hydroxy compound;
organochlorine compound		muscle relaxant;
sedative		201620168.0low000010
cilostazol
1
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		201620168.0low000010
cimetidine
4
aliphatic sulfide;
guanidines;
imidazoles;
nitrile		adjuvant;
analgesic;
anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		2008201612.5low000220
aricine
1
cinchona alkaloid2012201212.0low000010
cinoxacin
1
cinnolines;
oxacycle;
oxo carboxylic acid		antibacterial drug;
antiinfective agent		2014201410.0low000010
ciprofibrate
1
cyclopropanes;
monocarboxylic acid;
organochlorine compound		antilipemic drug2008200816.0low000100
ciprofloxacin
3
aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic		2012201610.0low000030
cisapride
1
benzamides2008200816.0low000100
citalopram
5
2-benzofurans;
cyclic ether;
nitrile;
organofluorine compound;
tertiary amino compound		2008201612.8low000320
clebopride
1
piperidines2008200816.0low000100
clenbuterol
1
amino alcohol;
dichlorobenzene;
ethanolamines;
primary arylamine;
secondary amino compound;
substituted aniline		beta-adrenergic agonist;
bronchodilator agent;
sympathomimetic agent		2010201014.0low000100
clioquinol
2
monohydroxyquinoline;
organochlorine compound;
organoiodine compound		antibacterial agent;
antifungal agent;
antimicrobial agent;
antineoplastic agent;
antiprotozoal drug;
chelator;
copper chelator		2008201015.0low000200
clofazimine
1
monochlorobenzenes;
phenazines		dye;
leprostatic drug;
non-steroidal anti-inflammatory drug		2008200816.0low000100
clofibrate
2
aromatic ether;
ethyl ester;
monochlorobenzenes		anticholesteremic drug;
antilipemic drug;
geroprotector;
PPARalpha agonist		2010201611.0low000110
clomiphene
3
tertiary amineestrogen antagonist;
estrogen receptor modulator		2008201612.0medium000120
clomipramine
6
dibenzoazepineanticoronaviral agent;
antidepressant;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor;
serotonergic antagonist;
serotonergic drug;
serotonin uptake inhibitor		2008201612.7low000330
clonazepam
2
1,4-benzodiazepinone;
monochlorobenzenes		anticonvulsant;
anxiolytic drug;
GABA modulator		1993201619.5low001010
clonidine
4
clonidine;
imidazoline		1984201619.5low010210
cloperastine
1
diarylmethane2008200816.0low000100
chlorazepate
2
1,4-benzodiazepinoneanticonvulsant;
anxiolytic drug;
GABA modulator;
prodrug		2010201611.0high000110
clotrimazole
2
conazole antifungal drug;
imidazole antifungal drug;
imidazoles;
monochlorobenzenes		antiinfective agent;
environmental contaminant;
xenobiotic		2012201610.0low000020
cloxyquin
1
organochlorine compound;
quinolines		2012201212.0low000010
cromolyn
1
chromones;
dicarboxylic acid		anti-asthmatic drug;
calcium channel blocker		2012201212.0low000010
cyclandelate
2
carboxylic ester;
secondary alcohol		vasodilator agent2008201214.0low000110
cyclobenzaprine
4
carbotricyclic compoundantidepressant;
muscle relaxant;
tranquilizing drug		2008201611.5low000130
cyclofenil
2
organic molecular entity2008201612.0low000110
cycloleucine
1
non-proteinogenic alpha-amino acidEC 2.5.1.6 (methionine adenosyltransferase) inhibitor1984198440.0low010000
cyproheptadine
6
piperidines;
tertiary amine		anti-allergic agent;
antipruritic drug;
gastrointestinal drug;
H1-receptor antagonist;
serotonergic antagonist		1984201621.8low012120
dapsone
3
substituted aniline;
sulfone		anti-inflammatory drug;
antiinfective agent;
antimalarial;
leprostatic drug		2010201611.3low000120
debrisoquin
3
carboxamidine;
isoquinolines		adrenergic agent;
antihypertensive agent;
human metabolite;
sympatholytic agent		2008201214.0low000210
deferoxamine
1
acyclic desferrioxaminebacterial metabolite;
ferroptosis inhibitor;
iron chelator;
siderophore		201620168.0low000010
desipramine
10
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		1984201618.7low012430
amphetamine
3
primary amine1984201621.3low010110
diazepam
5
1,4-benzodiazepinone;
organochlorine compound		anticonvulsant;
anxiolytic drug;
environmental contaminant;
sedative;
xenobiotic		1984201618.6low010310
diazoxide
3
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		2010201611.3low000120
dibenzothiophene
1
dibenzothiophenes;
mancude organic heterotricyclic parent		keratolytic drug2012201212.0low000010
dibucaine
2
aromatic ether;
monocarboxylic acid amide;
tertiary amino compound		topical anaesthetic2008201214.0low000110
diclofenac
6
amino acid;
aromatic amine;
dichlorobenzene;
monocarboxylic acid;
secondary amino compound		antipyretic;
drug allergen;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		1984201616.5low010230
ddt
1
benzenoid aromatic compound;
chlorophenylethane;
monochlorobenzenes;
organochlorine insecticide		bridged diphenyl acaricide;
carcinogenic agent;
endocrine disruptor;
persistent organic pollutant		1984198440.0low010000
dichlorphenamide
3
dichlorobenzene;
sulfonamide		antiglaucoma drug;
EC 4.2.1.1 (carbonic anhydrase) inhibitor;
ophthalmology drug		2008201612.0low000120
dicyclomine
3
carboxylic ester;
tertiary amine		antispasmodic drug;
muscarinic antagonist;
parasympatholytic		2008201612.0low000120
3,4-dihydroxybenzohydroxamic acid
1
benzoic acids2010201014.0low000100
pentetic acid
1
pentacarboxylic acidcopper chelator201620168.0low000010
diphenidol
1
benzenes;
piperidines;
tertiary alcohol		antiemetic2008200816.0low000100
diflunisal
5
monohydroxybenzoic acid;
organofluorine compound		non-narcotic analgesic;
non-steroidal anti-inflammatory drug		200920229.8low000221
dilazep
1
benzoate ester;
diazepane;
diester;
methoxybenzenes		cardioprotective agent;
platelet aggregation inhibitor;
vasodilator agent		2008200816.0low000100
dilacor xr
1
acetate ester;
aromatic ether;
benzothiazepine;
lactam;
tertiary amino compound		2012201212.0low000010
dimercaprol
2
dithiol;
primary alcohol		chelator2010201611.0low000110
dimethadione
1
oxazolidinone2012201212.0low000010
diphenhydramine
6
ether;
tertiary amino compound		anti-allergic agent;
antidyskinesia agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
antitussive;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
oneirogen;
sedative		1998201617.8low002220
diphenylpyraline
2
piperidines;
tertiary amine		cholinergic antagonist;
H1-receptor antagonist		2008201214.0low000110
dipyridamole
1
piperidines;
pyrimidopyrimidine;
tertiary amino compound;
tetrol		adenosine phosphodiesterase inhibitor;
EC 3.5.4.4 (adenosine deaminase) inhibitor;
platelet aggregation inhibitor;
vasodilator agent		201620168.0low000010
disopyramide
3
monocarboxylic acid amide;
pyridines;
tertiary amino compound		anti-arrhythmia drug2008201611.3low000120
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		2012201610.0low000020
valproic acid
4
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		1984201619.0low010120
domperidone
4
benzimidazoles;
heteroarylpiperidine		antiemetic;
dopaminergic antagonist		1984201420.0low010210
donepezil
4
aromatic ether;
indanones;
piperidines;
racemate		EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
nootropic agent		2008201611.5low000130
doxapram
1
morpholines;
pyrrolidin-2-ones		central nervous system stimulant201620168.0low000010
doxazosin
1
aromatic amine;
benzodioxine;
monocarboxylic acid amide;
N-acylpiperazine;
N-arylpiperazine;
quinazolines		alpha-adrenergic antagonist;
antihyperplasia drug;
antihypertensive agent;
antineoplastic agent;
vasodilator agent		201620168.0low000010
doxepin
4
dibenzooxepine;
tertiary amino compound		antidepressant1984201622.2low011110
doxylamine
3
pyridines;
tertiary amine		anti-allergic agent;
antiemetic;
antitussive;
cholinergic antagonist;
H1-receptor antagonist;
histamine antagonist;
sedative		2008201612.0low000120
cycloadiphenine
1
benzenes2008200816.0medium000100
droperidol
3
aromatic ketone;
benzimidazoles;
organofluorine compound		anaesthesia adjuvant;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic		2012201610.0low000030
dyclonine
2
aromatic ketone;
piperidines		topical anaesthetic2012201411.0low000020
dyphylline
3
oxopurine;
propane-1,2-diols		bronchodilator agent;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
muscle relaxant;
vasodilator agent		2008201612.0low000120
ebselen
1
benzoselenazoleanti-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		2012201212.0low000010
econazole
1
dichlorobenzene;
ether;
imidazoles;
monochlorobenzenes		2012201212.0low000010
edrophonium
1
phenols;
quaternary ammonium ion		antidote;
diagnostic agent;
EC 3.1.1.8 (cholinesterase) inhibitor		201620168.0low000010
epinastine
1
benzazepine;
guanidines		anti-allergic agent;
H1-receptor antagonist;
histamine antagonist;
ophthalmology drug		1995199529.0low001000
estazolam
1
triazoles;
triazolobenzodiazepine		anticonvulsant;
anxiolytic drug;
GABA modulator		201620168.0low000010
ethacrynic acid
3
aromatic ether;
aromatic ketone;
dichlorobenzene;
monocarboxylic acid		EC 2.5.1.18 (glutathione transferase) inhibitor;
ion transport inhibitor;
loop diuretic		2010201610.7low000120
profenamine
2
phenothiazines;
tertiary amino compound		adrenergic antagonist;
antidyskinesia agent;
antiparkinson drug;
histamine antagonist;
muscarinic antagonist		2008201214.0low000110
ethosuximide
3
dicarboximide;
pyrrolidinone		anticonvulsant;
geroprotector;
T-type calcium channel blocker		2010201611.3low000120
ethotoin
2
imidazolidine-2,4-dioneanticonvulsant2012201610.0low000020
ethyl loflazepate
2
organic molecular entity2008201015.0low000200
etidronate
2
1,1-bis(phosphonic acid)antineoplastic agent;
bone density conservation agent;
chelator		2012201610.0low000020
etizolam
1
organic molecular entity2008200816.0low000100
etodolac
2
monocarboxylic acid;
organic heterotricyclic compound		antipyretic;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2009201611.5low000110
brl 42810
2
2-aminopurines;
acetate ester		antiviral drug;
prodrug		2008201612.0low000110
felbamate
2
carbamate esteranticonvulsant;
neuroprotective agent		2012201610.0low000020
felodipine
2
dichlorobenzene;
dihydropyridine;
ethyl ester;
methyl ester		anti-arrhythmia drug;
antihypertensive agent;
calcium channel blocker;
vasodilator agent		2010201611.0low000110
fendiline
2
diarylmethane2008201413.0low000110
fenfluramine
1
(trifluoromethyl)benzenes;
secondary amino compound		appetite depressant;
serotonergic agonist;
serotonin uptake inhibitor		2008200816.0low000100
fenofibrate
1
aromatic ether;
chlorobenzophenone;
isopropyl ester;
monochlorobenzenes		antilipemic drug;
environmental contaminant;
geroprotector;
xenobiotic		201620168.0low000010
fenoldopam
2
benzazepinealpha-adrenergic agonist;
antihypertensive agent;
dopamine agonist;
dopaminergic antagonist;
vasodilator agent		2012201610.0low000020
fenoprofen
3
monocarboxylic acidantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2008201613.0low000210
berotek
3
resorcinols;
secondary alcohol;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
sympathomimetic agent;
tocolytic agent		2008201214.0low000210
fentanyl
2
anilide;
monocarboxylic acid amide;
piperidines		adjuvant;
anaesthesia adjuvant;
anaesthetic;
intravenous anaesthetic;
mu-opioid receptor agonist;
opioid analgesic		2010201412.0low000110
fexofenadine
2
piperidines;
tertiary amine		anti-allergic agent;
H1-receptor antagonist		1998201617.0low001010
fipexide
2
benzodioxoles2008201612.0low000110
flavoxate
3
carboxylic ester;
flavones;
piperidines;
tertiary amino compound		antispasmodic drug;
muscarinic antagonist;
parasympatholytic		2008201613.3low000210
flecainide
5
aromatic ether;
monocarboxylic acid amide;
organofluorine compound;
piperidines		anti-arrhythmia drug2008201612.0low000230
fleroxacin
1
difluorobenzene;
fluoroquinolone antibiotic;
monocarboxylic acid;
N-alkylpiperazine;
quinolines		antibacterial drug;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
topoisomerase IV inhibitor		2014201410.0low000010
fluconazole
1
conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic		201620168.0low000010
flucytosine
2
aminopyrimidine;
nucleoside analogue;
organofluorine compound;
pyrimidine antifungal drug;
pyrimidone		prodrug2008201612.0low000110
flufenamic acid
3
aromatic amino acid;
organofluorine compound		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		200820229.3low000111
fluphenazine
3
N-alkylpiperazine;
organofluorine compound;
phenothiazines		anticoronaviral agent;
dopaminergic antagonist;
phenothiazine antipsychotic drug		2010201611.3low000120
flumazenil
2
ethyl ester;
imidazobenzodiazepine;
organofluorine compound		antidote to benzodiazepine poisoning;
GABA antagonist		2012201610.0low000020
flumequine
1
3-oxo monocarboxylic acid;
organofluorine compound;
pyridoquinoline;
quinolone antibiotic		2014201410.0low000010
fluorescite
1
benzoic acids;
cyclic ketone;
hydroxy monocarboxylic acid;
organic heterotricyclic compound;
phenols;
xanthene dye		fluorescent dye;
radioopaque medium		201620168.0low000010
fluorouracil
3
nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic		2008201612.0low000120
fluoxetine
6
(trifluoromethyl)benzenes;
aromatic ether;
secondary amino compound		1993201616.2low001320
fluphenazine depot
1
decanoate ester;
N-alkylpiperazine;
organofluorine compound;
phenothiazines		dopaminergic antagonist;
phenothiazine antipsychotic drug;
prodrug		2008200816.0low000100
fluphenazine enanthate
1
phenothiazines2008200816.0low000100
flurazepam
3
1,4-benzodiazepinone;
monofluorobenzenes;
organochlorine compound;
tertiary amino compound		anticonvulsant;
anxiolytic drug;
GABAA receptor agonist;
sedative		1993201618.3low001110
flurbiprofen
5
fluorobiphenyl;
monocarboxylic acid		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		1984201616.8low010130
fluspirilene
3
diarylmethane1984201422.0low010110
flutamide
3
(trifluoromethyl)benzenes;
monocarboxylic acid amide		androgen antagonist;
antineoplastic agent		2010201611.3low000120
flutazolam
1
hemiaminal ether;
organic molecular entity		2008200816.0medium000100
fomepizole
1
pyrazolesantidote;
EC 1.1.1.1 (alcohol dehydrogenase) inhibitor;
protective agent		201620168.0low000010
foscarnet
1
carboxylic acid;
one-carbon compound;
phosphonic acids		antiviral drug;
geroprotector;
HIV-1 reverse transcriptase inhibitor;
sodium-dependent Pi-transporter inhibitor		201620168.0low000010
furosemide
6
chlorobenzoic acid;
furans;
sulfonamide		environmental contaminant;
loop diuretic;
xenobiotic		2008201612.5low000330
gabapentin
2
gamma-amino acidanticonvulsant;
calcium channel blocker;
environmental contaminant;
xenobiotic		2012201610.0low000020
vanoxerine
1
ether;
N-alkylpiperazine;
organofluorine compound;
tertiary amino compound		dopamine uptake inhibitor1999199925.0low001000
gemfibrozil
3
aromatic etherantilipemic drug2008201613.0low000210
glafenine
2
aminoquinoline;
carboxylic ester;
glycol;
organochlorine compound;
secondary amino compound		inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2012201610.0low000020
gliclazide
2
N-sulfonylureahypoglycemic agent;
insulin secretagogue;
radical scavenger		2008201214.0low000110
glimepiride
2
sulfonamide2012201610.0low000020
glipizide
2
aromatic amide;
monocarboxylic acid amide;
N-sulfonylurea;
pyrazines		EC 2.7.1.33 (pantothenate kinase) inhibitor;
hypoglycemic agent;
insulin secretagogue		2009201611.5low000110
glutethimide
1
piperidines2010201014.0low000100
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		2012201610.0low000020
2-cyclopentyl-2-hydroxy-2-phenylacetic acid (1,1-dimethyl-3-pyrrolidin-1-iumyl) ester
1
benzenes201620168.0medium000010
granisetron
2
aromatic amide;
indazoles		2009201611.5low000110
guaifenesin
2
methoxybenzenes2012201610.0low000020
guanethidine
4
azocanes;
guanidines		adrenergic antagonist;
antihypertensive agent;
sympatholytic agent		2008201612.5low000220
guanfacine
2
acetamides1984201624.0low010010
guanidine
1
carboxamidine;
guanidines;
one-carbon compound		201620168.0low000010
haloperidol
9
aromatic ketone;
hydroxypiperidine;
monochlorobenzenes;
organofluorine compound;
tertiary alcohol		antidyskinesia agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist		1984201619.4low012330
hexoprenaline
1
2012201212.0low000010
hexylresorcinol
1
resorcinols2008200816.0low000100
hexamethylene bisacetamide
1
acetamides2012201212.0low000010
homochlorocyclizine
1
diarylmethane2008200816.0low000100
hycanthone
1
thioxanthenesmutagen;
schistosomicide drug		2012201212.0low000010
hydralazine
3
azaarene;
hydrazines;
ortho-fused heteroarene;
phthalazines		antihypertensive agent;
vasodilator agent		2008201612.0low000120
hydrochlorothiazide
2
benzothiadiazine;
organochlorine compound;
sulfonamide		antihypertensive agent;
diuretic;
environmental contaminant;
xenobiotic		2010201611.0low000110
hydroflumethiazide
3
benzothiadiazine;
thiazide		antihypertensive agent;
diuretic		2008201612.0low000120
hydroxychloroquine
1
aminoquinoline;
organochlorine compound;
primary alcohol;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
dermatologic drug		201620168.0low000010
hydroxyurea
3
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		2008201612.7low000210
hydroxyzine
5
hydroxyether;
monochlorobenzenes;
N-alkylpiperazine		anticoronaviral agent;
antipruritic drug;
anxiolytic drug;
dermatologic drug;
H1-receptor antagonist		1998201615.2low001220
ibuprofen
6
monocarboxylic acidantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
environmental contaminant;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
radical scavenger;
xenobiotic		1984201616.5low010230
phenelzine
3
primary amine2010201611.3low000120
lidocaine
6
benzenes;
monocarboxylic acid amide;
tertiary amino compound		anti-arrhythmia drug;
drug allergen;
environmental contaminant;
local anaesthetic;
xenobiotic		2008201613.2low000420
mephentermine
1
amphetamines2014201410.0low000010
alverine
1
tertiary amineantispasmodic drug2008200816.0low000100
ifosfamide
1
ifosfamidesalkylating agent;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
xenobiotic		201620168.0low000010
imipramine
7
dibenzoazepineadrenergic uptake inhibitor;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor		1993201615.7low001420
amrinone
4
bipyridinesEC 3.1.4.* (phosphoric diester hydrolase) inhibitor2008201612.5low000220
incadronate
1
1,1-bis(phosphonic acid)2010201014.0low000100
indapamide
3
indoles;
organochlorine compound;
sulfonamide		antihypertensive agent;
diuretic		2010201611.3low000120
indomethacin
5
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		2009201611.8low000230
iodamide
1
benzoic acids;
organoiodine compound		radioopaque medium2008200816.0low000100
iodoquinol
1
monohydroxyquinoline;
organoiodine compound		antiamoebic agent;
antibacterial agent;
antiprotozoal drug;
antiseptic drug		2012201212.0low000010
iothalamic acid
1
organic molecular entity2008200816.0low000100
iodipamide
1
benzoic acids;
organoiodine compound;
secondary carboxamide		radioopaque medium2008200816.0low000100
ioversol
1
amidobenzoic acid201620168.0low000010
iproniazid
2
carbohydrazide;
pyridines		2012201610.0low000020
avapro
2
azaspiro compound;
biphenylyltetrazole		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		2009201611.5low000110
isocarboxazid
1
benzenes201620168.0low000010
isoetharine
1
catecholamine2012201212.0low000010
isoniazid
3
carbohydrazideantitubercular agent;
drug allergen		2008201612.0low000120
isopropamide iodide
1
diarylmethane2008200816.0low000100
isoproterenol
3
catechols;
secondary alcohol;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
cardiotonic drug;
sympathomimetic agent		2012201610.0low000030
isoxsuprine
3
alkylbenzene2008201612.0low000120
isradipine
1
benzoxadiazole;
dihydropyridine;
isopropyl ester;
methyl ester		201620168.0low000010
itraconazole
1
piperazines201620168.0low000010
nsc 664704
1
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		2010201014.0low000100
ketamine
2
cyclohexanones;
monochlorobenzenes;
secondary amino compound		analgesic;
environmental contaminant;
intravenous anaesthetic;
neurotoxin;
NMDA receptor antagonist;
xenobiotic		2010201611.0low000110
ketanserin
5
aromatic ketone;
organofluorine compound;
piperidines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
cardiovascular drug;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
serotonergic antagonist		1984201623.6low012110
ketoconazole
4
dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine		2008201612.5low000220
ketoprofen
4
benzophenones;
oxo monocarboxylic acid		antipyretic;
drug allergen;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-steroidal anti-inflammatory drug;
xenobiotic		2009201611.8low000220
ketorolac
2
amino acid;
aromatic ketone;
monocarboxylic acid;
pyrrolizines;
racemate		analgesic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		201420169.0low000020
ketotifen
4
cyclic ketone;
olefinic compound;
organic heterotricyclic compound;
organosulfur heterocyclic compound;
piperidines;
tertiary amino compound		anti-asthmatic drug;
H1-receptor antagonist		2008201214.5low000310
labetalol
6
benzamides;
benzenes;
phenols;
primary carboxamide;
salicylamides;
secondary alcohol;
secondary amino compound		1998201614.3low001230
lamotrigine
2
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		2008201612.0low000110
lansoprazole
2
benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor		2010201611.0low000110
leflunomide
3
(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		2008201612.0low000120
letrozole
2
nitrile;
triazoles		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor		2012201610.0low000020
lofepramine
2
aromatic ketone;
dibenzoazepine;
monochlorobenzenes;
tertiary amino compound		antidepressant2008201015.0low000200
lomefloxacin
2
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antimicrobial agent;
antitubercular agent;
photosensitizing agent		201420169.0low000020
lomustine
2
N-nitrosoureas;
organochlorine compound		alkylating agent;
antineoplastic agent		2010201611.0low000110
loperamide
2
monocarboxylic acid amide;
monochlorobenzenes;
piperidines;
tertiary alcohol		anticoronaviral agent;
antidiarrhoeal drug;
mu-opioid receptor agonist		1999201616.5low001010
loratadine
4
benzocycloheptapyridine;
ethyl ester;
N-acylpiperidine;
organochlorine compound;
tertiary carboxamide		anti-allergic agent;
cholinergic antagonist;
geroprotector;
H1-receptor antagonist		1998201616.5low001210
lorazepam
5
benzodiazepine1984201618.6low010310
losartan
2
biphenylyltetrazole;
imidazoles		angiotensin receptor antagonist;
anti-arrhythmia drug;
antihypertensive agent;
endothelin receptor antagonist		2012201610.0low000020
loxapine
3
dibenzooxazepineantipsychotic agent;
dopaminergic antagonist		2008201611.3low000120
ly 171883
1
acetophenones;
aromatic ether;
phenols;
tetrazoles		anti-asthmatic drug;
leukotriene antagonist		2012201212.0low000010
maprotiline
6
anthracenes2008202211.0low000321
mazindol
2
organic molecular entity1999201019.5low001100
mebendazole
1
aromatic ketone;
benzimidazoles;
carbamate ester		antinematodal drug;
microtubule-destabilising agent;
tubulin modulator		201620168.0low000010
mebeverine
1
methoxybenzoic acid2008200816.0low000100
mecamylamine
2
primary aliphatic amine2008201612.0low000110
mechlorethamine
2
nitrogen mustard;
organochlorine compound		alkylating agent2010201611.0low000110
meclizine
1
diarylmethane201620168.0low000010
meclofenamic acid
2
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		2012201610.0low000020
mefenamic acid
2
aminobenzoic acid;
secondary amino compound		analgesic;
antipyretic;
antirheumatic drug;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-steroidal anti-inflammatory drug;
xenobiotic		201420169.0low000020
mefloquine hydrochloride
1
organofluorine compound;
piperidines;
quinolines;
secondary alcohol		2010201014.0low000100
memantine
4
adamantanes;
primary aliphatic amine		antidepressant;
antiparkinson drug;
dopaminergic agent;
neuroprotective agent;
NMDA receptor antagonist		2008201613.0low000220
vitamin k 3
1
1,4-naphthoquinones;
vitamin K		angiogenesis inhibitor;
antineoplastic agent;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
human urinary metabolite;
nutraceutical		2008200816.0low000100
mepenzolate
1
diarylmethane201620168.0low000010
meperidine
2
ethyl ester;
piperidinecarboxylate ester;
tertiary amino compound		antispasmodic drug;
kappa-opioid receptor agonist;
mu-opioid receptor agonist;
opioid analgesic		201420169.0low000020
mephenesin
1
aromatic ether;
glycerol ether		2012201212.0low000010
mephenytoin
3
imidazolidine-2,4-dioneanticonvulsant2010201611.3low000120
mepivacaine
1
piperidinecarboxamidedrug allergen;
local anaesthetic		201620168.0low000010
meprobamate
1
organic molecular entity201620168.0low000010
benzoic acid [2-methyl-2-(propylamino)propyl] ester
1
benzoate ester2012201212.0medium000010
mesalamine
2
amino acid;
aromatic amine;
monocarboxylic acid;
monohydroxybenzoic acid;
phenols		non-steroidal anti-inflammatory drug2012201610.0low000020
mescaline
1
methoxybenzenes;
phenethylamine alkaloid;
primary amino compound		hallucinogen1984198440.0low010000
mesoridazine
3
phenothiazines;
sulfoxide;
tertiary amino compound		dopaminergic antagonist;
first generation antipsychotic		2008201611.3low000120
metaproterenol
2
aralkylamino compound;
phenylethanolamines;
resorcinols;
secondary alcohol;
secondary amino compound		2012201610.0low000020
metformin
3
guanidinesenvironmental contaminant;
geroprotector;
hypoglycemic agent;
xenobiotic		2008201612.0low000120
methadone
2
benzenes;
diarylmethane;
ketone;
tertiary amino compound		1984201624.0low010010
methapyrilene
2
ethylenediamine derivativeanti-allergic agent;
carcinogenic agent;
H1-receptor antagonist;
sedative		2008201214.0low000110
metharbital
1
organic molecular entity1984198440.0low010000
methazolamide
1
sulfonamide;
thiadiazoles		201620168.0low000010
methocarbamol
3
aromatic ether;
carbamate ester;
secondary alcohol		2008201612.0low000120
methoxyamine
1
organooxygen compound2010201014.0low000100
methoxsalen
1
aromatic ether;
psoralens		antineoplastic agent;
cross-linking reagent;
dermatologic drug;
photosensitizing agent;
plant metabolite		201620168.0low000010
methoxyflurane
1
ether;
organochlorine compound;
organofluorine compound		hepatotoxic agent;
inhalation anaesthetic;
nephrotoxic agent;
non-narcotic analgesic		2010201014.0low000100
methoxyphenamine
1
amphetaminesbeta-adrenergic agonist;
