(2R,3R,4R,5R,6S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxane-2-carboxamide

• ChemBase ID: 2440
• Molecular Formular: C7H13NO7
• Molecular Mass: 223.18062
• Monoisotopic Mass: 223.06920176
• SMILES: NC(=O)[C@]1(O)O[C@@H](CO)[C@H](O)[C@@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@@](O)(C(=O)N)[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C7H13NO7/c8-6(13)7(14)5(12)4(11)3(10)2(1-9)15-7/h2-5,9-12,14H,1H2,(H2,8,13)/t2-,3-,4+,5+,7+/m0/s1
• InChIKey: DTZYCNDAJQDPQC-QVVHOTIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R,6S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxane-2-carboxamide
• IUPAC Traditional name: (2R,3R,4R,5R,6S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxane-2-carboxamide
• Synonyms: C-(1-Hydrogyl-Beta-D-Glucopyranosyl) Formamide

Database IDs

• PubChem SID: 160965891; 46507973
• PubChem CID: 46936467

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.136244
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.7229133
• LogD (pH = 7.4): -3.7307043
• Log P: -3.7228131
• Molar Refractivity: 44.088 cm^3
• Polarizability: 18.324152 Å^3
• Polar Surface Area: 153.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.81
• LOG S: 0.19
• Solubility (Water): 3.43e+02 g/l

DETAILS

DrugBank - DB02719

Drug information: experimental