GW766994   Click here for help

GtoPdb Ligand ID: 9680

Synonyms: GSK766994 | GW-766994
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GW766994 is an investigational CCR3 antagonist [5].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 96.69
Molecular weight 450.12
XLogP 2.39
No. Lipinski's rules broken 0
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Canonical SMILES O=C(NCc1ccc(cc1)C(=O)N)NCC1OCCN(C1)Cc1ccc(c(c1)Cl)Cl
Isomeric SMILES O=C(NCc1ccc(cc1)C(=O)N)NC[C@H]1OCCN(C1)Cc1ccc(c(c1)Cl)Cl
InChI InChI=1S/C21H24Cl2N4O3/c22-18-6-3-15(9-19(18)23)12-27-7-8-30-17(13-27)11-26-21(29)25-10-14-1-4-16(5-2-14)20(24)28/h1-6,9,17H,7-8,10-13H2,(H2,24,28)(H2,25,26,29)/t17-/m1/s1
1. Conroy DM, Humbles AA, Rankin SM, Palframan RT, Collins PD, Griffiths-Johnson DA, Jose PJ, Williams TJ. (1997)
The role of the eosinophil-selective chemokine, eotaxin, in allergic and non-allergic airways inflammation.
Mem Inst Oswaldo Cruz, 92 Suppl 2: 183-91. [PMID:9698931]
2. Kitaura M, Nakajima T, Imai T, Harada S, Combadiere C, Tiffany HL, Murphy PM, Yoshie O. (1996)
Molecular cloning of human eotaxin, an eosinophil-selective CC chemokine, and identification of a specific eosinophil eotaxin receptor, CC chemokine receptor 3.
J Biol Chem, 271 (13): 7725-30. [PMID:8631813]
3. Méndez-Enríquez E, Medina-Tamayo J, Soldevila G, Fortoul TI, Anton B, Flores-Romo L, García-Zepeda EA. (2014)
A CCL chemokine-derived peptide (CDIP-2) exerts anti-inflammatory activity via CCR1, CCR2 and CCR3 chemokine receptors: Implications as a potential therapeutic treatment of asthma.
Int Immunopharmacol, 20 (1): 1-11. [PMID:24560857]
4. Neighbour H, Boulet LP, Lemiere C, Sehmi R, Leigh R, Sousa AR, Martin J, Dallow N, Gilbert J, Allen A et al.. (2014)
Safety and efficacy of an oral CCR3 antagonist in patients with asthma and eosinophilic bronchitis: a randomized, placebo-controlled clinical trial.
Clin Exp Allergy, 44 (4): 508-16. [PMID:24286456]
5. Pease J, Horuk R. (2012)
Chemokine receptor antagonists.
J Med Chem, 55 (22): 9363-92. [PMID:22931505]
6. Pease JE, Horuk R. (2014)
Recent progress in the development of antagonists to the chemokine receptors CCR3 and CCR4.
Expert Opin Drug Discov, 9 (5): 467-83. [PMID:24641500]
7. Thomson NC. (2014)
Novel therapies targeting eosinophilic inflammation in asthma.
Clin Exp Allergy, 44 (4): 462-8. [PMID:24666518]