Structure

InChI Key UBQNRHZMVUUOMG-UHFFFAOYSA-N
Smile N=S(=O)(O)Cc1noc2ccccc12
InChI
InChI=1S/C8H8N2O3S/c9-14(11,12)5-7-6-3-1-2-4-8(6)13-10-7/h1-4H,5H2,(H2,9,11,12)

Physicochemical Descriptors

Property Name Value
Molecular Formula C8H8N2O3S
Molecular Weight 212.23
AlogP 1.85
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 87.18
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 14.0

Pharmacology

Action Mechanism of Action Reference
BLOCKER Sodium channel alpha subunit blocker PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Lyase
- 1860 21 10-6800 -
Enzyme Oxidoreductase
- 24800 - 2900 -
Enzyme
- 1860 21 10-6800

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Alcoholism 3 D000437 ClinicalTrials
Feeding and Eating Disorders 3 D001068 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Weight Gain 3 D015430 ClinicalTrials
Psychotic Disorders 3 D011618 ClinicalTrials
Epilepsy, Complex Partial 3 D017029 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Smoking Cessation 3 D016540 ClinicalTrials
Obesity 2 D009765 ClinicalTrials
Essential Tremor 2 D020329 ClinicalTrials
Migraine Disorders 2 D008881 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
Hearing Loss 2 D034381 ClinicalTrials
Cocaine-Related Disorders 1 D019970 ClinicalTrials
Tobacco Use Disorder 1 D014029 ClinicalTrials
Hearing Loss, Noise-Induced 1 D006317 ClinicalTrials

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence 17.0
General disorders and administration site conditions Decreased appetite 13.0
Cardiac disorders Dizziness 13.0
Nervous system disorders Headache 10.0
Nervous system disorders Agitation 9.0
General disorders and administration site conditions Irritability 9.0
Gastrointestinal disorders Nausea 9.0
General disorders and administration site conditions Asthenia 8.0
General disorders and administration site conditions Fatigue 8.0
Nervous system disorders Headache
General disorders and administration site conditions Asthenia 7.0
Cardiac disorders Dizziness
General disorders and administration site conditions Fatigue 7.0
Nervous system disorders Somnolence
Gastrointestinal disorders Abdominal pain 6.0
General disorders and administration site conditions Asthenia
Nervous system disorders Ataxia 6.0
Nervous system disorders Confusional state 6.0
General disorders and administration site conditions Decreased appetite
Psychiatric disorders Depression 6.0
Eye disorders Diplopia 6.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Feeling abnormal 6.0
Gastrointestinal disorders Gastrointestinal pain 6.0
Nervous system disorders Insomnia 6.0
Gastrointestinal disorders Nausea
General disorders and administration site conditions Asthenia
Gastrointestinal disorders Diarrhoea 5.0
General disorders and administration site conditions Fatigue
Nervous system disorders Speech disorder 5.0
Nervous system disorders Agitation
Infections and infestations Influenza 4.0
General disorders and administration site conditions Irritability
Eye disorders Nystagmus 4.0
Nervous system disorders Paraesthesia 4.0
Gastrointestinal disorders Abdominal pain
Psychiatric disorders Anxiety 3.0
Nervous system disorders Confusional state
General disorders and administration site conditions Decreased appetite 3.0
Psychiatric disorders Depression
Skin and subcutaneous tissue disorders Dermatitis 3.0
Eye disorders Diplopia
Gastrointestinal disorders Dyspepsia 3.0
General disorders and administration site conditions Feeling abnormal
Gastrointestinal disorders Gastrointestinal pain
Infections and infestations Influenza
Nervous system disorders Insomnia
Skin and subcutaneous tissue disorders Rash 3.0
Investigations Weight decreased 3.0
Psychiatric disorders Anxiety
Gastrointestinal disorders Constipation 2.0
Skin and subcutaneous tissue disorders Dermatitis
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dry mouth 2.0
Gastrointestinal disorders Dysgeusia 2.0
Blood and lymphatic system disorders Ecchymosis 2.0
Psychiatric disorders Nervousness 2.0
Eye disorders Nystagmus
Skin and subcutaneous tissue disorders Rash
Infections and infestations Rhinitis 2.0
Nervous system disorders Speech disorder
Psychiatric disorders Tension 2.0
Gastrointestinal disorders Vomiting 2.0
Investigations Weight decreased
Nervous system disorders Ataxia
Gastrointestinal disorders Constipation
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dyspepsia
Blood and lymphatic system disorders Ecchymosis
Psychiatric disorders Nervousness
Nervous system disorders Paraesthesia
Infections and infestations Rhinitis
Psychiatric disorders Tension
Investigations Weight decreased 1.0

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
18.19
Psychiatric disorders
11.32
General disorders and administration site conditions
10.84
Injury, poisoning and procedural complications
8.12
Skin and subcutaneous tissue disorders
6.98
Gastrointestinal disorders
5.43
Immune system disorders
4.22
Renal and urinary disorders
3.71
Respiratory, thoracic and mediastinal disorders
3.53
Investigations
3.41
Eye disorders
3.15
Vascular disorders
3.1
Cardiac disorders
2.99
Infections and infestations
2.67
Musculoskeletal and connective tissue disorders
2.67
Metabolism and nutrition disorders
2.15
Pregnancy, puerperium and perinatal conditions
2.01

Cross References

Resources Reference
CAS NUMBER 68291-97-4
ChEBI 10127
ChEMBL CHEMBL750
DrugBank DB00909
DrugCentral 2872
EPA CompTox DTXSID9046023
FDA SRS 459384H98V
Human Metabolome Database HMDB0015045
Guide to Pharmacology 7047
KEGG C07504
PDB ZON
PharmGKB PA451978
PubChem 5734
SureChEMBL SCHEMBL35458
ZINC ZINC000000004321