bronchodilator agent		2014201410.0low000010
methyclothiazide
1
benzothiadiazine201620168.0low000010
3-Hydroxy-alpha-methyl-DL-tyrosine
1
benzenes;
monocarboxylic acid		2014201410.0low000010
methylphenidate
2
beta-amino acid ester;
methyl ester;
piperidines		2010201611.0low000110
methyprylon
1
organic molecular entity2008200816.0low000100
metoclopramide
3
benzamides;
monochlorobenzenes;
substituted aniline;
tertiary amino compound		antiemetic;
dopaminergic antagonist;
environmental contaminant;
gastrointestinal drug;
xenobiotic		2010201610.7low000120
metolazone
1
organochlorine compound;
quinazolines;
sulfonamide		antihypertensive agent;
diuretic;
ion transport inhibitor		201620168.0low000010
metoprolol
5
aromatic ether;
propanolamine;
secondary alcohol;
secondary amino compound		antihypertensive agent;
beta-adrenergic antagonist;
environmental contaminant;
geroprotector;
xenobiotic		1993201616.0low001220
metronidazole
3
C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic		2008201612.7low000210
metyrapone
3
aromatic ketoneantimetabolite;
diagnostic agent;
EC 1.14.15.4 (steroid 11beta-monooxygenase) inhibitor		2008201612.0low000120
mexiletine
3
aromatic ether;
primary amino compound		anti-arrhythmia drug2010201610.7low000120
mianserin
6
dibenzoazepineadrenergic uptake inhibitor;
alpha-adrenergic antagonist;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
geroprotector;
H1-receptor antagonist;
histamine agonist;
sedative;
serotonergic antagonist		1984201222.7low012210
miconazole
1
dichlorobenzene;
ether;
imidazoles		2012201212.0low000010
midazolam
3
imidazobenzodiazepine;
monofluorobenzenes;
organochlorine compound		anticonvulsant;
antineoplastic agent;
anxiolytic drug;
apoptosis inducer;
central nervous system depressant;
GABAA receptor agonist;
general anaesthetic;
muscle relaxant;
sedative		2008201613.0low000210
midodrine
1
amino acid amide;
aromatic ether;
secondary alcohol		alpha-adrenergic agonist;
prodrug;
sympathomimetic agent;
vasoconstrictor agent		201620168.0low000010
milrinone
1
bipyridines;
nitrile;
pyridone		cardiotonic drug;
EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor;
platelet aggregation inhibitor;
vasodilator agent		201620168.0low000010
minoxidil
3
dialkylarylamine;
tertiary amino compound		2010201611.3low000120
mirtazapine
3
benzazepine;
tetracyclic antidepressant		alpha-adrenergic antagonist;
anxiolytic drug;
H1-receptor antagonist;
histamine antagonist;
oneirogen;
serotonergic antagonist		2008201611.3low000120
mitotane
2
diarylmethane2012201610.0low000020
mitoxantrone
1
dihydroxyanthraquinoneanalgesic;
antineoplastic agent		201620168.0low000010
modafinil
2
monocarboxylic acid amide;
sulfoxide		2008201612.0low000110
moxisylyte
2
monoterpenoid2008201612.0low000110
muscimol
2
alkaloid;
isoxazoles;
primary amino compound		fungal metabolite;
GABA agonist;
oneirogen;
psychotropic drug		1984199335.5low011000
acecainide
1
acetamides;
benzamides		anti-arrhythmia drug2012201212.0low000010
nabumetone
2
methoxynaphthalene;
methyl ketone		cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
prodrug		2010201611.0low000110
nadolol
2
tetralins2012201610.0medium000020
nafronyl
1
naphthalenes2012201212.0low000010
naftopidil
1
piperazines2012201212.0low000010
nalidixic acid
3
1,8-naphthyridine derivative;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
DNA synthesis inhibitor		2008201611.3low000120
naphazoline
2
naphthalenes1984201226.0low010010
naratriptan
1
heteroarylpiperidine;
sulfonamide;
tryptamines		serotonergic agonist;
vasoconstrictor agent		201620168.0low000010
nefazodone
4
aromatic ether;
monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
triazoles		alpha-adrenergic antagonist;
analgesic;
antidepressant;
serotonergic antagonist;
serotonin uptake inhibitor		2008201611.5low000130
neostigmine
1
quaternary ammonium ionantidote to curare poisoning;
EC 3.1.1.7 (acetylcholinesterase) inhibitor		2012201212.0low000010
nevirapine
2
cyclopropanes;
dipyridodiazepine		antiviral drug;
HIV-1 reverse transcriptase inhibitor		2012201610.0low000020
nialamide
1
organonitrogen compound;
organooxygen compound		201620168.0low000010
nicardipine
2
benzenes;
C-nitro compound;
diester;
dihydropyridine;
methyl ester;
tertiary amino compound		2012201610.0low000020
nifedipine
5
C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent		1993201616.0low001220
nilutamide
1
(trifluoromethyl)benzenes;
C-nitro compound;
imidazolidinone		androgen antagonist;
antineoplastic agent		201620168.0low000010
nilvadipine
1
dihydropyridine;
isopropyl ester;
methyl ester;
nitrile		2012201212.0low000010
nimesulide
1
aromatic ether;
C-nitro compound;
sulfonamide		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		201620168.0low000010
nimetazepam
1
1,4-benzodiazepinone;
C-nitro compound		anticonvulsant;
antispasmodic drug;
GABA modulator;
sedative		2008200816.0low000100
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		2008201612.0low000110
nisoldipine
1
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
methyl ester		201620168.0low000010
nisoxetine
1
aromatic ether;
secondary amino compound		adrenergic uptake inhibitor;
antidepressant		1984198440.0low010000
nitrazepam
1
1,4-benzodiazepinone;
C-nitro compound		anticonvulsant;
antispasmodic drug;
drug metabolite;
GABA modulator;
sedative		2008200816.0low000100
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		2008201015.0low000200
nitroglycerin
2
nitroglycerolexplosive;
muscle relaxant;
nitric oxide donor;
prodrug;
tocolytic agent;
vasodilator agent;
xenobiotic		2010201611.0low000110
nitromide
1
2012201212.0low000010
nizatidine
1
1,3-thiazoles;
C-nitro compound;
carboxamidine;
organic sulfide;
tertiary amino compound		anti-ulcer drug;
cholinergic drug;
H2-receptor antagonist		201620168.0low000010
nomifensine
6
isoquinolinesdopamine uptake inhibitor1984201620.2low011220
norfloxacin
3
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antibacterial drug;
DNA synthesis inhibitor;
environmental contaminant;
xenobiotic		2010201610.7low000120
norfluoxetine
1
(trifluoromethyl)benzenes2008200816.0low000100
nortriptyline
6
organic tricyclic compound;
secondary amine		adrenergic uptake inhibitor;
analgesic;
antidepressant;
antineoplastic agent;
apoptosis inducer;
drug metabolite		1999201614.8low001320
6,7-dimethoxy-3-(4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-isobenzofuran-1-one
1
isoquinolines2012201212.0medium000010
nylidrin
1
alkylbenzene2012201212.0low000010
ofloxacin
4
3-oxo monocarboxylic acid;
N-arylpiperazine;
N-methylpiperazine;
organofluorine compound;
oxazinoquinoline		2008201611.5low000130
olomoucine
1
2,6-diaminopurines;
ethanolamines		EC 2.7.11.22 (cyclin-dependent kinase) inhibitor2010201014.0low000100
omeprazole
3
aromatic ether;
benzimidazoles;
pyridines;
sulfoxide		2008201612.7low000210
ondansetron
2
carbazoles2009201611.5low000110
orphenadrine
3
ether;
tertiary amino compound		antidyskinesia agent;
antiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist;
muscle relaxant;
NMDA receptor antagonist;
parasympatholytic		2008201612.0low000120
oxamniquine
1
aromatic primary alcohol;
C-nitro compound;
quinolines;
secondary amino compound		2008200816.0low000100
oxaprozin
2
1,3-oxazoles;
monocarboxylic acid		analgesic;
non-steroidal anti-inflammatory drug		2009201611.5low000110
oxatomide
1
benzimidazoles;
diarylmethane;
N-alkylpiperazine		anti-allergic agent;
anti-inflammatory agent;
geroprotector;
H1-receptor antagonist;
serotonergic antagonist		2010201014.0low000100
oxazepam
3
1,4-benzodiazepinone;
organochlorine compound		anxiolytic drug;
environmental contaminant;
xenobiotic		2009201612.3low000210
oxethazaine
1
amino acid amide2012201212.0low000010
oxibendazole
1
benzimidazoles;
carbamate ester		2012201212.0low000010
oxidopamine
1
benzenetriol;
catecholamine;
primary amino compound		drug metabolite;
human metabolite;
neurotoxin		2008200816.0low000100
oxolinic acid
1
aromatic carboxylic acid;
organic heterotricyclic compound;
oxacycle;
quinolinemonocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antifungal agent;
antiinfective agent;
antimicrobial agent;
enzyme inhibitor		2008200816.0low000100
oxotremorine
2
N-alkylpyrrolidine1984201425.0low010010
oxprenolol
3
aromatic ether2010201412.0low000120
benoxinate
1
amino acid ester;
benzoate ester;
substituted aniline;
tertiary amino compound		drug allergen;
local anaesthetic;
topical anaesthetic		2012201212.0low000010
oxybutynin
2
acetylenic compound;
carboxylic ester;
racemate;
tertiary alcohol;
tertiary amino compound		antispasmodic drug;
calcium channel blocker;
local anaesthetic;
muscarinic antagonist;
muscle relaxant;
parasympatholytic		2008201612.0low000110
oxymetazoline
2
carboxamidine;
imidazolines;
phenols		alpha-adrenergic agonist;
nasal decongestant;
sympathomimetic agent;
vasoconstrictor agent		1984200828.0low010100
oxyphenbutazone
1
phenols;
pyrazolidines		antimicrobial agent;
antineoplastic agent;
antipyretic;
drug metabolite;
gout suppressant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite		2010201014.0low000100
oxyphencyclimine
1
monocarboxylic acid2008200816.0low000100
aminosalicylic acid
3
aminobenzoic acid;
phenols		antitubercular agent2010201610.7low000120
pamidronate
2
phosphonoacetic acid2010201611.0low000110
pantoprazole
2
aromatic ether;
benzimidazoles;
organofluorine compound;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
environmental contaminant;
xenobiotic		2010201611.0low000110
papaverine
4
benzylisoquinoline alkaloid;
dimethoxybenzene;
isoquinolines		antispasmodic drug;
vasodilator agent		2008201612.5low000220
pargyline
2
aromatic amine2008201214.0low000110
pemoline
1
1,3-oxazolescentral nervous system stimulant201620168.0low000010
pentamidine
3
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		2010201611.3low000120
pentobarbital
2
barbituratesGABAA receptor agonist2008201612.0low000110
pentoxifylline
2
oxopurine2008201612.0low000110
perhexiline
4
piperidinescardiovascular drug2008201613.0low000220
periciazine
2
hydroxypiperidine;
nitrile;
phenothiazines		adrenergic antagonist;
first generation antipsychotic;
sedative		2008201413.0low000110
perphenazine
4
N-(2-hydroxyethyl)piperazine;
N-alkylpiperazine;
organochlorine compound;
phenothiazines		antiemetic;
dopaminergic antagonist;
phenothiazine antipsychotic drug		2008201612.5low000220
phenacemide
2
acetamides2008201214.0low000110
phenacetin
3
acetamides;
aromatic ether		cyclooxygenase 3 inhibitor;
non-narcotic analgesic;
peripheral nervous system drug		2008201015.0low000300
phenazopyridine
1
diaminopyridine;
monoazo compound		anticoronaviral agent;
carcinogenic agent;
local anaesthetic;
non-narcotic analgesic		2008200816.0low000100
phenindione
2
aromatic ketone;
beta-diketone		anticoagulant2008201015.0low000200
pheniramine
1
pyridines;
tertiary amino compound		2008200816.0low000100
phenobarbital
2
barbituratesanticonvulsant;
drug allergen;
excitatory amino acid antagonist;
sedative		2008201612.0low000110
phenolphthalein
1
phenols2008200816.0low000100
phenoxybenzamine
1
aromatic amine201620168.0low000010
phentermine
3
primary amineadrenergic agent;
appetite depressant;
central nervous system drug;
central nervous system stimulant;
dopaminergic agent;
sympathomimetic agent		2008201612.7low000210
4-phenylbutyric acid
1
monocarboxylic acidantineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor;
prodrug		201620168.0low000010
phenylbutazone
2
pyrazolidinesantirheumatic drug;
EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor;
metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug		1984201027.0low010100
1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
1
pyrroloindole2012201212.0medium000010
pimethixene
1
thioxanthenes2008200816.0low000100
pinacidil
1
pyridines2012201212.0low000010
pindolol
4
indoles;
secondary amine		antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist;
serotonergic antagonist;
vasodilator agent		2008201612.2low000220
pioglitazone
2
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		2012201610.0low000020
pipamperone
2
aromatic ketone;
bipiperidines;
monocarboxylic acid amide;
organofluorine compound;
tertiary amino compound		dopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist		1984200828.0low010100
piracetam
1
organonitrogen compound;
organooxygen compound		2012201212.0low000010
pirenzepine
1
pyridobenzodiazepineanti-ulcer drug;
antispasmodic drug;
muscarinic antagonist		2012201212.0low000010
piretanide
1
aromatic ether2012201212.0low000010
polythiazide
1
benzothiadiazine201620168.0low000010
practolol
1
acetamides;
ethanolamines;
propanolamine;
secondary alcohol;
secondary amino compound		anti-arrhythmia drug;
beta-adrenergic antagonist		2012201212.0low000010
duodote
2
pyridinium ionantidote to organophosphate poisoning;
antidote to sarin poisoning;
cholinergic drug;
cholinesterase reactivator		2012201610.0medium000020
pyranoprofen
1
pyridochromene2008200816.0low000100
praziquantel
2
isoquinolines2012201610.0low000020
prazosin
4
aromatic ether;
furans;
monocarboxylic acid amide;
piperazines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor		1984201618.8low010120
pridinol
1
piperidines;
tertiary alcohol		antiparkinson drug;
muscle relaxant		2008200816.0low000100
primaquine
4
aminoquinoline;
aromatic ether;
N-substituted diamine		antimalarial2010201611.0low000130
primidone
1
pyrimidoneanticonvulsant;
environmental contaminant;
xenobiotic		201620168.0low000010
proadifen
1
diarylmethane2012201212.0low000010
probenecid
4
benzoic acids;
sulfonamide		uricosuric drug2008201611.5low000130
probucol
1
dithioketal;
polyphenol		anti-inflammatory drug;
anticholesteremic drug;
antilipemic drug;
antioxidant;
cardiovascular drug		2012201212.0low000010
procainamide
4
benzamidesanti-arrhythmia drug;
platelet aggregation inhibitor;
sodium channel blocker		2008201612.0low000220
procaine
3
benzoate ester;
substituted aniline;
tertiary amino compound		central nervous system depressant;
drug allergen;
local anaesthetic;
peripheral nervous system drug		2010201412.0low000120
procarbazine
2
benzamides;
hydrazines		antineoplastic agent2010201611.0low000110
prochlorperazine
3
N-alkylpiperazine;
N-methylpiperazine;
organochlorine compound;
phenothiazines		alpha-adrenergic antagonist;
antiemetic;
cholinergic antagonist;
dopamine receptor D2 antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
first generation antipsychotic		2008201612.0low000120
procyclidine
2
pyrrolidines;
tertiary alcohol		antidyskinesia agent;
antiparkinson drug;
muscarinic antagonist		2008201612.0low000110
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		2008200816.0low000100
promazine
3
phenothiazines;
tertiary amine		antiemetic;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
H1-receptor antagonist;
muscarinic antagonist;
phenothiazine antipsychotic drug;
serotonergic antagonist		2008201414.0low000210
promethazine
5
phenothiazines;
tertiary amine		anti-allergic agent;
anticoronaviral agent;
antiemetic;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
sedative		2008201612.8low000320
propafenone
3
aromatic ketone;
secondary alcohol;
secondary amino compound		anti-arrhythmia drug2012201610.0low000030
propantheline
1
xanthenes201620168.0low000010
propiomazine
1
aromatic ketone;
phenothiazines;
tertiary amino compound		dopaminergic antagonist;
histamine antagonist;
muscarinic antagonist;
phenothiazine antipsychotic drug;
sedative;
serotonergic antagonist		2008200816.0low000100
propofol
1
phenolsanticonvulsant;
antiemetic;
intravenous anaesthetic;
radical scavenger;
sedative		201620168.0low000010
propranolol
7
naphthalenes;
propanolamine;
secondary amine		anti-arrhythmia drug;
antihypertensive agent;
anxiolytic drug;
beta-adrenergic antagonist;
environmental contaminant;
human blood serum metabolite;
vasodilator agent;
xenobiotic		1984201616.4low010330
protriptyline
5
carbotricyclic compoundantidepressant1984201618.4low010220
proxyphylline
1
oxopurine2008200816.0low000100
pyridostigmine
1
pyridinium ion201620168.0low000010
pyrilamine
4
aromatic ether;
ethylenediamine derivative		H1-receptor antagonist1984201222.5low010210
pyrimethamine
4
aminopyrimidine;
monochlorobenzenes		antimalarial;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor		1984201618.5low010120
sch 16134
1
benzodiazepine201620168.0low000010
quetiapine
2
dibenzothiazepine;
N-alkylpiperazine;
N-arylpiperazine		adrenergic antagonist;
dopaminergic antagonist;
histamine antagonist;
second generation antipsychotic;
serotonergic antagonist		2007201612.5low000110
rabeprazole
2
benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor		2010201611.0low000110
raloxifene
1
1-benzothiophenes;
aromatic ketone;
N-oxyethylpiperidine;
phenols		bone density conservation agent;
estrogen antagonist;
estrogen receptor modulator		201620168.0low000010
ranitidine
3
aralkylamine2009201413.0low000210
riluzole
2
benzothiazoles2012201610.0low000020
rimantadine
1
alkylamine201620168.0low000010
risperidone
4
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		2007201611.8low000130
ritanserin
1
organofluorine compound;
piperidines;
thiazolopyrimidine		antidepressant;
antipsychotic agent;
anxiolytic drug;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
serotonergic antagonist		2008200816.0low000100
rizatriptan
2
tryptaminesanti-inflammatory drug;
serotonergic agonist;
vasoconstrictor agent		2008201612.0low000110
rofecoxib
2
butenolide;
sulfone		analgesic;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		2008201214.0low000110
ropinirole
1
indolones;
tertiary amine		antidyskinesia agent;
antiparkinson drug;
central nervous system drug;
dopamine agonist		201620168.0low000010
roxarsone
1
2-nitrophenols;
organoarsonic acid		agrochemical;
animal growth promotant;
antibacterial drug;
coccidiostat		2012201212.0low000010
salicylamide
1
phenols;
salicylamides		antirheumatic drug;
non-narcotic analgesic		2012201212.0low000010
salicylsalicylic acid
3
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		2008201612.0low000120
secobarbital
2
barbituratesanaesthesia adjuvant;
GABA modulator;
sedative		2008201612.0low000110
sibutramine
2
organochlorine compound;
tertiary amino compound		anti-obesity agent;
serotonin uptake inhibitor		2008201612.0low000110
sulfadiazine
2
pyrimidines;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
antimicrobial agent;
antiprotozoal drug;
coccidiostat;
drug allergen;
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
xenobiotic		2012201610.0low000020
ipodate
1
2008200816.0low000100
risedronic acid
2
pyridines2010201611.0low000110
sotalol
3
ethanolamines;
secondary alcohol;
secondary amino compound;
sulfonamide		anti-arrhythmia drug;
beta-adrenergic antagonist;
environmental contaminant;
xenobiotic		2008201611.3low000120
spiperone
4
aromatic ketone;
azaspiro compound;
organofluorine compound;
piperidines;
tertiary amino compound		alpha-adrenergic antagonist;
antipsychotic agent;
dopaminergic antagonist;
psychotropic drug;
serotonergic antagonist		1984201227.0low012010
imatinib
2
aromatic amine;
benzamides;
N-methylpiperazine;
pyridines;
pyrimidines		antineoplastic agent;
apoptosis inducer;
tyrosine kinase inhibitor		2012201610.0low000020
vorinostat
1
dicarboxylic acid diamide;
hydroxamic acid		antineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor		201620168.0low000010
succinylcholine
2
quaternary ammonium ion;
succinate ester		drug allergen;
muscle relaxant;
neuromuscular agent		2008201612.0low000110
succinylsulfathiazole
1
1,3-thiazoles2012201212.0low000010
sulfacetamide
1
N-sulfonylcarboxamide;
substituted aniline		antibacterial drug;
antiinfective agent;
antimicrobial agent;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor		2012201212.0low000010
sulfadimethoxine
2
aromatic ether;
pyrimidines;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
antimicrobial agent;
drug allergen;
environmental contaminant;
xenobiotic		2008201214.0low000110
sulfamerazine
1
pyrimidines;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
drug allergen		2012201212.0low000010
sulfamethazine
1
pyrimidines;
sulfonamide antibiotic;
sulfonamide		antibacterial drug;
antiinfective agent;
antimicrobial agent;
carcinogenic agent;
drug allergen;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
ligand;
xenobiotic		2012201212.0low000010
sulfamethizole
2
sulfonamide antibiotic;
sulfonamide;
thiadiazoles		antiinfective agent;
antimicrobial agent;
drug allergen;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor		2012201610.0low000020
sulfamethoxazole
2
isoxazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial agent;
antiinfective agent;
antimicrobial agent;
drug allergen;
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
epitope;
P450 inhibitor;
xenobiotic		2008201214.0low000110
sulfasalazine
2
201420169.0low000020
sulfathiazole
1
1,3-thiazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
drug allergen;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
xenobiotic		201620168.0low000010
sulfisoxazole
1
isoxazoles;
sulfonamide antibiotic;
sulfonamide		antibacterial drug;
drug allergen		2012201212.0low000010
sulfobromophthalein
1
2-benzofurans;
organobromine compound;
organosulfonic acid;
phenols		dye2008200816.0low000100
sulforaphane
1
isothiocyanate;
sulfoxide		antineoplastic agent;
antioxidant;
EC 3.5.1.98 (histone deacetylase) inhibitor;
plant metabolite		2010201014.0low000100
2-(octylamino)-1-[4-(propan-2-ylthio)phenyl]-1-propanol
2
alkylbenzene2008201612.0medium000110
sulpiride
2
benzamides;
N-alkylpyrrolidine;
sulfonamide		antidepressant;
antiemetic;
antipsychotic agent;
dopaminergic antagonist		2008201214.0low000110
sumatriptan
3
sulfonamide;
tryptamines		serotonergic agonist;
vasoconstrictor agent		2008201611.3low000120
suprofen
1
aromatic ketone;
monocarboxylic acid;
thiophenes		antirheumatic drug;
drug allergen;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug		2014201410.0low000010
suramin
1
naphthalenesulfonic acid;
phenylureas;
secondary carboxamide		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		2008200816.0low000100
gatifloxacin
1
N-arylpiperazine;
organofluorine compound;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antiinfective agent;
antimicrobial agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor		2014201410.0low000010
telenzepine
1
benzodiazepine2012201212.0low000010
temazepam
1
benzodiazepine201620168.0low000010
temozolomide
1
imidazotetrazine;
monocarboxylic acid amide;
triazene derivative		alkylating agent;
antineoplastic agent;
prodrug		201620168.0low000010
terazosin
2
furans;
piperazines;
primary amino compound;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
antineoplastic agent		2008201612.0low000110
terbutaline
4
phenylethanolamines;
resorcinols		anti-asthmatic drug;
beta-adrenergic agonist;
bronchodilator agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
hypoglycemic agent;
sympathomimetic agent;
tocolytic agent		2008201612.0low000220
terfenadine
5
diarylmethane1998201415.6low001220
tetracaine
3
benzoate ester;
tertiary amino compound		local anaesthetic2008201412.7low000120
tetrahydroxy-1,4-quinone
1
hydroxybenzoquinonekeratolytic drug2012201212.0low000010
thalidomide
3
phthalimides;
piperidones		2008201612.0low000120
thiabendazole
2
1,3-thiazoles;
benzimidazole fungicide;
benzimidazoles		antifungal agrochemical;
antinematodal drug		2012201610.0low000020
2-thiosalicylic acid
1
sulfanylbenzoic acidantipyretic;
non-narcotic analgesic		2012201212.0low000010
thioridazine
6
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		1984201617.7low010320
thiotepa
2
aziridines2012201610.0low000020
tiaramide
1
benzothiazoles2008200816.0low000100
ticlopidine
4
monochlorobenzenes;
thienopyridine		anticoagulant;
fibrin modulating drug;
hematologic agent;
P2Y12 receptor antagonist;
platelet aggregation inhibitor		2008201612.5low000220
tilorone
1
aromatic ether;
diether;
fluoren-9-ones;
tertiary amino compound		anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
interferon inducer;
nicotinic acetylcholine receptor agonist		2008200816.0low000100
tinidazole
1
imidazolesantiamoebic agent;
antibacterial drug;
antiparasitic agent;
antiprotozoal drug		201620168.0low000010
tiopronin
2
N-acyl-amino acid2008201612.0low000110
tizanidine
2
benzothiadiazole;
imidazoles		alpha-adrenergic agonist;
muscle relaxant		2008201612.0low000110
tofisopam
1
organic molecular entity2008200816.0low000100
tolazamide
2
N-sulfonylureahypoglycemic agent;
potassium channel blocker		2012201610.0low000020
tolazoline
1
imidazolesalpha-adrenergic antagonist;
antihypertensive agent;
vasodilator agent		2012201212.0low000010
tolbutamide
4
N-sulfonylureahuman metabolite;
hypoglycemic agent;
insulin secretagogue;
potassium channel blocker		2009201612.2low000220
tolmetin
2
aromatic ketone;
monocarboxylic acid;
pyrroles		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-steroidal anti-inflammatory drug		201420169.0low000020
tolnaftate
1
monothiocarbamic esterantifungal drug2012201212.0low000010
tolperisone
1
aromatic ketone2008200816.0low000100
ultram
3
aromatic ether;
tertiary alcohol;
tertiary amino compound		2008201613.3medium000210
tranexamic acid
1
amino acid201620168.0low000010
trapidil
1
triazolopyrimidines2012201212.0low000010
trazodone
2
monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
triazolopyridine		adrenergic antagonist;
antidepressant;
anxiolytic drug;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		201420169.0low000020
triamterene
2
pteridinesdiuretic;
sodium channel blocker		2010201611.0low000110
triazolam
2
triazolobenzodiazepinesedative2010201611.0low000110
trichlormethiazide
1
benzothiadiazine;
sulfonamide antibiotic		antihypertensive agent;
diuretic		2008200816.0low000100
trifluoperazine
4
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		2008201612.5low000220
trifluperidol
2
aromatic ketone2008201214.0low000110
triflupromazine
2
organofluorine compound;
phenothiazines;
tertiary amine		anticoronaviral agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic		2008201214.0low000110
trihexyphenidyl
2
amine2008201612.0low000110
trimebutine
2
trihydroxybenzoic acid2008201214.0low000110
trimeprazine
4
phenothiazines1999201415.8low001120
trimethadione
3
oxazolidinoneanticonvulsant;
geroprotector		2008201612.7low000210
trimethobenzamide
1
benzamides;
tertiary amino compound		antiemetic201620168.0low000010
trimethoprim
5
aminopyrimidine;
methoxybenzenes		antibacterial drug;
diuretic;
drug allergen;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
environmental contaminant;
xenobiotic		1984201618.0low010220
trimetrexate
1
201620168.0low000010
trimipramine
4
dibenzoazepine;
tertiary amino compound		antidepressant;
environmental contaminant;
xenobiotic		2008201612.5low000220
trioxsalen
1
psoralensdermatologic drug;
photosensitizing agent		2012201212.0low000010
tripelennamine
1
aromatic amine2008200816.0low000100
troglitazone
4
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		2008201612.8low000220
tropicamide
1
acetamides2012201212.0low000010
tulobuterol
1
organochlorine compound2012201212.0low000010
tyramine
1
monoamine molecular messenger;
primary amino compound;
tyramines		EC 3.1.1.8 (cholinesterase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter		201620168.0low000010
delavirdine
2
aminopyridine;
indolecarboxamide;
N-acylpiperazine;
sulfonamide		antiviral drug;
HIV-1 reverse transcriptase inhibitor		2008201612.0low000110
urapidil
1
piperazines2012201212.0low000010
urethane
1
carbamate esterfungal metabolite;
mutagen		2012201212.0low000010
venlafaxine
4
cyclohexanols;
monomethoxybenzene;
tertiary alcohol;
tertiary amino compound		adrenergic uptake inhibitor;
analgesic;
antidepressant;
dopamine uptake inhibitor;
environmental contaminant;
serotonin uptake inhibitor;
xenobiotic		2008201611.5low000130
vigabatrin
1
gamma-amino acidanticonvulsant;
EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor		201620168.0low000010
wb 4101
1
aromatic ether;
benzodioxine;
secondary amino compound		alpha-adrenergic antagonist1984198440.0low010000
xylazine
2
1,3-thiazine;
methylbenzene;
secondary amino compound		alpha-adrenergic agonist;
analgesic;
emetic;
muscle relaxant;
sedative		1984201226.0low010010
xylometazoline
2
alkylbenzene2008201214.0low000110
ici 204,219
1
carbamate ester;
indoles;
N-sulfonylcarboxamide		anti-asthmatic agent;
leukotriene antagonist		201620168.0low000010
zaleplon
1
nitrile;
pyrazolopyrimidine		anticonvulsant;
anxiolytic drug;
central nervous system depressant;
sedative		201620168.0low000010
zolpidem
2
imidazopyridinecentral nervous system depressant;
GABA agonist;
sedative		2009201611.5low000110
zonisamide
1
1,2-benzoxazoles;
sulfonamide		anticonvulsant;
antioxidant;
central nervous system drug;
protective agent;
T-type calcium channel blocker		201620168.0low000010
zopiclone
1
monochloropyridine;
pyrrolopyrazine		central nervous system depressant;
sedative		2010201014.0low000100
cortisone acetate
1
corticosteroid hormone201620168.0low000010
mitomycin
1
mitomycinalkylating agent;
antineoplastic agent		201620168.0low000010
corticosterone
1
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		1984198440.0low010000
prednisolone
3
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antineoplastic agent;
drug metabolite;
environmental contaminant;
immunosuppressive agent;
xenobiotic		2009201611.7low000120
estriol
1
16alpha-hydroxy steroid;
17beta-hydroxy steroid;
3-hydroxy steroid		estrogen;
human metabolite;
human xenobiotic metabolite;
mouse metabolite		2012201212.0low000010
lysergic acid diethylamide
3
ergoline alkaloid;
monocarboxylic acid amide;
organic heterotetracyclic compound		dopamine agonist;
hallucinogen;
serotonergic agonist		1984200829.0low011100
reserpine
4
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		2008201612.5low000220
phentolamine
5
imidazoles;
phenols;
substituted aniline;
tertiary amino compound		alpha-adrenergic antagonist;
vasodilator agent		1984201621.4low011120
sorbitol
2
glucitolcathartic;
Escherichia coli metabolite;
food humectant;
human metabolite;
laxative;
metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite;
sweetening agent		2008201612.0low000110
floxuridine
1
nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
radiosensitizing agent		2008200816.0low000100
piperonyl butoxide
1
benzodioxolespesticide synergist2012201212.0low000010
3,3',5-triiodothyroacetic acid
1
1984198440.0low010000
thyroxine
2
2-halophenol;
iodophenol;
L-phenylalanine derivative;
non-proteinogenic L-alpha-amino acid;
thyroxine zwitterion;
thyroxine		antithyroid drug;
human metabolite;
mouse metabolite;
thyroid hormone		1984201624.0low010010
dextroamphetamine
2
1-phenylpropan-2-amineadrenergic agent;
adrenergic uptake inhibitor;
dopamine uptake inhibitor;
dopaminergic agent;
neurotoxin;
sympathomimetic agent		201420169.0low000020
carbachol
1
ammonium salt;
carbamate ester		cardiotonic drug;
miotic;
muscarinic agonist;
nicotinic acetylcholine receptor agonist;
non-narcotic analgesic		1984198440.0low010000
norethindrone acetate
1
3-oxo-Delta(4) steroid;
acetate ester;
terminal acetylenic compound		progestin;
synthetic oral contraceptive		2008200816.0low000100
spironolactone
1
3-oxo-Delta(4) steroid;
oxaspiro compound;
steroid lactone;
thioester		aldosterone antagonist;
antihypertensive agent;
diuretic;
environmental contaminant;
xenobiotic		201620168.0low000010
cyclobarbital
1
barbiturates2008200816.0low000100
aldosterone
1
11beta-hydroxy steroid;
18-oxo steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
C21-steroid hormone;
mineralocorticoid;
primary alpha-hydroxy ketone;
steroid aldehyde		human metabolite;
mouse metabolite		1984198440.0low010000
penicillamine
2
non-proteinogenic alpha-amino acid;
penicillamine		antirheumatic drug;
chelator;
copper chelator;
drug allergen		201420169.0low000020
norethandrolone
1
corticosteroid hormone2008200816.0low000100
cysteine
1
cysteine zwitterion;
cysteine;
L-alpha-amino acid;
proteinogenic amino acid;
serine family amino acid		EC 4.3.1.3 (histidine ammonia-lyase) inhibitor;
flour treatment agent;
human metabolite		201620168.0low000010
prednisone
1
11-oxo steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antineoplastic agent;
immunosuppressive agent;
prodrug		201620168.0low000010
estrone
2
17-oxo steroid;
3-hydroxy steroid;
phenolic steroid;
phenols		antineoplastic agent;
bone density conservation agent;
estrogen;
human metabolite;
mouse metabolite		2012201610.0low000020
paramethasone
1
fluorinated steroid2010201014.0low000100
oxandrolone
2
17beta-hydroxy steroid;
3-oxo steroid;
anabolic androgenic steroid;
oxa-steroid		anabolic agent;
androgen		2008201612.0low000110
camylofine
1
alpha-amino acid ester2008200816.0low000100
penicillin g
3
penicillin allergen;
penicillin		antibacterial drug;
drug allergen;
epitope		2012201610.0low000030
metaraminol
1
phenylethanolaminesalpha-adrenergic agonist;
sympathomimetic agent;
vasoconstrictor agent		2012201212.0low000010
pilocarpine
3
pilocarpineantiglaucoma drug1984201621.3low010110
pentylenetetrazole
1
organic heterobicyclic compound;
organonitrogen heterocyclic compound		2012201212.0low000010
triiodothyronine
1
2-halophenol;
amino acid zwitterion;
iodophenol;
iodothyronine		human metabolite;
mouse metabolite;
thyroid hormone		201620168.0low000010
isonicotinic acid
1
pyridinemonocarboxylic acidalgal metabolite;
human metabolite		2014201410.0medium000010
desoxycorticosterone acetate
1
corticosteroid hormone2008200816.0low000100
chloramphenicol
3
C-nitro compound;
carboxamide;
diol;
organochlorine compound		antibacterial drug;
antimicrobial agent;
Escherichia coli metabolite;
geroprotector;
Mycoplasma genitalium metabolite;
protein synthesis inhibitor		2008201612.0low000120
aspartic acid
1
aspartate family amino acid;
aspartic acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
mouse metabolite;
neurotransmitter		2014201410.0low000010
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		201620168.0low000010
lysine
1
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		2008200816.0low000100
cetrimonium bromide
1
organic bromide salt;
quaternary ammonium salt		detergent;
surfactant		2010201014.0low000100
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		201620168.0low000010
physostigmine
2
carbamate ester;
indole alkaloid		antidote to curare poisoning;
EC 3.1.1.8 (cholinesterase) inhibitor;
miotic		201420169.0low000020
ethinyl estradiol
2
17-hydroxy steroid;
3-hydroxy steroid;
terminal acetylenic compound		xenoestrogen2008201214.0low000110
apomorphine
3
aporphine alkaloidalpha-adrenergic drug;
antidyskinesia agent;
antiparkinson drug;
dopamine agonist;
emetic;
serotonergic drug		1984201620.0low010020
methyltestosterone
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
enone		anabolic agent;
androgen;
antineoplastic agent		201620168.0low000010
tetrabenazine
1
benzoquinolizine;
cyclic ketone;
tertiary amino compound		201620168.0low000010
kanamycin a
1
kanamycinsbacterial metabolite201620168.0low000010
ethopabate
1
amidobenzoic acid2012201212.0low000010
piperoxan
1
1984198440.0low010000
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		2010201014.0low000100
edetic acid
1
ethylenediamine derivative;
polyamino carboxylic acid;
tetracarboxylic acid		anticoagulant;
antidote;
chelator;
copper chelator;
geroprotector		201620168.0low000010
tyrosine
1
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		2014201410.0low000010
cysteamine
3
amine;
thiol		geroprotector;
human metabolite;
mouse metabolite;
radiation protective agent		2008201612.0low000120
acetylcholine chloride
1
quaternary ammonium salt201620168.0low000010
mepazine
1
phenothiazines201620168.0low000010
acepromazine
1
aromatic ketone;
methyl ketone;
phenothiazines;
tertiary amino compound		phenothiazine antipsychotic drug2012201212.0low000010
methoxamine
1
amphetaminesalpha-adrenergic agonist;
antihypotensive agent		2012201212.0low000010
cloxacillin
2
penicillin allergen;
penicillin;
semisynthetic derivative		antibacterial agent;
antibacterial drug		2012201610.0low000020
bretylium tosylate
1
organosulfonate salt;
quaternary ammonium salt		adrenergic antagonist;
anti-arrhythmia drug;
antihypertensive agent		2008200816.0low000100
zoxazolamine
1
benzoxazole2012201212.0low000010
leucine
2
amino acid zwitterion;
L-alpha-amino acid;
leucine;
proteinogenic amino acid;
pyruvate family amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite		2008201413.0low000110
berlition
1
dithiolanes;
heterocyclic fatty acid;
lipoic acid;
thia fatty acid		cofactor;
nutraceutical;
prosthetic group		2012201212.0low000010
calcium acetate
1
calcium saltchelator201620168.0low000010
carbaryl
1
carbamate ester;
naphthalenes		acaricide;
agrochemical;
carbamate insecticide;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant growth retardant		1984198440.0low010000
cytidine monophosphate
1
cytidine 5'-phosphate;
pyrimidine ribonucleoside 5'-monophosphate		Escherichia coli metabolite;
human metabolite;
mouse metabolite		1984198440.0low010000
methionine
1
aspartate family amino acid;
L-alpha-amino acid;
methionine zwitterion;
methionine;
proteinogenic amino acid		antidote to paracetamol poisoning;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical		201620168.0low000010
phenylalanine
1
amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
phenylalanine;
proteinogenic amino acid		algal metabolite;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
Escherichia coli metabolite;
human xenobiotic metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite		2014201410.0low000010
desoxycorticosterone
1
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
mineralocorticoid;
primary alpha-hydroxy ketone		human metabolite;
mouse metabolite		2012201212.0low000010
colchicine
2
alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen		2012201610.0low000020
gallamine triethiodide
1
2008200816.0low000100
mebanazine
1
benzenes201620168.0low000010
oxacillin
1
penicillinantibacterial agent;
antibacterial drug		201620168.0low000010
cycloheximide
1
antibiotic fungicide;
cyclic ketone;
dicarboximide;
piperidine antibiotic;
piperidones;
secondary alcohol		anticoronaviral agent;
bacterial metabolite;
ferroptosis inhibitor;
neuroprotective agent;
protein synthesis inhibitor		2008200816.0low000100
fluocinolone acetonide
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
cyclic ketal;
fluorinated steroid;
glucocorticoid;
organic heteropentacyclic compound;
primary alpha-hydroxy ketone		anti-inflammatory drug;
antipruritic drug		2010201014.0low000100
norethindrone
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound;
tertiary alcohol		progestin;
synthetic oral contraceptive		2012201212.0low000010
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		2012201610.0low000020
benziodarone
1
aromatic ketone201620168.0low000010
ampicillin
2
beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug201420169.0low000020
mannitol
2
mannitolallergen;
antiglaucoma drug;
compatible osmolytes;
Escherichia coli metabolite;
food anticaking agent;
food bulking agent;
food humectant;
food stabiliser;
food thickening agent;
hapten;
metabolite;
osmotic diuretic;
sweetening agent		2010201611.0low000110
cytarabine
3
beta-D-arabinoside;
monosaccharide derivative;
pyrimidine nucleoside		antimetabolite;
antineoplastic agent;
antiviral agent;
immunosuppressive agent		2008201612.7low000210
trifluridine
1
nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
EC 2.1.1.45 (thymidylate synthase) inhibitor		2012201212.0low000010
4-hydroxypropiophenone
1
acetophenones2008200816.0low000100
medroxyprogesterone acetate
1
20-oxo steroid;
3-oxo-Delta(4) steroid;
acetate ester;
corticosteroid;
steroid ester		adjuvant;
androgen;
antineoplastic agent;
antioxidant;
female contraceptive drug;
inhibitor;
progestin;
synthetic oral contraceptive		1984198440.0low010000
sulfobromophthalein sodium
1
organic sodium saltdye2010201014.0low000100
methandrostenolone
1
organic molecular entity2008200816.0low000100
cordycepin
1
3'-deoxyribonucleoside;
adenosines		antimetabolite;
nucleoside antibiotic		1984198440.0low010000
tryptophan
1
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		2014201410.0low000010
quinethazone
1
quinazolinesantihypertensive agent;
diuretic		2008200816.0low000100
arginine
1
arginine;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		biomarker;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical		201620168.0low000010
ethylamine
2
primary aliphatic aminehuman metabolite1984201425.0low010010
tetramethylammonium
1
quaternary ammonium ion1984198440.0low010000
tribromoethanol
1
alcohol;
organobromine compound		2008200816.0low000100
perflutren
1
fluoroalkane;
fluorocarbon		201620168.0low000010
fluoxymesterone
1
11beta-hydroxy steroid;
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
anabolic androgenic steroid;
fluorinated steroid		anabolic agent;
antineoplastic agent		201620168.0low000010
mepenzolate bromide
2
diarylmethane2008201214.0low000110
phencyclidine
1
benzenes;
piperidines		anaesthetic;
neurotoxin;
NMDA receptor antagonist;
psychotropic drug		1993199331.0low001000
methsuximide
1
organic molecular entity201620168.0low000010
carbromal
1
N-acylurea2008200816.0low000100
tromethamine
2
primary amino compound;
triol		buffer201420169.0low000020
triparanol
1
stilbenoidanticoronaviral agent2008200816.0low000100
pantothenic acid
2
pantothenic acid;
vitamin B5		antidote to curare poisoning;
geroprotector;
human blood serum metabolite		2008201214.0low000110
sulfachlorpyridazine
1
organochlorine compound;
pyridazines;
sulfonamide		antibacterial drug;
drug allergen;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor		2012201212.0low000010
cyclizine
1
N-alkylpiperazineantiemetic;
central nervous system depressant;
cholinergic antagonist;
H1-receptor antagonist;
local anaesthetic		2008200816.0low000100
buclizine
1
monochlorobenzenes;
N-alkylpiperazine		antiemetic;
central nervous system depressant;
cholinergic antagonist;
histamine antagonist;
local anaesthetic		2008200816.0low000100
methylprednisolone
4
6-methylprednisolone;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antiemetic;
environmental contaminant;
neuroprotective agent;
xenobiotic		2009201612.2low000220
thiopropazate
1
acetate ester;
N-alkylpiperazine;
organochlorine compound;
phenothiazines		dopaminergic antagonist;
phenothiazine antipsychotic drug		2008200816.0low000100
acetrizoic acid
1
aminobenzoic acid2008200816.0low000100
brompheniramine
3
organobromine compound;
pyridines		anti-allergic agent;
H1-receptor antagonist		1998201614.7low001020
phensuximide
1
pyrrolidines2012201212.0low000010
dimethisoquin
1
isoquinolines2012201212.0medium000010
penicillin v
3
penicillin allergen;
penicillin		2008201611.3low000120
isosorbide dinitrate
1
glucitol derivative;
nitrate ester		nitric oxide donor;
vasodilator agent		201620168.0low000010
pseudoephedrine
3
phenylethanolamines;
secondary alcohol;
secondary amino compound		anti-asthmatic drug;
bronchodilator agent;
central nervous system drug;
nasal decongestant;
plant metabolite;
sympathomimetic agent;
vasoconstrictor agent;
xenobiotic		2008201612.7low000210
diethylpropion
1
aromatic ketone;
tertiary amine		appetite depressant201620168.0low000010
phenylpiperazine
1
2014201410.0low000010
2-naphthoic acid
1
naphthoic acidmouse metabolite;
xenobiotic metabolite		2014201410.0low000010
mecoprop
1
aromatic ether;
monocarboxylic acid;
monochlorobenzenes		2014201410.0low000010
synephrine
2
ethanolamines;
phenethylamine alkaloid;
phenols		alpha-adrenergic agonist;
plant metabolite		2012201411.0low000020
propylparaben
1
benzoate ester;
paraben;
phenols		antifungal agent;
antimicrobial agent		2008200816.0low000100
methylparaben
1
parabenantifungal agent;
antimicrobial food preservative;
neuroprotective agent;
plant metabolite		2008200816.0low000100
pyridostigmine bromide
1
pyridinium salt2012201212.0low000010
n-methylbenzylamine
1
1998199826.0low001000
benzonatate
2
benzoate ester;
secondary amino compound;
substituted aniline		anaesthetic;
antitussive		2012201610.0low000020
deanol
1
ethanolamines;
tertiary amine		curing agent;
radical scavenger		2014201410.0low000010
4-methylmorpholine
1
2014201410.0low000010
n-butylamine
1
primary aliphatic amine2014201410.0low000010
piperidine
1
azacycloalkane;
piperidines;
saturated organic heteromonocyclic parent;
secondary amine		base;
catalyst;
human metabolite;
non-polar solvent;
plant metabolite;
protic solvent;
reagent		2014201410.0low000010
morpholine
1
morpholines;
saturated organic heteromonocyclic parent		NMR chemical shift reference compound2014201410.0low000010
hexahydroazepine
1
azacycloalkane;
azepanes;
saturated organic heteromonocyclic parent		2014201410.0low000010
ergotamine
1
peptide ergot alkaloidalpha-adrenergic agonist;
mycotoxin;
non-narcotic analgesic;
oxytocic;
serotonergic agonist;
vasoconstrictor agent		2014201410.0low000010
estradiol dipropionate
1
steroid ester2008200816.0low000100
methylergonovine
1
ergoline alkaloid201620168.0low000010
phenformin
2
biguanidesantineoplastic agent;
geroprotector;
hypoglycemic agent		2010201213.0low000110
mephobarbital
1
barbituratesanticonvulsant1984198440.0low010000
paramethadione
1
oxazolidinoneanticonvulsant2008200816.0low000100
framycetin
1
aminoglycosideallergen;
antibacterial drug;
Escherichia coli metabolite		2008200816.0low000100
n-methylpyrrolidine
1
2014201410.0low000010
triethylamine
1
tertiary amine2014201410.0low000010
meglumine
1
hexosamine;
secondary amino compound		2014201410.0low000010
cinchophen
2
quinolines2012201610.0low000020
chloroprocaine
2
benzoate ester;
monochlorobenzenes		central nervous system depressant;
local anaesthetic;
peripheral nervous system drug		2012201411.0low000020
sterogenol
1
bromide salt;
pyridinium salt		antiseptic drug;
EC 2.7.11.18 (myosin-light-chain kinase) inhibitor;
surfactant		2010201014.0low000100
anileridine
1
ethyl ester;
piperidinecarboxylate ester;
substituted aniline		opioid analgesic;
opioid receptor agonist		2008200816.0low000100
yohimbine
2
methyl 17-hydroxy-20xi-yohimban-16-carboxylatealpha-adrenergic antagonist;
dopamine receptor D2 antagonist;
serotonergic antagonist		1984201226.0low010010
2-chloroadenosine
1
purine nucleoside1993199331.0low001000
nafcillin
1
penicillin allergen;
penicillin		antibacterial drug201620168.0low000010
ditiocarb
2
dithiocarbamic acidschelator;
copper chelator		2008201214.0low000110
aziridine
1
azacycloalkane;
aziridines;
saturated organic heteromonocyclic parent		alkylating agent2014201410.0low000010
methohexital
1
acetylenic compound;
barbiturates		drug allergen;
intravenous anaesthetic		201620168.0low000010
sulfalene
1
pyrazines;
sulfonamide antibiotic;
sulfonamide		2008200816.0low000100
cycloguanil
1
triazinesantifolate;
antiinfective agent;
antimalarial;
antiparasitic agent;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor		2010201014.0low000100
propantheline bromide
2
xanthenes2008201214.0low000110
ephedrine
3
phenethylamine alkaloid;
phenylethanolamines		bacterial metabolite;
environmental contaminant;
nasal decongestant;
plant metabolite;
sympathomimetic agent;
vasoconstrictor agent;
xenobiotic		2008201611.3low000120
chlormadinone acetate
1
corticosteroid hormone2008200816.0low000100
norchlorcyclizine
1
2008200816.0low000100
evans blue
1
organic sodium saltfluorochrome;
histological dye;
sodium channel blocker;
teratogenic agent		2008200816.0low000100
opipramol
1
dibenzoazepine2008200816.0low000100
dibenzepin
1
dibenzodiazepine2014201410.0low000010
aminophylline
1
mixturebronchodilator agent;
cardiotonic drug		201620168.0low000010
azacitidine
2
N-glycosyl-1,3,5-triazine;
nucleoside analogue		antineoplastic agent2008201612.0low000110
carbutamide
1
benzenes;
sulfonamide		2008200816.0low000100
glymidine
1
diether;
pyrimidines;
sulfonamide		hypoglycemic agent2008200816.0medium000100
galantamine
2
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		201420169.0low000020
nandrolone decanoate
1
steroid ester201620168.0low000010
N-[(2-chlorophenyl)methyl]-1-[4-[[(2-chlorophenyl)methylamino]methyl]cyclohexyl]methanamine
1
aromatic amine2008200816.0medium000100
trifluoroethylamine
1
2014201410.0low000010
betamethasone
1
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		2010201014.0low000100
prenylamine
2
diarylmethane1984200828.0low010100
fluorometholone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
glucocorticoid;
tertiary alpha-hydroxy ketone		anti-inflammatory drug2012201212.0low000010
nandrolone
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
anabolic androgenic steroid		human metabolite2008200816.0low000100
thiazolidine-4-carboxylic acid
1
alpha-amino acid zwitterion;
non-proteinogenic alpha-amino acid;
sulfur-containing amino acid;
thiazolidinemonocarboxylic acid		antidote;
antioxidant;
hepatoprotective agent		2008200816.0low000100
2-fluoroethylamine
1
2014201410.0medium000010
chlorphentermine
1
amphetamines2008200816.0low000100
dextropropoxyphene
4
1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoatemu-opioid receptor agonist;
opioid analgesic		2008201612.0low000220
ketobemidone
1
piperidines1984198440.0low010000
chenodeoxycholic acid
1
bile acid;
C24-steroid;
dihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite		201620168.0low000010
lucanthone
1
thioxanthenesadjuvant;
antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
mutagen;
photosensitizing agent;
prodrug;
schistosomicide drug		2008200816.0low000100
dichloralantipyrine
1
2008200816.0low000100
emetine
2
isoquinoline alkaloid;
pyridoisoquinoline		antiamoebic agent;
anticoronaviral agent;
antiinfective agent;
antimalarial;
antineoplastic agent;
antiprotozoal drug;
antiviral agent;
autophagy inhibitor;
emetic;
expectorant;
plant metabolite;
protein synthesis inhibitor		2008201015.0low000200
dihydralazine
2
phthalazines2008201214.0low000110
cytisine
1
alkaloid;
bridged compound;
lactam;
organic heterotricyclic compound;
secondary amino compound		nicotinic acetylcholine receptor agonist;
phytotoxin;
plant metabolite		1984198440.0low010000
kainic acid
1
dicarboxylic acid;
L-proline derivative;
non-proteinogenic L-alpha-amino acid;
pyrrolidinecarboxylic acid		antinematodal drug;
excitatory amino acid agonist		1993199331.0low001000
bufotenin
1
tertiary amine;
tryptamine alkaloid		coral metabolite;
hallucinogen		1984198440.0low010000
fructose-1,6-diphosphate
1
D-fructofuranose 1,6-bisphosphatemouse metabolite1984198440.0medium010000
benzohydroxamic acid
1
2010201014.0low000100
arecaidine
1
citraconoyl group2014201410.0low000010
4-hydroxybutyric acid
1
4-hydroxy monocarboxylic acid;
hydroxybutyric acid		general anaesthetic;
GHB receptor agonist;
neurotoxin;
sedative		201620168.0low000010
azetidine
1
azacycloalkane;
azetidines;
saturated organic heteromonocyclic parent		2014201410.0low000010
dihydroergotamine
1
ergot alkaloid;
semisynthetic derivative		dopamine agonist;
non-narcotic analgesic;
serotonergic agonist;
sympatholytic agent;
vasoconstrictor agent		201620168.0low000010
methallenestril
1
naphthalenes2008200816.0low000100
medroxyprogesterone
2
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(4) steroid;
tertiary alpha-hydroxy ketone		contraceptive drug;
progestin;
synthetic oral contraceptive		2010201611.0low000110
androstenediol
1
17beta-hydroxy steroid;
3beta-hydroxy-Delta(5)-steroid		androgen;
human metabolite;
mouse metabolite;
radiation protective agent		2008200816.0low000100
dihydrotestosterone
1
17beta-hydroxy steroid;
17beta-hydroxyandrostan-3-one;
3-oxo-5alpha-steroid		androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite		1984198440.0low010000
dimenhydrinate
2
diarylmethane2012201610.0low000020
gluconic acid
1
gluconic acidchelator;
Penicillium metabolite		2014201410.0low000010
trimellitic acid
1
tricarboxylic acid1984198440.0low010000
4-(benzoylamino)-2-hydroxybenzoic acid
1
benzamides2012201212.0low000010
methamphetamine
2
amphetamines;
secondary amine		central nervous system stimulant;
environmental contaminant;
neurotoxin;
psychotropic drug;
xenobiotic		201420169.0low000020
levocarnitine
2
carnitineantilipemic drug;
nootropic agent;
nutraceutical;
Saccharomyces cerevisiae metabolite;
water-soluble vitamin (role)		2008201612.0medium000110
decamethonium dibromide
1
2008200816.0low000100
sulfanilylurea
1
benzenes;
sulfonamide		201620168.0low000010
thiphenamil
1
diarylmethane2008200816.0low000100
aminopenicillanic acid
1
