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

• ChemBase ID: 174687
• Molecular Formular: C26H33ClN2O7
• Molecular Mass: 521.00242
• Monoisotopic Mass: 520.19762909
• SMILES: c1(c(cc2c(c1)C[C@@H](N(C2)C(=O)[C@@H](N[C@@H](CCc1ccccc1)C(=O)OC)C)C(=O)O)OC)OC.Cl
• Canonical SMILES: COC(=O)[C@@H](N[C@H](C(=O)N1Cc2cc(OC)c(cc2C[C@@H]1C(=O)O)OC)C)CCc1ccccc1.Cl
• InChI: InChI=1S/C26H32N2O7.ClH/c1-16(27-20(26(32)35-4)11-10-17-8-6-5-7-9-17)24(29)28-15-19-14-23(34-3)22(33-2)13-18(19)12-21(28)25(30)31;/h5-9,13-14,16,20-21,27H,10-12,15H2,1-4H3,(H,30,31);1H/t16-,20-,21+;/m0./s1
• InChIKey: QGAMJBPJKREJGZ-YVJLIMIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-6,7-dimethoxy-2-[(2S)-2-{[(2S)-1-methoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
• IUPAC Traditional name: (3R)-6,7-dimethoxy-2-[(2S)-2-{[(2S)-1-methoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid hydrochloride
• Synonyms: [3S-[2-(S),3S]]-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-[2-[[1-(methoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-3-isoquinolinecarboxylic Acid Hydrochloride; Moexipril Methyl Ester Analog Hydrochloride Salt

Database IDs

• PubChem SID: 164230597
• PubChem CID: 71750761

CALCULATED PROPERTIES

• Acid pKa: 3.4623265
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.80408466
• LogD (pH = 7.4): -0.4382291
• Log P: 1.1449585
• Molar Refractivity: 128.1336 cm^3
• Polarizability: 50.374603 Å^3
• Polar Surface Area: 114.4 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Pink Solid
• Melting Point: 139-141°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M485345

An impurity of Moexipril (M485350).

REFERENCES

• Klutchko, S., et al.: J. Med. Chem., 24, 104 (1981)