CHEBI:132571 - BMS 195614

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ChEBI Name BMS 195614
ChEBI ID CHEBI:132571
Definition A carboxamide resulting from the formal condensation of the carboxy group of 5,5-dimethyl-8-(quinolin-3-yl)-5,6-dihydronaphthalene-2-carboxylic acid with the amino group of p-aminobenzoic acid. It is a neutral retinoic acid receptor (RAR) α-selective antagonist (Ki = 2.5 nM). It displays no significant effect on nuclear receptor corepressor (NCoR) binding; moderately decreases SMRT binding to RAR. It antagonizes agonist-induced coactivator (CoA) recruitment.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Ceri
Supplier Information
Download Molfile XML SDF
Formula C29H24N2O3
Net Charge 0
Average Mass 448.514
Monoisotopic Mass 448.17869
InChI InChI=1S/C29H24N2O3/c1-29(2)14-13-23(21-15-19-5-3-4-6-26(19)30-17-21)24-16-20(9-12-25(24)29)27(32)31-22-10-7-18(8-11-22)28(33)34/h3-13,15-17H,14H2,1-2H3,(H,31,32)(H,33,34)
InChIKey WGLMBRZXZDAQHP-UHFFFAOYSA-N
SMILES C1=CC=CC=2C1=NC=C(C2)C=3C=4C(C(CC3)(C)C)=CC=C(C4)C(NC=5C=CC(=CC5)C(=O)O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): retinoic acid receptor alpha antagonist
A retinoic acid receptor antagonist that antagonises retinoic acid receptor alpha.
Application(s): retinoic acid receptor alpha antagonist
A retinoic acid receptor antagonist that antagonises retinoic acid receptor alpha.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing BMS 195614 (CHEBI:132571) has role retinoic acid receptor α antagonist (CHEBI:90713)
BMS 195614 (CHEBI:132571) is a benzoic acids (CHEBI:22723)
BMS 195614 (CHEBI:132571) is a quinolines (CHEBI:26513)
BMS 195614 (CHEBI:132571) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
4-({[5,5-dimethyl-8-(quinolin-3-yl)-5,6-dihydronaphthalen-2-yl]carbonyl}amino)benzoic acid
Synonyms Sources
4-[(5,5-dimethyl-8-quinolin-3-yl-6H-naphthalene-2-carbonyl)amino]benzoic acid ChEBI
4-[[[5,6-Dihydro-5,5-dimethyl-8-(3-quinolinyl)-2-naphthalenyl]carbonyl]amino]benzoic acid SUBMITTER
BMS 614 SUBMITTER
BMS-195614 ChEBI
BMS-614 ChEBI
BMS195614 SUBMITTER
BMS614 SUBMITTER
CID:445091 SUBMITTER
Registry Numbers Types Sources
24414151 Reaxys Registry Number Reaxys
253310-42-8 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
11212271 PubMed citation Europe PMC
17906643 PubMed citation Europe PMC
9312028 PubMed citation Europe PMC
Last Modified
07 March 2018