selonsertib   Click here for help

GtoPdb Ligand ID: 9040

Synonyms: GS-4997
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Selonsertib is an orally bioavailable apoptosis signal-regulating kinase 1 (ASK1= mitogen-activated protein kinase kinase kinase 5, MAP3K5) inhibitor being investigated for its anti-fibrotic activity. It is compound I in patent US8742126 [2]. Development as a treatment for nonalcoholic steatohepatitis (NASH) was unsuccessful.
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 6
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 90
Molecular weight 445.2
XLogP 5.68
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES O=C(c1cc(c(cc1F)C)n1cnc(c1)C1CC1)Nc1cccc(n1)c1nncn1C(C)C
Isomeric SMILES O=C(c1cc(c(cc1F)C)n1cnc(c1)C1CC1)Nc1cccc(n1)c1nncn1C(C)C
InChI InChI=1S/C24H24FN7O/c1-14(2)32-13-27-30-23(32)19-5-4-6-22(28-19)29-24(33)17-10-21(15(3)9-18(17)25)31-11-20(26-12-31)16-7-8-16/h4-6,9-14,16H,7-8H2,1-3H3,(H,28,29,33)
1. Kikuchi R, de Morais SM, Kalvass JC. (2013)
In vitro P-glycoprotein efflux ratio can predict the in vivo brain penetration regardless of biopharmaceutics drug disposition classification system class.
Drug Metab Dispos, 41 (12): 2012-7. [PMID:24009309]
2. Notte G. (2014)
Apoptosis signal-regulating kinase inhibitor.
Patent number: US8742126 B2. Assignee: Gilead Sciences, Inc.. Priority date: 27/01/2012. Publication date: 03/06/2014.