amino acid zwitterion;
penicillanic acids		allergen2014201410.0low000010
glycyl-glycyl-glycine
1
tripeptide zwitterion;
tripeptide		2014201410.0low000010
metahexamide
1
benzenes;
sulfonamide		2008200816.0low000100
phenindamine
2
indene1995200822.5low001100
lactulose
1
glycosylfructosegastrointestinal drug;
laxative		201620168.0low000010
megestrol acetate
2
20-oxo steroid;
3-oxo-Delta(4) steroid;
acetate ester;
steroid ester		antineoplastic agent;
appetite enhancer;
contraceptive drug;
progestin;
synthetic oral contraceptive		2010201213.0low000110
n,n-dimethylethylamine
1
2014201410.0low000010
pamabrom
1
201620168.0low000010
2-amino-2-methyl-1-propanol
1
2008200816.0low000100
diethylmethylamine
1
2014201410.0medium000010
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		201620168.0low000010
glycine ethyl ester
1
2014201410.0low000010
n-methylpiperidine
1
2014201410.0low000010
phendimetrazine
1
2008200816.0low000100
trimetozine
2
morpholines2008201214.0low000110
benzydamine
1
aromatic ether;
indazoles;
tertiary amino compound		analgesic;
central nervous system stimulant;
hallucinogen;
local anaesthetic;
non-steroidal anti-inflammatory drug		2014201410.0low000010
erythromycin
4
cyclic ketone;
erythromycin		2008201612.0low000220
butaperazine
1
phenothiazines2008200816.0low000100
docosanol
1
docosanol;
long-chain primary fatty alcohol		antiviral drug;
plant metabolite		2012201212.0low000010
levonorgestrel
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound		contraceptive drug;
female contraceptive drug;
progestin;
synthetic oral contraceptive		201620168.0low000010
tempidon
1
piperidones2014201410.0low000010
vinblastine
1
2008200816.0low000100
diphenoxylate
1
ethyl ester;
nitrile;
piperidinecarboxylate ester;
tertiary amine		antidiarrhoeal drug201620168.0low000010
oxolamine
1
oxadiazole;
ring assembly		2008200816.0low000100
ethylestrenol
1
17beta-hydroxy steroid;
tertiary alcohol		anabolic agent2008200816.0low000100
ethambutol
1
ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic		201620168.0low000010
tetramethylpyrazine
1
alkaloid;
pyrazines		antineoplastic agent;
apoptosis inhibitor;
bacterial metabolite;
neuroprotective agent;
platelet aggregation inhibitor;
vasodilator agent		2012201212.0low000010
dehydroepiandrosterone acetate
1
steroid ester2008200816.0low000100
vancomycin
2
glycopeptideantibacterial drug;
antimicrobial agent;
bacterial metabolite		201420169.0low000020
d-alpha tocopherol
1
alpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite		201620168.0low000010
flurandrenolone
1
21-hydroxy steroid2012201212.0low000010
ibufenac
1
monocarboxylic acidEC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
hepatotoxic agent;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
metaxalone
2
aromatic ether2008201612.0low000110
spectinomycin
2
cyclic acetal;
cyclic hemiketal;
cyclic ketone;
pyranobenzodioxin;
secondary alcohol;
secondary amino compound		antibacterial drug;
antimicrobial agent;
bacterial metabolite		2008201612.0low000110
clopyralid
1
organochlorine pesticide;
pyridines		herbicide2014201410.0low000010
dimethylaminopropionitrile
1
2014201410.0low000010
paraquat
1
organic cationgeroprotector;
herbicide		2008200816.0low000100
dronabinol
1
benzochromene;
diterpenoid;
phytocannabinoid;
polyketide		cannabinoid receptor agonist;
epitope;
hallucinogen;
metabolite;
non-narcotic analgesic		201620168.0low000010
amiloride
2
aromatic amine;
guanidines;
organochlorine compound;
pyrazines		diuretic;
sodium channel blocker		2012201610.0low000020
clothiapine
1
dibenzothiazepine2008200816.0low000100
pimozide
5
benzimidazoles;
heteroarylpiperidine;
organofluorine compound		antidyskinesia agent;
dopaminergic antagonist;
first generation antipsychotic;
H1-receptor antagonist;
serotonergic antagonist		1984201617.2low010130
benperidol
1
aromatic ketone1984198440.0low010000
flumethasone
1
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-inflammatory drug2012201212.0low000010
azaribine
1
acetate ester;
N-glycosyl-1,2,4-triazine		antipsoriatic;
prodrug		2008200816.0low000100
5-phenylvaleric acid
1
benzenes;
monocarboxylic acid		2014201410.0low000010
dexbrompheniramine
1
brompheniramineanti-allergic agent;
H1-receptor antagonist		201620168.0low000010
sulfadoxine
3
pyrimidines;
sulfonamide		antibacterial drug;
antimalarial		2008201214.0low000210
3-aminofluoranthene
1
1999199925.0medium001000
acetophenazine
2
N-(2-hydroxyethyl)piperazine;
N-alkylpiperazine;
phenothiazines		phenothiazine antipsychotic drug2008201015.0low000200
stavudine
1
dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		201620168.0low000010
dicloxacillin
2
dichlorobenzene;
penicillin		antibacterial drug2012201610.0low000020
cyclacillin
1
penicillinantibacterial drug2014201410.0low000010
megestrol
1
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(4) steroid;
tertiary alpha-hydroxy ketone		antineoplastic agent;
appetite enhancer;
contraceptive drug;
progestin;
synthetic oral contraceptive		201620168.0low000010
cephaloglycin
1
beta-lactam antibiotic allergen;
cephalosporin		antimicrobial agent2008200816.0low000100
tranylcypromine
1
2-phenylcyclopropan-1-amine2012201212.0low000010
streptomycin
2
antibiotic antifungal drug;
antibiotic fungicide;
streptomycins		antibacterial drug;
antifungal agrochemical;
antimicrobial agent;
antimicrobial drug;
bacterial metabolite;
protein synthesis inhibitor		2008201612.0low000110
cladribine
1
organochlorine compound;
purine 2'-deoxyribonucleoside		antineoplastic agent;
immunosuppressive agent		201620168.0low000010
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		2010201213.0low000110
pyrodifenium bromide
1
organic molecular entity2010201014.0low000100
carbenicillin
1
penicillin allergen;
penicillin		antibacterial drug201620168.0low000010
noxiptilin
1
organic tricyclic compound2008200816.0medium000100
benorilate
1
carbonyl compound2008200816.0low000100
metocurine
1
isoquinolines2008200816.0low000100
floxacillin
2
penicillin allergen;
penicillin		antibacterial drug2008201214.0low000110
clomacran
2
acridines2008201612.0medium000110
iprindole
1
indoles2008200816.0low000100
benzetimide
1
piperidines1984198440.0medium010000
acetylpyruvic acid
1
beta-diketone;
dioxo monocarboxylic acid		bacterial metabolite1984198440.0low010000
methenamine hippurate
1
N-acylglycine201620168.0low000010
isometheptene
1
secondary amino compound2008200816.0low000100
olsalazine
2
azobenzenes;
dicarboxylic acid		non-steroidal anti-inflammatory drug;
prodrug		2008201612.0low000110
n-methylaspartate
1
amino dicarboxylic acid;
D-alpha-amino acid;
D-aspartic acid derivative;
secondary amino compound		neurotransmitter agent1993199331.0low001000
molindone
1
indoles2008200816.0low000100
hexocyclium
1
amine2008200816.0low000100
metoprine
1
1984198440.0low010000
sodium thiosulfate
1
inorganic sodium saltantidote to cyanide poisoning;
antifungal drug;
nephroprotective agent		201620168.0low000010
ancitabine
1
diol;
organic heterotricyclic compound		antimetabolite;
antineoplastic agent;
prodrug		2008200816.0low000100
amopyroquine
1
2010201014.0low000100
clortermine
1
amphetamines2008200816.0medium000100
coformycin
1
coformycinsEC 3.5.4.4 (adenosine deaminase) inhibitor1984198440.0low010000
nicofuranose
1
organooxygen compound2008200816.0medium000100
(1S,2R)-tranylcypromine
1
2-phenylcyclopropan-1-amine2012201212.0low000010
apazone
1
benzotriazinesnon-steroidal anti-inflammatory drug;
uricosuric drug		2008200816.0low000100
parbendazole
1
benzimidazoles;
carbamate ester		2012201212.0low000010
cloforex
1
amphetamines2008200816.0low000100
xipamide
1
benzamides2010201014.0low000100
selegiline
4
selegiline;
terminal acetylenic compound		geroprotector2008201612.5low000220
levamisole
3
6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazoleantinematodal drug;
antirheumatic drug;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
immunological adjuvant;
immunomodulator		2008201214.0low000210
clobutinol
1
benzenes;
organic amino compound		2008200816.0low000100
clemastine
1
monochlorobenzenes;
N-alkylpyrrolidine		anti-allergic agent;
antipruritic drug;
H1-receptor antagonist;
muscarinic antagonist		201620168.0low000010
thiamphenicol
1
monocarboxylic acid amide;
sulfone		antimicrobial agent;
immunosuppressive agent		2008200816.0low000100
pizotyline
1
benzocycloheptathiophenehistamine antagonist;
muscarinic antagonist;
serotonergic antagonist		1984198440.0low010000
cephalexin
2
beta-lactam antibiotic allergen;
cephalosporin;
semisynthetic derivative		antibacterial drug201420169.0low000020
isosorbide-5-mononitrate
1
glucitol derivative;
nitrate ester		nitric oxide donor;
vasodilator agent		2008200816.0low000100
danazol
3
17beta-hydroxy steroid;
terminal acetylenic compound		anti-estrogen;
estrogen antagonist;
geroprotector		2010201611.3low000120
metergoline
2
carbamate ester;
ergoline alkaloid		dopamine agonist;
geroprotector;
serotonergic antagonist		1984201226.0low010010
fenclozic acid
2
2012201610.0low000020
laxagetten 4,4'-diacetoxydiphenylpyridylemethane
1
201620168.0medium000010
daunorubicin
1
aminoglycoside antibiotic;
anthracycline;
p-quinones;
tetracenequinones		antineoplastic agent;
bacterial metabolite		201620168.0low000010
razoxane
1
N-alkylpiperazine2008200816.0low000100
capobenic acid
1
benzamides2012201212.0low000010
lofexidine
1
aromatic ether;
carboxamidine;
dichlorobenzene;
imidazoles		alpha-adrenergic agonist;
antihypertensive agent		1984198440.0low010000
diftalone
1
2012201212.0low000010
fludarabine phosphate
2
nucleoside analogue;
organofluorine compound;
purine arabinonucleoside monophosphate		antimetabolite;
antineoplastic agent;
antiviral agent;
DNA synthesis inhibitor;
immunosuppressive agent;
prodrug		2008201612.0low000110
alclofenac
1
aromatic ether;
monocarboxylic acid;
monochlorobenzenes		drug allergen;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0medium000010
5-(2-cyclohexylidene-ethyl)-5-ethylbarbiturate
1
1984198440.0low010000
carbimazole
1
1,3-dihydroimidazole-2-thiones;
carbamate ester		antithyroid drug;
prodrug		2012201212.0low000010
bromocriptine
2
indole alkaloidantidyskinesia agent;
antiparkinson drug;
dopamine agonist;
hormone antagonist		2010201611.0low000110
pyrrolidine
1
azacycloalkane;
pyrrolidines;
saturated organic heteromonocyclic parent		2014201410.0low000010
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		2010201014.0low000100
oxyphenisatin
1
indoles201620168.0low000010
fludrocortisone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
C21-steroid;
fluorinated steroid;
mineralocorticoid		adrenergic agent;
anti-inflammatory drug		201620168.0low000010
ursodeoxycholic acid
2
bile acid;
C24-steroid;
dihydroxy-5beta-cholanic acid		human metabolite;
mouse metabolite		2012201610.0low000020
metipranolol
1
acetate ester;
aromatic ether;
propanolamine;
secondary amino compound		anti-arrhythmia drug;
antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist		2014201410.0low000010
proquazone
1
pyrimidines2008200816.0low000100
benzonidazole
1
C-nitro compound;
imidazoles;
monocarboxylic acid amide		antiprotozoal drug2010201014.0low000100
halazepam
2
organic molecular entity2008201015.0low000200
rose bengal b disodium salt
1
2012201212.0low000010
propamocarb
1
carbamate ester;
carbamate fungicide;
tertiary amino compound		antifungal agrochemical;
environmental contaminant;
xenobiotic		2014201410.0low000010
dexchlorpheniramine
5
chlorphenamine1994201619.8low002210
clometacin
1
N-acylindole201620168.0low000010
cefazolin
1
beta-lactam antibiotic allergen;
cephalosporin;
tetrazoles;
thiadiazoles		antibacterial drug201620168.0low000010
ripazepam
1
benzenes2008200816.0medium000100
amoxicillin
4
penicillin allergen;
penicillin		antibacterial drug2008201611.5low000130
timolol
5
timololanti-arrhythmia drug;
antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist		1984201617.4low010220
indoramin
3
tryptamines1984201222.7low010110
penfluridol
2
diarylmethane1984200828.0low010100
oxcarbazepine
1
cyclic ketone;
dibenzoazepine		anticonvulsant;
drug allergen		201620168.0low000010
carbidopa
2
catechols;
hydrazines;
monocarboxylic acid		antiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		2012201610.0medium000020
moricizine
2
carbamate ester;
morpholines;
phenothiazines		anti-arrhythmia drug2008201612.0low000110
amineptin
2
amino acid;
carbocyclic fatty acid;
carbotricyclic compound;
secondary amino compound		antidepressant;
dopamine uptake inhibitor		2010201611.0low000110
zidovudine
3
azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		2008201613.0low000210
feprazone
1
organic molecular entity2008200816.0low000100
pirprofen
1
pyrroline201620168.0low000010
tobramycin
1
amino cyclitol glycosideantibacterial agent;
antimicrobial agent;
toxin		2008200816.0low000100
paclitaxel
1
taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent		201620168.0low000010
etoposide
3
beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor		2008201612.7low000210
dobutamine
2
catecholamine;
secondary amine		beta-adrenergic agonist;
cardiotonic drug;
sympathomimetic agent		2012201610.0low000020
phenyl-2-aminoethyl sulfide
1
2014201410.0medium000010
halofantrine
2
phenanthrenes2008201015.0low000200
butaclamol
1
organic heteropentacyclic compound1999199925.0low001000
penbutolol
1
ethanolamines201620168.0low000010
etidocaine
1
amino acid amidelocal anaesthetic2008200816.0low000100
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		2008201612.0low000110
amikacin
2
alpha-D-glucoside;
amino cyclitol glycoside;
aminoglycoside;
carboxamide		antibacterial drug;
antimicrobial agent;
nephrotoxin		2008201612.0low000110
phorbol 12,13-dibutyrate
1
butyrate ester;
phorbol ester;
tertiary alpha-hydroxy ketone		1993199331.0low001000
tolamolol
1
2014201410.0low000010
cephradine
1
beta-lactam antibiotic allergen;
cephalosporin		antibacterial drug201620168.0low000010
hydroxymaprotilin
1
2010201014.0low000100
ticrynafen
1
aromatic ether;
aromatic ketone;
dichlorobenzene;
monocarboxylic acid;
thiophenes		antihypertensive agent;
hepatotoxic agent;
loop diuretic		201620168.0low000010
methyldopa
5
L-tyrosine derivative;
non-proteinogenic L-alpha-amino acid		alpha-adrenergic agonist;
antihypertensive agent;
hapten;
peripheral nervous system drug;
sympatholytic agent		2008201612.0low000230
tocainide
1
monocarboxylic acid amideanti-arrhythmia drug;
local anaesthetic;
sodium channel blocker		2010201014.0low000100
bezafibrate
1
aromatic ether;
monocarboxylic acid amide;
monocarboxylic acid;
monochlorobenzenes		antilipemic drug;
environmental contaminant;
geroprotector;
xenobiotic		2012201212.0low000010
sq-11725
2
2010201412.0low000110
diltiazem
4
5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetateantihypertensive agent;
calcium channel blocker;
vasodilator agent		2009201611.8low000220
vecuronium
1
acetate ester;
androstane;
quaternary ammonium ion		drug allergen;
muscle relaxant;
neuromuscular agent;
nicotinic antagonist		201620168.0medium000010
benoxaprofen
2
1,3-benzoxazoles;
monocarboxylic acid;
monochlorobenzenes		antipsoriatic;
antipyretic;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
hepatotoxic agent;
nephrotoxin;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
protein kinase C agonist		2012201610.0low000020
tiamenidine
1
organochlorine compound1984198440.0low010000
pinazepam
1
benzodiazepine2010201014.0low000100
exifone
1
benzophenones201620168.0low000010
mefloquine
1
[2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanolantimalarial201620168.0low000010
butibufen
1
monoterpenoid2010201014.0low000100
nitazoxanide
1
benzamides;
carboxylic ester		201620168.0low000010
sufentanil
3
anilide;
ether;
piperidines;
thiophenes		anaesthesia adjuvant;
intravenous anaesthetic;
mu-opioid receptor agonist;
opioid analgesic		1984201619.3low010020
acarbose
1
tetrasaccharide derivativeEC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
geroprotector;
hypoglycemic agent		201620168.0low000010
torsemide
2
aminopyridine;
N-sulfonylurea;
secondary amino compound		antihypertensive agent;
loop diuretic		2012201610.0low000020
epirubicin
2
aminoglycoside;
anthracycline antibiotic;
anthracycline;
deoxy hexoside;
monosaccharide derivative;
p-quinones;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		antimicrobial agent;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor		2008201612.0low000110
prenalterol
1
aromatic ether2008200816.0low000100
Flamprop
1
benzamides2014201410.0medium000010
lorcainide
1
acetamides2008200816.0low000100
idarubicin
2
anthracycline antibiotic;
deoxy hexoside;
monosaccharide derivative		2008201612.0low000110
piperacillin
2
penicillin allergen;
penicillin		antibacterial drug2012201610.0low000020
paroxetine
4
aromatic ether;
benzodioxoles;
organofluorine compound;
piperidines		antidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		2008201612.0low000220
captopril
2
alkanethiol;
L-proline derivative;
N-acylpyrrolidine;
pyrrolidinemonocarboxylic acid		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		2010201611.0low000110
cefoperazone
1
cephalosporinantibacterial drug201620168.0low000010
staurosporine
1
indolocarbazole alkaloid;
organic heterooctacyclic compound		apoptosis inducer;
bacterial metabolite;
EC 2.7.11.13 (protein kinase C) inhibitor;
geroprotector		2010201014.0low000100
indalpine
1
indoles2012201212.0low000010
atracurium
2
diester;
quaternary ammonium ion		muscle relaxant;
nicotinic antagonist		2008201612.0low000110
lidamidine
1
ureas2012201212.0low000010
pergolide
2
diamine;
methyl sulfide;
organic heterotetracyclic compound		antiparkinson drug;
dopamine agonist		2008201612.0low000110
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		1993199331.0low001000
cefadroxil anhydrous
1
cephalosporinantibacterial drug201620168.0low000010
talniflumate
1
benzofurans2012201212.0low000010
nedocromil
1
dicarboxylic acid;
organic heterotricyclic compound		anti-allergic agent;
anti-asthmatic drug;
non-steroidal anti-inflammatory drug		2012201212.0low000010
fialuridine
1
201620168.0low000010
doxofylline
1
oxopurineanti-asthmatic drug;
antitussive;
bronchodilator agent		2008200816.0low000100
cefaclor anhydrous
1
cephalosporinantibacterial drug;
drug allergen		201620168.0low000010
alfentanil
3
monocarboxylic acid amide;
piperidines		central nervous system depressant;
intravenous anaesthetic;
mu-opioid receptor agonist;
opioid analgesic;
peripheral nervous system drug		2008201612.7low000210
miglustat
1
piperidines;
tertiary amino compound		anti-HIV agent;
EC 2.4.1.80 (ceramide glucosyltransferase) inhibitor		201620168.0low000010
haloperidol decanoate
1
organic molecular entity201620168.0low000010
dazoxiben
1
2012201212.0low000010
cefotetan
2
2008201612.0low000110
lovastatin
1
delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		anticholesteremic drug;
antineoplastic agent;
Aspergillus metabolite;
prodrug		201620168.0low000010
flupirtine
1
aminopyridine2008200816.0low000100
tolrestat
2
naphthalenesEC 1.1.1.21 (aldehyde reductase) inhibitor2012201610.0low000020
rimcazole
1
carbazoles1999199925.0low001000
piritrexim
1
2010201014.0low000100
simvastatin
2
delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
statin (semi-synthetic)		EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor;
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor;
ferroptosis inducer;
geroprotector;
prodrug		2012201610.0low000020
remoxipride
2
dimethoxybenzene2012201411.0low000020
balsalazide
1
201620168.0low000010
pravastatin
1
3-hydroxy carboxylic acid;
carbobicyclic compound;
carboxylic ester;
hydroxy monocarboxylic acid;
secondary alcohol;
statin (semi-synthetic)		anticholesteremic drug;
environmental contaminant;
metabolite;
xenobiotic		201620168.0low000010
cabergoline
1
N-acylureaantineoplastic agent;
antiparkinson drug;
dopamine agonist		201620168.0low000010
bambuterol
1
carbamate ester;
phenylethanolamines		anti-asthmatic drug;
beta-adrenergic agonist;
bronchodilator agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
prodrug;
sympathomimetic agent;
tocolytic agent		2010201014.0low000100
atomoxetine
2
aromatic ether;
secondary amino compound;
toluenes		adrenergic uptake inhibitor;
antidepressant;
environmental contaminant;
xenobiotic		201420169.0low000020
quinapril
3
dicarboxylic acid monoester;
ethyl ester;
isoquinolines;
tertiary carboxamide		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug		2008201612.0low000120
alpidem
2
imidazoles2012201610.0low000020
mifepristone
2
3-oxo-Delta(4) steroid;
acetylenic compound;
tertiary amino compound		abortifacient;
contraceptive drug;
hormone antagonist;
synthetic oral contraceptive		2008201612.0low000110
dopexamine
1
catecholamine2012201212.0low000010
lonapalene
1
naphthalenes;
organochlorine compound		2012201212.0low000010
fosphenytoin
1
imidazolidine-2,4-dione201620168.0low000010
salmeterol xinafoate
1
naphthoic acid2010201014.0low000100
ranolazine
1
aromatic amide;
monocarboxylic acid amide;
monomethoxybenzene;
N-alkylpiperazine;
secondary alcohol		201620168.0low000010
ipsapirone
1
N-arylpiperazine2012201212.0low000010
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		201620168.0low000010
sematilide
1
2012201212.0low000010
esmolol
2
aromatic ether;
ethanolamines;
methyl ester;
secondary alcohol;
secondary amino compound		2008201612.0low000110
adefovir
1
6-aminopurines;
ether;
phosphonic acids		antiviral drug;
DNA synthesis inhibitor;
drug metabolite;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent		201620168.0low000010
aromasil
1
17-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor;
environmental contaminant;
xenobiotic		201620168.0low000010
zileuton
2
1-benzothiophenes;
ureas		anti-asthmatic drug;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
ferroptosis inhibitor;
leukotriene antagonist;
non-steroidal anti-inflammatory drug		2012201610.0low000020
remacemide
1
stilbenoid2012201212.0low000010
clopidogrel
1
methyl ester;
monochlorobenzenes;
thienopyridine		anticoagulant;
P2Y12 receptor antagonist;
platelet aggregation inhibitor		201620168.0low000010
cidofovir anhydrous
1
phosphonic acids;
pyrimidone		anti-HIV agent;
antineoplastic agent;
antiviral drug;
photosensitizing agent		201620168.0low000010
tiagabine
2
beta-amino acid;
piperidinemonocarboxylic acid;
tertiary amino compound;
thiophenes		anticonvulsant;
GABA reuptake inhibitor		2008201612.0low000110
mibefradil
1
tetralinsT-type calcium channel blocker2008200816.0low000100
topotecan
1
pyranoindolizinoquinolineantineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor		201620168.0low000010
bromfenac
1
aromatic amino acid;
benzophenones;
organobromine compound;
substituted aniline		non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
gemcitabine
1
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
DNA synthesis inhibitor;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
environmental contaminant;
immunosuppressive agent;
photosensitizing agent;
prodrug;
radiosensitizing agent;
xenobiotic		201620168.0low000010
ibutilide
1
benzenes;
organic amino compound		201620168.0low000010
aripiprazole
2
aromatic ether;
delta-lactam;
dichlorobenzene;
N-alkylpiperazine;
N-arylpiperazine;
quinolone		drug metabolite;
H1-receptor antagonist;
second generation antipsychotic;
serotonergic agonist		2007201612.5low000110
remifentanil
1
alpha-amino acid ester;
anilide;
monocarboxylic acid amide;
piperidinecarboxylate ester		intravenous anaesthetic;
mu-opioid receptor agonist;
opioid analgesic;
sedative		201620168.0low000010
atorvastatin
2
aromatic amide;
dihydroxy monocarboxylic acid;
monofluorobenzenes;
pyrroles;
statin (synthetic)		environmental contaminant;
xenobiotic		201420169.0low000020
lamivudine
2
monothioacetal;
nucleoside analogue;
oxacycle;
primary alcohol		allergen;
anti-HBV agent;
antiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor;
HIV-1 reverse transcriptase inhibitor;
prodrug		2008201612.0low000110
duloxetine
1
duloxetine201620168.0low000010
irinotecan
2
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		201420169.0low000020
valsartan
2
biphenylyltetrazole;
monocarboxylic acid amide;
monocarboxylic acid		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		2012201610.0low000020
ibandronic acid
2
2010201611.0low000110
ziprasidone
3
1,2-benzisothiazole;
indolones;
organochlorine compound;
piperazines		antipsychotic agent;
dopaminergic antagonist;
histamine antagonist;
muscarinic antagonist;
psychotropic drug;
serotonergic antagonist		2007201613.7low000210
zolmitriptan
1
oxazolidinone;
tryptamines		anti-inflammatory drug;
serotonergic agonist;
vasoconstrictor agent		201620168.0low000010
emtricitabine
1
monothioacetal;
nucleoside analogue;
organofluorine compound;
pyrimidone		antiviral drug;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
tasosartan
1
biphenyls201620168.0low000010
tiludronic acid
1
organochlorine compound201620168.0low000010
tirofiban
1
L-tyrosine derivative;
piperidines;
sulfonamide		anticoagulant;
fibrin modulating drug;
platelet glycoprotein-IIb/IIIa receptor antagonist		201620168.0low000010
capecitabine
1
carbamate ester;
cytidines;
organofluorine compound		antimetabolite;
antineoplastic agent;
prodrug		201620168.0low000010
adenosine
2
adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent		2008201612.0low000110
d-lactic acid
1
2-hydroxypropanoic acidEscherichia coli metabolite;
human metabolite		2014201410.0low000010
carfentanil
1
methyl ester;
piperidines;
tertiary amino compound;
tertiary carboxamide		mu-opioid receptor agonist;
opioid analgesic;
tranquilizing drug		1984198440.0low010000
paroxetine hydrochloride
1
hydrochlorideantidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		2012201212.0low000010
trovafloxacin
3
2010201610.7low000120
verapamil hydrochloride
1
2012201212.0low000010
cefprozil
1
cephalosporin;
semisynthetic derivative		antibacterial drug201620168.0medium000010
efavirenz
1
acetylenic compound;
benzoxazine;
cyclopropanes;
organochlorine compound;
organofluorine compound		antiviral drug;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
nelfinavir
1
aryl sulfide;
benzamides;
organic heterobicyclic compound;
phenols;
secondary alcohol;
tertiary amino compound		antineoplastic agent;
HIV protease inhibitor		201620168.0low000010
