Compound Detail

CHEMBL1491

AMLODIPINE

💊 Approved Drug

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

💊 Approved Drug

CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1c1ccccc1Cl

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1491
Name	AMLODIPINE
Phase	Approved
Structure Type	MOL
InChI Key	HTIQEAQVCYTUBX-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Amlodipine AMLODIPINE COMPONENT OF CKD-330 Amlodipino Astudal 5 HGP-0904 HGP0904 Istin Norvas Norvasc

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

408.9

MW (Da)

2.27

ALogP

HBA

HBD

99.9

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1992
Availability	Prescription
Chirality	Racemic

Routes of Administration

Oral

Flags

Natural Product

USAN Stem	-dipine; -pine
USAN Year	1986

Extended Properties

Molecular Formula	C20H25ClN2O5
MW	408.88
Aromatic Rings	1
Heavy Atoms	28
NP-Likeness	-0.78

Indications

Cardiovascular Diseases Atherosclerosis Coronary Disease Depressive Disorder Diabetes Mellitus Diabetes Mellitus, Type 2 Essential Hypertension Heart Failure Heart Failure Hypercholesterolemia Hypertension Myocardial Infarction Myocardial Ischemia Aortic Aneurysm, Abdominal Aortic Valve Insufficiency beta-Thalassemia Cardiomyopathy, Hypertrophic Dystonic Disorders Heart Diseases Hyperaldosteronism

