WAY-100635   

GtoPdb Ligand ID: 80

Synonyms: WAY 100635 | WAY-100,635 | WAY100635
Compound class: Synthetic organic
Comment: WAY-100635 is a piperazine drug widely used in scientific studies. As described in our bioactivity tab It was reported as a selective 5-HT1A receptor antagonist in 1998 but subsequent research showed that it also acts as potent full agonist at D4.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 48.91
Molecular weight 422.27
XLogP 4.51
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ccccc1N1CCN(CC1)CCN(C(=O)C1CCCCC1)c1ccccn1
Isomeric SMILES COc1ccccc1N1CCN(CC1)CCN(C(=O)C1CCCCC1)c1ccccn1
InChI InChI=1S/C25H34N4O2/c1-31-23-12-6-5-11-22(23)28-18-15-27(16-19-28)17-20-29(24-13-7-8-14-26-24)25(30)21-9-3-2-4-10-21/h5-8,11-14,21H,2-4,9-10,15-20H2,1H3
InChI Key SBPRIAGPYFYCRT-UHFFFAOYSA-N
References
1. Al Hussainy R, Verbeek J, van der Born D, Braker AH, Leysen JE, Knol RJ, Booij J, Herscheid JK. (2011)
Design, synthesis, radiolabeling, and in vitro and in vivo evaluation of bridgehead iodinated analogues of N-{2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl}-N-(pyridin-2-yl)cyclohexanecarboxamide (WAY-100635) as potential SPECT ligands for the 5-HT1A receptor.
J. Med. Chem., 54 (10): 3480-91. [PMID:21520940]
2. Newman-Tancredi A, Gavaudan S, Conte C, Chaput C, Touzard M, Verrièle L, Audinot V, Millan MJ. (1998)
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.
Eur. J. Pharmacol., 355 (2-3): 245-56. [PMID:9760039]
3. Newman-Tancredi A, Verrièle L, Chaput C, Millan MJ. (1998)
Labelling of recombinant human and native rat serotonin 5-HT1A receptors by a novel, selective radioligand, [3H]-S 15535: definition of its binding profile using agonists, antagonists and inverse agonists.
Naunyn Schmiedebergs Arch. Pharmacol., 357 (3): 205-17. [PMID:9550290]