PALIPERIDONE

Search structure
Trade Names:
Synonyms:
Status: Approved (2006)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N05AX13
UNII: 838F01T721

Structure
InChI Key PMXMIIMHBWHSKN-UHFFFAOYSA-N
Smile Cc1nc2n(c(=O)c1CCN1CCC(c3noc4cc(F)ccc34)CC1)CCCC2O
InChI
InChI=1S/C23H27FN4O3/c1-14-17(23(30)28-9-2-3-19(29)22(28)25-14)8-12-27-10-6-15(7-11-27)21-18-5-4-16(24)13-20(18)31-26-21/h4-5,13,15,19,29H,2-3,6-12H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H27FN4O3
Molecular Weight 426.49
AlogP 3.08
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 84.39
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 31.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Dopamine D2 receptor antagonist DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 1000-1300 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 25119 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 8 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 5 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Psychotic Disorders 4 D011618 ClinicalTrials
Bipolar Disorder 3 D001714 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Autistic Disorder 3 D001321 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Obsessive-Compulsive Disorder 2 D009771 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence 26.0
Nervous system disorders Extrapyramidal disorder 23.0
Nervous system disorders Extrapyramidal disorder 20.0
Nervous system disorders Somnolence 20.0
Nervous system disorders Extrapyramidal disorder 19.0
Nervous system disorders Extrapyramidal disorder 18.0
Nervous system disorders Agitation 17.0
Nervous system disorders Akathisia 17.0
Nervous system disorders Extrapyramidal disorder 17.0
Nervous system disorders Hyperkinesia 17.0
Nervous system disorders Parkinsonism 15.0
Nervous system disorders Headache 14.0
Nervous system disorders Parkinsonism 14.0
Cardiac disorders Tachycardia 14.0
Nervous system disorders Somnolence 13.0
Nervous system disorders Extrapyramidal disorder 12.0
Nervous system disorders Headache
Nervous system disorders Headache 12.0
Nervous system disorders Parkinsonism 12.0
Nervous system disorders Somnolence 12.0
Cardiac disorders Tachycardia 12.0
Nervous system disorders Tremor 12.0
Nervous system disorders Agitation 11.0
Nervous system disorders Akathisia 11.0
Nervous system disorders Headache 11.0
Nervous system disorders Hyperkinesia 11.0
Nervous system disorders Parkinsonism 11.0
Nervous system disorders Somnolence 11.0
Nervous system disorders Tremor 11.0
Gastrointestinal disorders Vomiting 11.0
Nervous system disorders Agitation 10.0
Nervous system disorders Akathisia 10.0
Nervous system disorders Extrapyramidal disorder 10.0
Nervous system disorders Hyperkinesia 10.0
Nervous system disorders Nervous system disorder 10.0
Nervous system disorders Somnolence 10.0
Gastrointestinal disorders Vomiting
Nervous system disorders Akathisia 9.0
Psychiatric disorders Anxiety 9.0
Nervous system disorders Dyskinesia 9.0
Nervous system disorders Headache 9.0
Nervous system disorders Parkinsonism
Cardiac disorders Sinus tachycardia 9.0
Nervous system disorders Somnolence 9.0
Cardiac disorders Tachycardia 9.0
Nervous system disorders Agitation 8.0
Nervous system disorders Akathisia 8.0
Psychiatric disorders Anxiety
Nervous system disorders Dyskinesia 8.0
Nervous system disorders Extrapyramidal disorder
Nervous system disorders Hyperkinesia 8.0
Gastrointestinal disorders Nausea 8.0
Nervous system disorders Nervous system disorder 8.0
Nervous system disorders Somnolence 8.0
Nervous system disorders Parkinsonism 7.3
Nervous system disorders Agitation 7.0
Nervous system disorders Akathisia 7.0
Nervous system disorders Extrapyramidal disorder 7.0
Nervous system disorders Hyperkinesia 7.0
Nervous system disorders Parkinsonism 7.0
Cardiac disorders Sinus tachycardia 7.0
Nervous system disorders Somnolence
Cardiac disorders Tachycardia
