Compounds > bms 204493
Page last updated: 2024-08-02 11:50:59

bms 204493

Description

BMS-493 : A member of the class of dihydronaphthalenes that is 1,2-dihydronaphthalene which is substituted at positions 1, 1, 4, and 6 by methyl, methyl, phenylethynyl, and 2-(p-carboxyphenyl)vinyl groups, respectively (the E isomer). [CHeBI]

Cross-References

ID SourceID
PubMed CID9909190
CHEMBL ID472172
SCHEMBL ID3690042
SCHEMBL ID3690047
CHEBI ID132086
MeSH IDM0537865

Synonyms (30)

Synonym
EQO ,
4-[(e)-2-[5,5-dimethyl-8-(2-phenylethynyl)-6h-naphthalen-2-yl]ethenyl]benzoic acid
4-{(e)-2-[5,5-dimethyl-8-(phenylethynyl)-5,6-dihydronaphthalen-2-yl]ethenyl}benzoic acid
bms 493
CHEBI:132086
bms493
bms-493
gtpl2641
4-[(e)-2-[5,5-dimethyl-8-(2-phenylethynyl)-5,6-dihydronaphthalen-2-yl]ethenyl]benzoic acid
CHEMBL472172 ,
bms-204493
4-[(1e)-2-[5,6-dihydro-5,5-dimethyl-8-(phenylethynyl)-2-naphthalenyl]ethenyl]-benzoic acid
215030-90-3
bdbm50447840
SCHEMBL3690042
SCHEMBL3690047
4-[(1e)-2-[5,6-dihydro-5,5-dimethyl-8-(2-phenylethynyl)-2-naphthalenyl]ethenyl]benzoic acid
AKOS024457650
bms 493, >=98% (hplc)
J-014108
NCGC00387103-01
HY-108529
Q27075350
CS-0029097
MS-26920
4-(2-(5,5-dimethyl-8-(phenylethynyl)-5,6-dihydronaphthalen-2-yl)vinyl)benzoic acid
2329465-40-7
(e)-4-(2-(5,5-dimethyl-8-(phenylethynyl)-5,6-dihydronaphthalen-2-yl)vinyl)benzoic acid
(e)-4-(2-(5,5-dimethyl-8-(phenylethynyl)-5,6-dihydronaphthalen-2-yl)vinyl)benzoicacid
DTXSID801034187

Roles (1)

RoleDescription
retinoic acid receptor antagonistAn antagonist that acts at the retinoic acid receptor.

Drug Classes (4)

ClassDescription
benzoic acidsAny aromatic carboxylic acid that consists of benzene in which at least a single hydrogen has been substituted by a carboxy group.
stilbenoidAny olefinic compound characterised by a 1,2-diphenylethylene backbone.
dihydronaphthalenesAny carbobycyclic compound that is a dihydronaphthalene or a compound obtained from a dihydronaphthalene by formal substitution of one or more hydrogens.
acetylenic compoundAny organic molecule containing a C#C bond.

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
cytochrome P450 family 3 subfamily A polypeptide 4Homo sapiens (human)Potency21.3174AID1645841
GVesicular stomatitis virusPotency18.9991AID1645842
Interferon betaHomo sapiens (human)Potency18.9991AID1645842
HLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)Potency18.9991AID1645842
Inositol hexakisphosphate kinase 1Homo sapiens (human)Potency18.9991AID1645842
cytochrome P450 2C9, partialHomo sapiens (human)Potency18.9991AID1645842

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Retinoic acid receptor alphaHomo sapiens (human)IC500.1140AID1069745

Bioassays (20)