fenofibric acid
1
aromatic ketone;
chlorobenzophenone;
monocarboxylic acid		drug metabolite;
marine xenobiotic metabolite		201620168.0low000010
ursolic acid
1
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		geroprotector;
plant metabolite		2010201014.0low000100
propamidine
1
aromatic ether;
guanidines;
polyether		antimicrobial agent;
antiseptic drug		2010201014.0low000100
plerixafor
1
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		201620168.0low000010
amprenavir
1
carbamate ester;
sulfonamide;
tetrahydrofuryl ester		antiviral drug;
HIV protease inhibitor		201620168.0low000010
oseltamivir
1
acetamides;
amino acid ester;
cyclohexenecarboxylate ester;
primary amino compound		antiviral drug;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor;
environmental contaminant;
prodrug;
xenobiotic		201620168.0low000010
fenclofenac
2
aromatic ether1984201226.0low010010
sinefungin
1
adenosines;
non-proteinogenic alpha-amino acid		antifungal agent;
antimicrobial agent		2010201014.0low000100
proxicromil
1
2012201212.0low000010
histamine phosphate
1
phosphate salthistamine agonist201620168.0low000010
tilbroquinol
1
organohalogen compound;
quinolines		201620168.0medium000010
bendamustine
1
benzimidazoles201620168.0low000010
droxicam
2
organic heterotricyclic compound;
pyridines		cyclooxygenase 1 inhibitor;
hepatotoxic agent;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
platelet aggregation inhibitor;
prodrug		2010201611.0low000110
ceftezole
1
cephalosporin;
thiadiazoles		2008200816.0low000100
flutonidine
1
1984198440.0low010000
etofibrate
1
monocarboxylic acid2010201014.0low000100
carebastine
1
diarylmethane1998199826.0low001000
esreboxetine
1
aromatic ether2008200816.0low000100
lercanidipine
1
diarylmethane2008200816.0low000100
ebrotidine
1
sulfonamide201620168.0low000010
torbafylline
1
2012201212.0low000010
mizolastine
1
benzimidazoles2009200915.0low000100
repaglinide
1
piperidines201620168.0low000010
telmisartan
1
benzimidazoles;
biphenyls;
carboxybiphenyl		angiotensin receptor antagonist;
antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
environmental contaminant;
xenobiotic		201620168.0low000010
hexestrol bis(diethylaminoethyl ether)
1
stilbenoid2008200816.0low000100
dexfenfluramine
1
fenfluramineappetite depressant;
serotonergic agonist;
serotonin uptake inhibitor		2010201014.0low000100
synthalin a
1
guanidineshepatotoxic agent;
hypoglycemic agent;
nephrotoxin		2010201014.0low000100
thiamorpholine
1
saturated organic heteromonocyclic parent;
thiomorpholines		2014201410.0low000010
ibopamine
1
benzoate ester;
phenols		2010201014.0low000100
disobutamide
1
acetamides2008200816.0low000100
sertraline
4
dichlorobenzene;
secondary amino compound;
tetralins		antidepressant;
serotonin uptake inhibitor		2008201613.0low000220
zoledronic acid
2
1,1-bis(phosphonic acid);
imidazoles		bone density conservation agent2010201611.0low000110
pirlindole
1
carbazoles2010201014.0low000100
cloricromen
1
coumarins2008200816.0low000100
artemether
1
artemisinin derivative;
cyclic acetal;
organic peroxide;
semisynthetic derivative;
sesquiterpenoid		antimalarial2010201014.0low000100
glycyl-glycyl-glycyl-glycine
1
2014201410.0low000010
D-alanine
1
alanine zwitterion;
alanine;
D-alpha-amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
Escherichia coli metabolite;
human metabolite		1993199331.0low001000
dipropylacetamide
1
fatty amidegeroprotector;
metabolite;
teratogenic agent		2008200816.0low000100
acamprosate
1
acetamides;
organosulfonic acid		environmental contaminant;
neurotransmitter agent;
xenobiotic		201620168.0low000010
isaxonine
1
aminopyrimidine201620168.0low000010
enrofloxacin
1
cyclopropanes;
N-alkylpiperazine;
N-arylpiperazine;
organofluorine compound;
quinolinemonocarboxylic acid;
quinolone		antibacterial agent;
antimicrobial agent;
antineoplastic agent		2012201212.0low000010
6-amino-1-hydroxyhexane-1,1-diphosphonate
1
1,1-bis(phosphonic acid)2010201014.0low000100
nebivolol
2
chromanes;
diol;
organofluorine compound;
secondary alcohol;
secondary amino compound		201420169.0high000020
uk 68798
2
aromatic ether;
sulfonamide;
tertiary amino compound		anti-arrhythmia drug;
potassium channel blocker		2012201610.0low000020
hp 873
1
1,2-benzoxazoles;
aromatic ether;
aromatic ketone;
methyl ketone;
monoamine;
organofluorine compound;
piperidines;
tertiary amino compound		dopaminergic antagonist;
second generation antipsychotic;
serotonergic antagonist		201620168.0low000010
dexrazoxane
1
razoxaneantineoplastic agent;
cardiovascular drug;
chelator;
immunosuppressive agent		201620168.0low000010
fenoxypropazine
1
aromatic ether201620168.0low000010
voriconazole
1
conazole antifungal drug;
difluorobenzene;
pyrimidines;
tertiary alcohol;
triazole antifungal drug		P450 inhibitor201620168.0low000010
rexigen
1
2010201014.0low000100
mepindolol
1
indoles2012201212.0low000010
fpl 52791
1
2012201212.0medium000010
carazolol
1
carbazoles2014201410.0low000010
aceclofenac
2
amino acid;
carboxylic ester;
dichlorobenzene;
monocarboxylic acid;
secondary amino compound		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2010201611.0low000110
clociguanil
2
2008201015.0medium000200
nitrefazole
1
imidazoles201620168.0low000010
tebuquine
1
2010201014.0low000100
epanolol
1
acetamides2012201212.0low000010
methotrimeprazine
2
phenothiazines;
tertiary amine		anticoronaviral agent;
cholinergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
non-narcotic analgesic;
phenothiazine antipsychotic drug;
serotonergic antagonist		2012201411.0low000020
lividomycin
1
lividomycinsmetabolite2008200816.0low000100
gentamicin c1
1
2008200816.0low000100
oleandomycin
1
oleandomycins2014201410.0medium000010
2-(4'-methylpiperazino-1-methyl)-1,3-diazafluoranthene 1-oxide
1
2008200816.0medium000100
doripenem
1
carbapenems201620168.0low000010
atovaquone
2
hydroxy-1,2-naphthoquinone2010201611.0low000110
tutin
1
gamma-lactone1984198440.0low010000
phenylalanyl-phenylalanyl-phenylalanine
1
oligopeptide2014201410.0medium000010
3-(4-methoxybenzoyl)propionic acid
1
2014201410.0medium000010
dimethylaminopropanol
1
2014201410.0medium000010
rivastigmine
2
carbamate ester;
tertiary amino compound		cholinergic drug;
EC 3.1.1.8 (cholinesterase) inhibitor;
neuroprotective agent		201420169.0low000020
frovatriptan
1
carbazoles201620168.0low000010
eletriptan
1
indoles;
N-alkylpyrrolidine;
sulfone		non-steroidal anti-inflammatory drug;
serotonergic agonist;
vasoconstrictor agent		201620168.0low000010
rosiglitazone
2
aminopyridine;
thiazolidinediones		EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
insulin-sensitizing drug		2012201610.0low000020
cryptolepine
1
indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound		anti-inflammatory agent;
antimalarial;
antineoplastic agent;
cysteine protease inhibitor;
plant metabolite		2010201014.0low000100
bexarotene
1
benzoic acids;
naphthalenes;
retinoid		antineoplastic agent201620168.0low000010
4-phenylbutylamine
1
benzenes;
phenylalkylamine;
primary amino compound		2014201410.0low000010
clarithromycin
3
macrolide antibioticantibacterial drug;
environmental contaminant;
protein synthesis inhibitor;
xenobiotic		2008201611.3low000120
glycinexylidide
1
amino acid amidedrug metabolite2014201410.0low000010
Trp-Trp
1
dipeptideMycoplasma genitalium metabolite2014201410.0low000010
kampirone
1
N-arylpiperazine2014201410.0low000010
nicotine
4
3-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic		1984201423.2low011020
cinchonine
1
(8xi)-cinchonan-9-ol;
cinchona alkaloid		metabolite2010201014.0low000100
moexipril
2
peptide2008201612.0low000110
sennoside B
1
oxo dicarboxylic acid;
sennosides		2008200816.0medium000100
n-hexadecyl-n,n-dimethyl-3-ammonio-1-propanesulfonate
1
2010201014.0low000100
mci 9038
1
peptide201620168.0low000010
isopelletierine
1
citraconoyl group2014201410.0low000010
fenpropimorph
1
alkylbenzene2014201410.0low000010
levcromakalim
1
1-benzopyran2012201212.0low000010
dimethacrine
1
acridines2008200816.0medium000100
5,6-dihydrouridine
1
uridinesbiomarker1984198440.0low010000
1-(2-pyridinyl)piperazine
1
2014201410.0low000010
desethylchloroquine
1
aminoquinoline2010201014.0low000100
5'-n-methylcarboxamideadenosine
1
1993199331.0low001000
wr 159412
1
2010201014.0low000100
cinchonidine
1
(8xi)-cinchonan-9-ol;
cinchona alkaloid		metabolite2010201014.0low000100
benzyloxyamine
1
2010201014.0low000100
hexylcaine hydrochloride
1
2012201212.0low000010
fulvestrant
1
17beta-hydroxy steroid;
3-hydroxy steroid;
organofluorine compound;
sulfoxide		antineoplastic agent;
estrogen antagonist;
estrogen receptor antagonist		201620168.0low000010
tert-butylbicyclophosphorothionate
1
organic thiophosphate1993199331.0low001000
imipenem, anhydrous
1
beta-lactam antibiotic allergen;
carbapenems;
zwitterion		antibacterial drug2012201212.0low000010
sr141716
1
amidopiperidine;
carbohydrazide;
dichlorobenzene;
monochlorobenzenes;
pyrazoles		anti-obesity agent;
appetite depressant;
CB1 receptor antagonist		2012201212.0low000010
bosentan anhydrous
2
primary alcohol;
pyrimidines;
sulfonamide		antihypertensive agent;
endothelin receptor antagonist		2012201610.0low000020
fpl 55712
1
aromatic ketone2012201212.0low000010
l-lactic acid
1
(2S)-2-hydroxy monocarboxylic acid;
2-hydroxypropanoic acid		Escherichia coli metabolite;
human metabolite		2014201410.0medium000010
sivelestat
1
N-acylglycine;
pivalate ester		2012201212.0low000010
methoctramine
1
hydrochloridemuscarinic antagonist1993199331.0low001000
pyronaridine
1
aminoquinoline2010201014.0low000100
perindopril
2
alpha-amino acid ester;
dicarboxylic acid monoester;
ethyl ester;
organic heterobicyclic compound		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		2008201612.0low000110
alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol
1
N-arylpiperazine1999199925.0low001000
tadalafil
1
benzodioxoles;
pyrazinopyridoindole		EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor;
vasodilator agent		201620168.0low000010
5-hydroxydopamine
1
catecholamine2008200816.0low000100
ibuprofen, (r)-isomer
1
ibuprofen2014201410.0medium000010
paliperidone
1
1,2-benzoxazoles;
heteroarylpiperidine;
organofluorine compound;
pyridopyrimidine;
secondary alcohol		201620168.0low000010
nitisinone
1
(trifluoromethyl)benzenes;
C-nitro compound;
cyclohexanones;
mesotrione		EC 1.13.11.27 (4-hydroxyphenylpyruvate dioxygenase) inhibitor201620168.0low000010
tafenoquine
1
(trifluoromethyl)benzenes;
aminoquinoline;
aromatic ether;
primary amino compound;
secondary amino compound		2010201014.0low000100
clofarabine
1
adenosines;
organofluorine compound		antimetabolite;
antineoplastic agent		201620168.0low000010
pramipexole
1
benzothiazoles;
diamine		antidyskinesia agent;
antiparkinson drug;
dopamine agonist;
radical scavenger		201620168.0low000010
deramciclane
1
2014201410.0low000010
valdecoxib
1
isoxazoles;
sulfonamide		antipyretic;
antirheumatic drug;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		201620168.0low000010
fpl-52694
1
2012201212.0low000010
desethylamodiaquine
1
2010201014.0low000100
n,n-dideethylchloroquine
1
2010201014.0low000100
almotriptan
1
indoles;
sulfonamide;
tertiary amine		non-steroidal anti-inflammatory drug;
serotonergic agonist;
vasoconstrictor agent		201620168.0low000010
tazobactam
1
penicillanic acids;
triazoles		antiinfective agent;
antimicrobial agent;
EC 3.5.2.6 (beta-lactamase) inhibitor		2008200816.0low000100
gefitinib
1
aromatic ether;
monochlorobenzenes;
monofluorobenzenes;
morpholines;
quinazolines;
secondary amino compound;
tertiary amino compound		antineoplastic agent;
epidermal growth factor receptor antagonist		201620168.0low000010
ramatroban
1
organic molecular entity2012201212.0low000010
desloratadine
1
benzocycloheptapyridineanti-allergic agent;
cholinergic antagonist;
drug metabolite;
H1-receptor antagonist		201620168.0low000010
desvenlafaxine
1
cyclohexanols;
phenols;
tertiary amino compound		antidepressant;
drug metabolite;
marine xenobiotic metabolite		201620168.0low000010
methotrexate
3
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		1984201620.0low010020
3,6-diamino-9-(4-(methylsulfonyl)aminophenyl)aminoacridine
1
2010201014.0medium000100
ne 58051
1
2010201014.0low000100
xaliproden
1
(trifluoromethyl)benzenes;
naphthalenes;
tertiary amino compound;
tetrahydropyridine		serotonergic agonist2012201212.0low000010
tamsulosin
1
5-(2-{[2-(2-ethoxyphenoxy)ethyl]amino}propyl)-2-methoxybenzenesulfonamidealpha-adrenergic antagonist;
antineoplastic agent		201620168.0low000010
rufinamide
1
aromatic amide;
heteroarene		201620168.0low000010
n-isobutyrylcysteine
1
2012201212.0low000010
olmesartan medoxomil
1
biphenyls201620168.0low000010
dexpanthenol
2
amino alcohol;
monocarboxylic acid amide		cholinergic drug;
provitamin		2012201610.0low000020
fosamprenavir
1
sulfonamideprodrug201620168.0low000010
quilostigmine
1
pyrroloindole2012201212.0medium000010
imiloxan
1
benzodioxine2012201212.0low000010
wr 242511
1
2010201014.0low000100
febuxostat
1
1,3-thiazolemonocarboxylic acid;
aromatic ether;
nitrile		EC 1.17.3.2 (xanthine oxidase) inhibitor201620168.0low000010
aspartame
2
carboxylic acid;
dipeptide zwitterion;
dipeptide;
methyl ester		apoptosis inhibitor;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
environmental contaminant;
micronutrient;
nutraceutical;
sweetening agent;
xenobiotic		2012201411.0low000020
xylose
1
D-xylose2008200816.0low000100
tempol
1
aminoxyls;
hydroxypiperidine		anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
catalyst;
hepatoprotective agent;
nephroprotective agent;
neuroprotective agent;
radical scavenger		2012201212.0low000010
escitalopram
1
1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrileantidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor		201620168.0low000010
10-propargyl-10-deazaaminopterin
1
N-acyl-L-glutamic acid;
pteridines;
terminal acetylenic compound		antimetabolite;
antineoplastic agent;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor		201620168.0low000010
docetaxel anhydrous
1
secondary alpha-hydroxy ketone;
tetracyclic diterpenoid		antimalarial;
antineoplastic agent;
photosensitizing agent		201620168.0low000010
atazanavir
1
carbohydrazideantiviral drug;
HIV protease inhibitor		201620168.0low000010
levofloxacin
4
9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid;
fluoroquinolone antibiotic;
quinolone antibiotic		antibacterial drug;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
topoisomerase IV inhibitor		2008201611.5low000130
ezetimibe
1
azetidines;
beta-lactam;
organofluorine compound		anticholesteremic drug;
antilipemic drug;
antimetabolite		201620168.0low000010
ertapenem
1
carbapenemcarboxylic acid;
pyrrolidinecarboxamide		antibacterial drug201620168.0low000010
cox 189
1
amino acid;
monocarboxylic acid;
organochlorine compound;
organofluorine compound;
secondary amino compound		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		201620168.0low000010
conivaptan
1
benzazepineaquaretic;
vasopressin receptor antagonist		201620168.0low000010
vatalanib
1
monochlorobenzenes;
phthalazines;
pyridines;
secondary amino compound		angiogenesis inhibitor;
antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
vascular endothelial growth factor receptor antagonist		2012201212.0low000010
moxifloxacin
3
aromatic ether;
cyclopropanes;
fluoroquinolone antibiotic;
pyrrolidinopiperidine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antibacterial drug2012201610.0low000030
pralnacasan
1
201620168.0low000010
clevidipine
2
dihydropyridine2012201610.0low000020
solifenacin
1
isoquinolines201620168.0low000010
dexmethylphenidate
1
methyl phenyl(piperidin-2-yl)acetateadrenergic agent201620168.0medium000010
hyoscyamine
1
tropane alkaloid2012201212.0low000010
naproxen
5
methoxynaphthalene;
monocarboxylic acid		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
environmental contaminant;
gout suppressant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		1984201616.8low010130
cinacalcet
1
(trifluoromethyl)benzenes;
naphthalenes;
secondary amino compound		calcimimetic;
P450 inhibitor		201620168.0low000010
lactitol
1
glycosyl alditolcathartic;
excipient;
laxative		2012201212.0low000010
lubiprostone
1
201620168.0low000010
alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
1
1993199331.0low001000
camphora
1
camphor1984198440.0low010000
telbivudine
1
pyrimidine 2'-deoxyribonucleosideantiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		201620168.0low000010
clofibride
1
monocarboxylic acid2008200816.0medium000100
cyc 202
1
2,6-diaminopurinesantiviral drug;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor		2010201014.0low000100
fpl 52757
1
2012201212.0medium000010
paromomycin
2
amino cyclitol glycoside;
aminoglycoside antibiotic		anthelminthic drug;
antibacterial drug;
antiparasitic agent;
antiprotozoal drug		2012201610.0low000020
anidulafungin
1
antibiotic antifungal drug;
azamacrocycle;
echinocandin;
heterodetic cyclic peptide;
semisynthetic derivative		201620168.0low000010
aminopterin
1
dicarboxylic acidEC 1.5.1.3 (dihydrofolate reductase) inhibitor;
mutagen		2008200816.0low000100
17 alpha-hydroxyprogesterone caproate
1
corticosteroid hormone201620168.0low000010
varenicline
1
201620168.0low000010
biotin
1
biotins;
vitamin B7		coenzyme;
cofactor;
Escherichia coli metabolite;
fundamental metabolite;
human metabolite;
mouse metabolite;
nutraceutical;
prosthetic group;
Saccharomyces cerevisiae metabolite		1984198440.0low010000
fiduxosin
1
201620168.0low000010
fpl 59257
1
2012201212.0medium000010
atropine
9
1984201619.1low012330
ropivacaine
1
piperidinecarboxamide;
ropivacaine		local anaesthetic2012201212.0low000010
erlotinib
2
aromatic ether;
quinazolines;
secondary amino compound;
terminal acetylenic compound		antineoplastic agent;
epidermal growth factor receptor antagonist;
protein kinase inhibitor		2012201610.0low000020
zeneca zd 6169
1
2012201212.0low000010
l 694,458
1
2008200816.0low000100
sibenadet
1
2012201212.0low000010
deflazacort
1
corticosteroid hormone2010201014.0low000100
carbocysteine
1
L-cysteine thioether;
non-proteinogenic L-alpha-amino acid		mucolytic2008200816.0low000100
etravirine
1
aminopyrimidine;
aromatic ether;
dinitrile;
organobromine compound		antiviral agent;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
latrepirdine
1
methylpyridines;
pyridoindole		geroprotector2012201212.0low000010
olpadronic acid
1
2010201014.0low000100
dronedarone
1
1-benzofurans;
aromatic ether;
aromatic ketone;
sulfonamide;
tertiary amino compound		anti-arrhythmia drug;
environmental contaminant;
xenobiotic		201620168.0low000010
ramelteon
2
indanes2012201610.0low000020
lapatinib
2
furans;
organochlorine compound;
organofluorine compound;
quinazolines		antineoplastic agent;
tyrosine kinase inhibitor		2012201610.0low000020
darunavir
1
carbamate ester;
furofuran;
sulfonamide		antiviral drug;
HIV protease inhibitor		201620168.0low000010
deferasirox
1
benzoic acids;
monocarboxylic acid;
phenols;
triazoles		iron chelator201620168.0low000010
tbc-11251
1
benzodioxoles201620168.0low000010
tolvaptan
1
benzazepine;
benzenedicarboxamide		aquaretic;
vasopressin receptor antagonist		201620168.0low000010
sorafenib
2
(trifluoromethyl)benzenes;
aromatic ether;
monochlorobenzenes;
phenylureas;
pyridinecarboxamide		angiogenesis inhibitor;
anticoronaviral agent;
antineoplastic agent;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
ferroptosis inducer;
tyrosine kinase inhibitor		2012201610.0low000020
lenalidomide
1
aromatic amine;
dicarboximide;
isoindoles;
piperidones		angiogenesis inhibitor;
antineoplastic agent;
immunomodulator		201620168.0low000010
regadenoson
1
purine nucleoside201620168.0low000010
lacosamide
1
N-acyl-amino acid201620168.0low000010
demecolcine
1
alkaloid;
secondary amino compound		antineoplastic agent;
microtubule-destabilising agent		2008200816.0low000100
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		2012201212.0low000010
dromostanolone propionate
1
3-oxo-5alpha-steroid;
steroid ester		antineoplastic agent2008200816.0medium000100
vincaleukoblastine
1
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		201620168.0low000010
benzarone
1
1-benzofurans201620168.0low000010
estramustine
2
17beta-hydroxy steroid;
carbamate ester;
organochlorine compound		alkylating agent;
antineoplastic agent;
radiation protective agent		2010201611.0low000110
lupeol
1
pentacyclic triterpenoid;
secondary alcohol		anti-inflammatory drug;
plant metabolite		2010201014.0low000100
phenethicillin
3
penicillin allergen;
penicillin		2008201412.7low000120
noscapine
1
aromatic ether;
benzylisoquinoline alkaloid;
cyclic acetal;
isobenzofuranone;
organic heterobicyclic compound;
organic heterotricyclic compound;
tertiary amino compound		antineoplastic agent;
antitussive;
apoptosis inducer;
plant metabolite		2008200816.0low000100
bortezomib
1
amino acid amide;
L-phenylalanine derivative;
pyrazines		antineoplastic agent;
antiprotozoal drug;
protease inhibitor;
proteasome inhibitor		201620168.0low000010
neocryptolepine
1
2010201014.0low000100
ritonavir
2
1,3-thiazoles;
carbamate ester;
carboxamide;
L-valine derivative;
ureas		antiviral drug;
environmental contaminant;
HIV protease inhibitor;
xenobiotic		2009201611.5low000110
1-hydroxypentane-1,1-bisphosphonate
1
2010201014.0medium000100
cimadronate
1
2010201014.0low000100
1,1-hydroxyoctanodiphosphonate
1
2010201014.0medium000100
oxytocin
2
heterodetic cyclic peptide;
peptide hormone		oxytocic;
vasodilator agent		2010201611.0low000110
bekanamycin
1
kanamycins2008200816.0low000100
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		1984201226.0low010010
salicin
1
aromatic primary alcohol;
aryl beta-D-glucoside;
benzyl alcohols		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
prodrug		2012201212.0low000010
pentostatin
1
coformycinsantimetabolite;
antineoplastic agent;
Aspergillus metabolite;
bacterial metabolite;
EC 3.5.4.4 (adenosine deaminase) inhibitor		201620168.0low000010
xylose 1-phosphate
1
xylose phosphate1984198440.0medium010000
strychnine
1
monoterpenoid indole alkaloid;
organic heteroheptacyclic compound		avicide;
cholinergic antagonist;
glycine receptor antagonist;
neurotransmitter agent;
rodenticide		2008200816.0low000100
quinidine
5
cinchona alkaloidalpha-adrenergic antagonist;
anti-arrhythmia drug;
antimalarial;
drug allergen;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor;
muscarinic antagonist;
P450 inhibitor;
potassium channel blocker;
sodium channel blocker		2008201612.6low000320
meropenem
1
alpha,beta-unsaturated monocarboxylic acid;
carbapenemcarboxylic acid;
organic sulfide;
pyrrolidinecarboxamide		antibacterial agent;
antibacterial drug;
drug allergen		201620168.0low000010
griseofulvin
2
1-benzofurans;
antibiotic antifungal drug;
benzofuran antifungal drug;
organochlorine compound;
oxaspiro compound		antibacterial agent;
Penicillium metabolite		2008201612.0low000110
cefoxitin
1
beta-lactam antibiotic allergen;
cephalosporin;
cephamycin;
semisynthetic derivative		antibacterial drug201620168.0low000010
digitoxin
2
cardenolide glycosideEC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor2010201213.0low000110
saquinavir
1
L-asparagine derivative;
quinolines		antiviral drug;
HIV protease inhibitor		201620168.0low000010
pancuronium
1
acetate ester;
steroid ester		cholinergic antagonist;
muscle relaxant;
nicotinic antagonist		201620168.0low000010
abacavir
1
2,6-diaminopurinesantiviral drug;
drug allergen;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
netilmicin
1
2008200816.0low000100
miglitol
1
piperidines201620168.0low000010
metyrosine
1
L-tyrosine derivative;
non-proteinogenic L-alpha-amino acid		antihypertensive agent;
EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor		201620168.0low000010
linezolid
2
acetamides;
morpholines;
organofluorine compound;
oxazolidinone		antibacterial drug;
protein synthesis inhibitor		2012201610.0low000020
(S)-bicalutamide
1
N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide2012201212.0medium000010
canaline
1
amino acid zwitterion;
non-proteinogenic L-alpha-amino acid		antimetabolite;
antineoplastic agent;
phytogenic insecticide;
plant metabolite		2010201014.0low000100
norpseudoephedrine
1
amphetamines;
phenethylamine alkaloid		central nervous system stimulant;
plant metabolite;
psychotropic drug		2014201410.0low000010
picrotoxinin
1
epoxide;
gamma-lactone;
organic heteropentacyclic compound;
picrotoxane sesquiterpenoid;
tertiary alcohol		GABA antagonist;
plant metabolite;
serotonergic antagonist		1984198440.0low010000
devazepide
1
1,4-benzodiazepinone;
indolecarboxamide		antineoplastic agent;
apoptosis inducer;
cholecystokinin antagonist;
gastrointestinal drug		2012201212.0low000010
clindamycin phosphate
1
201620168.0low000010
hetacillin
1
penicillinantibacterial drug2008200816.0low000100
eplerenone
1
3-oxo-Delta(4) steroid;
epoxy steroid;
gamma-lactone;
methyl ester;
organic heteropentacyclic compound;
oxaspiro compound;
steroid acid ester		aldosterone antagonist;
antihypertensive agent		201620168.0low000010
tolterodine
2
tertiary amineantispasmodic drug;
muscarinic antagonist;
muscle relaxant		201420169.0low000020
halcinonide
1
organic molecular entitySMO receptor agonist2012201212.0low000010
metrizamide
1
amino sugar2012201212.0low000010
medigoxin
1
cardenolide glycoside2008200816.0low000100
vinpocetine
2
alkaloidgeroprotector2008201413.0low000110
betamethasone acetate
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
acetate ester;
fluorinated steroid;
steroid ester;
tertiary alpha-hydroxy ketone		2008200816.0low000100
darifenacin
1
1-benzofurans;
monocarboxylic acid amide;
pyrrolidines		antispasmodic drug;
muscarinic antagonist		201620168.0low000010
e-z cinnamic acid
1
cinnamic acidplant metabolite2014201410.0low000010
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		2012201610.0low000020
1-(5'-phospho-beta-d-ribofuranosyl)barbituric acid
1
pyrimidine ribonucleoside 5'-monophosphate1984198440.0low010000
retinol
2
retinol;
vitamin A		human metabolite;
mouse metabolite;
plant metabolite		2008201612.0low000110
tacrolimus
1
macrolide lactambacterial metabolite;
immunosuppressive agent		201620168.0low000010
rosuvastatin
1
dihydroxy monocarboxylic acid;
