pyridostigmine   Click here for help

GtoPdb Ligand ID: 8994

Synonyms: Mestinon® | Regonol®
Approved drug
pyridostigmine is an approved drug (FDA (1955))
Compound class: Synthetic organic
Comment: Pyridostigmine is a peripherally acting, orally active reversible acetylcholinesterase (ACHE) inhibitor, with a slightly longer duration of action than neostigmine. Marketed formulations contain pyridostigmine bromide (PubChem CID 7550).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: pyridostigmine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 33.42
Molecular weight 181.1
XLogP 1.98
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES C[n+]1cccc(c1)OC(=O)N(C)C
Isomeric SMILES C[n+]1cccc(c1)OC(=O)N(C)C
InChI InChI=1S/C9H13N2O2/c1-10(2)9(12)13-8-5-4-6-11(3)7-8/h4-7H,1-3H3/q+1
InChI Key RVOLLAQWKVFTGE-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
acetylcholinesterase (Cartwright blood group) Hs Inhibitor Inhibition 6.4 pIC50 - 1
pIC50 6.4 (IC50 3.6x10-7 M) [1]
Description: Inhibition of human erythrocyte ACHE activity by a modified Ellman assay.
butyrylcholinesterase Hs Inhibitor Inhibition 6.1 pIC50 - 1
pIC50 6.1 (IC50 9x10-7 M) [1]
Description: Inhibition of human plasma BCHE activity by a modified Ellman assay.