quinapril   Click here for help

GtoPdb Ligand ID: 6350

Synonyms: Accupril® | Accupro® | CI-906
Approved drug
quinapril is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Quinapril is a pro-drug, converted to its active metabolite, quinaprilat, in the liver.
Marketed formulations may contain quinapril hydrochloride (PubChem CID 54891).
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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 11
Topological polar surface area 95.94
Molecular weight 438.22
XLogP 3.16
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)C(NC(C(=O)N1Cc2ccccc2CC1C(=O)O)C)CCc1ccccc1
Isomeric SMILES CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2ccccc2C[C@H]1C(=O)O)C)CCc1ccccc1
InChI InChI=1S/C25H30N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30/h4-12,17,21-22,26H,3,13-16H2,1-2H3,(H,29,30)/t17-,21-,22-/m0/s1
InChI Key JSDRRTOADPPCHY-HSQYWUDLSA-N
No information available.
Summary of Clinical Use Click here for help
Used in the treatment of hypertension and as an adjunct therapy in the treatment of congestive heart failure.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Quinapril is converted to active metabolite quinaprilat. Quinaprilat is an ACE inhibitor which Inhibits the conversion of angiotensin I to angiotensin II, which in turn decreases blood pressure. Also causes an increase in plasma renin activity. As a prodrug this compound is unlikely to have significant ACE inhibitory activity. Therefore we have not tagged a primary target for this compound.
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