ATC Classification

C08CA01

amlodipine

Level 1: CARDIOVASCULAR SYSTEM

Level 2: CALCIUM CHANNEL BLOCKERS

Activity Summary

IC50 28 meas. best 8.7

Ki 10 meas. best 8.7

EC50 1 meas. best 5.08

Kd 1 meas. best 4.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.7	7.7367	2.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.7	7.5333	2.0	3
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL3762	Ki	8.7	8.7	2.0	1
Rattus norvegicus CHEMBL376	IC50	8.6	8.2667	2.5	3
Oryctolagus cuniculus CHEMBL374	IC50	8.52	8.52	3.0	1
Unchecked CHEMBL612545	Ki	7.7	7.375	20.0	2
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.65	6.65	226.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.58	6.58	261.0	1
Potassium channel subfamily K member 2 CHEMBL2321615	IC50	6.4	6.4	400.0	1
Potassium channel subfamily K member 2 CHEMBL1075183	IC50	6.37	6.37	430.0	1
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL2366456	IC50	6.24	6.24	570.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	6.22	6.22	602.0	1
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL1940	IC50	5.92	5.65	1200.0	2
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	5.87	5.87	1346.0	1
Alpha-2C adrenergic receptor CHEMBL1916	IC50	5.75	5.75	1800.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	5.63	5.63	2344.0	1
Leishmania chagasi CHEMBL612790	IC50	5.58	5.425	2610.0	2
5-hydroxytryptamine receptor 6 CHEMBL3371	IC50	5.54	5.54	2898.0	1
Leishmania amazonensis CHEMBL612877	IC50	5.53	5.53	2930.0	1
Leishmania braziliensis CHEMBL612878	IC50	5.5	5.5	3130.0	1
Leishmania major CHEMBL612879	IC50	5.47	5.47	3350.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.36	5.36	4387.0	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.27	5.27	5370.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.26	5.26	5521.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.1	5.1	7943.0	1
Trypanosoma cruzi CHEMBL368	IC50	5.09	5.09	8070.0	1
Unchecked CHEMBL612545	EC50	5.08	5.08	8220.0	1
Bile salt export pump CHEMBL6020	IC50	4.8	4.8	16000.0	1
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	4.66	4.66	22000.0	1
Rattus norvegicus CHEMBL376	Kd	4.64	4.64	23000.0	1
LLC-MK2 CHEMBL614691	IC50	4.15	4.15	70820.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	11.0	mL.min-1.kg-1	Canis lupus familiaris
CL	11.0	mL.min-1.kg-1	Canis lupus familiaris
CL	7.0	mL.min-1.kg-1	-
CL	11.0	mL.min-1.kg-1	Canis lupus familiaris
CL	7.0	mL.min-1.kg-1	Homo sapiens
CL	6.3	mL.min-1.kg-1	Homo sapiens
CL	7.0	mL.min-1.kg-1	Homo sapiens
CL	7.0	mL.min-1.kg-1	Homo sapiens
CL	42.4	mL.min-1.g-1	Homo sapiens
CL	2e-05	mL.min-1.g-1	Homo sapiens
CL	0.02	uL/min	Homo sapiens
CL	7.0	mL.min-1.kg-1	Homo sapiens
CL	85.0	mL.min-1.kg-1	Homo sapiens
F	79.0	%	Homo sapiens
Fu	0.005	-	Homo sapiens
Fu	0.005	-	Homo sapiens
MRT	40.0	hr	Homo sapiens
T1/2	30.0	hr	Canis lupus familiaris
T1/2	33.8	hr	-
T1/2	30.0	hr	Canis lupus familiaris
T1/2	34.0	hr	Homo sapiens
T1/2	34.0	hr	Homo sapiens
T1/2	40.0	hr	Homo sapiens
Vd	25.0	L.kg-1	Canis lupus familiaris
Vd	25.0	L.kg-1	Canis lupus familiaris
Vd	21.4	L.kg-1	-
Vd	25.0	L.kg-1	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
NON-PROTEIN TARGET	IC50	=	1.995	nM	8.7	In vitro calcium antagonist activity was assessed against calcium induced constr...	2943898
Voltage-dependent L-type calcium channel subunit alpha-1C	Ki	=	2.0	nM	8.7	Binding affinity against rat L-type calcium channel	10522703
Unchecked	IC50	=	2.0	nM	8.7	Inhibition of human calcium channel	29112446
Rattus norvegicus	IC50	=	2.5	nM	8.6	Antihypertensive activity when administered orally to spontaneously hypertensive...	1995904
Oryctolagus cuniculus	IC50	=	3.0	nM	8.52	In vitro inhibition of potassium-contracted rabbit aorta strips	1387168
NON-PROTEIN TARGET	IC50	=	7.943	nM	8.1	In vitro calcium antagonist activity was assessed against calcium induced constr...	2943898
Rattus norvegicus	IC50	=	7.943	nM	8.1	Evaluated for the negative logarithm of the molar concentration required to bloc...	1992115
Rattus norvegicus	IC50	=	7.943	nM	8.1	Concentration required to block Ca+2-induced contraction of K+ depolarized rat a...	2342074
Unchecked	Ki	=	20.0	nM	7.7	DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:...	-
Unchecked	IC50	=	31.0	nM	7.51	DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:...	-
Unchecked	Ki	=	90.0	nM	7.05	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-
Unchecked	IC50	=	101.0	nM	7.0	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-
Alpha-2A adrenergic receptor	Ki	=	226.0	nM	6.65	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-
Alpha-2C adrenergic receptor	Ki	=	261.0	nM	6.58	DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912)	-
Potassium channel subfamily K member 2	IC50	=	400.0	nM	6.4	Inhibition of TREK-1 (unknown origin)	23121096
Potassium channel subfamily K member 2	IC50	=	430.0	nM	6.37	Activation of bovine TREK1 expressed in AZT cells assessed as reduction in chann...	26588045
Voltage-dependent L-type calcium channel subunit alpha-1C	IC50	=	570.0	nM	6.24	Inhibition of L-type calcium channel measured using whole-cell patch clamp in gu...	22761000
Alpha-2A adrenergic receptor	IC50	=	602.0	nM	6.22	DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912)	-
Voltage-dependent L-type calcium channel subunit alpha-1C	IC50	=	1200.0	nM	5.92	Inhibition of L-type calcium channel measured using 2-electrode voltage-clamp in...	22761000
5-hydroxytryptamine receptor 6	Ki	=	1346.0	nM	5.87	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT6 radioligand binding (ligand: [...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	463
-	10.1101/2024.03.28.586928	ADMET	100
16472241	10.2174/1570163043334794	Hepatotoxicity	18
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
17954702	10.1128/aac.00522-07	Leishmania donovani	11
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
20070106	10.1021/jm901371v	Homo sapiens	8
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	6
2943898	10.1021/jm00159a022	Canis familiaris	6
17954702	10.1128/aac.00522-07	Mus musculus	4
18426954	10.1124/dmd.108.020479	ADMET	4
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 1A	4
10522703	10.1016/s0960-894x(99)00484-9	Unchecked	4
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2B	4
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	4
20014752	10.1021/tx900326k	Hepatotoxicity	3
21467212	10.1124/dmd.111.039180	Liver microsome	3
25799158	10.1021/acs.jmedchem.5b00201	No relevant target	3
1992115	10.1021/jm00105a004	Canis familiaris	3

Data from ChEMBL 36 via Core Engine