monofluorobenzenes;
pyrimidines;
statin (synthetic);
sulfonamide		anti-inflammatory agent;
antilipemic drug;
cardioprotective agent;
CETP inhibitor;
environmental contaminant;
xenobiotic		201620168.0low000010
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		2008201413.0low000110
mycophenolic acid
1
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		201620168.0low000010
clindamycin
2
2008201612.0low000110
fosfomycin
1
epoxide;
phosphonic acids		antimicrobial agent;
EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor		201620168.0low000010
zithromax
2
macrolide antibioticantibacterial drug;
environmental contaminant;
xenobiotic		2008201612.0low000110
octreotide
1
201620168.0medium000010
eptifibatide
1
homodetic cyclic peptide;
macrocycle;
organic disulfide		anticoagulant;
platelet aggregation inhibitor		201620168.0low000010
decitabine
1
2'-deoxyribonucleoside201620168.0low000010
teniposide
1
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		201620168.0low000010
purvalanol a
1
purvalanol2010201014.0low000100
cefamandole
1
cephalosporin;
semisynthetic derivative		antibacterial drug2014201410.0low000010
dactinomycin
1
actinomycinmutagen201620168.0low000010
melphalan
4
L-phenylalanine derivative;
nitrogen mustard;
non-proteinogenic L-alpha-amino acid;
organochlorine compound		alkylating agent;
antineoplastic agent;
carcinogenic agent;
drug allergen;
immunosuppressive agent		2008201612.5low000220
tenofovir
1
nucleoside analogue;
phosphonic acids		antiviral drug;
drug metabolite;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
posaconazole
1
aromatic ether;
conazole antifungal drug;
N-arylpiperazine;
organofluorine compound;
oxolanes;
triazole antifungal drug;
triazoles		trypanocidal drug201620168.0low000010
dibekacin
1
kanamycinsantibacterial agent;
protein synthesis inhibitor		2008200816.0low000100
micafungin
1
antibiotic antifungal drug;
echinocandin		antiinfective agent201620168.0low000010
riboflavin
2
flavin;
vitamin B2		anti-inflammatory agent;
antioxidant;
cofactor;
Escherichia coli metabolite;
food colouring;
fundamental metabolite;
human urinary metabolite;
mouse metabolite;
photosensitizing agent;
plant metabolite		2008201612.0low000110
sodium bicarbonate
1
one-carbon compound;
organic sodium salt		antacid;
food anticaking agent		201620168.0low000010
arsenic trioxide
1
arsenic oxideantineoplastic agent;
insecticide		201620168.0medium000010
Tetrahydropiperine
1
benzodioxoles2010201014.0medium000100
sr 90107
1
201620168.0medium000010
carbenoxolone
1
2010201014.0low000100
meglumine iodipamide
1
organoammonium saltradioopaque medium201620168.0low000010
piperine
1
benzodioxoles;
N-acylpiperidine;
piperidine alkaloid;
tertiary carboxamide		food component;
human blood serum metabolite;
NF-kappaB inhibitor;
plant metabolite		2010201014.0low000100
thyrotropin-releasing hormone
1
peptide hormone;
tripeptide		human metabolite201620168.0low000010
ilepcimide
1
benzodioxoles2010201014.0low000100
sorbic acid
1
alpha,beta-unsaturated monocarboxylic acid;
sorbic acid		2014201410.0low000010
flavin mononucleotide
1
flavin mononucleotide;
vitamin B2		bacterial metabolite;
coenzyme;
cofactor;
human metabolite;
mouse metabolite		2008200816.0medium000100
arginine vasopressin
1
vasopressincardiovascular drug;
hematologic agent;
mitogen		201620168.0low000010
etorphine
1
alcohol;
morphinane alkaloid		opioid analgesic;
opioid receptor agonist;
sedative		1984198440.0low010000
s 1033
1
(trifluoromethyl)benzenes;
imidazoles;
pyridines;
pyrimidines;
secondary amino compound;
secondary carboxamide		anticoronaviral agent;
antineoplastic agent;
tyrosine kinase inhibitor		201620168.0low000010
mezlocillin
1
penicillin allergen;
penicillin		antibacterial drug2008200816.0low000100
mitobronitol
1
alcohol;
organobromine compound		2008200816.0low000100
prednisolone hemisuccinate
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
hemisuccinate;
tertiary alpha-hydroxy ketone		anti-inflammatory drug2008200816.0low000100
leuprolide
1
oligopeptideanti-estrogen;
antineoplastic agent;
gonadotropin releasing hormone agonist		2010201014.0low000100
octotropine methylbromide
2
2008201015.0low000200
propylthiouracil
1
pyrimidinethioneantidote to paracetamol poisoning;
antimetabolite;
antioxidant;
antithyroid drug;
carcinogenic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
hormone antagonist		201620168.0low000010
nsc 4347
1
2008200816.0low000100
ipratropium bromide anhydrous
1
2010201014.0low000100
chlorprothixene
2
chlorprothixene2008201214.0low000110
doxepin hydrochloride
2
2002201416.0medium000110
etomidate
4
ethyl ester;
imidazoles		intravenous anaesthetic;
sedative		2008201613.0low000220
mercaptopurine
2
aryl thiol;
purines;
thiocarbonyl compound		anticoronaviral agent;
antimetabolite;
antineoplastic agent		2008201612.0low000110
methylthiouracil
1
pyrimidone2012201212.0low000010
crotamiton
1
2012201212.0low000010
pyrantel
1
1,4,5,6-tetrahydropyrimidines;
carboxamidine;
thiophenes		antinematodal drug201620168.0low000010
dexchlorpheniramine
2
chlorphenamine1999200223.5medium001100
lobeline
1
2008200816.0medium000100
flunarizine
3
diarylmethane2008201214.0low000210
thiothixene
3
N-methylpiperazineanticoronaviral agent2008201612.0medium000120
eszopiclone
1
zopiclonecentral nervous system depressant;
sedative		201620168.0low000010
dieldrin
1
epoxide;
organochlorine compound;
organochlorine insecticide		carcinogenic agent;
xenobiotic		1984198440.0low010000
benztropine
5
diarylmethane1984201618.4low010220
thiouracil
1
nucleobase analogue;
thiocarbonyl compound		antithyroid drug;
metabolite		2008200816.0low000100
methimazole
2
1,3-dihydroimidazole-2-thionesantithyroid drug2012201610.0low000020
cinnarizine
2
diarylmethane;
N-alkylpiperazine;
olefinic compound		anti-allergic agent;
antiemetic;
calcium channel blocker;
geroprotector;
H1-receptor antagonist;
histamine antagonist;
muscarinic antagonist		1984200828.0low010100
sulindac
3
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		2010201611.3low000120
capsaicin
1
capsaicinoidnon-narcotic analgesic;
TRPV1 agonist;
voltage-gated sodium channel blocker		2012201212.0low000010
terbinafine
3
acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor		2008201611.3low000120
1,4-benzoquinone guanylhydrazone thiosemicarbazone
1
2008200816.0low000100
thioguanine anhydrous
1
2-aminopurinesanticoronaviral agent;
antimetabolite;
antineoplastic agent		201620168.0low000010
succimer
1
dicarboxylic acid;
dithiol;
sulfur-containing carboxylic acid		chelator201620168.0low000010
digoxin
4
cardenolide glycoside;
steroid saponin		anti-arrhythmia drug;
cardiotonic drug;
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor;
epitope		2008201612.5low000220
streptozocin
1
201620168.0low000010
tamoxifen
7
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		1984201615.7low010240
4-methylumbelliferyl glucoside
1
beta-D-glucoside;
coumarins;
monosaccharide derivative		chromogenic compound2014201410.0low000010
ethionamide
3
pyridines;
thiocarboxamide		antilipemic drug;
antitubercular agent;
fatty acid synthesis inhibitor;
leprostatic drug;
prodrug		2010201611.3low000120
cancidas
1
201620168.0low000010
zeranol
1
macrolide2008200816.0low000100
scopolamine
1
3-hydroxy carboxylic acid2012201212.0medium000010
artemotil
1
artemisinin derivative2010201014.0low000100
lincomycin
1
carbohydrate-containing antibiotic;
L-proline derivative;
monocarboxylic acid amide;
pyrrolidinecarboxamide;
S-glycosyl compound		antimicrobial agent;
bacterial metabolite		201620168.0low000010
thiopental
1
barbituratesanticonvulsant;
drug allergen;
environmental contaminant;
intravenous anaesthetic;
sedative;
xenobiotic		2008200816.0low000100
ranitidine
2
C-nitro compound;
furans;
organic sulfide;
tertiary amino compound		anti-ulcer drug;
drug allergen;
environmental contaminant;
H2-receptor antagonist;
xenobiotic		2012201610.0low000020
aplaviroc
1
201620168.0low000010
hmr 3647
1
201620168.0low000010
maraviroc
1
tropane alkaloid201620168.0low000010
toremifene
2
aromatic ether;
organochlorine compound;
tertiary amine		antineoplastic agent;
bone density conservation agent;
estrogen antagonist;
estrogen receptor modulator		2008201612.0low000110
nelarabine
1
beta-D-arabinoside;
monosaccharide derivative;
purine nucleoside		antineoplastic agent;
DNA synthesis inhibitor;
prodrug		201620168.0low000010
albutoin
1
organonitrogen compound;
organooxygen compound		2008200816.0medium000100
iodothiouracil
1
organohalogen compound;
pyrimidines		2008200816.0low000100
dermatan sulfate
1
amino disaccharide;
glycosylgalactose derivative;
iduronic acids;
oligosaccharide sulfate		201620168.0low000010
dolasetron
1
indolyl carboxylic acid201620168.0low000010
almokalant
1
2012201212.0low000010
gestodene
1
steroidestrogen2010201014.0low000100
glucametacin
1
2010201014.0low000100
orlistat
1
beta-lactone;
carboxylic ester;
formamides;
L-leucine derivative		anti-obesity agent;
bacterial metabolite;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor		201620168.0low000010
quinine
4
cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic		2010201611.0low000130
sch 23390
1
benzazepine1999199925.0low001000
fospropofol
1
alkylbenzene201620168.0low000010
vx-745
1
aryl sulfide;
dichlorobenzene;
difluorobenzene;
pyrimidopyridazine		anti-inflammatory drug;
apoptosis inducer;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor		2012201212.0low000010
rasagiline
1
indanes;
secondary amine;
terminal acetylenic compound		EC 1.4.3.4 (monoamine oxidase) inhibitor;
neuroprotective agent		201620168.0low000010
ketazocine
1
1984198440.0low010000
deracoxib
1
organofluorine compound;
pyrazoles;
sulfonamide		cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2012201212.0low000010
dasatinib
2
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		2012201610.0low000020
2-aminohippuric acid
1
N-acylglycine2012201212.0medium000010
rs-130830
1
2012201212.0low000010
sitagliptin
2
triazolopyrazine;
trifluorobenzene		EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor;
environmental contaminant;
hypoglycemic agent;
serine proteinase inhibitor;
xenobiotic		2012201610.0low000020
tolcapone
3
2-nitrophenols;
benzophenones;
catechols		antiparkinson drug;
EC 2.1.1.6 (catechol O-methyltransferase) inhibitor		2008201612.0low000120
alsterpaullone
1
C-nitro compound;
caprolactams;
organic heterotetracyclic compound		anti-HIV-1 agent;
antineoplastic agent;
apoptosis inducer;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor;
EC 2.7.11.26 (tau-protein kinase) inhibitor		2010201014.0low000100
bilirubin
1
biladienes;
dicarboxylic acid		antioxidant;
human metabolite;
mouse metabolite		2008200816.0low000100
dinoprostone
3
prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic		1984201420.7low010020
dinoprost
2
monocarboxylic acid;
prostaglandins Falpha		human metabolite;
mouse metabolite		1984200828.0low010100
tylosin
1
aldehyde;
disaccharide derivative;
enone;
leucomycin;
macrolide antibiotic;
monosaccharide derivative		allergen;
bacterial metabolite;
environmental contaminant;
xenobiotic		2014201410.0low000010
calcitriol
2
D3 vitamins;
hydroxycalciol;
triol		antineoplastic agent;
antipsoriatic;
bone density conservation agent;
calcium channel agonist;
calcium channel modulator;
hormone;
human metabolite;
immunomodulator;
metabolite;
mouse metabolite;
nutraceutical		2008201612.0low000110
vitamin k semiquinone radical
1
2012201212.0low000010
beta carotene
2
carotenoid beta-end derivative;
cyclic carotene		antioxidant;
biological pigment;
cofactor;
ferroptosis inhibitor;
human metabolite;
mouse metabolite;
plant metabolite;
provitamin A		2008201214.0low000110
leukotriene b4
1
dihydroxy monocarboxylic acid;
hydroxy polyunsaturated fatty acid;
leukotriene;
long-chain fatty acid		human metabolite;
mouse metabolite;
plant metabolite;
vasoconstrictor agent		1993199331.0low001000
alprostadil
3
prostaglandins Eanticoagulant;
human metabolite;
platelet aggregation inhibitor;
vasodilator agent		1984201421.3low010110
vitamin d 2
1
hydroxy seco-steroid;
seco-ergostane;
vitamin D		bone density conservation agent;
nutraceutical;
plant metabolite;
rodenticide		201620168.0low000010
leukotriene d4
1
dipeptide;
leukotriene;
organic sulfide		bronchoconstrictor agent;
human metabolite;
mouse metabolite		1993199331.0low001000
harmine
1
harmala alkaloidanti-HIV agent;
EC 1.4.3.4 (monoamine oxidase) inhibitor;
metabolite		2008200816.0low000100
amphotericin b
2
antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite		2010201611.0low000110
clavulanic acid
1
oxapenamantibacterial drug;
anxiolytic drug;
bacterial metabolite;
EC 3.5.2.6 (beta-lactamase) inhibitor		2008200816.0low000100
pulmicort
1
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		201620168.0low000010
oxymetholone
1
201620168.0low000010
eprosartan
2
dicarboxylic acid;
imidazoles;
thiophenes		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		2008201612.0low000110
montelukast
2
aliphatic sulfide;
monocarboxylic acid;
quinolines		anti-arrhythmia drug;
anti-asthmatic drug;
leukotriene antagonist		2009201611.5low000110
mivacurium
1
isoquinolines201620168.0low000010
hemabate
1
201620168.0low000010
ethchlorvynol
1
2008200816.0low000100
mycophenolate mofetil
1
carboxylic ester;
ether;
gamma-lactone;
phenols;
tertiary amino compound		anticoronaviral agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
immunosuppressive agent;
prodrug		201620168.0low000010
entacapone
1
2-nitrophenols;
catechols;
monocarboxylic acid amide;
nitrile		antidyskinesia agent;
antiparkinson drug;
central nervous system drug;
EC 2.1.1.6 (catechol O-methyltransferase) inhibitor		201620168.0low000010
paricalcitol
1
hydroxy seco-steroid;
seco-cholestane		antiparathyroid drug201620168.0low000010
usambarensine
1
harmala alkaloid2010201014.0medium000100
cynarine
1
alkyl caffeate ester;
quinic acid		plant metabolite2010201014.0low000100
flupenthixol
2
flupenthixoldopaminergic antagonist1984199932.5low011000
pheniramine maleate
1
organic molecular entity2012201212.0low000010
rokitamycin
1
organic molecular entity2008200816.0low000100
7432 s
1
cephalosporin;
dicarboxylic acid		antibacterial drug201620168.0low000010
etretinate
1
enoate ester;
ethyl ester;
retinoid		keratolytic drug2008200816.0low000100
isotretinoin
2
retinoic acidantineoplastic agent;
keratolytic drug;
teratogenic agent		201420169.0low000020
misoprostol
1
2008200816.0low000100
epoprostenol
2
prostaglandins Imouse metabolite2008201612.0medium000110
indocyanine green
1
1,1-diunsubstituted alkanesulfonate;
benzoindole;
cyanine dye		201620168.0medium000010
pitavastatin
1
cyclopropanes;
dihydroxy monocarboxylic acid;
monofluorobenzenes;
quinolines;
statin (synthetic)		antioxidant201620168.0low000010
ethamolin
1
long-chain fatty acid201620168.0low000010
alatrofloxacin mesylate
1
201620168.0medium000010
homatropine
1
tropane alkaloid2012201212.0medium000010
codeine
3
morphinane alkaloid;
organic heteropentacyclic compound		antitussive;
drug allergen;
environmental contaminant;
opioid analgesic;
opioid receptor agonist;
prodrug;
xenobiotic		2010201610.7low000120
cyclosporine
2
homodetic cyclic peptideanti-asthmatic drug;
anticoronaviral agent;
antifungal agent;
antirheumatic drug;
carcinogenic agent;
dermatologic drug;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
geroprotector;
immunosuppressive agent;
metabolite		2012201610.0low000020
natamycin
1
antibiotic antifungal drug;
dicarboxylic acid monoester;
epoxide;
macrolide antibiotic;
monosaccharide derivative;
polyene antibiotic		antifungal agrochemical;
antimicrobial food preservative;
apoptosis inducer;
bacterial metabolite;
ophthalmology drug		2008200816.0low000100
acitretin
1
acitretin;
alpha,beta-unsaturated monocarboxylic acid;
retinoid		keratolytic drug201620168.0low000010
acrivastine
1
alpha,beta-unsaturated monocarboxylic acid;
N-alkylpyrrolidine;
olefinic compound;
pyridines		H1-receptor antagonist1998199826.0low001000
cloprednol
1
21-hydroxy steroid2008200816.0low000100
cyproterone
1
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(4) steroid;
chlorinated steroid;
tertiary alpha-hydroxy ketone		androgen antagonist2008200816.0low000100
dihydrocodeine
2
morphinane alkaloid2010201412.0low000110
estropipate
2
piperazinium salt;
steroid sulfate		2008201612.0low000110
hydromorphone
1
morphinane alkaloid;
organic heteropentacyclic compound		mu-opioid receptor agonist;
opioid analgesic		201620168.0low000010
hydroxystilbamidine
1
2008200816.0low000100
levetiracetam
3
pyrrolidin-2-onesanticonvulsant;
environmental contaminant;
xenobiotic		2008201612.0low000120
ly 163892
2
carbacephem;
zwitterion		antibacterial drug;
antimicrobial agent		2010201611.0low000110
meprednisone
1
21-hydroxy steroid2008200816.0low000100
nabilone
1
201620168.0low000010
naloxone
6
morphinane alkaloid;
organic heteropentacyclic compound;
tertiary alcohol		antidote to opioid poisoning;
central nervous system depressant;
mu-opioid receptor antagonist		1993201615.0low001230
oxycodone
2
organic heteropentacyclic compound;
semisynthetic derivative		antitussive;
mu-opioid receptor agonist;
opioid analgesic		201420169.0low000020
oxymorphone
2
morphinane alkaloid2008201612.0low000110
vitamin k 1
1
phylloquinones;
vitamin K		cofactor;
human metabolite;
plant metabolite		201620168.0low000010
acepreval
1
corticosteroid hormone2008200816.0medium000100
proscillaridin
1
organic molecular entity2008200816.0low000100
sirolimus
2
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		2012201610.0low000020
topiramate
2
cyclic ketal;
ketohexose derivative;
sulfamate ester		anticonvulsant;
sodium channel blocker		2012201610.0low000020
trospium chloride
1
201620168.0low000010
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		2010201610.7low000120
ar c67085mx
1
2012201212.0low000010
benzphetamine
1
amphetamines;
tertiary amine		adrenergic uptake inhibitor;
appetite depressant;
dopamine uptake inhibitor;
sympathomimetic agent		201620168.0low000010
deamino arginine vasopressin
1
heterodetic cyclic peptidediagnostic agent;
renal agent;
vasopressin receptor agonist		201620168.0low000010
desoximetasone
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
glucocorticoid;
primary alpha-hydroxy ketone		anti-inflammatory drug;
antipruritic drug		2012201212.0low000010
dexmedetomidine
1
medetomidinealpha-adrenergic agonist;
analgesic;
non-narcotic analgesic;
sedative		201620168.0low000010
goserelin
1
organic molecular entity201620168.0low000010
lacidipine
1
cinnamate ester;
tert-butyl ester		2010201014.0low000100
nalbuphine
1
organic heteropentacyclic compoundmu-opioid receptor antagonist;
opioid analgesic		201620168.0low000010
nateglinide
1
phenylalanine derivative201620168.0low000010
sb 223412
1
2012201212.0low000010
u-44619
1
1993199331.0low001000
vinorelbine
2
acetate ester;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
ring assembly;
vinca alkaloid		antineoplastic agent;
photosensitizing agent		2010201611.0low000110
silodosin
1
indolecarboxamide201620168.0low000010
licochalcone a
1
chalcones2010201014.0low000100
fluvoxamine
2
(trifluoromethyl)benzenes;
5-methoxyvalerophenone O-(2-aminoethyl)oxime		antidepressant;
anxiolytic drug;
serotonin uptake inhibitor		2008201612.0low000110
su 11248
2
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		2012201610.0low000020
stilbamidine
2
2008201015.0low000200
(6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid
2
dihydroxy monocarboxylic acid;
indoles;
organofluorine compound		201420169.0low000020
codeine phosphate
1
2014201410.0low000010
levorphanol
1
morphinane alkaloid201620168.0low000010
dihydromorphine
1
morphinane alkaloid2014201410.0low000010
naltrexone
2
cyclopropanes;
morphinane-like compound;
organic heteropentacyclic compound		antidote to opioid poisoning;
central nervous system depressant;
environmental contaminant;
mu-opioid receptor antagonist;
xenobiotic		2012201610.0low000020
morphine-6-glucuronide
1
morphinane alkaloid2014201410.0low000010
dextromethorphan
2
6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthreneantitussive;
environmental contaminant;
neurotoxin;
NMDA receptor antagonist;
oneirogen;
prodrug;
xenobiotic		2008201612.0low000110
butorphanol
3
morphinane alkaloidantitussive;
kappa-opioid receptor agonist;
mu-opioid receptor agonist;
opioid analgesic		2008201611.3low000120
cefixime
3
cephalosporinantibacterial drug;
drug allergen		2008201612.0low000120
lisinopril
1
dipeptideEC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor201620168.0low000010
benazepril
1
benzazepine;
dicarboxylic acid monoester;
ethyl ester;
lactam		EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug		201620168.0low000010
ramipril
1
azabicycloalkane;
cyclopentapyrrole;
dicarboxylic acid monoester;
dipeptide;
ethyl ester		bradykinin receptor B2 agonist;
cardioprotective agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
matrix metalloproteinase inhibitor;
prodrug		201620168.0low000010
verteporfin
1
201620168.0low000010
indinavir sulfate
1
dicarboxylic acid diamide;
N-(2-hydroxyethyl)piperazine;
piperazinecarboxamide		HIV protease inhibitor201620168.0low000010
zimeldine
3
styrenes2008201612.0low000120
piperic acid
1
alpha,beta-unsaturated monocarboxylic acid;
benzodioxoles		plant metabolite2010201014.0low000100
enalapril
2
dicarboxylic acid monoester;
dipeptide		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
geroprotector;
prodrug		201420169.0low000020
trientine hydrochloride
1
201620168.0medium000010
n-methylscopolamine bromide
1
201620168.0low000010
bleomycin
1
bleomycinantineoplastic agent;
metabolite		201620168.0low000010
heroin
1
morphinane alkaloidmu-opioid receptor agonist;
opioid analgesic;
prodrug		2014201410.0low000010
enalaprilat anhydrous
3
dicarboxylic acid;
dipeptide		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		2012201610.0low000030
normorphine
1
morphinane alkaloid2014201410.0low000010
ximelagatran
1
amidoxime;
azetidines;
carboxamide;
ethyl ester;
hydroxylamines;
secondary amino compound;
secondary carboxamide;
tertiary carboxamide		anticoagulant;
EC 3.4.21.5 (thrombin) inhibitor;
prodrug;
serine protease inhibitor		201620168.0low000010
cefuroxime
1
3-(carbamoyloxymethyl)cephalosporin;
furans;
oxime O-ether		drug allergen201620168.0low000010
ceftriaxone
2
1,2,4-triazines;
1,3-thiazoles;
cephalosporin;
oxime O-ether		antibacterial drug;
drug allergen;
EC 3.5.2.6 (beta-lactamase) inhibitor		2008201612.0low000110
cefepime
1
cephalosporin;
oxime O-ether		antibacterial drug201620168.0low000010
pafuramidine
1
201620168.0low000010
ceftazidime
2
cephalosporin;
oxime O-ether		antibacterial drug;
drug allergen;
EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor		2008201612.0low000110
trandolapril
2
dicarboxylic acid monoester;
dipeptide;
ethyl ester;
organic heterobicyclic compound;
secondary amino compound;
tertiary carboxamide		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug		2008201612.0low000110
morphine-3-glucuronide
1
morphinane alkaloid2014201410.0low000010
pregabalin
1
gamma-amino acidanticonvulsant;
calcium channel blocker		201620168.0low000010
tiotropium
1
2012201212.0low000010
alvimopan anhydrous
1
peptide201620168.0low000010
aliskiren
1
monocarboxylic acid amide;
monomethoxybenzene		antihypertensive agent201620168.0low000010
guanabenz
2
dichlorobenzene1984201226.0low010010
famotidine
1
1,3-thiazoles;
guanidines;
sulfonamide		anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		201620168.0low000010
cefotaxime
1
1,3-thiazoles;
cephalosporin;
oxime O-ether		antibacterial drug;
drug allergen		201620168.0low000010
aztreonam
1
beta-lactam antibiotic allergen;
monobactam		antibacterial drug;
drug allergen;
EC 2.4.1.129 (peptidoglycan glycosyltransferase) inhibitor		201620168.0low000010
nw 1029
1
2012201212.0low000010
1,2-dielaidoylphosphatidylethanolamine
1
2014201410.0low000010
2-amino-4-methoxy-3-butenoic acid
1
1984198440.0low010000
proguanil
1
biguanides;
monochlorobenzenes		antimalarial;
antiprotozoal drug;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor		2010201014.0low000100
cefpodoxime
1
carboxylic acid;
cephalosporin		antibacterial drug201620168.0low000010
palonosetron
1
azabicycloalkane;
delta-lactam;
organic heterotricyclic compound		antiemetic;
serotonergic antagonist		201620168.0low000010
24,25-dihydroxyvitamin d 3
1
1984198440.0low010000
rifaximin
1
acetate ester;
cyclic ketal;
lactam;
macrocycle;
organic heterohexacyclic compound;
rifamycins;
semisynthetic derivative		antimicrobial agent;
gastrointestinal drug;
orphan drug		201620168.0low000010
ici d1542
1
2012201212.0medium000010
everolimus
1
cyclic acetal;
cyclic ketone;
ether;
macrolide lactam;
primary alcohol;
secondary alcohol		anticoronaviral agent;
antineoplastic agent;
geroprotector;
immunosuppressive agent;
mTOR inhibitor		201620168.0low000010
ixabepilone
1
1,3-thiazoles;
beta-hydroxy ketone;
epoxide;
lactam;
macrocycle		antineoplastic agent;
microtubule-destabilising agent		201620168.0low000010
gavestinel
1
2012201212.0medium000010
nifuroxime
1
2010201014.0medium000100
ceftizoxime
1
cephalosporinantibacterial drug201620168.0low000010
rosaramicin
1
aldehyde;
enone;
epoxide;
macrolide antibiotic;
monosaccharide derivative		bacterial metabolite2014201410.0low000010
1-methyl-d-lysergic acid butanolamide
5
ergot alkaloid;
monocarboxylic acid amide		serotonergic antagonist;
sympatholytic agent;
vasoconstrictor agent		1984201621.0medium011120
nitrofurantoin
3
imidazolidine-2,4-dione;
nitrofuran antibiotic;
organonitrogen heterocyclic antibiotic;
organooxygen heterocyclic antibiotic		antibacterial drug;
antiinfective agent;
hepatotoxic agent		2008201612.0low000120
nifurtimox
1
nitrofuran antibiotic2010201014.0low000100
sk&f-38393
1
1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol1999199925.0low001000
butylscopolammonium bromide
1
2010201014.0low000100
dantrolene
2
2012201610.0low000020
roxithromycin
2
roxithromycinenvironmental contaminant;
xenobiotic		2010201412.0low000110
cefdinir
2
cephalosporin;
ketoxime		antibacterial drug201420169.0low000020
etonogestrel
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound		contraceptive drug;
female contraceptive drug;
progestin		201620168.0low000010
artesunate
1
artemisinin derivative;
