4-{[(2E)-4-(methoxycarbonyl)-5-methyl-3-oxo-2,3-dihydro-1H-pyrrol-2-ylidene]methyl}benzoic acid

• ChemBase ID: 12997
• Molecular Formular: C15H13NO5
• Molecular Mass: 287.26742
• Monoisotopic Mass: 287.07937252
• SMILES: C1(=O)C(=C(N/C/1=C/c1ccc(cc1)C(=O)O)C)C(=O)OC
• Canonical SMILES: COC(=O)C1=C(C)N/C(=C/c2ccc(cc2)C(=O)O)/C1=O
• InChI: InChI=1S/C15H13NO5/c1-8-12(15(20)21-2)13(17)11(16-8)7-9-3-5-10(6-4-9)14(18)19/h3-7,16H,1-2H3,(H,18,19)/b11-7+
• InChIKey: MYBVEVQRRAVRHG-YRNVUSSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2E)-4-(methoxycarbonyl)-5-methyl-3-oxo-2,3-dihydro-1H-pyrrol-2-ylidene]methyl}benzoic acid
• IUPAC Traditional name: 4-{[(2E)-4-(methoxycarbonyl)-5-methyl-3-oxo-1H-pyrrol-2-ylidene]methyl}benzoic acid
• Synonyms: 5-(4-Carboxy-benzylidene)-2-methyl-4-oxo-4,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester

Database IDs

• MDL Number: MFCD01987808
• PubChem SID: 160976304
• PubChem CID: 5349619

CALCULATED PROPERTIES

• Acid pKa: 4.0660024
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.14677656
• LogD (pH = 7.4): -1.5269946
• Log P: 1.5930048
• Molar Refractivity: 77.2933 cm^3
• Polarizability: 28.276546 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false