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.
AID1347159Primary screen GU Rhodamine 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.
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.
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.
AID1347160Primary screen NINDS Rhodamine 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.
AID1069744Agonist activity at recombinant GST-tagged RXRalpha LBD (unknown origin) assessed as induction of fluorescein labeled D22 coactivator recruitment after 4 hrs by TR-FRET assay relative to control2014Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4
ISSN: 1464-3391		Inhibition of IκB kinase-β and IκB kinase-α by heterocyclic adamantyl arotinoids.
AID1069747Antagonist activity at Gal4-fused RXRalpha (unknown origin) transfected in HEK293 cells assessed as CD3254-induced transcriptional activity at 4 uM by luciferase/beta-galactosidase reporter gene assay relative to CD3254-treated control2014Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4
ISSN: 1464-3391		Inhibition of IκB kinase-β and IκB kinase-α by heterocyclic adamantyl arotinoids.
AID1069748Antagonist activity at Gal4-fused RARalpha (unknown origin) transfected in HEK293 cells assessed as ATRA-induced transcriptional activity at 4 uM by luciferase/beta-galactosidase reporter gene assay relative to ATRA-treated control2014Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4
ISSN: 1464-3391		Inhibition of IκB kinase-β and IκB kinase-α by heterocyclic adamantyl arotinoids.
AID1069745Inverse agonist activity at RARalpha (unknown origin)2014Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4
ISSN: 1464-3391		Inhibition of IκB kinase-β and IκB kinase-α by heterocyclic adamantyl arotinoids.
AID1069749Agonist activity at Gal4-fused RXRalpha (unknown origin) transfected in HEK293 cells assessed as induction of transcriptional activity at 4 uM after 24 hrs by luciferase/beta-galactosidase reporter gene assay relative to control2014Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4
ISSN: 1464-3391		Inhibition of IκB kinase-β and IκB kinase-α by heterocyclic adamantyl arotinoids.
AID1069743Agonist activity at recombinant GST-tagged RXRalpha LBD (unknown origin) assessed as induction of biotinylated SRC-1-676-700 coactivator recruitment after 4 hrs by TR-FRET assay (Rvb = 148 +/- 7%)2014Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4
ISSN: 1464-3391		Inhibition of IκB kinase-β and IκB kinase-α by heterocyclic adamantyl arotinoids.
AID364889Antagonist activity at human RARbeta expressed in african green monkey CV1 cells assessed as all-trans-retinoic acid-stimulated Gal4 transactivation activity by luciferase reporter gene assay2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
ISSN: 1520-4804		Inhibition of IkappaB kinase-beta and anticancer activities of novel chalcone adamantyl arotinoids.
AID364691Antagonist activity at human RARalpha expressed in african green monkey CV1 cells assessed as all-trans-retinoic acid-stimulated Gal4 transactivation activity by luciferase reporter gene assay2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
ISSN: 1520-4804		Inhibition of IkappaB kinase-beta and anticancer activities of novel chalcone adamantyl arotinoids.
AID1069750Agonist activity at Gal4-fused RARalpha (unknown origin) transfected in HEK293 cells assessed as induction of transcriptional activity at 4 uM after 6 hrs by luciferase/beta-galactosidase reporter gene assay relative to control2014Bioorganic & medicinal chemistry, Feb-15, Volume: 22, Issue:4
ISSN: 1464-3391		Inhibition of IκB kinase-β and IκB kinase-α by heterocyclic adamantyl arotinoids.
AID364890Antagonist activity at human RARgamma expressed in african green monkey CV1 cells assessed as all-trans-retinoic acid-stimulated Gal4 transactivation activity by luciferase reporter gene assay2008Journal of medicinal chemistry, Sep-11, Volume: 51, Issue:17
ISSN: 1520-4804		Inhibition of IkappaB kinase-beta and anticancer activities of novel chalcone adamantyl arotinoids.
AID420861Inhibition of transactivation activity of Gal4-LBD fused human RARbeta (169 to 448) transfected in atRA-stimulated african green monkey CV1 cells after 6 hrs by Dual-light chemiluminescent assay2009European journal of medicinal chemistry, Jun, Volume: 44, Issue:6
ISSN: 1768-3254		Highly twisted adamantyl arotinoids: synthesis, antiproliferative effects and RXR transactivation profiles.
AID420860Inhibition of transactivation activity of Gal4-LBD fused human RARgamma (178 to 454) transfected in atRA-stimulated african green monkey CV1 cells after 6 hrs by Dual-light chemiluminescent assay2009European journal of medicinal chemistry, Jun, Volume: 44, Issue:6
ISSN: 1768-3254		Highly twisted adamantyl arotinoids: synthesis, antiproliferative effects and RXR transactivation profiles.
AID1346786Human Retinoic acid receptor-beta (1B. Retinoic acid receptors)2002Nature, Jan-10, Volume: 415, Issue:6868
ISSN: 0028-0836		Co-regulator recruitment and the mechanism of retinoic acid receptor synergy.
AID1346740Human Retinoic acid receptor-alpha (1B. Retinoic acid receptors)2002Nature, Jan-10, Volume: 415, Issue:6868
ISSN: 0028-0836		Co-regulator recruitment and the mechanism of retinoic acid receptor synergy.
AID1346788Human Retinoic acid receptor-gamma (1B. Retinoic acid receptors)2002Nature, Jan-10, Volume: 415, Issue:6868
ISSN: 0028-0836		Co-regulator recruitment and the mechanism of retinoic acid receptor synergy.

