Compound Detail

CHEMBL1280

VERAPAMIL HYDROCHLORIDE

💊 Approved Drug

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💊 Approved Drug

COc1ccc(CCN(C)CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC.Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1280
Name	VERAPAMIL HYDROCHLORIDE
Phase	Approved
Structure Type	MOL
InChI Key	DOQPXTMNIUCOSY-UHFFFAOYSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL6966
Active Moiety	CHEMBL6966

Known Names

Berkatens Calan Calan sr Cordilox Cordilox i.v. Cordilox mr 240 Covera Covera-hs CP-16533-1 Ethimil mr 240 Geangin Half securon sr +18 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

454.6

MW (Da)

5.09

ALogP

HBA

HBD

64.0

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1981
Availability	Prescription
Chirality	Racemic

Routes of Administration

Oral Parenteral

USAN Stem	-pamil
USAN Year	1981

Extended Properties

Molecular Formula	C27H39ClN2O4
MW	491.07
Aromatic Rings	2
Heavy Atoms	33
NP-Likeness	-0.07

Mechanism of Action

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

Indications

Arrhythmias, Cardiac Diabetes Mellitus Hypertension Atrial Fibrillation Heart Failure Cardiovascular Diseases Hodgkin Disease

Activity Summary

IC50 30 meas. best 8.0

EC50 1 meas. best 7.21

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.0	7.175	10.0	8
Unchecked CHEMBL612545	EC50	7.21	7.21	61.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	6.7	6.475	200.0	2
Plasmodium falciparum CHEMBL364	IC50	6.0	5.6	1000.0	7
Bile salt export pump CHEMBL6020	IC50	4.69	4.69	20500.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.32	4.19	48000.0	4
Homo sapiens CHEMBL372	IC50	4.18	4.18	66000.0	1
K562 CHEMBL385	IC50	4.0	4.0	100000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	125.9	mL.min-1.g-1	Homo sapiens
CL	216.8	mL.min-1.g-1	Mus musculus
CL	208.0	mL.min-1.g-1	Homo sapiens
CL	201.0	mL.min-1.g-1	Mus musculus
T1/2	0.1	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	10.0	nM	8.0	Intracellular uptake of drug in presence of 3H VBL and in absence of VRP in 2SC/...	12431060
Unchecked	IC50	=	22.0	nM	7.66	Intracellular uptake of drug in presence of 3H VBL and absence of VRPin HET-SR-2...	12431060
Unchecked	IC50	=	23.0	nM	7.64	Intracellular uptake of drug in presence of 3H VBL and VRP in 2SC/20 cell line	12431060
Unchecked	IC50	=	29.0	nM	7.54	Intracellular uptake of drug in presence of 3H VBL and VRP in HET-SR-2SC-LNM cel...	12431060
Unchecked	EC50	=	61.0	nM	7.21	PUBCHEM_BIOASSAY: Luminescence Cell-Based/Microorganism Primary HTS to Identify ...	-
Unchecked	IC50	=	132.0	nM	6.88	Intracellular uptake of drug in presence of ADM and in absence of VRP in 2SC/20 ...	12431060
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	200.0	nM	6.7	Inhibition of human ERG expressed in CHO cells assessed as reduction in peak cha...	30562027
Unchecked	IC50	=	235.0	nM	6.63	Intracellular uptake of drug in presence of ADM and absence of VRPin HET-SR-2SC-...	12431060
Unchecked	IC50	=	289.0	nM	6.54	Intracellular uptake of drug in presence of ADM and VRP in 2SC/20 cell line	12431060
Unchecked	IC50	=	310.0	nM	6.51	Intracellular uptake of drug in presence of ADM and VRP in HET-SR-2SC-LNM cell l...	12431060
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	560.0	nM	6.25	Inhibition of human ERG expressed in CHO cells by automated patch clamp method	29185748
Plasmodium falciparum	IC50	=	1000.0	nM	6.0	Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	1000.0	nM	6.0	Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr...	19734910
Plasmodium falciparum	IC50	=	1584.89	nM	5.8	Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	3162.28	nM	5.5	Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	3981.07	nM	5.4	Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	5011.87	nM	5.3	Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g...	19734910
Plasmodium falciparum	IC50	=	6309.57	nM	5.2	Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g...	19734910
Bile salt export pump	IC50	=	20500.0	nM	4.69	Inhibition of human BSEP expressed in baculovirus transfected fall armyworm Sf21...	22961681
NON-PROTEIN TARGET	IC50	=	48000.0	nM	4.32	Cytotoxicity against cell line HET-SR-2SC-LNM determined by MTT test	12431060

Literature References

PubMed	DOI	Target Context	# Activities
31235266	10.1016/j.bmc.2019.06.036	ADMET	13
12431060	10.1021/jm011010t	Unchecked	12
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
12431060	10.1021/jm011010t	NON-PROTEIN TARGET	6
12431060	10.1021/jm011010t	Homo sapiens	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
12431060	10.1021/jm011010t	K562	2
39088998	10.1016/j.ejmech.2024.116729	ADMET	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
25148516	10.1021/jm500942v	ADMET	2
1431933	10.1021/np50086a003	NON-PROTEIN TARGET	2
33271453	10.1016/j.bmc.2020.115879	ADMET	2
24625106	10.1021/jm500039e	No relevant target	2
24874647	10.1021/jm5000408	No relevant target	2
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
25244572	10.1021/jm501203v	ADMET	1
23651412	10.1021/jm4005048	Unchecked	1
20843939	10.1124/dmd.110.035113	Hepatotoxicity	1
17417631	10.1038/nchembio873	Unchecked	1
20206533	10.1016/j.bmc.2010.02.013	ADMET	1

Data from ChEMBL 36 via Core Engine