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
No information available.
Summary of Clinical Use Click here for help
Angiotensin-converting-enzyme inhibitor (ACE inhibitor) used to treat hypertension, congestive heart failure and chronic renal failure.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Inhibition of ACE acts on the renin-angiotensin-aldosterone system (RAAS) to relax blood vessels which leads to a reduction in blood pressure.
Pharmacokinetics Click here for help
Biotransformation/Metabolism
The ester group is cleaved in the liver, converting benazepril into its active form benazeprilat.