compound 22 [PMID: 20462760]   

GtoPdb Ligand ID: 8205

Compound class: Synthetic organic
Comment: Compound 22 is reported in [1] as a potent inhibitor of Rho kinases 1 and 2 (ROCK1 and ROCK2).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 73.99
Molecular weight 367.11
XLogP 3.36
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(C(c1ccccc1)NC1CC1)Nc1cc2cc[nH]c(=O)c2cc1Cl
Isomeric SMILES O=C(C(c1ccccc1)NC1CC1)Nc1cc2cc[nH]c(=O)c2cc1Cl
InChI InChI=1S/C20H18ClN3O2/c21-16-11-15-13(8-9-22-19(15)25)10-17(16)24-20(26)18(23-14-6-7-14)12-4-2-1-3-5-12/h1-5,8-11,14,18,23H,6-7H2,(H,22,25)(H,24,26)
InChI Key SKYALJGMRAGHEN-UHFFFAOYSA-N
Bioactivity Comments
In a selectivity profile screen compound 22 inhibits many other kinases by >90%, albeit using 3μM compound [1].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Rho associated coiled-coil containing protein kinase 2 Hs Inhibitor Inhibition 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.9x10-8 M) [1]
Rho associated coiled-coil containing protein kinase 1 Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 3.9x10-8 M) [1]
NIMA related kinase 6 Hs Inhibitor Inhibition - - - 1
[1]
Description: Measured as % inhibition using 3μM compound.
NIMA related kinase 7 Hs Inhibitor Inhibition - - - 1
[1]
Description: Measured as % inhibition using 3μM compound.