cyclic acetal;
dicarboxylic acid monoester;
hemisuccinate;
semisynthetic derivative;
sesquiterpenoid		antimalarial;
antineoplastic agent;
ferroptosis inducer		2010201014.0low000100
tipredane
1
3-hydroxy steroidandrogen2012201212.0low000010
temsirolimus
1
macrolide lactam201620168.0low000010
dutasteride
1
(trifluoromethyl)benzenes;
aza-steroid;
delta-lactam		antihyperplasia drug;
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor		201620168.0low000010
lu 208075
1
diarylmethane201620168.0low000010
bibx 1382bs
1
substituted aniline201620168.0low000010
fesoterodine
1
diarylmethane201620168.0low000010
bentiromide
1
dipeptidediagnostic agent;
indicator;
reagent		2012201212.0low000010
leucyl-phenylalanine
1
dipeptidemetabolite1998199826.0low001000
phenylalanylphenylalanine
2
dipeptide;
L-aminoacyl-L-amino acid zwitterion		human blood serum metabolite;
Mycoplasma genitalium metabolite		1998201418.0high001010
chlorproguanil
1
dichlorobenzene2010201014.0low000100
gemifloxacin
2
1,8-naphthyridine derivative;
fluoroquinolone antibiotic;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
topoisomerase IV inhibitor		2012201610.0low000020
dexlansoprazole
1
benzimidazoles;
sulfoxide		201620168.0low000010
fosinopril
2
2008201612.0medium000110
armodafinil
1
2-[(diphenylmethyl)sulfinyl]acetamidecentral nervous system stimulant;
eugeroic		201620168.0medium000010
utibapril
1
2012201212.0medium000010
sincalide
1
oligopeptide201620168.0low000010
tapentadol
1
alkylbenzene201620168.0low000010
zd 9379
1
2012201212.0medium000010
ly 450139
1
peptide2012201212.0low000010
pentagastrin
1
organic molecular entity201620168.0low000010
cangrelor
1
adenosine 5'-phosphate;
aryl sulfide;
nucleoside triphosphate analogue;
organochlorine compound;
organofluorine compound;
secondary amino compound		P2Y12 receptor antagonist;
platelet aggregation inhibitor		2012201212.0low000010
sch 527123
1
2012201212.0low000010
abt-770
1
2008200816.0medium000100
cefditoren
1
carboxylic acid;
cephalosporin		antibacterial drug201620168.0low000010
9-n-(1-propyl)erythromyclamine
1
2008200816.0medium000100
n1-phenyl-3,5-dinitro-n4,n4-di-n-propylsulfanilamide
1
2010201014.0medium000100
norcodeine
1
morphinane alkaloid2014201410.0low000010
4-n-butyl-1-(4-(2-methylphenyl)-4-oxo-1-butyl)-piperidine hydrogen chloride
1
2014201410.0medium000010
linaprazan
1
2012201212.0low000010
1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene
1
2002200222.0low000100
azacosterol
1
2008200816.0low000100
pazopanib
1
aminopyrimidine;
indazoles;
sulfonamide		angiogenesis modulating agent;
antineoplastic agent;
tyrosine kinase inhibitor;
vascular endothelial growth factor receptor antagonist		201620168.0low000010
lecozotan
1
2012201212.0medium000010
prasugrel hydrochloride
1
201620168.0low000010
artenimol
1
2010201014.0low000100
ar c155858
1
2012201212.0low000010
decanoylcarnitine
1
decanoate ester;
O-acylcarnitine		human urinary metabolite2014201410.0low000010
4-phenoxyphenoxyethyl thiocyanate
1
2010201014.0low000100
homatropine methylbromide
1
2008200816.0low000100
baci-im
1
homodetic cyclic peptide;
polypeptide;
zwitterion		antibacterial agent;
antimicrobial agent		201620168.0low000010
6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)-4-pyrimidinyl]amino]-2,2-dimethyl-4H-pyrido[3,2-b][1,4]oxazin-3-one
1
methoxybenzenes;
substituted aniline		2012201212.0low000010
bms 477118
1
adamantanes;
azabicycloalkane;
monocarboxylic acid amide;
nitrile;
tertiary alcohol		EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor;
hypoglycemic agent		201620168.0low000010
nystatin a1
1
nystatins201620168.0low000010
milnacipran
1
acetamides201620168.0low000010
vindesine
1
2008200816.0low000100
diflucortolone
1
21-hydroxy steroid2010201014.0low000100
scopolamine hydrobromide
3
1984201620.0low010020
deoxoartemisinin
1
2010201014.0low000100
amodiaquine hydrochloride
2
2008201015.0low000200
bivalirudin
1
polypeptideanticoagulant;
EC 3.4.21.5 (thrombin) inhibitor		201620168.0low000010
enfuvirtide
1
201620168.0low000010
ganirelix
1
polypeptide201620168.0low000010
teriparatide
1
polypeptide201620168.0medium000010
salmon calcitonin
1
heterodetic cyclic peptide;
peptide hormone;
polypeptide		bone density conservation agent;
metabolite		201620168.0medium000010
ly-146032
1
heterodetic cyclic peptide;
lipopeptide antibiotic;
lipopeptide;
macrocycle;
macrolide		antibacterial drug;
bacterial metabolite;
calcium-dependent antibiotics		201620168.0low000010
acetyl-2-naphthylalanyl-3-chlorophenylalanyl-1-oxohexadecyl-seryl-4-aminophenylalanyl(hydroorotyl)-4-aminophenylalanyl(carbamoyl)-leucyl-ilys-prolyl-alaninamide
1
polypeptide201620168.0low000010
exenatide
1
201620168.0low000010
azd 7545
1
benzamides;
monochlorobenzenes;
organofluorine compound;
secondary carboxamide;
sulfone;
tertiary alcohol;
tertiary carboxamide		EC 2.7.11.2 - [pyruvate dehydrogenase (acetyl-transferring)] kinase inhibitor;
hypoglycemic agent		2012201212.0low000010
valproate sodium
1
organic sodium saltgeroprotector2010201014.0low000100
mesna
1
organosulfonic acid201620168.0low000010
clavulanate potassium
1
potassium saltantibacterial drug;
antimicrobial agent;
EC 3.5.2.6 (beta-lactamase) inhibitor		2012201212.0medium000010
cytomel
1
organic sodium salt2012201212.0medium000010
sodium lactate
1
lactate salt;
organic sodium salt		food acidity regulator;
food preservative		201620168.0low000010
sodium iothalamate
1
201620168.0low000010
cetrorelix
1
oligopeptideantineoplastic agent;
GnRH antagonist		201620168.0low000010
a 967079
1
2012201212.0low000010
pht 427
1
2012201212.0low000010
butyrolactone i
1
butenolide2010201014.0low000100
ascorbic acid
2
ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent		2010201611.0low000110
raltegravir
1
1,2,4-oxadiazole;
dicarboxylic acid amide;
hydroxypyrimidine;
monofluorobenzenes;
pyrimidone;
secondary carboxamide		antiviral drug;
HIV-1 integrase inhibitor		201620168.0low000010
novobiocin
1
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		2008200816.0low000100
tetracycline
4
2008201612.0low000220
chlortetracycline
2
2008201413.0low000110
oxytetracycline, anhydrous
2
2010201611.0low000110
minocycline
2
2010201611.0low000110
dicumarol
2
hydroxycoumarinanticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
Hsp90 inhibitor;
vitamin K antagonist		1984201226.0low010010
piroxicam
3
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		1998201616.0low001110
mobic
1
1,3-thiazoles;
benzothiazine;
monocarboxylic acid amide		analgesic;
antirheumatic drug;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		201620168.0low000010
mobiflex
2
heteroaryl hydroxy compound;
monocarboxylic acid amide;
pyridines;
thienothiazine		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2009201014.5low000200
warfarin
5
benzenes;
hydroxycoumarin;
methyl ketone		1984201618.2low010220
bephenium hydroxynaphthoate
1
2008200816.0low000100
demeclocycline
1
201620168.0low000010
phenprocoumon
1
hydroxycoumarinanticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor		2008200816.0low000100
tipranavir
1
sulfonamideantiviral drug;
HIV protease inhibitor		201620168.0low000010
rolitetracycline
1
2010201014.0low000100
tigecycline
1
201620168.0low000010
fertinex
1
201620168.0medium000010
entecavir
1
2-aminopurines;
oxopurine;
primary alcohol;
secondary alcohol		antiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		201620168.0low000010
acyclovir
2
2-aminopurines;
oxopurine		antimetabolite;
antiviral drug		2012201610.0low000020
folic acid
3
folic acids;
N-acyl-amino acid		human metabolite;
mouse metabolite;
nutrient		2008201612.0low000120
viomycin
1
heterodetic cyclic peptide;
peptide antibiotic		antitubercular agent2008200816.0low000100
rifampin
2
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		2010201611.0low000110
clozapine
9
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		1984201617.2low010530
dacarbazine
3
dacarbazine2008201612.0low000120
didanosine
1
purine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor;
geroprotector;
HIV-1 reverse transcriptase inhibitor		201620168.0low000010
ganciclovir
1
2-aminopurines;
oxopurine		antiinfective agent;
antiviral drug		201620168.0low000010
valacyclovir
1
L-valyl esterantiviral drug201620168.0low000010
sildenafil
3
piperazines;
pyrazolopyrimidine;
sulfonamide		EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor;
vasodilator agent		2009201611.7low000120
olanzapine
5
benzodiazepine;
N-arylpiperazine;
N-methylpiperazine		antiemetic;
dopaminergic antagonist;
histamine antagonist;
muscarinic antagonist;
second generation antipsychotic;
serotonergic antagonist;
serotonin uptake inhibitor		2007201612.6low000230
oxypurinol
1
pyrazolopyrimidinedrug metabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor		1984198440.0low010000
vardenafil
1
imidazotriazine;
N-alkylpiperazine;
N-sulfonylpiperazine		EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
vasodilator agent		201620168.0low000010
allopurinol
4
nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger		1984201619.5low010210
citrovorum factor
1
tetrahydrofolic acid201620168.0medium000010
leucovorin
2
formyltetrahydrofolic acidEscherichia coli metabolite;
mouse metabolite		2012201610.0medium000020
rifapentine
1
N-alkylpiperazine;
N-iminopiperazine;
rifamycins		antitubercular agent;
leprostatic drug		201620168.0low000010
thiolactomycin
1
2010201014.0low000100
3,4,5-trihydroxybenzamidoxime
1
benzenetriol2010201014.0low000100
bl 4162a
1
imidazoquinazolineanticoagulant;
antifibrinolytic drug;
cardiovascular drug;
platelet aggregation inhibitor		201620168.0low000010
tegaserod
1
carboxamidine;
guanidines;
hydrazines;
indoles		gastrointestinal drug;
serotonergic agonist		201620168.0low000010
norclozapine
1
dibenzodiazepine;
organochlorine compound;
piperazines		delta-opioid receptor agonist;
metabolite;
serotonergic antagonist		2014201410.0low000010
pemetrexed
1
N-acyl-L-glutamic acid;
pyrrolopyrimidine		antimetabolite;
antineoplastic agent;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
EC 2.1.1.45 (thymidylate synthase) inhibitor;
EC 2.1.2.2 (phosphoribosylglycinamide formyltransferase) inhibitor		201620168.0low000010
valganciclovir
1
L-valyl ester;
purines		antiviral drug;
prodrug		201620168.0low000010
aprepitant
1
(trifluoromethyl)benzenes;
cyclic acetal;
morpholines;
triazoles		antidepressant;
antiemetic;
neurokinin-1 receptor antagonist;
peripheral nervous system drug;
substance P receptor antagonist		201620168.0low000010
fosaprepitant
1
(trifluoromethyl)benzenes;
cyclic acetal;
morpholines;
phosphoramide;
triazoles		antiemetic;
neurokinin-1 receptor antagonist;
prodrug		201620168.0low000010
rifabutin
1
201620168.0low000010
carbadox
1
quinoxaline derivative2012201212.0low000010
levomefolate calcium
1
organic calcium saltantidepressant201620168.0medium000010
fenobam
1
ureas2012201212.0low000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
gamma-aminobutyric acid
2
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule		2006201314.5low000110
methane
1
alkane;
gas molecular entity;
mononuclear parent hydride;
one-carbon compound		bacterial metabolite;
fossil fuel;
greenhouse gas		2012201212.0low000010
hydrochloric acid
2
chlorine molecular entity;
gas molecular entity;
hydrogen halide;
mononuclear parent hydride		mouse metabolite1968198348.5low020000
salicylic acid
1
monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite		1990199034.0low001000
histamine
53
aralkylamino compound;
imidazoles		human metabolite;
mouse metabolite;
neurotransmitter		1967202031.7low1220201030
methanol
1
alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite		1968196856.0low010000
niacinamide
1
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		1968196856.0low010000
pyridine
1
azaarene;
mancude organic heteromonocyclic parent;
monocyclic heteroarene;
pyridines		environmental contaminant;
NMR chemical shift reference compound		2012201212.0low000010
pyridoxal phosphate
1
methylpyridines;
monohydroxypyridine;
pyridinecarbaldehyde;
vitamin B6 phosphate		coenzyme;
cofactor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1975197549.0low010000
uric acid
1
uric acidEscherichia coli metabolite;
human metabolite;
mouse metabolite		1972197252.0low010000
mercaptoethanol
2
alkanethiol;
primary alcohol		geroprotector1972197351.5low020000
phenytoin
1
imidazolidine-2,4-dioneanticonvulsant;
drug allergen;
sodium channel blocker;
teratogenic agent		1969196955.0low010000
hydroxyindoleacetic acid
1
indole-3-acetic acidsdrug metabolite;
human metabolite;
mouse metabolite		1975197549.0low010000
acetaminophen
5
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		1983201328.0low321110
albuterol
2
phenols;
phenylethanolamines;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
environmental contaminant;
xenobiotic		1986199832.0low011000
theophylline
2
dimethylxanthineadenosine 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		1976198643.0low020000
amitriptyline
2
carbotricyclic compound;
tertiary amine		adrenergic uptake inhibitor;
antidepressant;
environmental contaminant;
tropomyosin-related kinase B receptor agonist;
xenobiotic		1968196955.5low020000
antazoline
1
aromatic amine;
imidazolines;
tertiary amino compound		cholinergic antagonist;
H1-receptor antagonist;
xenobiotic		1976197648.0low010000
aspirin
6
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		1971198748.3low260000
astemizole
7
benzimidazoles;
piperidines		anti-allergic agent;
anticoronaviral agent;
H1-receptor antagonist		1982200228.6low215100
azelastine
1
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		1995199529.0low001000
betahistine
1
aminoalkylpyridine;
secondary amino compound		H1-receptor agonist;
vasodilator agent		1995199529.0low001000
bromhexine
1
organobromine compound;
substituted aniline;
tertiary amino compound		mucolytic1978197846.0low010000
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		2013201311.0low000010
cetirizine
14
ether;
monocarboxylic acid;
monochlorobenzenes;
piperazines		anti-allergic agent;
environmental contaminant;
H1-receptor antagonist;
xenobiotic		1990200226.9low3012200
chlorcyclizine
1
diarylmethane1997199727.0low001000
chloroquine
1
aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug		1971197153.0low010000
chlorpheniramine
19
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antidepressant;
antipruritic drug;
H1-receptor antagonist;
histamine antagonist;
serotonin uptake inhibitor		1966201238.5low3124210
chlorpromazine
2
organochlorine compound;
phenothiazines;
tertiary amine		anticoronaviral agent;
antiemetic;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
phenothiazine antipsychotic drug		1971197252.5low020000
cimetidine
10
aliphatic sulfide;
guanidines;
imidazoles;
nitrile		adjuvant;
analgesic;
anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		1984201026.2low124400
cisapride
1
benzamides2002200222.0low000100
clobenpropit
4
imidazoles;
imidothiocarbamic ester;
organochlorine compound		H3-receptor antagonist;
H4-receptor agonist		1998200622.0low002200
cyproheptadine
6
piperidines;
tertiary amine		anti-allergic agent;
antipruritic drug;
gastrointestinal drug;
H1-receptor antagonist;
serotonergic antagonist		1972199838.3low133000
desipramine
3
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		1968197354.0low030000
diazepam
1
1,4-benzodiazepinone;
organochlorine compound		anticonvulsant;
anxiolytic drug;
environmental contaminant;
sedative;
xenobiotic		1986198638.0low010000
diethylcarbamazine
2
N-carbamoylpiperazine;
N-methylpiperazine		1976197648.0low020000
dimaprit
2
imidothiocarbamic ester2002200620.0low000200
diphenhydramine
18
ether;
tertiary amino compound		anti-allergic agent;
antidyskinesia agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
antitussive;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
oneirogen;
sedative		1966201238.7low6124110
doxepin
1
dibenzooxepine;
tertiary amino compound		antidepressant1990199034.0low001000
doxylamine
2
pyridines;
tertiary amine		anti-allergic agent;
antiemetic;
antitussive;
cholinergic antagonist;
H1-receptor antagonist;
histamine antagonist;
sedative		2003201813.5low100110
ebastine
5
organic molecular entity1993200226.0low303200
emedastine
2
benzimidazolesanti-allergic agent;
antipruritic drug;
H1-receptor antagonist		1987199632.5low011000
erythrosine
2
2001201018.5low000200
famotidine
3
1,3-thiazoles;
guanidines;
sulfonamide		anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		1989199830.3low012000
fexofenadine
2
piperidines;
tertiary amine		anti-allergic agent;
H1-receptor antagonist		1999200024.5low002000
vanoxerine
1
ether;
N-alkylpiperazine;
organofluorine compound;
tertiary amino compound		dopamine uptake inhibitor2010201014.0low000100
guaifenesin
4
methoxybenzenes1976197946.5low240000
alpha-methylhistamine
1
aralkylamino compound;
imidazoles		animal metabolite;
H3-receptor agonist		1998199826.0low001000
hydroxyzine
6
hydroxyether;
monochlorobenzenes;
N-alkylpiperazine		anticoronaviral agent;
antipruritic drug;
anxiolytic drug;
dermatologic drug;
H1-receptor antagonist		1988200529.0low222200
imetit
1
imidazoles;
imidothiocarbamic ester		H3-receptor agonist;
H4-receptor agonist		2006200618.0low000100
imipramine
3
dibenzoazepineadrenergic uptake inhibitor;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor		1968198249.7low030000
indomethacin
3
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		1971197651.0low030000
1-methyl-3-isobutylxanthine
1
3-isobutyl-1-methylxanthine1986198638.0low010000
isoflurane
1
organofluorine compoundinhalation anaesthetic2009200915.0low000100
isoniazid
1
carbohydrazideantitubercular agent;
drug allergen		1968196856.0low010000
isoproterenol
3
catechols;
secondary alcohol;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
cardiotonic drug;
sympathomimetic agent		1966197654.0low030000
loratadine
11
benzocycloheptapyridine;
ethyl ester;
N-acylpiperidine;
organochlorine compound;
tertiary carboxamide		anti-allergic agent;
cholinergic antagonist;
geroprotector;
H1-receptor antagonist		1990200426.0low309200
lorazepam
1
benzodiazepine1992199232.0low101000
meclizine
1
diarylmethane1969196955.0low010000
mepivacaine
1
piperidinecarboxamidedrug allergen;
local anaesthetic		201820186.0low000010
mequitazine
2
phenothiazines1983198540.0low020000
methadone
1
benzenes;
diarylmethane;
ketone;
tertiary amino compound		1987198737.0low110000
methapyrilene
2
ethylenediamine derivativeanti-allergic agent;
carcinogenic agent;
H1-receptor antagonist;
sedative		1984199534.5low011000
methylphenidate
2
beta-amino acid ester;
methyl ester;
piperidines		1968196955.5low020000
metyrapone
2
aromatic ketoneantimetabolite;
diagnostic agent;
EC 1.14.15.4 (steroid 11beta-monooxygenase) inhibitor		1968197552.5low020000
mianserin
1
dibenzoazepineadrenergic uptake inhibitor;
alpha-adrenergic antagonist;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
geroprotector;
H1-receptor antagonist;
histamine agonist;
sedative;
serotonergic antagonist		1981198143.0low010000
apnea
1
purine nucleoside1981198143.0low010000
octopamine
1
phenylethanolamines;
tyramines		neurotransmitter1969196955.0low010000
oxatomide
2
benzimidazoles;
diarylmethane;
N-alkylpiperazine		anti-allergic agent;
anti-inflammatory agent;
geroprotector;
H1-receptor antagonist;
serotonergic antagonist		1998200025.0low002000
oxymetazoline
1
carboxamidine;
imidazolines;
phenols		alpha-adrenergic agonist;
nasal decongestant;
sympathomimetic agent;
vasoconstrictor agent		2011201113.0low000010
oxyphenbutazone
2
phenols;
pyrazolidines		antimicrobial agent;
antineoplastic agent;
antipyretic;
drug metabolite;
gout suppressant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite		1971197252.5low020000
papaverine
1
benzylisoquinoline alkaloid;
dimethoxybenzene;
isoquinolines		antispasmodic drug;
vasodilator agent		1977197747.0low010000
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		2014201410.0low000010
phenacetin
1
acetamides;
aromatic ether		cyclooxygenase 3 inhibitor;
non-narcotic analgesic;
peripheral nervous system drug		1968196856.0low010000
pheniramine
1
pyridines;
tertiary amino compound		1982198242.0low010000
phenoxybenzamine
1
aromatic amine1976197648.0low010000
phenylbutazone
3
pyrazolidinesantirheumatic drug;
EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor;
metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug		1971197252.3low030000
pirenzepine
1
pyridobenzodiazepineanti-ulcer drug;
antispasmodic drug;
muscarinic antagonist		2010201014.0low000100
ono 1078
1
chromones2003200321.0low000100
procaine
1
benzoate ester;
substituted aniline;
tertiary amino compound		central nervous system depressant;
drug allergen;
local anaesthetic;
peripheral nervous system drug		1972197252.0low010000
promethazine
12
phenothiazines;
tertiary amine		anti-allergic agent;
anticoronaviral agent;
antiemetic;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
sedative		1966200345.1low192100
propranolol
6
naphthalenes;
propanolamine;
secondary amine		anti-arrhythmia drug;
antihypertensive agent;
anxiolytic drug;
beta-adrenergic antagonist;
environmental contaminant;
human blood serum metabolite;
vasodilator agent;
xenobiotic		1966201441.7low041010
pyrilamine
15
aromatic ether;
ethylenediamine derivative		H1-receptor antagonist1975201232.9low082410
salicylamide
1
phenols;
salicylamides		antirheumatic drug;
non-narcotic analgesic		2013201311.0low000010
spiperone
1
aromatic ketone;
azaspiro compound;
organofluorine compound;
piperidines;
tertiary amino compound		alpha-adrenergic antagonist;
antipsychotic agent;
dopaminergic antagonist;
psychotropic drug;
serotonergic antagonist		1981198143.0low010000
terfenadine
25
diarylmethane1982200232.5low131311100
trimethobenzamide
1
benzamides;
tertiary amino compound		antiemetic2014201410.0low000010
tripelennamine
5
aromatic amine1966197355.0low050000
tyramine
4
monoamine molecular messenger;
primary amino compound;
tyramines		EC 3.1.1.8 (cholinesterase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter		1966197355.0low040000
xylometazoline
1
alkylbenzene2011201113.0low000010
ici 204,219
1
carbamate ester;
indoles;
N-sulfonylcarboxamide		anti-asthmatic agent;
leukotriene antagonist		2002200222.0low100100
prednisolone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antineoplastic agent;
drug metabolite;
environmental contaminant;
immunosuppressive agent;
xenobiotic		1976197648.0low010000
reserpine
3
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		1966197154.7low030000
phentolamine
1
imidazoles;
phenols;
substituted aniline;
tertiary amino compound		alpha-adrenergic antagonist;
vasodilator agent		1971197153.0low010000
sorbitol
1
glucitolcathartic;
Escherichia coli metabolite;
food humectant;
human metabolite;
laxative;
metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite;
sweetening agent		1984198440.0low010000
thyroxine
1
2-halophenol;
iodophenol;
L-phenylalanine derivative;
non-proteinogenic L-alpha-amino acid;
thyroxine zwitterion;
thyroxine		antithyroid drug;
human metabolite;
mouse metabolite;
thyroid hormone		1985198539.0low010000
carbachol
2
ammonium salt;
carbamate ester		cardiotonic drug;
miotic;
muscarinic agonist;
nicotinic acetylcholine receptor agonist;
non-narcotic analgesic		1976198643.0low020000
prednisone
1
11-oxo steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antineoplastic agent;
immunosuppressive agent;
prodrug		1976197648.0low010000
pentylenetetrazole
1
organic heterobicyclic compound;
organonitrogen heterocyclic compound		1969196955.0low010000
isoflurophate
2
dialkyl phosphate1972197351.5low020000
aspartic acid
1
aspartate family amino acid;
aspartic acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
mouse metabolite;
neurotransmitter		2013201311.0low000010
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		2012201212.0low000010
lysine
1
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		1999199925.0low001000
physostigmine
1
carbamate ester;
indole alkaloid		antidote to curare poisoning;
EC 3.1.1.8 (cholinesterase) inhibitor;
miotic		201620168.0low000010
sucrose
1
glycosyl glycosidealgal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
sweetening agent		1984198440.0low010000
aminopyrine
1
pyrazolone;
tertiary amino compound		antipyretic;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		1971197153.0low010000
adenosine diphosphate
1
adenosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate		fundamental metabolite;
human metabolite		1976197648.0low110000
phenylephrine
6
phenols;
phenylethanolamines;
secondary amino compound		alpha-adrenergic agonist;
cardiotonic drug;
mydriatic agent;
nasal decongestant;
protective agent;
sympathomimetic agent;
vasoconstrictor agent		1979201136.0low141010
edetic acid
1
ethylenediamine derivative;
polyamino carboxylic acid;
tetracarboxylic acid		anticoagulant;
antidote;
chelator;
copper chelator;
geroprotector		1967196757.0low010000
methylene blue
1
organic chloride saltacid-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		1994199430.0low001000
methacholine chloride
1
quaternary ammonium salt2006200618.0low100100
colchicine
1
alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen		1972197252.0low010000
ampicillin
1
beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug1981198143.0low010000
arginine
1
arginine;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		biomarker;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical		1994199430.0low001000
phencyclidine
1
benzenes;
piperidines		anaesthetic;
neurotoxin;
NMDA receptor antagonist;
psychotropic drug		1973197351.0low010000
ethyl citrate
1
carbonyl compound2005200519.0low000100
cyclizine
3
N-alkylpiperazineantiemetic;
central nervous system depressant;
cholinergic antagonist;
H1-receptor antagonist;
local anaesthetic		1971198249.3low130000
brompheniramine
5
organobromine compound;
pyridines		anti-allergic agent;
H1-receptor antagonist		1968198546.2low250000
n-vinyl-2-pyrrolidinone
1
pyrrolidin-2-ones202320231.0low000001
pseudoephedrine
35
phenylethanolamines;
secondary alcohol;
secondary amino compound		anti-asthmatic drug;
bronchodilator agent;
central nervous system drug;
nasal decongestant;
plant metabolite;
sympathomimetic agent;
