CLOZAPINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1989)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N05AH02
UNII: J60AR2IKIC

Structure
InChI Key QZUDBNBUXVUHMW-UHFFFAOYSA-N
Smile CN1CCN(C2=Nc3cc(Cl)ccc3Nc3ccccc32)CC1
InChI
InChI=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

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H19ClN4
Molecular Weight 326.83
AlogP 3.72
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 0.0
Polar Surface Area 30.87
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Dopamine D2 receptor antagonist ISBN PubMed DailyMed Wikipedia
Primary Target
5-HT2A receptor
D2 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - 12
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 45300 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 21200 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 18000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 46300 - - 21
Enzyme Lyase
- 140 - - -
Enzyme Oxidoreductase
- - - 5100 -
Enzyme Transferase
- - - - 90
Enzyme
- 140 - 5100 12
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - 186-1000 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 191-5754 - 3080-17000 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 3600 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 12-180 - 1-100 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 4-125 20417 1-56 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 38-2770 - 7-1000 25-25
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 9-23 12-70 1-17 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 8-72 1-2 1-230 98-104
Membrane receptor
- 38-2770 12-70 7-1000 25-25
Secreted protein
- - 78800 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - 3900 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 86
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 48
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 75140 - - -
Unclassified protein
- 20000 61000 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Psychotic Disorders 4 D011618 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Intellectual Disability 3 D008607 ClinicalTrials
Developmental Disabilities 3 D002658 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Bipolar Disorder 3 D001714 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Investigations Weight increased 56.0
Gastrointestinal disorders Salivary hypersecretion 48.0
Nervous system disorders Somnolence 46.0
Nervous system disorders Somnolence 39.0
Vascular disorders Hypotension 38.0
Nervous system disorders Insomnia 33.0
Gastrointestinal disorders Salivary hypersecretion 31.0
Investigations Weight increased 31.0
Cardiac disorders Dizziness 27.0
Ear and labyrinth disorders Vertigo 27.0
Gastrointestinal disorders Constipation 25.0
Nervous system disorders Somnolence 25.0
Cardiac disorders Tachycardia 25.0
Gastrointestinal disorders Dry mouth 20.0
Nervous system disorders Insomnia 20.0
Cardiac disorders Dizziness 19.0
Ear and labyrinth disorders Vertigo 19.0
Gastrointestinal disorders Nausea 17.0
Cardiac disorders Tachycardia 17.0
Gastrointestinal disorders Vomiting 17.0
Gastrointestinal disorders Constipation 16.0
Cardiac disorders Dizziness 16.0
Gastrointestinal disorders Constipation 14.0
Cardiac disorders Dizziness 14.0
Gastrointestinal disorders Dyspepsia 14.0
Investigations Body temperature increased 13.0
Vascular disorders Hypotension 13.0
Gastrointestinal disorders Salivary hypersecretion 13.0
Gastrointestinal disorders Constipation 12.0
Cardiac disorders Dizziness 12.0
Vascular disorders Hypertension 12.0
Gastrointestinal disorders Nausea 12.0
Ear and labyrinth disorders Vertigo 12.0
Gastrointestinal disorders Vomiting 12.0
Cardiac disorders Tachycardia 11.0
Gastrointestinal disorders Constipation 10.0
Nervous system disorders Headache 10.0
Gastrointestinal disorders Nausea 10.0
Gastrointestinal disorders Vomiting 10.0
Vascular disorders Hypotension 9.0
Gastrointestinal disorders Vomiting 9.0
Gastrointestinal disorders Dyspepsia 8.0
Nervous system disorders Headache 7.0
Cardiac disorders Dizziness 6.0
