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CHEBI:49490 - AZD7545

ChEBI IDCHEBI:49490
ChEBI NameAZD7545
Stars
DefinitionA sulfone that is benzene substituted by [4-(dimethylcarbamoyl)phenyl]sulfonyl, chloro and [(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]amino groups at positions 1, 3 and 4, respectively. It is a potent and non-ATP-competitive inhibitor of pyruvate dehydrogenase kinase 2 (PDHK2) with IC50 of 6.4 nM and exhibits glucose-lowering activity. Also inhibits PDHK1 at higher levels (IC50 = 36.8 nM).
Last Modified29 July 2021
DownloadsMolfile
FormulaC19H18ClF3N2O5S
Net Charge0
Average Mass478.876
Monoisotopic Mass478.05771
SMILESCN(C)C(=O)c1ccc(S(=O)(=O)c2ccc(NC(=O)[C@@](C)(O)C(F)(F)F)c(Cl)c2)cc1
InChIInChI=1S/C19H18ClF3N2O5S/c1-18(28,19(21,22)23)17(27)24-15-9-8-13(10-14(15)20)31(29,30)12-6-4-11(5-7-12)16(26)25(2)3/h4-10,28H,1-3H3,(H,24,27)/t18-/m1/s1
InChIKeyDTDZLJHKVNTQGZ-GOSISDBHSA-N
Roles Classification
Biological Role:
EC 2.7.11.2 - [pyruvate dehydrogenase (acetyl-transferring)] kinase inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of pyruvate dehydrogenase (acetyl-transferring) kinase (EC 2.7.11.2).
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
AZD7545 (CHEBI:49490) has role EC 2.7.11.2 - [pyruvate dehydrogenase (acetyl-transferring)] kinase inhibitor (CHEBI:176961)
AZD7545 (CHEBI:49490) has role hypoglycemic agent (CHEBI:35526)
AZD7545 (CHEBI:49490) is a benzamides (CHEBI:22702)
AZD7545 (CHEBI:49490) is a monochlorobenzenes (CHEBI:83403)
AZD7545 (CHEBI:49490) is a organofluorine compound (CHEBI:37143)
AZD7545 (CHEBI:49490) is a secondary carboxamide (CHEBI:140325)
AZD7545 (CHEBI:49490) is a sulfone (CHEBI:35850)
AZD7545 (CHEBI:49490) is a tertiary alcohol (CHEBI:26878)
AZD7545 (CHEBI:49490) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name 
4-[(3-chloro-4-{[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]amino}phenyl)sulfonyl]-N,N-dimethylbenzamide
Synonyms  Source
AZD-7545ChEBI
AZD 7545ChEBI
4-(3-chloro-4-{[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]amino}benzene-1-sulfonyl)-N,N-dimethylbenzamideIUPAC
(R)-4-(3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenylsulfonyl)-N,N-dimethylbenzamideChEBI
Manual XrefsDatabases
AZXPDBeChem
LSM-6250LINCS
DB07403DrugBank
20572552ChemSpider
Registry NumbersSources
CAS:252017-04-2ChEBI
Citations