WIN55212-2   Click here for help

GtoPdb Ligand ID: 733

Synonyms: Win 55,212 | Win 55212-2 | Win-55212-2 | WIN55,212-2
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 43.7
Molecular weight 426.19
XLogP 5.38
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C(c1c(C)n2c3c1cccc3OCC2CN1CCOCC1)c1cccc2c1cccc2
Isomeric SMILES O=C(c1c(C)n2c3c1cccc3OC[C@H]2CN1CCOCC1)c1cccc2c1cccc2
InChI InChI=1S/C27H26N2O3/c1-18-25(27(30)22-9-4-7-19-6-2-3-8-21(19)22)23-10-5-11-24-26(23)29(18)20(17-32-24)16-28-12-14-31-15-13-28/h2-11,20H,12-17H2,1H3/t20-/m1/s1
InChI Key HQVHOQAKMCMIIM-HXUWFJFHSA-N
References
1. Felder CC, Joyce KE, Briley EM, Mansouri J, Mackie K, Blond O, Lai Y, Ma AL, Mitchell RL. (1995)
Comparison of the pharmacology and signal transduction of the human cannabinoid CB1 and CB2 receptors.
Mol Pharmacol, 48 (3): 443-50. [PMID:7565624]
2. Shire D, Calandra B, Rinaldi-Carmona M, Oustric D, Pessègue B, Bonnin-Cabanne O, Le Fur G, Caput D, Ferrara P. (1996)
Molecular cloning, expression and function of the murine CB2 peripheral cannabinoid receptor.
Biochim Biophys Acta, 1307 (2): 132-6. [PMID:8679694]
3. Showalter VM, Compton DR, Martin BR, Abood ME. (1996)
Evaluation of binding in a transfected cell line expressing a peripheral cannabinoid receptor (CB2): identification of cannabinoid receptor subtype selective ligands.
J Pharmacol Exp Ther, 278 (3): 989-99. [PMID:8819477]
4. Yang Z, Aubrey KR, Alroy I, Harvey RJ, Vandenberg RJ, Lynch JW. (2008)
Subunit-specific modulation of glycine receptors by cannabinoids and N-arachidonyl-glycine.
Biochem Pharmacol, 76 (8): 1014-23. [PMID:18755158]