(2Z)-but-2-enedioic acid methyl (2S)-2-{[(2S)-1-(benzyloxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate

• ChemBase ID: 163737
• Molecular Formular: C25H29NO8
• Molecular Mass: 471.49966
• Monoisotopic Mass: 471.18931689
• SMILES: C(=C\C(=O)O)\C(=O)O.c1cccc(c1)CC[C@@H](C(=O)OC)N[C@H](C(=O)OCc1ccccc1)C
• Canonical SMILES: OC(=O)/C=C\C(=O)O.COC(=O)[C@@H](N[C@H](C(=O)OCc1ccccc1)C)CCc1ccccc1
• InChI: InChI=1S/C21H25NO4.C4H4O4/c1-16(20(23)26-15-18-11-7-4-8-12-18)22-19(21(24)25-2)14-13-17-9-5-3-6-10-17;5-3(6)1-2-4(7)8/h3-12,16,19,22H,13-15H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t16-,19-;/m0./s1
• InChIKey: ZGBXERKTOQENPF-HWTKYGATSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid methyl (2S)-2-{[(2S)-1-(benzyloxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate
• IUPAC Traditional name: maleic acid methyl (2S)-2-{[(2S)-1-(benzyloxy)-1-oxopropan-2-yl]amino}-4-phenylbutanoate
• Synonyms: Benzyl (2S)-N-[(1S)-1-(Methoxycarbonyl)-3-phenylpropyl]aminopropionate Maleate; 2S-[(1-Carboxyethyl)amino]-benzenebutanoic Acid Methyl Benzyl Ester Maleate

Database IDs

• PubChem SID: 162257872
• PubChem CID: 71314537

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.0168767
• LogD (pH = 7.4): 4.0177617
• Log P: 4.0177727
• Molar Refractivity: 99.2212 cm^3
• Polarizability: 39.547516 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Crystals

DETAILS

Toronto Research Chemicals - C178035

Used in the preparation of Moexipril (M485350).