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

• ChemBase ID: 174685
• Molecular Formular: C27H41ClN2O7
• Molecular Mass: 541.07664
• Monoisotopic Mass: 540.26022934
• 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/C27H40N2O7.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;/h14-15,17-18,21-22,28H,5-13,16H2,1-4H3,(H,31,32);1H/t17-,21-,22+;/m0./s1
• InChIKey: UTHZRYWNZSWSDS-UGYUSMFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-2-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
• IUPAC Traditional name: (3R)-2-[(2S)-2-{[(2S)-4-cyclohexyl-1-ethoxy-1-oxobutan-2-yl]amino}propanoyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-3-carboxylic acid hydrochloride
• Synonyms: (S)-2-{(S)-2-[(S)-4-Cyclohexyl-1-ethoxy-1-oxobutan-2-ylamino]propanoyl}-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid Hydrochloride; Moexipril Cyclohexyl Analogue Hydrochloride

Database IDs

• PubChem SID: 164230595
• PubChem CID: 71750758

CALCULATED PROPERTIES

• Acid pKa: 3.4480314
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.5558151
• LogD (pH = 7.4): 0.39779106
• Log P: 1.7481397
• Molar Refractivity: 133.9376 cm^3
• Polarizability: 52.949894 Å^3
• Polar Surface Area: 114.4 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 154-156°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M485335

An impurity of Moexipril (M485350).

REFERENCES

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