FENOFIBRATE

Search structure
Trade Names:
Synonyms:
Status: Approved (1993)
Entry Type: Small molecule
Molecule Category: Parent Prodrug
ATC: C10AB05
UNII: U202363UOS

Structure
InChI Key YMTINGFKWWXKFG-UHFFFAOYSA-N
Smile CC(C)OC(=O)C(C)(C)Oc1ccc(C(=O)c2ccc(Cl)cc2)cc1
InChI
InChI=1S/C20H21ClO4/c1-13(2)24-19(23)20(3,4)25-17-11-7-15(8-12-17)18(22)14-5-9-16(21)10-6-14/h5-13H,1-4H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H21ClO4
Molecular Weight 360.84
AlogP 4.68
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 52.6
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Peroxisome proliferator-activated receptor alpha agonist DailyMed
Primary Target
Peroxisome proliferator-activated receptor-α
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Auxiliary transport protein Fatty acid binding protein family
- - 18-360 24-405 -
Enzyme Hydrolase
- - - -
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C1A family
- 61000 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 1
2000-50000 1000 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 3
570-41000 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - -11-90
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 0
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 15300-41000 - - -

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Cardiovascular Diseases 4 D002318 ClinicalTrials
Diabetes Mellitus, Type 2 4 D003924 ClinicalTrials
Metabolic Diseases 3 D008659 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Hypertension 3 D006973 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Lipodystrophy 3 D008060 ClinicalTrials
Diabetic Retinopathy 3 D003930 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Hyperlipoproteinemias 3 D006951 ClinicalTrials
Hyperlipidemias 3 D006949 ClinicalTrials
Liver Cirrhosis, Biliary 3 D008105 ClinicalTrials
Hyperlipoproteinemia Type III 3 D006952 ClinicalTrials
Hyperlipidemia, Familial Combined 3 D006950 ClinicalTrials
Hypertriglyceridemia 3 D015228 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Diabetic Nephropathies 2 D003928 ClinicalTrials
Obesity 2 D009765 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Burns 2 D002056 ClinicalTrials
Non-alcoholic Fatty Liver Disease 2 D065626 ClinicalTrials
Huntington Disease 2 D006816 ClinicalTrials
Metabolic Syndrome 2 D024821 ClinicalTrials
Multiple Myeloma 2 D009101 ClinicalTrials
Cholangitis, Sclerosing 1 D015209 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Headache 16.7
Nervous system disorders Headache 13.1
Nervous system disorders Headache 13.0
Nervous system disorders Headache 12.7
Nervous system disorders Headache 11.9
Investigations Liver function test abnormal 7.5
Gastrointestinal disorders Diarrhoea 6.94
Musculoskeletal and connective tissue disorders Back pain 6.52
Musculoskeletal and connective tissue disorders Back pain 6.33
Musculoskeletal and connective tissue disorders Back pain 6.29
Musculoskeletal and connective tissue disorders Back pain 6.12
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 6.12
Musculoskeletal and connective tissue disorders Myalgia 6.12
Infections and infestations Nasopharyngitis 5.88
Gastrointestinal disorders Nausea 5.52
Infections and infestations Upper respiratory tract infection 5.31
Gastrointestinal disorders Abdominal pain 5.1
Gastrointestinal disorders Gastrointestinal pain 5.1
Musculoskeletal and connective tissue disorders Arthralgia 4.9
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.9
Infections and infestations Nasopharyngitis 4.9
Gastrointestinal disorders Diarrhoea 4.89
Musculoskeletal and connective tissue disorders Muscle spasms 4.89
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.87
Musculoskeletal and connective tissue disorders Myalgia 4.87
Musculoskeletal and connective tissue disorders Pain in extremity 4.87
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dyspepsia 4.7
Infections and infestations Upper respiratory tract infection 4.7
Infections and infestations Nasopharyngitis 4.69
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.68
Musculoskeletal and connective tissue disorders Myalgia 4.68
Infections and infestations Upper respiratory tract infection 4.68
Gastrointestinal disorders Abdominal pain 4.6
Gastrointestinal disorders Gastrointestinal pain 4.6
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Gastrointestinal pain
Musculoskeletal and connective tissue disorders Pain in extremity 4.49
Gastrointestinal disorders Nausea 4.48
Musculoskeletal and connective tissue disorders Arthralgia 4.46
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.46
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Gastrointestinal pain
Musculoskeletal and connective tissue disorders Arthralgia 4.29
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.29
Infections and infestations Nasopharyngitis 4.29
Gastrointestinal disorders Nausea 4.29
Musculoskeletal and connective tissue disorders Arthralgia 4.28
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.28
Musculoskeletal and connective tissue disorders Pain in extremity 4.28
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Diarrhoea 4.1
Musculoskeletal and connective tissue disorders Back pain 4.09
Cardiac disorders Dizziness 4.08
Gastrointestinal disorders Nausea 4.08
Musculoskeletal and connective tissue disorders Arthralgia 3.88
Gastrointestinal disorders Diarrhoea 3.88
Cardiac disorders Dizziness 3.88
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.88
Musculoskeletal and connective tissue disorders Back pain 3.8
Metabolism and nutrition disorders Malnutrition 3.77
Gastrointestinal disorders Diarrhoea 3.68
Gastrointestinal disorders Dyspepsia 3.67
Infections and infestations Nasopharyngitis 3.67
Musculoskeletal and connective tissue disorders Pain in extremity 3.67
Infections and infestations Upper respiratory tract infection 3.67
Musculoskeletal and connective tissue disorders Muscle spasms 3.65
Gastrointestinal disorders Nausea 3.65
Metabolism and nutrition disorders Malnutrition
Nervous system disorders Headache 3.6
Musculoskeletal and connective tissue disorders Arthralgia 3.48
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.48
Infections and infestations Sinusitis 3.48
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.47
Musculoskeletal and connective tissue disorders Myalgia 3.47
Infections and infestations Nasopharyngitis 3.47
Gastrointestinal disorders Nausea 3.47
General disorders and administration site conditions Pain 3.47
Gastrointestinal disorders Dyspepsia 3.46
Investigations Aspartate aminotransferase increased 3.4
Musculoskeletal and connective tissue disorders Back pain 3.4
Gastrointestinal disorders Diarrhoea
Nervous system disorders Headache
General disorders and administration site conditions Asthenia 3.27
Musculoskeletal and connective tissue disorders Back pain 3.27
Gastrointestinal disorders Constipation 3.27
Cardiac disorders Dizziness 3.27
General disorders and administration site conditions Fatigue 3.27
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.27
Musculoskeletal and connective tissue disorders Myalgia 3.27
General disorders and administration site conditions Pain 3.27
Infections and infestations Sinusitis 3.27
Infections and infestations Nasopharyngitis 3.26
Gastrointestinal disorders Diarrhoea 3.25
Nervous system disorders Headache 3.2
Nervous system disorders Headache 3.14
Gastrointestinal disorders Constipation 3.07
Musculoskeletal and connective tissue disorders Muscle spasms 3.07
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.07
Musculoskeletal and connective tissue disorders Myalgia 3.07
Investigations Alanine aminotransferase increased 3.06
Gastrointestinal disorders Diarrhoea 3.06
Investigations Alanine aminotransferase increased 3.0
General disorders and administration site conditions Asthenia
Investigations Blood creatine phosphokinase increased 3.0
General disorders and administration site conditions Asthenia 2.94
Gastrointestinal disorders Diarrhoea 2.9
Gastrointestinal disorders Pharyngitis 2.9
Musculoskeletal and connective tissue disorders Pain in extremity 2.86
Infections and infestations Sinusitis 2.86
Infections and infestations Upper respiratory tract infection 2.86
Musculoskeletal and connective tissue disorders Arthralgia
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
General disorders and administration site conditions Asthenia
Musculoskeletal and connective tissue disorders Back pain
Gastrointestinal disorders Dyspepsia 2.7
Nervous system disorders Headache
Infections and infestations Influenza
Infections and infestations Rhinitis 2.7
Musculoskeletal and connective tissue disorders Pain in extremity 2.66
General disorders and administration site conditions Asthenia 2.65
Gastrointestinal disorders Constipation 2.65
Gastrointestinal disorders Dyspepsia 2.65
General disorders and administration site conditions Fatigue 2.65
General disorders and administration site conditions Asthenia 2.64
Gastrointestinal disorders Dyspepsia 2.64
General disorders and administration site conditions Fatigue 2.64
Infections and infestations Upper respiratory tract infection 2.64
Gastrointestinal disorders Flatulence
Gastrointestinal disorders Abdominal pain 2.52
Gastrointestinal disorders Gastrointestinal pain 2.52
Gastrointestinal disorders Nausea 2.52
General disorders and administration site conditions Asthenia 2.5
Musculoskeletal and connective tissue disorders Back pain
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Pharyngitis
Infections and infestations Sinusitis
Investigations Alanine aminotransferase increased 2.45
Gastrointestinal disorders Constipation 2.45
Gastrointestinal disorders Dyspepsia 2.45
Musculoskeletal and connective tissue disorders Muscle spasms 2.45
Musculoskeletal and connective tissue disorders Arthralgia 2.31
Skin and subcutaneous tissue disorders Dermatitis 2.31
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.31
Skin and subcutaneous tissue disorders Rash 2.31
Gastrointestinal disorders Constipation 2.3
Gastrointestinal disorders Diarrhoea 2.3
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 2.3
Infections and infestations Rhinitis 2.3
Cardiac disorders Dizziness 2.24
Gastrointestinal disorders Constipation 2.23
General disorders and administration site conditions Asthenia 2.1
Gastrointestinal disorders Constipation 2.1
Gastrointestinal disorders Diarrhoea 2.1
Gastrointestinal disorders Flatulence 2.1
Infections and infestations Influenza 2.1
Skin and subcutaneous tissue disorders Pruritus 2.1
Infections and infestations Rhinitis 2.1
Gastrointestinal disorders Abdominal pain
Gastrointestinal disorders Gastrointestinal pain
General disorders and administration site conditions Asthenia 2.04
General disorders and administration site conditions Fatigue 2.04
Infections and infestations Influenza
Injury, poisoning and procedural complications Injury
Musculoskeletal and connective tissue disorders Arthralgia 1.9
Cardiac disorders Chest pain 1.9
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.9
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 1.9
Infections and infestations Sinusitis 1.9
General disorders and administration site conditions Pain 1.83
General disorders and administration site conditions Asthenia
Gastrointestinal disorders Nausea
Musculoskeletal and connective tissue disorders Arthralgia
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Infections and infestations Rhinitis
Infections and infestations Influenza 1.7
Investigations Alanine aminotransferase increased 1.63
Musculoskeletal and connective tissue disorders Muscle spasms 1.63
General disorders and administration site conditions Pain 1.63
Infections and infestations Sinusitis 1.63
Cardiac disorders Dizziness 1.62
Investigations Alanine aminotransferase increased
Gastrointestinal disorders Dyspepsia
Gastrointestinal disorders Constipation
Skin and subcutaneous tissue disorders Dermatitis 1.5
General disorders and administration site conditions Discomfort 1.5
Cardiac disorders Dizziness 1.5
General disorders and administration site conditions Feeling abnormal 1.5
General disorders and administration site conditions Ill-defined disorder 1.5
Injury, poisoning and procedural complications Injury 1.5
General disorders and administration site conditions Malaise 1.5
Skin and subcutaneous tissue disorders Rash 1.5
General disorders and administration site conditions Pain 1.43
Investigations Blood creatine phosphokinase increased
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 1.4
Investigations Liver function test abnormal
Investigations Blood creatine phosphokinase increased
Infections and infestations Bronchitis
Infections and infestations Bronchitis 1.3
Cardiac disorders Chest pain
Immune system disorders Urticaria 1.3
Gastrointestinal disorders Constipation 1.26
Investigations Alanine aminotransferase increased 1.22
Infections and infestations Rhinitis
Infections and infestations Rhinitis 1.1
Investigations Aspartate aminotransferase increased 1.07
Eye disorders Conjunctivitis 1.05
Cardiac disorders Dizziness 1.05
Gastrointestinal disorders Dyspepsia 1.05
Nervous system disorders Insomnia 1.05
Cardiac disorders Dizziness
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Infections and infestations Rhinitis
Eye disorders Conjunctivitis
Cardiac disorders Dizziness
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Cardiac disorders Dizziness 0.816
Infections and infestations Sinusitis 0.811
Investigations Alanine aminotransferase increased 0.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.8
Musculoskeletal and connective tissue disorders Myalgia 0.8
Gastrointestinal disorders Nausea 0.8
Gastrointestinal disorders Constipation
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Pruritus
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Rash
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.629
Musculoskeletal and connective tissue disorders Myalgia 0.629
General disorders and administration site conditions Asthenia 0.533
Gastrointestinal disorders Constipation 0.533
Gastrointestinal disorders Diarrhoea 0.533
Psychiatric disorders Disturbance in sexual arousal 0.533
Cardiac disorders Dizziness 0.533
Gastrointestinal disorders Dyspepsia 0.533
Gastrointestinal disorders Flatulence 0.533
Gastrointestinal disorders Gastritis 0.533
Nervous system disorders Headache 0.533
Investigations Laboratory test abnormal 0.533
Psychiatric disorders Libido decreased 0.533
Investigations Liver function test abnormal 0.533
Investigations Aspartate aminotransferase increased
Nervous system disorders Insomnia
Skin and subcutaneous tissue disorders Pruritus
Investigations Alanine aminotransferase increased 0.407
Investigations Alanine aminotransferase increased 0.406
Investigations Blood creatine phosphokinase increased 0.267
Investigations Blood creatine phosphokinase increased 0.21
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Malaise

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
10.8
Musculoskeletal and connective tissue disorders
9.14
Gastrointestinal disorders
8.63
Nervous system disorders
7.53
Investigations
7.23
Skin and subcutaneous tissue disorders
7.21
Hepatobiliary disorders
6.66
Vascular disorders
5.29
Injury, poisoning and procedural complications
4.53
Respiratory, thoracic and mediastinal disorders
4.48
Renal and urinary disorders
4.43
Cardiac disorders
3.74
Metabolism and nutrition disorders
3.62
Immune system disorders
3.55
Psychiatric disorders
2.95
Blood and lymphatic system disorders
2.18

Cross References

Resources Reference
CAS NUMBER 49562-28-9
ChEBI 5001
ChEMBL CHEMBL672
DrugBank DB01039
DrugCentral 1152
EPA CompTox DTXSID2029874
FDA SRS U202363UOS
Human Metabolome Database HMDB0015173
Guide to Pharmacology 7186
KEGG C07586
PharmGKB PA449594
PubChem 3339
SureChEMBL SCHEMBL4670
ZINC ZINC000000584092
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