Compounds > sm 21
Page last updated: 2024-08-01 06:00:02

sm 21

Description

SM 21: RN given for (3(R)-endo)-isomer and maleate salt; structure in first source [MeSH]

2-(4-chlorophenoxy)butanoic acid (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) ester : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID4679312
CHEMBL ID45951
SCHEMBL ID467360
CHEBI ID104235
MeSH IDM0278669

Synonyms (17)

Synonym
sm-21
NCGC00024769-02
sm 21
CHEMBL45951 ,
CHEBI:104235
(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-(4-chlorophenoxy)butanoate
sm21
155058-71-2
(rs)-sm21
gtpl6682
(plusmn)-sm21
SCHEMBL467360
bdbm50006611
Q27088823
1217880-37-9
BRD-A92933783-103-01-3
( inverted exclamation marka)-sm21

Drug Classes (1)

ClassDescription
monocarboxylic acidAn oxoacid containing a single carboxy group.

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
TDP1 proteinHomo sapiens (human)Potency11.6589AID686978; AID686979
regulator of G-protein signaling 4Homo sapiens (human)Potency5.3233AID504845

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Sigma non-opioid intracellular receptor 1Homo sapiens (human)Ki1.0000AID1127667

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1508628Confirmatory 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.
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.
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.
AID1508629Cell Viability qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247		A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1508627Counterscreen qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: GLuc-NoTag 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.
AID1127667Binding affinity to sigma-1 opioid receptor (unknown origin)2013Journal of medicinal chemistry, Sep-26, Volume: 56, Issue:18
ISSN: 1520-4804		The σ2 receptor: a novel protein for the imaging and treatment of cancer.
AID1127668Binding affinity to sigma-2 opioid receptor (unknown origin)2013Journal of medicinal chemistry, Sep-26, Volume: 56, Issue:18
ISSN: 1520-4804		The σ2 receptor: a novel protein for the imaging and treatment of cancer.
AID1127666Selectivity ratio of Ki for sigma-1 opioid receptor (unknown origin) to Ki for sigma-2 opioid receptor (unknown origin)2013Journal of medicinal chemistry, Sep-26, Volume: 56, Issue:18
ISSN: 1520-4804		The σ2 receptor: a novel protein for the imaging and treatment of cancer.

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (15.38)18.2507
2000's5 (38.46)29.6817
2010's4 (30.77)24.3611
2020's2 (15.38)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (7.14%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (92.86%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
dihydro-3-coumaric acid
0
monocarboxylic acidEscherichia coli metabolite;
human xenobiotic metabolite		00low000000
3-phenylpropionic acid
0
benzenes;
monocarboxylic acid		antifungal agent;
human metabolite;
plant metabolite		00low000000
2-(3-pyridine)acetic acid
0
monocarboxylic acid;
pyridines		human xenobiotic metabolite00low000000
gamma-aminobutyric acid
0
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule		00low000000
4-hydroxyphenylacetic acid
0
monocarboxylic acid;
phenols		fungal metabolite;
human metabolite;
mouse metabolite;
plant metabolite		00low000000
acetic acid
0
monocarboxylic acidantimicrobial food preservative;
Daphnia magna metabolite;
food acidity regulator;
protic solvent		00low000000
formic acid
0
monocarboxylic acidantibacterial agent;
astringent;
metabolite;
protic solvent;
solvent		00low000000
aminooxyacetic acid
0
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		00low000000
4-oxo-4-(3-pyridyl)butanoic acid
0
aromatic ketone;
monocarboxylic acid;
pyridines		00low000000
gamma-guanidinobutyric acid
0
guanidines;
monocarboxylic acid;
zwitterion		fungal metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		00low000000
1-aminocyclopropane-1-carboxylic acid
0
amino acid zwitterion;
monocarboxylic acid;
non-proteinogenic alpha-amino acid		ethylene releasers;
plant metabolite		00low000000
phosphonoacetic acid
0
monocarboxylic acid;
phosphonic acids		antiviral agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor		00low000000
5,6-dihydroorotate
0
monocarboxylic acid;
N-acylurea;
pyrimidinemonocarboxylic acid;
secondary amide		00low000000
hydantoin-5-propionic acid
0
imidazolidine-2,4-dione;
monocarboxylic acid		metabolite;
mouse metabolite		00low000000
indoleacetic acid
0
indole-3-acetic acids;
monocarboxylic acid		auxin;
human metabolite;
mouse metabolite;
plant hormone;
plant metabolite		00low000000
melilotic acid
0
monocarboxylic acid;
phenols		bacterial xenobiotic metabolite;
fungal xenobiotic metabolite;
human xenobiotic metabolite;
plant metabolite		00low000000
phenylacetic acid
0
benzenes;
monocarboxylic acid;
phenylacetic acids		allergen;
Aspergillus metabolite;
auxin;
EC 6.4.1.1 (pyruvate carboxylase) inhibitor;
Escherichia coli metabolite;
human metabolite;
plant growth retardant;
plant metabolite;
Saccharomyces cerevisiae metabolite;
toxin		00low000000
phosphoenolpyruvate
0
carboxyalkyl phosphate;
monocarboxylic acid		fundamental metabolite00low000000
4-(2,4-dichlorophenoxy)butyric acid
0
aromatic ether;
monocarboxylic acid;
organochlorine compound		agrochemical;
phenoxy herbicide;
synthetic auxin		00low000000
homovanillic acid
0
guaiacols;
monocarboxylic acid		human metabolite;
mouse metabolite		00low000000
acemetacin
0
carboxylic ester;
indol-3-yl carboxylic acid;
monocarboxylic acid;
monochlorobenzenes;
