(3aR,4S,5S,6S,6aS)-6-(hydroxymethyl)-2-(methylideneamino)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazole-4,5-diol

• ChemBase ID: 3207
• Molecular Formular: C8H12N2O4
• Molecular Mass: 200.19188
• Monoisotopic Mass: 200.07970687
• SMILES: OC[C@H]1[C@H](O)[C@@H](O)[C@H]2N=C(O[C@@H]12)N=C
• Canonical SMILES: OC[C@H]1[C@H](O)[C@H]([C@@H]2[C@H]1OC(=N2)N=C)O
• InChI: InChI=1S/C8H12N2O4/c1-9-8-10-4-6(13)5(12)3(2-11)7(4)14-8/h3-7,11-13H,1-2H2/t3-,4+,5-,6-,7-/m0/s1
• InChIKey: YJMIXNAZGREWGZ-REQIZBSHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,5S,6S,6aS)-6-(hydroxymethyl)-2-(methylideneamino)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazole-4,5-diol
• IUPAC Traditional name: (3aR,4S,5S,6S,6aS)-6-(hydroxymethyl)-2-(methylideneamino)-3aH,4H,5H,6H,6aH-cyclopenta[d][1,3]oxazole-4,5-diol
• Synonyms: 2-(Acetylamino)-2-Deoxy-6-O-Methyl-Alpha-D-Allopyranose

Database IDs

• PubChem SID: 160966650; 46506930
• PubChem CID: 46936709

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.121336
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.1500754
• LogD (pH = 7.4): -2.1494575
• Log P: -2.1494486
• Molar Refractivity: 44.9534 cm^3
• Polarizability: 18.18454 Å^3
• Polar Surface Area: 94.64 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.39
• LOG S: -1.23
• Solubility (Water): 1.18e+01 g/l

DETAILS

DrugBank - DB03539

Drug information: experimental