[3-({2-[(2-chloroethyl)amino]ethyl}amino)propoxy]phosphonic acid

• ChemBase ID: 164032
• Molecular Formular: C7H18ClN2O4P
• Molecular Mass: 260.655581
• Monoisotopic Mass: 260.06927138
• SMILES: N(CCCOP(=O)(O)O)CCNCCCl
• Canonical SMILES: ClCCNCCNCCCOP(=O)(O)O
• InChI: InChI=1S/C7H18ClN2O4P/c8-2-4-10-6-5-9-3-1-7-14-15(11,12)13/h9-10H,1-7H2,(H2,11,12,13)
• InChIKey: NXUYKLYPMPSVGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-({2-[(2-chloroethyl)amino]ethyl}amino)propoxy]phosphonic acid
• IUPAC Traditional name: 3-({2-[(2-chloroethyl)amino]ethyl}amino)propoxyphosphonic acid
• Synonyms: 3-[[2-[(2-Chloroethyl)amino]ethyl]amino]-1-propanol Dihydrogen Phosphate; Cyclophosphamide Impurity D; 3-[[2-[(2-Chloroethyl)amino]ethyl]amino]propyl Monophosphate

Database IDs

• CAS Number: 45164-26-9
• PubChem SID: 162258167
• PubChem CID: 170292

CALCULATED PROPERTIES

• Acid pKa: 1.7657144
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.6008775
• LogD (pH = 7.4): -2.583146
• Log P: -2.2945678
• Molar Refractivity: 58.7917 cm^3
• Polarizability: 23.571241 Å^3
• Polar Surface Area: 90.82 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C364250

A metabolite of Cyclophosphamide (C988580).

REFERENCES

• Joqueviel, C. et al.: Drug Metab. Dispos., 26, 418 (1998)