(3R)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

• ChemBase ID: 174688
• Molecular Formular: C27H35ClN2O7
• Molecular Mass: 535.029
• Monoisotopic Mass: 534.21327915
• SMILES: c1(c(cc2c(c1)C[C@@H](N(C2)C(=O)[C@@H](N[C@@H](CCc1ccccc1)C(=O)OCC)C)C(=O)O)OC)OC.Cl
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2cc(OC)c(cc2C[C@@H]1C(=O)O)OC)C)CCc1ccccc1.Cl
• InChI: InChI=1S/C27H34N2O7.ClH/c1-5-36-27(33)21(12-11-18-9-7-6-8-10-18)28-17(2)25(30)29-16-20-15-24(35-4)23(34-3)14-19(20)13-22(29)26(31)32;/h6-10,14-15,17,21-22,28H,5,11-13,16H2,1-4H3,(H,31,32);1H/t17-,21-,22+;/m0./s1
• InChIKey: JXRAXHBVZQZSIC-UGYUSMFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-6,7-dimethoxy-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]-6,7-dimethoxy-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-6,7-dimethoxy-3-isoquinolinecarboxylic Acid Hydrochloride; CI-925; RS-10085-197; SPM-925; Fempress; Perdix; Univasc; Moexipril Hydrochloride

Database IDs

• CAS Number: 82586-52-5
• PubChem SID: 164230598
• PubChem CID: 71750763

CALCULATED PROPERTIES

• Acid pKa: 3.462318
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.1609751
• LogD (pH = 7.4): -0.08144003
• Log P: 1.5021217
• Molar Refractivity: 132.8822 cm^3
• Polarizability: 52.210068 Å^3
• Polar Surface Area: 114.4 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol; Water
• Apperance: White Solid
• Melting Point: 152-154°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M485350

Angiotensin converting enzyme (ACE) inhibitor; dimethoxy analog of quinapril.

REFERENCES

• Edling, O., et al.: J. Pharmacol. Exp. Ther., 275, 854 (1995)
• White, W.B., et al.: J. Hum. Hypertens., 8, 917 (1995)
• Stimpel, M., et al.: Cardiology 87, 313 (1996)