methacholine   Click here for help

GtoPdb Ligand ID: 7438

Synonyms: methacholine bromide | Provocholine®
Approved drug Immunopharmacology Ligand
methacholine is an approved drug (FDA (1986))
Compound class: Synthetic organic
Comment: The approved drug is methacholine chloride PubChem CID 6114. Note that the approved drug is a racemic mixture of enantiomers. We show the non-chiral molecule to represent this mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 26.3
Molecular weight 160.13
XLogP 0.36
No. Lipinski's rules broken 0
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Canonical SMILES CC(C[N+](C)(C)C)OC(=O)C
Isomeric SMILES CC(C[N+](C)(C)C)OC(=O)C
InChI InChI=1S/C8H18NO2/c1-7(11-8(2)10)6-9(3,4)5/h7H,6H2,1-5H3/q+1
Bioactivity Comments
We have been able to find publicly available bioactivity data at human muscarinic receptors to substantiate this drug's MMOA. Therefore, we have not tagged a primary drug target.
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
M2 receptor Rn Agonist Agonist 7.2 pKi - 1-2
pKi 7.2 (Ki 5.9x10-8 M) [1-2]
M4 receptor Rn Agonist Agonist 5.8 pKi - 1-2
pKi 5.8 (Ki 1.6x10-6 M) [1-2]
M3 receptor Rn Agonist Agonist 6.9 pEC50 - 1-2
pEC50 6.9 (EC50 1.2x10-7 M) [1-2]
M1 receptor Rn Agonist Agonist 6.4 pEC50 - 1-2
pEC50 6.4 (EC50 4x10-7 M) [1-2]
M5 receptor Hs Agonist Agonist - - - 2