3-{[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]amino}benzoic acid

• ChemBase ID: 113278
• Molecular Formular: C16H12N2O4
• Molecular Mass: 296.27748
• Monoisotopic Mass: 296.07970687
• SMILES: N1(C(=O)c2c(C1=O)cccc2)CNc1cc(C(=O)O)ccc1
• Canonical SMILES: OC(=O)c1cccc(c1)NCN1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C16H12N2O4/c19-14-12-6-1-2-7-13(12)15(20)18(14)9-17-11-5-3-4-10(8-11)16(21)22/h1-8,17H,9H2,(H,21,22)
• InChIKey: DSSWCGOCELLPBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]amino}benzoic acid
• IUPAC Traditional name: 3-{[(1,3-dioxoisoindol-2-yl)methyl]amino}benzoic acid
• Synonyms: 3-[(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-amino]-benzoic acid

Database IDs

• MDL Number: MFCD00401828
• PubChem SID: 162098344
• PubChem CID: 691227

CALCULATED PROPERTIES

• Acid pKa: 4.7617097
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.1440455
• LogD (pH = 7.4): -0.6317137
• Log P: 1.9592819
• Molar Refractivity: 80.56 cm^3
• Polarizability: 29.084267 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: 2.158

Product Information

• Purity: 95+%