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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL521
CHEMBL521
Compound Name IBUPROFEN
ChEMBL Synonyms IBUPROFEN | NEOPROFEN | IBUPROFEN LYSINE | Tab-profen | Junior strength advil | Aches-n-pain | Profen | Motrin migraine pain | Motrin ib | Ibuprin | Advil liqui-gels | MIDOL LIQUID GELS | ADVIL | Rufen | Ibuprohm | Junior strength motrin | Pediatric advil | MOTRIN | Ibu-tab | Cap-profen | Advil migraine liqui-gels | IBUPROFEN SODIUM | Medipren | U-18573 | Children's ibuprofen | Children's elixsure | Children's advil-flavored | Children's advil | Junior strength ibuprofen | Ibu-tab 200 | CALDOLOR | MIDOL | Nuprin | U-18,573 | Children's motrin
Max Phase 4 (Approved)
Trade Names CALDOLOR | Children's motrin | MIDOL | Profen | NEOPROFEN | Junior strength ibuprofen | Aches-n-pain | Junior strength advil | Tab-profen | Advil liqui-gels | Ibuprin | Motrin ib | Motrin migraine pain | ADVIL | Ibuprofen | MIDOL LIQUID GELS | Rufen | Advil migraine liqui-gels | Cap-profen | Ibu-tab | MOTRIN | Pediatric advil | Children's advil | Children's advil-flavored | Children's elixsure | Children's ibuprofen | Ibu-tab 200 | Ibuprohm | Junior strength motrin | Medipren | Nuprin
Molecular Formula C13H18O2

Additional synonyms for CHEMBL521 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)Cc1ccc(cc1)C(C)C(=O)O
Standard InChI InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4 ...
Download InChI
Standard InChI Key HEFNNWSXXWATRW-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL521

Molecule Features

CHEMBL521 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase FDA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DEPRESSIVE DISORDERD003866EFO:0003761UNIPOLAR DEPRESSION2ClinicalTrials
OSTEOARTHRITIS, KNEED020370EFO:0004616OSTEOARTHRITIS, KNEE1ClinicalTrials
ARTHRALGIAD018771HP:0002829ARTHRALGIA4ATC
DUCTUS ARTERIOSUS, PATENTD004374HP:0001643PATENT DUCTUS ARTERIOSUS4DailyMed
ClinicalTrials
RHEUMATIC DISEASESD012216EFO:0005755RHEUMATIC DISEASE4ATC
ATC
VAGINITISD014627EFO:0005757VAGINAL INFLAMMATION4ATC
ALZHEIMER DISEASED000544EFO:0000249ALZHEIMERS DISEASE1ClinicalTrials
CEREBRAL PALSYD002547EFO:1000632CEREBRAL PALSY3ClinicalTrials
HEMORRHAGED006470MP:0001914HEMORRHAGE2ClinicalTrials
OSTEOARTHRITISD010003EFO:0002506OSTEOARTHRITIS4ClinicalTrials
BRONCHOPULMONARY DYSPLASIAD001997Orphanet:70589BRONCHOPULMONARY DYSPLASIA2ClinicalTrials
FEVERD005334HP:0001945FEVER3ClinicalTrials
HYPERTENSIOND006973EFO:0000537HYPERTENSION2ClinicalTrials
INFECTIOND007239EFO:0000544INFECTION3ClinicalTrials
MUSCULAR DYSTROPHY, DUCHENNED020388Orphanet:98896DUCHENNE MUSCULAR DYSTROPHY1ClinicalTrials
PAIND010146EFO:0003843PAIN3ClinicalTrials
ClinicalTrials
TUBERCULOSISD014376Orphanet:3389TUBERCULOSIS2ClinicalTrials
BRAIN DISEASESD001927EFO:0005774BRAIN DISEASE2ClinicalTrials
EMPHYSEMAD004646EFO:0000464EMPHYSEMA2ClinicalTrials
PEPTIC ULCERD010437HP:0004398PEPTIC ULCER3ClinicalTrials
PREGNANCYD011247EFO:0002950PREGNANCY2ClinicalTrials
SPONDYLARTHROPATHIESD025242EFO:0000706SPONDYLOARTHROPATHY2ClinicalTrials
CARDIOVASCULAR DISEASESD002318EFO:0000319CARDIOVASCULAR DISEASE4ATC
DYSMENORRHEAD004412HP:0100607DYSMENORRHEA3ClinicalTrials
FRACTURES, BONED050723EFO:0003931BONE FRACTURE3ClinicalTrials
MYALGIAD063806HP:0003326MYALGIA4ATC
PERIODONTITISD010518EFO:0000649PERIODONTITIS2ClinicalTrials
RETINOPATHY OF PREMATURITYD012178EFO:1001158RETINOPATHY OF PREMATURITY2ClinicalTrials
SLEEP APNEA, OBSTRUCTIVED020181EFO:0003918OBSTRUCTIVE SLEEP APNEA3ClinicalTrials
COMMON COLDD003139EFO:0007214COMMON COLD3ClinicalTrials
RHINITIS, ALLERGIC, SEASONALD006255EFO:0005854ALLERGIC RHINITIS1ClinicalTrials

