2-(2-methylphenyl)-1-[1-(2H11)pentyl-1H-indol-3-yl]ethan-1-one

• ChemBase ID: 172029
• Molecular Formular: C22H25NO
• Molecular Mass: 319.44
• Monoisotopic Mass: 319.19361443
• SMILES: c1ccc2c(c1)n(cc2C(=O)Cc1ccccc1C)CCCCC
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)Cc1ccccc1C
• InChI: InChI=1S/C22H25NO/c1-3-4-9-14-23-16-20(19-12-7-8-13-21(19)23)22(24)15-18-11-6-5-10-17(18)2/h5-8,10-13,16H,3-4,9,14-15H2,1-2H3
• InChIKey: YBIPNGRKUAVSBG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-methylphenyl)-1-[1-(^2H₁₁)pentyl-1H-indol-3-yl]ethan-1-one
• IUPAC Traditional name: 2-(2-methylphenyl)-1-[1-(^2H₁₁)pentylindol-3-yl]ethanone
• Synonyms: 2-(2-Methylphenyl)-1-[1-(pentyl-d11)-1H-indol-3-yl]ethanone; JWH 251-d11

Database IDs

• PubChem SID: 164227939
• PubChem CID: 71749660

CALCULATED PROPERTIES

• Acid pKa: 15.904958
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.96956
• LogD (pH = 7.4): 5.96956
• Log P: 5.96956
• Molar Refractivity: 100.6817 cm^3
• Polarizability: 39.96411 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - J211507

Labelled JWH 251. JWH 251 is a compound from the new class of cannabimimetic indoles. JWH 251 has 5-fold selectivity for the CB1 receptor with modest affinity for the CB2 receptor and thus JWH 251 is a highly efficacious agonists at the CB1 receptor and p

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)
• Uchiyama, N. et al.: Forensic Toxicol., 29, 25 (2005)