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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL94
CHEMBL94
Compound Name PHYSOSTIGMINE
ChEMBL Synonyms Physostigmine | ISOPTO ESERINE | PHYSOSTIGMINE SULFATE | ESERINE SULFATE | ESERINE SALICYLATE | PHYSOSTIGMINE SALICYLATE | ANTILIRIUM | ESERINE
Max Phase 4 (Approved)
Trade Names ANTILIRIUM | ISOPTO ESERINE | ESERINE SULFATE
Molecular Formula C15H21N3O2

Additional synonyms for CHEMBL94 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC(=O)Oc1ccc2N(C)[C@H]3N(C)CC[C@@]3(C)c2c1
Standard InChI InChI=1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11 ...
Download InChI
Standard InChI Key PIJVFDBKTWXHHD-HIFRSBDPSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL94

Molecule Features

CHEMBL94 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GlaucomaD005901EFO:0000516glaucoma4ATC
Insulin ResistanceD007333EFO:0002614insulin resistance0ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials

Clinical Data

ClinicalTrials.gov PHYSOSTIGMINE
The Cochrane Collaboration PHYSOSTIGMINE

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 CHEMBL94. 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
CHEMBL2528 Butyrylcholinesterase Mus musculus 1.000
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 1.000
CHEMBL3198 Acetylcholinesterase Mus musculus 1.000
CHEMBL233 Mu opioid receptor Homo sapiens 0.568
CHEMBL237 Kappa opioid receptor Homo sapiens 0.217



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2528 Butyrylcholinesterase Mus musculus 1.000
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL3198 Acetylcholinesterase Mus musculus 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 0.997
CHEMBL233 Mu opioid receptor Homo sapiens 0.279
CHEMBL237 Kappa opioid receptor Homo sapiens 0.223

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
275.4 275.1634 1.77 1 44.81 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.23 8.31 1.27 .54 1 20 0.85

Structural Alerts

There are 2 structural alerts for CHEMBL94. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EB - Parasympathomimetics
S01EB05 - physostigmine

V - VARIOUS
V03 - ALL OTHER THERAPEUTIC PRODUCTS
V03A - ALL OTHER THERAPEUTIC PRODUCTS
V03AB - Antidotes
V03AB19 - physostigmine

ChemSpider ChemSpider:PIJVFDBKTWXHHD-HIFRSBDPSA-N
PubChem SID: 144204779 SID: 144211908 SID: 170465757 SID: 26753571 SID: 26753572 SID: 50085948 SID: 50106262 SID: 50106263 SID: 90340907
Wikipedia Physostigmine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL94



ACToR 50975-37-6
BindingDB 11023 50004000 50222010
Brenda 1207 803
ChEBI 27953
ChemicalBook CB8770121
DrugBank DB00981
DrugCentral 2159
eMolecules 29549871 510326
EPA CompTox Dashboard DTXSID3023471
FDA SRS 9U1VM840SP
Guide to Pharmacology 6598
Human Metabolome Database HMDB0015116
IBM Patent System BC5B2CA84BB660437ADE21E2DB595E94
KEGG Ligand C06535
LINCS LSM-2558
Mcule MCULE-2638001883 MCULE-9310809074
Metabolights MTBLC27953
MolPort MolPort-001-683-926
Nikkaji J4.579I
PharmGKB PA450957
PubChem 5983
PubChem: Thomson Pharma 15222048 14848555
SureChEMBL SCHEMBL24044
ZINC ZINC000091689892

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