CHEBI:79090 - SB-202190

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ChEBI Name SB-202190
ChEBI ID CHEBI:79090
Definition A member of the class of imidazoles that is 1H-imidazole in which the hydrogens at positions 2, 4, and 5 are replaced by 4-hydroxyphenyl, pyridin-4-yl, and 4-fluorophenyl groups, respectively. It is a widely used inhibitor of mitogen-activated protein kinase (MAPK) α and β.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H14FN3O
Net Charge 0
Average Mass 331.34310
Monoisotopic Mass 331.112
InChI InChI=1S/C20H14FN3O/c21-16-5-1-13(2-6-16)18-19(14-9-11-22-12-10-14)24-20(23-18)15-3-7-17(25)8-4-15/h1-12,25H,(H,23,24)
InChIKey QHKYPYXTTXKZST-UHFFFAOYSA-N
SMILES Oc1ccc(cc1)-c1nc(c([nH]1)-c1ccc(F)cc1)-c1ccncc1
Roles Classification
Biological Role(s): EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of mitogen-activated protein kinase (EC 2.7.11.24).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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ChEBI Ontology
Outgoing SB-202190 (CHEBI:79090) has role apoptosis inducer (CHEBI:68495)
SB-202190 (CHEBI:79090) has role EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor (CHEBI:79091)
SB-202190 (CHEBI:79090) is a imidazoles (CHEBI:24780)
SB-202190 (CHEBI:79090) is a organofluorine compound (CHEBI:37143)
SB-202190 (CHEBI:79090) is a phenols (CHEBI:33853)
SB-202190 (CHEBI:79090) is a pyridines (CHEBI:26421)
IUPAC Name
4-[4-(4-fluorophenyl)-5-(pyridin-4-yl)-1H-imidazol-2-yl]phenol
Synonyms Sources
4-(4-fluorophenyl)-2-(4-hydroxyphenyl)-5-(4-pyridyl)imidazole ChemIDplus
SB 202190 ChemIDplus
SB202190 ChEBI
Registry Numbers Types Sources
10467168 Reaxys Registry Number Reaxys
152121-30-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11040446 PubMed citation Europe PMC
16183336 PubMed citation Europe PMC
18995898 PubMed citation Europe PMC
21853067 PubMed citation Europe PMC
22253611 PubMed citation Europe PMC
22986232 PubMed citation Europe PMC
24455679 PubMed citation Europe PMC
9632706 PubMed citation Europe PMC
9738669 PubMed citation Europe PMC
Last Modified
09 July 2014