benzyl (2S,3S,4S,5R,6R)-6-{[4-chloro-3-(trifluoromethyl)phenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 164681
• Molecular Formular: C20H19ClF3NO6
• Molecular Mass: 461.8161696
• Monoisotopic Mass: 461.08529967
• SMILES: c1(N[C@@H]2O[C@H]([C@H]([C@@H]([C@@H]2O)O)O)C(=O)OCc2ccccc2)ccc(c(c1)C(F)(F)F)Cl
• Canonical SMILES: O[C@H]1[C@H](O)[C@@H](O[C@H]([C@H]1O)Nc1ccc(c(c1)C(F)(F)F)Cl)C(=O)OCc1ccccc1
• InChI: InChI=1S/C20H19ClF3NO6/c21-13-7-6-11(8-12(13)20(22,23)24)25-18-16(28)14(26)15(27)17(31-18)19(29)30-9-10-4-2-1-3-5-10/h1-8,14-18,25-28H,9H2/t14-,15-,16+,17-,18+/m0/s1
• InChIKey: WBVJUTQEPDMZIJ-IECFSIQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S,3S,4S,5R,6R)-6-{[4-chloro-3-(trifluoromethyl)phenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: benzyl (2S,3S,4S,5R,6R)-6-{[4-chloro-3-(trifluoromethyl)phenyl]amino}-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 1-[4-Chloro-3-(trifluoromethyl)phenyl]amino-1-deoxy-β-D-glucopyranuronic Acid Benzyl Ester

Database IDs

• PubChem SID: 162258816
• PubChem CID: 71314825

CALCULATED PROPERTIES

• Acid pKa: 11.773007
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 2.7045956
• LogD (pH = 7.4): 2.7045789
• Log P: 2.7045968
• Molar Refractivity: 103.9415 cm^3
• Polarizability: 39.781498 Å^3
• Polar Surface Area: 108.25 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Brown Solid