N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(4-nitrophenoxy)-6-[(triphenylmethoxy)methyl]oxan-3-yl]acetamide

• ChemBase ID: 175306
• Molecular Formular: C33H32N2O8
• Molecular Mass: 584.61578
• Monoisotopic Mass: 584.21586599
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(c1ccccc1)(c1ccccc1)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)C)O)O
• Canonical SMILES: CC(=O)N[C@@H]1[C@@H](O[C@H]([C@H]([C@@H]1O)O)COC(c1ccccc1)(c1ccccc1)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C33H32N2O8/c1-22(36)34-29-31(38)30(37)28(43-32(29)42-27-19-17-26(18-20-27)35(39)40)21-41-33(23-11-5-2-6-12-23,24-13-7-3-8-14-24)25-15-9-4-10-16-25/h2-20,28-32,37-38H,21H2,1H3,(H,34,36)/t28-,29-,30-,31-,32-/m1/s1
• InChIKey: XMIMZFONVZYHON-NYDDOVQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(4-nitrophenoxy)-6-[(triphenylmethoxy)methyl]oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(4-nitrophenoxy)-6-[(triphenylmethoxy)methyl]oxan-3-yl]acetamide
• Synonyms: p-Nitrophenyl 2-Acetamido-2-deoxy-6-O-trityl-β-D-glucopyranoside

Database IDs

• PubChem SID: 164231216
• PubChem CID: 71307192

CALCULATED PROPERTIES

• Acid pKa: 11.855799
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 4.8536425
• LogD (pH = 7.4): 4.8536296
• Log P: 4.853643
• Molar Refractivity: 158.4107 cm^3
• Polarizability: 61.321228 Å^3
• Polar Surface Area: 143.07 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Solid