1-[5-fluoro(1,1,5,5-2H4)pentyl]-3-(naphthalene-1-carbonyl)-1H-indole

• ChemBase ID: 159758
• Molecular Formular: C24H22FNO
• Molecular Mass: 359.4359832
• Monoisotopic Mass: 359.16854255
• SMILES: c1ccc2c(c1)c(cn2CCCCCF)C(=O)c1c2c(ccc1)cccc2
• Canonical SMILES: FCCCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C24H22FNO/c25-15-6-1-7-16-26-17-22(20-12-4-5-14-23(20)26)24(27)21-13-8-10-18-9-2-3-11-19(18)21/h2-5,8-14,17H,1,6-7,15-16H2
• InChIKey: ALQFAGFPQCBPED-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[5-fluoro(1,1,5,5-^2H₄)pentyl]-3-(naphthalene-1-carbonyl)-1H-indole
• IUPAC Traditional name: 1-[5-fluoro(1,1,5,5-^2H₄)pentyl]-3-(naphthalene-1-carbonyl)indole
• Synonyms: [1-(5-Fluoropentyl)-1H-indol-3-yl]-1-naphthalenylmethanone-d4; [1-(5-Fluoropentyl)-3-(naphthalen-1-oyl)indole-d4; AM-2201-d4

Database IDs

• PubChem SID: 162253893
• PubChem CID: 71313126

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.9673944
• LogD (pH = 7.4): 5.9673944
• Log P: 5.9673944
• Molar Refractivity: 107.7781 cm^3
• Polarizability: 43.689476 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A575832

Labelled AM-2201 (A575830). It is a drug which acts as a potent but unselective agonist for the cannabinoid receptor CB1 or CB2.

REFERENCES

• Yamada., et al.: J. Med. Chem., 39, 1967 (1996)