Compound Detail

CHEMBL23

DILTIAZEM

💊 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

COc1ccc([C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL23
Name	DILTIAZEM
Phase	Approved
Structure Type	MOL
InChI Key	HSUGRBWQSSZJOP-RTWAWAEBSA-N
Therapeutic	✓ Yes

Known Names

Diltiazem Diltiazem extended release Ditiaz Surazem

Targets

134

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

414.5

MW (Da)

3.37

ALogP

HBA

HBD

59.1

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1982
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Natural Product

USAN Stem	-tiazem
USAN Year	1977

Extended Properties

Molecular Formula	C22H26N2O4S
MW	414.53
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.13

Indications

Cardiovascular Diseases Hemorrhoids Arrhythmias, Cardiac Atherosclerosis Atrial Fibrillation Coronary Disease Diabetes Mellitus, Type 2 Heart Failure Hypercholesterolemia Hypertension Myocardial Ischemia Reperfusion Injury Severe Acute Respiratory Syndrome Anus Diseases Cardiomyopathy, Hypertrophic Fissure in Ano Influenza, Human Postoperative Nausea and Vomiting Constipation Metabolic Syndrome

ATC Classification

C05AE03

diltiazem

Level 1: CARDIOVASCULAR SYSTEM

Level 2: VASOPROTECTIVES

C08DB01

diltiazem

Level 1: CARDIOVASCULAR SYSTEM

Level 2: CALCIUM CHANNEL BLOCKERS

Activity Summary

IC50 95 meas. best 7.55

EC50 18 meas. best 8.03

Ki 13 meas. best 7.8

Kd 8 meas. best 7.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Heart CHEMBL613678	EC50	8.03	7.845	9.3	2
Rattus norvegicus CHEMBL376	EC50	8.03	6.895	9.3	4
Voltage-gated L-type calcium channel CHEMBL2095177	Ki	7.8	7.5883	16.0	6
Oryctolagus cuniculus CHEMBL374	Kd	7.7	7.7	19.9	1
Unchecked CHEMBL612545	Ki	7.6	6.905	25.0	2
Unchecked CHEMBL612545	IC50	7.55	5.9688	28.0	8
Voltage-gated L-type calcium channel CHEMBL2095177	IC50	7.44	7.1057	36.0	7
Rattus norvegicus CHEMBL376	Kd	7.42	7.42	38.0	2
Unchecked CHEMBL612545	Kd	7.38	6.4575	41.7	4
Voltage-dependent L-type calcium channel subunit alpha-1D CHEMBL4132	IC50	7.34	7.34	45.7	1
Rattus norvegicus CHEMBL376	IC50	7.32	6.5886	48.0	7
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL3762	IC50	7.27	7.135	54.0	2
Cavia porcellus CHEMBL369	IC50	7.23	6.0736	59.0	11
Right atrium CHEMBL2367363	EC50	7.16	7.16	70.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	7.0	5.1127	100.0	11
Cytochrome P450 3A4 CHEMBL340	Ki	7.0	6.32	100.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.96	6.27	110.0	2
ADMET CHEMBL612558	IC50	6.96	6.96	110.0	1
Cavia porcellus CHEMBL369	EC50	6.96	6.2375	110.0	4
Ileum CHEMBL613680	IC50	6.96	6.96	110.0	2
Oryctolagus cuniculus CHEMBL374	IC50	6.68	6.1843	210.0	7
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL3762	Ki	6.55	6.55	280.0	1
Voltage-dependent L-type calcium channel subunit alpha-1S CHEMBL3805	Ki	6.42	6.42	380.0	1
Voltage-gated L-type calcium channel CHEMBL2095229	IC50	6.35	6.235	450.0	2
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL2366456	IC50	6.2	4.95	630.0	3
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.1	6.1	790.0	3
Unchecked CHEMBL612545	EC50	6.1	6.1	790.0	1
Left atrium CHEMBL2367407	EC50	6.1	6.1	790.0	3
Cricetinae gen. sp. CHEMBL612361	IC50	6.01	6.01	980.0	1
Aorta CHEMBL613672	IC50	5.58	5.58	2600.0	3
Sodium channel alpha subunit CHEMBL2331043	IC50	5.05	5.05	9000.0	1
Solute carrier family 22 member 1 CHEMBL5685	IC50	4.91	4.91	12400.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.76	4.76	17300.0	7
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL2830	IC50	4.52	4.52	30000.0	1
Urokinase plasminogen activator surface receptor CHEMBL4883	Kd	4.41	4.41	39200.0	1
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	4.37	4.274	42657.9	5
Voltage-dependent L-type calcium channel subunit alpha-1C CHEMBL1940	IC50	4.36	4.36	44000.0	1
Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2096682	IC50	4.35	4.35	45000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	87.2	mL.min-1.kg-1	Rattus norvegicus
CL	46.1	mL.min-1.kg-1	Canis lupus familiaris
CL	11.5	mL.min-1.kg-1	Homo sapiens
CL	12.8	mL.min-1.kg-1	Homo sapiens
CL	13.0	mL.min-1.kg-1	Homo sapiens
CL	3.8	mL.min-1.kg-1	Homo sapiens
CL	13.0	mL.min-1.kg-1	Homo sapiens
CL	59.0	mL.min-1.kg-1	Canis lupus familiaris
CL	82.3	mL.min-1.kg-1	Rattus norvegicus
CL	12.0	mL.min-1.kg-1	Homo sapiens
CL	13.0	mL.min-1.kg-1	Homo sapiens
CL	34.5	mL.min-1.kg-1	Macaca
CL	9.33	uL.min-1.(10^6cells)-1	Homo sapiens
CL	43.65	mL.min-1.g-1	Homo sapiens
CL	150.0	uL.min-1.(10^6cells)-1	Rattus norvegicus
CL	48.0	mL.min-1.kg-1	Homo sapiens
CL	12.0	mL.min-1.kg-1	Homo sapiens
CL	0.035	mL.min-1.g-1	Homo sapiens
CL	0.0754	mL.min-1.g-1	Homo sapiens
CL	0.0476	mL.min-1.g-1	Homo sapiens
F	49.0	%	Homo sapiens
F	40.0	%	Homo sapiens
Fu	0.22	-	-
Fu	0.028	-	-
Fu	0.18	-	Homo sapiens
Fu	0.18	-	Homo sapiens
Fu	0.298	-	Not specified
Fu	0.35	-	Not specified
Fu	0.349	-	Not specified
Fu	0.417	-	Not specified

