1-(5-fluoropentyl)-3-(2-iodobenzoyl)-1H-indole

• ChemBase ID: 125775
• Molecular Formular: C20H19FINO
• Molecular Mass: 435.2738332
• Monoisotopic Mass: 435.04954045
• SMILES: Ic1ccccc1C(=O)c1cn(CCCCCF)c2ccccc12
• Canonical SMILES: FCCCCCn1cc(c2c1cccc2)C(=O)c1ccccc1I
• InChI: InChI=1S/C20H19FINO/c21-12-6-1-7-13-23-14-17(15-8-3-5-11-19(15)23)20(24)16-9-2-4-10-18(16)22/h2-5,8-11,14H,1,6-7,12-13H2
• InChIKey: LFFIIZFINPPEMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(5-fluoropentyl)-3-(2-iodobenzoyl)-1H-indole
• IUPAC Traditional name: 1-(5-fluoropentyl)-3-(2-iodobenzoyl)indole
• Synonyms: AM-694; [1-(5-Fluoropentyl)-1H-indol-3-yl](2-iodophenyl)methanone; AM694; 1-(5-Fluoropentyl)-3-(2-iodobenzoyl)indole

Database IDs

• CAS Number: 335161-03-0
• PubChem SID: 162220122
• PubChem CID: 9889172
• Chemspider ID: 8064843
• Wikipedia Title: AM-694

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.9068623
• LogD (pH = 7.4): 5.9068623
• Log P: 5.9068623
• Molar Refractivity: 104.6904 cm^3
• Polarizability: 40.961826 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethytl Acetate
• Apperance: Off-White Solid
• Melting Point: 106+108°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Legal Status: Legal

DETAILS

Toronto Research Chemicals - A575825

A synthetic cannabimimetic indole derivative which acts as a potent and selective agonist for the cannabinoid receptor CB1.

REFERENCES

• Willis P.G. et al.: J. Lab. Cpd. Radiopharmac., 46, 799 (2003)