Cardiac disorders Tachycardia 7.0
Nervous system disorders Tremor 7.0
Investigations Weight increased 7.0
Nervous system disorders Parkinsonism 6.2
Nervous system disorders Agitation 6.0
Nervous system disorders Akathisia
Nervous system disorders Akathisia 6.0
Endocrine disorders Amenorrhoea 6.0
Cardiac disorders Dizziness 6.0
Nervous system disorders Dyskinesia 6.0
Gastrointestinal disorders Dyspepsia 6.0
Nervous system disorders Headache 6.0
Nervous system disorders Hyperkinesia 6.0
Gastrointestinal disorders Nausea
Nervous system disorders Parkinsonism 6.0
Gastrointestinal disorders Salivary hypersecretion 6.0
Nervous system disorders Somnolence 6.0
Cardiac disorders Tachycardia 6.0
Nervous system disorders Tremor 6.0
Gastrointestinal disorders Vomiting 6.0
Investigations Weight increased 6.0
Nervous system disorders Agitation
Nervous system disorders Agitation 5.0
Nervous system disorders Akathisia
Nervous system disorders Akathisia 5.0
Gastrointestinal disorders Constipation 5.0
Cardiac disorders Dizziness 5.0
Nervous system disorders Dyskinesia 5.0
Gastrointestinal disorders Dyspepsia 5.0
Nervous system disorders Extrapyramidal disorder 5.0
Nervous system disorders Hyperkinesia
Nervous system disorders Hyperkinesia 5.0
Infections and infestations Nasopharyngitis 5.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 5.0
Nervous system disorders Parkinsonism
Nervous system disorders Somnolence
Nervous system disorders Tremor 5.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 5.0
Investigations Weight increased 5.0
Nervous system disorders Tremor 4.5
Nervous system disorders Agitation
Nervous system disorders Agitation 4.0
Nervous system disorders Akathisia
Nervous system disorders Akathisia 4.0
Vascular disorders Angiopathy 4.0
Psychiatric disorders Anxiety
General disorders and administration site conditions Asthenia 4.0
Gastrointestinal disorders Constipation 4.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 4.0
Nervous system disorders Dysarthria 4.0
Nervous system disorders Dyskinesia 4.0
Gastrointestinal disorders Dyspepsia
Nervous system disorders Extrapyramidal disorder 4.0
General disorders and administration site conditions Fatigue 4.0
Endocrine disorders Galactorrhoea 4.0
Nervous system disorders Headache
Nervous system disorders Headache 4.0
Nervous system disorders Hyperkinesia
Nervous system disorders Hyperkinesia 4.0
Musculoskeletal and connective tissue disorders Hypertonia 4.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.0
Musculoskeletal and connective tissue disorders Myalgia 4.0
Infections and infestations Nasopharyngitis 4.0
Nervous system disorders Nervous system disorder
Nervous system disorders Nervous system disorder 4.0
Nervous system disorders Orthostatic hypotension 4.0
Musculoskeletal and connective tissue disorders Osteoarthritis 4.0
Gastrointestinal disorders Salivary hypersecretion 4.0
Cardiac disorders Sinus tachycardia
Cardiac disorders Sinus tachycardia 4.0
Nervous system disorders Somnolence
Nervous system disorders Tremor 4.0
Gastrointestinal disorders Vomiting 4.0
Investigations Weight increased 4.0
Nervous system disorders Tremor 3.3
Gastrointestinal disorders Abdominal discomfort 3.0
Gastrointestinal disorders Abdominal pain upper 3.0
Nervous system disorders Agitation 3.0
Nervous system disorders Akathisia 3.0
General disorders and administration site conditions Asthenia 3.0
Musculoskeletal and connective tissue disorders Back pain 3.0
Cardiac disorders Bundle branch block 3.0
Respiratory, thoracic and mediastinal disorders Cough 3.0
Cardiac disorders Dizziness 3.0
Gastrointestinal disorders Dry mouth 3.0
Nervous system disorders Dyskinesia
Nervous system disorders Dyskinesia 3.0
Investigations Electrocardiogram QT prolonged
General disorders and administration site conditions Fatigue 3.0
Gastrointestinal disorders Gastrointestinal disorder 3.0