N-acylindole		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
prodrug		00low000000
alminoprofen
0
amino acid;
monocarboxylic acid;
secondary amino compound;
substituted aniline		antipyretic;
antirheumatic drug;
cyclooxygenase 2 inhibitor;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
EC 3.1.1.4 (phospholipase A2) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
alpha-methyl-m-tyrosine
0
monocarboxylic acid00low000000
amlexanox
0
monocarboxylic acid;
pyridochromene		anti-allergic agent;
anti-ulcer drug;
non-steroidal anti-inflammatory drug		00low000000
aristolochic acid i
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
mutagen;
nephrotoxin;
toxin		00low000000
baclofen
0
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid;
monochlorobenzenes;
primary amino compound		central nervous system depressant;
GABA agonist;
muscle relaxant		00low000000
bendazac
0
indazoles;
monocarboxylic acid		non-steroidal anti-inflammatory drug;
radical scavenger		00low000000
metrizoate
0
monocarboxylic acidradioopaque medium00low000000
carbidopa
0
benzenes;
monocarboxylic acid		00low000000
cetirizine
0
ether;
monocarboxylic acid;
monochlorobenzenes;
piperazines		anti-allergic agent;
environmental contaminant;
H1-receptor antagonist;
xenobiotic		00low000000
cetraxate
0
benzenes;
monocarboxylic acid		00low000000
chlorambucil
0
aromatic amine;
monocarboxylic acid;
nitrogen mustard;
organochlorine compound;
tertiary amino compound		alkylating agent;
antineoplastic agent;
carcinogenic agent;
drug allergen;
immunosuppressive agent		00low000000
chrysanthemic acid
0
cyclopropanes;
monocarboxylic acid		plant metabolite00low000000
ciprofibrate
0
cyclopropanes;
monocarboxylic acid;
organochlorine compound		antilipemic drug00low000000
clofibric acid
0
aromatic ether;
monocarboxylic acid;
monochlorobenzenes		anticholesteremic drug;
antilipemic drug;
antineoplastic agent;
herbicide;
marine xenobiotic metabolite;
PPARalpha agonist		00low000000
diclofenac
0
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		00low000000
enoxacin
0
1,8-naphthyridine derivative;
amino acid;
fluoroquinolone antibiotic;
monocarboxylic acid;
N-arylpiperazine;
quinolone antibiotic		antibacterial drug;
DNA synthesis inhibitor		00low000000
ethacrynic acid
0
aromatic ether;
aromatic ketone;
dichlorobenzene;
monocarboxylic acid		EC 2.5.1.18 (glutathione transferase) inhibitor;
ion transport inhibitor;
loop diuretic		00low000000
etodolac
0
monocarboxylic acid;
organic heterotricyclic compound		antipyretic;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
4-biphenylylacetic acid
0
biphenyls;
monocarboxylic acid		non-steroidal anti-inflammatory drug00low000000
fenoprofen
0
monocarboxylic acidantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
fleroxacin
0
difluorobenzene;
fluoroquinolone antibiotic;
monocarboxylic acid;
N-alkylpiperazine;
quinolines		antibacterial drug;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
topoisomerase IV inhibitor		00low000000
flurbiprofen
0
fluorobiphenyl;
monocarboxylic acid		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
ibuprofen
0
monocarboxylic acidantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
environmental contaminant;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
radical scavenger;
xenobiotic		00low000000
ici 204448
0
monocarboxylic acid00low000000
indoprofen
0
gamma-lactam;
isoindoles;
monocarboxylic acid		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
iopanoic acid
0
monocarboxylic acid00low000000
ketorolac
0
amino acid;
aromatic ketone;
monocarboxylic acid;
pyrrolizines;
racemate		analgesic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		00low000000
loxoprofen
0
cyclopentanones;
monocarboxylic acid		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
prodrug		00low000000
meclofenoxate
0
monocarboxylic acid00low000000
sarkolysin
0
monocarboxylic acid00low000000
mesalamine
0
amino acid;
aromatic amine;
monocarboxylic acid;
monohydroxybenzoic acid;
phenols		non-steroidal anti-inflammatory drug00low000000
3-Hydroxy-alpha-methyl-DL-tyrosine
0
benzenes;
monocarboxylic acid		00low000000
nalidixic acid
0
1,8-naphthyridine derivative;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
DNA synthesis inhibitor		00low000000
oxonic acid
0
1,3,5-triazines;
monocarboxylic acid		00low000000
oxaprozin
0
1,3-oxazoles;
monocarboxylic acid		analgesic;
non-steroidal anti-inflammatory drug		00low000000
oxyphencyclimine
0
monocarboxylic acid00low000000
4-phenylbutyric acid
0
monocarboxylic acidantineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor;
prodrug		00low000000
pipemidic acid
0
amino acid;
monocarboxylic acid;
N-arylpiperazine;
pyridopyrimidine;
quinolone antibiotic		antibacterial drug;
DNA synthesis inhibitor		00low000000
piromidic acid
0
monocarboxylic acid;
pyridopyrimidine;
pyrrolidines;
quinolone antibiotic;
tertiary amino compound		antibacterial drug;
DNA synthesis inhibitor		00low000000
SU5402
0
monocarboxylic acid;
oxindoles;
pyrroles		fibroblast growth factor receptor antagonist00low000000
suprofen
0
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		00low000000
suxibuzone
0
hemisuccinate;
monocarboxylic acid;
pyrazolidines		antirheumatic drug;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug;
prodrug		00low000000
tiaprofenic acid
0
aromatic ketone;
monocarboxylic acid;
thiophenes		drug allergen;
non-steroidal anti-inflammatory drug		00low000000
tolmetin
0
aromatic ketone;
monocarboxylic acid;
