(2S,3S,4S,5R,6R)-6-[2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 172426
• Molecular Formular: C36H40Cl3NO7
• Molecular Mass: 705.0643
• Monoisotopic Mass: 703.18703567
• SMILES: c1(cc(c2c(c1)/C(=C\c1ccc(cc1)Cl)/c1c2ccc(c1)Cl)C(CN(CCCC)CCCC)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)Cl
• Canonical SMILES: CCCCN(CC(c1cc(Cl)cc2c1c1ccc(cc1/C/2=C/c1ccc(cc1)Cl)Cl)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)CCCC
• InChI: InChI=1S/C36H40Cl3NO7/c1-3-5-13-40(14-6-4-2)19-29(46-36-33(43)31(41)32(42)34(47-36)35(44)45)28-18-23(39)17-27-25(15-20-7-9-21(37)10-8-20)26-16-22(38)11-12-24(26)30(27)28/h7-12,15-18,29,31-34,36,41-43H,3-6,13-14,19H2,1-2H3,(H,44,45)/b25-15-/t29?,31-,32-,33+,34-,36+/m0/s1
• InChIKey: YYRVPOHAOANQSD-HBPNWNQUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-[2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]-9H-fluoren-4-yl]ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-6-[2-(dibutylamino)-1-[(9Z)-2,7-dichloro-9-[(4-chlorophenyl)methylidene]fluoren-4-yl]ethoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (9Z)-2,7-Dichloro-9-[(4-chlorophenyl)methylene]-α-[(dibutylamino)methyl]-9H-fluorene-4-methanol β-D-Glucopyranosiduronic Acid; Lumefantrine β-D-Glucuronide

Database IDs

• PubChem SID: 164228336
• PubChem CID: 71749851

CALCULATED PROPERTIES

• Acid pKa: 3.230051
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 5.0079594
• LogD (pH = 7.4): 5.0081434
• Log P: 5.0092306
• Molar Refractivity: 193.0912 cm^3
• Polarizability: 73.344246 Å^3
• Polar Surface Area: 119.69 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L474010

A metabolite of Lumefantrine (L474000).