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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL56367
CHEMBL56367
Compound Name NIMESULIDE
ChEMBL Synonyms AULIN | NIMESULIDE | R 805
Max Phase 4 (Approved)
Trade Names AULIN
Molecular Formula C13H12N2O5S

Additional synonyms for CHEMBL56367 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CS(=O)(=O)Nc1ccc(cc1Oc2ccccc2)[N+](=O)[O-]
Standard InChI InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13( ...
Download InChI
Standard InChI Key HYWYRSMBCFDLJT-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL56367

Molecule Features

CHEMBL56367 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
MyalgiaD063806HP:0003326Myalgia4ATC
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC
ArthralgiaD018771HP:0002829arthralgia4ATC
PainD010146EFO:0003843pain1ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov NIMESULIDE
The Cochrane Collaboration NIMESULIDE

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 CHEMBL56367. 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
CHEMBL4102 Cyclooxygenase-2 Ovis aries 0.999
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.994
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.987
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.980
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.977
CHEMBL221 Cyclooxygenase-1 Homo sapiens 0.876
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.861
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.704
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.663
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.655
CHEMBL2392 DNA polymerase beta Homo sapiens 0.531
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.527
CHEMBL5774 Monoglyceride lipase Mus musculus 0.508
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.491
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.403
CHEMBL3455 Anandamide amidohydrolase Mus musculus 0.394
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.356
CHEMBL5514 Huntingtin Homo sapiens 0.334
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.319
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.243



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4102 Cyclooxygenase-2 Ovis aries 0.999
CHEMBL221 Cyclooxygenase-1 Homo sapiens 0.999
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.998
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.971
CHEMBL4143 Calpain 2 Sus scrofa 0.965
CHEMBL3132741 Peregrin Homo sapiens 0.954
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.953
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.892
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.847
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.787
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.781
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.663
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.634
CHEMBL5514 Huntingtin Homo sapiens 0.623
CHEMBL5847 Aldo-keto reductase family 1 member C2 Homo sapiens 0.577
CHEMBL3108638 Transcription intermediary factor 1-alpha Homo sapiens 0.507
CHEMBL2802 Microbial collagenase Clostridium perfringens (strain 13 / Type A) 0.419
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.414
CHEMBL3455 Anandamide amidohydrolase Mus musculus 0.411
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.355

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
308.3 308.0467 2.76 5 98.54 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.93 - 2.7 1.33 2 21 0.68

Structural Alerts

There are 5 structural alerts for CHEMBL56367. 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
M01AX - Other antiinflammatory and antirheumatic agents, non-steroids
M01AX17 - nimesulide

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
M02AA26 - nimesulide

ChemSpider ChemSpider:HYWYRSMBCFDLJT-UHFFFAOYSA-N
PubChem SID: 11111520 SID: 11111521 SID: 124880853 SID: 144203758 SID: 144212167 SID: 170465612 SID: 26746940 SID: 26751468 SID: 50103974 SID: 56422364 SID: 85231150 SID: 855635
Wikipedia Nimesulide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL56367



ACToR 51803-78-2
Atlas nimesulide
BindingDB 50056999
Brenda 4345
ChEBI 44445
ChemicalBook CB0138084
DrugBank DB04743
DrugCentral 1935
eMolecules 592439
EPA CompTox Dashboard DTXSID3037250
FDA SRS V4TKW1454M
Guide to Pharmacology 7401
IBM Patent System 8DB42ACEEAC9B6F659724EA6F73C7841 0E8D5113032856CB9D93EE58C6357385
LINCS LSM-3718
Mcule MCULE-4217888990
MolPort MolPort-003-849-391
PDBe NIM
PharmGKB PA137179528
PubChem 4495
PubChem: Drugs of the Future 12012650
PubChem: Thomson Pharma 14752054
Selleck nimesulide
SureChEMBL SCHEMBL24882
ZINC ZINC000004617749

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