(2Z,4E)-3-fluoro-6-(4-fluorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid

• ChemBase ID: 5154
• Molecular Formular: C12H8F2O4
• Molecular Mass: 254.1863264
• Monoisotopic Mass: 254.03906518
• SMILES: OC(=O)/C(=C(/F)\C=C\C(=O)c1ccc(cc1)F)/O
• Canonical SMILES: O=C(c1ccc(cc1)F)/C=C/C(=C(\C(=O)O)/O)/F
• InChI: InChI=1S/C12H8F2O4/c13-8-3-1-7(2-4-8)10(15)6-5-9(14)11(16)12(17)18/h1-6,16H,(H,17,18)/b6-5+,11-9-
• InChIKey: CPZFGNOKCMJZFO-BTHQEHEQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4E)-3-fluoro-6-(4-fluorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
• IUPAC Traditional name: (2Z,4E)-3-fluoro-6-(4-fluorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
• Synonyms: 3-fluoro-6-(4-fluorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid

Database IDs

• PubChem SID: 99443981; 160968584
• PubChem CID: 23636976

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0401063
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.78599966
• LogD (pH = 7.4): -1.8387786
• Log P: 1.640005
• Molar Refractivity: 61.0543 cm^3
• Polarizability: 21.687302 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.52
• LOG S: -4.21
• Solubility (Water): 1.55e-02 g/l

DETAILS

DrugBank - DB07510

Drug information: experimental