Clinical Data

ClinicalTrials.gov IBUPROFEN
The Cochrane Collaboration IBUPROFEN

Metabolites for CHEMBL521

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL521. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL2590 Aminopeptidase N Sus scrofa 0.999
CHEMBL3369 Neprilysin Rattus norvegicus 0.999
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.941
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.935
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.924
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.922
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.920
CHEMBL4791 Endothelin-converting enzyme 1 Homo sapiens 0.910
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.837
CHEMBL4117 Zinc aminopeptidase Plasmodium falciparum FcB1/Columbia 0.828
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.827
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.819
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.758
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.692
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.676
CHEMBL1907 Aminopeptidase N Homo sapiens 0.653
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.485
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.400



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL2590 Aminopeptidase N Sus scrofa 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 0.999
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.998
CHEMBL1907 Aminopeptidase N Homo sapiens 0.996
CHEMBL4117 Zinc aminopeptidase Plasmodium falciparum FcB1/Columbia 0.994
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.977
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.973
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.958
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.950
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.948
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.934
CHEMBL243 Human immunodeficiency virus type 1 protease Human immunodeficiency virus 1 0.933
CHEMBL4791 Endothelin-converting enzyme 1 Homo sapiens 0.919
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.902
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.897
CHEMBL3481 Carboxypeptidase A1 Bos taurus 0.882
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.863
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.770

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
206.3 206.1307 3.61 4 37.29 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.41 - 3.5 .58 1 15 0.82

Structural Alerts

There are no structural alerts for CHEMBL521

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R02 - THROAT PREPARATIONS
R02A - THROAT PREPARATIONS
R02AX - Other throat preparations
R02AX02 - ibuprofen

C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01E - OTHER CARDIAC PREPARATIONS
C01EB - Other cardiac preparations
C01EB16 - ibuprofen

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE01 - ibuprofen

G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02C - OTHER GYNECOLOGICALS
G02CC - Antiinflammatory products for vaginal administration
G02CC01 - ibuprofen

M - MUSCULO-SKELETAL SYSTEM
M02 - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02A - TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
M02AA - Antiinflammatory preparations, non-steroids for topical use
M02AA13 - ibuprofen

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE51 - ibuprofen, combinations

ChemSpider ChemSpider:HEFNNWSXXWATRW-UHFFFAOYSA-N
DailyMed ibuprofen ibuprofen lysine ibuprofen sodium
PubChem SID: 104171175 SID: 124880372 SID: 124880375 SID: 138460 SID: 144203721 SID: 144208582 SID: 144213146 SID: 170464979 SID: 174007269 SID: 26747223 SID: 26747224 SID: 26752326 SID: 50105276 SID: 50105277 SID: 50105278 SID: 56422436 SID: 85231082 SID: 855602 SID: 90341584
Wikipedia Ibuprofen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL521



ACToR 139466-08-3 15687-27-1
Atlas ibuprofen
BindingDB 50009859
Brenda 1645 37328 111728 29348
ChEBI 5855
DrugBank DB01050
DrugCentral 1407
eMolecules 539665
EPA CompTox Dashboard DTXSID5020732
Guide to Pharmacology 2713
Human Metabolome Database HMDB0001925
IBM Patent System 22C852715F63498D08D911BFF05FF900
KEGG Ligand C01588
LINCS LSM-1354
Mcule MCULE-9475454445
NIH Clinical Collection SAM002264619
Nikkaji J3.134H
NMRShiftDB 20200142
PharmGKB PA449957
PubChem 3672
PubChem: Drugs of the Future 125299288
PubChem: Thomson Pharma 14822381
Selleck Ibuprofen(Advil)
SureChEMBL SCHEMBL3001

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/HEFNNWSXXWATRW-UHFFFAOYSA-N spacer
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