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (42.86)29.6817
2010's2 (28.57)24.3611
2020's2 (28.57)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
benzoic acid
0
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		00low000000
diatrizoic acid
0
acetamides;
benzoic acids;
organoiodine compound		environmental contaminant;
radioopaque medium;
xenobiotic		00low000000
aspirin
0
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		00low000000
bumetanide
0
amino acid;
benzoic acids;
sulfonamide		diuretic;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor		00low000000
3,4-dihydroxybenzohydroxamic acid
0
benzoic acids00low000000
fluorescite
0
benzoic acids;
cyclic ketone;
hydroxy monocarboxylic acid;
organic heterotricyclic compound;
phenols;
xanthene dye		fluorescent dye;
radioopaque medium		00low000000
iodamide
0
benzoic acids;
organoiodine compound		radioopaque medium00low000000
iodipamide
0
benzoic acids;
organoiodine compound;
secondary carboxamide		radioopaque medium00low000000
ioxaglate
0
benzenedicarboxamide;
benzoic acids;
organoiodine compound		radioopaque medium00low000000
nafamostat
0
benzoic acids;
guanidines		00low000000
probenecid
0
benzoic acids;
sulfonamide		uricosuric drug00low000000
salicylsalicylic acid
0
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		00low000000
2,3,5-triiodobenzoic acid
0
benzoic acids;
organoiodine compound		antiauxins00low000000
pyromellitic acid
0
benzoic acids;
tetracarboxylic acid		00low000000
veratric acid
0
benzoic acidsallergen;
plant metabolite		00low000000
sulfosalicylic acid
0
arenesulfonic acid;
benzoic acids;
phenols		metabolite00low000000
3,5-dinitrobenzoic acid
0
benzoic acids;
C-nitro compound		00low000000
3,4,5-trimethoxybenzoic acid
0
benzoic acids;
methoxybenzenes		human urinary metabolite;
human xenobiotic metabolite;
plant metabolite		00low000000
triflusal
0
benzoic acids;
carboxylic ester;
salicylates		00low000000
2-trifluoromethylbenzoic acid
0
(trifluoromethyl)benzenes;
benzoic acids		00low000000
4-(trifluoromethyl)benzoic acid
0
(trifluoromethyl)benzenes;
benzoic acids		00low000000
syringic acid
0
benzoic acids;
dimethoxybenzene;
phenols		plant metabolite00low000000
trimesic acid
0
benzoic acids;
tricarboxylic acid		00low000000
4-ethylbenzoic acid
0
benzoic acids00low000000
4-carboxybenzaladehyde
0
benzaldehydes;
benzoic acids;
monocarboxylic acid		plant metabolite00low000000
4-(octyloxy)benzoic acid
0
benzoic acids00low000000
4-[(2,4,6-triamino-5-pyrimidinyl)azo]benzoic acid
0
benzoic acids00low000000
3-o-methylgallic acid
0
benzoic acids;
catechols		00low000000
ioxitalamic acid
0
acetamides;
benzoic acids;
dicarboxylic acid monoamide;
organoiodine compound		environmental contaminant;
radioopaque medium;
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-aminomethylbenzoic acid
0
benzoic acids00low000000
phenolphthalein
0
benzoic acids00low000000
2-iodosobenzoic acid
0
benzoic acids;
organoiodine compound		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor00low000000
tosiben
0
benzoic acids;
carboxylic ester;
salicylates		00low000000
4-benzyloxybenzoic acid
0
benzoic acids00low000000
bexarotene
0
benzoic acids;
naphthalenes;
retinoid		antineoplastic agent00low000000
primisulfuron
0
benzoic acids00low000000
3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde
0
benzoic acids;
quinolines		fluorochrome00low000000
valerylsalicylate
0
benzoic acids;
salicylates;
valerate ester		cyclooxygenase 1 inhibitor00low000000
