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Compound Detail

CHEMBL812

PYRIDOSTIGMINE BROMIDE
💊 Approved Drug
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💊 Approved Drug
CN(C)C(=O)Oc1ccc[n+](C)c1.[Br-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL812
Name PYRIDOSTIGMINE BROMIDE
Phase Approved
Structure Type MOL
InChI Key VNYBTNPBYXSMOO-UHFFFAOYSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL1115
Active Moiety CHEMBL1115

Known Names

Bromure de pyridostigmine Bromuro de piridostigmina Kalimin Kalymin Mestinon Mestinon 10 Mestinon ret NSC-679759 NSC-758435 Pyridostigmine bromide Pyridostigmini bromidum Regonal +2 more
2
Targets
10
Activities
1
Assay Types
0
PK Parameters
20
Publications
14
Known Names
9
Indications
1
Mechanisms

Molecular Properties

181.2
MW (Da)
0.57
ALogP
2
HBA
0
HBD
33.4
PSA (Ų)
0.59
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1955
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Black Box Warning Natural Product
USAN Stem -stigmine

Extended Properties

Molecular Formula C9H13BrN2O2
MW 261.12
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness -0.29

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Acetylcholinesterase inhibitor INHIBITOR Acetylcholinesterase ✓ ✓

Indications

Myasthenia Gravis Heart Failure Hypotension Ileus Parkinson Disease Severe Acute Respiratory Syndrome Spinal Muscular Atrophies of Childhood Hypotension, Orthostatic Glycogen Storage Disease Type II

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 10 meas. best 6.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholinesterase
CHEMBL220
 IC50 6.46 6.044 350.0 5
Cholinesterase
CHEMBL1914
 IC50 6.05 6.0125 900.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Acetylcholinesterase IC50 = 350.0 nM 6.46 Inhibition of AChE from human erythrocytes -
Acetylcholinesterase IC50 = 350.0 nM 6.46 Inhibition of human AChE assessed as acetylthiocholine hydrolysis preincubated f... 27377327
Acetylcholinesterase IC50 = 350.0 nM 6.46 Inhibition of human AChE using acetylthiocholine as substrate preincubated for 5... 36462442
Acetylcholinesterase IC50 = 360.0 nM 6.44 Inhibition of human whole RBC AChE pretreated for 30 mins by Ellman technique 20627738
Cholinesterase IC50 = 900.0 nM 6.05 Inhibition of human plasma BChE pretreated for 30 mins by Ellman technique 20627738
Cholinesterase IC50 = 1000.0 nM 6.0 Inhibition of BChE from human plasma -
Cholinesterase IC50 = 1000.0 nM 6.0 Inhibition of human plasma BChE assessed as butyrylthiocholine hydrolysis preinc... 27377327
Cholinesterase IC50 = 1000.0 nM 6.0 Inhibition of human BChE using butyrylthiocholine as substrate preincubated for ... 36462442
Acetylcholinesterase IC50 = 40000.0 nM 4.4 Inhibition of human erythrocyte AChE after 5 mins by Ellman's method 20138518

Literature References

PubMed DOI Target Context # Activities
36462442 10.1016/j.ejmech.2022.114949 Rattus norvegicus 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.1039/C4MD00225C Rattus norvegicus 2
20843939 10.1124/dmd.110.035113 Hepatotoxicity 1
27377327 10.1016/j.bmcl.2016.06.070 Cholinesterase 1
27377327 10.1016/j.bmcl.2016.06.070 Acetylcholinesterase 1
36462442 10.1016/j.ejmech.2022.114949 Cholinesterases; ACHE & BCHE 1
- 10.1039/C4MD00225C Acetylcholinesterase 1
- 10.1039/C4MD00225C Cholinesterase 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
6827532 10.1021/jm00356a006 Mus musculus 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
17417631 10.1038/nchembio873 Unchecked 1
20627738 10.1016/j.bmc.2010.05.022 Cholinesterases; ACHE & BCHE 1
20627738 10.1016/j.bmc.2010.05.022 Cholinesterase 1
20627738 10.1016/j.bmc.2010.05.022 Acetylcholinesterase 1
20138518 10.1016/j.bmcl.2010.01.034 Cholinesterase 1
20138518 10.1016/j.bmcl.2010.01.034 Acetylcholinesterase 1
6827532 10.1021/jm00356a006 Unchecked 1

Data from ChEMBL 36 via Core Engine