3-(naphthalene-1-carbonyl)-1-propyl-1H-indole

• ChemBase ID: 172016
• Molecular Formular: C22H19NO
• Molecular Mass: 313.39236
• Monoisotopic Mass: 313.14666423
• SMILES: c1ccc2c(c1)c(cn2CCC)C(=O)c1c2c(ccc1)cccc2
• Canonical SMILES: CCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C22H19NO/c1-2-14-23-15-20(18-11-5-6-13-21(18)23)22(24)19-12-7-9-16-8-3-4-10-17(16)19/h3-13,15H,2,14H2,1H3
• InChIKey: IVLWWVXVWRIXSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(naphthalene-1-carbonyl)-1-propyl-1H-indole
• IUPAC Traditional name: 3-(naphthalene-1-carbonyl)-1-propylindole
• Synonyms: 1-Naphthalenyl(1-propyl-1H-indol-3-yl)methanone; JWH 072; JWH-072

Database IDs

• CAS Number: 209414-06-2
• PubChem SID: 164227926
• PubChem CID: 45271208

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.623844
• LogD (pH = 7.4): 5.623844
• Log P: 5.623844
• Molar Refractivity: 98.3395 cm^3
• Polarizability: 40.378048 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - J211380

JWH-072 is a synthetic cannabimimetic indole derivative that acts as a CB2 receptor agonist with weak CB2 activity.

REFERENCES

• De Freitas, G.B.L. et al.: Eur. Med. Chem., 44, 2482 (2009)
• Wiley, J.L. et akl.: J. Pharmacol. Exp. Ther., 258, 995 (2009)