PIMOZIDE

Search structure
Trade Names:
Synonyms:
Status: Approved (1984)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N05AG02
UNII: 1HIZ4DL86F

Structure
InChI Key YVUQSNJEYSNKRX-UHFFFAOYSA-N
Smile O=c1[nH]c2ccccc2n1C1CCN(CCCC(c2ccc(F)cc2)c2ccc(F)cc2)CC1
InChI
InChI=1S/C28H29F2N3O/c29-22-11-7-20(8-12-22)25(21-9-13-23(30)14-10-21)4-3-17-32-18-15-24(16-19-32)33-27-6-2-1-5-26(27)31-28(33)34/h1-2,5-14,24-25H,3-4,15-19H2,(H,31,34)

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H29F2N3O
Molecular Weight 461.56
AlogP 5.86
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 7.0
Polar Surface Area 41.03
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 34.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Dopamine receptor antagonist ISBN 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 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 9700 - - -
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C19 family
- 2000 - - -
Epigenetic regulator Reader Methyl-lysine/arginine binding protein WDR domain
- 2000 - - -
Ion channel Ligand-gated ion channel Glycine receptor
1700 - - - -
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- 1800 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 3-1700 - 42 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 162-240 40 - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 340 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 372 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 0-1 29 12-12 94
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 2000 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 1 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 122
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 34200 - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 800-2900 - - 37

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder 3 D003866 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Amyotrophic Lateral Sclerosis 2 D000690 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence 27.8
General disorders and administration site conditions Asthenia 25.0
Nervous system disorders Somnolence 25.0
Nervous system disorders Headache 22.2
General disorders and administration site conditions Asthenia 13.9
Gastrointestinal disorders Salivary hypersecretion 13.9
Skin and subcutaneous tissue disorders Dermatitis 8.33
Skin and subcutaneous tissue disorders Rash 8.33
Nervous system disorders Akathisia 8.0
Nervous system disorders Akinesia 8.0
Nervous system disorders Somnolence 7.0
Nervous system disorders Agitation 5.56
Nervous system disorders Hyperkinesia 5.56
Gastrointestinal disorders Salivary hypersecretion 5.56
Eye disorders Visual impairment 5.56
Gastrointestinal disorders Dry mouth 5.0
Gastrointestinal disorders Constipation 4.0
Eye disorders Visual impairment 4.0
Psychiatric disorders Depression
Psychiatric disorders Erectile dysfunction 3.0
Musculoskeletal and connective tissue disorders Muscle tightness 3.0
Nervous system disorders Somnolence
Nervous system disorders Abnormal dreams 2.78
Nervous system disorders Agitation 2.78
Skin and subcutaneous tissue disorders Dermatitis 2.78
Gastrointestinal disorders Dysphagia 2.78
Investigations Electrocardiogram abnormal 2.78
Nervous system disorders Headache 2.78
Nervous system disorders Hyperkinesia 2.78
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.78
Musculoskeletal and connective tissue disorders Myalgia 2.78
Skin and subcutaneous tissue disorders Rash 2.78
Musculoskeletal and connective tissue disorders Torticollis 2.78
Nervous system disorders Tremor 2.78
Eye disorders Visual impairment 2.78
Gastrointestinal disorders Constipation
Psychiatric disorders Depression 2.0
Nervous system disorders Headache
Nervous system disorders Insomnia
Nervous system disorders Insomnia 2.0
Musculoskeletal and connective tissue disorders Muscle rigidity 2.0
Gastrointestinal disorders Nausea
Nervous system disorders Speech disorder 2.0
Nervous system disorders Agitation
Gastrointestinal disorders Diarrhoea 1.0
Cardiac disorders Dizziness
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Eructation
Nervous system disorders Headache 1.0
General disorders and administration site conditions Increased appetite 1.0
Reproductive system and breast disorders Menstrual disorder
Musculoskeletal and connective tissue disorders Muscle spasms
Eye disorders Visual impairment
Gastrointestinal disorders Vomiting

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
21.78
Psychiatric disorders
13.86
Cardiac disorders
12.87
General disorders and administration site conditions
9.9
Investigations
6.93
Eye disorders
5.94
Injury, poisoning and procedural complications
3.96
Vascular disorders
3.96
Endocrine disorders
2.97
Gastrointestinal disorders
2.97
Respiratory, thoracic and mediastinal disorders
2.97
Skin and subcutaneous tissue disorders
2.97

Cross References

Resources Reference
CAS NUMBER 2062-78-4
ChEBI 8212
ChEMBL CHEMBL1423
DrugBank DB01100
DrugCentral 2172
EPA CompTox DTXSID8023474
FDA SRS 1HIZ4DL86F
Human Metabolome Database HMDB0015232
Guide to Pharmacology 90
KEGG C07566
PharmGKB PA450965
PubChem 16362
SureChEMBL SCHEMBL41584
ZINC ZINC000004175630
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