ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL7568
CHEMBL7568
Compound Name QUINACRINE
ChEMBL Synonyms QUINACRINE HYDROCHLORIDE | MEPACRINE | GNF-Pf-5448 | ATABRINE HYDROCHLORIDE
Max Phase 2
Trade Names
Molecular Formula C23H30ClN3O

Additional synonyms for CHEMBL7568 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc3ccc(OC)cc13
Standard InChI InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-1 ...
Download InChI
Standard InChI Key GPKJTRJOBQGKQK-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • DrugMatrix
  • GSK Malaria Screening
  • Novartis Malaria Screening
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • St Jude Leishmania Screening
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL7568

Molecule Features

CHEMBL7568 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Renal CellD002292EFO:0000681renal cell carcinoma2ClinicalTrials
Creutzfeldt-Jakob SyndromeD007562EFO:0004226Creutzfeldt Jacob Disease2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma1ClinicalTrials
Colorectal NeoplasmsD015179EFO:0000365colorectal adenocarcinoma1ClinicalTrials

Clinical Data

ClinicalTrials.gov QUINACRINE
The Cochrane Collaboration QUINACRINE

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 CHEMBL7568. 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
CHEMBL2414 C-C chemokine receptor type 4 Homo sapiens 1.000
CHEMBL4768 Acetylcholinesterase Bos taurus 0.999
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.977
CHEMBL1919 Voltage-gated calcium channel alpha2/delta subunit 1 Homo sapiens 0.976
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.950
CHEMBL220 Acetylcholinesterase Homo sapiens 0.850
CHEMBL5763 Cholinesterase Equus caballus 0.806
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.597



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2414 C-C chemokine receptor type 4 Homo sapiens 1.000
CHEMBL5131 Trypanothione reductase Trypanosoma cruzi 1.000
CHEMBL1919 Voltage-gated calcium channel alpha2/delta subunit 1 Homo sapiens 1.000
CHEMBL4768 Acetylcholinesterase Bos taurus 0.999
CHEMBL5763 Cholinesterase Equus caballus 0.997
CHEMBL4697 Hexose transporter 1 Plasmodium falciparum 0.997
CHEMBL220 Acetylcholinesterase Homo sapiens 0.996
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.961
CHEMBL2535 Glucose transporter Homo sapiens 0.952
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.920
CHEMBL1914 Butyrylcholinesterase Homo sapiens 0.868
CHEMBL1942 Alpha-2b adrenergic receptor Homo sapiens 0.852
CHEMBL1867 Alpha-2a adrenergic receptor Homo sapiens 0.359
CHEMBL4869 Prion protein Homo sapiens 0.226

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
400 399.2077 5.97 9 37.39 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.47 5.59 2.29 3 28 0.45

Structural Alerts

There are 6 structural alerts for CHEMBL7568. To view alerts please click here.

Compound Cross References

ATC P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01A - AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES
P01AX - Other agents against amoebiasis and other protozoal diseases
P01AX05 - mepacrine

ChemSpider ChemSpider:GPKJTRJOBQGKQK-UHFFFAOYSA-N
PubChem SID: 124881289 SID: 50111199 SID: 90341425
Wikipedia Mepacrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL7568



ACToR 66777-81-9 83-89-6
BindingDB 50015214
Brenda 98049 5181 105492 38969 29761 107156 44829 1593 171917
ChEBI 8711
DrugBank DB01103
DrugCentral 2338
eMolecules 27523606 1221687
EPA CompTox Dashboard DTXSID7022627
Human Metabolome Database HMDB0015235
IBM Patent System C8671FE90D27AA909B7386C27C6569D0
KEGG Ligand C07339
LINCS LSM-1577
Mcule MCULE-3049117865
MolPort MolPort-001-739-072
Nikkaji J3.877F
PharmGKB PA164745551
PubChem 237
PubChem: Thomson Pharma 14781277
SureChEMBL SCHEMBL19225

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