CHEBI:9122 - sertindole

ChEBI IDCHEBI:9122
ChEBI Namesertindole
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC24H26ClFN4O
Net Charge0
Average Mass440.950
Monoisotopic Mass440.17792
SMILESO=C1NCCN1CCN1CCC(c2cn(-c3ccc(F)cc3)c3ccc(Cl)cc23)CC1
InChIInChI=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)
InChIKeyGZKLJWGUPQBVJQ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
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.
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.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
ChEBI Ontology
Outgoing Relation(s)
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) has role α-adrenergic antagonist (CHEBI:37890)
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  Source
sertindoleKEGG DRUG
sertindolumChemIDplus
sertindolChemIDplus
sertindoleWHO MedNet
Synonyms  Source
SertindoleKEGG COMPOUND
1-[2-[4-[5-chloro-1-(4-fluorophenyl)-indol-3-yl]-1-piperidyl]ethyl]imidazolidin-2-oneIUPHAR
Brand Names  Source
SerLectKEGG DRUG
SerdolectDrugBank
SerlectDrugBank
Manual XrefsDatabases
C07567KEGG COMPOUND
D00561KEGG DRUG
DB06144DrugBank
SertindoleWikipedia
HMDB0015618HMDB
LSM-5765LINCS
2435DrugCentral
Registry NumbersSources
Reaxys:5364890Reaxys
CAS:106516-24-9KEGG COMPOUND
CAS:106516-24-9ChemIDplus
Citations