vilanterol   Click here for help

GtoPdb Ligand ID: 7353

Synonyms: GW642444X
Approved drug Immunopharmacology Ligand
vilanterol is an approved drug (FDA (2013))
Compound class: Synthetic organic
Comment: Vilanterol is an ultra-long-acting β2-adrenoreceptor agonist, belonging to a group of drugs termed ultra-LABAs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 16
Topological polar surface area 91.18
Molecular weight 485.17
XLogP 4.15
No. Lipinski's rules broken 1
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Canonical SMILES OCc1cc(ccc1O)C(CNCCCCCCOCCOCc1c(Cl)cccc1Cl)O
Isomeric SMILES OCc1cc(ccc1O)[C@H](CNCCCCCCOCCOCc1c(Cl)cccc1Cl)O
InChI InChI=1S/C24H33Cl2NO5/c25-21-6-5-7-22(26)20(21)17-32-13-12-31-11-4-2-1-3-10-27-15-24(30)18-8-9-23(29)19(14-18)16-28/h5-9,14,24,27-30H,1-4,10-13,15-17H2/t24-/m0/s1
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Summary of Clinical Use Click here for help
Vilanterol is contained in medications alongside a corticosteroid (eg fluticasone furoate (PubChem CID 9854489 and vilanterol marketed as Breo Ellipta®) or an anticholinergic drug (umeclidinium and vilanterol marketed as Anoro Ellipta®). Both of these medications were approved by the US FDA in 2013 to treat chronic obstructive pulmonary disease (COPD). In Europe, the EMA has approved Relvar Ellipta® (fluticasone furoate and vilanterol) for asthma and COPD. In May 2015, the US FDA expanded approval of Breo Ellipta® to include treatment of asthma.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Vilanterol is a long-acting β2-adrenoceptor agonist. Upon inhalation, the drug activates airway β2-adrenoceptors which causes vasodilation of airway smooth muscle and eases breathing. The corticosteroid component of the combination drug activates the glucocorticoid receptor (GR), helping to reduce the release of pro-inflammatory chemicals in the damaged lung, thereby futher aiding breathing.
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