(2S)-2-{[(2S,3S,4R,5R,6S)-3-(acetyloxy)-6-(benzyloxy)-5-acetamido-2-(methylcarbamoyl)oxan-4-yl]oxy}propanoic acid

• ChemBase ID: 181040
• Molecular Formular: C21H28N2O9
• Molecular Mass: 452.45502
• Monoisotopic Mass: 452.17948049
• SMILES: [C@@H]1([C@@H]([C@H](O[C@@H]([C@@H]1NC(=O)C)OCc1ccccc1)C(=O)NC)OC(=O)C)O[C@H](C(=O)O)C
• Canonical SMILES: CNC(=O)[C@H]1O[C@H](OCc2ccccc2)[C@@H]([C@H]([C@@H]1OC(=O)C)O[C@H](C(=O)O)C)NC(=O)C
• InChI: InChI=1S/C21H28N2O9/c1-11(20(27)28)30-16-15(23-12(2)24)21(29-10-14-8-6-5-7-9-14)32-18(19(26)22-4)17(16)31-13(3)25/h5-9,11,15-18,21H,10H2,1-4H3,(H,22,26)(H,23,24)(H,27,28)/t11-,15+,16+,17-,18-,21-/m0/s1
• InChIKey: BDHUYBIAWAQHED-QGXGZEMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S,3S,4R,5R,6S)-3-(acetyloxy)-6-(benzyloxy)-5-acetamido-2-(methylcarbamoyl)oxan-4-yl]oxy}propanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S,3S,4R,5R,6S)-3-(acetyloxy)-6-(benzyloxy)-5-acetamido-2-(methylcarbamoyl)oxan-4-yl]oxy}propanoic acid

Database IDs

• PubChem SID: 164236950
• PubChem CID: 16395112

CALCULATED PROPERTIES

• Acid pKa: 3.5351474
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.9428452
• LogD (pH = 7.4): -3.349565
• Log P: 0.015032664
• Molar Refractivity: 107.456 cm^3
• Polarizability: 43.207836 Å^3
• Polar Surface Area: 149.49 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: *D-isomer
• Classification: Rare Derivatives of Natural Compounds