methyl (2S,4R,5S)-2,4-bis(acetyloxy)-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate

• ChemBase ID: 159092
• Molecular Formular: C28H35NO14S
• Molecular Mass: 641.6408
• Monoisotopic Mass: 641.17782581
• SMILES: C1([C@@H]([C@@H](C([C@@](O1)(OC(=O)C)C(=O)OC)Sc1ccccc1)OC(=O)C)NC(=O)C)[C@@H]([C@H](COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@]1(OC(=O)C)OC([C@@H]([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)[C@@H]([C@@H](C1Sc1ccccc1)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C28H35NO14S/c1-14(30)29-22-24(23(40-17(4)33)21(39-16(3)32)13-38-15(2)31)43-28(27(36)37-7,42-19(6)35)26(25(22)41-18(5)34)44-20-11-9-8-10-12-20/h8-12,21-26H,13H2,1-7H3,(H,29,30)/t21-,22-,23+,24?,25+,26?,28-/m0/s1
• InChIKey: NZFKVWJLAMASCK-NBYMNXNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,4R,5S)-2,4-bis(acetyloxy)-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,4R,5S)-2,4-bis(acetyloxy)-5-acetamido-3-(phenylsulfanyl)-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]oxane-2-carboxylate
• Synonyms: 5-(Acetylamino)-5-deoxy-3-S-phenyl-3-thio-D-erythro-α-L-gluco-2-nonulopyranosonic Acid Methyl Ester 2,4,7,8,9-Pentaacetate

Database IDs

• CAS Number: 156726-98-6
• PubChem SID: 162253227
• PubChem CID: 71312793

CALCULATED PROPERTIES

• Acid pKa: 12.8002
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 0.71229625
• LogD (pH = 7.4): 0.7122953
• Log P: 0.71229684
• Molar Refractivity: 146.3981 cm^3
• Polarizability: 60.024162 Å^3
• Polar Surface Area: 196.13 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false