pyrroles		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-steroidal anti-inflammatory drug		00low000000
tosufloxacin
0
1,8-naphthyridine derivative;
amino acid;
aminopyrrolidine;
monocarboxylic acid;
organofluorine compound;
primary amino compound;
quinolone antibiotic;
tertiary amino compound		00low000000
tyropanoate
0
benzenes;
monocarboxylic acid		00low000000
zomepirac
0
aromatic ketone;
monocarboxylic acid;
monochlorobenzenes;
pyrroles		cardiovascular drug;
non-steroidal anti-inflammatory drug		00low000000
trichloroacetic acid
0
monocarboxylic acid;
organochlorine compound		carcinogenic agent;
metabolite;
mouse metabolite		00low000000
dichloroacetic acid
0
monocarboxylic acid;
organochlorine compound		astringent;
marine metabolite		00low000000
bis(p-chlorophenyl)acetic acid
0
monocarboxylic acid;
monochlorobenzenes		00low000000
2-phenylbutyric acid
0
benzenes;
monocarboxylic acid		human xenobiotic metabolite00low000000
mecoprop
0
aromatic ether;
monocarboxylic acid;
monochlorobenzenes		00low000000
fenoprop
0
monocarboxylic acidphenoxy herbicide00low000000
piperonylic acid
0
aromatic carboxylic acid;
benzodioxoles;
monocarboxylic acid		antifungal agent;
EC 1.14.14.91 ( trans-cinnamate 4-monooxygenase) inhibitor;
plant metabolite;
vulnerary		00low000000
2-methyl-4-chlorophenoxy gamma-butyric acid
0
aromatic ether;
monocarboxylic acid;
monochlorobenzenes		environmental contaminant;
phenoxy herbicide;
xenobiotic		00low000000
iophenoxic acid
0
benzenes;
monocarboxylic acid		00low000000
2-methylvaleric acid
0
branched-chain saturated fatty acid;
methyl-branched fatty acid;
monocarboxylic acid;
short-chain fatty acid		flavouring agent;
fragrance;
plant metabolite		00low000000
cyclohexanecarboxylic acid
0
monocarboxylic acid00low000000
diphenylacetic acid
0
monocarboxylic acidxenobiotic metabolite00low000000
dichlorprop
0
aromatic ether;
dichlorobenzene;
monocarboxylic acid		00low000000
amprotropine
0
monocarboxylic acid00low000000
cyanoacetic acid
0
monocarboxylic acid00low000000
difluoroacetic acid
0
monocarboxylic acid;
organofluorine compound		00low000000
5-methylpyrazole-3-carboxylic acid
0
monocarboxylic acid;
pyrazoles		metabolite00low000000
hydantoic acid
0
monocarboxylic acid;
N-acylglycine;
ureas		rat metabolite;
xenobiotic metabolite		00low000000
abietic acid
0
abietane diterpenoid;
monocarboxylic acid		plant metabolite00low000000
3,5-dibromotyrosine
0
monocarboxylic acid00low000000
3-aminobutyric acid
0
amino acid zwitterion;
beta-amino acid;
monocarboxylic acid		metabolite00low000000
4-carboxybenzaladehyde
0
benzaldehydes;
benzoic acids;
monocarboxylic acid		plant metabolite00low000000
3-hydroxybenzeneacetic acid
0
monocarboxylic acid;
phenols		human xenobiotic metabolite00low000000
methoxyacetic acid
0
ether;
monocarboxylic acid		antineoplastic agent;
apoptosis inducer;
human xenobiotic metabolite;
mutagen		00low000000
dibromoacetic acid
0
2-bromocarboxylic acid;
monocarboxylic acid		apoptosis inducer;
geroprotector;
marine metabolite		00low000000
hadacidin
0
aldehyde;
monocarboxylic acid;
N-hydroxy-alpha-amino-acid		antimicrobial agent;
antineoplastic agent;
Penicillium metabolite;
teratogenic agent		00low000000
3-hydroxypicolinic acid
0
monocarboxylic acid;
monohydroxypyridine		MALDI matrix material00low000000
dihydroferulic acid
0
guaiacols;
monocarboxylic acid;
phenylpropanoid		antioxidant;
human xenobiotic metabolite;
mouse metabolite;
plant metabolite		00low000000
ibufenac
0
monocarboxylic acidEC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
hepatotoxic agent;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
cyclopropanecarboxylic acid
0
cyclopropanes;
monocarboxylic acid		00low000000
(4-tert-Butyl-phenoxy)-acetic acid
0
monocarboxylic acid00low000000
3-methoxyphenylacetic acid
0
monocarboxylic acid00low000000
4-chlorophenylacetic acid
0
monocarboxylic acid;
monochlorobenzenes		xenobiotic metabolite00low000000
4-hydroxyphenoxyacetic acid
0
monocarboxylic acid00low000000
5-phenylvaleric acid
0
benzenes;
monocarboxylic acid		00low000000
2-(4-chlorophenoxy)propionic acid
0
monocarboxylic acidphenoxy herbicide00low000000
bumadizone
0
carbohydrazide;
monocarboxylic acid		antipyretic;
non-steroidal anti-inflammatory drug		00low000000
phenoxyacetic acid
0
aromatic ether;
monocarboxylic acid		allergen;
Aspergillus metabolite;
human xenobiotic metabolite;
plant growth retardant		00low000000
nafenopin
0
aromatic ether;
monocarboxylic acid		00low000000
3-phenylbutyric acid
0
benzenes;
monocarboxylic acid		antibacterial agent;
bacterial xenobiotic metabolite		00low000000
ochratoxin b
0
isochromanes;
monocarboxylic acid;
N-acyl-L-phenylalanine;
phenylalanine derivative		Aspergillus metabolite;
calcium channel blocker;
mycotoxin;
Penicillium metabolite		00low000000
cyclohexaneacetic acid
0
monocarboxylic acid00low000000
glucoheptonate
0
carbohydrate acid;
monocarboxylic acid		metabolite00low000000
alclofenac
0
aromatic ether;
monocarboxylic acid;
monochlorobenzenes		drug allergen;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
6-methoxy-2-naphthylacetic acid
0
methoxynaphthalene;
monocarboxylic acid		drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
xenobiotic metabolite		00low000000
7-aminodesacetoxycephalosporanic acid
0
cephalosporin;
monocarboxylic acid		00low000000
carbidopa
0
catechols;
hydrazines;
monocarboxylic acid		antiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		00low000000
butyl(3-carboxypropyl)nitrosamine
0
monocarboxylic acid;
nitrosamine		carcinogenic agent00low000000
