[(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(4-{[2-(methylcarbamoyl)pyridin-4-yl]oxy}phenyl)amino]oxan-2-yl]methyl acetate

• ChemBase ID: 173261
• Molecular Formular: C27H31N3O11
• Molecular Mass: 573.54854
• Monoisotopic Mass: 573.19585883
• SMILES: c1(ccc(cc1)Oc1ccnc(c1)C(=O)NC)N[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C
• Canonical SMILES: CNC(=O)c1nccc(c1)Oc1ccc(cc1)N[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C27H31N3O11/c1-14(31)36-13-22-23(37-15(2)32)24(38-16(3)33)25(39-17(4)34)27(41-22)30-18-6-8-19(9-7-18)40-20-10-11-29-21(12-20)26(35)28-5/h6-12,22-25,27,30H,13H2,1-5H3,(H,28,35)/t22-,23-,24+,25-,27-/m1/s1
• InChIKey: VCZIKFFEAISKES-ZANOAUCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(4-{[2-(methylcarbamoyl)pyridin-4-yl]oxy}phenyl)amino]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(4-{[2-(methylcarbamoyl)pyridin-4-yl]oxy}phenyl)amino]oxan-2-yl]methyl acetate
• Synonyms: 1-[4-[[2-[(Methylamino)carbonyl]-4-pyridinyl]oxy]phenyl]amino-1-deoxy-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose; 1-[4-[[2-[(Methylamino)carbonyl]-4-pyridinyl]oxy]phenyl]amino-1-deoxy-β-D-glucopyranose Tetraacetate; 1-[4-[[2-[(Methylamino)carbonyl]-4-pyridinyl]oxy]phenyl]amino-1-deoxy-2,3,4,6-tetraacetate-β-D-glucopyranose

Database IDs

• PubChem SID: 164229171
• PubChem CID: 71750180

CALCULATED PROPERTIES

• Acid pKa: 12.763387
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.5391843
• LogD (pH = 7.4): 0.5393413
• Log P: 0.53934485
• Molar Refractivity: 138.2069 cm^3
• Polarizability: 54.637695 Å^3
• Polar Surface Area: 177.68 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White Solid