ONDANSETRON

Search structure
Trade Names:
Synonyms:
Status: Approved (1991)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A04AA01
UNII: 4AF302ESOS

Structure
InChI Key FELGMEQIXOGIFQ-UHFFFAOYSA-N
Smile Cc1nccn1CC1CCc2c(c3ccccc3n2C)C1=O
InChI
InChI=1S/C18H19N3O/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2/h3-6,9-10,13H,7-8,11H2,1-2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H19N3O
Molecular Weight 293.37
AlogP 3.13
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 2.0
Polar Surface Area 39.82
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 22.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Serotonin 3a (5-HT3a) receptor antagonist DailyMed
Primary Target
5-HT3A
5-HT3AB
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 11000 - - -
Ion channel Ligand-gated ion channel 5HT3 receptor
- 1-46 0-98 1-3400 0-90
Ion channel Ligand-gated ion channel GABA-A receptor
- 10000 - - -
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor alpha subunit
- 25000 - 46000 -
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor beta subunit
- 27000 - 46000 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 400-813 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Cholecystokinin receptor
- - - 680 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- - - 2900 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- - - 10000 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 10000 1
Membrane receptor
- - - 10000 1
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 890-1700 - - 64
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 160-6900 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Nausea 4 D009325 ClinicalTrials
Nausea 4 D009325 ClinicalTrials
Nausea 4 D009325 ClinicalTrials
Vomiting 3 D014839 ClinicalTrials
Uterine Cervical Neoplasms 3 D002583 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Genital Neoplasms, Female 3 D005833 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Gastroenteritis 3 D005759 ClinicalTrials
Irritable Bowel Syndrome 3 D043183 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Hypotension 3 D007022 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Obsessive-Compulsive Disorder 2 D009771 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Sarcoma 2 D012509 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Lymphoma, Non-Hodgkin 2 D008228 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Tonsillitis 2 D014069 ClinicalTrials
Hallucinations 2 D006212 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Amphetamine-Related Disorders 2 D019969 ClinicalTrials
Cholecystitis 2 D002764 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Brain Injuries 1 D001930 ClinicalTrials
Brain Diseases 1 D001927 ClinicalTrials
Neuralgia 1 D009437 ClinicalTrials
Lecithin Cholesterol Acyltransferase Deficiency 1 D007863 ClinicalTrials
Opioid-Related Disorders 1 D009293 ClinicalTrials
Dyspnea 0 D004417 ClinicalTrials

