3-(naphthalen-1-ylmethyl)-1-(2H11)pentyl-1H-indole

• ChemBase ID: 172021
• Molecular Formular: C24H25N
• Molecular Mass: 327.462
• Monoisotopic Mass: 327.19869981
• SMILES: c1ccc2c(c1)c(cn2CCCCC)Cc1c2c(ccc1)cccc2
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)Cc1cccc2c1cccc2
• InChI: InChI=1S/C24H25N/c1-2-3-8-16-25-18-21(23-14-6-7-15-24(23)25)17-20-12-9-11-19-10-4-5-13-22(19)20/h4-7,9-15,18H,2-3,8,16-17H2,1H3
• InChIKey: TYBRSILIYTUTSQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(naphthalen-1-ylmethyl)-1-(^2H₁₁)pentyl-1H-indole
• IUPAC Traditional name: 3-(naphthalen-1-ylmethyl)-1-(^2H₁₁)pentylindole
• Synonyms: 3-(1-Naphthalenylmethyl)-1-(pentyl-d11)-1H-indole; JWH 175-d11; JWH-175-d11

Database IDs

• PubChem SID: 164227931
• PubChem CID: 71749655

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.1454225
• LogD (pH = 7.4): 7.1454225
• Log P: 7.1454225
• Molar Refractivity: 106.7032 cm^3
• Polarizability: 43.947285 Å^3
• Polar Surface Area: 4.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - J211422

Labelled JWH-175. JWH-175 is a naphthylmethylindole which acts as a cannabinoid receptor agonist wlosely related to JWH-018. JWH-175 has a much weaker binding affinity at the CB1 receptor than its counterpart.

REFERENCES

• Huffman, J.W. et al.: Bioorg. Med. Chem., 11, 539 (2003)