2-(4-methoxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethan-1-one

• ChemBase ID: 172024
• Molecular Formular: C22H25NO2
• Molecular Mass: 335.4394
• Monoisotopic Mass: 335.18852905
• SMILES: c1ccc2c(c1)n(cc2C(=O)Cc1ccc(cc1)OC)CCCCC
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)Cc1ccc(cc1)OC
• InChI: InChI=1S/C22H25NO2/c1-3-4-7-14-23-16-20(19-8-5-6-9-21(19)23)22(24)15-17-10-12-18(25-2)13-11-17/h5-6,8-13,16H,3-4,7,14-15H2,1-2H3
• InChIKey: KQRKUKYSZPHOKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-methoxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethan-1-one
• IUPAC Traditional name: 2-(4-methoxyphenyl)-1-(1-pentylindol-3-yl)ethanone
• Synonyms: 2-(4-Methoxyphenyl)-1-(1-pentyl-1H-indol-3-yl)ethanone; JWH 201; JWH-201

Database IDs

• CAS Number: 864445-47-6
• PubChem SID: 164227934
• PubChem CID: 44397641

CALCULATED PROPERTIES

• Acid pKa: 16.129744
• 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: 40.58012 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - J211440

JWH 201 is a compound from the new class of cannabimimetic indoles. JWH 201 has relatively poor affinities for both and CB2 receptors unlike its ortho and meta-methoxy analogues.

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)