(2S,3R,4R,5S,6R)-2-(3-{[5-(4-fluorophenyl)thiophen-2-yl]methyl}-4-methylphenyl)-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 312721
• Molecular Formular: C24H25FO5S
• Molecular Mass: 444.5157032
• Monoisotopic Mass: 444.14067312
• SMILES: [C@H]1([C@H]([C@@H]([C@H]([C@@H](O1)c1cc(c(cc1)C)Cc1sc(cc1)c1ccc(cc1)F)O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2ccc(s2)c2ccc(cc2)F)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H25FO5S/c1-13-2-3-15(24-23(29)22(28)21(27)19(12-26)30-24)10-16(13)11-18-8-9-20(31-18)14-4-6-17(25)7-5-14/h2-10,19,21-24,26-29H,11-12H2,1H3/t19-,21-,22+,23-,24+/m1/s1
• InChIKey: XTNGUQKDFGDXSJ-ZXGKGEBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S,6R)-2-(3-{[5-(4-fluorophenyl)thiophen-2-yl]methyl}-4-methylphenyl)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4R,5S,6R)-2-(3-{[5-(4-fluorophenyl)thiophen-2-yl]methyl}-4-methylphenyl)-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Canagliflozin

Database IDs

• CAS Number: 842133-18-0

CALCULATED PROPERTIES

• Acid pKa: 12.573369
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 3.5206552
• LogD (pH = 7.4): 3.520652
• Log P: 3.5206552
• Molar Refractivity: 116.1353 cm^3
• Polarizability: 46.202724 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: SGLT

Product Information

• Salt Data: Free Base