3-({[bis(2-chloroethyl)amino][(3-hydroxypropyl)amino]phosphoryl}amino)propan-1-ol

• ChemBase ID: 162246
• Molecular Formular: C10H24Cl2N3O3P
• Molecular Mass: 336.195621
• Monoisotopic Mass: 335.09323363
• SMILES: P(=O)(NCCCO)(N(CCCl)CCCl)NCCCO
• Canonical SMILES: ClCCN(P(=O)(NCCCO)NCCCO)CCCl
• InChI: InChI=1S/C10H24Cl2N3O3P/c11-3-7-15(8-4-12)19(18,13-5-1-9-16)14-6-2-10-17/h16-17H,1-10H2,(H2,13,14,18)
• InChIKey: VZNVPTKBTWQELE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({[bis(2-chloroethyl)amino][(3-hydroxypropyl)amino]phosphoryl}amino)propan-1-ol
• IUPAC Traditional name: 3-{[bis(2-chloroethyl)amino(3-hydroxypropyl)aminophosphoryl]amino}propan-1-ol
• Synonyms: Cyclophosphamide Impurity A; N,N-Bis(2-chloroethyl)-N',N''-bis(3-hydroxypropyl)phosphoric Triamide

Database IDs

• PubChem SID: 162256381
• PubChem CID: 71314057

CALCULATED PROPERTIES

• Acid pKa: 14.190855
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.7813349
• LogD (pH = 7.4): -1.7813325
• Log P: -1.7813323
• Molar Refractivity: 79.8469 cm^3
• Polarizability: 32.038486 Å^3
• Polar Surface Area: 84.83 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B418930

An impurity of Cyclophosphamide (C988580).