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).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
1. Millan DS, Bunnage ME, Burrows JL, Butcher KJ, Dodd PG, Evans TJ, Fairman DA, Hughes SJ, Kilty IC, Lemaitre A et al.. (2011)
Design and synthesis of inhaled p38 inhibitors for the treatment of chronic obstructive pulmonary disease.
J Med Chem, 54 (22): 7797-814. [PMID:21888439]