(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid

• ChemBase ID: 5160
• Molecular Formular: C12H9ClO4
• Molecular Mass: 252.65046
• Monoisotopic Mass: 252.01893645
• SMILES: O=C(/C=C/C(=C(/O)\C(=O)O)/Cl)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)/C=C/C(=C(\C(=O)O)/O)/Cl
• InChI: InChI=1S/C12H9ClO4/c13-9(11(15)12(16)17)6-7-10(14)8-4-2-1-3-5-8/h1-7,15H,(H,16,17)/b7-6+,11-9-
• InChIKey: IBJDCVXDXGFGIO-FKTQTOOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
• IUPAC Traditional name: (2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
• Synonyms: (2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid

Database IDs

• PubChem SID: 99443987; 160968590
• PubChem CID: 17749729

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2836268
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.23974827
• LogD (pH = 7.4): -1.4718525
• Log P: 1.9586458
• Molar Refractivity: 65.4263 cm^3
• Polarizability: 23.988865 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.1
• LOG S: -3.56
• Solubility (Water): 6.92e-02 g/l

DETAILS

DrugBank - DB07516

Drug information: experimental