{[(2R,3S,5R)-5-(2,4-difluoro-5-methylphenyl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 5293
• Molecular Formular: C12H15F2O6P
• Molecular Mass: 324.2144674
• Monoisotopic Mass: 324.05743127
• SMILES: P(=O)(O)(O)OC[C@H]1O[C@H](C[C@@H]1O)c1c(cc(c(C)c1)F)F
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)c1cc(C)c(cc1F)F
• InChI: InChI=1S/C12H15F2O6P/c1-6-2-7(9(14)3-8(6)13)11-4-10(15)12(20-11)5-19-21(16,17)18/h2-3,10-12,15H,4-5H2,1H3,(H2,16,17,18)/t10-,11+,12+/m0/s1
• InChIKey: NMMWBGNJJMNAIJ-QJPTWQEYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,5R)-5-(2,4-difluoro-5-methylphenyl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,5R)-5-(2,4-difluoro-5-methylphenyl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid
• Synonyms: 1-[2-DEOXYRIBOFURANOSYL]-2,4-DIFLUORO-5-METHYL-BENZENE-5'MONOPHOSPHATE

Database IDs

• PubChem SID: 160968722; 99444123
• PubChem CID: 46937086

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2363636
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.2279642
• LogD (pH = 7.4): -2.308485
• Log P: 1.2118138
• Molar Refractivity: 68.4636 cm^3
• Polarizability: 26.564936 Å^3
• Polar Surface Area: 96.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.25
• LOG S: -2.19
• Solubility (Water): 2.10e+00 g/l

DETAILS

DrugBank - DB07652

Drug information: experimental