(2E,4E)-4-[(4-chlorophenyl)methylidene]-3-methylpent-2-enedioic acid

• ChemBase ID: 119142
• Molecular Formular: C13H11ClO4
• Molecular Mass: 266.67704
• Monoisotopic Mass: 266.03458651
• SMILES: C(=C\c1ccc(Cl)cc1)(\C(=C\C(=O)O)\C)/C(=O)O
• Canonical SMILES: OC(=O)/C=C(/C(=C\c1ccc(cc1)Cl)/C(=O)O)\C
• InChI: InChI=1S/C13H11ClO4/c1-8(6-12(15)16)11(13(17)18)7-9-2-4-10(14)5-3-9/h2-7H,1H3,(H,15,16)(H,17,18)/b8-6+,11-7+
• InChIKey: CYCPDBBDXDVQNH-JMFBPXTISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E)-4-[(4-chlorophenyl)methylidene]-3-methylpent-2-enedioic acid
• IUPAC Traditional name: (2E,4E)-4-[(4-chlorophenyl)methylidene]-3-methylpent-2-enedioic acid
• Synonyms: (2E,4E)-4-(4-chlorobenzylidene)-3-methylpent-2-enedioic acid

Database IDs

• PubChem SID: 162107396
• PubChem CID: 1549890

CALCULATED PROPERTIES

• Acid pKa: 3.6425931
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.020664632
• LogD (pH = 7.4): -3.2942193
• Log P: 2.9457617
• Molar Refractivity: 68.4645 cm^3
• Polarizability: 25.756582 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true