salicylic acid glucoside
0
benzoic acids;
D-glucoside;
monosaccharide derivative		00low000000
4-guanidinobenzoate
0
benzoic acids;
guanidines		00low000000
deferasirox
0
benzoic acids;
monocarboxylic acid;
phenols;
triazoles		iron chelator00low000000
bispyribac
0
aromatic ether;
benzoic acids;
monocarboxylic acid;
pyrimidines		herbicide00low000000
1-[4-carboxy-2-(3-pentylamino)phenyl]-5,5-bis(hydroxymethyl)pyrrolidin-2-one
0
benzoic acids;
primary alcohol;
pyrrolidin-2-ones;
secondary amino compound		00low000000
bms 195614
0
benzoic acids;
quinolines;
secondary carboxamide		retinoic acid receptor alpha antagonist00low000000
3-(1-azepanylazo)benzoic acid
0
benzoic acids00low000000
4-[[dimethoxyphosphoryl(phenyl)methyl]amino]benzoic acid
0
benzoic acids00low000000
ly382884
0
benzoic acids00low000000
3-benzamido-3-oxopropanethioic acid S-methyl ester
0
benzoic acids00low000000
N-[(2-phenylethylamino)-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
n-benzamidothiourea
0
benzoic acids00low000000
N-[[(4,6-dimethyl-2-pyrimidinyl)amino]-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
2-[2-[[benzamido(sulfanylidene)methyl]amino]-4-thiazolyl]acetic acid ethyl ester
0
benzoic acids00low000000
3-ethoxy-N-[(3-pyridinylamino)-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
2-[(2-chlorophenoxy)methyl]benzoic acid
0
benzoic acids00low000000
N'-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)thio]-1-oxoethyl]-4-methoxybenzohydrazide
0
benzoic acids00low000000
2-(2-cyclohexylidenehydrazinyl)benzoic acid
0
benzoic acids00low000000
N-(3,4-dimethyl-2-thiazolylidene)benzamide
0
benzoic acids00low000000
4-methoxy-N-[[(phenylmethyl)amino]-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
(3-amino-1,2,4-triazol-4-yl)-(2,5-dimethylphenyl)methanone
0
benzoic acids00low000000
3-[[[5-(phenylmethyl)-1,3,4-oxadiazol-2-yl]thio]methyl]benzoic acid
0
benzoic acids00low000000
N-[(4-methoxyphenyl)-oxomethyl]-1-piperidinecarboxamide
0
benzoic acids00low000000
1-[[[2-(difluoromethoxy)phenyl]-oxomethyl]amino]-3-(4-fluorophenyl)thiourea
0
benzoic acids00low000000
1-[[[2-(difluoromethoxy)phenyl]-oxomethyl]amino]-3-(3-methylphenyl)thiourea
0
benzoic acids00low000000
N-[[(5-methyl-1H-pyrazol-3-yl)amino]-oxomethyl]-3-(1,1,2,2-tetrafluoroethoxy)benzamide
0
benzoic acids00low000000
2-methyl-N-(4-oxo-2-sulfanylidene-3-thiazolidinyl)benzamide
0
benzoic acids00low000000
N-[3-(2-chlorophenyl)-4-oxo-2-thiazolidinylidene]benzamide
0
benzoic acids00low000000
N'-[2-[[4-ethyl-5-(2-furanyl)-1,2,4-triazol-3-yl]thio]-1-oxoethyl]-4-methoxybenzohydrazide
0
benzoic acids00low000000
4-[5-(carboxymethyl)-4-phenyl-2-thiazolyl]benzoic acid
0
benzoic acids00low000000
4-[4-(2,4-dichlorophenyl)-2-thiazolyl]benzoic acid
0
benzoic acids00low000000
3-methyl-N-[oxo-[(2,4,6-trimethyl-3-pyridinyl)amino]methyl]benzamide
0
benzoic acids00low000000
4-methoxy-N-[[(1-oxo-2-phenoxyethyl)hydrazo]-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
4-methyl-N-[(1-oxopentylhydrazo)-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
N-[[[(2-methylphenyl)-oxomethyl]hydrazo]-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
2-methyl-N-[[[oxo-(3,4,5-trimethoxyphenyl)methyl]hydrazo]-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
N-[[[(4-methoxyphenyl)-oxomethyl]hydrazo]-sulfanylidenemethyl]-2-furancarboxamide
0
benzoic acids00low000000
4-methoxy-N-(3-methyl-2-thiazolylidene)benzamide
0
benzoic acids00low000000
