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CHEBI:91333 - GSK461364

Default Structure
ChEBI IDCHEBI:91333
ChEBI NameGSK461364
Stars
DefinitionA member of the class of benzimidazoles that is 1H-benzimidazole substituted by 5-carbamoyl-4-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophen-2-yl and (4-methylpiperazin-1-yl)methyl groups at positions 1 and 6, respectively. It is an ATP-competitive polo-like kinase 1 (PLK1) inhibitor (Ki = 2.2 nM).
Last Modified17 July 2024
DownloadsMolfile
FormulaC27H28F3N5O2S
Net Charge0
Average Mass543.615
Monoisotopic Mass543.19158
SMILESC[C@@H](Oc1cc(-n2cnc3ccc(CN4CCN(C)CC4)cc32)sc1C(N)=O)c1ccccc1C(F)(F)F
InChIInChI=1S/C27H28F3N5O2S/c1-17(19-5-3-4-6-20(19)27(28,29)30)37-23-14-24(38-25(23)26(31)36)35-16-32-21-8-7-18(13-22(21)35)15-34-11-9-33(2)10-12-34/h3-8,13-14,16-17H,9-12,15H2,1-2H3,(H2,31,36)/t17-/m1/s1
InChIKeyZHJGWYRLJUCMRT-QGZVFWFLSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.7.11.21 (polo kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of any polo kinase (EC 2.7.11.21).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
GSK461364 (CHEBI:91333) has role antineoplastic agent (CHEBI:35610)
GSK461364 (CHEBI:91333) has role apoptosis inducer (CHEBI:68495)
GSK461364 (CHEBI:91333) has role EC 2.7.11.21 (polo kinase) inhibitor (CHEBI:145425)
GSK461364 (CHEBI:91333) is a (trifluoromethyl)benzenes (CHEBI:83565)
GSK461364 (CHEBI:91333) is a N-methylpiperazine (CHEBI:46920)
GSK461364 (CHEBI:91333) is a benzimidazoles (CHEBI:22715)
GSK461364 (CHEBI:91333) is a ether (CHEBI:25698)
GSK461364 (CHEBI:91333) is a primary carboxamide (CHEBI:140324)
GSK461364 (CHEBI:91333) is a thiophenes (CHEBI:26961)
IUPAC Name 
5-{6-[(4-methylpiperazin-1-yl)methyl]-1H-benzimidazol-1-yl}-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxamide
Synonyms  Source
5-[6-[(4-methyl-1-piperazinyl)methyl]-1-benzimidazolyl]-3-[(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy]-2-thiophenecarboxamideChEBI
GSK 461364ChEBI
GSK-461364ChEBI
GSK 461364AChEBI
GSK-461364AChEBI
GSK461364AChEBI
Manual XrefsDatabases
LSM-1013LINCS
US2010256376Patent
Registry NumbersSources
CAS:929095-18-1ChEBI
Citations