ILOPERIDONE

Search structure
Trade Names:
Synonyms:
Status: Approved (2009)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N05AX14
UNII: VPO7KJ050N

Structure
InChI Key XMXHEBAFVSFQEX-UHFFFAOYSA-N
Smile COc1cc(C(C)=O)ccc1OCCCN1CCC(c2noc3cc(F)ccc23)CC1
InChI
InChI=1S/C24H27FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13-3-10-27-11-8-17(9-12-27)24-20-6-5-19(25)15-22(20)31-26-24/h4-7,14-15,17H,3,8-13H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H27FN2O4
Molecular Weight 426.49
AlogP 4.83
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 8.0
Polar Surface Area 64.8
Molecular species NEUTRAL
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(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 0 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 110 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 210 - - -
Membrane receptor
- 0 - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 23400 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Schizophrenia 4 D012559 ClinicalTrials
Bipolar Disorder 3 D001714 ClinicalTrials
Stress Disorders, Post-Traumatic 2 D013313 ClinicalTrials
Liver Diseases 1 D008107 ClinicalTrials

Side Effects from Label

Side effects Relative Frequency (%) Labels
Cardiac disorders Dizziness 20.0
Nervous system disorders Somnolence 15.0
Cardiac disorders Tachycardia 12.0
Cardiac disorders Dizziness 10.0
Gastrointestinal disorders Dry mouth 10.0
Gastrointestinal disorders Nausea 10.0
Nervous system disorders Somnolence 9.0
Investigations Weight increased 9.0
Gastrointestinal disorders Dry mouth 8.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 8.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Diarrhoea 7.0
Cardiac disorders Dizziness
Gastrointestinal disorders Nausea 7.0
General disorders and administration site conditions Asthenia 6.0
General disorders and administration site conditions Fatigue 6.0
Gastrointestinal disorders Diarrhoea 5.0
Nervous system disorders Extrapyramidal disorder 5.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 5.0
Nervous system disorders Orthostatic hypotension 5.0
Nervous system disorders Somnolence
General disorders and administration site conditions Asthenia 4.0
Gastrointestinal disorders Diarrhoea
Nervous system disorders Extrapyramidal disorder
Nervous system disorders Extrapyramidal disorder 4.0
General disorders and administration site conditions Fatigue 4.0
Infections and infestations Nasopharyngitis 4.0
Nervous system disorders Tremor 3.1
Gastrointestinal disorders Abdominal discomfort 3.0
Musculoskeletal and connective tissue disorders Arthralgia 3.0
General disorders and administration site conditions Asthenia
Skin and subcutaneous tissue disorders Dermatitis 3.0
General disorders and administration site conditions Fatigue
Vascular disorders Hypotension 3.0
General disorders and administration site conditions Lethargy 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 3.0
Infections and infestations Nasopharyngitis
Infections and infestations Nasopharyngitis 3.0
Nervous system disorders Orthostatic hypotension 3.0
Skin and subcutaneous tissue disorders Rash 3.0
Cardiac disorders Tachycardia 3.0
Nervous system disorders Tremor 3.0
Infections and infestations Upper respiratory tract infection 3.0
Eye disorders Vision blurred 3.0
Nervous system disorders Akathisia
Nervous system disorders Tremor 2.5
Nervous system disorders Akathisia 2.3
Musculoskeletal and connective tissue disorders Arthralgia
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis 2.0
Cardiac disorders Dyspnoea 2.0
Reproductive system and breast disorders Ejaculation failure 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Respiratory, thoracic and mediastinal disorders Nasal congestion
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash 2.0
Nervous system disorders Tremor
Infections and infestations Upper respiratory tract infection 2.0
Eye disorders Vision blurred
Nervous system disorders Tremor
Nervous system disorders Akathisia 1.7
Nervous system disorders Dyskinesia 1.7
Nervous system disorders Dyskinesia
Gastrointestinal disorders Abdominal discomfort
Gastrointestinal disorders Abdominal discomfort 1.0
Gastrointestinal disorders Dry mouth
Nervous system disorders Dyskinesia 1.0
Cardiac disorders Dyspnoea
Reproductive system and breast disorders Ejaculation failure
Vascular disorders Hypotension
Vascular disorders Hypotension 1.0
General disorders and administration site conditions Lethargy
General disorders and administration site conditions Lethargy 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 1.0
Nervous system disorders Orthostatic hypotension
Cardiac disorders Tachycardia
Infections and infestations Upper respiratory tract infection
Eye disorders Vision blurred 1.0
Investigations Weight increased
Investigations Weight increased 1.0
Nervous system disorders Bradykinesia 0.6
Nervous system disorders Bradykinesia 0.5
Nervous system disorders Parkinsonism 0.3
Nervous system disorders Parkinsonism 0.2

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
15.9
Psychiatric disorders
14.99
General disorders and administration site conditions
9.72
Cardiac disorders
7.58
Investigations
6.84
Injury, poisoning and procedural complications
6.51
Vascular disorders
6.1
Musculoskeletal and connective tissue disorders
5.77
Respiratory, thoracic and mediastinal disorders
4.28
Reproductive system and breast disorders
3.95
Gastrointestinal disorders
3.87
Skin and subcutaneous tissue disorders
3.62
Metabolism and nutrition disorders
2.47

Cross References

Resources Reference
CAS NUMBER 133454-47-4
ChEBI 65173
ChEMBL CHEMBL14376
DrugBank DB04946
DrugCentral 3294
EPA CompTox DTXSID6049060
FDA SRS VPO7KJ050N
Guide to Pharmacology 87
KEGG D02666
PubChem 71360
SureChEMBL SCHEMBL115755
ZINC ZINC000001548097
CONTENTS