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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL278819
CHEMBL278819
Compound Name MINAPRINE
ChEMBL Synonyms Brantur | 30038CB | AGR-1240 | MINAPRINE | CANTOR | MINAPRINE HYDROCHLORIDE | CB-30038
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names CANTOR
Molecular Formula C17H22N4O

Additional synonyms for CHEMBL278819 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1cc(nnc1NCCN2CCOCC2)c3ccccc3
Standard InChI InChI=1S/C17H22N4O/c1-14-13-16(15-5-3-2-4-6-15)19-20-17(14)1 ...
Download InChI
Standard InChI Key LDMWSLGGVTVJPG-UHFFFAOYSA-N

Sources

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  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL278819

Molecule Features

CHEMBL278819 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1996
Country France
Reason Convulsions
Class Neurotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Acetylcholinesterase inhibitor Acetylcholinesterase PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed
Dopamine D1 and D2 receptor agonist Dopamine D1 and D2 receptor PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed
Monoamine oxidase A inhibitor Monoamine oxidase A PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed
Muscarinic acetylcholine receptor M1 agonist Muscarinic acetylcholine receptor M1 PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed
Serotonin 2 (5-HT2) receptor antagonist Serotonin 2 (5-HT2) receptor PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression4ATC

Clinical Data

ClinicalTrials.gov MINAPRINE
The Cochrane Collaboration MINAPRINE

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 CHEMBL278819. 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
CHEMBL5804 Toll-like receptor 9 Homo sapiens 1.000
CHEMBL5879 Hematopoietic prostaglandin D synthase Homo sapiens 0.330

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5804 Toll-like receptor 9 Homo sapiens 0.999
CHEMBL5879 Hematopoietic prostaglandin D synthase Homo sapiens 0.805
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.464
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.452
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.374
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.329

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
298.4 298.1794 2.2 5 50.28 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 6.79 2.04 1.92 2 22 0.92

Structural Alerts

There are no structural alerts for CHEMBL278819

Compound Cross References

ATC N - NERVOUS SYSTEM
N06 - PSYCHOANALEPTICS
N06A - ANTIDEPRESSANTS
N06AX - Other antidepressants
N06AX07 - minaprine

ChemSpider ChemSpider:LDMWSLGGVTVJPG-UHFFFAOYSA-N
PubChem SID: 11112706
Wikipedia Minaprine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL278819



ACToR 25905-77-5
BindingDB 50074289
ChEBI 51038
DrugBank DB00805
DrugCentral 1812
EPA CompTox Dashboard DTXSID5048477
FDA SRS 00U7GX0NLM
Human Metabolome Database HMDB0014943
IBM Patent System D631399B0EAA84BAD25D8D1595A4ED72
LINCS LSM-2037
MolPort MolPort-003-958-699
Nikkaji J216.777H
PharmGKB PA164748351
PubChem 4199
PubChem: Thomson Pharma 14751646
SureChEMBL SCHEMBL49371
ZINC ZINC000019796082

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