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Compound Detail

CHEMBL1534525

MIBEFRADIL DIHYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
COCC(=O)O[C@]1(CCN(C)CCCc2nc3ccccc3[nH]2)CCc2cc(F)ccc2[C@@H]1C(C)C.Cl.Cl

Basic Information

ChEMBL ID CHEMBL1534525
Name MIBEFRADIL DIHYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key MTJLQTFHJIHXIX-GDUXWEAWSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL45816
Active Moiety CHEMBL45816

Known Names

Mibefradil dihydrochloride Mibefradil hydrochloride Posicor RO 40-5967/001 RO-40-5967/001
3
Targets
17
Activities
1
Assay Types
0
PK Parameters
7
Publications
5
Known Names
1
Mechanisms

Molecular Properties

495.6
MW (Da)
5.27
ALogP
5
HBA
1
HBD
67.5
PSA (Ų)
0.37
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Withdrawn
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Withdrawn
USAN Stem -dil
USAN Year 1994

Extended Properties

Molecular Formula C29H40Cl2FN3O3
MW 568.56
Aromatic Rings 3
Heavy Atoms 36
NP-Likeness -0.56

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Voltage-gated T-type calcium channel blocker BLOCKER Voltage-gated T-type calcium channel

Drug Warnings

Withdrawn
General Warning
potential to induce cardiac arrhythmias (including torsades de pointes) especially when taken concomitantly with other medications
Country: Worldwide   Year: 1998
Withdrawn
General Warning
associated with potentially harmful interactions with other drugs. Mibefradil dihydrochloride reduced the activity of certain liver enzymes that are important in helping the body eliminate many other ...
Country: Worldwide   Year: 1998
Withdrawn
cardiotoxicity
potential to induce cardiac arrhythmias (including torsades de pointes) especially when taken concomitantly with other medications
Country: Worldwide   Year: 1998
Withdrawn
cardiotoxicity
potential to induce cardiac arrhythmias (including torsades de pointes) especially when taken concomitantly with other medications
Country: Worldwide   Year: 1998

Activity Summary

IC50 17 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 6.4 5.7714 398.1 7
Unchecked
CHEMBL612545
IC50 5.51 5.1844 3078.2 9
Potassium channel subfamily K member 9
CHEMBL2321614
IC50 4.61 4.61 24600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 398.11 nM 6.4 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 398.11 nM 6.4 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1000.0 nM 6.0 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 3078.2 nM 5.51 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 4542.6 nM 5.34 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Plasmodium falciparum IC50 = 5011.87 nM 5.3 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 5331.1 nM 5.27 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 5437.2 nM 5.26 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 6718.7 nM 5.17 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 7262.9 nM 5.14 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Unchecked IC50 = 8237.0 nM 5.08 PubChem BioAssay. GLP1 secretion from STC-1 cells-IC50. (Class of assay: confi... -
Unchecked IC50 = 10507.6 nM 4.98 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked IC50 = 12374.3 nM 4.91 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Potassium channel subfamily K member 9 IC50 = 24600.0 nM 4.61 Inhibition of human TASK3 expressed in HEK293 cells by Ti+ flux assay 31260312

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
17417631 10.1038/nchembio873 Unchecked 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
31260312 10.1021/acs.jmedchem.9b00248 Potassium channel subfamily K member 9 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.6019/EOS300108 HepG2 1

Data from ChEMBL 36 via Core Engine