3-[(2R)-1,2,3,6-tetrahydropyridin-2-yl]pyridine

• ChemBase ID: 160621
• Molecular Formular: C10H12N2
• Molecular Mass: 160.21568
• Monoisotopic Mass: 160.10004839
• SMILES: c1ncc(cc1)[C@@H]1NCC=CC1
• Canonical SMILES: C1=CC[C@@H](NC1)c1cccnc1
• InChI: InChI=1S/C10H12N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h1-4,6,8,10,12H,5,7H2/t10-/m1/s1
• InChIKey: SOPPBXUYQGUQHE-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-1,2,3,6-tetrahydropyridin-2-yl]pyridine
• IUPAC Traditional name: 3-[(2R)-1,2,3,6-tetrahydropyridin-2-yl]pyridine
• Synonyms: (2R)-1,2,3,6-Tetrahydro-2,3'-bipyridine; (+)-Anatabine; (R)-1,2,3,6-Tetrahydro-2,3'-bipyridine; (R)-(+)-Anatabine

Database IDs

• CAS Number: 126454-22-6
• PubChem SID: 162254756
• PubChem CID: 12306779

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.956176
• LogD (pH = 7.4): -0.40024453
• Log P: 1.0180413
• Molar Refractivity: 49.9239 cm^3
• Polarizability: 19.214947 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A637490

The (R)-metabolite of Nicotine (N412420).

REFERENCES

• Armstrong, D., et al.: Chirality, 11, 82 (1999)
• Carmella, S., et al.: Carcinogenesis, 21, 839 (1999)