compound 31 [PMID: 22902653]   Click here for help

GtoPdb Ligand ID: 8117

Compound class: Synthetic organic
Comment: Compound 31 was designed as an inhibitor of the LIM domain kinases LIMK1 and LIMK2 [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 143.05
Molecular weight 461.16
XLogP 1.7
No. Lipinski's rules broken 0
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Canonical SMILES CCNC(=O)Nc1ncc(s1)c1cc(nc(n1)c1cnccn1)c1c(C)cc(cc1C)OC
Isomeric SMILES CCNC(=O)Nc1ncc(s1)c1cc(nc(n1)c1cnccn1)c1c(C)cc(cc1C)OC
InChI InChI=1S/C23H23N7O2S/c1-5-25-22(31)30-23-27-12-19(33-23)16-10-17(20-13(2)8-15(32-4)9-14(20)3)29-21(28-16)18-11-24-6-7-26-18/h6-12H,5H2,1-4H3,(H2,25,27,30,31)
Bioactivity Comments
Off-targets include the testis-specific kinases TESK1 and TESK2 [2].
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 Primary target of this compound Hs Inhibitor Inhibition 7.4 pIC50 - 2
pIC50 7.4 (IC50 3.8x10-8 M) [2]
LIM domain kinase 1 Primary target of this compound Hs Inhibitor Inhibition 7.2 pIC50 - 2
pIC50 7.2 (IC50 5.8x10-8 M) [2]
testis associated actin remodelling kinase 2 Hs Inhibitor Inhibition 6.6 pIC50 - 2
pIC50 6.6 (IC50 2.52x10-7 M) [2]
testis associated actin remodelling kinase 1 Hs Inhibitor Inhibition 6.3 pIC50 - 2
pIC50 6.3 (IC50 4.55x10-7 M) [2]