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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL571
CHEMBL571
Compound Name KETOPROFEN
ChEMBL Synonyms RP-19583 | ORUDIS | ORUVAIL IM | LARAFEN CR | KETOZIP 200 XL | ALRHEUMAT | TILOKET CR | POWERGEL | ORUVAIL 100 | NEXCEDE | KETOCID 200 | TILOKET | ORUVAIL | AXORID | ORUVAIL 150 | LARAFEN | KETOVAIL | KETOTARD 200 XL | KETOPROFEN | KETONAL | ACTRON | ORUDIS 100 | JOMETHID XL | FENOKET 200 | R.P. 19,583 | ORUVAIL 200 | ORUDIS KT | VALKET 200 RETARD
Max Phase 4 (Approved)
Trade Names KETOCID 200 | NEXCEDE | ORUVAIL 100 | POWERGEL | TILOKET CR | AXORID | ORUVAIL | TILOKET | ACTRON | KETONAL | KETOPROFEN | KETOTARD 200 XL | KETOVAIL | LARAFEN | ORUVAIL 150 | FENOKET 200 | JOMETHID XL | ORUDIS 100 | ORUDIS | ORUDIS KT | ORUVAIL 200 | VALKET 200 RETARD | ALRHEUMAT | KETOZIP 200 XL | LARAFEN CR | ORUVAIL IM
Molecular Formula C16H14O3

Additional synonyms for CHEMBL571 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C(=O)O)c1cccc(c1)C(=O)c2ccccc2
Standard InChI InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12- ...
Download InChI
Standard InChI Key DKYWVDODHFEZIM-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • 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


CHEMBL571

Molecule Features

CHEMBL571 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Paget Disease, ExtramammaryD010145EFO:0000512reproductive system disease2ClinicalTrials
MyalgiaD063806HP:0003326Myalgia4ATC
PainD010146EFO:0003843pain3ClinicalTrials
Postoperative Nausea and VomitingD020250EFO:0004888post operative nausea and vomiting3ClinicalTrials
TendinopathyD052256EFO:1001434Tendinopathy2ClinicalTrials
Renal ColicD056844EFO:1001412Renal Colic1ClinicalTrials
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC
ATC
ArthralgiaD018771HP:0002829arthralgia4ATC
Migraine DisordersD008881EFO:0003821migraine disorder3ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
Osteoarthritis, KneeD020370EFO:0004616osteoarthritis, knee3ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis2ClinicalTrials

Clinical Data

ClinicalTrials.gov KETOPROFEN
The Cochrane Collaboration KETOPROFEN

Metabolites for CHEMBL571

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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 CHEMBL571. 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
CHEMBL2949 Cyclooxygenase-1 Ovis aries 1.000
CHEMBL221 Cyclooxygenase-1 Homo sapiens 0.995
CHEMBL2808 LXR-alpha Homo sapiens 0.924
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.631
CHEMBL2789 Estradiol 17-beta-dehydrogenase 2 Homo sapiens 0.298

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.999
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.887
CHEMBL221 Cyclooxygenase-1 Homo sapiens 0.845
CHEMBL2808 LXR-alpha Homo sapiens 0.523
CHEMBL3229 Anandamide amidohydrolase Rattus norvegicus 0.421
CHEMBL4919 Histone deacetylase HD2 Zea mays 0.398
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.384
CHEMBL2789 Estradiol 17-beta-dehydrogenase 2 Homo sapiens 0.280

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
254.3 254.0943 3.11 4 54.37 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.23 - 2.91 -.16 2 19 0.85

Structural Alerts

There are 1 structural alerts for CHEMBL571. To view alerts please click here.

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE03 - ketoprofen

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE53 - ketoprofen, combinations

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
M02AA10 - ketoprofen

ChemSpider ChemSpider:DKYWVDODHFEZIM-UHFFFAOYSA-N
DailyMed ketoprofen
PubChem SID: 11532908 SID: 144204145 SID: 144208045 SID: 170465449 SID: 26747548 SID: 50086520 SID: 50106498 SID: 85231099 SID: 857801 SID: 90341309
Wikipedia Ketoprofen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL571



ACToR 22071-15-4 154907-35-4
BindingDB 50022271
Brenda 55515 3079 135254 104478
ChEBI 6128
ChemicalBook CB3299418
DrugBank DB01009
DrugCentral 1528
eMolecules 499326
EPA CompTox Dashboard DTXSID6020771
Guide to Pharmacology 4795
Human Metabolome Database HMDB0015144
IBM Patent System 8B98189A1E034739ADFAB877565104D8
KEGG Ligand C01716
LINCS LSM-1955
Mcule MCULE-9740144074
MolPort MolPort-001-684-346
NIH Clinical Collection SAM002264620
Nikkaji J389.199B J3.468A J389.200J
NMRShiftDB 20207463
PharmGKB PA450149
PubChem 3825
PubChem: Thomson Pharma 15122326
Selleck Ketoprofen(Actron)
SureChEMBL SCHEMBL2896

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