[(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-acetamido-6-[(1-methyl-1H-1,3-benzodiazol-2-yl)sulfanyl]oxan-2-yl]methyl acetate

• ChemBase ID: 219470
• Molecular Formular: C22H27N3O8S
• Molecular Mass: 493.53008
• Monoisotopic Mass: 493.15188584
• SMILES: c1(nc2c(n1C)cccc2)S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](Sc2nc3c(n2C)cccc3)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C22H27N3O8S/c1-11(26)23-18-20(32-14(4)29)19(31-13(3)28)17(10-30-12(2)27)33-21(18)34-22-24-15-8-6-7-9-16(15)25(22)5/h6-9,17-21H,10H2,1-5H3,(H,23,26)/t17-,18-,19-,20-,21+/m1/s1
• InChIKey: WXJIHLODHFIABC-ONUIULTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-acetamido-6-[(1-methyl-1H-1,3-benzodiazol-2-yl)sulfanyl]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-5-acetamido-6-[(1-methyl-1,3-benzodiazol-2-yl)sulfanyl]oxan-2-yl]methyl acetate

Database IDs

• PubChem SID: 164275380
• PubChem CID: 16409376

CALCULATED PROPERTIES

• Acid pKa: 12.640359
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.0194279
• LogD (pH = 7.4): 1.0288633
• Log P: 1.0289873
• Molar Refractivity: 118.5563 cm^3
• Polarizability: 48.84188 Å^3
• Polar Surface Area: 135.05 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds