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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL139
CHEMBL139
Compound Name DICLOFENAC
ChEMBL Synonyms Cataflam | FLECTOR | VOLTAROL RET | VOLTAROL EMULGEL P | VOLTARENE RET | VOLTAREN-XR | RHUMALGAN | MOTIFENE | LOFENSAID RET 100 | DICLOTARD 75 MR | DICLOFLEX RET | DEXOMON RET | Solaraze | Arthrotec | Flector Patch | DICLOFENAC | VOLTAROL EMULGEL | VOLRAMAN | RHEUMATAC RET 75 | PENNSAID | MOBIGEL PAINEZE | LOFENSAID RET 75 | ISCLOFEN | GP 45840 | FLAMRASE SR | DIGENAC XL 100 | DICLOVOL RET | DICLOFENAC SOD | DEFANAC SR | VOLTAROL JOINT PAIN | CGP 45840B | DICLOFENAC EPOLAMINE | ARTHROTEC 50 | ARTHRONAC | ACOFLAM SR | ACOFLAM | CAMBIA | SOLARAZE | RHUMALGAN XL | MISOFEN | FENACTOL RET | ENSTAR XL | DICLOTARD 100 MR | DICLOMAX SR | DICLOFLEX SR | DICLOFENAC SODIUM | ZORVOLEX | VOLTAROL PAIN-EZE EMULGEL | VOLTAROL GEL PATCH | VOLTARENE | VALDIC 100 RET | DEFANAC RETARD | Voltaren | VALDIC 75 RET | RHUMALGAN SR | MASIDEMEN | ENSTAR SR | ECONAC | ARTHROTEC 75 | VOLTAROL PAIN-EZE | VOLTAROL OPHTHA | VOLSAID RET 75 | VALENAC | Voltaren-XR | Voltaren Ophthalmic | VOLTAROL SR | VOLTAROL ACTIVE | VOLTARENE L.P. | VOLTAREN RET | VOLTAREN EMULGEL | RHUMALGAN CR 75 | LOFENSAID 25 | FENACTOL | DYLOJECT | DICLOVOL | CLOSTERIL 100 | ACOFLAM RET | VOLTAROL RAPID | DICLOFENAC POTASSIUM | CATAFLAM | VOLTAROL PAIN-EZE EXTRA STRGH | Zorvolex Capsules | Voltaren XR | Cambia | VOLTARENE EMULGEL | VOLTAREN | VOLSAID RET 100 | RHUMALGAN CR 100 | FLAMRASE | FLAMATAK MR | FENACTOL SR | ENZED | ECONAC XL | DIFENOR XL | ZIPSOR | VOLTAROL 12 HOUR EMULGEL P | VOLTAROL | SLOFENAC | MOBIGEL | LOFENSAID 50 | FLEXOTARD MR | ECONAC SR | DICLOZIP 50 | DICLOZIP 25 | DICLOVOL SR | DICLOMAX RET | DICLOFLEX | DEXOMON SR | DEFANAC
Max Phase 4 (Approved)
Trade Names VOLTAROL PAIN-EZE | ARTHROTEC 75 | ECONAC | ENSTAR SR | MASIDEMEN | RHUMALGAN SR | VALDIC 75 RET | VALENAC | VOLSAID RET 75 | VOLTAROL OPHTHA | Voltaren | CATAFLAM | DICLOFENAC POTASSIUM | VOLTAROL RAPID | ACOFLAM RET | CLOSTERIL 100 | DICLOVOL | DYLOJECT | FENACTOL | LOFENSAID 25 | RHUMALGAN CR 75 | VOLTAREN EMULGEL | VOLTAREN RET | VOLTARENE L.P. | VOLTAROL ACTIVE | VOLTAROL SR | Voltaren Ophthalmic | VOLTAROL PAIN-EZE EXTRA STRGH | ZIPSOR | DIFENOR XL | ECONAC XL | ENZED | FENACTOL SR | FLAMATAK MR | FLAMRASE | RHUMALGAN CR 100 | VOLSAID RET 100 | VOLTAREN | VOLTARENE EMULGEL | Cambia | Voltaren XR | Zorvolex Capsules | DEFANAC | DEXOMON SR | DICLOFLEX | DICLOMAX RET | DICLOVOL SR | DICLOZIP 25 | DICLOZIP 50 | ECONAC SR | FLEXOTARD MR | LOFENSAID 50 | MOBIGEL | SLOFENAC | VOLTAROL | VOLTAROL 12 HOUR EMULGEL P | DEXOMON RET | DICLOFLEX RET | DICLOTARD 75 MR | LOFENSAID RET 100 | MOTIFENE | RHUMALGAN | VOLTAREN-XR | VOLTARENE RET | VOLTAROL EMULGEL P | VOLTAROL RET | FLECTOR | VOLTAROL JOINT PAIN | DEFANAC SR | DICLOVOL RET | DIGENAC XL 100 | FLAMRASE SR | ISCLOFEN | LOFENSAID RET 75 | MOBIGEL PAINEZE | PENNSAID | RHEUMATAC RET 75 | VOLRAMAN | VOLTAROL EMULGEL | Flector Patch | CAMBIA | ACOFLAM | ACOFLAM SR | ARTHRONAC | ARTHROTEC 50 | DICLOFENAC SODIUM | DICLOFLEX SR | DICLOMAX SR | DICLOTARD 100 MR | ENSTAR XL | FENACTOL RET | MISOFEN | RHUMALGAN XL | SOLARAZE | DEFANAC RETARD | VALDIC 100 RET | VOLTARENE | VOLTAROL GEL PATCH | VOLTAROL PAIN-EZE EMULGEL | ZORVOLEX
Molecular Formula C14H11Cl2NO2

Additional synonyms for CHEMBL139 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)Cc1ccccc1Nc2c(Cl)cccc2Cl
Standard InChI InChI=1S/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4 ...
Download InChI
Standard InChI Key DCOPUUMXTXDBNB-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • FDA Approval Packages
  • Gene Expression Atlas Compounds
  • HeCaToS 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


CHEMBL139

Molecule Features

CHEMBL139 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cyclooxygenase inhibitor Cyclooxygenase FDA PubMed PubMed PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis4ClinicalTrials
DailyMed
ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression1ClinicalTrials
Graves OphthalmopathyD049970EFO:1001466Graves ophthalmopathy3ClinicalTrials
MyalgiaD063806HP:0003326Myalgia4ATC
Keratosis, ActinicD055623EFO:0002496actinic keratosis3ClinicalTrials
SunburnD013471EFO:0003958sunburn3ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder4DailyMed
ArthralgiaD018771HP:0002829arthralgia4ATC
OsteoarthritisD010003EFO:0002506osteoarthritis4ClinicalTrials
DailyMed
ClinicalTrials
Osteoarthritis, HipD015207EFO:1000786osteoarthritis, hip3ClinicalTrials
Spondylitis, AnkylosingD013167EFO:0003898ankylosing spondylitis3ClinicalTrials
Skin NeoplasmsD012878EFO:0004198skin neoplasm2ClinicalTrials
DysmenorrheaD0044122ClinicalTrials
MastodyniaD059373EFO:1001366Mastodynia2ClinicalTrials
Pulmonary EmbolismD011655EFO:0003827pulmonary embolism2ClinicalTrials
GoutD006073EFO:0004274gout2ClinicalTrials
AgingD000375GO:0007568aging1ClinicalTrials
Carcinoma, Basal CellD002280EFO:0004193basal cell carcinoma2ClinicalTrials
PainD010146EFO:0003843pain4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials
ClinicalTrials
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC
ATC
Breast NeoplasmsD001943EFO:0000305breast carcinoma0ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy1ClinicalTrials
Peptic UlcerD010437HP:0004398Peptic ulcer3ClinicalTrials
ClinicalTrials
AnemiaD000740EFO:0004272anemia3ClinicalTrials
InflammationD007249MP:0001845inflammation1ClinicalTrials
Muscular DiseasesD009135EFO:0002970muscular disease3ClinicalTrials
PulpitisD011671EFO:1001139pulpitis2ClinicalTrials
InfertilityD007246EFO:0000545infertility3ClinicalTrials
Renal ColicD056844EFO:1001412Renal Colic3ClinicalTrials
CarcinomaD002277EFO:0000313carcinoma2ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
Osteoarthritis, KneeD020370EFO:0004616osteoarthritis, knee3ClinicalTrials
ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury2ClinicalTrials

Clinical Data

ClinicalTrials.gov DICLOFENAC
The Cochrane Collaboration DICLOFENAC

Metabolites for CHEMBL139

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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 CHEMBL139. 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
CHEMBL5071 G protein-coupled receptor 44 Homo sapiens 0.991
CHEMBL4321 Cyclooxygenase-2 Mus musculus 0.963
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 0.896
CHEMBL2434 Interleukin-8 receptor B Homo sapiens 0.555
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 0.545
CHEMBL278 Integrin alpha-4 Homo sapiens 0.294



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL5071 G protein-coupled receptor 44 Homo sapiens 0.993
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.981
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 0.975
CHEMBL4321 Cyclooxygenase-2 Mus musculus 0.950
CHEMBL3194 Transthyretin Homo sapiens 0.949
CHEMBL258 Tyrosine-protein kinase LCK Homo sapiens 0.824
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 0.733
CHEMBL278 Integrin alpha-4 Homo sapiens 0.606
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.525
CHEMBL2434 Interleukin-8 receptor B Homo sapiens 0.417

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
296.2 295.0167 4.36 4 49.33 ACID


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.18 - 4.55 1.44 2 19 0.88

Structural Alerts

There are no structural alerts for CHEMBL139

Compound Cross References

ATC D - DERMATOLOGICALS
D11 - OTHER DERMATOLOGICAL PREPARATIONS
D11A - OTHER DERMATOLOGICAL PREPARATIONS
D11AX - Other dermatologicals
D11AX18 - diclofenac

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AB - Acetic acid derivatives and related substances
M01AB05 - diclofenac

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AB - Acetic acid derivatives and related substances
M01AB55 - diclofenac, combinations

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BC - Antiinflammatory agents, non-steroids
S01BC03 - diclofenac

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
M02AA15 - diclofenac

ChemSpider ChemSpider:DCOPUUMXTXDBNB-UHFFFAOYSA-N
DailyMed diclofenac diclofenac epolamine diclofenac potassium diclofenac sodium
PubChem SID: 24424557
Wikipedia Diclofenac

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL139



ACToR 15307-86-5
Atlas diclofenac
BindingDB 13066
Brenda 154422 153432 69451
ChEBI 47381
ChemicalBook CB5225367
DrugBank DB00586
DrugCentral 865
eMolecules 901753
EPA CompTox Dashboard DTXSID6022923
FDA SRS 144O8QL0L1
Guide to Pharmacology 2714
Human Metabolome Database HMDB0014724
IBM Patent System 0384248C9423C86411C88A0DAC59F231
KEGG Ligand C01690
LINCS LSM-2160
Mcule MCULE-1824024270
MolPort MolPort-000-003-072
Nikkaji J8.557J
NMRShiftDB 20242371
PDBe DIF
PharmGKB PA449293
PubChem 3033
PubChem: Thomson Pharma 14873560
SureChEMBL SCHEMBL2799
ZINC ZINC000000001281

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