PH-797804   Click here for help

GtoPdb Ligand ID: 7818

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: PH-797804 is a diarylpyridinone inhibitor of p38 mitogen-activated protein (MAP) kinase [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 59.81
Molecular weight 476.05
XLogP 5.54
No. Lipinski's rules broken 1
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Canonical SMILES CNC(=O)c1ccc(c(c1)n1c(C)cc(c(c1=O)Br)OCc1ccc(cc1F)F)C
Isomeric SMILES CNC(=O)c1ccc(c(c1)n1c(C)cc(c(c1=O)Br)OCc1ccc(cc1F)F)C
InChI InChI=1S/C22H19BrF2N2O3/c1-12-4-5-14(21(28)26-3)9-18(12)27-13(2)8-19(20(23)22(27)29)30-11-15-6-7-16(24)10-17(15)25/h4-10H,11H2,1-3H3,(H,26,28)
1. Devadas B, Selness SR, Xing L, Madsen HM, Marrufo LD, Shieh H, Messing DM, Yang JZ, Morgan HM, Anderson GD et al.. (2011)
Substituted N-aryl-6-pyrimidinones: a new class of potent, selective, and orally active p38 MAP kinase inhibitors.
Bioorg Med Chem Lett, 21 (13): 3856-60. [PMID:21620699]
2. MacNee W, Allan RJ, Jones I, De Salvo MC, Tan LF. (2013)
Efficacy and safety of the oral p38 inhibitor PH-797804 in chronic obstructive pulmonary disease: a randomised clinical trial.
Thorax, 68 (8): 738-45. [PMID:23539534]
3. Selness SR, Devraj RV, Devadas B, Walker JK, Boehm TL, Durley RC, Shieh H, Xing L, Rucker PV, Jerome KD et al.. (2011)
Discovery of PH-797804, a highly selective and potent inhibitor of p38 MAP kinase.
Bioorg Med Chem Lett, 21 (13): 4066-71. [PMID:21641211]