benazeprilat   Click here for help

GtoPdb Ligand ID: 6375

Synonyms: CGS-14831
Approved drug
benazeprilat is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: This is the active metabolite (drug) of the prodrug benazepril
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 106.94
Molecular weight 396.17
XLogP 2.53
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OC(=O)CN1C(=O)C(CCc2c1cccc2)NC(C(=O)O)CCc1ccccc1
Isomeric SMILES OC(=O)CN1C(=O)[C@H](CCc2c1cccc2)N[C@H](C(=O)O)CCc1ccccc1
InChI InChI=1S/C22H24N2O5/c25-20(26)14-24-19-9-5-4-8-16(19)11-13-17(21(24)27)23-18(22(28)29)12-10-15-6-2-1-3-7-15/h1-9,17-18,23H,10-14H2,(H,25,26)(H,28,29)/t17-,18-/m0/s1
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Angiotensin-converting enzyme Primary target of this compound Hs Inhibitor Inhibition 6.6 pIC50 - 1
pIC50 6.6 (IC50 2.8x10-7 M) [1]