1-[8-(2-chlorophenyl)-9-(4-chlorophenyl)-9H-purin-6-yl]-4-(ethylamino)piperidine-4-carboxamide hydrochloride

• ChemBase ID: 165027
• Molecular Formular: C25H26Cl3N7O
• Molecular Mass: 546.87924
• Monoisotopic Mass: 545.12644153
• SMILES: Cl.c1nc2c(c(n1)N1CCC(CC1)(C(=O)N)NCC)nc(n2c1ccc(cc1)Cl)c1c(cccc1)Cl
• Canonical SMILES: CCNC1(CCN(CC1)c1ncnc2c1nc(n2c1ccc(cc1)Cl)c1ccccc1Cl)C(=O)N.Cl
• InChI: InChI=1S/C25H25Cl2N7O.ClH/c1-2-31-25(24(28)35)11-13-33(14-12-25)22-20-23(30-15-29-22)34(17-9-7-16(26)8-10-17)21(32-20)18-5-3-4-6-19(18)27;/h3-10,15,31H,2,11-14H2,1H3,(H2,28,35);1H
• InChIKey: KPYUQCJBZGQHPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[8-(2-chlorophenyl)-9-(4-chlorophenyl)-9H-purin-6-yl]-4-(ethylamino)piperidine-4-carboxamide hydrochloride
• IUPAC Traditional name: otenabant hydrochloride
• Synonyms: 5-(1,1-Dimethylheptyl)-2-[(1R,2R,5R)-5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol; (1α,2β,5α)-(-)-5-(1,1-Dimethylheptyl)-2-[5-hydroxy-2-(3-hydroxypropyl)cyclohexyl]phenol; (-)-CP 55940; CP 55940; (-)-cis-3-[2-Hydroxy-4-(1,1-dimethylheptyl)phenyl]-trans-4-(3-hydroxypropyl)cyclohexanol; CP 55,940; CP-945598 HCl

Database IDs

• CAS Number: 686347-12-6; 83002-04-4
• PubChem SID: 162259160
• PubChem CID: 16223963

CALCULATED PROPERTIES

• Acid pKa: 15.8857
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.3267566
• LogD (pH = 7.4): 2.8473
• Log P: 4.420205
• Molar Refractivity: 158.8839 cm^3
• Polarizability: 54.34639 Å^3
• Polar Surface Area: 101.96 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Cannabinoid Receptor

Product Information

• Salt Data: HCl

DETAILS

Toronto Research Chemicals - C781410

CP 55,940 is a cannabinoid agonist which is considerably more potent than Δ9-THC in both behavioral tests and receptor binding assays. Displays high and roughly equal affinity for both central and peripheral cannabinoid receptors (Ki = 0.6 - 5.0 and 0.7 -

REFERENCES

• Wiley, et al.: Neuropharmacology, 34, 669 (1995)
• Griffin, et al.: J. Pharmacol. Exp. Ther., 285, 553 (1995)
• Thomas, et al.: J. Pharmacol. Exp. Ther., 285, 285 (1995)
• Ryberg, et al.: Br. J. Pharmacol., 152, 1092 (1995)