Quinapril HydrochlorideProduct ingredient for Quinapril

Name
Quinapril Hydrochloride
Drug Entry
Quinapril

Quinapril is the ethyl ester prodrug of the non-sulfhydryl angiotensin converting enzyme inhibitor quinaprilat.6,7 It is used to treat hypertension and heart failure.6,7 ACE inhibitors are commonly used as a first line therapy in the treatment of hypertension, along with thiazide diuretics or beta blockers.5

Quinapril was granted FDA approval on 19 November 1991.6 A combination tablet with hydrochlorothiazide was also approved on 28 December 1999.7

Accession Number
DBSALT000465
Structure
Synonyms
Quinapril HCl
External IDs
CI 906 / CI-906
UNII
33067B3N2M
CAS Number
82586-55-8
Weight
Average: 474.977
Monoisotopic: 474.192149819
Chemical Formula
C25H31ClN2O5
InChI Key
IBBLRJGOOANPTQ-JKVLGAQCSA-N
InChI
InChI=1S/C25H30N2O5.ClH/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);1H/t17-,21-,22-;/m0./s1
IUPAC Name
(3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
SMILES
Cl.[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(=O)OCC)C(=O)N1CC2=CC=CC=C2C[C@@]1([H])C(O)=O
KEGG Compound
C07340
PubChem Compound
54891
ChemSpider
49564
ChEBI
8714
ChEMBL
CHEMBL1201011
Wikipedia
Quinapril
Predicted Properties
PropertyValueSource
Water Solubility0.0085 mg/mLALOGPS
logP1.4ALOGPS
logP1.96Chemaxon
logS-4.7ALOGPS
pKa (Strongest Acidic)3.7Chemaxon
pKa (Strongest Basic)5.2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area95.94 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity119.96 m3·mol-1Chemaxon
Polarizability47.33 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon