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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL563
CHEMBL563
Compound Name FLURBIPROFEN
ChEMBL Synonyms Occufen | BTS-18322 | BTS 18,322 | Ansaid | OCUFEN | FLURBIPROFEN | Zepolas | U-27,182 | STREFEN | FROBEN SR | TRANSACT | Ocufen | ANSAID | FROBEN | FLUBIPROFEN | CEBUTID | FLURBIPROFEN SODIUM
Max Phase 4 (Approved)
Trade Names TRANSACT | OCUFEN | FROBEN SR | STREFEN | ANSAID | CEBUTID | FLURBIPROFEN | FROBEN | Occufen | Zepolas | Ansaid | FLURBIPROFEN SODIUM
Molecular Formula C15H13FO2

Additional synonyms for CHEMBL563 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C(=O)O)c1ccc(c(F)c1)c2ccccc2
Standard InChI InChI=1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5- ...
Download InChI
Standard InChI Key SYTBZMRGLBWNTM-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL563

Molecule Features

CHEMBL563 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:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ArthralgiaD018771HP:0002829arthralgia4ATC
Rheumatic DiseasesD012216EFO:0005755rheumatic disease4ATC
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
AnemiaD000740EFO:0004272anemia1ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
PainD010146EFO:0003843pain3ClinicalTrials
MyalgiaD063806HP:0003326Myalgia4ATC
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis1ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis2ClinicalTrials

Clinical Data

ClinicalTrials.gov FLURBIPROFEN
The Cochrane Collaboration FLURBIPROFEN

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 CHEMBL563. 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
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.969
CHEMBL221 Cyclooxygenase-1 Homo sapiens 0.723
CHEMBL3229 Anandamide amidohydrolase Rattus norvegicus 0.370
CHEMBL4794 Vanilloid receptor Homo sapiens 0.329
CHEMBL3338 Squalene synthetase Homo sapiens 0.326



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2949 Cyclooxygenase-1 Ovis aries 1.000
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.966
CHEMBL3229 Anandamide amidohydrolase Rattus norvegicus 0.871
CHEMBL221 Cyclooxygenase-1 Homo sapiens 0.762
CHEMBL3338 Squalene synthetase Homo sapiens 0.474
CHEMBL4794 Vanilloid receptor Homo sapiens 0.354

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
244.3 244.09 3.68 3 37.3 ACID


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.14 - 3.66 .52 2 18 0.89

Structural Alerts

There are no structural alerts for CHEMBL563

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M01 - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
M01A - ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
M01AE - Propionic acid derivatives
M01AE09 - flurbiprofen

R - RESPIRATORY SYSTEM
R02 - THROAT PREPARATIONS
R02A - THROAT PREPARATIONS
R02AX - Other throat preparations
R02AX01 - flurbiprofen

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
M02AA19 - flurbiprofen

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BC - Antiinflammatory agents, non-steroids
S01BC04 - flurbiprofen

ChemSpider ChemSpider:SYTBZMRGLBWNTM-UHFFFAOYSA-N
DailyMed flurbiprofen flurbiprofen sodium
PubChem SID: 144204098 SID: 144212670 SID: 174007327 SID: 26747178 SID: 49732000 SID: 520771 SID: 855731 SID: 860839
Wikipedia Flurbiprofen

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL563



ACToR 51543-38-5 5104-49-4
BindingDB 50074922
Brenda 3816
ChEBI 5130
ChemicalBook CB7465967
DrugBank DB00712
DrugCentral 1219
eMolecules 538498
EPA CompTox Dashboard DTXSID0037231
Guide to Pharmacology 4194
Human Metabolome Database HMDB0014850
IBM Patent System F0AC4536874246977D5816FA630C0A65
LINCS LSM-5174
Mcule MCULE-4306860727
MolPort MolPort-000-812-253
NIH Clinical Collection SAM001246961 SAM002564209
Nikkaji J33.114G J73.105F
NMRShiftDB 20207883
PharmGKB PA449683
PubChem 3394
PubChem: Drugs of the Future 12014074
PubChem: Thomson Pharma 14823266
SureChEMBL SCHEMBL2248

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