3-(4-chloro-3-nitrophenyl)-2-acetamidoprop-2-enoic acid

• ChemBase ID: 84638
• Molecular Formular: C11H9ClN2O5
• Molecular Mass: 284.65256
• Monoisotopic Mass: 284.01999908
• SMILES: [N+](=O)(c1c(ccc(c1)/C=C(\C(=O)O)/NC(=O)C)Cl)[O-]
• Canonical SMILES: CC(=O)N/C(=C/c1ccc(c(c1)[N+](=O)[O-])Cl)/C(=O)O
• InChI: InChI=1S/C11H9ClN2O5/c1-6(15)13-9(11(16)17)4-7-2-3-8(12)10(5-7)14(18)19/h2-5H,1H3,(H,13,15)(H,16,17)
• InChIKey: DJEQBISYZQQEJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-chloro-3-nitrophenyl)-2-acetamidoprop-2-enoic acid
• IUPAC Traditional name: 3-(4-chloro-3-nitrophenyl)-2-acetamidoprop-2-enoic acid
• Synonyms: 2-(acetylamino)-3-(4-chloro-3-nitrophenyl)acrylic acid

Database IDs

• MDL Number: MFCD00277916
• PubChem SID: 162071754
• PubChem CID: 5932481

CALCULATED PROPERTIES

• Acid pKa: 3.0496871
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.0739628
• LogD (pH = 7.4): -2.1252654
• Log P: 1.3431231
• Molar Refractivity: 68.2581 cm^3
• Polarizability: 25.070595 Å^3
• Polar Surface Area: 112.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true