Related Entries

Scaffolds

Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Diarrhoea 44.0
Injury, poisoning and procedural complications Wound
Injury, poisoning and procedural complications Wound 27.6
Nervous system disorders Headache 27.2
Nervous system disorders Headache 25.0
Nervous system disorders Headache 24.0
Nervous system disorders Somnolence
Nervous system disorders Somnolence 20.4
Gastrointestinal disorders Diarrhoea
Nervous system disorders Headache 17.0
Nervous system disorders Headache 16.8
Cardiac disorders Dizziness
Gastrointestinal disorders Diarrhoea 16.0
Nervous system disorders Headache
Nervous system disorders Headache 14.5
Nervous system disorders Headache
General disorders and administration site conditions Asthenia 13.2
General disorders and administration site conditions Discomfort 13.2
General disorders and administration site conditions Fatigue 13.2
General disorders and administration site conditions Feeling abnormal 13.2
General disorders and administration site conditions Ill-defined disorder 13.2
General disorders and administration site conditions Malaise 13.2
Nervous system disorders Headache
Nervous system disorders Headache 13.0
Nervous system disorders Headache 12.9
Cardiac disorders Dizziness 12.2
Injury, poisoning and procedural complications Wound
Nervous system disorders Headache 11.0
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Injury, poisoning and procedural complications Wound 10.6
Musculoskeletal and connective tissue disorders Musculoskeletal pain 10.4
Gastrointestinal disorders Constipation 9.09
General disorders and administration site conditions Asthenia 8.92
General disorders and administration site conditions Discomfort 8.92
General disorders and administration site conditions Fatigue 8.92
General disorders and administration site conditions Feeling abnormal 8.92
General disorders and administration site conditions Ill-defined disorder 8.92
General disorders and administration site conditions Malaise 8.92
Nervous system disorders Headache 8.91
Respiratory, thoracic and mediastinal disorders Hypoxia 8.91
Investigations Body temperature increased 8.18
Nervous system disorders Somnolence 8.04
Investigations Body temperature increased 8.0
Gastrointestinal disorders Diarrhoea 8.0
Nervous system disorders Somnolence
Gastrointestinal disorders Diarrhoea 7.26
General disorders and administration site conditions Chills
Investigations Body temperature increased 7.0
Nervous system disorders Headache 7.0
General disorders and administration site conditions Chills 6.95
Nervous system disorders Somnolence
Respiratory, thoracic and mediastinal disorders Hypoxia
Cardiac disorders Dizziness 6.55
Genital disorder female 6.55
Nervous system disorders Agitation 6.49
Psychiatric disorders Anxiety 6.49
Nervous system disorders Agitation
Psychiatric disorders Anxiety
Investigations Body temperature increased
Cardiac disorders Dizziness
Gastrointestinal disorders Constipation 6.27
Genital disorder female
Gastrointestinal disorders Diarrhoea 6.2
Vascular disorders Hypotension
Nervous system disorders Agitation 6.0
Nervous system disorders Akathisia 6.0
Psychiatric disorders Anxiety 6.0
Nervous system disorders Headache
Nervous system disorders Headache 5.83
Cardiac disorders Bradycardia 5.82
Cardiac disorders Bradycardia
General disorders and administration site conditions Chills
Investigations Body temperature increased
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Malaise
Nervous system disorders Agitation
Psychiatric disorders Anxiety
Nervous system disorders Somnolence 5.43
Cardiac disorders Dizziness 5.37
General disorders and administration site conditions Chills 5.09
Renal and urinary disorders Urinary retention 5.09
Nervous system disorders Headache
Investigations Body temperature increased 5.0
Nervous system disorders Dystonia 5.0
Vascular disorders Hypotension 4.91
Skin and subcutaneous tissue disorders Pruritus 4.91
Cardiac disorders Dizziness
Cardiac disorders Dizziness 4.58
General disorders and administration site conditions Asthenia 4.57
General disorders and administration site conditions Discomfort 4.57
General disorders and administration site conditions Fatigue 4.57
General disorders and administration site conditions Feeling abnormal 4.57
General disorders and administration site conditions Ill-defined disorder 4.57
General disorders and administration site conditions Malaise 4.57
Cardiac disorders Dizziness 4.34
Gastrointestinal disorders Diarrhoea 4.33
Investigations Body temperature increased 4.24
Investigations Body temperature increased
Investigations Body temperature increased 4.17
Gastrointestinal disorders Constipation 4.0
Gastrointestinal disorders Diarrhoea 3.86
General disorders and administration site conditions Injection site reaction 3.84
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Diarrhoea 3.82
Skin and subcutaneous tissue disorders Pruritus
Renal and urinary disorders Urinary retention
General disorders and administration site conditions Injection site reaction
Renal and urinary disorders Urinary retention 3.11
Investigations Body temperature increased
Nervous system disorders Agitation
Psychiatric disorders Anxiety
General disorders and administration site conditions Pain
Cardiac disorders Chest pain
Renal and urinary disorders Urinary retention
Gastrointestinal disorders Diarrhoea 2.56
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 2.29
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Discomfort 2.29
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 2.29
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 2.29
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Ill-defined disorder 2.29
General disorders and administration site conditions Malaise
General disorders and administration site conditions Malaise 2.29
Cardiac disorders Chest pain 2.19
Vascular disorders Hypotension
General disorders and administration site conditions Pain 2.19
Nervous system disorders Agitation 2.01
Psychiatric disorders Anxiety 2.01
Renal and urinary disorders Dysuria 2.01
Investigations Body temperature increased 1.83
Vascular disorders Hypotension 1.83
Immune system disorders Bronchospasm
General disorders and administration site conditions Procedural pain
Gastrointestinal disorders Diarrhoea 1.79
Renal and urinary disorders Dysuria
General disorders and administration site conditions Feeling cold 1.65
Nervous system disorders Paraesthesia 1.65
Skin and subcutaneous tissue disorders Pruritus 1.65
General disorders and administration site conditions Feeling cold
General disorders and administration site conditions Procedural pain 1.19
Investigations Body temperature increased
General disorders and administration site conditions Feeling hot 1.0
Gastrointestinal disorders Diarrhoea
Immune system disorders Bronchospasm 0.595
Skin and subcutaneous tissue disorders Pruritus
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 0.382
Nervous system disorders Paraesthesia
Cardiac disorders Dizziness 0.1
Cardiac disorders Dizziness 0.01

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Cardiac disorders
10.31
Injury, poisoning and procedural complications
9.88
Respiratory, thoracic and mediastinal disorders
9.19
Congenital, familial and genetic disorders
9.18
Pregnancy, puerperium and perinatal conditions
7.4
Psychiatric disorders
7.1
Gastrointestinal disorders
6.85
Infections and infestations
6.35
General disorders and administration site conditions
5.97
Nervous system disorders
4.21
Vascular disorders
4.06
Skin and subcutaneous tissue disorders
2.94
Musculoskeletal and connective tissue disorders
2.92
Metabolism and nutrition disorders
2.32

Cross References

Resources Reference
CAS NUMBER 99614-02-5
ChEBI 7773
ChEMBL CHEMBL46
DrugBank DB00904
DrugCentral 1992
EPA CompTox DTXSID8023393
FDA SRS 4AF302ESOS
Human Metabolome Database HMDB0005035
Guide to Pharmacology 2290
KEGG C07325
PDB S87
PharmGKB PA450705
PubChem 4595
SureChEMBL SCHEMBL4542
ZINC ZINC00075126
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