AZD3778   Click here for help

GtoPdb Ligand ID: 7679

Synonyms: AZD 3778 | AZD-3778
Compound class: Synthetic organic
Comment: AZD3778 was an investigational chemokine receptor antagonist, being evaluated as a potentila treatment for asthma. However, the compound failed to show efficacy and development project was halted. A poor level of target engagement and sub-optimal pharmacodynamic activity due to the pharmacokinetic properties of the compound were likely causes. This compound is discussed in the AZ 2014 review paper [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 87.33
Molecular weight 525.13
XLogP 4.89
No. Lipinski's rules broken 0
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Canonical SMILES Cc1ccc(cc1)S(=O)(=O)NC(=O)N1CCC(CC1)N1CCC(CC1)Oc1ccc(c(c1)Cl)Cl
Isomeric SMILES Cc1ccc(cc1)S(=O)(=O)NC(=O)N1CCC(CC1)N1CCC(CC1)Oc1ccc(c(c1)Cl)Cl
InChI InChI=1S/C24H29Cl2N3O4S/c1-17-2-5-21(6-3-17)34(31,32)27-24(30)29-12-8-18(9-13-29)28-14-10-19(11-15-28)33-20-4-7-22(25)23(26)16-20/h2-7,16,18-19H,8-15H2,1H3,(H,27,30)
1. Bahl A, Barton P, Bowers K, Brough S, Evans R, Luckhurst CA, Mochel T, Perry MW, Rigby A, Riley RJ et al.. (2012)
The discovery of CCR3/H1 dual antagonists with reduced hERG risk.
Bioorg Med Chem Lett, 22 (21): 6688-93. [PMID:23031591]
2. Cook D, Brown D, Alexander R, March R, Morgan P, Satterthwaite G, Pangalos MN. (2014)
Lessons learned from the fate of AstraZeneca's drug pipeline: a five-dimensional framework.
Nat Rev Drug Discov, 13 (6): 419-31. [PMID:24833294]