compound 7u [PMID: 24775305]   Click here for help

GtoPdb Ligand ID: 8633

Compound class: Synthetic organic
Comment: Compound 7u is reported to inhibit the asparaginyl endopeptidase, legumain [1].
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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 12
Topological polar surface area 134.75
Molecular weight 464.21
XLogP 2.2
No. Lipinski's rules broken 0
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Canonical SMILES CCOc1cccc(c1)c1ccc(cc1)COC(=O)N1CCCC1C(=O)NC(CC(=O)N)C#N
Isomeric SMILES CCOc1cccc(c1)c1ccc(cc1)COC(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)N)C#N
InChI InChI=1S/C25H28N4O5/c1-2-33-21-6-3-5-19(13-21)18-10-8-17(9-11-18)16-34-25(32)29-12-4-7-22(29)24(31)28-20(15-26)14-23(27)30/h3,5-6,8-11,13,20,22H,2,4,7,12,14,16H2,1H3,(H2,27,30)(H,28,31)/t20-,22-/m0/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
legumain Primary target of this compound Hs Inhibitor Inhibition 9.1 pIC50 - 1
pIC50 9.1 (IC50 9x10-10 M) [1]