N-[(2S,3R,4R,5S,6R)-4-(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxy-2-methoxyoxan-3-yl]acetamide

• ChemBase ID: 173205
• Molecular Formular: C23H29NO6
• Molecular Mass: 415.47946
• Monoisotopic Mass: 415.19948765
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1COCc1ccccc1)OC)NC(=O)C)OCc1ccccc1)O
• Canonical SMILES: CO[C@H]1O[C@@H](COCc2ccccc2)[C@H]([C@@H]([C@@H]1NC(=O)C)OCc1ccccc1)O
• InChI: InChI=1S/C23H29NO6/c1-16(25)24-20-22(29-14-18-11-7-4-8-12-18)21(26)19(30-23(20)27-2)15-28-13-17-9-5-3-6-10-17/h3-12,19-23,26H,13-15H2,1-2H3,(H,24,25)/t19-,20-,21-,22-,23+/m1/s1
• InChIKey: POXMMSHWVBSCKK-JLMDMGSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-4-(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxy-2-methoxyoxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-4-(benzyloxy)-6-[(benzyloxy)methyl]-5-hydroxy-2-methoxyoxan-3-yl]acetamide
• Synonyms: Methyl 2-(Acetylamino)-2-deoxy-3,6-bis-O-(phenylmethyl)-α-D-glucopyranoside; Methyl 2-Acetamido-2-deoxy-3,6-di-O-benzyl-α-D-glucopyranoside

Database IDs

• CAS Number: 85193-92-6
• PubChem SID: 164229115
• PubChem CID: 11200838

CALCULATED PROPERTIES

• Acid pKa: 12.4409075
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.157751
• LogD (pH = 7.4): 2.1577477
• Log P: 2.1577513
• Molar Refractivity: 110.5035 cm^3
• Polarizability: 44.057064 Å^3
• Polar Surface Area: 86.25 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water