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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL45816
CHEMBL45816
Compound Name MIBEFRADIL
ChEMBL Synonyms POSICOR | Posicor | POSICOR 50 | MIBEFRADIL DIHYDROCHLORIDE | POSICOR 100 | MIBEFRADIL | RO 40-5967/001
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names POSICOR 50 | POSICOR 100 | POSICOR
Molecular Formula C29H38FN3O3

Additional synonyms for CHEMBL45816 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COCC(=O)O[C@]1(CCN(C)CCCc2nc3ccccc3[nH]2)CCc4cc(F)ccc4[C@@H] ...
Download SMILES
Standard InChI InChI=1S/C29H38FN3O3/c1-20(2)28-23-12-11-22(30)18-21(23)13-1 ...
Download InChI
Standard InChI Key HBNPJJILLOYFJU-VMPREFPWSA-N

Sources

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  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL45816

Molecule Features

CHEMBL45816 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1998
Country United States; European Union; Germany; Ireland; Malasia
Reason Torsade de pointes
Class Cardiotoxicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Voltage-gated T-type calcium channel blocker Voltage-gated T-type calcium channel PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GliomaD005910EFO:0000326central nervous system cancer1ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme1ClinicalTrials

Clinical Data

ClinicalTrials.gov MIBEFRADIL
The Cochrane Collaboration MIBEFRADIL

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 CHEMBL45816. 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
CHEMBL1859 Voltage-gated T-type calcium channel alpha-1H subunit Homo sapiens 1.000
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 1.000
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.493

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1859 Voltage-gated T-type calcium channel alpha-1H subunit Homo sapiens 1.000
CHEMBL1940 Voltage-gated L-type calcium channel alpha-1C subunit Homo sapiens 1.000
CHEMBL3762 Voltage-gated L-type calcium channel alpha-1C subunit Rattus norvegicus 1.000
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 0.826
CHEMBL3467 P-glycoprotein 1 Mus musculus 0.240

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
495.6 495.2897 5.27 11 67.45 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 1 6 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.93 9.26 6.21 4.28 3 36 0.37

Structural Alerts

There are 2 structural alerts for CHEMBL45816. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C08 - CALCIUM CHANNEL BLOCKERS
C08C - SELECTIVE CALCIUM CHANNEL BLOCKERS WITH MAINLY VASCULAR EFFECTS
C08CX - Other selective calcium channel blockers with mainly vascular effects
C08CX01 - mibefradil

ChemSpider ChemSpider:HBNPJJILLOYFJU-VMPREFPWSA-N
PubChem SID: 11111472 SID: 26755047 SID: 50110875 SID: 90340964
Wikipedia Mibefradil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL45816



ACToR 116644-53-2
BindingDB 50117922 78934
ChEBI 6920
DrugBank DB01388
DrugCentral 1797
EPA CompTox Dashboard DTXSID1023318
FDA SRS 27B90X776A
Guide to Pharmacology 2522
IBM Patent System D32A1DFE52EF5DFE1C9EDC7064096C78
KEGG Ligand C07222
LINCS LSM-2192
MolPort MolPort-006-169-986
Nikkaji J281.718G
PharmGKB PA450492
PubChem 60663
PubChem: Thomson Pharma 14933121 14933122
SureChEMBL SCHEMBL39551
ZINC ZINC000003782486

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