Structure

InChI Key ZRVUJXDFFKFLMG-UHFFFAOYSA-N
Smile Cc1cnc(NC(=O)C2=C(O)c3ccccc3S(=O)(=O)N2C)s1
InChI
InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H13N3O4S2
Molecular Weight 351.41
AlogP 1.95
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 99.6
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Cyclooxygenase-2 inhibitor PubMed
Primary Target
COX-2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 1400-85800 - - 24-77
Epigenetic regulator Writer Protein methyltransferase SET domain
- - - - 18-29
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 77500 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Tuberculosis 3 D014376 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Spondylitis, Ankylosing 3 D013167 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Shoulder Pain 3 D020069 ClinicalTrials
Pharyngitis 2 D010612 ClinicalTrials
Toothache 2 D014098 ClinicalTrials
Dysmenorrhea 2 D004412 ClinicalTrials
Lupus Erythematosus, Systemic 1 D008180 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Abdominal pain 28.1
Gastrointestinal disorders Gastrointestinal pain 28.1
Gastrointestinal disorders Abdominal pain 26.6
Gastrointestinal disorders Gastrointestinal pain 26.6
Gastrointestinal disorders Abdominal pain 24.2
Gastrointestinal disorders Gastrointestinal pain 24.2
Gastrointestinal disorders Abdominal pain 20.1
Gastrointestinal disorders Gastrointestinal pain 20.1
Gastrointestinal disorders Gastrointestinal disorder 18.9
Gastrointestinal disorders Abdominal pain 18.0
Gastrointestinal disorders Gastrointestinal pain 18.0
Gastrointestinal disorders Abdominal pain 17.3
Gastrointestinal disorders Gastrointestinal pain 17.3
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal disorder 16.8
Gastrointestinal disorders Gastrointestinal disorder 15.9
Gastrointestinal disorders Gastrointestinal disorder 15.3
Gastrointestinal disorders Gastrointestinal disorder 14.4
Gastrointestinal disorders Gastrointestinal disorder
Gastrointestinal disorders Gastrointestinal disorder 13.8
Gastrointestinal disorders Gastrointestinal disorder 13.6
Gastrointestinal disorders Gastrointestinal disorder 13.5
Gastrointestinal disorders Gastrointestinal disorder 12.4
Gastrointestinal disorders Gastrointestinal disorder 12.3
Gastrointestinal disorders Abdominal pain 11.8
Gastrointestinal disorders Gastrointestinal disorder
Gastrointestinal disorders Gastrointestinal disorder 11.8
Gastrointestinal disorders Gastrointestinal pain 11.8
Nervous system disorders Headache
Gastrointestinal disorders Gastrointestinal disorder
Gastrointestinal disorders Dyspepsia 9.5
Nervous system disorders Headache 9.3
Nervous system disorders Nervous system disorder 9.3
Gastrointestinal disorders Diarrhoea 9.2
Gastrointestinal disorders Gastrointestinal disorder 9.0
Gastrointestinal disorders Dyspepsia 8.9
Nervous system disorders Headache 8.3
Infections and infestations Infection 8.3
Infections and infestations Upper respiratory tract infection 8.3
Gastrointestinal disorders Diarrhoea 7.8
Nervous system disorders Headache 7.8
Gastrointestinal disorders Nausea 7.7
Infections and infestations Infection 7.5
Infections and infestations Upper respiratory tract infection 7.5
Gastrointestinal disorders Dyspepsia 7.4
Gastrointestinal disorders Nausea 7.2
Gastrointestinal disorders Dyspepsia 7.1
Infections and infestations Infection 7.0
Infections and infestations Infestation 7.0
Infections and infestations Upper respiratory tract infection 7.0
Infections and infestations Infection 6.9
Infections and infestations Urinary tract infection 6.9
Nervous system disorders Headache
Nervous system disorders Headache 6.6
Nervous system disorders Nervous system disorder 6.6
Gastrointestinal disorders Dyspepsia 6.5
Infections and infestations Infection 6.5
Infections and infestations Infestation 6.5
Infections and infestations Upper respiratory tract infection 6.5
Nervous system disorders Headache
Nervous system disorders Headache 6.4
Nervous system disorders Nervous system disorder
Nervous system disorders Nervous system disorder 6.4
Gastrointestinal disorders Diarrhoea 6.0
Gastrointestinal disorders Diarrhoea 5.9
Nervous system disorders Headache 5.9
Infections and infestations Infection 5.9
Infections and infestations Sinusitis 5.9
Infections and infestations Upper respiratory tract infection 5.9
