4-{5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl}benzoic acid

• ChemBase ID: 5817
• Molecular Formular: C20H14N2O2
• Molecular Mass: 314.33736
• Monoisotopic Mass: 314.1055277
• SMILES: c1c(cccc1)c1cc2c(c[nH]c2nc1)c1ccc(C(=O)O)cc1
• Canonical SMILES: OC(=O)c1ccc(cc1)c1c[nH]c2c1cc(cn2)c1ccccc1
• InChI: InChI=1S/C20H14N2O2/c23-20(24)15-8-6-14(7-9-15)18-12-22-19-17(18)10-16(11-21-19)13-4-2-1-3-5-13/h1-12H,(H,21,22)(H,23,24)
• InChIKey: KSFDVNIKNYXUIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl}benzoic acid
• IUPAC Traditional name: 4-{5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl}benzoic acid
• Synonyms: 4-(5-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)benzoic acid

Database IDs

• PubChem SID: 160969244; 99444662
• PubChem CID: 11544170

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.2497506
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.685537
• LogD (pH = 7.4): 1.0328132
• Log P: 3.682306
• Molar Refractivity: 92.4688 cm^3
• Polarizability: 38.31975 Å^3
• Polar Surface Area: 65.98 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.25
• LOG S: -5.15
• Solubility (Water): 2.25e-03 g/l

DETAILS

DrugBank - DB08191

Drug information: experimental