pilocarpine   Click here for help

GtoPdb Ligand ID: 305

Synonyms: pilocarpine hydrochloride | pilocarpine nitrate | pilokarpin | Salagen®
Approved drug PDB Ligand
pilocarpine is an approved drug (FDA (1974))
Compound class: Synthetic organic
Comment: Pilocarpine is a parasympathomimetic alkaloid type cholinergic drug, exerting its clinical effects via activation of muscarinic acetylcholine M3 receptors.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 44.12
Molecular weight 208.12
XLogP 1.08
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC1C(=O)OCC1Cc1cncn1C
Isomeric SMILES CC[C@@H]1C(=O)OC[C@@H]1Cc1cncn1C
InChI InChI=1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3/t8-,10-/m0/s1
InChI Key QCHFTSOMWOSFHM-WPRPVWTQSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
M4 receptor Hs Agonist Partial agonist 5.2 pKi - 4,6
pKi 5.2 [4,6]
M1 receptor Hs Agonist Partial agonist 5.1 pKi - 4,6
pKi 5.1 [4,6]
M3 receptor Primary target of this compound Hs Agonist Partial agonist 5.1 pKi - 4,6
pKi 5.1 [4,6]
M5 receptor Hs Agonist Partial agonist 5.0 pKi - 1-3
pKi 5.0 [1-3]
M1 receptor Rn Agonist Partial agonist 4.9 pKi - 5
pKi 4.9 [5]
M2 receptor Hs Agonist Partial agonist 4.9 pKi - 4,6
pKi 4.9 [4,6]
Ligand mentioned in the following text fields