Gastrointestinal disorders Dyspepsia 5.8
General disorders and administration site conditions Influenza like illness 5.8
Nervous system disorders Nervous system disorder 5.8
Nervous system disorders Nervous system disorder
Gastrointestinal disorders Dyspepsia 5.6
Gastrointestinal disorders Flatulence 5.5
Nervous system disorders Headache 5.5
General disorders and administration site conditions Influenza like illness 5.5
Nervous system disorders Nervous system disorder 5.5
Nervous system disorders Headache 5.4
Nervous system disorders Nervous system disorder 5.4
Musculoskeletal and connective tissue disorders Arthralgia 5.3
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Diarrhoea 5.3
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 5.3
Gastrointestinal disorders Diarrhoea 5.2
General disorders and administration site conditions Pain 5.2
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dyspepsia 5.1
General disorders and administration site conditions Influenza like illness
Infections and infestations Sinusitis
Gastrointestinal disorders Diarrhoea 4.9
Gastrointestinal disorders Diarrhoea 4.8
Gastrointestinal disorders Abdominal pain 4.7
Gastrointestinal disorders Gastrointestinal pain 4.7
Infections and infestations Infection 4.7
Gastrointestinal disorders Nausea 4.7
Infections and infestations Urinary tract infection 4.7
Gastrointestinal disorders Abdominal pain 4.5
Injury, poisoning and procedural complications Accident at home 4.5
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 4.5
Gastrointestinal disorders Flatulence
Gastrointestinal disorders Gastrointestinal pain 4.5
General disorders and administration site conditions Influenza like illness 4.5
Gastrointestinal disorders Nausea 4.5
Nervous system disorders Nervous system disorder
Nervous system disorders Nervous system disorder 4.5
General disorders and administration site conditions Oedema 4.5
Skin and subcutaneous tissue disorders Skin disorder 4.5
Gastrointestinal disorders Abdominal pain 4.4
Gastrointestinal disorders Gastrointestinal pain 4.4
Nervous system disorders Nervous system disorder 4.3
Blood and lymphatic system disorders Anaemia 4.1
Infections and infestations Infection
Infections and infestations Infestation
Infections and infestations Upper respiratory tract infection
Infections and infestations Upper respiratory tract infection 4.1
Gastrointestinal disorders Dyspepsia 4.0
Gastrointestinal disorders Flatulence 4.0
Gastrointestinal disorders Nausea 4.0
Infections and infestations Upper respiratory tract infection 4.0
Gastrointestinal disorders Constipation 3.9
Gastrointestinal disorders Dyspepsia 3.9
Gastrointestinal disorders Flatulence 3.9
Gastrointestinal disorders Nausea 3.9
Gastrointestinal disorders Constipation 3.8
Skin and subcutaneous tissue disorders Dermatitis 3.8
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness 3.8
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 3.8
Nervous system disorders Headache
Gastrointestinal disorders Nausea 3.8
Nervous system disorders Nervous system disorder 3.8
Skin and subcutaneous tissue disorders Rash 3.8
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 3.6
Nervous system disorders Headache 3.6
Nervous system disorders Insomnia 3.6
General disorders and administration site conditions Pain 3.6
Gastrointestinal disorders Diarrhoea 3.5
Gastrointestinal disorders Dyspepsia 3.5
Gastrointestinal disorders Diarrhoea 3.4
Gastrointestinal disorders Dyspepsia
Nervous system disorders Headache
Gastrointestinal disorders Abdominal pain 3.3
Gastrointestinal disorders Diarrhoea 3.3
Cardiac disorders Dizziness 3.3
Gastrointestinal disorders Dyspepsia 3.3
Gastrointestinal disorders Flatulence 3.3
Gastrointestinal disorders Gastrointestinal pain 3.3
Cardiac disorders Gravitational oedema 3.3
Infections and infestations Infection 3.3
Gastrointestinal disorders Nausea 3.3
Nervous system disorders Nervous system disorder 3.3
General disorders and administration site conditions Oedema 3.3
Infections and infestations Upper respiratory tract infection 3.3
Injury, poisoning and procedural complications Accident at home 3.2
Musculoskeletal and connective tissue disorders Back pain
Gastrointestinal disorders Diarrhoea 3.2
Cardiac disorders Dizziness
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 3.2
Gastrointestinal disorders Flatulence
