CHEBI:31515 - domperidone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name domperidone
ChEBI ID CHEBI:31515
Definition 1-[3-(Piperidin-1-yl)propyl]-1,3-dihydro-2H-benzimidazol-2-one in which the 4-position of the piperidine ring is substituted by a 5-chloro-1,3-dihydro-2H-benzimidazol-2-on-1-yl group. A dopamine antagonist, it is used as an antiemetic for the short-term treatment of nausea and vomiting, and to control gastrointestinal effects of dopaminergic drugs given in the management of parkinsonism. The free base is used in oral suspensions, while the maleate salt is used in tablet preparations.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:464745
Supplier Information
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Formula C22H24ClN5O2
Net Charge 0
Average Mass 425.91100
Monoisotopic Mass 425.162
InChI InChI=1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)
InChIKey FGXWKSZFVQUSTL-UHFFFAOYSA-N
SMILES Clc1ccc2n(C3CCN(CCCn4c5ccccc5[nH]c4=O)CC3)c(=O)[nH]c2c1
Roles Classification
Biological Role(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Application(s): antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing domperidone (CHEBI:31515) has role antiemetic (CHEBI:50919)
domperidone (CHEBI:31515) has role dopaminergic antagonist (CHEBI:48561)
domperidone (CHEBI:31515) is a benzimidazoles (CHEBI:22715)
domperidone (CHEBI:31515) is a heteroarylpiperidine (CHEBI:48585)
Incoming domperidone maleate (CHEBI:59812) has part domperidone (CHEBI:31515)
IUPAC Name
5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)propyl]piperidin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one
INNs Sources
domperidona ChemIDplus
domperidone ChemIDplus
domperidonum ChemIDplus
Synonyms Sources
1-(3-(4-(5-chloro-2-oxo-2,3-dihydrobenzo[d]imidazol-1-yl)piperidin-1-yl)propyl)-1H-benzo[d]imidazol-2(3H)-one ChEMBL
5-chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinone ChemIDplus
5-chloro-1-(1-(3-(2-oxo-2,3-dihydrobenzo[d]imidazol-1-yl)propyl)piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one ChEMBL
5-chloro-1-{1-[3-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-propyl]-piperidin-4-yl}-1,3-dihydro-benzoimidazol-2-one ChEMBL
Database Links Databases
945 DrugCentral
D01745 KEGG DRUG
DB01184 DrugBank
DE2632870 Patent
LSM-2850 LINCS
US4066772 Patent
View more database links
Registry Numbers Types Sources
57808-66-9 CAS Registry Number ChemIDplus
57808-66-9 CAS Registry Number KEGG DRUG
903774 Beilstein Registry Number Beilstein
Last Modified
22 February 2017