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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL95
CHEMBL95
Compound Name TACRINE
ChEMBL Synonyms CI-970 | TACRINE | ALZYME | COGNEX | [14C]-Tacrine Monohydrate Monohydrochloride | TACRINE HYDROCHLORIDE
Max Phase 4 (Approved)
Trade Names COGNEX | ALZYME
Molecular Formula C13H14N2

Additional synonyms for CHEMBL95 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1c2CCCCc2nc3ccccc13
Standard InChI InChI=1S/C13H14N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12) ...
Download InChI
Standard InChI Key YLJREFDVOIBQDA-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL95

Molecule Features

CHEMBL95 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cholinesterases; ACHE & BCHE inhibitor Cholinesterases; ACHE & BCHE DailyMed PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials

Clinical Data

ClinicalTrials.gov TACRINE
The Cochrane Collaboration TACRINE

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 CHEMBL95. 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
CHEMBL4768 Acetylcholinesterase Bos taurus 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 1.000
CHEMBL5077 Butyrylcholinesterase Equus caballus 1.000
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL5763 Cholinesterase Equus caballus 1.000
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 0.999
CHEMBL3105 Poly [ADP-ribose] polymerase-1 Homo sapiens 0.982



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4768 Acetylcholinesterase Bos taurus 1.000
CHEMBL1914 Butyrylcholinesterase Homo sapiens 1.000
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 1.000
CHEMBL220 Acetylcholinesterase Homo sapiens 1.000
CHEMBL5763 Cholinesterase Equus caballus 1.000
CHEMBL5077 Butyrylcholinesterase Equus caballus 1.000
CHEMBL3403 Butyrylcholinesterase Rattus norvegicus 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 1.000
CHEMBL3199 Acetylcholinesterase Rattus norvegicus 1.000
CHEMBL3105 Poly [ADP-ribose] polymerase-1 Homo sapiens 0.985
CHEMBL3241 Histamine N-methyltransferase Rattus norvegicus 0.952
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.259
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.236

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
198.3 198.1157 2.7 0 38.91 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.64 2.56 .51 2 15 0.71

Structural Alerts

There are 1 structural alerts for CHEMBL95. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06D - ANTI-DEMENTIA DRUGS
N06DA - Anticholinesterases
N06DA01 - tacrine

ChemSpider ChemSpider:YLJREFDVOIBQDA-UHFFFAOYSA-N
PubChem SID: 104171104 SID: 11110734 SID: 11113824 SID: 124879172 SID: 124879174 SID: 144203624 SID: 144212594 SID: 170465420 SID: 26755281 SID: 90341647
Wikipedia Tacrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL95



ACToR 321-64-2
Atlas tacrine
BindingDB 8961
Brenda 199427 1456 29661
ChEBI 45980
DrugBank DB00382
DrugCentral 2551
eMolecules 872890
EPA CompTox Dashboard DTXSID1037272
FDA SRS 4VX7YNB537
Guide to Pharmacology 6687
Human Metabolome Database HMDB0014526
IBM Patent System A07882B0B0DBEBD39F9C960EEF085880
KEGG Ligand C01453
LINCS LSM-5871
Mcule MCULE-3628803328
MolPort MolPort-000-881-472
Nikkaji J5.670G
PDBe THA
PharmGKB PA451576
PubChem 1935
PubChem: Thomson Pharma 15120928
SureChEMBL SCHEMBL2828
ZINC ZINC000019014866

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