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Compound Detail

CHEMBL219916

DOMPERIDONE
🧪 Phase III
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🧪 Phase III
O=c1[nH]c2ccccc2n1CCCN1CCC(n2c(=O)[nH]c3cc(Cl)ccc32)CC1

Basic Information

ChEMBL ID CHEMBL219916
Name DOMPERIDONE
Phase Phase III
Structure Type MOL
InChI Key FGXWKSZFVQUSTL-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Domilium Domperidona Domperidone Evoxin Motilium Motilium 10 Motilium instants NSC-299589 NSC-759575 R 33,812 R-33812 Vivadone
28
Targets
74
Activities
3
Assay Types
26
PK Parameters
20
Publications
12
Known Names
9
Indications
1
Mechanisms

Molecular Properties

425.9
MW (Da)
3.35
ALogP
5
HBA
2
HBD
78.8
PSA (Ų)
0.51
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem deu-
USAN Year 1976

Extended Properties

Molecular Formula C22H24ClN5O2
MW 425.92
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.54

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Dopamine D2 receptor antagonist ANTAGONIST D(2) dopamine receptor

Indications

Digestive System Diseases Dyspepsia Gastroenteritis Gastroesophageal Reflux Gastroparesis Multiple Sclerosis, Chronic Progressive Multiple Sclerosis, Relapsing-Remitting Parkinson Disease Premature Birth

