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

• ChemBase ID: 3643
• Molecular Formular: C9H16N2O8
• Molecular Mass: 280.23194
• Monoisotopic Mass: 280.09066548
• SMILES: COC(=O)N[C@]1(O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)C(=O)N
• Canonical SMILES: OC[C@@H]1O[C@@](NC(=O)OC)(C(=O)N)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C9H16N2O8/c1-18-8(17)11-9(7(10)16)6(15)5(14)4(13)3(2-12)19-9/h3-6,12-15H,2H2,1H3,(H2,10,16)(H,11,17)/t3-,4-,5+,6-,9+/m0/s1
• InChIKey: ZQTAMPRAONLFQI-HYMLEYLXSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160967081; 46507579
• PubChem CID: 46936861

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.951047
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.3915572
• LogD (pH = 7.4): -3.3915687
• Log P: -3.3915572
• Molar Refractivity: 56.8129 cm^3
• Polarizability: 23.345192 Å^3
• Polar Surface Area: 171.57 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.38
• LOG S: -0.34
• Solubility (Water): 1.29e+02 g/l

DETAILS

DrugBank - DB04013

Drug information: experimental