2-methyl-3-(naphthalene-1-carbonyl)-1-(2H7)propyl-1H-indole

• ChemBase ID: 172015
• Molecular Formular: C23H21NO
• Molecular Mass: 327.41894
• Monoisotopic Mass: 327.1623143
• SMILES: c1ccc2c(c1)c(c(n2CCC)C)C(=O)c1cccc2c1cccc2
• Canonical SMILES: CCCn1c(C)c(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C23H21NO/c1-3-15-24-16(2)22(20-12-6-7-14-21(20)24)23(25)19-13-8-10-17-9-4-5-11-18(17)19/h4-14H,3,15H2,1-2H3
• InChIKey: LJSBBBWQTLXQEN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-(naphthalene-1-carbonyl)-1-(^2H₇)propyl-1H-indole
• IUPAC Traditional name: 2-methyl-3-(naphthalene-1-carbonyl)-1-(^2H₇)propylindole
• Synonyms: [2-Methyl-1-(propyl-d7)-1H-indol-3-yl]-1-naphthalenylmethanone; JWH 015-d7; JWH-015-d7

Database IDs

• PubChem SID: 164227925
• PubChem CID: 53394756

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.8234053
• LogD (pH = 7.4): 5.8234053
• Log P: 5.8234053
• Molar Refractivity: 103.4892 cm^3
• Polarizability: 42.225742 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - J211352

Labelled analogue of a cannabimimetic indole derivative that acts as a CB2 receptor agonist with weak CB2 activity. It has been shown to possess immunomodulatory effects and may be useful in the treatment of pain and inflammation.

REFERENCES

• Aung, M.M. et al.: Drug Alc. Depend., 60, 133 (2000)
• Ghosh, S. et al.: Mol. Immunol., 43, 2169 (2000)
• Ehrhart, J. et al.: J. Neuroinflam., 2, 29 (2000)
• Romero-Sandoval, A. et al.: Anethesiol., 106, 787 (2000)