(2S,3R,4R,5S,6R)-2-[4-chloro-3-({4-[(3S)-oxolan-3-yloxy]phenyl}methyl)phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 312928
• Molecular Formular: C23H27ClO7
• Molecular Mass: 450.90928
• Monoisotopic Mass: 450.14453088
• SMILES: [C@H]1([C@H]([C@@H]([C@H]([C@@H](O1)c1cc(c(cc1)Cl)Cc1ccc(cc1)O[C@H]1CCOC1)O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2ccc(cc2)O[C@@H]2COCC2)Cl)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C23H27ClO7/c24-18-6-3-14(23-22(28)21(27)20(26)19(11-25)31-23)10-15(18)9-13-1-4-16(5-2-13)30-17-7-8-29-12-17/h1-6,10,17,19-23,25-28H,7-9,11-12H2/t17-,19+,20+,21-,22+,23-/m0/s1
• InChIKey: OBWASQILIWPZMG-QZMOQZSNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5S,6R)-2-[4-chloro-3-({4-[(3S)-oxolan-3-yloxy]phenyl}methyl)phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4R,5S,6R)-2-[4-chloro-3-({4-[(3S)-oxolan-3-yloxy]phenyl}methyl)phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Empagliflozin (BI10773)

Database IDs

• CAS Number: 864070-44-0

CALCULATED PROPERTIES

• Acid pKa: 12.567883
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 1.6553186
• LogD (pH = 7.4): 1.6553158
• Log P: 1.6553187
• Molar Refractivity: 113.7916 cm^3
• Polarizability: 45.12372 Å^3
• Polar Surface Area: 108.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: SGLT

Product Information

• Salt Data: Free Base