Gastrointestinal disorders Flatulence 3.2
Infections and infestations Infection 3.2
Infections and infestations Infestation 3.2
Gastrointestinal disorders Nausea
Nervous system disorders Nervous system disorder 3.2
Cardiac disorders Oedema peripheral 3.2
Gastrointestinal disorders Pharyngitis 3.2
Skin and subcutaneous tissue disorders Skin disorder 3.2
Infections and infestations Upper respiratory tract infection 3.2
Gastrointestinal disorders Abdominal pain 3.1
Gastrointestinal disorders Gastrointestinal pain 3.1
Musculoskeletal and connective tissue disorders Back pain 3.0
Skin and subcutaneous tissue disorders Dermatitis 3.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 3.0
Gastrointestinal disorders Flatulence 3.0
Skin and subcutaneous tissue disorders Rash 3.0
Ear and labyrinth disorders Vertigo
Ear and labyrinth disorders Vertigo 3.0
Gastrointestinal disorders Abdominal pain 2.9
Blood and lymphatic system disorders Anaemia 2.9
Gastrointestinal disorders Gastrointestinal pain 2.9
Infections and infestations Influenza 2.9
General disorders and administration site conditions Influenza like illness 2.9
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dyspepsia 2.8
Gastrointestinal disorders Abdominal pain 2.7
Skin and subcutaneous tissue disorders Dermatitis 2.7
Gastrointestinal disorders Diarrhoea 2.7
Gastrointestinal disorders Dyspepsia 2.7
Gastrointestinal disorders Flatulence 2.7
Gastrointestinal disorders Gastrointestinal pain 2.7
Nervous system disorders Headache 2.7
Skin and subcutaneous tissue disorders Rash 2.7
Skin and subcutaneous tissue disorders Skin disorder 2.7
Infections and infestations Upper respiratory tract infection 2.7
Gastrointestinal disorders Abdominal pain 2.6
Injury, poisoning and procedural complications Accident at home 2.6
Musculoskeletal and connective tissue disorders Connective tissue disorder 2.6
Gastrointestinal disorders Constipation 2.6
Skin and subcutaneous tissue disorders Dermatitis 2.6
Gastrointestinal disorders Diarrhoea 2.6
Cardiac disorders Dizziness 2.6
Gastrointestinal disorders Flatulence 2.6
Gastrointestinal disorders Gastrointestinal pain 2.6
Nervous system disorders Headache 2.6
General disorders and administration site conditions Influenza like illness 2.6
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 2.6
Skin and subcutaneous tissue disorders Rash 2.6
Skin and subcutaneous tissue disorders Skin disorder 2.6
Gastrointestinal disorders Vomiting 2.6
Gastrointestinal disorders Abdominal pain
Vascular disorders Angiopathy
Skin and subcutaneous tissue disorders Dermatitis
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Diarrhoea 2.5
Gastrointestinal disorders Gastrointestinal pain
Vascular disorders Hypertension
General disorders and administration site conditions Oedema
Skin and subcutaneous tissue disorders Rash
Respiratory, thoracic and mediastinal disorders Cough 2.4
Cardiac disorders Dizziness 2.4
Nervous system disorders Headache 2.4
Gastrointestinal disorders Nausea 2.4
General disorders and administration site conditions Oedema 2.4
Renal and urinary disorders Pollakiuria 2.4
Skin and subcutaneous tissue disorders Pruritus 2.4
Gastrointestinal disorders Abdominal pain 2.3
Musculoskeletal and connective tissue disorders Arthritis
Musculoskeletal and connective tissue disorders Arthritis 2.3
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Back pain 2.3
Musculoskeletal and connective tissue disorders Connective tissue disorder 2.3
Skin and subcutaneous tissue disorders Dermatitis 2.3
Cardiac disorders Dizziness 2.3
Gastrointestinal disorders Gastrointestinal pain 2.3
Infections and infestations Influenza 2.3
General disorders and administration site conditions Influenza like illness 2.3
Gastrointestinal disorders Mouth ulceration 2.3
Skin and subcutaneous tissue disorders Rash 2.3
Immune system disorders Rheumatoid arthritis
Immune system disorders Rheumatoid arthritis 2.3
Gastrointestinal disorders Stomatitis 2.3
Ear and labyrinth disorders Vertigo 2.3
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 2.3
Vascular disorders Angiopathy 2.2
Musculoskeletal and connective tissue disorders Arthralgia 2.2
General disorders and administration site conditions Asthenia 2.2
Musculoskeletal and connective tissue disorders Back pain 2.2
