benazepril   Click here for help

GtoPdb Ligand ID: 6374

Synonyms: CGS-14824A | Lotensin®
Approved drug
benazepril is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Benazepril (an ACE inhibitor) is administered as an ester is a prodrug, which is metabolized by the liver into its active form benazeprilat.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 95.94
Molecular weight 424.2
XLogP 3.28
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)C(NC1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H]1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1
InChI InChI=1S/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20-/m0/s1
InChI Key XPCFTKFZXHTYIP-PMACEKPBSA-N
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Angiotensin-converting enzyme Primary target of this compound Hs Inhibitor Inhibition 8.8 pIC50 - 1
pIC50 8.8 (IC50 1.7x10-9 M) [1]