3-[3-nitro-4-(piperidin-1-yl)phenyl]prop-2-enoic acid

• ChemBase ID: 74221
• Molecular Formular: C14H16N2O4
• Molecular Mass: 276.28784
• Monoisotopic Mass: 276.111007
• SMILES: [N+](=O)(c1c(ccc(c1)/C=C/C(=O)O)N1CCCCC1)[O-]
• Canonical SMILES: OC(=O)/C=C/c1ccc(c(c1)[N+](=O)[O-])N1CCCCC1
• InChI: InChI=1S/C14H16N2O4/c17-14(18)7-5-11-4-6-12(13(10-11)16(19)20)15-8-2-1-3-9-15/h4-7,10H,1-3,8-9H2,(H,17,18)
• InChIKey: BPABUEYGYPZKMX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3-nitro-4-(piperidin-1-yl)phenyl]prop-2-enoic acid
• IUPAC Traditional name: 3-[3-nitro-4-(piperidin-1-yl)phenyl]prop-2-enoic acid
• Synonyms: trans-3-(3-Nitro-4-piperidin-1-ylphenyl)acrylic acid; 3-Nitro-4-(piperidin-1-yl)cinnamic acid

Database IDs

• MDL Number: MFCD00831763
• PubChem SID: 162039140
• PubChem CID: 5702861

CALCULATED PROPERTIES

• Acid pKa: 3.6052685
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.1295619
• LogD (pH = 7.4): -0.31192857
• Log P: 3.0344803
• Molar Refractivity: 76.9552 cm^3
• Polarizability: 27.717592 Å^3
• Polar Surface Area: 86.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 212-214°C

Safety Information

• Storage Warning: Irritant