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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1974))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one
Synonyms Click here for help
pilocarpine hydrochloride | pilocarpine nitrate | pilokarpin | Salagen®
Database Links Click here for help
BindingDB Ligand 50008072
CAS Registry No. 92-13-7
ChEBI CHEBI:8207
ChEMBL Ligand CHEMBL550
DrugBank Ligand DB01085
DrugCentral Ligand 2166
GtoPdb PubChem SID 135650824
PubChem CID 5910
RCSB PDB Ligand 9PL
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Wikipedia Pilocarpine