Musculoskeletal and connective tissue disorders Connective tissue disorder 2.2
Gastrointestinal disorders Constipation 2.2
Respiratory, thoracic and mediastinal disorders Cough 2.2
Cardiac disorders Dizziness
General disorders and administration site conditions Fatigue 2.2
Nervous system disorders Headache 2.2
Vascular disorders Hypertension 2.2
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 2.2
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.2
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 2.2
Nervous system disorders Nervous system disorder 2.2
Skin and subcutaneous tissue disorders Skin disorder 2.2
Skin and subcutaneous tissue disorders Dermatitis 2.1
Infections and infestations Influenza
General disorders and administration site conditions Influenza like illness
General disorders and administration site conditions Influenza like illness 2.1
Skin and subcutaneous tissue disorders Rash 2.1
Skin and subcutaneous tissue disorders Skin disorder 2.1
Infections and infestations Upper respiratory tract infection
Musculoskeletal and connective tissue disorders Back pain 2.0
Skin and subcutaneous tissue disorders Dermatitis 2.0
Cardiac disorders Dizziness 2.0
Nervous system disorders Headache 2.0
Nervous system disorders Insomnia 2.0
Psychiatric disorders Mental disorder 2.0
General disorders and administration site conditions Oedema 2.0
General disorders and administration site conditions Pain 2.0
Skin and subcutaneous tissue disorders Rash 2.0
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain 1.9
Gastrointestinal disorders Abdominal pain upper 1.9
Injury, poisoning and procedural complications Accident at home
Vascular disorders Angiopathy 1.9
Musculoskeletal and connective tissue disorders Arthralgia
Musculoskeletal and connective tissue disorders Arthralgia 1.9
Musculoskeletal and connective tissue disorders Arthritis 1.9
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 1.9
Musculoskeletal and connective tissue disorders Back pain 1.9
Injury, poisoning and procedural complications Bursitis 1.9
Musculoskeletal and connective tissue disorders Connective tissue disorder
Musculoskeletal and connective tissue disorders Connective tissue disorder 1.9
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 1.9
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis 1.9
Gastrointestinal disorders Diarrhoea 1.9
Cardiac disorders Dizziness
Cardiac disorders Dizziness 1.9
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 1.9
Gastrointestinal disorders Flatulence 1.9
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal pain 1.9
Gastrointestinal disorders Gastrooesophageal reflux disease 1.9
Cardiac disorders Gravitational oedema 1.9
Nervous system disorders Headache 1.9
Immune system disorders Hypersensitivity
Immune system disorders Hypersensitivity 1.9
Vascular disorders Hypertension 1.9
Immune system disorders Immune system disorder
Immune system disorders Immune system disorder 1.9
Infections and infestations Infection
Infections and infestations Infection 1.9
Nervous system disorders Insomnia 1.9
Psychiatric disorders Mental disorder 1.9
Musculoskeletal and connective tissue disorders Muscle spasms 1.9
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.9
Infections and infestations Nasopharyngitis 1.9
General disorders and administration site conditions Oedema 1.9
Blood and lymphatic system disorders Purpura 1.9
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash 1.9
Immune system disorders Rheumatoid arthritis 1.9
Infections and infestations Sinusitis 1.9
Skin and subcutaneous tissue disorders Skin disorder 1.9
Infections and infestations Upper respiratory tract infection
Infections and infestations Upper respiratory tract infection 1.9
Blood and lymphatic system disorders Vascular purpura 1.9
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Constipation 1.8
Gastrointestinal disorders Vomiting 1.8
Musculoskeletal and connective tissue disorders Arthralgia 1.7
Musculoskeletal and connective tissue disorders Connective tissue disorder 1.7
Gastrointestinal disorders Constipation 1.7
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis 1.7
Gastrointestinal disorders Flatulence 1.7
Nervous system disorders Headache 1.7
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.7
Infections and infestations Nasopharyngitis 1.7
