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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1115
CHEMBL1115
Compound Name PYRIDOSTIGMINE
ChEMBL Synonyms REGONOL | PYRIDOSTIGMINE BROMIDE | MESTINON 10 | Kalymin | Regonal | Regonol | MESTINON RET | PYRIDOSTIGMINE | MESTINON | Mestinon
Max Phase 4 (Approved)
Trade Names PYRIDOSTIGMINE BROMIDE | REGONOL | Regonal | Kalymin | MESTINON 10 | MESTINON RET | MESTINON
Molecular Formula C9H13N2O2+

Additional synonyms for CHEMBL1115 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)C(=O)Oc1ccc[n+](C)c1
Standard InChI InChI=1S/C9H13N2O2/c1-10(2)9(12)13-8-5-4-6-11(3)7-8/h4-7H,1- ...
Download InChI
Standard InChI Key RVOLLAQWKVFTGE-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1115

Molecule Features

CHEMBL1115 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Acetylcholinesterase inhibitor Acetylcholinesterase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Heart FailureD006333EFO:0003144heart failure2ClinicalTrials
FibromyalgiaD005356EFO:0005687fibromyalgia2ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease2ClinicalTrials
Glycogen Storage Disease Type IID006009Orphanet:365Glycogen storage disease due to acid maltase deficiency0ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension2ClinicalTrials
ClinicalTrials
HypotensionD007022EFO:0005251hypotension2ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus1ClinicalTrials

Clinical Data

ClinicalTrials.gov PYRIDOSTIGMINE
The Cochrane Collaboration PYRIDOSTIGMINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1115. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL5077 Butyrylcholinesterase Equus caballus 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 0.999
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 0.998
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.990
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 0.980
CHEMBL5932 LIM domain kinase 2 Homo sapiens 0.976
CHEMBL5763 Cholinesterase Equus caballus 0.647
CHEMBL3358 Monoamine oxidase A Rattus norvegicus 0.641
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.495
CHEMBL4768 Acetylcholinesterase Bos taurus 0.387
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.364
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 0.357
CHEMBL2916 Telomerase reverse transcriptase Homo sapiens 0.250
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.238



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5077 Butyrylcholinesterase Equus caballus 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL1741179 Probable DNA dC->dU-editing enzyme APOBEC-3A Homo sapiens 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.999
CHEMBL4780 Acetylcholinesterase Torpedo californica 0.999
CHEMBL4768 Acetylcholinesterase Bos taurus 0.983
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 0.979
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 0.851
CHEMBL3358 Monoamine oxidase A Rattus norvegicus 0.849
CHEMBL5932 LIM domain kinase 2 Homo sapiens 0.829
CHEMBL4191 Monoglyceride lipase Homo sapiens 0.476
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 0.399
CHEMBL5763 Cholinesterase Equus caballus 0.335

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
181.2 181.0972 0.57 1 33.42 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 4 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - -2.84 -2.84 1 13 0.59

Structural Alerts

There are 3 structural alerts for CHEMBL1115. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N07 - OTHER NERVOUS SYSTEM DRUGS
N07A - PARASYMPATHOMIMETICS
N07AA - Anticholinesterases
N07AA02 - pyridostigmine

ChemSpider ChemSpider:RVOLLAQWKVFTGE-UHFFFAOYSA-N
DailyMed pyridostigmine bromide
PubChem SID: 11111694 SID: 90340824
Wikipedia Pyridostigmine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1115



ACToR 155-97-5
BindingDB 50313079
Brenda 6250
ChEBI 8665
DrugBank DB00545
DrugCentral 2330
eMolecules 1988699
EPA CompTox Dashboard DTXSID20165786
FDA SRS 19QM69HH21
Guide to Pharmacology 8994
Human Metabolome Database HMDB0014685
IBM Patent System C273E5AB227A3A208C9BB88F059AE3C9
KEGG Ligand C07410
LINCS LSM-5770
Mcule MCULE-2045762718
MolPort MolPort-003-803-842
Nikkaji J10.938J
PharmGKB PA451185
PubChem 4991
PubChem: Thomson Pharma 15171335
SureChEMBL SCHEMBL1317
ZINC ZINC000000002009

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/RVOLLAQWKVFTGE-UHFFFAOYSA-N spacer
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