(2R,3R,4S,5S,6R)-2-amino-6-(hydroxymethyl)thiane-3,4,5-triol

• ChemBase ID: 3093
• Molecular Formular: C6H13NO4S
• Molecular Mass: 195.23672
• Monoisotopic Mass: 195.0565289
• SMILES: N[C@@H]1S[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1S[C@@H](N)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C6H13NO4S/c7-6-5(11)4(10)3(9)2(1-8)12-6/h2-6,8-11H,1,7H2/t2-,3-,4+,5-,6-/m1/s1
• InChIKey: FGVRMLQUWLZGLJ-VFUOTHLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-amino-6-(hydroxymethyl)thiane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-amino-6-(hydroxymethyl)thiane-3,4,5-triol
• Synonyms: 5-Thio-a/B-D-Mannopyranosylamine

Database IDs

• PubChem SID: 160966537; 46506273
• PubChem CID: 11206370

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.770893
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -4.3242903
• LogD (pH = 7.4): -2.9048693
• Log P: -2.72829
• Molar Refractivity: 43.9317 cm^3
• Polarizability: 18.258976 Å^3
• Polar Surface Area: 106.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.48
• LOG S: 0.08
• Solubility (Water): 2.35e+02 g/l

DETAILS

DrugBank - DB03414

Drug information: experimental