CHEBI:146245 - SR 144528

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ChEBI Name SR 144528
Definition A secondary carboxamide resulting from the formal condensation of the carboxy group of 5-(4-chloro-3-methylphenyl)-1-(4-methylbenzyl)-1H-pyrazole-3-carboxylic acid with the amino group of (1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-amine. A potent and selective cannabinoid receptor type 2 (CB2 receptor) inverse agonist (Ki = 0.6 nM).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Ceri
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Formula C29H34ClN3O
Net Charge 0
Average Mass 476.060
Monoisotopic Mass 475.23904
InChI InChI=1S/C29H34ClN3O/c1-18-6-8-20(9-7-18)17-33-25(21-10-11-23(30)19(2)14-21)15-24(32-33)26(34)31-27-28(3,4)22-12-13-29(27,5)16-22/h6-11,14-15,22,27H,12-13,16-17H2,1-5H3,(H,31,34)/t22-,27-,29+/m1/s1
SMILES [C@H]1(C([C@@H]2CC[C@]1(C2)C)(C)C)NC(=O)C3=NN(C(=C3)C4=CC(=C(Cl)C=C4)C)CC5=CC=C(C=C5)C
Roles Classification
Biological Role(s): CB2 receptor antagonist
An antagonist that binds to and deactivates type 2 cannabinoid receptors.
EC (sterol O-acyltransferase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of acyl-CoA:cholesterol acyltransferase (EC
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ChEBI Ontology
Outgoing SR 144528 (CHEBI:146245) has role CB2 receptor antagonist (CHEBI:73417)
SR 144528 (CHEBI:146245) has role EC (sterol O-acyltransferase) inhibitor (CHEBI:64696)
SR 144528 (CHEBI:146245) is a bridged compound (CHEBI:35990)
SR 144528 (CHEBI:146245) is a monochlorobenzenes (CHEBI:83403)
SR 144528 (CHEBI:146245) is a pyrazoles (CHEBI:26410)
SR 144528 (CHEBI:146245) is a secondary carboxamide (CHEBI:140325)
Synonyms Sources
(1S-endo)-5-(4-chloro-3-methylphenyl)-1-((4-methylphenyl)methyl)-N-(1,3,3-trimethylbicyclo(2.2.1)hept-2-yl)-1H-pyrazole-3-carboxamide ChemIDplus
5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-N-[(1S,2S,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl]pyrazole-3-carboxamide IUPAC
Manual Xref Database
SR-144,528 Wikipedia
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Registry Number Type Source
192703-06-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
02 March 2020