2-(3-methoxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethan-1-one

• ChemBase ID: 127957
• Molecular Formular: C22H25NO2
• Molecular Mass: 335.4394
• Monoisotopic Mass: 335.18852905
• SMILES: c1ccc(OC)cc1CC(=O)c1cn(CCCCC)c2c1cccc2
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)Cc1cccc(c1)OC
• InChI: InChI=1S/C22H25NO2/c1-3-4-7-13-23-16-20(19-11-5-6-12-21(19)23)22(24)15-17-9-8-10-18(14-17)25-2/h5-6,8-12,14,16H,3-4,7,13,15H2,1-2H3
• InChIKey: XZVYWLVYUAQEIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3-methoxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethan-1-one
• IUPAC Traditional name: 2-(3-methoxyphenyl)-1-(1-pentylindol-3-yl)ethanone
• Synonyms: 2-(3-Methoxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethanone; JWH 302; JWH-302

Database IDs

• CAS Number: 864445-45-4
• PubChem SID: 162222273
• PubChem CID: 11493740
• CHEMBL: 186674
• Chemspider ID: 9668546
• Wikipedia Title: JWH-302

CALCULATED PROPERTIES

• Acid pKa: 15.522421
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.2984676
• LogD (pH = 7.4): 5.2984676
• Log P: 5.2984676
• Molar Refractivity: 102.1037 cm^3
• Polarizability: 40.580147 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - J211700

JWH 302 is a compound from the new class of cannabimimetic indoles. JWH 302 has 5-fold selectivity for the CB1 receptor with modest affinity for the CB2 receptor and thus JWH 302 is a highly efficacious agonists at the CB1 receptor and partial agonists at

REFERENCES

• Huffman, J.W. et al.: Bioorg. Med. Chem. Lett., 15, 4110 (2005)
• De Freitas, G.B. et al.: Eur. J. Med. Chem., 4, 2482 (2005)