2-[hydroxy(4-phenylbutyl)phosphoryl]acetic acid

• ChemBase ID: 176526
• Molecular Formular: C12H17O4P
• Molecular Mass: 256.234741
• Monoisotopic Mass: 256.08644565
• SMILES: c1cccc(c1)CCCCP(=O)(CC(=O)O)O
• Canonical SMILES: OC(=O)CP(=O)(CCCCc1ccccc1)O
• InChI: InChI=1S/C12H17O4P/c13-12(14)10-17(15,16)9-5-4-8-11-6-2-1-3-7-11/h1-3,6-7H,4-5,8-10H2,(H,13,14)(H,15,16)
• InChIKey: WRXLMKMDSUIHDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[hydroxy(4-phenylbutyl)phosphoryl]acetic acid
• IUPAC Traditional name: [hydroxy(4-phenylbutyl)phosphoryl]acetic acid
• Synonyms: [Hydroxy(4-phenylbutyl)phosphinyl]acetic Acid; 4-Phenybutyl 2-Carboxyethylphosphinic Acid (Fosinopril Impurity)

Database IDs

• CAS Number: 83623-61-4
• PubChem SID: 164232436
• PubChem CID: 13102401

CALCULATED PROPERTIES

• Acid pKa: 1.7329241
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.6311109
• LogD (pH = 7.4): -3.4388494
• Log P: 1.4869
• Molar Refractivity: 65.4211 cm^3
• Polarizability: 25.58319 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P319575

Fosinopril (F727800) impurity.

REFERENCES

• Krapcho, J., et al.: J. Med. Chem., 31, 1148 (1988)