diethyl [(1S)-1-{[N-(2-chloroethyl)-N'-oxohydrazinecarbonyl]amino}ethyl]phosphonate

• ChemBase ID: 3728
• Molecular Formular: C9H19ClN3O5P
• Molecular Mass: 315.691021
• Monoisotopic Mass: 315.07508503
• SMILES: CCOP(=O)(OCC)[C@@H](C)NC(=O)N(CCCl)N=O
• Canonical SMILES: ClCCN(C(=O)N[C@@H](P(=O)(OCC)OCC)C)N=O
• InChI: InChI=1S/C9H19ClN3O5P/c1-4-17-19(16,18-5-2)8(3)11-9(14)13(12-15)7-6-10/h8H,4-7H2,1-3H3,(H,11,14)/t8-/m0/s1
• InChIKey: YAKWPXVTIGTRJH-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl [(1S)-1-{[N-(2-chloroethyl)-N'-oxohydrazinecarbonyl]amino}ethyl]phosphonate
• IUPAC Traditional name: fotemustina
• Synonyms: (+-)-Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate; Diethyl-1-(3-(2-chloroethyl)-3-nitrosoureido)ethylphosphonate; Fotemustina [Spanish]; Fotemustinum [Latin]; Servier-10036; Fotemustine

Database IDs

• PubChem SID: 160967166; 46505097
• PubChem CID: 46936889

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.281335
• LogD (pH = 7.4): 1.2812502
• Log P: 1.2813362
• Molar Refractivity: 71.4238 cm^3
• Polarizability: 27.539778 Å^3
• Polar Surface Area: 97.3 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true
• Acid pKa: 11.064619

ALOGPS 2.1

• Log P: 1.23
• LOG S: -1.89
• Solubility (Water): 4.11e+00 g/l

DETAILS

DrugBank - DB04106

Drug information: experimental