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash 1.7
Infections and infestations Sinusitis 1.7
Skin and subcutaneous tissue disorders Skin disorder
Gastrointestinal disorders Abdominal pain 1.6
Musculoskeletal and connective tissue disorders Arthritis 1.6
Gastrointestinal disorders Constipation 1.6
Cardiac disorders Dizziness 1.6
Gastrointestinal disorders Gastritis 1.6
Gastrointestinal disorders Gastrointestinal pain 1.6
Nervous system disorders Headache 1.6
Nervous system disorders Insomnia 1.6
Gastrointestinal disorders Nausea 1.6
General disorders and administration site conditions Oedema 1.6
Immune system disorders Rheumatoid arthritis 1.6
Infections and infestations Sinusitis 1.6
Skin and subcutaneous tissue disorders Skin disorder 1.6
Infections and infestations Urinary tract infection 1.6
Vascular disorders Angiopathy 1.5
Musculoskeletal and connective tissue disorders Arthritis 1.5
Musculoskeletal and connective tissue disorders Back pain 1.5
Musculoskeletal and connective tissue disorders Connective tissue disorder 1.5
Gastrointestinal disorders Constipation 1.5
Respiratory, thoracic and mediastinal disorders Cough
Respiratory, thoracic and mediastinal disorders Cough 1.5
Gastrointestinal disorders Flatulence 1.5
Vascular disorders Hypertension 1.5
Respiratory, thoracic and mediastinal disorders Mediastinal disorder
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 1.5
Immune system disorders Rheumatoid arthritis 1.5
Infections and infestations Sinusitis 1.5
Gastrointestinal disorders Abdominal pain 1.3
Vascular disorders Angiopathy
Vascular disorders Angiopathy 1.3
Musculoskeletal and connective tissue disorders Arthralgia 1.3
General disorders and administration site conditions Asthenia 1.3
Musculoskeletal and connective tissue disorders Back pain 1.3
Infections and infestations Bronchitis 1.3
Injury, poisoning and procedural complications Bursitis 1.3
Nervous system disorders Carpal tunnel syndrome 1.3
Eye disorders Cataract 1.3
Musculoskeletal and connective tissue disorders Connective tissue disorder
Musculoskeletal and connective tissue disorders Connective tissue disorder 1.3
Gastrointestinal disorders Constipation 1.3
Respiratory, thoracic and mediastinal disorders Cough 1.3
Metabolism and nutrition disorders Dehydration 1.3
Skin and subcutaneous tissue disorders Dermatitis 1.3
Gastrointestinal disorders Diarrhoea 1.3
Cardiac disorders Dizziness 1.3
Gastrointestinal disorders Dry mouth 1.3
Cardiac disorders Dyspnoea 1.3
Ear and labyrinth disorders Ear disorder 1.3
Gastrointestinal disorders Eructation 1.3
Eye disorders Eye disorder 1.3
General disorders and administration site conditions Fatigue 1.3
Gastrointestinal disorders Gastrointestinal pain 1.3
Gastrointestinal disorders Gastrooesophageal reflux disease 1.3
Cardiac disorders Gravitational oedema 1.3
Renal and urinary disorders Haematuria 1.3
General disorders and administration site conditions Hyperhidrosis 1.3
Immune system disorders Hypersensitivity 1.3
Vascular disorders Hypertension
Immune system disorders Immune system disorder 1.3
General disorders and administration site conditions Increased appetite 1.3
Infections and infestations Infection 1.3
Infections and infestations Infestation 1.3
Metabolism and nutrition disorders Malnutrition
Metabolism and nutrition disorders Malnutrition 1.3
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 1.3
Musculoskeletal and connective tissue disorders Muscle spasms
Musculoskeletal and connective tissue disorders Muscle spasms 1.3
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.3
Musculoskeletal and connective tissue disorders Myalgia 1.3
Nervous system disorders Nervous system disorder 1.3
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 1.3
Musculoskeletal and connective tissue disorders Pain in extremity 1.3
Gastrointestinal disorders Pharyngitis
Gastrointestinal disorders Pharyngitis 1.3
Respiratory, thoracic and mediastinal disorders Pleuritic pain 1.3
Renal and urinary disorders Pollakiuria 1.3
Skin and subcutaneous tissue disorders Pruritus
Skin and subcutaneous tissue disorders Pruritus 1.3
Blood and lymphatic system disorders Purpura
Skin and subcutaneous tissue disorders Rash 1.3
Infections and infestations Sinusitis
Infections and infestations Sinusitis 1.3
Skin and subcutaneous tissue disorders Skin disorder