carbidopa
0
catechols;
hydrate;
hydrazines;
monocarboxylic acid		antidyskinesia agent;
antiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		00low000000
ticrynafen
0
aromatic ether;
aromatic ketone;
dichlorobenzene;
monocarboxylic acid;
thiophenes		antihypertensive agent;
hepatotoxic agent;
loop diuretic		00low000000
2-(4-(2,4-dichlorophenoxy)phenoxy)propionic acid
0
aromatic ether;
dichlorobenzene;
diether;
monocarboxylic acid		00low000000
bezafibrate
0
aromatic ether;
monocarboxylic acid amide;
monocarboxylic acid;
monochlorobenzenes		antilipemic drug;
environmental contaminant;
geroprotector;
xenobiotic		00low000000
lonidamine
0
dichlorobenzene;
indazoles;
monocarboxylic acid		antineoplastic agent;
antispermatogenic agent;
EC 2.7.1.1 (hexokinase) inhibitor;
geroprotector		00low000000
benoxaprofen
0
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		00low000000
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
0
chromanol;
monocarboxylic acid;
phenols		antioxidant;
ferroptosis inhibitor;
neuroprotective agent;
radical scavenger;
Wnt signalling inhibitor		00low000000
triclopyr
0
aromatic ether;
chloropyridine;
monocarboxylic acid		agrochemical;
environmental contaminant;
herbicide;
xenobiotic		00low000000
acifluorfen
0
aromatic ether;
benzoic acids;
C-nitro compound;
monocarboxylic acid;
organochlorine compound;
organofluorine compound		agrochemical;
EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor;
herbicide		00low000000
4,5-amino-3,5-dichloro-6-fluoro-2-pyridinyloxyacetic acid
0
aminopyridine;
aromatic ether;
monocarboxylic acid;
organochlorine compound;
organofluorine compound		environmental contaminant;
herbicide;
xenobiotic		00low000000
haloxyfop
0
aromatic ether;
monocarboxylic acid;
organochlorine compound;
organofluorine compound;
pyridines		00low000000
pefloxacin
0
fluoroquinolone antibiotic;
monocarboxylic acid;
N-alkylpiperazine;
N-arylpiperazine;
quinolone antibiotic;
quinolone		antibacterial drug;
antiinfective agent;
DNA synthesis inhibitor		00low000000
imazaquin
0
imidazolone;
monocarboxylic acid;
quinolinemonocarboxylic acid		00low000000
difloxacin
0
fluoroquinolone antibiotic;
monocarboxylic acid;
monofluorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
quinolone antibiotic;
quinolone		antibacterial drug;
Mycoplasma genitalium metabolite		00low000000
brequinar
0
biphenyls;
monocarboxylic acid;
monofluorobenzenes;
quinolinemonocarboxylic acid		anticoronaviral agent;
antimetabolite;
antineoplastic agent;
antiviral agent;
EC 1.3.5.2 [dihydroorotate dehydrogenase (quinone)] inhibitor;
immunosuppressive agent;
pyrimidine synthesis inhibitor		00low000000
temafloxacin
0
amino acid;
monocarboxylic acid;
N-arylpiperazine;
organofluorine compound;
quinolone antibiotic;
quinolone;
secondary amino compound;
tertiary amino compound		00low000000
adapalene
0
adamantanes;
monocarboxylic acid;
naphthoic acid		dermatologic drug;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor;
non-steroidal anti-inflammatory drug		00low000000
valsartan
0
biphenylyltetrazole;
monocarboxylic acid amide;
monocarboxylic acid		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		00low000000
fenofibric acid
0
aromatic ketone;
chlorobenzophenone;
monocarboxylic acid		drug metabolite;
marine xenobiotic metabolite		00low000000
salvin
0
abietane diterpenoid;
carbotricyclic compound;
catechols;
monocarboxylic acid		angiogenesis modulating agent;
anti-inflammatory agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
food preservative;
HIV protease inhibitor;
plant metabolite		00low000000
tetraiodothyroacetic acid
0
2-halophenol;
aromatic ether;
iodophenol;
monocarboxylic acid		apoptosis inducer;
human metabolite;
thyroid hormone		00low000000
etofibrate
0
monocarboxylic acid00low000000
fradafiban
0
carboxamidine;
monocarboxylic acid;
pyrrolidin-2-ones		platelet glycoprotein-IIb/IIIa receptor antagonist00low000000
phenylacetylglycine
0
monocarboxylic acid amide;
monocarboxylic acid;
N-acylglycine		human metabolite;
mouse metabolite		00low000000
lonazolac
0
monocarboxylic acid;
monochlorobenzenes;
pyrazoles		antineoplastic agent;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
miroprofen
0
imidazopyridine;
monocarboxylic acid		antipyretic;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
platelet aggregation inhibitor		00low000000
flunoxaprofen
0
1,3-benzoxazoles;
monocarboxylic acid;
organofluorine compound		antirheumatic drug;
hepatotoxic agent;
non-steroidal anti-inflammatory drug;
protein kinase C agonist		00low000000
tianeptine
0
dibenzothiazepine;
monocarboxylic acid;
organochlorine compound		00low000000
binifibrate
0
monocarboxylic acid00low000000
5-imidazolepropionic acid
0
imidazoles;
monocarboxylic acid		00low000000
aceclofenac
0
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		00low000000
gr 117289
0
1-benzofurans;
biaryl;
imidazolyl carboxylic acid;
monocarboxylic acid;
organobromine compound;
organochlorine compound;
tetrazoles		angiotensin receptor antagonist;
antihypertensive agent		00low000000
alborixin
0
cyclic hemiketal;
monocarboxylic acid;
oxolanes;
polyether antibiotic		ionophore00low000000
madecassic acid
0
monocarboxylic acid;
pentacyclic triterpenoid;
tetrol		antioxidant;
plant metabolite		00low000000
monotropein
0
beta-D-glucoside;
cyclopentapyran;
iridoid monoterpenoid;
monocarboxylic acid;
monosaccharide derivative		anti-inflammatory agent;
metabolite		00low000000
3-(3,4-dimethoxyphenyl)propanoic acid
0
dimethoxybenzene;
monocarboxylic acid		00low000000
