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CHEBI:146245 - SR 144528

ChEBI IDCHEBI:146245
ChEBI NameSR 144528
Stars
DefinitionA 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).
Last Modified2 March 2020
SubmitterCeri
DownloadsMolfile
FormulaC29H34ClN3O
Net Charge0
Average Mass476.064
Monoisotopic Mass475.23904
SMILESCc1ccc(Cn2nc(C(=O)N[C@@H]3C(C)(C)[C@@H]4CC[C@@]3(C)C4)cc2-c2ccc(Cl)c(C)c2)cc1
InChIInChI=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
InChIKeySUGVYNSRNKFXQM-XRHWURSXSA-N
Wikipedia
Roles Classification
Biological Roles:
CB2 receptor antagonist  An antagonist that binds to and deactivates type 2 cannabinoid receptors.
EC 2.3.1.26 (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 2.3.1.26).
ChEBI Ontology
Outgoing Relation(s)
SR 144528 (CHEBI:146245) has role CB2 receptor antagonist (CHEBI:73417)
SR 144528 (CHEBI:146245) has role EC 2.3.1.26 (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)
IUPAC Name 
5-(4-chloro-3-methylphenyl)-1-(4-methylbenzyl)-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl]-1H-pyrazole-3-carboxamide
Synonyms  Source
SR-144528SUBMITTER
SR144528SUBMITTER
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-carboxamideIUPAC
(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-carboxamideChemIDplus
Manual XrefsDatabases
SR-144,528Wikipedia
Registry NumbersSources
CAS:192703-06-3ChemIDplus
Citations