CHEBI:3766 - clozapine

ChEBI IDCHEBI:3766
ChEBI Nameclozapine
Stars
DefinitionA benzodiazepine that is 5H-dibenzo[b,e][1,4]diazepine substituted by a chloro group at position 8 and a 4-methylpiperazin-1-yl group at position 11. It is a second generation antipsychotic used in the treatment of psychiatric disorders like schizophrenia.
Last Modified22 February 2017
DownloadsMolfile
FormulaC18H19ClN4
Net Charge0
Average Mass326.831
Monoisotopic Mass326.12982
SMILESCN1CCN(C2=Nc3cc(Cl)ccc3Nc3ccccc32)CC1
InChIInChI=1S/C18H19ClN4/c1-22-8-10-23(11-9-22)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3
InChIKeyQZUDBNBUXVUHMW-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
histamine antagonist  Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor  Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
GABA antagonist  A compound that inhibits the action of γ-aminobutyric acid.
adrenergic antagonist  An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
Applications:
histamine antagonist  Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
GABA antagonist  A compound that inhibits the action of γ-aminobutyric acid.
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.
adrenergic antagonist  An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
GABA modulator  A substance that does not act as agonist or antagonist but does affect the gamma-aminobutyric acid receptor-ionophore complex. GABA-A receptors appear to have at least three allosteric sites at which modulators act: a site at which benzodiazepines act by increasing the opening frequency of gamma-aminobutyric acid-activated chloride channels; a site at which barbiturates act to prolong the duration of channel opening; and a site at which some steroids may act.
ChEBI Ontology
Outgoing Relation(s)
clozapine (CHEBI:3766) has role adrenergic antagonist (CHEBI:37887)
clozapine (CHEBI:3766) has role dopaminergic antagonist (CHEBI:48561)
clozapine (CHEBI:3766) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
clozapine (CHEBI:3766) has role environmental contaminant (CHEBI:78298)
clozapine (CHEBI:3766) has role GABA antagonist (CHEBI:65259)
clozapine (CHEBI:3766) has role histamine antagonist (CHEBI:37956)
clozapine (CHEBI:3766) has role muscarinic antagonist (CHEBI:48876)
clozapine (CHEBI:3766) has role second generation antipsychotic (CHEBI:65191)
clozapine (CHEBI:3766) has role serotonergic antagonist (CHEBI:48279)
clozapine (CHEBI:3766) has role xenobiotic (CHEBI:35703)
clozapine (CHEBI:3766) is a N-arylpiperazine (CHEBI:46848)
clozapine (CHEBI:3766) is a N-methylpiperazine (CHEBI:46920)
clozapine (CHEBI:3766) is a benzodiazepine (CHEBI:22720)
clozapine (CHEBI:3766) is a organochlorine compound (CHEBI:36683)
IUPAC Name 
8-chloro-11-(4-methylpiperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine
INNs  Source
clozapineChEBI
clozapinaChEBI
clozapinumChEBI
Synonyms  Source
ClozapineKEGG COMPOUND
ClozapinDrugBank
Manual XrefsDatabases
C06924KEGG COMPOUND
D00283KEGG DRUG
DB00363DrugBank
FR1334944Patent
US3539573Patent
NL293201Patent
ClozapineWikipedia
HMDB0014507HMDB
722DrugCentral
Registry NumbersSources
Beilstein:0764984Beilstein
Reaxys:764984Reaxys
CAS:5786-21-0ChemIDplus
Citations