PN10   Click here for help

GtoPdb Ligand ID: 10089

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: PN10 is a ponatinib/necrostatin hybrid molecule that inhibits RIPK1-driven necroptosis [1]. The compound retains most of ponatinib's in vivo activity, but with improved selectivity conferred by the necrostatin component.
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 2
Rotatable bonds 7
Topological polar surface area 95.39
Molecular weight 550.19
XLogP 6.63
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C1NC(C(=O)N1CCCCc1ccc(c(c1)C#Cc1cnc2n1nccc2)C)Cc1c[nH]c2c1cccc2Cl
Isomeric SMILES O=C1NC(C(=O)N1CCCCc1ccc(c(c1)C#Cc1cnc2n1nccc2)C)Cc1c[nH]c2c1cccc2Cl
InChI InChI=1S/C31H27ClN6O2/c1-20-10-11-21(16-22(20)12-13-24-19-33-28-9-5-14-35-38(24)28)6-2-3-15-37-30(39)27(36-31(37)40)17-23-18-34-29-25(23)7-4-8-26(29)32/h4-5,7-11,14,16,18-19,27,34H,2-3,6,15,17H2,1H3,(H,36,40)
InChI Key ZQSZVECJMJELSV-UHFFFAOYSA-N
References
1. Najjar M, Suebsuwong C, Ray SS, Thapa RJ, Maki JL, Nogusa S, Shah S, Saleh D, Gough PJ, Bertin J et al.. (2015)
Structure guided design of potent and selective ponatinib-based hybrid inhibitors for RIPK1.
Cell Rep, 10 (11): 1850-60. [PMID:25801024]