compound 4b [PMID: 20690647]   Click here for help

GtoPdb Ligand ID: 8614

Synonyms: Cbz-Leu-D,L-Abu-CONH-(CH(2))(3)-2-methoxyadenin-9-yl
Compound class: Synthetic organic
Comment: Compound 4b is reported as an inhibitor of calpain 1 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 19
Topological polar surface area 192.45
Molecular weight 582.29
XLogP 3.19
No. Lipinski's rules broken 2
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Canonical SMILES CCC(C(=O)C(=O)NCCCn1cnc2c1nc(OC)nc2N)NC(=O)C(NC(=O)OCc1ccccc1)CC(C)C
Isomeric SMILES CCC(C(=O)C(=O)NCCCn1cnc2c1nc(OC)nc2N)NC(=O)[C@@H](NC(=O)OCc1ccccc1)CC(C)C
InChI InChI=1S/C28H38N8O6/c1-5-19(32-25(38)20(14-17(2)3)33-28(40)42-15-18-10-7-6-8-11-18)22(37)26(39)30-12-9-13-36-16-31-21-23(29)34-27(41-4)35-24(21)36/h6-8,10-11,16-17,19-20H,5,9,12-15H2,1-4H3,(H,30,39)(H,32,38)(H,33,40)(H2,29,34,35)/t19?,20-/m0/s1
Bioactivity Comments
Compound 4b inhibits calpain 2 with a Ki of 77nM.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
calpain 1 Pig Inhibitor Inhibition 7.6 pKi - 1
pKi 7.6 (Ki 2.3x10-8 M) [1]