N-(4-{[(2R,3R,4S,5R,6R)-3-azido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,2,2-trifluoroacetamide

• ChemBase ID: 179031
• Molecular Formular: C14H15F3N4O6
• Molecular Mass: 392.2873096
• Monoisotopic Mass: 392.09436888
• SMILES: c1(ccc(cc1)O[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)N=[N+]=[N-])NC(=O)C(F)(F)F
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2ccc(cc2)NC(=O)C(F)(F)F)[C@H]([C@@H]([C@H]1O)O)N=[N+]=[N-]
• InChI: InChI=1S/C14H15F3N4O6/c15-14(16,17)13(25)19-6-1-3-7(4-2-6)26-12-9(20-21-18)11(24)10(23)8(5-22)27-12/h1-4,8-12,22-24H,5H2,(H,19,25)/t8-,9-,10+,11+,12+/m1/s1
• InChIKey: LRWKDJKFMKAGTG-GCHJQGSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-{[(2R,3R,4S,5R,6R)-3-azido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,2,2-trifluoroacetamide
• IUPAC Traditional name: N-(4-{[(2R,3R,4S,5R,6R)-3-azido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,2,2-trifluoroacetamide
• Synonyms: N-[4-[(2-azido-2-deoxy-α-D-galactopyranosyl)oxy]phenyl]-2,2,2-trifluoro-Acetamide; 4-N-Trifluoroacetamidophenyl 2-Azido-2-deoxy-α-D-galactopyranoside

Database IDs

• CAS Number: 210426-03-2
• PubChem SID: 164234941
• PubChem CID: 71752745

CALCULATED PROPERTIES

• Acid pKa: 11.008162
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.4779489
• LogD (pH = 7.4): 0.47784832
• Log P: 0.59199584
• Molar Refractivity: 82.349 cm^3
• Polarizability: 30.883188 Å^3
• Polar Surface Area: 137.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true