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
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Angiotensin-converting enzyme Cp Inhibitor Inhibition 8.1 pIC50 - 1
pIC50 8.1 (IC50 8.3x10-9 M) [1]