(2Z,3S,4S,5R)-2-(hydroxyimino)piperidine-3,4,5-triol

• ChemBase ID: 1688
• Molecular Formular: C5H10N2O4
• Molecular Mass: 162.1439
• Monoisotopic Mass: 162.06405681
• SMILES: O/N=C/1\NC[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: O/N=C/1\NC[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C5H10N2O4/c8-2-1-6-5(7-11)4(10)3(2)9/h2-4,8-11H,1H2,(H,6,7)/t2-,3+,4-/m1/s1
• InChIKey: JDBSITHMKSTORG-FLRLBIABSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,3S,4S,5R)-2-(hydroxyimino)piperidine-3,4,5-triol
• IUPAC Traditional name: @xylose-derived lactam oxime
• Synonyms: Xylose-Derived Lactam Oxime

Database IDs

• PubChem SID: 46508648; 160965145
• PubChem CID: 445614

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.735237
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.7235856
• LogD (pH = 7.4): -2.7255135
• Log P: -2.723519
• Molar Refractivity: 34.5878 cm^3
• Polarizability: 13.865803 Å^3
• Polar Surface Area: 105.31 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.41
• LOG S: -0.33
• Solubility (Water): 7.67e+01 g/l

DETAILS

DrugBank - DB01921

Drug information: experimental