1-hexyl-4-(naphthalene-1-carbonyl)-2-(2H5)phenyl-1H-pyrrole

• ChemBase ID: 169988
• Molecular Formular: C27H27NO
• Molecular Mass: 381.50938
• Monoisotopic Mass: 381.20926449
• SMILES: c12cccc(c1cccc2)C(=O)c1cn(c(c1)c1ccccc1)CCCCCC
• Canonical SMILES: CCCCCCn1cc(cc1c1ccccc1)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C27H27NO/c1-2-3-4-10-18-28-20-23(19-26(28)22-13-6-5-7-14-22)27(29)25-17-11-15-21-12-8-9-16-24(21)25/h5-9,11-17,19-20H,2-4,10,18H2,1H3
• InChIKey: FRMYAMAGHYHNKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hexyl-4-(naphthalene-1-carbonyl)-2-(^2H₅)phenyl-1H-pyrrole
• IUPAC Traditional name: 1-hexyl-4-(naphthalene-1-carbonyl)-2-(^2H₅)phenylpyrrole
• Synonyms: (1-Hexyl-5-(phenyl-d5)-1H-pyrrol-3-yl)-1-naphthalenylmethanone; 1-Hexyl-2-(phenyl-d5)-4-(1-naphthoyl)pyrroleJWH-147-d5

Database IDs

• PubChem SID: 162264120
• PubChem CID: 71317249

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.5058985
• LogD (pH = 7.4): 7.5058985
• Log P: 7.5058985
• Molar Refractivity: 120.8285 cm^3
• Polarizability: 49.402813 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H297402

Labelled JWH-147 (H297400). 1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles as high affinity ligands for the cannabinoid CB1 and CB2 receptors.

REFERENCES

• Reggio, P., et al.: J. Med. Chem., 41, 5177 (1998)
• Huffman, J., et al.: Bioorg. Med. Chem., 11, 539 (1998)