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
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2D Structure
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Physico-chemical Properties
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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
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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
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Summary of Clinical Use Click here for help
Used to treat hypertension, alone or in combination with thiazide diuretics.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Benazeprilat competes with angiotensin I for binding to the angiotensin-converting enzyme and inhibits the conversion of angiotensin I to angiotensin II. Decreased concentrations of angiotensin II result in a lowering of blood pressure.