Compound Detail

CHEMBL1008

BEPRIDIL

💊 Approved Drug

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💊 Approved Drug

CC(C)COCC(CN(Cc1ccccc1)c1ccccc1)N1CCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1008
Name	BEPRIDIL
Phase	Approved
Structure Type	MOL
InChI Key	UIEATEWHFDRYRU-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Bepridil

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

366.6

MW (Da)

4.83

ALogP

HBA

HBD

15.7

PSA (Å²)

0.60

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1990
Availability	Discontinued
Chirality	Racemic

Routes of Administration

Oral

Flags

Natural Product

USAN Stem	-dil
USAN Year	1981

Extended Properties

Molecular Formula	C24H34N2O
MW	366.55
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-1.15

Indications

Cardiovascular Diseases

ATC Classification

C08EA02

bepridil

Level 1: CARDIOVASCULAR SYSTEM

Level 2: CALCIUM CHANNEL BLOCKERS

Activity Summary

IC50 30 meas. best 7.64

Ki 3 meas. best 6.74

EC50 2 meas. best 5.57

Kd 1 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	7.64	6.49	22.9	10
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	Ki	6.74	6.5433	184.0	3
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL2366456	IC50	6.68	6.21	211.0	5
Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2096682	IC50	6.08	6.08	840.0	1
Voltage-gated L-type calcium channel CHEMBL2095229	IC50	6.0	6.0	1000.0	1
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL1940	IC50	5.85	5.85	1400.0	1
Plasmodium falciparum CHEMBL364	IC50	5.6	5.6	2500.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.57	5.45	2700.0	2
Ebolavirus CHEMBL4434621	IC50	5.49	5.3567	3210.0	3
Sodium channel protein type 5 subunit alpha CHEMBL1980	IC50	5.43	5.43	3700.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	5.37	5.37	4310.0	1
Lethal factor CHEMBL4372	IC50	5.32	5.32	4800.0	1
Unchecked CHEMBL612545	IC50	5.29	5.29	5080.0	1
Cytochrome P450 2J2 CHEMBL3491	IC50	4.94	4.94	11500.0	1
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL2830	IC50	4.66	4.66	22000.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.63	4.63	23600.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	4.49	4.49	32200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	94.0	mL.min-1.g-1	Homo sapiens
F	79.0	%	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	22.91	nM	7.64	Inhibition of human ERG	21185626
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	33.0	nM	7.48	Inhibition of hERG K channel	21300721
Voltage-gated inwardly rectifying potassium channel KCNH2	Ki	=	184.0	nM	6.74	Binding affinity at hERG expressed in HEK293 cells by fluorescence polarization ...	17536794
Voltage-dependent L-type calcium channel subunit alpha-1C	IC50	=	211.0	nM	6.68	Inhibition of calcium current (ICaL) measured using whole-cell patch clamp exper...	21300721
Voltage-dependent L-type calcium channel subunit alpha-1C	IC50	=	211.0	nM	6.68	Inhibition of L-type calcium channel measured using whole-cell patch clamp in gu...	22761000
Voltage-gated inwardly rectifying potassium channel KCNH2	Ki	=	291.0	nM	6.54	Displacement of [3H]dofetilide from hERG expressed in HEK293 cells by SPA	17536794
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	430.0	nM	6.37	Inhibitory concentration against IKr potassium channel	15324906
Voltage-gated inwardly rectifying potassium channel KCNH2	Ki	=	444.0	nM	6.35	Displacement of [3H]Astemizole from hERG expressed in HEK293 cells at 10 uM	16908150
Voltage-dependent L-type calcium channel subunit alpha-1C	IC50	=	500.0	nM	6.3	Inhibition of L-type calcium channel measured using whole-cell patch clamp in gu...	22761000
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	550.0	nM	6.26	K+ channel blocking activity in COS-7 African green monkey kidney derived cells ...	12190308
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	549.54	nM	6.26	Inhibition of human Potassium channel HERG expressed in mammalian cells	12873512
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	549.54	nM	6.26	Inhibition of human voltage-gated potassium channel subunit Kv11.1 (ERG K+ chann...	15745831
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	549.54	nM	6.26	Inhibitory concentration against potassium channel HERG	15911273
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	549.54	nM	6.26	Inhibition of human ERG expressed in CHO cells by whole cell patch clamp techniq...	18448342
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	549.54	nM	6.26	Inhibition of human ERG in MCF7 cells	19110341
Sodium channel alpha subunits; brain (Types I, II, III)	IC50	=	840.0	nM	6.08	Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on vol...	2579237
Voltage-gated L-type calcium channel	IC50	=	1000.0	nM	6.0	Inhibition of Cav1.2 current measured using QPatch automatic path clamp system i...	23812503
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1400.0	nM	5.85	Inhibition of human ERG expressed in HEK293 cells measured after 30 mins by Flux...	32392053
Voltage-dependent L-type calcium channel subunit alpha-1C	IC50	=	1400.0	nM	5.85	Inhibition of L-type calcium channel measured using 2-electrode voltage-clamp in...	22761000
Voltage-dependent L-type calcium channel subunit alpha-1C	IC50	=	1550.0	nM	5.81	Inhibition of Cav1.2 calcium current measured using whole cell patch clamp in gu...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4295262	Unchecked	24
16472241	10.2174/1570163043334794	Hepatotoxicity	18
6687480	10.1021/jm00356a021	Canis familiaris	15
18024584	10.1073/pnas.0709695104	H4	11
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
17485504	10.1128/aac.01184-06	Unchecked	4
22761000	10.1002/jat.2784	Voltage-dependent L-type calcium channel subunit alpha-1C	4
37468498	10.1038/s41467-023-40064-9	Nuclear receptor subfamily 1 group I member 2	3
37468498	10.1038/s41467-023-40064-9	Androgen receptor	3
17485504	10.1128/aac.01184-06	Lethal factor	3
37468498	10.1038/s41467-023-40064-9	Progesterone receptor	3
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	3
17536794	10.1021/jm0700565	Voltage-gated inwardly rectifying potassium channel KCNH2	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
29272110	10.1021/acs.jmedchem.7b01249	Envelope glycoprotein	2
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	2
10891117	10.1021/jm0000564	No relevant target	2
2579237	10.1021/jm00381a019	Sodium channel alpha subunits; brain (Types I, II, III)	2

Data from ChEMBL 36 via Core Engine