methyl N-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamate

• ChemBase ID: 3314
• Molecular Formular: C8H15NO7
• Molecular Mass: 237.2072
• Monoisotopic Mass: 237.08485183
• SMILES: COC(=O)N[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](NC(=O)OC)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C8H15NO7/c1-15-8(14)9-7-6(13)5(12)4(11)3(2-10)16-7/h3-7,10-13H,2H2,1H3,(H,9,14)/t3-,4-,5+,6-,7-/m0/s1
• InChIKey: IZZJOGWXTFEDLL-ZYNSJIGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamate
• IUPAC Traditional name: methyl N-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamate
• Synonyms: 1-Deoxy-1-Methoxycarbamido-Beta-D-Glucopyranose

Database IDs

• PubChem SID: 46508139; 160966755
• PubChem CID: 46936746

CALCULATED PROPERTIES

JChem

• Polar Surface Area: 128.48 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 12.224797
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.6012833
• LogD (pH = 7.4): -2.6012895
• Log P: -2.6012833
• Molar Refractivity: 48.6483 cm^3
• Polarizability: 20.179205 Å^3

ALOGPS 2.1

• Solubility (Water): 2.99e+02 g/l
• Log P: -2.44
• LOG S: 0.1

DETAILS

DrugBank - DB03657

Drug information: experimental