Structure

InChI Key XRASPMIURGNCCH-UHFFFAOYSA-N
Smile O=P(O)(O)C(O)(Cn1ccnc1)P(=O)(O)O
InChI
InChI=1S/C5H10N2O7P2/c8-5(15(9,10)11,16(12,13)14)3-7-2-1-6-4-7/h1-2,4,8H,3H2,(H2,9,10,11)(H2,12,13,14)

Physicochemical Descriptors

Property Name Value
Molecular Formula C5H10N2O7P2
Molecular Weight 272.09
AlogP -1.12
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 4.0
Polar Surface Area 153.11
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 16.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Farnesyl diphosphate synthase inhibitor FDA PubMed PubMed PubMed PubMed
Primary Target
farnesyl diphosphate synthase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Lyase
- 316-316 - - -
Enzyme Protease Metallo protease Metallo protease MAM clan Metallo protease M10A subfamily
- 7000-7000 - - -
Enzyme Transferase
- 0-2000 - 0-86 38
Unclassified protein
487-79000 - - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Prostatic Neoplasms, Castration-Resistant 4 D064129 ClinicalTrials
Prostatic Neoplasms 4 D011471 ClinicalTrials
Prostatic Neoplasms 4 D011471 ClinicalTrials
Neoplasm Metastasis 4 D009362 ClinicalTrials
Osteitis Deformans 4 D010001 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Osteogenesis Imperfecta 3 D010013 ClinicalTrials
Osteonecrosis 3 D010020 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 3 D002289 ClinicalTrials
Sarcoma, Ewing 3 D012512 ClinicalTrials
Bone Diseases, Metabolic 3 D001851 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Arthritis, Rheumatoid 3 D001172 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Reflex Sympathetic Dystrophy 3 D012019 ClinicalTrials
Sarcoma 3 D012509 ClinicalTrials
Fractures, Bone 3 D050723 ClinicalTrials
Plasmacytoma 3 D010954 ClinicalTrials
Spinal Cord Injuries 3 D013119 ClinicalTrials
Bone Neoplasms 3 D001859 ClinicalTrials
Osteoarthritis, Hip 3 D015207 ClinicalTrials
Giant Cell Tumors 3 D005870 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Lung Neoplasms 3 D008175 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Urogenital Neoplasms 2 D014565 ClinicalTrials
Osteosarcoma 2 D012516 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
beta-Thalassemia 2 D017086 ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL Positive 2 D015464 ClinicalTrials
Carcinoma, Intraductal, Noninfiltrating 2 D002285 ClinicalTrials
Nasopharyngeal Neoplasms 2 D009303 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Progeria 2 D011371 ClinicalTrials
Macular Degeneration 2 D008268 ClinicalTrials
Progeria 2 D011371 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Complex Regional Pain Syndromes 2 D020918 ClinicalTrials
Low Back Pain 2 D017116 ClinicalTrials
Mesothelioma 2 D008654 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Adenocarcinoma 1 D000230 ClinicalTrials
Chondrosarcoma 1 D002813 ClinicalTrials
Anemia, Sickle Cell 1 D000755 ClinicalTrials
Menopause 1 D008593 ClinicalTrials
Neuroblastoma 1 D009447 ClinicalTrials

Side Effects from Label

Side effects Relative Frequency (%) Labels
Metabolism and nutrition disorders Hypophosphataemia 51.0
Investigations Body temperature increased 38.0
Investigations Body temperature increased 34.0
Metabolism and nutrition disorders Hypophosphataemia 33.0
Gastrointestinal disorders Nausea 28.0
Musculoskeletal and connective tissue disorders Arthralgia 27.3
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 27.3
Gastrointestinal disorders Nausea 25.0
General disorders and administration site conditions Pain 24.2
Musculoskeletal and connective tissue disorders Arthralgia 23.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 23.8
Gastrointestinal disorders Constipation 23.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 22.7
Musculoskeletal and connective tissue disorders Myalgia 22.7
Blood and lymphatic system disorders Anaemia 22.0
Investigations Body temperature increased 21.7
Investigations Body temperature increased 21.0
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 21.0
Musculoskeletal and connective tissue disorders Arthralgia
Nervous system disorders Headache 20.4
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 20.4
Musculoskeletal and connective tissue disorders Myalgia 20.4
Cardiac disorders Dyspnoea 20.0
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Malignant neoplasm progression
