3-{5-[(1Z)-2-nitropent-1-en-1-yl]furan-2-yl}benzoic acid

• ChemBase ID: 5926
• Molecular Formular: C16H15NO5
• Molecular Mass: 301.294
• Monoisotopic Mass: 301.09502259
• SMILES: CCC/C(=C/c1oc(c2cc(ccc2)C(=O)O)cc1)/[N+](=O)[O-]
• Canonical SMILES: CCC/C(=C/c1ccc(o1)c1cccc(c1)C(=O)O)/[N+](=O)[O-]
• InChI: InChI=1S/C16H15NO5/c1-2-4-13(17(20)21)10-14-7-8-15(22-14)11-5-3-6-12(9-11)16(18)19/h3,5-10H,2,4H2,1H3,(H,18,19)/b13-10-
• InChIKey: IRHZCQDCMUWUKV-RAXLEYEMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{5-[(1Z)-2-nitropent-1-en-1-yl]furan-2-yl}benzoic acid
• IUPAC Traditional name: 3-{5-[(1Z)-2-nitropent-1-en-1-yl]furan-2-yl}benzoic acid
• Synonyms: 3-[5-(2-nitropent-1-en-1-yl)furan-2-yl]benzoic acid

Database IDs

• PubChem SID: 160969351; 99444773
• PubChem CID: 6006216

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.946524
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8909483
• LogD (pH = 7.4): 0.26289982
• Log P: 3.4518344
• Molar Refractivity: 81.6532 cm^3
• Polarizability: 31.417229 Å^3
• Polar Surface Area: 96.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.27
• LOG S: -4.19
• Solubility (Water): 1.95e-02 g/l

DETAILS

DrugBank - DB08302

Drug information: experimental