N-[[[oxo(thiophen-2-yl)methyl]hydrazo]-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
2-[(2-bromophenyl)methoxy]benzoic acid
0
benzoic acids00low000000
4-methyl-N-[sulfanylidene-(1,2,4-triazol-4-ylamino)methyl]benzamide
0
benzoic acids00low000000
3-(difluoromethoxy)-N-(4,5-dihydrothiazol-2-yl)benzamide
0
benzoic acids00low000000
2-({[2-acetyl-5-(tert-butyl)-3-thienyl]amino}carbonyl)benzoic acid
0
benzoic acids00low000000
N'-benzoyl-2-(3-pyridinyl)-4-thiazolecarbohydrazide
0
benzoic acids00low000000
olivetolic acid
0
benzoic acids;
monocarboxylic acid;
polyketide;
resorcinols		metabolite00low000000
[3-(2-hydroxyphenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]-phenylmethanone
0
benzoic acids00low000000
4-(1,1,2,3,3,3-hexafluoropropoxy)benzoic acid
0
benzoic acids00low000000
1-salicylate glucuronide
0
benzoic acids;
beta-D-glucosiduronic acid		metabolite00low000000
4-[[(4-tert-butylphenyl)-oxomethyl]hydrazo]-N-(5-methyl-3-isoxazolyl)-4-oxobutanamide
0
benzoic acids00low000000
2-[(3-methoxyphenyl)-oxomethyl]imino-3,4-dimethyl-5-thiazolecarboxylic acid ethyl ester
0
benzoic acids00low000000
2-(6-amino-5-cyano-3-thiophen-2-yl-2,4-dihydropyrano[2,3-c]pyrazol-4-yl)benzoic acid
0
benzoic acids;
pyranopyrazole		00low000000
3-[(4-bromophenoxy)methyl]benzohydrazide
0
benzoic acids00low000000
1-benzoyl-5-hydroxy-5-(4-methylphenyl)-4H-pyrazole-3-carboxylic acid ethyl ester
0
benzoic acids00low000000
[4-[(4-bromo-3,5-dimethyl-1-pyrazolyl)methyl]phenyl]-[5-hydroxy-3-methyl-5-(trifluoromethyl)-4H-pyrazol-1-yl]methanone
0
benzoic acids00low000000
3-[(4-methoxyphenoxy)methyl]-N-(4-nitro-1-pyrazolyl)benzamide
0
benzoic acids00low000000
2-[(2-chlorophenyl)methoxy]-N-(4,5-dihydrothiazol-2-yl)benzamide
0
benzoic acids00low000000
N-[[(6-methyl-2-pyridinyl)amino]-oxomethyl]benzamide
0
benzoic acids00low000000
N-[[(3-cyano-6-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)amino]-sulfanylidenemethyl]-2-methylbenzamide
0
benzoic acids00low000000
N-[bis(methylthio)methylideneamino]-4-hydroxybenzamide
0
benzoic acids00low000000
4-(2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl)benzoic acid
0
benzoic acids;
naphthalenes;
retinoid		antineoplastic agent;
retinoic acid receptor agonist;
teratogenic agent		00low000000
bay u9773
0
benzoic acids;
dicarboxylic acid;
organic sulfide;
polyunsaturated fatty acid;
secondary alcohol		leukotriene antagonist00low000000
taprostene
0
benzoic acids00low000000
ro 41-5253
0
aromatic ether;
benzoic acids;
sulfone;
thiochromane		apoptosis inducer;
retinoic acid receptor alpha antagonist		00low000000
nifuroxazide
0
benzoic acids00low000000
3,4,5-trimethoxy-N-[[[oxo-[(1S,2S)-2-phenylcyclopropyl]methyl]hydrazo]-sulfanylidenemethyl]benzamide
0
benzoic acids00low000000
bay 58-2667
0
aromatic ether;
benzoic acids;
dicarboxylic acid;
tertiary amino compound		antihypertensive agent;
soluble guanylate cyclase activator;
vasodilator agent		00low000000
bms453
0
benzoic acids;
dihydronaphthalenes;
stilbenoid		retinoic acid receptor alpha antagonist;
retinoic acid receptor beta agonist;
retinoic acid receptor gamma antagonist;
teratogenic agent		00low000000
nigerloxin
0
aromatic ether;
benzamides;
benzoic acids;
phenols;
styrenes		antioxidant;
Aspergillus metabolite;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
lipoxygenase inhibitor;
radical scavenger		00low000000
lumacaftor
0
aromatic amide;
benzodioxoles;
benzoic acids;
cyclopropanes;
organofluorine compound;
pyridines		CFTR potentiator;
