(2S,3S,4S,5R,6S)-6-[(2S,4S)-4-cyclohexyl-1-{2-[(R)-[(1S)-2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl]acetyl}pyrrolidine-2-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 169447
• Molecular Formular: C36H54NO13P
• Molecular Mass: 739.786621
• Monoisotopic Mass: 739.33327742
• SMILES: c1ccccc1CCCC[P@](=O)(CC(=O)N1[C@@H](C[C@H](C1)C1CCCCC1)C(=O)O[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O[C@H](OC(=O)CC)C(C)C
• Canonical SMILES: CCC(=O)O[C@H](C(C)C)O[P@@](=O)(CC(=O)N1C[C@@H](C[C@H]1C(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@H]1O)O)O)C1CCCCC1)CCCCc1ccccc1
• InChI: InChI=1S/C36H54NO13P/c1-4-28(39)47-35(22(2)3)50-51(46,18-12-11-15-23-13-7-5-8-14-23)21-27(38)37-20-25(24-16-9-6-10-17-24)19-26(37)34(45)49-36-31(42)29(40)30(41)32(48-36)33(43)44/h5,7-8,13-14,22,24-26,29-32,35-36,40-42H,4,6,9-12,15-21H2,1-3H3,(H,43,44)/t25-,26+,29+,30+,31-,32+,35+,36+,51-/m1/s1
• InChIKey: XOPCQNUVMYZIGF-IFMOXKSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-[(2S,4S)-4-cyclohexyl-1-{2-[(R)-[(1S)-2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl]acetyl}pyrrolidine-2-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-[(2S,4S)-4-cyclohexyl-1-{2-[(R)-(1S)-2-methyl-1-(propanoyloxy)propoxy(4-phenylbutyl)phosphoryl]acetyl}pyrrolidine-2-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (4S)-4-Cyclohexyl-1-[[(R)-[(1S)-2-methyl-1-(1-oxopropoxy)propoxy](4-phenylbutyl)phosphinyl]acetyl]-L-proline β-D-Glucopyranuronosyl Ester; Fosinopril Acyl-β-D-Glucuronide

Database IDs

• PubChem SID: 162263579
• PubChem CID: 71316968

CALCULATED PROPERTIES

• Acid pKa: 3.1942434
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 0.9418228
• LogD (pH = 7.4): -0.33621854
• Log P: 3.2318
• Molar Refractivity: 181.4182 cm^3
• Polarizability: 73.31822 Å^3
• Polar Surface Area: 206.43 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F727805

Potential Fosinopril (F727800) metabolite