2,7-bis[2-(1H-pyrrol-2-yl)ethynyl]-1,8-naphthyridine

• ChemBase ID: 162411
• Molecular Formular: C20H12N4
• Molecular Mass: 308.33608
• Monoisotopic Mass: 308.1061964
• SMILES: c1cc(nc2c1ccc(n2)C#Cc1[nH]ccc1)C#Cc1ccc[nH]1
• Canonical SMILES: c1ccc([nH]1)C#Cc1ccc2c(n1)nc(cc2)C#Cc1ccc[nH]1
• InChI: InChI=1S/C20H12N4/c1-3-16(21-13-1)9-11-18-7-5-15-6-8-19(24-20(15)23-18)12-10-17-4-2-14-22-17/h1-8,13-14,21-22H
• InChIKey: GPOZRRMLVDLGAS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,7-bis[2-(1H-pyrrol-2-yl)ethynyl]-1,8-naphthyridine
• IUPAC Traditional name: 2,7-bis[2-(1H-pyrrol-2-yl)ethynyl]-1,8-naphthyridine
• Synonyms: BPN; 2,7-Bis-(1H-pyrrol-2-yl)ethynyl-1,8-naphthridine

Database IDs

• CAS Number: 467435-64-9
• PubChem SID: 162256546
• PubChem CID: 29974401

CALCULATED PROPERTIES

• Acid pKa: 15.51376
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.2518425
• LogD (pH = 7.4): 4.2518425
• Log P: 4.2518425
• Molar Refractivity: 83.597 cm^3
• Polarizability: 35.14939 Å^3
• Polar Surface Area: 57.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMF; DMSO; Ethyl Acetate; Methanol
• Apperance: Orange Crystals
• Melting Point: >300°C

DETAILS

Toronto Research Chemicals - B529750

Reported to bind monsaccharides in the presence of polysaccharides.

REFERENCES

• Fang, J.-M., et al.: J.A.C.S., 126, 3559 (2004)