n-methylhippuric acid
0
monocarboxylic acid;
N-acylglycine		EC 1.1.1.21 (aldehyde reductase) inhibitor00low000000
methylimidazoleacetic acid
0
imidazoles;
monocarboxylic acid		GABA agonist;
metabolite		00low000000
6-carboxyfluorescein
0
monocarboxylic acid00low000000
4-(2-thienyl)butyric acid
0
monocarboxylic acid;
thiophenes		hapten00low000000
3-(trimethylsilyl)propionic acid
0
monocarboxylic acid;
organosilicon compound		NMR chemical shift reference compound00low000000
3-(4'-hydroxyl-3',5'-dimethoxyphenyl)propionic acid
0
benzenes;
monocarboxylic acid		00low000000
ritalinic acid
0
monocarboxylic acid;
piperidines		drug metabolite;
marine xenobiotic metabolite		00low000000
indole-1-acetic acid
0
indolyl carboxylic acid;
monocarboxylic acid		00low000000
(1-hydroxycyclopentyl)phenylacetic acid
0
monocarboxylic acid;
tertiary alcohol		00low000000
fluazifop
0
aromatic ether;
monocarboxylic acid;
organofluorine compound;
pyridines		00low000000
quinclorac
0
monocarboxylic acid;
organochlorine compound;
quinolinemonocarboxylic acid		agrochemical;
herbicide;
synthetic auxin		00low000000
gypsogenin
0
aldehyde;
monocarboxylic acid;
pentacyclic triterpenoid;
sapogenin		00low000000
beta-hydroxyphenylpropionic acid
0
3-hydroxy carboxylic acid;
monocarboxylic acid		00low000000
salicylamide-2-acetic acid
0
monocarboxylic acid00low000000
dehydroabietic acid
0
abietane diterpenoid;
carbotricyclic compound;
monocarboxylic acid		allergen;
metabolite		00low000000
2,6-dichloroisonicotinic acid
0
monocarboxylic acid;
organochlorine compound;
pyridines		EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor00low000000
1-phenazinecarboxylic acid
0
aromatic carboxylic acid;
monocarboxylic acid;
phenazines		antifungal agent;
antimicrobial agent;
bacterial metabolite		00low000000
imidazoleacetic acid
0
imidazoles;
monocarboxylic acid		metabolite;
mouse metabolite		00low000000
2'-(2-hydroxyphenyl)-2'-thiazoline-4'-carboxylic acid
0
imidothioate;
monocarboxylic acid		00low000000
alpha-methylphenylalanine
0
benzenes;
monocarboxylic acid		00low000000
aristolochic acid ii
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
mutagen;
nephrotoxin;
toxin		00low000000
4'-hydroxydiclofenac
0
dichlorobenzene;
monocarboxylic acid;
phenols;
secondary amino compound		allergen;
drug metabolite		00low000000
asiatic acid
0
monocarboxylic acid;
pentacyclic triterpenoid;
triol		angiogenesis modulating agent;
metabolite		00low000000
bw 245c
0
imidazolidine-2,4-dione;
monocarboxylic acid;
secondary alcohol		00low000000
piscidic acid
0
benzenes;
monocarboxylic acid		00low000000
mitiglinide
0
benzenes;
monocarboxylic acid		00low000000
celastrol
0
monocarboxylic acid;
pentacyclic triterpenoid		anti-inflammatory drug;
antineoplastic agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Hsp90 inhibitor;
metabolite		00low000000
4-carboxyfluorescein
0
monocarboxylic acidfluorochrome00low000000
vadimezan
0
monocarboxylic acid;
xanthones		antineoplastic agent00low000000
ectoine
0
1,4,5,6-tetrahydropyrimidines;
carboxamidine;
monocarboxylic acid;
zwitterion		osmolyte00low000000
chrysobactin
0
catechols;
dipeptide;
monocarboxylic acid;
primary alcohol;
primary amino compound		bacterial metabolite;
siderophore		00low000000
cd 437
0
adamantanes;
monocarboxylic acid;
naphthoic acid;
phenols		apoptosis inducer;
retinoic acid receptor gamma agonist		00low000000
agn 190299
0
monocarboxylic acid;
pyridines;
retinoid;
thiochromane		keratolytic drug;
teratogenic agent		00low000000
3-bromotyrosine
0
monocarboxylic acid00low000000
cox 189
0
amino acid;
monocarboxylic acid;
organochlorine compound;
organofluorine compound;
secondary amino compound		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		00low000000
varespladib
0
aromatic ether;
benzenes;
dicarboxylic acid monoamide;
indoles;
monocarboxylic acid;
primary carboxamide		anti-inflammatory drug;
antidote;
EC 3.1.1.4 (phospholipase A2) inhibitor		00low000000
naproxen
0
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		00low000000
clofibride
0
monocarboxylic acid00low000000
carbazic acid
0
monocarboxylic acid;
one-carbon compound		00low000000
endocrocin
0
monocarboxylic acid;
phenols;
trihydroxyanthraquinone		metabolite00low000000
3,5-diiodothyropropionic acid
0
aromatic ether;
monocarboxylic acid;
organoiodine compound;
phenols		00low000000
aristolochic acid D
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
nephrotoxin;
toxin		00low000000
3,5-dihydroxyphenylpropionic acid
0
benzenes;
monocarboxylic acid		00low000000
acetyl aleuritolic acid
0
acetate ester;
monocarboxylic acid;
pentacyclic triterpenoid		antineoplastic agent;
plant metabolite		00low000000
fukiic acid
0
benzenes;
monocarboxylic acid		00low000000
delta-1-piperidine-6-carboxylic acid
0
monocarboxylic acid;
tetrahydropyridine		mammalian metabolite00low000000
aristolochic acid c
0
aristolochic acids;
aromatic ether;
C-nitro compound;
cyclic acetal;
monocarboxylic acid;
organic heterotetracyclic compound		carcinogenic agent;
metabolite;
mutagen;
nephrotoxin;
toxin		00low000000
3-hydroxy-5-cholestenoic acid
0
3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
cholestanoid;
monocarboxylic acid;
steroid acid		bacterial metabolite00low000000
enrasentan
0
aromatic ether;
benzodioxoles;
indanes;
monocarboxylic acid;
monomethoxybenzene;
primary alcohol		antihypertensive agent;
endothelin receptor antagonist		00low000000
quizalofop
0
aromatic ether;
monocarboxylic acid;
organochlorine compound;
quinoxaline derivative		00low000000