orphan drug		00low000000
N'-[(2-methoxyphenyl)-oxomethyl]-2-(4-morpholinyl)-4-thiazolecarbohydrazide
0
benzoic acids00low000000
4-[[[(2S,3S)-10-[[cyclopropyl(oxo)methyl]amino]-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-2-yl]methyl-methylamino]methyl]benzoic acid
0
benzoic acids00low000000
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
4-[[(4-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)thio]methyl]benzoic acid
0
benzoic acids00low000000
diethylstilbestrol
0
stilbenoid00low000000
hexestrol
0
stilbenoid00low000000
3,3',4,5'-tetrahydroxystilbene
0
stilbenoid00low000000
sarpogrelate
0
hemisuccinate;
stilbenoid		00low000000
2-[4-(1,2-diphenylbut-1-enyl)phenoxy]-N,N-dimethylethanamine
0
stilbenoid00low000000
2-[4-(4-chloro-1,2-diphenylbut-1-enyl)phenoxy]-N,N-dimethylethanamine
0
stilbenoid00low000000
triphenylethylene
0
stilbenoid00low000000
ethamoxytriphetol
0
stilbenoid00low000000
triparanol
0
stilbenoidanticoronaviral agent00low000000
iodoalphionic acid
0
stilbenoid00low000000
norpropoxyphene
0
stilbenoid00low000000
2,3,3-triphenylacrylonitrile
0
stilbenoid00low000000
remacemide
0
stilbenoid00low000000
4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
0
stilbenoid00low000000
hexestrol bis(diethylaminoethyl ether)
0
stilbenoid00low000000
tetraphenylcyclopentadienone
0
stilbenoid00low000000
1-(4-hydroxyphenyl)-2-phenylethan-1-one
0
stilbenoid00low000000
o-desmethylangolensin
0
stilbenoid00low000000
4,5-diphenyl-1,5-dihydroimidazol-2-one
0
stilbenoid00low000000
3,3'-Dihydroxyhexestrol
0
stilbenoid00low000000
lunularic acid
0
stilbenoid00low000000
lunularin
0
stilbenoid00low000000
diphenidine
0
stilbenoid00low000000
nutlin 3
0
stilbenoid00low000000
1-(2,4-Dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone
0
stilbenoid00low000000
sc 57666
0
stilbenoid00low000000
lephetamine
0
stilbenoid00low000000
pallidol
0
carbopolycyclic compound;
polyphenol;
stilbenoid		antifungal agent;
antioxidant;
plant metabolite		00low000000
1-(4-bromophenyl)-2-phenylethan-1-one
0
stilbenoid00low000000
vedelianin
0
cyclic ether;
organic heterotricyclic compound;
resorcinols;
stilbenoid		antineoplastic agent;
plant metabolite		00low000000
2-(2-chloro-6-fluorophenyl)-1-(2,4-dihydroxyphenyl)ethanone
0
stilbenoid00low000000
2-(3,4-dimethoxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
0
stilbenoid00low000000
1-(3,4-dimethoxy-2-methylphenyl)-2-(3,4-dimethoxyphenyl)ethanone
0
stilbenoid00low000000
zuclomiphene
0
stilbenoid00low000000
2-(4-bromophenyl)-1-(2,4-dihydroxyphenyl)ethanone
0
stilbenoid00low000000
5-[2-(4-ethoxy-2-hydroxyphenyl)-2-oxoethyl]-2-benzofurancarboxylic acid
0
stilbenoid00low000000
tamoxifen
0
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		00low000000
ly 288513
0
stilbenoid00low000000
2-[(4,7-dimethyl-2-quinazolinyl)thio]-1,2-diphenylethanone
0
stilbenoid00low000000
dimethylstilbestrol
0
stilbenoid00low000000
toremifene citrate
0
stilbenoidanticoronaviral agent00low000000
droloxifene
0
stilbenoid00low000000
1-(4-hydroxyphenyl)-1,2-diphenyl-1-butene
0
stilbenoid00low000000
idoxifene
0
stilbenoid00low000000
n-desmethyltoremifene
0
stilbenoid00low000000
desdimethyltamoxifen
0
stilbenoid00low000000
alpha-hydroxytamoxifen
0
stilbenoid00low000000
2-chloro-N-(1,2-diphenylethyl)acetamide
0
stilbenoid00low000000
resveratrol-4'-o-glucuronide
0
glycoside;
stilbenoid		00low000000
astringin
0
beta-D-glucoside;
monosaccharide derivative;
polyphenol;
stilbenoid		antineoplastic agent;
antioxidant;
