4-({5-[(4-carboxyphenyl)amino]pentyl}amino)benzoic acid

• ChemBase ID: 176289
• Molecular Formular: C19H22N2O4
• Molecular Mass: 342.38898
• Monoisotopic Mass: 342.15795719
• SMILES: c1c(ccc(c1)NCCCCCNc1ccc(cc1)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(cc1)NCCCCCNc1ccc(cc1)C(=O)O
• InChI: InChI=1S/C19H22N2O4/c22-18(23)14-4-8-16(9-5-14)20-12-2-1-3-13-21-17-10-6-15(7-11-17)19(24)25/h4-11,20-21H,1-3,12-13H2,(H,22,23)(H,24,25)
• InChIKey: AFESDWYVUOFGGR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({5-[(4-carboxyphenyl)amino]pentyl}amino)benzoic acid
• IUPAC Traditional name: 4-({5-[(4-carboxyphenyl)amino]pentyl}amino)benzoic acid
• Synonyms: 4,4’-(1,5-Pentanediyldiimino)bisbenzoic Acid; 4,4'-(1,5-Pentanediyldiimino)dibenzoic Acid

Database IDs

• CAS Number: 1081849-97-9
• PubChem SID: 164232199
• PubChem CID: 53434977

CALCULATED PROPERTIES

• Molar Refractivity: 99.158 cm^3
• Polarizability: 36.070618 Å^3
• Polar Surface Area: 98.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true
• Acid pKa: 3.583683
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.3436214
• LogD (pH = 7.4): -2.1714041
• Log P: 2.564848

DETAILS

Toronto Research Chemicals - P232500

Used in the synthesis of a new class of macrocyclic lithium ion-selective diamides.