Skin and subcutaneous tissue disorders Skin disorder 1.3
Ear and labyrinth disorders Tinnitus 1.3
Renal and urinary disorders Urethral disorder 1.3
Renal and urinary disorders Urinary tract disorder 1.3
Infections and infestations Urinary tract infection
Infections and infestations Urinary tract infection 1.3
Blood and lymphatic system disorders Vascular purpura
Ear and labyrinth disorders Vertigo 1.3
Gastrointestinal disorders Vomiting 1.3
Gastrointestinal disorders Constipation 1.2
Skin and subcutaneous tissue disorders Dermatitis 1.2
Gastrointestinal disorders Flatulence 1.2
Immune system disorders Hypersensitivity 1.2
Immune system disorders Immune system disorder 1.2
Skin and subcutaneous tissue disorders Pruritus 1.2
Skin and subcutaneous tissue disorders Rash 1.2
Infections and infestations Urinary tract infection 1.2
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain 1.1
Vascular disorders Angiopathy 1.1
Investigations Blood urea increased 1.1
Gastrointestinal disorders Constipation 1.1
Investigations Creatinine renal clearance decreased 1.1
Skin and subcutaneous tissue disorders Dermatitis 1.1
Gastrointestinal disorders Diarrhoea 1.1
Cardiac disorders Dizziness 1.1
Eye disorders Eye disorder
Gastrointestinal disorders Flatulence
Gastrointestinal disorders Flatulence 1.1
Gastrointestinal disorders Gastrointestinal haemorrhage 1.1
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal pain 1.1
Cardiac disorders Gravitational oedema 1.1
Nervous system disorders Headache 1.1
Hepatobiliary disorders Hepatic function abnormal 1.1
Hepatobiliary disorders Hepatobiliary disease 1.1
General disorders and administration site conditions Hyperhidrosis 1.1
Vascular disorders Hypertension 1.1
Nervous system disorders Insomnia 1.1
Gastrointestinal disorders Melaena 1.1
Psychiatric disorders Mental disorder 1.1
Nervous system disorders Nervous system disorder 1.1
Gastrointestinal disorders Pharyngitis 1.1
Skin and subcutaneous tissue disorders Pruritus 1.1
Skin and subcutaneous tissue disorders Rash 1.1
Skin and subcutaneous tissue disorders Rash erythematous 1.1
Blood and lymphatic system disorders Red blood cell abnormality 1.1
Infections and infestations Rhinitis 1.1
Skin and subcutaneous tissue disorders Skin disorder
Skin and subcutaneous tissue disorders Skin disorder 1.1
Nervous system disorders Somnolence 1.1
Ear and labyrinth disorders Tinnitus 1.1
Eye disorders Visual impairment
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 1.1
Gastrointestinal disorders Abdominal pain upper 1.0
Vascular disorders Angiopathy 1.0
Musculoskeletal and connective tissue disorders Arthralgia 1.0
Musculoskeletal and connective tissue disorders Connective tissue disorder 1.0
Respiratory, thoracic and mediastinal disorders Cough 1.0
Skin and subcutaneous tissue disorders Dermatitis 1.0
Vascular disorders Hypertension 1.0
Nervous system disorders Insomnia 1.0
Metabolism and nutrition disorders Malnutrition 1.0
Psychiatric disorders Mental disorder 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.0
Musculoskeletal and connective tissue disorders Myalgia 1.0
Gastrointestinal disorders Pharyngitis 1.0
Skin and subcutaneous tissue disorders Pruritus 1.0
Blood and lymphatic system disorders Purpura 1.0
Skin and subcutaneous tissue disorders Rash 1.0
Infections and infestations Rhinitis 1.0
Skin and subcutaneous tissue disorders Skin disorder 1.0
Blood and lymphatic system disorders Vascular purpura 1.0
Gastrointestinal disorders Abdominal pain upper
Vascular disorders Angiopathy
Vascular disorders Angiopathy 0.9
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 0.9
Vascular disorders Hypertension
Vascular disorders Hypertension 0.9
General disorders and administration site conditions Pain 0.9
Vascular disorders Angiopathy 0.8
Gastrointestinal disorders Constipation 0.8
Respiratory, thoracic and mediastinal disorders Cough 0.8
Gastrointestinal disorders Gastrooesophageal reflux disease 0.8
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 0.8
Gastrointestinal disorders Pharyngitis 0.8
Gastrointestinal disorders Vomiting 0.8
Vascular disorders Angiopathy 0.7
Musculoskeletal and connective tissue disorders Arthralgia 0.7
Musculoskeletal and connective tissue disorders Back pain 0.7
Musculoskeletal and connective tissue disorders Connective tissue disorder 0.7
