(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(5-methyl-1,3-benzothiazol-2-yl)oxane-3,4,5-triol

• ChemBase ID: 2947
• Molecular Formular: C14H17NO5S
• Molecular Mass: 311.35348
• Monoisotopic Mass: 311.08274365
• SMILES: [C@@H]1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)c1nc2cc(ccc2s1)C
• Canonical SMILES: OC[C@H]1O[C@@H](c2nc3c(s2)ccc(c3)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C14H17NO5S/c1-6-2-3-9-7(4-6)15-14(21-9)13-12(19)11(18)10(17)8(5-16)20-13/h2-4,8,10-13,16-19H,5H2,1H3/t8-,10-,11+,12-,13-/m1/s1
• InChIKey: WGJFWQVWYRZPEP-KABOQKQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(5-methyl-1,3-benzothiazol-2-yl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(5-methyl-1,3-benzothiazol-2-yl)oxane-3,4,5-triol
• Synonyms: 2-(Beta-D-Glucopyranosyl)-5-Methyl-1,3,4-Benzothiazole

Database IDs

• PubChem SID: 46505292; 160966394
• PubChem CID: 22298966

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.45893
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.094870515
• LogD (pH = 7.4): 0.09492341
• Log P: 0.09492792
• Molar Refractivity: 74.6903 cm^3
• Polarizability: 30.940168 Å^3
• Polar Surface Area: 103.04 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.08
• LOG S: -2.35
• Solubility (Water): 1.39e+00 g/l

DETAILS

DrugBank - DB03250

Drug information: experimental