[(2R,3S,4R,5S,6S)-3,4-bis(acetyloxy)-6-azido-5-acetamidooxan-2-yl]methyl acetate

• ChemBase ID: 83744
• Molecular Formular: C14H20N4O8
• Molecular Mass: 372.3306
• Monoisotopic Mass: 372.12811362
• SMILES: O1[C@@H]([C@H]([C@H]([C@@H]([C@H]1COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=N[C@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H20N4O8/c1-6(19)16-11-13(25-9(4)22)12(24-8(3)21)10(5-23-7(2)20)26-14(11)17-18-15/h10-14H,5H2,1-4H3,(H,16,19)/t10-,11+,12-,13-,14+/m1/s1
• InChIKey: RMCFMPMNMQZHSF-ITGHMWBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5S,6S)-3,4-bis(acetyloxy)-6-azido-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5S,6S)-3,4-bis(acetyloxy)-6-azido-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: 1-{3-(acetylamino)-4,5-di(acetyloxy)-6-[(acetyloxy)methyl]tetrahydro-2H-pyran-2-yl}triaza-1,2-dien-2-ium

Database IDs

• MDL Number: MFCD00179094
• PubChem SID: 162070861
• PubChem CID: 29972254

CALCULATED PROPERTIES

• Acid pKa: 4.5037894
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -1.1791104
• LogD (pH = 7.4): -1.1907394
• Log P: -1.0768538
• Molar Refractivity: 80.7717 cm^3
• Polarizability: 32.65959 Å^3
• Polar Surface Area: 146.66 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true