compound 35 [PMID: 22902653]   

GtoPdb Ligand ID: 8119

Compound class: Synthetic organic
Comment: Compound 35 was designed as an inhibitor of the LIM domain kinases LIMK1 and LIMK2 [2]. Compound 35 exhibits selectivity for the LIMs over the testis-specific protein kinases (TESKs) [2].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 131.02
Molecular weight 472.03
XLogP 2.01
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(Cl)c(c(c1)Cl)c1cc(nc(n1)c1cnccn1)c1cnc(s1)NC(=O)C
Isomeric SMILES COc1cc(Cl)c(c(c1)Cl)c1cc(nc(n1)c1cnccn1)c1cnc(s1)NC(=O)C
InChI InChI=1S/C20H14Cl2N6O2S/c1-10(29)26-20-25-9-17(31-20)14-7-15(18-12(21)5-11(30-2)6-13(18)22)28-19(27-14)16-8-23-3-4-24-16/h3-9H,1-2H3,(H,25,26,29)
InChI Key XACSASLXEAYEEO-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
LIM domain kinase 2 Hs Inhibitor Inhibition 8.1 pIC50 - 2
pIC50 8.1 (IC50 8x10-9 M) [2]
LIM domain kinase 1 Hs Inhibitor Inhibition 7.5 pIC50 - 2
pIC50 7.5 (IC50 3x10-8 M) [2]
testis associated actin remodelling kinase 1 Hs Inhibitor Inhibition <4.5 pIC50 - 2
pIC50 <4.5 (IC50 >3x10-5 M) [2]
testis associated actin remodelling kinase 2 Hs Inhibitor Inhibition <4.5 pIC50 - 2
pIC50 <4.5 (IC50 >3x10-5 M) [2]