9-mercaptodethiobiotin
0
imidazolidinone;
monocarboxylic acid;
thiol;
ureas		Escherichia coli metabolite00low000000
proclavaminic acid
0
amino acid zwitterion;
azetidines;
monocarboxylic acid		00low000000
orantinib
0
monocarboxylic acid;
oxindoles;
pyrroles		antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
vascular endothelial growth factor receptor antagonist		00low000000
deferasirox
0
benzoic acids;
monocarboxylic acid;
phenols;
triazoles		iron chelator00low000000
sandaracopimaric acid
0
monocarboxylic acid;
pimarane diterpenoid;
tricyclic diterpenoid		plant metabolite00low000000
7-methoxycoumarin-4-acetic acid
0
monocarboxylic acidfluorochrome00low000000
monensin
0
cyclic hemiketal;
monocarboxylic acid;
polyether antibiotic;
spiroketal		antifungal agent;
coccidiostat;
ionophore		00low000000
isopimaric acid
0
carbotricyclic compound;
diterpenoid;
monocarboxylic acid		00low000000
nanaomycin a
0
benzoisochromanequinone;
monocarboxylic acid;
organooxygen heterocyclic antibiotic;
p-quinones		bacterial metabolite00low000000
theogallin
0
gallate ester;
monocarboxylic acid;
tertiary alcohol		00low000000
bispyribac
0
aromatic ether;
benzoic acids;
monocarboxylic acid;
pyrimidines		herbicide00low000000
pyochelin
0
monocarboxylic acid;
phenols;
thiazolidines		metabolite;
siderophore		00low000000
yersiniabactin
0
monocarboxylic acid;
phenols;
secondary alcohol;
thiazolidines		bacterial metabolite;
siderophore		00low000000
mycophenolic acid
0
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		00low000000
mupirocin
0
alpha,beta-unsaturated carboxylic ester;
epoxide;
monocarboxylic acid;
oxanes;
secondary alcohol;
triol		antibacterial drug;
bacterial metabolite;
protein synthesis inhibitor		00low000000
gw 409544
0
monocarboxylic acid00low000000
steviol
0
bridged compound;
ent-kaurane diterpenoid;
monocarboxylic acid;
tertiary allylic alcohol;
tetracyclic diterpenoid		antineoplastic agent00low000000
bevirimat
0
dicarboxylic acid monoester;
monocarboxylic acid;
pentacyclic triterpenoid		HIV-1 maturation inhibitor;
metabolite		00low000000
bromochloroacetic acid
0
2-bromocarboxylic acid;
monocarboxylic acid;
organochlorine compound		00low000000
neurosporaxanthin
0
apo carotenoid C35 terpenoid;
monocarboxylic acid		00low000000
canrenoic acid
0
3-oxo-Delta(4) steroid;
monocarboxylic acid;
steroid acid		00low000000
dexketoprofen
0
benzophenones;
monocarboxylic acid		cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
2-(4-ethylphenoxy)acetic acid (4-nitrophenyl) ester
0
monocarboxylic acid00low000000
2-[4-(pyridin-4-ylmethylsulfamoyl)phenoxy]acetic acid methyl ester
0
monocarboxylic acid00low000000
2-[2-bromo-4-(hydroxymethyl)-6-methoxyphenoxy]acetic acid
0
monocarboxylic acid00low000000
sulindac
0
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		00low000000
epalrestat
0
monocarboxylic acid;
thiazolidines		EC 1.1.1.21 (aldehyde reductase) inhibitor00low000000
2-(4-bromophenoxy)acetic acid (5-phenyl-1,3,4-oxadiazol-2-yl)methyl ester
0
monocarboxylic acid00low000000
2-(2-cyanophenoxy)acetic acid [2-(2,5-dimethyl-1-prop-2-enyl-3-pyrrolyl)-2-oxoethyl] ester
0
monocarboxylic acid00low000000
2-(4-formylphenoxy)acetic acid [2-(4-methylanilino)-4-thiazolyl]methyl ester
0
monocarboxylic acid00low000000
2-[4-[2-(1-cyclohexenyl)ethylsulfamoyl]-2-methylphenoxy]acetic acid methyl ester
0
monocarboxylic acid00low000000
5-[4-(2-furylcarbonyl)piperazino]-5-oxo-3-phenylpentanoic acid
0
benzenes;
monocarboxylic acid		00low000000
olivetolic acid
0
benzoic acids;
monocarboxylic acid;
polyketide;
resorcinols		metabolite00low000000
2-[2-chloro-6-ethoxy-4-[(3-methyl-5-oxo-1-phenyl-4-pyrazolylidene)methyl]phenoxy]acetic acid methyl ester
0
monocarboxylic acid00low000000
helvolic acid
0
3-oxo-Delta(1) steroid;
acetate ester;
monocarboxylic acid;
steroid acid		antibacterial agent;
fungal metabolite;
mycotoxin		00low000000
6-oxopiperidine-2-carboxylate
0
delta-lactam;
monocarboxylic acid		bacterial metabolite00low000000
3-sulfinopropionic acid
0
monocarboxylic acid;
organosulfinic acid		00low000000
amibegron
0
monocarboxylic acid00low000000
ifetroban
0
benzenes;
monocarboxylic acid		00low000000
chuangxinmycin
0
indole alkaloid;
monocarboxylic acid;
thiinoindole		antibacterial agent;
antimicrobial agent;
bacterial metabolite;
EC 6.1.1.2 (tryptophan--tRNA ligase) inhibitor		00low000000
5-hydroxydiclofenac
0
dichlorobenzene;
monocarboxylic acid;
phenols;
secondary amino compound		allergen;
drug metabolite		00low000000
2-oxindole-3-acetic acid
0
indole-3-acetic acids;
monocarboxylic acid;
oxindoles		plant metabolite00low000000
2-(4-(2-carboxyethyl)phenethylamino)-5'-n-ethylcarboxamidoadenosine
0
adenosines;
dicarboxylic acid monoamide;
monocarboxylic acid		adenosine A2A receptor agonist;
anti-inflammatory agent		00low000000
3-phenyl-3-(1-tetrazolyl)propanoic acid
0
benzenes;
monocarboxylic acid		00low000000
gw 7647
0
aryl sulfide;
monocarboxylic acid;
ureas		PPARalpha agonist00low000000
l 663536
0
aryl sulfide;
indoles;
monocarboxylic acid;
monochlorobenzenes		antineoplastic agent;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
leukotriene antagonist		00low000000
clopidogrel carboxylic acid
0
monocarboxylic acid;
monochlorobenzenes;
tertiary amino compound;
thienopyridine		drug metabolite;
marine xenobiotic metabolite		00low000000
4-methylene-2-octyl-5-oxo-3-oxolanecarboxylic acid
0
gamma-lactone;
monocarboxylic acid;
tetrahydrofuranone		00low000000
2-[4-(2,5-diphenyl-3,4-dihydropyrazol-3-yl)-2-methoxyphenoxy]acetic acid
