4-[2-(3-nitrobenzamido)phenoxy]benzene-1,2-dicarboxylic acid

• ChemBase ID: 3671
• Molecular Formular: C21H14N2O8
• Molecular Mass: 422.34446
• Monoisotopic Mass: 422.07501542
• SMILES: c1cc(cc(c1C(=O)O)C(=O)O)Oc1c(cccc1)NC(=O)c1cc(ccc1)[N+](=O)[O-]
• Canonical SMILES: O=C(c1cccc(c1)[N+](=O)[O-])Nc1ccccc1Oc1ccc(c(c1)C(=O)O)C(=O)O
• InChI: InChI=1S/C21H14N2O8/c24-19(12-4-3-5-13(10-12)23(29)30)22-17-6-1-2-7-18(17)31-14-8-9-15(20(25)26)16(11-14)21(27)28/h1-11H,(H,22,24)(H,25,26)(H,27,28)
• InChIKey: NAQUAVBNIYTIIS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(3-nitrobenzamido)phenoxy]benzene-1,2-dicarboxylic acid
• IUPAC Traditional name: 4-[2-(3-nitrobenzamido)phenoxy]benzene-1,2-dicarboxylic acid
• Synonyms: 4-{2-[(3-Nitrobenzoyl)Amino]Phenoxy}Phthalic Acid

Database IDs

• PubChem SID: 160967109; 46507160
• PubChem CID: 657140

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.835785
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.92271644
• LogD (pH = 7.4): -1.5432515
• Log P: 3.8205678
• Molar Refractivity: 109.6694 cm^3
• Polarizability: 39.92084 Å^3
• Polar Surface Area: 158.75 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.09
• LOG S: -5.26
• Solubility (Water): 2.35e-03 g/l

DETAILS

DrugBank - DB04044

Drug information: experimental