metabolite		00low000000
isorhapontin
0
glycoside;
stilbenoid		00low000000
trans-2,3',4,5'-tetrahydroxystilbene
0
stilbenoid00low000000
polydatin
0
beta-D-glucoside;
monosaccharide derivative;
polyphenol;
stilbenoid		anti-arrhythmia drug;
antioxidant;
geroprotector;
hepatoprotective agent;
metabolite;
nephroprotective agent;
potassium channel modulator		00low000000
Pinosylvin methyl ether
0
stilbenoid00low000000
epsilon-viniferin
0
1-benzofurans;
polyphenol;
stilbenoid		metabolite00low000000
salvianolic acid a
0
stilbenoid00low000000
4-acetamido-4'-isothiocyanatostilbene-2,2'-disulfonic acid
0
stilbenoid00low000000
(+)-trans-epsilon-viniferin
0
1-benzofurans;
polyphenol;
stilbenoid		00low000000
desoxyrhaponticin
0
glycoside;
stilbenoid		00low000000
3,5-dimethoxy-trans-stilbene
0
stilbenoid00low000000
quadrangularin a
0
indanes;
polyphenol;
stilbenoid		antioxidant;
plant metabolite		00low000000
isorhapontigenin
0
stilbenoid00low000000
rhapontigenin
0
stilbenoid00low000000
(E)-2,3,5,4'-tetrahydroxystilbene-2-O-beta-D-glucoside
0
beta-D-glucoside;
resorcinols;
stilbenoid		anti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
cyclooxygenase 2 inhibitor;
platelet aggregation inhibitor		00low000000
fosbretabulin
0
stilbenoid00low000000
n-desmethyltamoxifen
0
stilbenoid00low000000
mulberroside a
0
glycoside;
stilbenoid		00low000000
cajanine
0
stilbenoid00low000000
metaflumizone
0
semicarbazone;
stilbenoid		00low000000
gw 4064
0
stilbenoid00low000000
4-hydroxy-n-desmethyltamoxifen
0
stilbenoid00low000000
delta-viniferin
0
1-benzofurans;
polyphenol;
stilbenoid		00low000000
palovarotene
0
stilbenoid00low000000
aiphanol
0
aromatic ether;
benzodioxine;
lignan;
stilbenoid		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor00low000000
batatasin-iii
0
stilbenoid00low000000
n-(3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl)-2-methyl-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)propanamide
0
stilbenoid00low000000
nutlin-3a
0
stilbenoid00low000000
bay94 9172
0
(18)F radiopharmaceutical;
aromatic ether;
polyether;
secondary amino compound;
stilbenoid;
substituted aniline		radioactive imaging agent00low000000
3-[[(3R,4S)-2-(4-bromophenyl)-5-(3-chlorophenyl)-4-(2-methoxyphenyl)-3,4-dihydropyrazol-3-yl]-oxomethyl]-2-oxazolidinone
0
stilbenoid00low000000
schweinfurthin g
0
cyclic ether;
organic heterotricyclic compound;
resorcinols;
stilbenoid		antineoplastic agent;
metabolite		00low000000
schweinfurthin f
0
cyclic ether;
organic heterotricyclic compound;
resorcinols;
stilbenoid		metabolite00low000000
amorfrutin a
0
stilbenoid00low000000
3-[2-[2-chloro-4-[[3-(2,6-dichlorophenyl)-5-propan-2-yl-4-isoxazolyl]methoxy]phenyl]ethenyl]benzoic acid
0
stilbenoid00low000000
1,2-dihydroxy-1,2-dihydronaphthalene
0
dihydronaphthalenes;
naphthalenediols		bacterial xenobiotic metabolite;
mouse metabolite		00low000000
2-butynedioic acid
0
acetylenic compound;
C4-dicarboxylic acid		00low000000
aa 861
0
1,4-benzoquinones;
acetylenic compound;
primary alcohol		EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
ferroptosis inhibitor		00low000000
oxybutynin
0
acetylenic compound;
carboxylic ester;
racemate;
tertiary alcohol;
tertiary amino compound		antispasmodic drug;
calcium channel blocker;
local anaesthetic;
muscarinic antagonist;
muscle relaxant;
parasympatholytic		00low000000
tazarotene
0
acetylenic compound;
ethyl ester;
pyridines;
retinoid;
thiochromane		keratolytic drug;
prodrug;
teratogenic agent		00low000000