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Malignant neoplasm progression 20.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 19.6
Musculoskeletal and connective tissue disorders Myalgia 19.6
Musculoskeletal and connective tissue disorders Arthralgia
Investigations Body temperature increased 19.3
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 19.2
Musculoskeletal and connective tissue disorders Myalgia 19.2
Blood and lymphatic system disorders Anaemia 19.0
Cardiac disorders Dyspnoea 19.0
Musculoskeletal and connective tissue disorders Arthralgia 18.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 18.8
Musculoskeletal and connective tissue disorders Arthralgia
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Back pain 18.2
General disorders and administration site conditions Chills 18.2
Investigations Body temperature increased 18.1
Blood and lymphatic system disorders Anaemia 18.0
Investigations Body temperature increased 18.0
Musculoskeletal and connective tissue disorders Arthralgia 17.9
Investigations Body temperature increased 17.9
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 17.9
Gastrointestinal disorders Nausea 17.7
General disorders and administration site conditions Asthenia 17.6
General disorders and administration site conditions Fatigue 17.6
Investigations Body temperature increased 17.1
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 17.1
Musculoskeletal and connective tissue disorders Myalgia 17.1
Gastrointestinal disorders Diarrhoea 17.0
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Malignant neoplasm progression 17.0
Gastrointestinal disorders Vomiting 17.0
Musculoskeletal and connective tissue disorders Back pain 16.6
Metabolism and nutrition disorders Hypokalaemia 16.0
Musculoskeletal and connective tissue disorders Pain in extremity 16.0
Investigations Body temperature increased 15.7
Gastrointestinal disorders Diarrhoea 15.0
Nervous system disorders Headache 15.0
Infections and infestations Urinary tract infection 15.0
General disorders and administration site conditions Pain 14.9
General disorders and administration site conditions Asthenia 14.6
General disorders and administration site conditions Fatigue 14.6
Nervous system disorders Headache 14.6
Gastrointestinal disorders Abdominal pain 14.0
General disorders and administration site conditions Decreased appetite 14.0
Gastrointestinal disorders Gastrointestinal pain 14.0
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 14.0
Infections and infestations Urinary tract infection 14.0
General disorders and administration site conditions Pain 13.8
Nervous system disorders Headache 13.3
Gastrointestinal disorders Abdominal pain 13.0
Nervous system disorders Confusional state 13.0
Gastrointestinal disorders Constipation 13.0
General disorders and administration site conditions Feeling abnormal 13.0
Gastrointestinal disorders Gastrointestinal pain 13.0
Nervous system disorders Insomnia 13.0
Vascular disorders Hypertension 12.7
General disorders and administration site conditions Asthenia 12.4
General disorders and administration site conditions Fatigue 12.4
Nervous system disorders Headache 12.4
Vascular disorders Hypertension
Musculoskeletal and connective tissue disorders Musculoskeletal pain 12.4
Psychiatric disorders Anxiety 12.0
Musculoskeletal and connective tissue disorders Bone pain 12.0
Infections and infestations Candida infection 12.0
Respiratory, thoracic and mediastinal disorders Cough 12.0
Metabolism and nutrition disorders Hypophosphataemia 12.0
Infections and infestations Infection 12.0
Infections and infestations Urinary tract infection 12.0
Gastrointestinal disorders Vomiting 12.0
Musculoskeletal and connective tissue disorders Back pain
General disorders and administration site conditions Pain 11.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 11.7
Musculoskeletal and connective tissue disorders Myalgia 11.7
Gastrointestinal disorders Nausea 11.6
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Pain in extremity 11.3
Musculoskeletal and connective tissue disorders Arthralgia 11.1
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 11.1
Musculoskeletal and connective tissue disorders Pain in extremity 11.1
Nervous system disorders Agitation 11.0
Musculoskeletal and connective tissue disorders Arthralgia 11.0
Nervous system disorders Confusional state 11.0