ATC Classification

A03FA03
domperidone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS

Activity Summary

IC50 43 meas. best 9.0
Ki 30 meas. best 9.28
Kd 1 meas. best 5.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL339
Ki 9.28 9.26 0.5 2
D(2) dopamine receptor
CHEMBL217
Ki 9.05 8.97 0.9 2
D(2) dopamine receptor
CHEMBL339
IC50 9.0 8.46 1.0 5
Dopamine receptor D2 and D3
CHEMBL2111342
Ki 8.99 8.75 1.0 2
D(2) dopamine receptor
CHEMBL217
IC50 8.58 8.58 2.6 1
D(3) dopamine receptor
CHEMBL3138
IC50 8.57 8.57 2.7 1
D(3) dopamine receptor
CHEMBL234
Ki 8.46 8.2275 3.5 4
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 7.96 7.96 11.0 1
D(3) dopamine receptor
CHEMBL3138
Ki 7.93 7.885 11.7 2
D(3) dopamine receptor
CHEMBL234
IC50 7.75 7.75 18.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 7.43 7.43 37.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 7.24 6.865 57.5 6
Alpha-1B adrenergic receptor
CHEMBL315
Ki 7.06 7.06 87.0 1
Alpha-1A adrenergic receptor
CHEMBL319
Ki 6.94 6.94 116.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.83 6.83 147.0 1
Rattus norvegicus
CHEMBL376
Ki 6.82 6.41 152.0 2
Histamine H1 receptor
CHEMBL231
Ki 6.81 6.81 156.0 1
Alpha-1B adrenergic receptor
CHEMBL315
IC50 6.8 6.8 158.0 1
Alpha-1A adrenergic receptor
CHEMBL319
IC50 6.54 6.54 285.0 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 6.28 6.28 524.0 1
Rattus norvegicus
CHEMBL376
IC50 6.23 5.965 588.8 2
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.16 6.16 698.0 1
Unchecked
CHEMBL612545
Ki 6.03 6.03 944.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.01 6.01 970.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 6.0 6.0 1011.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.99 5.99 1027.0 1
Unchecked
CHEMBL612545
IC50 5.99 5.1133 1035.0 3
Alpha-1D adrenergic receptor
CHEMBL223
IC50 5.97 5.97 1065.0 1
Aldehyde oxidase
CHEMBL3257
Ki 5.92 5.92 1200.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 5.88 5.88 1332.0 1
Histamine H1 receptor
CHEMBL231
IC50 5.87 5.87 1344.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.8 5.2429 1584.9 7
Sodium-dependent serotonin transporter
CHEMBL228
Ki 5.79 5.79 1623.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 5.78 5.78 1655.0 1
Mu-type opioid receptor
CHEMBL233
Ki 5.77 5.77 1712.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 5.67 5.67 2125.0 1
Multidrug and toxin extrusion protein 1
CHEMBL1743126
IC50 5.64 5.64 2300.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.59 5.59 2593.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 5.58 5.58 2614.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 5.58 5.58 2600.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 5.56 5.56 2740.0 1
Kappa-type opioid receptor
CHEMBL237
Ki 5.55 5.55 2798.0 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 5.51 5.51 3055.0 1
Mu-type opioid receptor
CHEMBL233
IC50 5.38 5.38 4218.0 1
Kappa-type opioid receptor
CHEMBL237
IC50 5.16 5.16 6994.0 1
Solute carrier family 22 member 2
CHEMBL1743122
IC50 5.1 5.1 7900.0 1
Retinoic acid receptor RXR-alpha
CHEMBL2061
Kd 5.06 5.06 8800.0 1
Multidrug and toxin extrusion protein 2
CHEMBL1743127
IC50 4.83 4.83 14800.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.5 mL.min-1.kg-1 Homo sapiens
CL 9.5 mL.min-1.kg-1 Homo sapiens
CL 9.5 mL.min-1.kg-1 Homo sapiens
CL 9.5 mL.min-1.kg-1 Homo sapiens
CL 108.6 mL.min-1.g-1 Homo sapiens
CL 271.0 mL.min-1.kg-1 Homo sapiens
CL 59.5 uL.min-1.(10^6cells)-1 Homo sapiens
CL 9.1 mL.min-1.kg-1 Homo sapiens
F 20.0 % Homo sapiens
F 14.0 % Homo sapiens
Fu 0.08 - Homo sapiens
Fu 0.082 - Homo sapiens
Fu 0.082 - Homo sapiens
Fu 0.06 - Not specified
Fu 0.598 - Homo sapiens
Fu 0.029 - Rattus norvegicus
Fu 0.017 - Rattus norvegicus
MRT 6.0 hr Homo sapiens
T1/2 7.5 hr Homo sapiens
T1/2 0.08333 hr Homo sapiens
T1/2 0.9667 hr Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Homo sapiens
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 0.52 nM 9.28 Displacement of [3H]nemonapride from Rattus norvegicus (rat) wild type dopamine ... -
D(2) dopamine receptor Ki = 0.57 nM 9.24 Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D... -
D(2) dopamine receptor Ki = 0.882 nM 9.05 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
D(2) dopamine receptor IC50 = 1.0 nM 9.0 Antagonist activity at Sprague-Dawley rat striatum membrane D2 receptor assessed... 37951135
Dopamine receptor D2 and D3 Ki = 1.02 nM 8.99 Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D... -
D(2) dopamine receptor Ki = 1.3 nM 8.89 Radioligand Binding Assay: The pharmacological profile of metopimazine, metopima... -
D(2) dopamine receptor IC50 = 2.5 nM 8.6 Binding affinity against dopamine D2 receptor in rat brain synaptic membrane usi... 9871571
D(2) dopamine receptor IC50 = 2.647 nM 8.58 DRUGMATRIX: Dopamine D2L radioligand binding (ligand: [3H] Spiperone) -
D(3) dopamine receptor IC50 = 2.68 nM 8.57 Concentration of compound required to inhibit the binding of radioligand [3H](R)... 12593651
D(2) dopamine receptor IC50 = 2.8 nM 8.55 Tested for its affinity towards D2 receptor in rat striatal membrane 7914538
Dopamine receptor D2 and D3 Ki = 3.08 nM 8.51 Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D... -
D(3) dopamine receptor Ki = 3.5 nM 8.46 Displacement of [125I]iodosulpiride from human Dopamine receptor D3 expressed in... 14521403
D(2) dopamine receptor IC50 = 5.2 nM 8.28 In vitro antagonistic activity against Dopamine receptor D2 was evaluated for th... 3397992
D(3) dopamine receptor Ki = 6.243 nM 8.21 DRUGMATRIX: Dopamine D3 radioligand binding (ligand: [3H] Spiperone) -
D(3) dopamine receptor Ki = 7.5 nM 8.12 Radioligand Binding Assay: The pharmacological profile of metopimazine, metopima... -
D(3) dopamine receptor Ki = 7.5 nM 8.12 Radioligand Binding Assay: The pharmacological profile of metopimazine, metopima... -
5-hydroxytryptamine receptor 2A Ki = 11.0 nM 7.96 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2A radioligand binding (ligand: ... -
D(3) dopamine receptor Ki = 11.7 nM 7.93 Displacement of [3H]nemonapride from Rattus norvegicus (rat) wild type dopamine ... -
D(2) dopamine receptor IC50 = 13.6 nM 7.87 Inhibition of the binding of radioligand [3H]spiperone to dopamine receptor D2 i... 12593651
D(3) dopamine receptor Ki = 14.4 nM 7.84 Displacement of [3H]nemonapride from Rattus norvegicus (rat) chimeric dopamine D... -

Literature References

PubMed DOI Target Context # Activities
- 10.5281/zenodo.13943903 ADMET 75
31158845 10.1038/s41586-019-1291-3 ADMET 73
- 10.6019/CHEMBL4295262 Unchecked 24
21051535 10.1124/dmd.110.034629 ADMET 15
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
3397992 10.1021/jm00403a011 D(2) dopamine receptor 4
28089347 10.1016/j.bmcl.2016.12.058 Retinoic acid receptor RXR-alpha 4
33619967 10.1021/acs.jmedchem.0c02011 ADMET 4
3746815 10.1021/jm00159a017 Rattus norvegicus 4
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL3301361 ADMET 3
34175538 10.1016/j.ejmech.2021.113630 ADMET 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
22996261 10.1124/dmd.112.048546 Aldehyde oxidase 3
9873469 10.1016/s0960-894x(98)00341-2 Canis familiaris 2

Data from ChEMBL 36 via Core Engine