barban
0
acetylenic compound;
carbamate ester;
monochlorobenzenes		herbicide00low000000
methohexital
0
acetylenic compound;
barbiturates		drug allergen;
intravenous anaesthetic		00low000000
mifepristone
0
3-oxo-Delta(4) steroid;
acetylenic compound;
tertiary amino compound		abortifacient;
contraceptive drug;
hormone antagonist;
synthetic oral contraceptive		00low000000
3-iodo-2-propynylbutylcarbamate
0
acetylenic compound;
carbamate ester;
carbamate fungicide;
organoiodine compound		antifungal agrochemical;
environmental contaminant;
xenobiotic		00low000000
efavirenz
0
acetylenic compound;
benzoxazine;
cyclopropanes;
organochlorine compound;
organofluorine compound		antiviral drug;
HIV-1 reverse transcriptase inhibitor		00low000000
phenylpropiolic acid
0
acetylenic compound;
alpha,beta-unsaturated monocarboxylic acid;
benzenes		00low000000
mepanipyrim
0
acetylenic compound;
aminopyrimidine;
anilinopyrimidine fungicide;
secondary amino compound		antifungal agrochemical;
aryl hydrocarbon receptor agonist;
hepatotoxic agent		00low000000
panaxydol
0
acetylenic compound;
epoxide;
olefinic compound		00low000000
8-(2-chloro-3,4,5-trimethoxybenzyl)-2-fluoro-9-pent-4-yn-1-yl-9H-purin-6-amine
0
6-aminopurines;
acetylenic compound;
methoxybenzenes;
monochlorobenzenes;
organofluorine compound		antineoplastic agent;
Hsp90 inhibitor		00low000000
terbinafine
0
acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor		00low000000
S-[5-(trifluoromethyl)-4H-1,2,4-triazol-3-yl] 5-(phenylethynyl)furan-2-carbothioate
0
acetylenic compound;
furans;
organofluorine compound;
thioester;
triazoles		00low000000
6-methyl-2-(phenylethynyl)pyridine
0
acetylenic compound;
methylpyridines		anxiolytic drug;
metabotropic glutamate receptor antagonist		00low000000
chir 090
0
acetylenic compound;
benzamides;
hydroxamic acid;
L-threonine derivative;
morpholines		antimicrobial agent;
EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitor;
lipopolysaccharide biosynthesis inhibitor		00low000000
gsk690693
0
1,2,5-oxadiazole;
acetylenic compound;
aromatic amine;
aromatic ether;
imidazopyridine;
piperidines;
primary amino compound;
tertiary alcohol		antineoplastic agent;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor		00low000000
ponatinib
0
(trifluoromethyl)benzenes;
acetylenic compound;
benzamides;
imidazopyridazine;
N-methylpiperazine		antineoplastic agent;
tyrosine kinase inhibitor		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
bexarotene
1
benzoic acids;
naphthalenes;
retinoid		antineoplastic agent2009200915.0low000100
tretinoin
1
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		2014201410.0low000010
bms 195614
1
benzoic acids;
quinolines;
secondary carboxamide		retinoic acid receptor alpha antagonist2002200222.0high000100
alitretinoin
1
retinoic acidantineoplastic agent;
keratolytic drug;
metabolite;
retinoid X receptor agonist		2009200915.0low000100
sc 514
1
ring assembly;
thiophenes		2008200816.0medium000100
4-(3-(1-adamantyl)-4-hydroxyphenyl)-3-chlorocinnamic acid
2
2009201412.5high000110
bms345541
1
2008200816.0high000100
uvi 3003
2
2009201412.5high000110
cd 3254
1
2014201410.0high000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Congenital Zika Syndrome0
1
202020204.0high000010
Disease Models, Animal0
1
202020204.0high000010
Zika Virus Infection0
1
202020204.0high000010

Bioavailability (1)

ArticleYear
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology, , Volume: 96, Issue:5		2019