Endocrine disorders Gynaecomastia 3.0
Nervous system disorders Hyperkinesia 3.0
Musculoskeletal and connective tissue disorders Hypertonia 3.0
General disorders and administration site conditions Increased appetite 3.0
General disorders and administration site conditions Lethargy 3.0
Infections and infestations Nasopharyngitis
Infections and infestations Nasopharyngitis 3.0
Nervous system disorders Nervous system disorder 3.0
Nervous system disorders Parkinsonism
Nervous system disorders Parkinsonism 3.0
Infections and infestations Rhinitis 3.0
Psychiatric disorders Sleep disorder 3.0
Nervous system disorders Somnolence
Gastrointestinal disorders Swollen tongue 3.0
Cardiac disorders Tachycardia
Cardiac disorders Tachycardia 3.0
Gastrointestinal disorders Tongue paralysis 3.0
Nervous system disorders Tremor
Nervous system disorders Tremor 3.0
Eye disorders Vision blurred 3.0
Gastrointestinal disorders Vomiting 3.0
Investigations Weight increased 3.0
Nervous system disorders Parkinsonism 2.6
Nervous system disorders Tremor 2.6
Gastrointestinal disorders Abdominal discomfort 2.0
Gastrointestinal disorders Abdominal pain upper 2.0
Nervous system disorders Agitation
Nervous system disorders Agitation 2.0
Vascular disorders Angiopathy 2.0
Psychiatric disorders Anxiety 2.0
General disorders and administration site conditions Asthenia 2.0
Cardiac disorders Atrioventricular block 2.0
Cardiac disorders Atrioventricular block first degree 2.0
Cardiac disorders Bundle branch block
Cardiac disorders Bundle branch block 2.0
Cardiac disorders Cardiac disorder 2.0
Gastrointestinal disorders Constipation
General disorders and administration site conditions Decreased appetite 2.0
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness 2.0
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 2.0
Nervous system disorders Dysarthria 2.0
Nervous system disorders Dyskinesia 2.0
Gastrointestinal disorders Dyspepsia
Respiratory, thoracic and mediastinal disorders Epistaxis 2.0
Nervous system disorders Extrapyramidal disorder
Nervous system disorders Extrapyramidal disorder 2.0
General disorders and administration site conditions Fatigue 2.0
Gastrointestinal disorders Gastrointestinal disorder 2.0
Nervous system disorders Hyperkinesia
Nervous system disorders Hyperkinesia 2.0
Musculoskeletal and connective tissue disorders Hypertonia 2.0
General disorders and administration site conditions Increased appetite 2.0
Respiratory, thoracic and mediastinal disorders Laryngeal pain 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Musculoskeletal and connective tissue disorders Myalgia 2.0
Infections and infestations Nasopharyngitis
Infections and infestations Nasopharyngitis 2.0
Eye disorders Oculogyric crisis 2.0
Nervous system disorders Orthostatic hypotension 2.0
Musculoskeletal and connective tissue disorders Osteoarthritis 2.0
Nervous system disorders Parkinsonism
Nervous system disorders Parkinsonism 2.0
Gastrointestinal disorders Salivary hypersecretion 2.0
Cardiac disorders Sinus arrhythmia 2.0
Psychiatric disorders Sleep disorder 2.0
Cardiac disorders Tachycardia
Cardiac disorders Tachycardia 2.0
Nervous system disorders Tremor 2.0
Infections and infestations Upper respiratory tract infection 2.0
Gastrointestinal disorders Vomiting 2.0
Investigations Weight increased 2.0
Gastrointestinal disorders Abdominal discomfort
Gastrointestinal disorders Abdominal discomfort 1.0
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain upper
Gastrointestinal disorders Abdominal pain upper 1.0
Psychiatric disorders Aggression
Investigations Alanine aminotransferase increased
Vascular disorders Angiopathy
Vascular disorders Angiopathy 1.0
Musculoskeletal and connective tissue disorders Arthralgia
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 1.0
Cardiac disorders Atrioventricular block
Cardiac disorders Atrioventricular block 1.0