0
monocarboxylic acid00low000000
2-[4-chloro-2-[3-(4-methoxyphenyl)-4-oxo-1,2-dihydroquinazolin-2-yl]phenoxy]acetic acid methyl ester
0
monocarboxylic acid00low000000
dinoprost
0
monocarboxylic acid;
prostaglandins Falpha		human metabolite;
mouse metabolite		00low000000
montelukast
0
aliphatic sulfide;
monocarboxylic acid;
quinolines		anti-arrhythmia drug;
anti-asthmatic drug;
leukotriene antagonist		00low000000
sofalcone
0
aromatic ether;
chalcones;
monocarboxylic acid		anti-ulcer drug;
antibacterial agent;
gastrointestinal drug;
plant metabolite		00low000000
16,16-dimethylprostaglandin e2
0
cyclopentanones;
monocarboxylic acid;
prostanoid;
secondary allylic alcohol		anti-ulcer drug;
gastrointestinal drug;
radiation protective agent		00low000000
iloprost
0
carbobicyclic compound;
monocarboxylic acid;
secondary alcohol		platelet aggregation inhibitor;
vasodilator agent		00low000000
rosmarinic acid
0
carboxylic ester;
monocarboxylic acid;
phenylpropanoid;
polyphenol		antioxidant;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug;
plant metabolite;
serine proteinase inhibitor		00low000000
13,14-dihydroretinoic acid
0
monocarboxylic acid;
retinoid		00low000000
sulindac sulfide
0
aryl sulfide;
monocarboxylic acid;
organofluorine compound		antineoplastic agent;
apoptosis inducer;
non-steroidal anti-inflammatory drug		00low000000
lasalocid
0
beta-hydroxy ketone;
monocarboxylic acid;
monohydroxybenzoic acid;
oxanes;
oxolanes;
polyether antibiotic;
secondary alcohol;
tertiary alcohol		bacterial metabolite;
coccidiostat;
ionophore		00low000000
sulindac sulfone
0
monocarboxylic acid;
organofluorine compound;
sulfone		apoptosis inducer;
cyclooxygenase 2 inhibitor;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor		00low000000
clodinafop
0
aromatic ether;
monocarboxylic acid;
organochlorine compound;
organofluorine compound;
pyridines		EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor;
phenoxy herbicide		00low000000
robenacoxib
0
aromatic amino acid;
monocarboxylic acid;
organofluorine compound;
phenylacetic acids;
secondary amino compound		cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		00low000000
sdz eaa 494
0
monocarboxylic acid;
olefinic compound;
phosphonic acids;
piperazinecarboxylic acid;
tertiary amino compound		anticonvulsant;
neuroprotective agent;
NMDA receptor antagonist		00low000000
valerenic acid
0
carbobicyclic compound;
monocarboxylic acid;
sesquiterpenoid		GABA modulator;
plant metabolite;
sedative;
volatile oil component		00low000000
ici 215001
0
monocarboxylic acid00low000000
beraprost
0
enyne;
monocarboxylic acid;
organic heterotricyclic compound;
secondary alcohol;
secondary allylic alcohol		anti-inflammatory agent;
antihypertensive agent;
platelet aggregation inhibitor;
prostaglandin receptor agonist;
vasodilator agent		00low000000
gemifloxacin
0
1,8-naphthyridine derivative;
fluoroquinolone antibiotic;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
topoisomerase IV inhibitor		00low000000
gw 501516
0
1,3-thiazoles;
aromatic ether;
aryl sulfide;
monocarboxylic acid;
organofluorine compound		carcinogenic agent;
PPARbeta/delta agonist		00low000000
brl 37344
0
monocarboxylic acid00low000000
cp533536
0
monocarboxylic acid00low000000
mre 269
0
aromatic amine;
ether;
monocarboxylic acid;
pyrazines;
sulfonamide;
tertiary amino compound		drug metabolite;
orphan drug;
platelet aggregation inhibitor;
prostacyclin receptor agonist;
vasodilator agent		00low000000
gw0742
0
monocarboxylic acid00low000000
4alpha-methylergosta-8,24(28)-dien-3,7,11-trione-26-oic acid
0
11-oxo steroid;
3-oxo steroid;
7-oxo steroid;
ergostanoid;
monocarboxylic acid;
steroid acid		anti-inflammatory agent;
antineoplastic agent;
plant metabolite		00low000000
carmine
0
C-glycosyl compound;
monocarboxylic acid;
tetrahydroxyanthraquinone		animal metabolite;
histological dye		00low000000
ki16425
0
carbamate ester;
isoxazoles;
monocarboxylic acid;
monochlorobenzenes;
organic sulfide		00low000000
myrsinoic acid b
0
1-benzofurans;
monocarboxylic acid		anti-inflammatory agent;
EC 4.4.1.11 (methionine gamma-lyase) inhibitor;
metabolite		00low000000
triptohypol C
0
benzenediols;
monocarboxylic acid;
pentacyclic triterpenoid		apoptosis inducer;
plant metabolite		00low000000
artemisic acid
0
carbobicyclic compound;
monocarboxylic acid;
octahydronaphthalenes;
sesquiterpenoid		metabolite00low000000
tafamidis
0
1,3-benzoxazoles;
dichlorobenzene;
monocarboxylic acid		central nervous system drug00low000000
dihydroartemisinic acid
0
carbobicyclic compound;
monocarboxylic acid;
octahydronaphthalenes;
sesquiterpenoid		plant metabolite00low000000
finafloxacin
0
cyclopropanes;
monocarboxylic acid;
nitrile;
organofluorine compound;
quinolone;
secondary amino compound;
tertiary amino compound		antibacterial drug;
antimicrobial agent		00low000000
pyrostatin a
0
1,4,5,6-tetrahydropyrimidines;
carboxamidine;
iminium betaine;
monocarboxylic acid;
secondary alcohol		00low000000
roburic acid
0
monocarboxylic acid;
olefinic compound;
tetracyclic triterpenoid		plant metabolite00low000000
imidazoleacetic acid ribotide
0
imidazoles;
monocarboxylic acid;
N-glycosyl compound;
ribose monophosphate		00low000000
vanchrobactin
0
catechols;
dipeptide;
guanidines;
monocarboxylic acid;
primary alcohol;
triol		bacterial metabolite;
marine metabolite;
siderophore		00low000000
spongia-13(16),14-dien-19-oic acid
0
cyclic ether;
monocarboxylic acid;
tetracyclic diterpenoid		androgen antagonist;
metabolite		00low000000
cathestatin b
