(3R)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

• ChemBase ID: 177268
• Molecular Formular: C25H31ClN2O5
• Molecular Mass: 474.97704
• Monoisotopic Mass: 474.19214978
• SMILES: c1ccc2c(c1)C[C@@H](N(C2)C(=O)[C@@H](N[C@H](C(=O)OCC)CCc1ccccc1)C)C(=O)O.Cl
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2ccccc2C[C@@H]1C(=O)O)C)CCc1ccccc1.Cl
• 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
• InChIKey: IBBLRJGOOANPTQ-UGYUSMFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
• IUPAC Traditional name: (3R)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid hydrochloride
• Synonyms: (3S)-2-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic Acid Hydrochloride; CI-906, PD-109452-2, Accupril, Accuprin, Accupro; Korec; Korectic; Quinapril Hydrochloride

Database IDs

• CAS Number: 82586-55-8
• PubChem SID: 164233178
• PubChem CID: 71751927

CALCULATED PROPERTIES

• Acid pKa: 3.7003553
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.6842206
• LogD (pH = 7.4): 0.31489024
• Log P: 1.9639356
• Molar Refractivity: 119.9558 cm^3
• Polarizability: 47.146 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol; Water
• Apperance: White Solid
• Melting Point: 120-130°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - Q670000

Quinapril is an angiotensin converting enzyme (ACE) inhibitor. Antihypertensive.

REFERENCES

• Klutchko, S., et al.: J. Med. Chem., 29, 1953 (1986)
• Holt, P., et al.: Eur. J. Clin. Pharmacol., 31, 9 (1986)