(2R,3S,4S,5S,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)oxane-3,4-diol

• ChemBase ID: 5785
• Molecular Formular: C12H13FN2O9
• Molecular Mass: 348.2380232
• Monoisotopic Mass: 348.06050823
• SMILES: [O-][N+](=O)c1cc([N+](=O)[O-])ccc1O[C@@H]1O[C@@H]([C@H]([C@@H]([C@@H]1F)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2[N+](=O)[O-])[N+](=O)[O-])[C@H]([C@H]([C@@H]1O)O)F
• InChI: InChI=1S/C12H13FN2O9/c13-9-11(18)10(17)8(4-16)24-12(9)23-7-2-1-5(14(19)20)3-6(7)15(21)22/h1-3,8-12,16-18H,4H2/t8-,9+,10-,11-,12-/m1/s1
• InChIKey: UFSBFVZQJZMIOU-IYKVGLELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5S,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)oxane-3,4-diol
• IUPAC Traditional name: (2R,3S,4S,5S,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)oxane-3,4-diol
• Synonyms: 2,4-DINITROPHENYL 2-DEOXY-2-FLUORO-BETA-D-MANNOPYRANOSIDE

Database IDs

• PubChem SID: 160969212; 99444629
• PubChem CID: 25195339

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.526709
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 0.17267251
• LogD (pH = 7.4): 0.1726693
• Log P: 0.17267255
• Molar Refractivity: 73.1406 cm^3
• Polarizability: 27.92873 Å^3
• Polar Surface Area: 170.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.38
• LOG S: -2.37
• Solubility (Water): 1.48e+00 g/l

DETAILS

DrugBank - DB08158

Drug information: experimental