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

• ChemBase ID: 188862
• Molecular Formular: C22H27NO6
• Molecular Mass: 401.45288
• Monoisotopic Mass: 401.18383759
• SMILES: [C@H]1([C@H]([C@@H]([C@H](O[C@@H]1OCc1ccccc1)CO)O)OCc1ccccc1)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@H](OCc2ccccc2)[C@@H]([C@H]([C@@H]1O)OCc1ccccc1)NC(=O)C
• InChI: InChI=1S/C22H27NO6/c1-15(25)23-19-21(27-13-16-8-4-2-5-9-16)20(26)18(12-24)29-22(19)28-14-17-10-6-3-7-11-17/h2-11,18-22,24,26H,12-14H2,1H3,(H,23,25)/t18-,19-,20-,21-,22+/m1/s1
• InChIKey: IYODMICTBRMKGJ-LMYCIYFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2,4-bis(benzyloxy)-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-2,4-bis(benzyloxy)-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Database IDs

• PubChem SID: 164244772
• PubChem CID: 11873907

CALCULATED PROPERTIES

• Acid pKa: 12.48575
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.5146246
• LogD (pH = 7.4): 1.5146216
• Log P: 1.5146248
• Molar Refractivity: 105.7523 cm^3
• Polarizability: 42.149143 Å^3
• Polar Surface Area: 97.25 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds