N-[(2S,3R,4R,5S,6R)-2-(4-acetamidophenoxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• ChemBase ID: 224316
• Molecular Formular: C16H22N2O7
• Molecular Mass: 354.35508
• Monoisotopic Mass: 354.14270105
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1ccc(NC(=O)C)cc1)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2)NC(=O)C)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C16H22N2O7/c1-8(20)17-10-3-5-11(6-4-10)24-16-13(18-9(2)21)15(23)14(22)12(7-19)25-16/h3-6,12-16,19,22-23H,7H2,1-2H3,(H,17,20)(H,18,21)/t12-,13-,14-,15-,16-/m1/s1
• InChIKey: XVIFZZGCCJWHHU-OXGONZEZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164280226
• PubChem CID: 15699426

CALCULATED PROPERTIES

• Acid pKa: 12.018104
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.6487128
• LogD (pH = 7.4): -1.6487218
• Log P: -1.6487124
• Molar Refractivity: 86.1476 cm^3
• Polarizability: 33.818077 Å^3
• Polar Surface Area: 137.35 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds