2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetic acid

• ChemBase ID: 166087
• Molecular Formular: C19H29O6P
• Molecular Mass: 384.403721
• Monoisotopic Mass: 384.17017528
• SMILES: C(CCCP(=O)(CC(=O)O)OC(C(C)C)OC(=O)CC)c1ccccc1
• Canonical SMILES: CCC(=O)OC(C(C)C)OP(=O)(CC(=O)O)CCCCc1ccccc1
• InChI: InChI=1S/C19H29O6P/c1-4-18(22)24-19(15(2)3)25-26(23,14-17(20)21)13-9-8-12-16-10-6-5-7-11-16/h5-7,10-11,15,19H,4,8-9,12-14H2,1-3H3,(H,20,21)
• InChIKey: BGHVPSAAFKIBID-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetic acid
• IUPAC Traditional name: [2-methyl-1-(propanoyloxy)propoxy(4-phenylbutyl)phosphoryl]acetic acid
• Synonyms: rac-2-[[2-Methyl-1-(1-oxopropoxy)propoxy](4-phenylbutyl)phosphinyl]acetic Acid; rac-Des(4-cyclohexyl-L-proline) Fosinopril Acetic Acid(Mixture of Diastereomers)

Database IDs

• CAS Number: 123599-78-0
• PubChem SID: 162260220
• PubChem CID: 15170591

CALCULATED PROPERTIES

• Acid pKa: 4.4154506
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8628974
• LogD (pH = 7.4): 1.0753025
• Log P: 3.9807
• Molar Refractivity: 98.5111 cm^3
• Polarizability: 39.493336 Å^3
• Polar Surface Area: 89.9 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288605

Fosinopril (F727800) intermediate.

REFERENCES

• Kirschbaum, J., et al.: J. Chromatogr., 507, 165 (1990)