Skin and subcutaneous tissue disorders Dermatitis 0.7
Cardiac disorders Dizziness 0.7
Cardiac disorders Dyspnoea 0.7
Ear and labyrinth disorders Ear disorder 0.7
Cardiac disorders Gravitational oedema 0.7
Renal and urinary disorders Haematuria 0.7
Metabolism and nutrition disorders Malnutrition 0.7
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.7
Musculoskeletal and connective tissue disorders Pain in extremity 0.7
Blood and lymphatic system disorders Purpura 0.7
Skin and subcutaneous tissue disorders Rash 0.7
Renal and urinary disorders Urethral disorder 0.7
Renal and urinary disorders Urinary tract disorder 0.7
Blood and lymphatic system disorders Vascular purpura 0.7
Ear and labyrinth disorders Vertigo 0.7
Gastrointestinal disorders Abdominal pain
Vascular disorders Angiopathy
Vascular disorders Angiopathy 0.6
Musculoskeletal and connective tissue disorders Arthralgia 0.6
General disorders and administration site conditions Asthenia 0.6
Investigations Blood urea increased 0.6
Infections and infestations Bronchitis 0.6
Injury, poisoning and procedural complications Bursitis
Nervous system disorders Carpal tunnel syndrome 0.6
Musculoskeletal and connective tissue disorders Connective tissue disorder 0.6
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 0.6
Respiratory, thoracic and mediastinal disorders Cough
Respiratory, thoracic and mediastinal disorders Cough 0.6
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis 0.6
Gastrointestinal disorders Diarrhoea 0.6
Cardiac disorders Dizziness 0.6
Gastrointestinal disorders Dry mouth 0.6
Eye disorders Eye disorder 0.6
General disorders and administration site conditions Fatigue 0.6
Gastrointestinal disorders Gastritis 0.6
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrooesophageal reflux disease 0.6
Cardiac disorders Gravitational oedema
Cardiac disorders Gravitational oedema 0.6
Renal and urinary disorders Haematuria
Nervous system disorders Headache 0.6
Hepatobiliary disorders Hepatic function abnormal 0.6
Hepatobiliary disorders Hepatobiliary disease 0.6
General disorders and administration site conditions Hyperhidrosis 0.6
Immune system disorders Hypersensitivity 0.6
Vascular disorders Hypertension
Vascular disorders Hypertension 0.6
Immune system disorders Immune system disorder 0.6
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 0.6
Infections and infestations Infection 0.6
Infections and infestations Infestation 0.6
Nervous system disorders Insomnia
Nervous system disorders Insomnia 0.6
Metabolism and nutrition disorders Malnutrition 0.6
Respiratory, thoracic and mediastinal disorders Mediastinal disorder
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 0.6
Psychiatric disorders Mental disorder
Psychiatric disorders Mental disorder 0.6
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.6
Musculoskeletal and connective tissue disorders Myalgia 0.6
Infections and infestations Nasopharyngitis
Gastrointestinal disorders Nausea 0.6
Nervous system disorders Nervous system disorder 0.6
General disorders and administration site conditions Oedema 0.6
Cardiac disorders Oedema peripheral 0.6
Musculoskeletal and connective tissue disorders Pain in extremity 0.6
Gastrointestinal disorders Pharyngitis
Gastrointestinal disorders Pharyngitis 0.6
Skin and subcutaneous tissue disorders Pruritus
Skin and subcutaneous tissue disorders Pruritus 0.6
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash 0.6
Skin and subcutaneous tissue disorders Rash erythematous 0.6
Blood and lymphatic system disorders Red blood cell abnormality
Infections and infestations Rhinitis 0.6
Nervous system disorders Somnolence 0.6
Ear and labyrinth disorders Tinnitus
Ear and labyrinth disorders Tinnitus 0.6
Renal and urinary disorders Urethral disorder
Renal and urinary disorders Urinary tract disorder
Ear and labyrinth disorders Vertigo 0.6
Eye disorders Visual impairment 0.6
Gastrointestinal disorders Vomiting 0.6
Vascular disorders Angiopathy 0.5
Musculoskeletal and connective tissue disorders Arthralgia 0.5
Musculoskeletal and connective tissue disorders Back pain 0.5
Investigations Blood urea increased 0.5
Infections and infestations Bronchitis 0.5
Investigations Creatinine renal clearance decreased 0.5
Skin and subcutaneous tissue disorders Dermatitis 0.5
Cardiac disorders Dizziness 0.5
Eye disorders Eye disorder 0.5
