compound 35 [PMID: 20684608]   

GtoPdb Ligand ID: 8209

Compound class: Synthetic organic
Comment: Compound 35 is reported in [1] as a novel inhibitor of Rho kinases.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 91.51
Molecular weight 475.26
XLogP 3.27
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ccc2c(c1)CC(NC2)C(=O)Nc1ccc(cc1OCC1CCN(CC1)C)c1c[nH]nc1
Isomeric SMILES COc1ccc2c(c1)C[C@@H](NC2)C(=O)Nc1ccc(cc1OCC1CCN(CC1)C)c1c[nH]nc1
InChI InChI=1S/C27H33N5O3/c1-32-9-7-18(8-10-32)17-35-26-13-19(22-15-29-30-16-22)4-6-24(26)31-27(33)25-12-21-11-23(34-2)5-3-20(21)14-28-25/h3-6,11,13,15-16,18,25,28H,7-10,12,14,17H2,1-2H3,(H,29,30)(H,31,33)/t25-/m1/s1
InChI Key GFWDPXHTWJXOEI-RUZDIDTESA-N
Bioactivity Comments
Compound 35 is highly selective for ROCK2 compared to protein kinase A (PKA) [1]. In a selectivity panel of 442 kinases, 3μM compound 35 inhibited only seven kinases by >65% [1]; CLK1, CLK4, LATS2, MRCKβ, NDR1 (STK38), PI3Kβ and STK33.
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 >9.0 pIC50 - 1
pIC50 >9.0 (IC50 <1x10-9 M) [1]
Rho associated coiled-coil containing protein kinase 1 Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 1x10-8 M) [1]
large tumor suppressor kinase 2 Hs Inhibitor Inhibition - - - 1
[1]
Description: Measured as % inhibition using 3μM compound.
Serine/threonine kinase 38 Hs Inhibitor Inhibition - - - 1
[1]
Description: Measured as % inhibition using 3μM compound.