2-{4-[5-(naphthalen-2-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]phenyl}acetic acid

• ChemBase ID: 5470
• Molecular Formular: C25H18N2O2
• Molecular Mass: 378.42262
• Monoisotopic Mass: 378.13682783
• SMILES: c1cccc2ccc(c3cc4c([nH]cc4c4ccc(cc4)CC(=O)O)nc3)cc12
• Canonical SMILES: OC(=O)Cc1ccc(cc1)c1c[nH]c2c1cc(cn2)c1ccc2c(c1)cccc2
• InChI: InChI=1S/C25H18N2O2/c28-24(29)11-16-5-7-18(8-6-16)23-15-27-25-22(23)13-21(14-26-25)20-10-9-17-3-1-2-4-19(17)12-20/h1-10,12-15H,11H2,(H,26,27)(H,28,29)
• InChIKey: SWXKLXXVFMYMDP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968898; 99444308
• PubChem CID: 11952989

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.8415728
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.3326693
• LogD (pH = 7.4): 2.5686548
• Log P: 4.856687
• Molar Refractivity: 112.9704 cm^3
• Polarizability: 47.816414 Å^3
• Polar Surface Area: 65.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.39
• LOG S: -6.21
• Solubility (Water): 2.32e-04 g/l

DETAILS

DrugBank - DB07837

Drug information: experimental