Gastrointestinal disorders Flatulence 0.5
Gastrointestinal disorders Gastrointestinal haemorrhage 0.5
Cardiac disorders Gravitational oedema 0.5
Vascular disorders Hypertension 0.5
General disorders and administration site conditions Increased appetite 0.5
Infections and infestations Infection 0.5
Infections and infestations Infestation 0.5
Nervous system disorders Insomnia 0.5
Gastrointestinal disorders Melaena 0.5
Psychiatric disorders Mental disorder 0.5
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.5
Musculoskeletal and connective tissue disorders Myalgia 0.5
Skin and subcutaneous tissue disorders Rash 0.5
Ear and labyrinth disorders Tinnitus 0.5
Gastrointestinal disorders Vomiting 0.5
Gastrointestinal disorders Nausea 0.47
Musculoskeletal and connective tissue disorders Back pain 0.4
Investigations Blood urea increased 0.4
Cardiac disorders Dizziness 0.4
Gastrointestinal disorders Dry mouth 0.4
Gastrointestinal disorders Flatulence 0.4
Gastrointestinal disorders Gastritis 0.4
Gastrointestinal disorders Gastrointestinal haemorrhage 0.4
Cardiac disorders Gravitational oedema 0.4
General disorders and administration site conditions Hyperhidrosis 0.4
Immune system disorders Hypersensitivity
Immune system disorders Hypersensitivity 0.4
Immune system disorders Immune system disorder
Immune system disorders Immune system disorder 0.4
Infections and infestations Infection 0.4
Nervous system disorders Insomnia 0.4
Gastrointestinal disorders Mouth ulceration 0.4
Cardiac disorders Oedema peripheral 0.4
Renal and urinary disorders Pollakiuria 0.4
Skin and subcutaneous tissue disorders Pruritus 0.4
Infections and infestations Rhinitis
Gastrointestinal disorders Stomatitis 0.4
Infections and infestations Urinary tract infection 0.4
Ear and labyrinth disorders Vertigo 0.4
Investigations Creatinine renal clearance decreased 0.3
Skin and subcutaneous tissue disorders Dermatitis 0.3
Hepatobiliary disorders Hepatic function abnormal 0.3
Hepatobiliary disorders Hepatobiliary disease 0.3
Infections and infestations Infection 0.3
Nervous system disorders Insomnia 0.3
Gastrointestinal disorders Melaena 0.3
Psychiatric disorders Mental disorder 0.3
Skin and subcutaneous tissue disorders Rash 0.3
Skin and subcutaneous tissue disorders Rash erythematous 0.3
Blood and lymphatic system disorders Red blood cell abnormality 0.3
Nervous system disorders Somnolence 0.3
Ear and labyrinth disorders Tinnitus 0.3
Infections and infestations Urinary tract infection 0.3
Eye disorders Visual impairment 0.3
Gastrointestinal disorders Vomiting 0.3
Infections and infestations Bronchitis
Respiratory, thoracic and mediastinal disorders Cough 0.2
General disorders and administration site conditions Hyperhidrosis 0.2
Immune system disorders Hypersensitivity 0.2
Immune system disorders Immune system disorder 0.2
Infections and infestations Infection
Infections and infestations Infection 0.2
Infections and infestations Infestation
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.2
Musculoskeletal and connective tissue disorders Myalgia
Musculoskeletal and connective tissue disorders Myalgia 0.2
Blood and lymphatic system disorders Purpura
Blood and lymphatic system disorders Purpura 0.2
Infections and infestations Upper respiratory tract infection 0.2
Blood and lymphatic system disorders Vascular purpura
Blood and lymphatic system disorders Vascular purpura 0.2
Blood and lymphatic system disorders Anaemia 0.1
Renal and urinary disorders Pollakiuria 0.1

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
16.39
Gastrointestinal disorders
11.19
Musculoskeletal and connective tissue disorders
9.11
Nervous system disorders
7.11
Skin and subcutaneous tissue disorders
6.43
Vascular disorders
6.37
Injury, poisoning and procedural complications
5.6
Immune system disorders
5.14
Cardiac disorders
4.75
Respiratory, thoracic and mediastinal disorders
4.46
Psychiatric disorders
4.14
Investigations
3.68
Metabolism and nutrition disorders
2.86
Renal and urinary disorders
2.46
Eye disorders
2.13

Cross References

Resources Reference
CAS NUMBER 71125-38-7
ChEBI 6741
ChEMBL CHEMBL599
DrugBank DB00814
DrugCentral 1676
EPA CompTox DTXSID1020803
FDA SRS VG2QF83CGL
Human Metabolome Database HMDB0014952
Guide to Pharmacology 7220
KEGG C08169
PDB MXM
PubChem 54677470
SureChEMBL SCHEMBL23589638
ZINC ZINC000013129998