ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL6
CHEMBL6
Compound Name INDOMETHACIN
ChEMBL Synonyms INDOTARD MR 75 | INDOCIN SR | INDOCID RET | RIMACID | IMBRILON | FLEXIN-50 CONTINUS | FLEXIN-25 CONTINUS | ARTRACIN SR | INDOMETHACIN SODIUM | INDOMETACIN | INDOLAR | INDOCID-R | SLO-INDO | RHEUMACIN LA | PARDELPRIN MR | MOBILAN | MAXIMET SR | INDOMETACIN FARNESIL | INDOMAX-75 SR | INDODERM | INDOCIN | FLEXIN-75 CONTINUS | INDOMAX-25 | INDOLAR SR | INDO-PAED | ARTRACIN | TIVORBEX | INDOPTOL | INDOMOD | INDOMETHACIN | INDOFLEX | INDO-LEMMON | BERLIND 75 RET | LEDMECIN
Max Phase 4 (Approved)
Trade Names INDOMETHACIN SODIUM | INDOCID-R | INDOLAR | ARTRACIN SR | FLEXIN-25 CONTINUS | FLEXIN-50 CONTINUS | IMBRILON | RIMACID | INDOCID RET | INDOCIN SR | INDOTARD MR 75 | LEDMECIN | BERLIND 75 RET | INDO-LEMMON | INDOFLEX | INDOMETHACIN | INDOMOD | INDOPTOL | TIVORBEX | ARTRACIN | INDO-PAED | INDOLAR SR | INDOMAX-25 | FLEXIN-75 CONTINUS | INDOCIN | INDODERM | INDOMAX-75 SR | MAXIMET SR | MOBILAN | PARDELPRIN MR | RHEUMACIN LA | SLO-INDO
Molecular Formula C19H16ClNO4

Additional synonyms for CHEMBL6 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c3ccc(Cl)cc3
Standard InChI InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-1 ...
Download InChI
Standard InChI Key CGIGDMFJXJATDK-UHFFFAOYSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Open TG-GATEs
  • Orange Book
  • Patent Bioactivity Data
  • 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


CHEMBL6

Molecule Features

CHEMBL6 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 ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma2ClinicalTrials
GoutD006073EFO:0004274gout3ClinicalTrials
Lecithin Cholesterol Acyltransferase DeficiencyD007863Orphanet:79292Fish-eye disease1ClinicalTrials
Spondylitis, AnkylosingD013167EFO:0003898ankylosing spondylitis3ClinicalTrials
Histiocytosis, Langerhans-CellD006646EFO:1000318Langerhans Cell Histiocytosis2ClinicalTrials
MyalgiaD063806HP:0003326Myalgia4ATC
Premature BirthD047928EFO:0003917premature birth3ClinicalTrials
Renal ColicD056844EFO:1001412Renal Colic3ClinicalTrials
Hypotension, OrthostaticD007024EFO:0005252orthostatic hypotension1ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000196metastatic prostate cancer2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Ductus Arteriosus, PatentD0043743ClinicalTrials
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC
ATC
ArthralgiaD018771HP:0002829arthralgia4ATC
InflammationD007249MP:0001845inflammation3ClinicalTrials
ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials
AsthmaD001249EFO:0000270asthma1ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
MelanomaD008545EFO:0000389cutaneous melanoma2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease3ClinicalTrials
PancreatitisD010195EFO:0000278pancreatitis3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov INDOMETHACIN
The Cochrane Collaboration INDOMETHACIN

Metabolites for CHEMBL6

Open in full screen

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 CHEMBL6. 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
CHEMBL3933 Prostanoid DP receptor Mus musculus 1.000
CHEMBL230 Cyclooxygenase-2 Homo sapiens 1.000
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 1.000
CHEMBL2949 Cyclooxygenase-1 Ovis aries 1.000
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL221 Cyclooxygenase-1 Homo sapiens 1.000
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 1.000
CHEMBL2977 Cyclooxygenase-2 Rattus norvegicus 1.000
CHEMBL5071 G protein-coupled receptor 44 Homo sapiens 1.000
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.985
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.909
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 0.672
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.427
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.307
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.276



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL3933 Prostanoid DP receptor Mus musculus 1.000
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 1.000
CHEMBL230 Cyclooxygenase-2 Homo sapiens 1.000
CHEMBL2949 Cyclooxygenase-1 Ovis aries 1.000
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL2977 Cyclooxygenase-2 Rattus norvegicus 1.000
CHEMBL221 Cyclooxygenase-1 Homo sapiens 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 1.000
CHEMBL3081 Aldose reductase Bos taurus 1.000
CHEMBL5071 G protein-coupled receptor 44 Homo sapiens 1.000
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 1.000
CHEMBL5905 Aldo-keto reductase family 1 member C1 Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.996
CHEMBL3816 Cytosolic phospholipase A2 Homo sapiens 0.988
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.755
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.599
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.561

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
357.8 357.0768 3.93 4 68.53 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.96 - 4.25 .98 3 25 0.77

Structural Alerts

There are no structural alerts for CHEMBL6

Compound Cross References

ATC 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
M02AA23 - indometacin

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BC - Antiinflammatory agents, non-steroids
S01BC01 - indometacin

C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01E - OTHER CARDIAC PREPARATIONS
C01EB - Other cardiac preparations
C01EB03 - indometacin

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AB - Acetic acid derivatives and related substances
M01AB01 - indometacin

M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AB - Acetic acid derivatives and related substances
M01AB51 - indometacin, combinations

ChemSpider ChemSpider:CGIGDMFJXJATDK-UHFFFAOYSA-N
DailyMed indomethacin
PubChem SID: 11111328 SID: 11111329 SID: 11113361 SID: 124880453 SID: 124880455 SID: 124880457 SID: 124880458 SID: 144206660 SID: 144208989 SID: 144210586 SID: 170464705 SID: 17389851 SID: 174007200 SID: 26747086 SID: 26747087 SID: 26751593 SID: 50100255 SID: 50104238 SID: 50104239 SID: 50126367 SID: 56422212 SID: 85231093 SID: 856012 SID: 90340917
Wikipedia Indometacin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL6



ACToR 53-86-1 37242-43-6
Atlas indomethacin indometacin
BindingDB 17638
Brenda 98002 546 127068 125887
ChEBI 49662
ChemicalBook CB1750267
DrugBank DB00328
DrugCentral 1440
eMolecules 522904
EPA CompTox Dashboard DTXSID9020740
FDA SRS XXE1CET956
Guide to Pharmacology 1909
Human Metabolome Database HMDB0014473
IBM Patent System DCD3A5E83193826AFEF74771A74D2FBD
KEGG Ligand C01926
LINCS LSM-3275
Mcule MCULE-5636486088
Metabolights MTBLC49662
MolPort MolPort-000-917-894
Nikkaji J1.368D
NMRShiftDB 20208999
PDBe IMN
PharmGKB PA449982
PubChem 3715
PubChem: Thomson Pharma 14754602
Selleck Indomethacin(Indocid)
SureChEMBL SCHEMBL9300
ZINC ZINC000000601283

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