2-{[(4R)-2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2λ5-oxazaphosphinan-4-yl]sulfanyl}ethane-1-sulfonic acid

• ChemBase ID: 128167
• Molecular Formular: C9H19Cl2N2O5PS2
• Molecular Mass: 401.267321
• Monoisotopic Mass: 399.98500571
• SMILES: O=P1(N[C@@H](CCO1)SCCS(=O)(=O)O)N(CCCl)CCCl
• Canonical SMILES: ClCCN(P1(=O)OCC[C@H](N1)SCCS(=O)(=O)O)CCCl
• InChI: InChI=1S/C9H19Cl2N2O5PS2/c10-2-4-13(5-3-11)19(14)12-9(1-6-18-19)20-7-8-21(15,16)17/h9H,1-8H2,(H,12,14)(H,15,16,17)/t9-,19?/m1/s1
• InChIKey: PBUUPFTVAPUWDE-HSLMEMBISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(4R)-2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2λ^5-oxazaphosphinan-4-yl]sulfanyl}ethane-1-sulfonic acid
• IUPAC Traditional name: mafosfamide
• Synonyms: 2-{[2-[bis(2-chloroethyl)amino]-2-oxo-1-oxa-3-aza-2λ^5-phosphacyclohex-4-yl}sulfanyl]ethanesulfonic acid; Mafosfamide

Database IDs

• CAS Number: 88859-04-5
• PubChem SID: 162222481
• PubChem CID: 5362269; 104746
• Chemspider ID: 16736958
• MeSH Name: Mafosfamide
• Wikipedia Title: Mafosfamide

CALCULATED PROPERTIES

• Acid pKa: -0.90017563
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.3189166
• LogD (pH = 7.4): -2.3190322
• Log P: -0.8349709
• Molar Refractivity: 84.8553 cm^3
• Polarizability: 34.935963 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true