General disorders and administration site conditions Feeling abnormal 11.0
Nervous system disorders Headache 11.0
Metabolism and nutrition disorders Hypophosphataemia 11.0
Vascular disorders Hypotension 11.0
General disorders and administration site conditions Influenza like illness 11.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 11.0
Musculoskeletal and connective tissue disorders Musculoskeletal pain 10.8
General disorders and administration site conditions Pain 10.5
Musculoskeletal and connective tissue disorders Bone pain 10.0
Infections and infestations Candida infection 10.0
Respiratory, thoracic and mediastinal disorders Cough 10.0
Nervous system disorders Headache 10.0
Metabolism and nutrition disorders Hypokalaemia 10.0
Infections and infestations Infection 10.0
Nervous system disorders Insomnia 10.0
General disorders and administration site conditions Asthenia 9.9
General disorders and administration site conditions Fatigue 9.9
Musculoskeletal and connective tissue disorders Pain in extremity
General disorders and administration site conditions Chills 9.8
Nervous system disorders Headache 9.8
Musculoskeletal and connective tissue disorders Osteoarthritis
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 9.4
Musculoskeletal and connective tissue disorders Myalgia 9.4
General disorders and administration site conditions Influenza like illness 9.2
Musculoskeletal and connective tissue disorders Osteoarthritis 9.1
Musculoskeletal and connective tissue disorders Arthralgia 9.0
Investigations Body temperature increased 9.0
Musculoskeletal and connective tissue disorders Bone pain 9.0
Cardiac disorders Dizziness 9.0
Metabolism and nutrition disorders Hypomagnesaemia 9.0
Vascular disorders Hypotension 9.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 9.0
Musculoskeletal and connective tissue disorders Myalgia 9.0
Gastrointestinal disorders Nausea 9.0
General disorders and administration site conditions Influenza like illness 8.8
Investigations Body temperature increased 8.7
Gastrointestinal disorders Abdominal pain 8.6
Gastrointestinal disorders Gastrointestinal pain 8.6
General disorders and administration site conditions Influenza like illness 8.5
Gastrointestinal disorders Nausea 8.5
General disorders and administration site conditions Asthenia 8.3
General disorders and administration site conditions Fatigue 8.3
Vascular disorders Hypertension 8.3
Gastrointestinal disorders Diarrhoea 8.1
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Musculoskeletal pain 8.1
Nervous system disorders Agitation 8.0
Psychiatric disorders Anxiety 8.0
General disorders and administration site conditions Asthenia 8.0
General disorders and administration site conditions Chills 8.0
General disorders and administration site conditions Decreased appetite 8.0
General disorders and administration site conditions Fatigue 8.0
General disorders and administration site conditions Influenza like illness 8.0
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Abdominal pain 7.9
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Gastrointestinal pain
Gastrointestinal disorders Gastrointestinal pain 7.9
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Gastrointestinal disorders Nausea
General disorders and administration site conditions Influenza like illness 7.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 7.8
Musculoskeletal and connective tissue disorders Myalgia 7.8
General disorders and administration site conditions Non-cardiac chest pain 7.7
Cardiac disorders Dizziness 7.6
Gastrointestinal disorders Vomiting 7.6
Gastrointestinal disorders Constipation 7.2
General disorders and administration site conditions Discomfort 7.2
General disorders and administration site conditions Feeling abnormal 7.2
General disorders and administration site conditions Ill-defined disorder 7.2
General disorders and administration site conditions Malaise 7.2
Musculoskeletal and connective tissue disorders Musculoskeletal pain 7.2
Gastrointestinal disorders Dyspepsia 7.1
Musculoskeletal and connective tissue disorders Arthralgia 7.0
Musculoskeletal and connective tissue disorders Back pain 7.0
Investigations Body temperature increased 7.0
Nervous system disorders Headache 7.0
Metabolism and nutrition disorders Hypophosphataemia 7.0
