umeclidinium   Click here for help

GtoPdb Ligand ID: 7354

Synonyms: GSK573719A | Incruse Ellipta®
Approved drug Immunopharmacology Ligand
umeclidinium is an approved drug (FDA (2013), EMA (2014))
Compound class: Synthetic organic
Comment: The compound approved in Anoro Ellipta® is umeclidinium bromide (PubChem CID 11519069), and this preparation is documented in the INN record. We display the parent compound here.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 29.46
Molecular weight 428.26
XLogP 4.92
No. Lipinski's rules broken 0
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Canonical SMILES OC(C12CC[N+](CC1)(CC2)CCOCc1ccccc1)(c1ccccc1)c1ccccc1
Isomeric SMILES OC(C12CC[N+](CC1)(CC2)CCOCc1ccccc1)(c1ccccc1)c1ccccc1
InChI InChI=1S/C29H34NO2/c31-29(26-12-6-2-7-13-26,27-14-8-3-9-15-27)28-16-19-30(20-17-28,21-18-28)22-23-32-24-25-10-4-1-5-11-25/h1-15,31H,16-24H2/q+1
Bioactivity Comments
This compound has low nanomolar Kis for the M1 (0.16nM), M2 (0.15nM) and M3 (0.06nM) muscarinic acetylcholine receptor subtypes [2].
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
M4 receptor Hs Antagonist Antagonist 10.3 pKi - 3
pKi 10.3 [3]
M3 receptor Hs Antagonist Antagonist 10.2 pKi - 2-3
pKi 10.2 (Ki 6x10-11 M) [2-3]
M5 receptor Hs Antagonist Antagonist 9.9 pKi - 3
pKi 9.9 [3]
M2 receptor Hs Antagonist Antagonist 9.8 pKi - 2-3
pKi 9.8 (Ki 1.5x10-10 M) [2-3]
M1 receptor Hs Antagonist Antagonist 9.8 pKi - 2-3
pKi 9.8 (Ki 1.6x10-10 M) [2-3]