vasoconstrictor agent;
xenobiotic		1959202033.7low8222560
pyridostigmine bromide
1
pyridinium salt1968196856.0low010000
meglumine
1
hexosamine;
secondary amino compound		202020204.0low000010
yohimbine
2
methyl 17-hydroxy-20xi-yohimban-16-carboxylatealpha-adrenergic antagonist;
dopamine receptor D2 antagonist;
serotonergic antagonist		1994199927.5low002000
diphenhydramine hydrochloride
3
hydrochloride;
organoammonium salt		anti-allergic agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
sedative		1974198345.3low130000
quinazolines
1
azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinazolines		1994199430.0low001000
thiazoles
2
1,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene		1989199432.5low011000
ephedrine
64
phenethylamine alkaloid;
phenylethanolamines		bacterial metabolite;
environmental contaminant;
nasal decongestant;
plant metabolite;
sympathomimetic agent;
vasoconstrictor agent;
xenobiotic		1959201239.4low244613410
hydrazine
1
azane;
hydrazines		EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor2003200321.0low000100
evans blue
1
organic sodium saltfluorochrome;
histological dye;
sodium channel blocker;
teratogenic agent		2005200519.0low000100
methysergide
3
ergoline alkaloid1972199044.7low021000
betamethasone
1
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		1976197648.0low110000
kainic acid
2
dicarboxylic acid;
L-proline derivative;
non-proteinogenic L-alpha-amino acid;
pyrrolidinecarboxylic acid		antinematodal drug;
excitatory amino acid agonist		2006201016.0low000200
phenylpropanolamine
3
amphetamines;
phenethylamine alkaloid		plant metabolite1968198445.7low230000
phenindamine
1
indene1991199133.0low001000
erythromycin
1
cyclic ketone;
erythromycin		1982198242.0low010000
dipipanone
1
diarylmethane1987198737.0low110000
s,n,n'-tripropylthiocarbamate
1
tertiary amine2008200816.0low000100
betamethasone valerate
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
primary alpha-hydroxy ketone;
steroid ester		anti-inflammatory drug1976197648.0low110000
tranylcypromine
1
2-phenylcyclopropan-1-amine1968196856.0low010000
iodinated glycerol
1
dioxolane1971197153.0low010000
dimethindene
1
indene1991199133.0low001000
n-methylaspartate
1
amino dicarboxylic acid;
D-alpha-amino acid;
D-aspartic acid derivative;
secondary amino compound		neurotransmitter agent2000200024.0low001000
palladium
1
metal allergen;
nickel group element atom;
platinum group metal atom		2012201212.0low000010
clemastine
3
monochlorobenzenes;
N-alkylpyrrolidine		anti-allergic agent;
antipruritic drug;
H1-receptor antagonist;
muscarinic antagonist		1987199533.7low321000
cromolyn sodium
4
organic sodium saltanti-asthmatic drug;
drug allergen		1976200141.8low030100
metergoline
1
carbamate ester;
ergoline alkaloid		dopamine agonist;
geroprotector;
serotonergic antagonist		2003200321.0low000100
phenyl acetate
1
benzenes;
phenyl acetates		2003200321.0low000100
glutamic acid
2
glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical		2000201317.5low001010
timolol
1
timololanti-arrhythmia drug;
antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist		1996199628.0low001000
etoposide
1
beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor		2005200519.0low000100
phorbol 12,13-dibutyrate
1
butyrate ester;
phorbol ester;
tertiary alpha-hydroxy ketone		1988198836.0low010000
meptazinol
1
azepanes1987198737.0low110000
impromidine
2
1994199828.0low002000
tiotidine
1
thiazoles2001200123.0low000100
levocabastine
1
piperidines1996199628.0low001000
tazifylline
1
1986198638.0medium010000
noberastine
1
1995199529.0medium001000
trazodone hydrochloride
1
hydrochlorideadrenergic antagonist;
antidepressant;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		1976197648.0low010000
glucose, (beta-d)-isomer
1
D-glucopyranoseepitope;
mouse metabolite		2001200123.0low000100
fluorexon
1
xanthene dyefluorochrome2001200123.0low000100
rutecarpine
1
beta-carbolines1994199430.0low001000
tretoquinol
1
isoquinolines1977197747.0low010000
carebastine
1
diarylmethane2002200222.0low000100
mizolastine
3
benzimidazoles1994199928.0low203000
bromosuccinimide
1
dicarboximide;
organobromine compound;
pyrrolidinone		reagent2014201410.0low000010
2-(2-aminoethyl)pyridine
2
aminoalkylpyridine;
primary amine		histamine agonist;
metabolite		1998202015.0low001010
2-(2-aminoethyl)thiazole
1
1,3-thiazoles1994199430.0low001000
2-methylhistamine
1
aralkylamino compound;
imidazoles		histamine agonist;
metabolite		1994199430.0low001000
p-methoxy-n-methylphenethylamine
1
aromatic ether;
secondary amino compound		metabolite1972197252.0low010000
(3h)2-carbomethoxy-3-(4-fluorophenyl)tropane
1
2010201014.0low000100
cv 6209
1
1998199826.0low001000
1-hexadecyl-2-acetyl-glycero-3-phosphocholine
1
2-acetyl-1-alkyl-sn-glycero-3-phosphocholineantihypertensive agent;
beta-adrenergic antagonist;
bronchoconstrictor agent;
hematologic agent;
vasodilator agent		1998199826.0low001000
tecastemizole
1
2002200222.0low000100
desloratadine
1
benzocycloheptapyridineanti-allergic agent;
cholinergic antagonist;
drug metabolite;
H1-receptor antagonist		2004200420.0low000100
histamine trifluoromethyl-toluidide
1
(trifluoromethyl)benzenes2006200618.0low000100
phorbols
1
diterpene;
terpenoid fundamental parent		1988198836.0low010000
atropine
4
1971199441.8low031000
alpha-fluoromethylhistidine
2
2000200621.0low001100
carbocysteine
1
L-cysteine thioether;
non-proteinogenic L-alpha-amino acid		mucolytic1984198440.0low110000
cortisone
2
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		1971197650.5low020000
bradykinin
3
oligopeptidehuman blood serum metabolite;
vasodilator agent		1968198848.0low030000
ouabain
1
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		1971197153.0low010000
nitroarginine
1
guanidines;
L-arginine derivative;
N-nitro compound;
non-proteinogenic L-alpha-amino acid		1994199430.0low001000
pentazocine
1
benzazocine1987198737.0low110000
phorbol
1
cyclic ketone;
enone;
tertiary alcohol;
tertiary alpha-hydroxy ketone;
tetracyclic diterpenoid		1988198836.0low010000
cocaine
7
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		1966201043.0low050200
propylthiouracil
1
pyrimidinethioneantidote to paracetamol poisoning;
antimetabolite;
antioxidant;
antithyroid drug;
carcinogenic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
hormone antagonist		1985198539.0low010000
sesquiterpenes
1
2006200618.0low100100
benztropine
1
diarylmethane2010201014.0low000100
metiamide
1
imidazoles1975197549.0low010000
terbinafine
1
acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor		2014201410.0low000010
thiourea
4
one-carbon compound;
thioureas;
ureas		antioxidant;
chromophore		1998200622.0low002200
ranitidine
10
C-nitro compound;
furans;
organic sulfide;
tertiary amino compound		anti-ulcer drug;
drug allergen;
environmental contaminant;
H2-receptor antagonist;
xenobiotic		1984200229.5low135200
lithium
1
alkali metal atom1988198836.0low010000
burimamide
1
imidazoles1975197549.0low010000
thioperamide
6
primary aliphatic amine1989200625.7low013200
ovalbumin
2
1967200040.5low011000
17-ketosteroids
1
1979197945.0low110000
myelin basic protein
1
1986198638.0low010000
dinoprostone
2
prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic		1998199826.0low002000
11-cis-retinal
1
retinalchromophore;
human metabolite;
mouse metabolite		2004200420.0low000100
montelukast
1
aliphatic sulfide;
monocarboxylic acid;
quinolines		anti-arrhythmia drug;
anti-asthmatic drug;
leukotriene antagonist		2003200321.0low000100
petasin
1
alicyclic ketone;
enoate ester;
enone;
sesquiterpenoid		anti-allergic agent;
EC 2.7.11.31 {[hydroxymethylglutaryl-CoA reductase (NADPH)] kinase} activator;
plant metabolite;
vasodilator agent		2006200618.0low100100
codeine
9
morphinane alkaloid;
organic heteropentacyclic compound		antitussive;
drug allergen;
environmental contaminant;
opioid analgesic;
opioid receptor agonist;
prodrug;
xenobiotic		1974201041.3low380100
phenylephrine hydrochloride
1
hydrochloride1978197846.0low110000
acrivastine
68
alpha,beta-unsaturated monocarboxylic acid;
N-alkylpyrrolidine;
olefinic compound;
pyridines		H1-receptor antagonist1984202328.4high402330942
trospium chloride
1
2014201410.0low000010
sq 29548
1
2003200321.0low000100
barium
1
alkaline earth metal atom;
elemental barium		2006200618.0low000100
dextromethorphan
1
6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthreneantitussive;
environmental contaminant;
neurotoxin;
NMDA receptor antagonist;
oneirogen;
prodrug;
xenobiotic		2003200321.0low100100
glyceryl behenate
1
1-monoglyceride;
fatty acid ester		antineoplastic agent;
plant metabolite		2004200420.0low000100
cysteine
1
cysteiniumfundamental metabolite1984198440.0low110000
1,1'-diethyl-2,2'-cyanine
1
1,1'-diethyl-2,2'-cyanine;
quinolines		2009200915.0low000100
achatin i
1
1996199628.0low001000
tetrodotoxin
1
azatetracycloalkane;
oxatetracycloalkane;
quinazoline alkaloid		animal metabolite;
bacterial metabolite;
marine metabolite;
neurotoxin;
voltage-gated sodium channel blocker		2002200222.0low000100
dizocilpine maleate
1
maleate salt;
tetracyclic antidepressant		anaesthetic;
anticonvulsant;
neuroprotective agent;
nicotinic antagonist;
NMDA receptor antagonist		2000200024.0low001000
ciproxifan
2
aromatic ketone2002201615.0low000110
brompheniramine, pseudoephedrine drug combination
1
1984198440.0low010000
pentagastrin
1
organic molecular entity1976197648.0low010000
scopolamine hydrobromide
2
2012201610.0low000020
phosphatidylcholines
1
1,2-diacyl-sn-glycero-3-phosphocholine2001200123.0low000100
(9R)-9-chloro-11,17-dihydroxy-17-(2-hydroxy-1-oxoethyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
1
21-hydroxy steroid1981198143.0low010000
piperidines
12
1982200627.2low426400
methylcellulose
1
2004200420.0low000100
warfarin
2
benzenes;
hydroxycoumarin;
methyl ketone		1969196955.0low020000
orabase
1
202320231.0low000001
cyclic gmp
1
3',5'-cyclic purine nucleotide;
guanyl ribonucleotide		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite		2000200024.0low001000
guanosine 5'-o-(3-thiotriphosphate)
1
nucleoside triphosphate analogue2004200420.0low000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Absence Seizure0
2
1969201034.5low010100
Academic Disorder, Developmental0
1
1996199628.0low101000
Actinic Reticuloid Syndrome0
3
1965196957.7low030000
Acute Disease0
2
1983198440.5low120000
Acute Liver Injury, Drug-Induced0
2
2012201610.0low000020
Adenocarcinoma Of Kidney0
1
1994199430.0low101000
Air Sickness0
1
1995199529.0low001000
Airway Hyper-Responsiveness0
2
1968200637.0low210100
Allergic Conjunctivitis0
1
1994199430.0low101000
Allergic Contact Dermatitis0
1
1996199628.0low001000
Allergic Reaction0
2
1996200324.5low001100
Allergic Rhinitis0
1
1959195965.0low010000
Allergy, Drug0
1
1994199430.0low101000
Altered Level of Consciousness0
1
2000200024.0low001000
Anaphylactic Reaction0
4
1966199848.5low031000
Anaphylaxis0
4
1966199848.5low031000
Anaplastic Astrocytoma0
1
1986198638.0low010000
Anasarca0
2
1972200336.5low010100
Anemia, Cooley's0
1
2014201410.0low000010
Anemia, Fanconi0
1
201620168.0low000010
Anesthesia0
1
1977197747.0low010000
Angina Pectoris0
1
1981198143.0low010000
Angor Pectoris0
1
1981198143.0low010000
Apnea0
1
1981198143.0low010000
Argentaffinoma0
1
1975197549.0low010000
Arrhythmia0
3
1974200232.3low011100
Arrhythmias, Cardiac0
3
1974200232.3low011100
Asthma0
4
1961199845.0low031000
Asthma, Bronchial0
4
1961199845.0low031000
Astrocytoma0
1
1986198638.0low010000
Atopic Hypersensitivity0
6
1969199241.0low151000
Atrioventricular Nodal Re-Entrant Tachycardia0
1
1999199925.0low001000
beta-Thalassemia0
1
2014201410.0low000010
Blood Protein Disorders0
1
1973197351.0low010000
Body Weight0
2
1995199529.0low002000
Bronchitis0
3
1961197952.0low130000
Cancer of Kidney0
1
1994199430.0low101000
Cancer of Stomach0
1
1989198935.0low010000
Carcinoid Tumor0
1
1975197549.0low010000
Carcinoma, Renal Cell0
1
1994199430.0low101000
Cardiac Diseases0
1
2002200222.0low000100
Caries, Dental0
1
1984198440.0low010000
Catarrh0
2
1980200332.5low210100
Central Hypothyroidism0
1
1985198539.0low010000
Central Nervous System Origin Vertigo0
1
1995199529.0low001000
Chemical and Drug Induced Liver Injury0
2
2012201610.0low000020
Chemical Dependence0
2
1982200829.0low010100
Chronic Disease0
9
1976200236.9low880100
Chronic Illness0
9
1976200236.9low880100
Chronic Insomnia0
1
2009200915.0low000100
Common Cold0
2
1980200332.5low210100
Congenital Zika Syndrome0
1
202020204.0low000010
Conjunctivitis, Allergic0
1
1994199430.0low101000
Consciousness, Loss of0
1
2009200915.0low000100
Contact Dermatitis0
2
1991201919.0low001010
Cough0
3
1983198639.3low230000
Curling Ulcer0
2
1976200931.5low010100
Delayed Hypersensitivity0
2
1969197054.5low020000
Dental Caries0
1
1984198440.0low010000
Dermatitis Medicamentosa0
2
1964196460.0low020000
Dermatitis, Allergic Contact0
1
1996199628.0low001000
Dermatitis, Atopic0
3
1989199333.0low212000
Dermatitis, Contact0
2
1991201919.0low001010
Dermatitis, Contact, Phototoxic0
2
1965196559.0low020000
Dermatoses0
3
1968199048.3low021000
Diathesis0
1
2010201014.0low000100
Disease0
1
1961196163.0low010000
Disease Models, Animal0
3
201020207.7low000120
Diseases of Immune System0
1
1973197351.0low010000
Diseases, Occupational0
1
1968196856.0low110000
Drug Hypersensitivity0
1
1994199430.0low101000
Duodenal Ulcer0
2
1976200931.5low010100
Eczema, Atopic0
3
1989199333.0low212000
Edema0
2
1972200336.5low010100
Enuresis0
1
1982198242.0low010000
Erythema0
2
1969196955.0low020000
Experimental Neoplasms0
2
1975199539.0low011000
Extravascular Hemolysis0
1
1990199034.0low001000
Eye Diseases0
1
1996199628.0low001000
Eye Disorders0
1
1996199628.0low001000
Fanconi Anemia0
1
201620168.0low000010
Fatigue0
1
1979197945.0low010000
Gout0
1
1972197252.0low010000
Hallucination of Body Sensation0
6
1984201133.2low041010
Hallucinations0
6
1984201133.2low041010
Hay Fever0
26
1959200937.8low191411100
Heart Diseases0
1
2002200222.0low000100
Hemolysis0
1
1990199034.0low001000
Hives0
18
1965200234.9low14125100
Hypersensitivity1
2
1996200324.5low001100
Hyperthyroid0
1
1985198539.0low010000
Hyperthyroidism0
1
1985198539.0low010000
Hypothyroidism0
1
1985198539.0low010000
Immune System Diseases0
1
1973197351.0low010000
Incontinentia Pigmenti Achromians0
1
1969196955.0low010000
Infections, Respiratory0
2
1968197950.5low120000
Inflammation0
4
1967200339.5low021100
Innate Inflammatory Response0
4
1967200339.5low021100
Itching0
3
1989201923.3low211010
Kidney Neoplasms0
1
1994199430.0low101000
Lassitude0
1
1979197945.0low010000
Learning Disabilities0
1
1996199628.0low101000
Leukemia, Myeloid, Acute, M40
1
2000200024.0low001000
Leukemia, Myelomonocytic, Acute0
1
2000200024.0low001000
Long Sleeper Syndrome0
2
1975202126.0low210001
Mast-Cell Sarcoma0
1
1975197549.0low010000
Middle Ear Effusion0
1
1984198440.0low110000
Middle Ear Inflammation0
6
1978198442.3low360000
Motion Sickness0
1
1995199529.0low001000
Muscle Contraction0
4
1967199246.5low031000
Muscle Relaxation0
1
1994199430.0low001000
Muscle Spasm0
1
1982198242.0low010000
Myoclonic Jerk0
1
1982198242.0low010000
Nasal Catarrh0
3
1976201134.0low120010
Necrosis0
1
1990199034.0low001000
Neuroblastoma0
1
2010201014.0low000100
Otitis Media0
6
1978198442.3low360000
Otitis Media with Effusion0
1
1984198440.0low110000
Paranoia0
1
1982198242.0low010000
Parasite Infections0
1
2010201014.0low000100
Peptic Ulcer Perforation0
1
1976197648.0low010000
Peritonitis0
1
2001200123.0low000100
Pleurisy0
1
1995199529.0low001000
Pregnancy0
1
1985198539.0low010000
Priapism0
1
2014201410.0low000010
Primary Peritonitis0
1
2001200123.0low000100
Pruritus0
3
1989201923.3low211010
Psychoses, Drug0
1
1982198242.0low010000
Pyloric Stenosis0
1
1985198539.0low010000
Respiration Disorders0
1
1961196163.0low010000
Respiratory Tract Diseases0
1
1961196163.0low010000
Respiratory Tract Infections0
2
1968197950.5low120000
Rhinitis0
3
1976201134.0low120010
Rhinitis, Allergic0
1
1959195965.0low010000
Rhinitis, Allergic, Nonseasonal0
1
1995199529.0low101000
Rhinitis, Allergic, Perennial0
1
1995199529.0low101000
Rhinitis, Allergic, Seasonal0
26
1959200937.8low191411100
Rhinitis, Vasomotor0
2
1995199827.5low102000
Scalp Dermatoses0
1
1990199034.0low001000
Seizures0
2
1969201034.5low010100
Sensitivity and Specificity0
4
1996200919.5low001300
Sinus Infections0
1
1981198143.0low010000
Sinusitis0
1
1981198143.0low010000
Skin Diseases0
3
1968199048.3low021000
Sleep Initiation and Maintenance Disorders0
1
2009200915.0low000100
Sleep Wake Disorders0
2
1975202126.0low210001
Spasm0
1
1982198242.0low010000
Spider Veins0
1
1964196460.0low010000
Stomach Neoplasms0
1
1989198935.0low010000
Substance-Related Disorders0
2
1982200829.0low010100
Sunburn0
3
1964196559.3low030000
Tachycardia, Ventricular0
1
1999199925.0low001000
Telangiectasis0
1
1964196460.0low010000
Urticaria0
18
1965200234.9low14125100
Vasomotor Rhinitis0
2
1995199827.5low102000
Vertigo0
1
1995199529.0low001000
Weight Gain0
1
2007200717.0low000100
Xerophthalmia0
1
1982198242.0low010000
Zika Virus Infection0
1
202020204.0low000010

Safety/Toxicity (1)

ArticleYear
Cardiotoxicity of new antihistamines and cisapride.
Toxicology letters, , Feb-28, Volume: 127, Issue:1-3		2002

Pharmacokinetics (8)

ArticleYear
Development and validation of a liquid chromatography-tandem mass spectrometry method for the simultaneous determination of acrivastine and pseudoephedrine in human plasma and its application in pharmacokinetics.
Arzneimittel-Forschung, , Volume: 62, Issue:10		2012
First-principle, structure-based prediction of hepatic metabolic clearance values in human.
European journal of medicinal chemistry, , Volume: 44, Issue:4		2009
Molecular properties and pharmacokinetic behavior of cetirizine, a zwitterionic H1-receptor antagonist.
Journal of medicinal chemistry, , Mar-12, Volume: 41, Issue:6		1998
An investigation of the H1-receptor antagonist triprolidine: pharmacokinetics and antihistaminic effects.
The Journal of allergy and clinical immunology, , Volume: 77, Issue:2		1986
Pharmacodynamic and pharmacokinetics of BW 825C: a new antihistamine.
European journal of clinical pharmacology, , Volume: 28, Issue:2		1985
Acrivastine--an evaluation of initial and peak activity in human skin.
The Journal of international medical research, , Volume: 17 Suppl 2		1989
Pharmacokinetics of acrivastine after oral and colonic administration.
Journal of clinical pharmacology, , Volume: 29, Issue:5		1989
Pharmacokinetics of oral and transdermal triprolidine.
Journal of clinical pharmacology, , Volume: 30, Issue:6		1990

Onset of Action (2)

ArticleYear
Time of onset of action of acrivastine in the skin of pollen-allergic subjects. A double-blind, randomized, placebo-controlled comparative study.
Allergy, , Volume: 49, Issue:1		1994
Efficacy of acrivastine in the treatment of allergic rhinitis during natural pollen exposure: onset of action.
Allergy, , Volume: 49, Issue:8		1994

Bioavailability (13)

ArticleYear
DESIGN AND IN VITRO EVALUATION OF ACRIVASTINE AS ORODISPERSIBLE TABLET USING DIRECT COMPRESSION METHOD.
Wiadomosci lekarskie (Warsaw, Poland : 1960), , Volume: 76, Issue:1		2023
Bioavailability of Triprolidine as a Single Agent or in Combination With Pseudoephedrine: A Randomized, Open-Label Crossover Study in Healthy Volunteers.
Clinical pharmacology in drug development, , Volume: 9, Issue:4		2020
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology, , Volume: 96, Issue:5		2019
Physiologically relevant orthogonal assays for the discovery of small-molecule modulators of WIP1 phosphatase in high-throughput screens.
The Journal of biological chemistry, , 11-15, Volume: 294, Issue:46		2019
Enhanced efficacy of triprolidine by transdermal application of the EVA matrix system in rabbits and rats.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, , Volume: 61, Issue:1-2		2005
Enhanced bioavailability of triprolidine from the transdermal TPX matrix system in rabbits.
International journal of pharmaceutics, , Mar-02, Volume: 234, Issue:1-2		2002
Distribution of antihistamines into the CSF following intranasal delivery.
Biopharmaceutics & drug disposition, , Volume: 18, Issue:4		1997
The role of receptor binding in drug discovery.
Journal of natural products, , Volume: 56, Issue:4		1993
Bioavailability of pseudoephedrine and triprolidine from combination and single-ingredient products.
Clinical pharmacy, , Volume: 3, Issue:6
Triprolidine radioimmunoassay: disposition in animals and humans.
Journal of pharmaceutical sciences, , Volume: 73, Issue:10		1984
Pharmacokinetics of acrivastine after oral and colonic administration.
Journal of clinical pharmacology, , Volume: 29, Issue:5		1989
Disposition of acrivastine in the male beagle dog.
Drug metabolism and disposition: the biological fate of chemicals, , Volume: 20, Issue:5
[Vasodilator action of (+/-)-1-(3, 4, 5-trimethoxybenzyl)-6-hydroxy-1, 2, 3, 4-tetrahydroisoquinoline hydrochloride (CV-705) in anesthetized dogs (author's transl)].
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, , Volume: 73, Issue:7		1977

Dosage (28)

ArticleYear
Spinal sensory and motor blockade by intrathecal doxylamine and triprolidine in rats.
The Journal of pharmacy and pharmacology, , Volume: 70, Issue:12		2018
Simultaneous HPLC analysis of pseudophedrine hydrochloride, codeine phosphate, and triprolidine hydrochloride in liquid dosage forms.
Journal of pharmaceutical and biomedical analysis, , Mar-11, Volume: 51, Issue:4		2010
Evaluation and comparison of five matrix excipients for the controlled release of acrivastine and pseudoephedrine.
Drug development and industrial pharmacy, , Volume: 30, Issue:10		2004
Cardiotoxicity of new antihistamines and cisapride.
Toxicology letters, , Feb-28, Volume: 127, Issue:1-3		2002
Kinetic spectrophotometric methods for the quantitation of triprolidine in bulk and in drug formulations.
Journal of pharmaceutical and biomedical analysis, , Volume: 26, Issue:2		2001
Variations among non-sedating antihistamines: are there real differences?
European journal of clinical pharmacology, , Volume: 55, Issue:2		1999
Triprolidine: 104-week feeding study in rats.
Fundamental and applied toxicology : official journal of the Society of Toxicology, , Volume: 27, Issue:2		1995
Acute and subchronic effects of the H1-histamine receptor antagonist ebastine in 10, 20 and 30 mg dose, and triprolidine 10 mg on car driving performance.
British journal of clinical pharmacology, , Volume: 36, Issue:1		1993
Time of onset of action of acrivastine in the skin of pollen-allergic subjects. A double-blind, randomized, placebo-controlled comparative study.
Allergy, , Volume: 49, Issue:1		1994
Acrivastine, terfenadine and diphenhydramine effects on driving performance as a function of dose and time after dosing.
European journal of clinical pharmacology, , Volume: 47, Issue:3		1994
Antihistamine effects on actual driving performance in a standard test: a summary of Dutch experience, 1989-94.
Allergy, , Volume: 50, Issue:3		1995
Randomized single-blind trial in general practice comparing the efficacy and palatability of two cough linctus preparations, 'Pholcolix' and 'Actifed' Compound, in children with acute cough.
Current medical research and opinion, , Volume: 8, Issue:8		1983
Bioavailability of pseudoephedrine and triprolidine from combination and single-ingredient products.
Clinical pharmacy, , Volume: 3, Issue:6
The acute effects of acrivastine (BW825C), a new antihistamine, compared with triprolidine on measures of central nervous system performance and subjective effects.
Clinical pharmacology and therapeutics, , Volume: 38, Issue:4		1985
Acrivastine in seasonal allergic rhinitis: two randomized crossover studies to evaluate efficacy and safety.
The Journal of international medical research, , Volume: 16, Issue:6
Acrivastine--an evaluation of initial and peak activity in human skin.
The Journal of international medical research, , Volume: 17 Suppl 2		1989
Effects of a sedative and of a non-sedative H1-antihistamine on the event-related potential (ERP) in normal volunteers.
Psychopharmacology, , Volume: 98, Issue:3		1989
Pharmacokinetics of acrivastine after oral and colonic administration.
Journal of clinical pharmacology, , Volume: 29, Issue:5		1989
Pharmacological control of the human gastric histamine H2 receptor by famotidine: comparison with H1, H2 and H3 receptor agonists and antagonists.
European journal of clinical investigation, , Volume: 19, Issue:1		1989
Acrivastine: a review of its dermatopharmacology and clinical activity.
The Journal of international medical research, , Volume: 17 Suppl 2		1989
Pharmacokinetics of oral and transdermal triprolidine.
Journal of clinical pharmacology, , Volume: 30, Issue:6		1990
The onset of effect of the H1-antagonist acrivastine ("Semprex") assessed by histamine bronchial challenge in volunteers.
European journal of clinical pharmacology, , Volume: 39, Issue:3		1990
Acrivastine. A review of its pharmacological properties and therapeutic efficacy in allergic rhinitis, urticaria and related disorders.
Drugs, , Volume: 41, Issue:6		1991
Disposition of triprolidine in the male beagle dog.
Drug metabolism and disposition: the biological fate of chemicals, , Volume: 20, Issue:6
Disposition and metabolism of triprolidine in mice.
Drug metabolism and disposition: the biological fate of chemicals, , Volume: 20, Issue:6
Disposition of acrivastine in the male beagle dog.
Drug metabolism and disposition: the biological fate of chemicals, , Volume: 20, Issue:5
An evaluation of the antihistamine activity of acrivastine and its onset in human skin.
The Journal of international medical research, , Volume: 20, Issue:2		1992
Prevention of secretagogue-induced ulcers in the rat.
Gastroenterology, , Volume: 70, Issue:5 PT.1		1976

Interactions (2)

ArticleYear
A phase II study of vinblastine in combination with acrivastine in patients with advanced renal cell carcinoma.
Investigational new drugs, , Volume: 12, Issue:2		1994
The effects of acrivastine (BW825C), diphenhydramine and terfenadine in combination with alcohol on human CNS performance.
European journal of clinical pharmacology, , Volume: 32, Issue:3		1987