Infections and infestations Influenza 7.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 7.0
Musculoskeletal and connective tissue disorders Myalgia 7.0
Gastrointestinal disorders Constipation
Vascular disorders Hypertension
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal pain 6.9
Musculoskeletal and connective tissue disorders Myalgia
Musculoskeletal and connective tissue disorders Arthralgia 6.8
Vascular disorders Hypertension 6.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 6.8
Musculoskeletal and connective tissue disorders Myalgia 6.8
Cardiac disorders Dizziness
General disorders and administration site conditions Influenza like illness 6.7
Gastrointestinal disorders Abdominal pain 6.6
Gastrointestinal disorders Constipation 6.6
Gastrointestinal disorders Diarrhoea 6.6
Gastrointestinal disorders Dyspepsia 6.6
Gastrointestinal disorders Gastrointestinal pain 6.6
Musculoskeletal and connective tissue disorders Neck pain 6.6
Cardiac disorders Dyspnoea 6.5
Nervous system disorders Headache 6.5
Musculoskeletal and connective tissue disorders Arthralgia 6.1
General disorders and administration site conditions Asthenia 6.1
Cardiac disorders Dizziness 6.1
General disorders and administration site conditions Fatigue 6.1
Nervous system disorders Headache 6.1
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 6.1
Gastrointestinal disorders Constipation 6.0
Gastrointestinal disorders Diarrhoea 6.0
General disorders and administration site conditions Influenza like illness 6.0
Gastrointestinal disorders Nausea 6.0
Musculoskeletal and connective tissue disorders Pain in extremity 5.9
Musculoskeletal and connective tissue disorders Bone pain 5.8
Musculoskeletal and connective tissue disorders Osteoarthritis 5.7
Gastrointestinal disorders Diarrhoea
Nervous system disorders Hypoaesthesia 5.6
Musculoskeletal and connective tissue disorders Muscle spasms 5.6
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Cardiac disorders Oedema peripheral 5.6
Cardiac disorders Oedema peripheral 5.5
General disorders and administration site conditions Asthenia 5.4
General disorders and administration site conditions Chills 5.4
General disorders and administration site conditions Fatigue 5.4
Vascular disorders Hypertension
Blood and lymphatic system disorders Anaemia 5.3
General disorders and administration site conditions Asthenia 5.3
Cardiac disorders Oedema peripheral
Blood and lymphatic system disorders Anaemia
Gastrointestinal disorders Diarrhoea 5.2
General disorders and administration site conditions Discomfort 5.2
General disorders and administration site conditions Feeling abnormal 5.2
General disorders and administration site conditions Ill-defined disorder 5.2
General disorders and administration site conditions Malaise 5.2
Gastrointestinal disorders Nausea
Musculoskeletal and connective tissue disorders Bone pain 5.1
Nervous system disorders Headache 5.1
Vascular disorders Hypertension 5.1
Musculoskeletal and connective tissue disorders Neck pain 5.1
Musculoskeletal and connective tissue disorders Bone pain 5.0
Gastrointestinal disorders Constipation 5.0
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 5.0
Cardiac disorders Dyspnoea 5.0
Metabolism and nutrition disorders Hypomagnesaemia 5.0
Metabolism and nutrition disorders Hypophosphataemia 5.0
Infections and infestations Influenza 5.0
General disorders and administration site conditions Lethargy 5.0
Musculoskeletal and connective tissue disorders Muscle spasms
Musculoskeletal and connective tissue disorders Neck pain
General disorders and administration site conditions Pain 5.0
Gastrointestinal disorders Vomiting 5.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.9
Musculoskeletal and connective tissue disorders Myalgia 4.9
Musculoskeletal and connective tissue disorders Arthralgia 4.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.8
Musculoskeletal and connective tissue disorders Pain in extremity
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dyspnoea 4.7
Gastrointestinal disorders Abdominal pain upper 4.6
Investigations Body temperature increased
Investigations C-reactive protein increased 4.6
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 4.6
Cardiac disorders Oedema peripheral 4.6
Gastrointestinal disorders Vomiting 4.6
Investigations Body temperature increased
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 4.5
