5-(pyridin-3-yl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 175693
• Molecular Formular: C10H12N2O2
• Molecular Mass: 192.21448
• Monoisotopic Mass: 192.08987763
• SMILES: c1cncc(c1)C1CCC(N1)C(=O)O
• Canonical SMILES: OC(=O)C1CCC(N1)c1cccnc1
• InChI: InChI=1S/C10H12N2O2/c13-10(14)9-4-3-8(12-9)7-2-1-5-11-6-7/h1-2,5-6,8-9,12H,3-4H2,(H,13,14)
• InChIKey: XNFSAICMYCRAOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(pyridin-3-yl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 5-(pyridin-3-yl)pyrrolidine-2-carboxylic acid
• Synonyms: 5-(3-Pyridyl)proline; 5-(3-Pyridinyl)proline; Nornicotine-2-carboxylic Acid

Database IDs

• CAS Number: 3562-11-6
• PubChem SID: 164231603
• PubChem CID: 20097691

CALCULATED PROPERTIES

• Acid pKa: 1.4098973
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.0037646
• LogD (pH = 7.4): -2.0025477
• Log P: -2.0022764
• Molar Refractivity: 50.1902 cm^3
• Polarizability: 19.95438 Å^3
• Polar Surface Area: 62.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N757030

Nornicotine-2-carboxylic acid is a Nicotine (N412420) derivative.

REFERENCES

• Castonguay, A., et al.: Anal. Biochem., 95, 387 (1979)