methyl (1R,2S,5S)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate

• ChemBase ID: 163658
• Molecular Formular: C15H18INO2
• Molecular Mass: 371.21339
• Monoisotopic Mass: 371.03822682
• SMILES: [C@@H]12CC[C@@H](N1)[C@H](C(C2)c1ccc(cc1)I)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1[C@H]2CC[C@H](N2)CC1c1ccc(cc1)I
• InChI: InChI=1S/C15H18INO2/c1-19-15(18)14-12(8-11-6-7-13(14)17-11)9-2-4-10(16)5-3-9/h2-5,11-14,17H,6-8H2,1H3/t11-,12?,13+,14-/m0/s1
• InChIKey: IBOZZWGMZPMXBO-FUEJHIMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2S,5S)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• IUPAC Traditional name: methyl (1R,2S,5S)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• Synonyms: nor-β-CIT; (1R,2S,3S,5S)-3-(4-Iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester; (-)-2β-Carbomethoxy-3β-(4-iodophenyl)nortropane

Database IDs

• CAS Number: 136794-87-1
• PubChem SID: 162257793
• PubChem CID: 71314511

CALCULATED PROPERTIES

• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.15936704
• LogD (pH = 7.4): 0.5781472
• Log P: 3.057133
• Molar Refractivity: 82.5779 cm^3
• Polarizability: 32.815704 Å^3
• Polar Surface Area: 38.33 Å^2

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - C176610

An inhibitor of the serotonin (5-HT) transporter.

REFERENCES

• Bergstrom, K.A., et al.: Eur. J. Nucl. Med., 24, 596 (1997)
• Booij, J., et al.: Eur. J. Nucl. Med., 25, 1666 (1997)
• Reneman, L., et al.: Synapse, 34, 77 (1999)