2-amino-3-[6-(pyridin-2-yl)pyridin-3-yl]propanoic acid

• ChemBase ID: 162132
• Molecular Formular: C13H13N3O2
• Molecular Mass: 243.26122
• Monoisotopic Mass: 243.10077667
• SMILES: c1cnc(cc1)c1ccc(cn1)CC(N)C(=O)O
• Canonical SMILES: NC(C(=O)O)Cc1ccc(nc1)c1ccccn1
• InChI: InChI=1S/C13H13N3O2/c14-10(13(17)18)7-9-4-5-12(16-8-9)11-3-1-2-6-15-11/h1-6,8,10H,7,14H2,(H,17,18)
• InChIKey: VWTQURBMIRJISI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-[6-(pyridin-2-yl)pyridin-3-yl]propanoic acid
• IUPAC Traditional name: 2-amino-3-[6-(pyridin-2-yl)pyridin-3-yl]propanoic acid
• Synonyms: (+/-)-α-Amino-[2,2'-bipyridine]-5-propanoic Acid; BpyAla; rac (2,2'-Bipyridin-5-yl)alanine

Database IDs

• PubChem SID: 162256267
• PubChem CID: 9794817

CALCULATED PROPERTIES

• Acid pKa: 1.4720529
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.2038014
• LogD (pH = 7.4): -1.2056484
• Log P: -1.202181
• Molar Refractivity: 65.1947 cm^3
• Polarizability: 27.046751 Å^3
• Polar Surface Area: 89.1 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B399200

Genetic incorporation of a metal-ion chelating amino acid into proteins as a biophysical probe.

REFERENCES

• Wang, L., et al.: Science, 292, 498 (2001)
• Zeng, H., et al.: Bioorg. Med. Chem. Lett., 16, 5356 (2001)