3-acetyl-1-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]urea

• ChemBase ID: 2915
• Molecular Formular: C9H16N2O7
• Molecular Mass: 264.23254
• Monoisotopic Mass: 264.09575086
• SMILES: CC(=O)NC(=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)NC(=O)C)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C9H16N2O7/c1-3(13)10-9(17)11-8-7(16)6(15)5(14)4(2-12)18-8/h4-8,12,14-16H,2H2,1H3,(H2,10,11,13,17)/t4-,5-,6+,7-,8-/m0/s1
• InChIKey: UQKBNLXZEGBQAF-RLMOJYMMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetyl-1-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]urea
• IUPAC Traditional name: 3-acetyl-1-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]urea
• Synonyms: N-Acetyl-N'-Beta-D-Glucopyranosyl Urea

Database IDs

• PubChem SID: 160966362; 46504854
• PubChem CID: 46936610

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.332493
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.5655122
• LogD (pH = 7.4): -3.5655618
• Log P: -3.5655117
• Molar Refractivity: 55.2673 cm^3
• Polarizability: 22.560286 Å^3
• Polar Surface Area: 148.35 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.26
• LOG S: -0.49
• Solubility (Water): 8.62e+01 g/l

DETAILS

DrugBank - DB03218

Drug information: experimental