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

• ChemBase ID: 2770
• Molecular Formular: C28H18N4O11
• Molecular Mass: 586.46272
• Monoisotopic Mass: 586.09720742
• SMILES: OC(=O)c1c(cc(Oc2c(NC(=O)c3cc(ccc3)[N+](=O)[O-])cc(NC(=O)c3cc(ccc3)[N+](=O)[O-])cc2)cc1)C(=O)O
• Canonical SMILES: O=C(c1cccc(c1)[N+](=O)[O-])Nc1cc(ccc1Oc1ccc(c(c1)C(=O)O)C(=O)O)NC(=O)c1cccc(c1)[N+](=O)[O-]
• InChI: InChI=1S/C28H18N4O11/c33-25(15-3-1-5-18(11-15)31(39)40)29-17-7-10-24(43-20-8-9-21(27(35)36)22(14-20)28(37)38)23(13-17)30-26(34)16-4-2-6-19(12-16)32(41)42/h1-14H,(H,29,33)(H,30,34)(H,35,36)(H,37,38)
• InChIKey: VFYAZSTYKPFSFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160966218; 46507780
• PubChem CID: 657141

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.8357973
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 1.9545898
• LogD (pH = 7.4): -0.5132644
• Log P: 4.852437
• Molar Refractivity: 152.5276 cm^3
• Polarizability: 54.496643 Å^3
• Polar Surface Area: 233.67 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.31
• LOG S: -6.15
• Solubility (Water): 4.19e-04 g/l

DETAILS

DrugBank - DB03067

Drug information: experimental