SB220025   Click here for help

GtoPdb Ligand ID: 6038

Synonyms: 3erk | SB-220025
PDB Ligand
Compound class: Synthetic organic
Comment: SB220025 cell-permeable, potent, reversible, ATP-competitive, and specific inhibitor of human p38 MAP kinases [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 81.65
Molecular weight 338.17
XLogP 2.51
No. Lipinski's rules broken 0
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Canonical SMILES Nc1nccc(n1)c1n(cnc1c1ccc(cc1)F)C1CCNCC1
Isomeric SMILES Nc1nccc(n1)c1n(cnc1c1ccc(cc1)F)C1CCNCC1
InChI InChI=1S/C18H19FN6/c19-13-3-1-12(2-4-13)16-17(15-7-10-22-18(20)24-15)25(11-23-16)14-5-8-21-9-6-14/h1-4,7,10-11,14,21H,5-6,8-9H2,(H2,20,22,24)
1. Adams JL, Boehm JC, Gallagher TF, Kassis S, Webb EF, Hall R, Sorenson M, Garigipati R, Griswold DE, Lee JC. (2001)
Pyrimidinylimidazole inhibitors of p38: cyclic N-1 imidazole substituents enhance p38 kinase inhibition and oral activity.
Bioorg Med Chem Lett, 11 (21): 2867-70. [PMID:11597418]
2. 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]
3. 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]
4. Young PR, McLaughlin MM, Kumar S, Kassis S, Doyle ML, McNulty D, Gallagher TF, Fisher S, McDonnell PC, Carr SA et al.. (1997)
Pyridinyl imidazole inhibitors of p38 mitogen-activated protein kinase bind in the ATP site.
J Biol Chem, 272 (18): 12116-21. [PMID:9115281]