0
dicarboxylic acid monoamide;
epoxide;
monocarboxylic acid;
phenols;
primary amino compound		antimicrobial agent;
cysteine protease inhibitor;
Penicillium metabolite		00low000000
borrelidin
0
aliphatic nitrile;
diol;
macrolide;
monocarboxylic acid;
secondary alcohol		antifungal agent;
antimalarial;
antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
bacterial metabolite		00low000000
germacra-1(10),4,11(13)-trien-12-oic acid
0
germacrane sesquiterpenoid;
monocarboxylic acid		00low000000
ascr#5
0
monocarboxylic acid;
omega-hydroxy fatty acid ascaroside		Caenorhabditis elegans metabolite;
pheromone		00low000000
tropodithietic acid
0
cyclic ketone;
monocarboxylic acid;
organic disulfide;
organic heterobicyclic compound;
organosulfur heterocyclic compound		antibacterial agent;
bacterial metabolite;
marine metabolite;
signalling molecule;
toxin		00low000000
fumimycin
0
1-benzofurans;
dicarboxylic acid monoamide;
gamma-lactone;
monocarboxylic acid;
polyphenol		antibacterial agent;
Aspergillus metabolite;
EC 3.5.1.88 (peptide deformylase) inhibitor		00low000000
3alpha,12alpha-dihydroxy-4alpha-methylergosta-8,24(28)-dien-7,11-dione-26-oic acid
0
11-oxo steroid;
12alpha-hydroxy steroid;
3alpha-hydroxy steroid;
7-oxo steroid;
monocarboxylic acid;
secondary alpha-hydroxy ketone;
steroid acid		antineoplastic agent;
metabolite		00low000000
3alpha-hydroxy-4alpha-methylergosta-8,24(28)-dien-7,11-dione-26-oic acid
0
11-oxo steroid;
3alpha-hydroxy steroid;
7-oxo steroid;
monocarboxylic acid;
steroid acid		antineoplastic agent;
cholinergic antagonist;
metabolite;
serotonergic antagonist		00low000000
lesinurad
0
aryl sulfide;
cyclopropanes;
monocarboxylic acid;
naphthalenes;
organobromine compound;
triazoles		uricosuric drug00low000000
saroglitazar
0
aromatic ether;
methyl sulfide;
monocarboxylic acid;
pyrroles		hypoglycemic agent;
PPARalpha agonist;
PPARgamma agonist		00low000000
gsk2879552
0
benzenes;
benzoic acids;
cyclopropanes;
monocarboxylic acid;
piperidines;
secondary amino compound;
tertiary amino compound		antineoplastic agent;
EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitor		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
haloperidol
1
aromatic ketone;
hydroxypiperidine;
monochlorobenzenes;
organofluorine compound;
tertiary alcohol		antidyskinesia agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist		2013201311.0low000010
lu 28-179
1
2013201311.0low000010
PB28
1
aromatic ether;
piperazines;
tetralins		anticoronaviral agent;
antineoplastic agent;
apoptosis inducer;
sigma-2 receptor agonist		2013201311.0low000010
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
ketotifen
1
cyclic ketone;
olefinic compound;
organic heterotricyclic compound;
organosulfur heterocyclic compound;
piperidines;
tertiary amino compound		anti-asthmatic drug;
H1-receptor antagonist		2009200915.0low000100
pyrilamine
1
aromatic ether;
ethylenediamine derivative		H1-receptor antagonist2009200915.0low000100
uridine triphosphate
1
pyrimidine ribonucleoside 5'-triphosphate;
uridine 5'-phosphate		Escherichia coli metabolite;
mouse metabolite		2011201113.0low000010
1,3-ditolylguanidine
1
toluenes2000200024.0low001000
methamphetamine
1
amphetamines;
secondary amine		central nervous system stimulant;
environmental contaminant;
neurotoxin;
psychotropic drug;
xenobiotic		2009200915.0low000100
phenazocine
2
2007200916.0low000200
paroxetine
1
aromatic ether;
benzodioxoles;
organofluorine compound;
piperidines		antidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		2007200717.0low000100
alpha-(4-fluorophenyl)-4-(5-fluoro-2-pyrimidinyl)-1-piperazine butanol
1
N-arylpiperazine2009200915.0low000100
pre 084
1
morpholines2007200717.0low000100
(endo-n-8-methyl-8-azabicyclo(3.2.1)oct-3-yl)-2,3-dihydro-3-ethyl-2-oxo-1h-benzimidazol-1-carboxamide
1
1999199925.0low001000
atropine
2
1997199926.0low002000
bd 1047
3
primary amine2007201115.0medium000210
pentazocine
1
benzazocine2013201311.0low000010
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		2001200720.0low000200
bemesetron
1
1999199925.0low001000
benztropine
1
diarylmethane1999199925.0low001000
fluvoxamine
1
(trifluoromethyl)benzenes;
5-methoxyvalerophenone O-(2-aminoethyl)oxime		antidepressant;
anxiolytic drug;
serotonin uptake inhibitor		2007200717.0low000100
cysteine
1
cysteiniumfundamental metabolite201620168.0low000010
s-nitrosocysteine
1
L-cysteine derivative;
nitrosothio compound		hematologic agent;
platelet aggregation inhibitor;
vasodilator agent		201620168.0low000010
sm 346
2
2011201610.5low000020
quetiapine fumarate
1
fumarate salt2013201311.0low000010
2'-hydroxy-5,9-dimethyl-2-allyl-6,7-benzomorphan
2
2007200916.0low000200
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Absence Seizure0
1
2001200123.0low000100
Anankastic Personality0
1
2007200717.0low000100
Apoplexy0
1
201620168.0low000010
Benign Neoplasms0
1
2013201311.0low000010
Brain Ischemia0
2
2011201610.5low000020
Cerebral Infarction, Middle Cerebral Artery0
1
201620168.0low000010
Cerebral Ischemia0
2
2011201610.5low000020
Cervical Dystonia0
1
2000200024.0low001000
Congenital Zika Syndrome0
1
202020204.0low000010
Disease Models, Animal0
2
2007202010.5low000110
Infarction, Middle Cerebral Artery0
1
201620168.0low000010
Neoplasms0
1
2013201311.0low000010
Obsessive-Compulsive Disorder0
1
2007200717.0low000100
Pregnancy0
1
2011201113.0low000010
Seizures0
1
2001200123.0low000100
Stroke0
1
201620168.0low000010
Torticollis0
1
2000200024.0low001000
Zika Virus Infection0
1
202020204.0low000010