(2Z)-but-2-enedioic acid tert-butyl (3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

• ChemBase ID: 174684
• Molecular Formular: C35H46N2O11
• Molecular Mass: 670.74654
• Monoisotopic Mass: 670.3101603
• SMILES: c1(c(cc2c(c1)C[C@H](N(C2)C(=O)[C@@H](N[C@@H](CCc1ccccc1)C(=O)OCC)C)C(=O)OC(C)(C)C)OC)OC.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.CCOC(=O)[C@@H](N[C@H](C(=O)N1Cc2cc(OC)c(cc2C[C@H]1C(=O)OC(C)(C)C)OC)C)CCc1ccccc1
• InChI: InChI=1S/C31H42N2O7.C4H4O4/c1-8-39-29(35)24(15-14-21-12-10-9-11-13-21)32-20(2)28(34)33-19-23-18-27(38-7)26(37-6)17-22(23)16-25(33)30(36)40-31(3,4)5;5-3(6)1-2-4(7)8/h9-13,17-18,20,24-25,32H,8,14-16,19H2,1-7H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t20-,24-,25-;/m0./s1
• InChIKey: SMLOIRKJVBQPQD-SAYMYIPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid tert-butyl (3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
• IUPAC Traditional name: maleic acid tert-butyl (3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-3-carboxylate
• Synonyms: (3S)-2-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic Acid 1,1-Dimethylethyl Ester; (2Z)-2-Butenedioate; Moexipril tert-Butyl Ester Maleic Acid Salt

Database IDs

• CAS Number: 103733-40-0
• PubChem SID: 164230594
• PubChem CID: 71750756

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.3117332
• LogD (pH = 7.4): 4.4807916
• Log P: 4.4834356
• Molar Refractivity: 151.4569 cm^3
• Polarizability: 59.808754 Å^3
• Polar Surface Area: 103.4 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M485330

An impurity of Moexipril (M485350).

REFERENCES

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