CHEBI:91334 - GW843682X

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ChEBI Name GW843682X
ChEBI ID CHEBI:91334
Definition A member of the class of benzimidazoles that is 1H-benzimidazole substituted by 5-carbamoyl-4-{[2-(trifluoromethyl)phenyl]methoxy}thiophen-2-yl, methoxy, and methoxy groups at positions 1, 5, and 6, respectively. It is a potent inhibitor of PLK1 and PLK3 (IC50 = 2.2 and 9.1 nM respectively).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C22H18F3N3O4S
Net Charge 0
Average Mass 477.460
Monoisotopic Mass 477.09701
InChI InChI=1S/C22H18F3N3O4S/c1-30-16-7-14-15(8-17(16)31-2)28(11-27-14)19-9-18(20(33-19)21(26)29)32-10-12-5-3-4-6-13(12)22(23,24)25/h3-9,11H,10H2,1-2H3,(H2,26,29)
InChIKey JSKUWFIZUALZLX-UHFFFAOYSA-N
SMILES COC1=C(OC)C=C2N(C=NC2=C1)C1=CC(OCC2=CC=CC=C2C(F)(F)F)=C(S1)C(N)=O
Roles Classification
Biological Role(s): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing GW843682X (CHEBI:91334) has role antineoplastic agent (CHEBI:35610)
GW843682X (CHEBI:91334) has role apoptosis inducer (CHEBI:68495)
GW843682X (CHEBI:91334) has role EC 2.7.11.21 (polo kinase) inhibitor (CHEBI:145425)
GW843682X (CHEBI:91334) is a (trifluoromethyl)benzenes (CHEBI:83565)
GW843682X (CHEBI:91334) is a aromatic ether (CHEBI:35618)
GW843682X (CHEBI:91334) is a benzimidazoles (CHEBI:22715)
GW843682X (CHEBI:91334) is a primary carboxamide (CHEBI:140324)
GW843682X (CHEBI:91334) is a thiophenes (CHEBI:26961)
IUPAC Name
5-(5,6-dimethoxy-1H-benzimidazol-1-yl)-3-{[2-(trifluoromethyl)benzyl]oxy}thiophene-2-carboxamide
Synonyms Sources
5-(5,6-dimethoxy-1-benzimidazolyl)-3-[[2-(trifluoromethyl)phenyl]methoxy]-2-thiophenecarboxamide ChEBI
5-(5,6-dimethoxy-1H-benzimidazol-1-yl)-3-{[2-(trifluoromethyl)phenyl]methoxy}thiophene-2-carboxamide IUPAC
GW 843682X ChEBI
GW-843682X ChEBI
GW843682 ChEBI
Manual Xref Database
LSM-1014 LINCS
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Registry Number Type Source
660868-91-7 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
17267659 PubMed citation Europe PMC
18616938 PubMed citation Europe PMC
19421227 PubMed citation Europe PMC
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27198987 PubMed citation Europe PMC
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38614382 PubMed citation Europe PMC
Last Modified
21 June 2024