N-[(2S,3S,4S,5R,6S)-2-{[(2S,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

• ChemBase ID: 2477
• Molecular Formular: C26H34N2O13
• Molecular Mass: 582.55376
• Monoisotopic Mass: 582.20608916
• SMILES: CC(=O)N[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](Oc2ccc3c(C)cc(=O)oc3c2)[C@H](NC(=O)C)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](CO)[C@@H]([C@H]([C@@H]1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C26H34N2O13/c1-10-6-18(33)38-15-7-13(4-5-14(10)15)37-25-20(28-12(3)32)23(36)24(17(9-30)40-25)41-26-19(27-11(2)31)22(35)21(34)16(8-29)39-26/h4-7,16-17,19-26,29-30,34-36H,8-9H2,1-3H3,(H,27,31)(H,28,32)/t16-,17-,19-,20+,21-,22-,23+,24+,25+,26-/m0/s1
• InChIKey: UPSFMJHZUCSEHU-IWMPZAEYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3S,4S,5R,6S)-2-{[(2S,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3S,4S,5R,6S)-2-{[(2S,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-[(4-methyl-2-oxochromen-7-yl)oxy]oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• Synonyms: 4-Methylumbelliferyl Chitobiose

Database IDs

• PubChem SID: 46507800; 160965927
• PubChem CID: 46936482

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.748206
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -2.8357856
• LogD (pH = 7.4): -2.8358028
• Log P: -2.8357852
• Molar Refractivity: 134.5718 cm^3
• Polarizability: 54.19327 Å^3
• Polar Surface Area: 222.57 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.81
• LOG S: -2.02
• Solubility (Water): 5.55e+00 g/l

DETAILS

DrugBank - DB02759

Drug information: experimental