JNK inhibitor 9l   Click here for help

GtoPdb Ligand ID: 9377

Synonyms: JNK-9L
PDB Ligand
Compound class: Synthetic organic
Comment: JNK-9L is a selective and brain-penetrant c-jun-N-terminal kinase (JNK) inhibitor [1].
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 9
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 92.94
Molecular weight 502.22
XLogP 3.48
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES Fc1cc(cc(c1)c1ccnc(n1)Nc1ccc(cc1)n1cnc(n1)N1CCOCC1)N1CCOCC1
Isomeric SMILES Fc1cc(cc(c1)c1ccnc(n1)Nc1ccc(cc1)n1cnc(n1)N1CCOCC1)N1CCOCC1
InChI InChI=1S/C26H27FN8O2/c27-20-15-19(16-23(17-20)33-7-11-36-12-8-33)24-5-6-28-25(31-24)30-21-1-3-22(4-2-21)35-18-29-26(32-35)34-9-13-37-14-10-34/h1-6,15-18H,7-14H2,(H,28,30,31)
Bioactivity Comments
JNK-9L inhibits JNK1, JNK3 and c-Jun (in a cell based assay) with similar potencies, but does not inhibit p38 MAP kinase [1]. JNK-9L has a favourable pharmacokinetic profile in rats. Given its ability to cross the blood-brain barrier, JNK-9L provides a tool compound suitable for investigating the potential of JNK inhibitors in models of neurodegenerative disorders.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
mitogen-activated protein kinase 8 Hs Inhibitor Inhibition 7.0 pIC50 - 1
pIC50 7.0 (IC50 9.9x10-8 M) [1]
mitogen-activated protein kinase 10 Hs Inhibitor Inhibition 6.8 pIC50 - 1
pIC50 6.8 (IC50 1.48x10-7 M) [1]