Gastrointestinal disorders Dry mouth 6.0
General disorders and administration site conditions Hyperhidrosis 6.0
Nervous system disorders Loss of consciousness 6.0
Gastrointestinal disorders Salivary hypersecretion 6.0
Vascular disorders Shock 6.0
Cardiac disorders Syncope 6.0
Nervous system disorders Tremor 6.0
Investigations Body temperature increased 5.0
Gastrointestinal disorders Dry mouth 5.0
Vascular disorders Hypertension 5.0
Gastrointestinal disorders Nausea 5.0
Eye disorders Visual impairment 5.0
Gastrointestinal disorders Abdominal discomfort 4.0
Nervous system disorders Agitation 4.0
Nervous system disorders Akinesia 4.0
Investigations Body temperature increased 4.0
Gastrointestinal disorders Dyspepsia 4.0
Vascular disorders Hypertension 4.0
Nervous system disorders Hypokinesia 4.0
Psychiatric disorders Nightmare 4.0
Investigations Weight increased 4.0
Nervous system disorders Akathisia 3.0
Nervous system disorders Confusional state 3.0
Convulsion 3.0
General disorders and administration site conditions Feeling abnormal 3.0
Blood and lymphatic system disorders Leukopenia 3.0
Musculoskeletal and connective tissue disorders Muscle rigidity 3.0
Gastrointestinal disorders Nausea 3.0
Blood and lymphatic system disorders Neutropenia 3.0
Gastrointestinal disorders Vomiting 3.0
Investigations White blood cell count decreased 3.0
General disorders and administration site conditions Asthenia 2.0
Skin and subcutaneous tissue disorders Dermatitis 2.0
Gastrointestinal disorders Diarrhoea 2.0
General disorders and administration site conditions Fatigue 2.0
Nervous system disorders Insomnia 2.0
Skin and subcutaneous tissue disorders Rash 2.0
Nervous system disorders Agitation 1.0
Cardiac disorders Angina pectoris 1.0
Psychiatric disorders Anxiety 1.0
General disorders and administration site conditions Asthenia 1.0
Nervous system disorders Ataxia 1.0
Cardiac disorders Chest pain 1.0
General disorders and administration site conditions Decreased appetite 1.0
Psychiatric disorders Depression 1.0
Nervous system disorders Dysarthria 1.0
Cardiac disorders Dyspnoea 1.0
Reproductive system and breast disorders Ejaculation disorder 1.0
Investigations Electrocardiogram change 1.0
Blood and lymphatic system disorders Eosinophilia 1.0
Cardiac disorders Heart disease congenital 1.0
Nervous system disorders Hyperkinesia 1.0
Gastrointestinal disorders Incontinence 1.0
General disorders and administration site conditions Lethargy 1.0
Renal and urinary disorders Micturition urgency 1.0
Musculoskeletal and connective tissue disorders Muscle spasms 1.0
Nervous system disorders Muscular weakness 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.0
Musculoskeletal and connective tissue disorders Myalgia 1.0
Nervous system disorders Myoclonus 1.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 1.0
Gastrointestinal disorders Oropharyngeal discomfort 1.0
Gastrointestinal disorders Oropharyngeal pain 1.0
General disorders and administration site conditions Pain 1.0
Renal and urinary disorders Pollakiuria 1.0
Gastrointestinal disorders Salivary hypersecretion 1.0
General disorders and administration site conditions Tenderness 1.0
Renal and urinary disorders Urinary retention 1.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Investigations
20.89
Psychiatric disorders
10.44
Nervous system disorders
10.12
General disorders and administration site conditions
8.79
Gastrointestinal disorders
7.03
Blood and lymphatic system disorders
6.19
Respiratory, thoracic and mediastinal disorders
5.29
Cardiac disorders
5.13
Infections and infestations
4.26
Injury, poisoning and procedural complications
4.26
Vascular disorders
3.16
Metabolism and nutrition disorders
2.63
Surgical and medical procedures
2.44

Cross References

Resources Reference
CAS NUMBER 5786-21-0
ChEBI 3766
ChEMBL CHEMBL42
DrugBank DB00363
DrugCentral 722
EPA CompTox DTXSID5022855
FDA SRS J60AR2IKIC
Human Metabolome Database HMDB0014507
Guide to Pharmacology 38
KEGG C06924
PubChem 135398737
SureChEMBL SCHEMBL8397
ZINC ZINC000019796155
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