CHEBI:9122 - sertindole

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ChEBI Name sertindole
ChEBI ID CHEBI:9122
Definition A phenylindole that is 1H-indole which is substituted on the nitrogen by a p-chlorophenyl group, at position 5 by chlorine, and at position 3 by a piperidin-4-yl group, which is itself substituted on the nitrogen by a 2-(2-oxoimidazolidin-1-yl)ethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C24H26ClFN4O
Net Charge 0
Average Mass 440.94100
Monoisotopic Mass 440.178
InChI InChI=1S/C24H26ClFN4O/c25-18-1-6-23-21(15-18)22(16-30(23)20-4-2-19(26)3-5-20)17-7-10-28(11-8-17)13-14-29-12-9-27-24(29)31/h1-6,15-17H,7-14H2,(H,27,31)
InChIKey GZKLJWGUPQBVJQ-UHFFFAOYSA-N
SMILES Fc1ccc(cc1)-n1cc(C2CCN(CC2)CCN2CCNC2=O)c2cc(Cl)ccc12
Roles Classification
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
Application(s): second generation antipsychotic
Antipsychotic drugs which can have different modes of action but which tend to be less likely than first generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sertindole (CHEBI:9122) has role α-adrenergic antagonist (CHEBI:37890)
sertindole (CHEBI:9122) has role H1-receptor antagonist (CHEBI:37955)
sertindole (CHEBI:9122) has role second generation antipsychotic (CHEBI:65191)
sertindole (CHEBI:9122) has role serotonergic antagonist (CHEBI:48279)
sertindole (CHEBI:9122) is a heteroarylpiperidine (CHEBI:48585)
sertindole (CHEBI:9122) is a imidazolidinone (CHEBI:55370)
sertindole (CHEBI:9122) is a organochlorine compound (CHEBI:36683)
sertindole (CHEBI:9122) is a organofluorine compound (CHEBI:37143)
sertindole (CHEBI:9122) is a phenylindole (CHEBI:48559)
IUPAC Name
1-(2-{4-[5-chloro-1-(4-fluorophenyl)-1H-indol-3-yl]piperidin-1-yl}ethyl)imidazolidin-2-one
INNs Sources
sertindol ChemIDplus
sertindole KEGG DRUG
sertindole WHO MedNet
sertindolum ChemIDplus
Synonyms Sources
1-[2-[4-[5-chloro-1-(4-fluorophenyl)-indol-3-yl]-1-piperidyl]ethyl]imidazolidin-2-one IUPHAR
Sertindole KEGG COMPOUND
Brand Names Sources
Serdolect DrugBank
SerLect KEGG DRUG
Serlect DrugBank
Database Links Databases
2435 DrugCentral
C07567 KEGG COMPOUND
D00561 KEGG DRUG
DB06144 DrugBank
HMDB0015618 HMDB
LSM-5765 LINCS
Sertindole Wikipedia
View more database links
Registry Numbers Types Sources
106516-24-9 CAS Registry Number ChemIDplus
5364890 Reaxys Registry Number Reaxys
5364890 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
15461313 PubMed citation Europe PMC
15989577 PubMed citation Europe PMC
16317317 PubMed citation Europe PMC
16529528 PubMed citation Europe PMC
18484920 PubMed citation Europe PMC
21080854 PubMed citation Europe PMC
23432404 PubMed citation Europe PMC
9694935 PubMed citation Europe PMC
Last Modified
22 February 2017