PF-03715455   Click here for help

GtoPdb Ligand ID: 8179

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: PF-03715455 (aka compound 1ab) is reported as a potent p38 MAP kinase inhibitor [1]. The compound was investigated for clinical efficacy as a potential inhalation therapy for chronic obstructive pulmonary disease (COPD).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 179.68
Molecular weight 699.19
XLogP 9.27
No. Lipinski's rules broken 2
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Canonical SMILES OCCSc1ccccc1c1nnc2n1cc(cc2)Sc1ccccc1CNC(=O)Nc1cc(nn1c1ccc(c(c1)Cl)O)C(C)(C)C
Isomeric SMILES OCCSc1ccccc1c1nnc2n1cc(cc2)Sc1ccccc1CNC(=O)Nc1cc(nn1c1ccc(c(c1)Cl)O)C(C)(C)C
InChI InChI=1S/C35H34ClN7O3S2/c1-35(2,3)30-19-32(43(41-30)23-12-14-27(45)26(36)18-23)38-34(46)37-20-22-8-4-6-10-28(22)48-24-13-15-31-39-40-33(42(31)21-24)25-9-5-7-11-29(25)47-17-16-44/h4-15,18-19,21,44-45H,16-17,20H2,1-3H3,(H2,37,38,46)
Bioactivity Comments
In cells, PF-03715455 action on p38α translates into potent inhibition of the release of proinflammatory cytokines relevant to COPD [1]. Potential cross over targets are reported as p38β and misshapen-like kinase 1 (MINK) [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
mitogen-activated protein kinase 14 Primary target of this compound Hs Inhibitor Binding 12.0 pKd - 1
pKd 12.0 (Kd 1x10-12 M) [1]
mitogen-activated protein kinase 14 Primary target of this compound Hs Inhibitor Inhibition 9.1 pIC50 - 1
pIC50 9.1 (IC50 8.8x10-10 M) [1]
misshapen like kinase 1 Hs Inhibitor Inhibition 8.2 pIC50 - 1
pIC50 8.2 (IC50 6x10-9 M) [1]
mitogen-activated protein kinase 13 Hs Inhibitor Inhibition 7.6 pIC50 - 1
pIC50 7.6 (IC50 2.3x10-8 M) [1]