N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-5-fluoro-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• ChemBase ID: 161375
• Molecular Formular: C15H20FNO5
• Molecular Mass: 313.3214032
• Monoisotopic Mass: 313.13255097
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1CO)OCc1ccccc1)NC(=O)C)O)F
• Canonical SMILES: OC[C@@H]1O[C@H](OCc2ccccc2)[C@H]([C@H]([C@@H]1F)O)NC(=O)C
• InChI: InChI=1S/C15H20FNO5/c1-9(19)17-13-14(20)12(16)11(7-18)22-15(13)21-8-10-5-3-2-4-6-10/h2-6,11-15,18,20H,7-8H2,1H3,(H,17,19)/t11-,12-,13-,14+,15+/m1/s1
• InChIKey: HAJHAJQQMKGKKF-ZSAUSMIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-5-fluoro-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-2-(benzyloxy)-5-fluoro-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• Synonyms: Phenylmethyl 2-(Acetylamino)-2,4-dideoxy-4-fluoro-α-D-glucopyranoside; Benzyl 2-Acetamido-2,4-dideoxy-4-fluoro-α-D-glucopyranose

Database IDs

• CAS Number: 290819-73-7
• PubChem SID: 162255510
• PubChem CID: 71313757

CALCULATED PROPERTIES

• Acid pKa: 12.054412
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.03811665
• LogD (pH = 7.4): 0.03810834
• Log P: 0.038116984
• Molar Refractivity: 74.6964 cm^3
• Polarizability: 29.834322 Å^3
• Polar Surface Area: 88.02 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol
• Apperance: White Solid