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

• ChemBase ID: 3807
• Molecular Formular: C24H41N3O16
• Molecular Mass: 627.59284
• Monoisotopic Mass: 627.24868225
• SMILES: CC(=O)N[C@@H]1[C@@H](O)O[C@@H](CO)[C@@H](O[C@H]2O[C@@H](CO)[C@@H](O[C@H]3O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]3NC(=O)C)[C@@H](O)[C@@H]2NC(=O)C)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O[C@@H]2[C@H](CO)O[C@@H]([C@H]([C@@H]2O)NC(=O)C)O)[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/C24H41N3O16/c1-7(31)25-13-18(36)20(11(5-29)39-22(13)38)42-24-15(27-9(3)33)19(37)21(12(6-30)41-24)43-23-14(26-8(2)32)17(35)16(34)10(4-28)40-23/h10-24,28-30,34-38H,4-6H2,1-3H3,(H,25,31)(H,26,32)(H,27,33)/t10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20+,21+,22-,23+,24+/m0/s1
• InChIKey: WZZVUHWLNMNWLW-WNRCWLGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3S,4S,5S,6S)-5-{[(2R,3S,4S,5S,6S)-3-acetamido-5-{[(2R,3S,4S,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: @chitotriose
• Synonyms: Chitotriose

Database IDs

• PubChem SID: 160967244; 46506349
• PubChem CID: 46936918

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.40841
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -7.3383164
• LogD (pH = 7.4): -7.3383565
• Log P: -7.338316
• Molar Refractivity: 134.0539 cm^3
• Polarizability: 55.52393 Å^3
• Polar Surface Area: 295.29 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.51
• LOG S: -0.92
• Solubility (Water): 7.58e+01 g/l

DETAILS

DrugBank - DB04194

Drug information: experimental