Musculoskeletal and connective tissue disorders Osteoarthritis
Gastrointestinal disorders Vomiting
Blood and lymphatic system disorders Anaemia 4.4
Musculoskeletal and connective tissue disorders Neck pain 4.4
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Breast cancer 4.3
Gastrointestinal disorders Dyspepsia 4.3
Ear and labyrinth disorders Vertigo 4.3
Cardiac disorders Oedema peripheral
Gastrointestinal disorders Abdominal pain 4.1
Gastrointestinal disorders Gastrointestinal pain 4.1
General disorders and administration site conditions Pain 4.1
Musculoskeletal and connective tissue disorders Arthritis 4.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 4.0
Musculoskeletal and connective tissue disorders Back pain 4.0
Infections and infestations Candida infection 4.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 4.0
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Dyspepsia 4.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 4.0
Infections and infestations Infection 4.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.0
Musculoskeletal and connective tissue disorders Myalgia 4.0
General disorders and administration site conditions Pain 4.0
Ear and labyrinth disorders Vertigo
General disorders and administration site conditions Acute phase reaction 3.9
Nervous system disorders Headache 3.9
Cardiac disorders Oedema peripheral 3.9
Musculoskeletal and connective tissue disorders Pain in extremity 3.9
Musculoskeletal and connective tissue disorders Pain in jaw 3.9
Musculoskeletal and connective tissue disorders Neck pain
Musculoskeletal and connective tissue disorders Muscle spasms 3.7
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Blood and lymphatic system disorders Anaemia
General disorders and administration site conditions Asthenia
Cardiac disorders Dizziness
General disorders and administration site conditions Fatigue
Musculoskeletal and connective tissue disorders Joint stiffness 3.5
General disorders and administration site conditions Non-cardiac chest pain 3.5
Cardiac disorders Oedema peripheral
General disorders and administration site conditions Pain
Musculoskeletal and connective tissue disorders Muscle spasms
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 3.4
Cardiac disorders Atrial fibrillation 3.3
Musculoskeletal and connective tissue disorders Back pain 3.3
Musculoskeletal and connective tissue disorders Bone pain 3.3
General disorders and administration site conditions Influenza like illness 3.3
General disorders and administration site conditions Lethargy 3.3
General disorders and administration site conditions Pain 3.3
General disorders and administration site conditions Asthenia 3.2
Musculoskeletal and connective tissue disorders Bone pain 3.2
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm 3.2
Blood and lymphatic system disorders Plasma cell myeloma 3.2
Blood and lymphatic system disorders Plasmacytoma 3.2
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Abdominal pain upper
Investigations Body temperature increased
Musculoskeletal and connective tissue disorders Musculoskeletal pain 3.1
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Prostate cancer 3.1
Musculoskeletal and connective tissue disorders Arthralgia 3.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Chills
Skin and subcutaneous tissue disorders Dermatitis 3.0
Metabolism and nutrition disorders Hypocalcaemia 3.0
Metabolism and nutrition disorders Hypophosphataemia
Musculoskeletal and connective tissue disorders Joint swelling 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
General disorders and administration site conditions Non-cardiac chest pain
Cardiac disorders Oedema peripheral 3.0
Skin and subcutaneous tissue disorders Rash 3.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 2.8
Cardiac disorders Atrial fibrillation 2.8
Musculoskeletal and connective tissue disorders Muscle spasms 2.8
General disorders and administration site conditions Chills 2.7
General disorders and administration site conditions Influenza like illness
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Cardiac disorders Atrial fibrillation
General disorders and administration site conditions Hyperhidrosis 2.6
Cardiac disorders Palpitations 2.6
Metabolism and nutrition disorders Dehydration 2.5
Skin and subcutaneous tissue disorders Dermatitis
