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Compound Detail

CHEMBL1115

PYRIDOSTIGMINE
💊 Approved Drug
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💊 Approved Drug
CN(C)C(=O)Oc1ccc[n+](C)c1

Basic Information

ChEMBL ID CHEMBL1115
Name PYRIDOSTIGMINE
Phase Approved
Structure Type MOL
InChI Key RVOLLAQWKVFTGE-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Pyridostigmine Pyridostigmine cation Pyridostigmine ion
3
Targets
5
Activities
2
Assay Types
8
PK Parameters
20
Publications
3
Known Names
7
Indications

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 C9H13N2O2+
MW 181.22
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness -0.29

Indications

Myasthenia Gravis Fibromyalgia HIV Infections Hypotension, Orthostatic Muscular Atrophy, Spinal Muscular Atrophy, Spinal Diabetes Mellitus

ATC Classification

N07AA02
pyridostigmine
Level 1: NERVOUS SYSTEM
Level 2: OTHER NERVOUS SYSTEM DRUGS

Activity Summary

Ki 3 meas. best 5.46
IC50 2 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholinesterase
CHEMBL4768
IC50 7.3 7.3 50.0 1
Acetylcholinesterase
CHEMBL4780
IC50 7.09 7.09 82.0 1
Cholinesterase
CHEMBL1914
Ki 5.46 5.46 3500.0 1
Acetylcholinesterase
CHEMBL4768
Ki 4.71 4.71 19700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.6 mL.min-1.kg-1 Homo sapiens
CL 2.4 mL.min-1.kg-1 Homo sapiens
CL 9.6 mL.min-1.kg-1 Homo sapiens
CL 9.6 mL.min-1.kg-1 Homo sapiens
Fu 1.0 - Homo sapiens
Fu 1.0 - Homo sapiens
MRT 1.8 hr Homo sapiens
T1/2 1.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20070106 10.1021/jm901371v Homo sapiens 8
11602674 - ATP-dependent translocase ABCB1 5
18426954 10.1124/dmd.108.020479 ADMET 4
2033583 10.1021/jm00109a009 Mus musculus 3
11831902 10.1021/jm010196t Acetylcholinesterase 3
11831902 10.1021/jm010196t Butyrylcholinesterase 3
22931300 10.1021/tx300075j Liver microsomes 2
2153818 10.1021/jm00164a017 Mus musculus 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 2
19445515 10.1021/jm900403j Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
- 10.1016/S0960-894X(01)80774-5 Acetylcholinesterase 2
2738887 10.1021/jm00127a020 Cholinesterase 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2

Data from ChEMBL 36 via Core Engine