SB202190   Click here for help

GtoPdb Ligand ID: 4307

Synonyms: SB 202190 | SB-202190
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: SB202190 is a potent and selective p38 MAPK inhibitor, that preferentially inhibits p38α and p38β.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 61.8
Molecular weight 331.11
XLogP 4.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Oc1ccc(cc1)c1nc(c([nH]1)c1ccc(cc1)F)c1ccncc1
Isomeric SMILES Oc1ccc(cc1)c1nc(c([nH]1)c1ccc(cc1)F)c1ccncc1
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)
InChI Key QHKYPYXTTXKZST-UHFFFAOYSA-N
References
1. Anastassiadis T, Deacon SW, Devarajan K, Ma H, Peterson JR. (2011)
Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.
Nat Biotechnol, 29 (11): 1039-45. [PMID:22037377]
2. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ. (2013)
A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.
Biochem J, 451 (2): 313-28. [PMID:23398362]
3. Goldstein DM, Alfredson T, Bertrand J, Browner MF, Clifford K, Dalrymple SA, Dunn J, Freire-Moar J, Harris S, Labadie SS et al.. (2006)
Discovery of S-[5-amino-1-(4-fluorophenyl)-1H-pyrazol-4-yl]-[3-(2,3-dihydroxypropoxy)phenyl]methanone (RO3201195), an orally bioavailable and highly selective inhibitor of p38 MAP kinase.
J Med Chem, 49 (5): 1562-75. [PMID:16509574]