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Pain in jaw
Skin and subcutaneous tissue disorders Rash
Cardiac disorders Atrial fibrillation 2.4
Cardiac disorders Chest pain 2.4
Investigations Creatinine renal clearance decreased
Investigations Body temperature increased 2.3
Musculoskeletal and connective tissue disorders Bone pain
Metabolism and nutrition disorders Dehydration
Musculoskeletal and connective tissue disorders Arthritis 2.2
Skin and subcutaneous tissue disorders Dermatitis 2.2
General disorders and administration site conditions Discomfort 2.2
General disorders and administration site conditions Feeling abnormal 2.2
Nervous system disorders Hypoaesthesia 2.2
General disorders and administration site conditions Ill-defined disorder 2.2
General disorders and administration site conditions Malaise 2.2
Skin and subcutaneous tissue disorders Rash 2.2
General disorders and administration site conditions Asthenia 2.1
Investigations Creatinine renal clearance decreased 2.1
General disorders and administration site conditions Fatigue 2.1
Gastrointestinal disorders Abdominal discomfort 2.0
Gastrointestinal disorders Abdominal distension 2.0
Gastrointestinal disorders Abdominal pain 2.0
Gastrointestinal disorders Abdominal pain upper 2.0
General disorders and administration site conditions Asthenia 2.0
Cardiac disorders Atrial fibrillation 2.0
Investigations Blood creatinine increased 2.0
Investigations Body temperature increased 2.0
Investigations Creatinine renal clearance decreased 2.0
General disorders and administration site conditions Decreased appetite 2.0
Skin and subcutaneous tissue disorders Dermatitis 2.0
General disorders and administration site conditions Discomfort 2.0
Cardiac disorders Dizziness 2.0
Eye disorders Eye pain 2.0
General disorders and administration site conditions Feeling abnormal 2.0
General disorders and administration site conditions Flank pain 2.0
Gastrointestinal disorders Gastrointestinal pain 2.0
General disorders and administration site conditions Hyperhidrosis 2.0
Metabolism and nutrition disorders Hypermagnesaemia
Metabolism and nutrition disorders Hypermagnesaemia 2.0
Nervous system disorders Hypoaesthesia
Metabolism and nutrition disorders Hypocalcaemia 2.0
Metabolism and nutrition disorders Hypomagnesaemia
Metabolism and nutrition disorders Hypomagnesaemia 2.0
Metabolism and nutrition disorders Hypophosphataemia 2.0
Vascular disorders Hypotension 2.0
General disorders and administration site conditions Ill-defined disorder 2.0
General disorders and administration site conditions Influenza like illness
General disorders and administration site conditions Influenza like illness 2.0
Musculoskeletal and connective tissue disorders Joint stiffness
General disorders and administration site conditions Malaise 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 2.0
Musculoskeletal and connective tissue disorders Pain in jaw 2.0
Nervous system disorders Paraesthesia 2.0
Skin and subcutaneous tissue disorders Rash 2.0
Ear and labyrinth disorders Vertigo 2.0
Gastrointestinal disorders Vomiting 2.0
Cardiac disorders Atrial fibrillation
Cardiac disorders Chest pain
Musculoskeletal and connective tissue disorders Back pain 1.7
Investigations Creatinine renal clearance decreased
Gastrointestinal disorders Dyspepsia 1.7
Musculoskeletal and connective tissue disorders Muscle spasms
Ear and labyrinth disorders Vertigo
Ear and labyrinth disorders Vertigo 1.7
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Abdominal pain upper
Musculoskeletal and connective tissue disorders Arthritis
General disorders and administration site conditions Chills 1.5
General disorders and administration site conditions Influenza like illness 1.5
Musculoskeletal and connective tissue disorders Muscle spasms 1.5
General disorders and administration site conditions Pain 1.5
Investigations C-reactive protein increased 1.4
General disorders and administration site conditions Lethargy 1.4
Musculoskeletal and connective tissue disorders Neck pain 1.4
Cardiac disorders Chest pain 1.3
General disorders and administration site conditions Pain
Ear and labyrinth disorders Vertigo 1.3
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Gastrointestinal disorders Abdominal discomfort 1.1
Cardiac disorders Chest pain
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Discomfort 1.1