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Heart	EC50	=	9.333	nM	8.03	Effect on cardiac activity in guinea pig spontaneously beating heart assessed as...	19323482
Rattus norvegicus	EC50	=	9.333	nM	8.03	Negative inotropic potency as maximal rate of the rise in left ventricular press...	15801835
Voltage-gated L-type calcium channel	Ki	=	16.0	nM	7.8	Inhibitory constant against calcium channel receptors (CCRs)	-
Voltage-gated L-type calcium channel	Ki	=	16.0	nM	7.8	Displacement of [3H]nitrendipine from calcium channel receptor	-
Oryctolagus cuniculus	Kd	=	19.95	nM	7.7	Calcium channel-blocking activity by determined by ability to antagonize calcium...	1920352
Voltage-gated L-type calcium channel	Ki	=	21.0	nM	7.68	Inhibition of [3H]nitrendipine binding to L-type calcium channel receptor(CCR) i...	8709127
Voltage-gated L-type calcium channel	Ki	=	21.0	nM	7.68	Calcium antagonistic activity by measuring [3H]nitrendipine displacement at L-ty...	7473567
Rattus norvegicus	EC50	=	21.88	nM	7.66	Negative inotropic potency as coronary perfusion pressure in isolated guinea pig...	15801835
Heart	EC50	=	21.88	nM	7.66	Effect on cardiac activity in guinea pig spontaneously beating heart assessed as...	19323482
Unchecked	Ki	=	25.0	nM	7.6	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-
Unchecked	IC50	=	28.0	nM	7.55	DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:...	-
Voltage-gated L-type calcium channel	Ki	=	32.0	nM	7.5	Displacement of [3H]Diltiazem from L-type calcium channel benzothiazepine bindin...	23403082
Voltage-gated L-type calcium channel	IC50	=	36.0	nM	7.44	Displacement of [3H]Diltiazem from L-type calcium channel benzothiazepine bindin...	23403082
Rattus norvegicus	Kd	=	38.02	nM	7.42	Inhibition of calcium activation was assessed against calcium-induced constricti...	2002473
Rattus norvegicus	Kd	=	38.02	nM	7.42	Calcium antagonistic activity assessed against calcium-induced constriction of p...	1995882
Voltage-gated L-type calcium channel	IC50	=	42.0	nM	7.38	Displacement of [3H]nitrendipine from calcium channel receptor	-
Unchecked	Kd	=	41.69	nM	7.38	Calcium channel-blocking effect was assessed in potassium ion depolarized guinea...	-
Voltage-gated L-type calcium channel	IC50	=	42.0	nM	7.38	Displacement of [3H]nitrendipine from calcium channel receptors (CCRs)	-
Voltage-gated L-type calcium channel	IC50	=	46.0	nM	7.34	Ability to inhibit [3H]nitrendipine binding to the calcium channel receptor(CCR)...	8709127
Voltage-dependent L-type calcium channel subunit alpha-1D	IC50	=	45.71	nM	7.34	Inhibition of [3H]nitrendipine binding to L-type [Ca2+] channel in rat cortex ho...	9016337

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885861	Rattus norvegicus	1400
31158845	10.1038/s41586-019-1291-3	ADMET	94
-	10.5281/zenodo.13943903	ADMET	89
-	10.6019/CHEMBL4295262	Unchecked	24
22517972	10.1124/dmd.112.045708	Cytochrome P450 3A4	24
16472241	10.2174/1570163043334794	Hepatotoxicity	18
2002473	10.1021/jm00107a009	Rattus norvegicus	16
16913709	10.1021/jm0604373	Cavia porcellus	15
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15801835	10.1021/jm0493414	Rattus norvegicus	12
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
21051535	10.1124/dmd.110.034629	ADMET	9
36854648	10.1021/acs.jmedchem.2c01663	CT26	9
16621936	10.1124/dmd.105.006619	ADMET	8
20070106	10.1021/jm901371v	Homo sapiens	8
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
22942316	10.1124/dmd.112.047373	Liver microsome	6
12139458	10.1021/jm020815d	Cavia porcellus	6
8709127	10.1021/jm960162z	Cavia porcellus	6
11602674	-	ATP-dependent translocase ABCB1	6

Data from ChEMBL 36 via Core Engine