4-(carboxymethyl)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylic acid

• ChemBase ID: 119150
• Molecular Formular: C8H9NO5
• Molecular Mass: 199.16076
• Monoisotopic Mass: 199.04807239
• SMILES: C1(=C(NC(=O)C1CC(=O)O)C)C(=O)O
• Canonical SMILES: OC(=O)CC1C(=O)NC(=C1C(=O)O)C
• InChI: InChI=1S/C8H9NO5/c1-3-6(8(13)14)4(2-5(10)11)7(12)9-3/h4H,2H2,1H3,(H,9,12)(H,10,11)(H,13,14)
• InChIKey: DVWRJIDFABZYGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(carboxymethyl)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylic acid
• IUPAC Traditional name: 4-(carboxymethyl)-2-methyl-5-oxo-1,4-dihydropyrrole-3-carboxylic acid
• Synonyms: 4-(carboxymethyl)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylic acid

Database IDs

• PubChem SID: 162107337
• PubChem CID: 3512763

CALCULATED PROPERTIES

• Acid pKa: 3.193522
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -5.0724306
• LogD (pH = 7.4): -7.9542513
• Log P: -1.3929238
• Molar Refractivity: 45.0102 cm^3
• Polarizability: 16.987394 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true