Cardiac disorders Atrioventricular block first degree
Cardiac disorders Atrioventricular block first degree 1.0
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Back pain 1.0
Investigations Blood creatine phosphokinase increased
Investigations Blood insulin increased
Investigations Blood pressure increased
Investigations Blood triglycerides increased
Investigations Body temperature increased
Cardiac disorders Bradycardia
Infections and infestations Bronchitis
Cardiac disorders Bundle branch block 1.0
Cardiac disorders Cardiac disorder
Cardiac disorders Cardiac disorder 1.0
Musculoskeletal and connective tissue disorders Connective tissue disorder
Respiratory, thoracic and mediastinal disorders Cough
Respiratory, thoracic and mediastinal disorders Cough 1.0
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Decreased appetite 1.0
Psychiatric disorders Depression
Cardiac disorders Dizziness
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 1.0
Nervous system disorders Dysarthria 1.0
Nervous system disorders Dyskinesia
Nervous system disorders Dyskinesia 1.0
Investigations Electrocardiogram T wave abnormal
Investigations Electrocardiogram T wave inversion
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 1.0
Gastrointestinal disorders Gastrointestinal disorder
Gastrointestinal disorders Gastrointestinal disorder 1.0
Gastrointestinal disorders Gastrointestinal pain
Musculoskeletal and connective tissue disorders Hypertonia
Musculoskeletal and connective tissue disorders Hypertonia 1.0
Vascular disorders Hypotension
General disorders and administration site conditions Increased appetite
Investigations Insulin C-peptide increased
Respiratory, thoracic and mediastinal disorders Laryngeal pain
Respiratory, thoracic and mediastinal disorders Laryngeal pain 1.0
Nervous system disorders Loss of consciousness
Psychiatric disorders Mental disorder
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.0
Musculoskeletal and connective tissue disorders Myalgia
Musculoskeletal and connective tissue disorders Myalgia 1.0
Respiratory, thoracic and mediastinal disorders Nasal congestion
Infections and infestations Nasopharyngitis
Musculoskeletal and connective tissue disorders Neck pain
Nervous system disorders Orthostatic hypotension
Nervous system disorders Orthostatic hypotension 1.0
Musculoskeletal and connective tissue disorders Osteoarthritis 1.0
Musculoskeletal and connective tissue disorders Pain in extremity
Nervous system disorders Parkinsonism 1.0
Skin and subcutaneous tissue disorders Pruritus
Infections and infestations Rhinitis
Infections and infestations Rhinitis 1.0
Gastrointestinal disorders Salivary hypersecretion
Gastrointestinal disorders Salivary hypersecretion 1.0
Vascular disorders Shock
Cardiac disorders Sinus arrhythmia 1.0
Psychiatric disorders Sleep disorder
Psychiatric disorders Suicidal ideation
Cardiac disorders Syncope
Cardiac disorders Tachycardia
Cardiac disorders Tachycardia 1.0
Gastrointestinal disorders Toothache
Infections and infestations Upper respiratory tract infection
Infections and infestations Viral infection
Eye disorders Vision blurred
Investigations Weight decreased
Investigations Weight increased
Investigations Weight increased 1.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
31.31
Endocrine disorders
20.28
Reproductive system and breast disorders
14.63
Metabolism and nutrition disorders
8.39
Psychiatric disorders
7.36
General disorders and administration site conditions
4.63
Nervous system disorders
4.56
Investigations
2.11

Cross References

Resources Reference
CAS NUMBER 144598-75-4
ChEBI 83804
ChEMBL CHEMBL1621
DrugBank DB01267
DrugCentral 4137
FDA SRS 838F01T721
Human Metabolome Database HMDB0015396
Guide to Pharmacology 7258
KEGG D05339
PharmGKB PA163518919
PubChem 115237
SureChEMBL SCHEMBL436689
ZINC ZINC04214700
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