General disorders and administration site conditions Feeling abnormal 1.1
General disorders and administration site conditions Ill-defined disorder 1.1
Musculoskeletal and connective tissue disorders Joint stiffness 1.1
General disorders and administration site conditions Malaise 1.1
Musculoskeletal and connective tissue disorders Neck pain
Gastrointestinal disorders Abdominal distension 1.0
Gastrointestinal disorders Abdominal pain upper 1.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 1.0
Musculoskeletal and connective tissue disorders Bone pain
General disorders and administration site conditions Chills
General disorders and administration site conditions Chills 1.0
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Decreased appetite 1.0
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Discomfort 1.0
Cardiac disorders Dyspnoea 1.0
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 1.0
Metabolism and nutrition disorders Hypermagnesaemia
Metabolism and nutrition disorders Hypermagnesaemia 1.0
Metabolism and nutrition disorders Hypocalcaemia
Metabolism and nutrition disorders Hypocalcaemia 1.0
Metabolism and nutrition disorders Hypomagnesaemia
Metabolism and nutrition disorders Hypomagnesaemia 1.0
Metabolism and nutrition disorders Hypophosphataemia
Metabolism and nutrition disorders Hypophosphataemia 1.0
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Ill-defined disorder 1.0
General disorders and administration site conditions Lethargy 1.0
General disorders and administration site conditions Malaise
General disorders and administration site conditions Malaise 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 1.0
Cardiac disorders Oedema peripheral 1.0
Ear and labyrinth disorders Vertigo
Gastrointestinal disorders Abdominal pain upper 0.9
General disorders and administration site conditions Influenza like illness 0.8
Investigations Blood creatinine increased 0.7
General disorders and administration site conditions Discomfort 0.7
General disorders and administration site conditions Feeling abnormal 0.7
General disorders and administration site conditions Ill-defined disorder 0.7
General disorders and administration site conditions Malaise 0.7
Gastrointestinal disorders Abdominal distension 0.6
General disorders and administration site conditions Decreased appetite 0.6
Metabolism and nutrition disorders Dehydration
Metabolism and nutrition disorders Dehydration 0.6
General disorders and administration site conditions Flank pain 0.6
Musculoskeletal and connective tissue disorders Joint swelling 0.6
Gastrointestinal disorders Abdominal discomfort
General disorders and administration site conditions Chills
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Feeling abnormal
Metabolism and nutrition disorders Hypermagnesaemia
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Malaise
General disorders and administration site conditions Pain
General disorders and administration site conditions Influenza like illness
Musculoskeletal and connective tissue disorders Musculoskeletal pain 0.4
Investigations Body temperature increased
Investigations Body temperature increased 0.3
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Metabolism and nutrition disorders Hypocalcaemia
Metabolism and nutrition disorders Hypophosphataemia
Investigations Body temperature increased

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
Musculoskeletal and connective tissue disorders
16.69
General disorders and administration site conditions
9.94
Gastrointestinal disorders
8.27
Vascular disorders
7.28
Nervous system disorders
7.21
Respiratory, thoracic and mediastinal disorders
6.42
Injury, poisoning and procedural complications
5.64
Infections and infestations
4.99
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
4.37
Cardiac disorders
4.34
Skin and subcutaneous tissue disorders
4.07
Metabolism and nutrition disorders
3.55
Investigations
3.2
Psychiatric disorders
3.13
Renal and urinary disorders
2.16

Cross References

Resources Reference
CAS NUMBER 118072-93-8
ChEBI 46557
ChEMBL CHEMBL924
DrugBank DB00399
DrugCentral 2868
EPA CompTox DTXSID0042668
FDA SRS 70HZ18PH24
Human Metabolome Database HMDB0014543
Guide to Pharmacology 3177
KEGG D08689
PDB ZOL
PharmGKB PA10235
PubChem 121586
SureChEMBL SCHEMBL19054
ZINC ZINC000003803652