(3-aminopropoxy)phosphonic acid

• ChemBase ID: 160455
• Molecular Formular: C3H10NO4P
• Molecular Mass: 155.089561
• Monoisotopic Mass: 155.03474444
• SMILES: NCCCOP(=O)(O)O
• Canonical SMILES: NCCCOP(=O)(O)O
• InChI: InChI=1S/C3H10NO4P/c4-2-1-3-8-9(5,6)7/h1-4H2,(H2,5,6,7)
• InChIKey: KUQZVISZELWDNZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-aminopropoxy)phosphonic acid
• IUPAC Traditional name: phosphorylethanolamine
• Synonyms: 3-Amino-1-propanol Dihydrogen Phosphate; 3-Aminopropyl Dihydrogen Phosphate; 3-Aminopropyl Monophosphate

Database IDs

• CAS Number: 1071-28-9
• PubChem SID: 162254590
• PubChem CID: 120985

CALCULATED PROPERTIES

• Acid pKa: 1.7667006
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.4103956
• LogD (pH = 7.4): -3.0874026
• Log P: -2.3918867
• Molar Refractivity: 31.9494 cm^3
• Polarizability: 12.901715 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A628750

A metabolite of the anti-tumor drug Ifosfamide (I265000). An impurity of Cyclophosphamide (C988580).

REFERENCES

• Gilard, V. et al.: J. Med. Chem., 42, 2542 (1999)
• Seligman, A.M. et al.: Cancer Chemother. Rep., 59, 233 (1999)