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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL539697
CHEMBL539697
Compound Name DABIGATRAN ETEXILATE
ChEMBL Synonyms PRADAXA | DABIGATRAN ETEXILATE MESYLATE | BIBR-1048 | DABIGATRAN ETEXILATE | BIBR 1048 MS | BIBR 1048 BS RS1
Max Phase 4 (Approved)
Trade Names PRADAXA
Molecular Formula C34H41N7O5

Additional synonyms for CHEMBL539697 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCCCOC(=O)\N=C(/N)\c1ccc(NCc2nc3cc(ccc3n2C)C(=O)N(CCC(=O)O ...
Download SMILES
Standard InChI InChI=1S/C34H41N7O5/c1-4-6-7-10-21-46-34(44)39-32(35)24-12-1 ...
Download InChI
Standard InChI Key KSGXQBZTULBEEQ-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL539697

Molecule Features

CHEMBL539697 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Thrombin inhibitor Thrombin DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Non-alcoholic Fatty Liver DiseaseD065626EFO:0003095non-alcoholic fatty liver disease1ClinicalTrials
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC
Venous ThrombosisD020246HP:0004936Venous thrombosis3ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease2ClinicalTrials
StrokeD020521EFO:0000712stroke4ClinicalTrials
DailyMed
DailyMed
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease1ClinicalTrials
Hematologic DiseasesD006402HP:0001871abnormality of blood and blood-forming tissues1ClinicalTrials
Renal InsufficiencyD0514371ClinicalTrials
Venous ThrombosisD020246EFO:0003907deep vein thrombosis4DailyMed
Atrial FibrillationD001281EFO:0000275atrial fibrillation4ClinicalTrials
DailyMed
DailyMed
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma1ClinicalTrials
Venous ThromboembolismD054556EFO:0004286venous thromboembolism3ClinicalTrials
EmbolismD0046174DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov DABIGATRAN ETEXILATE
The Cochrane Collaboration DABIGATRAN ETEXILATE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
627.8 627.3169 5.6 15 154.03 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 2 2 12 3 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 5.09 5.04 5.04 4 46 0.07

Structural Alerts

There are 7 structural alerts for CHEMBL539697. To view alerts please click here.

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B01 - ANTITHROMBOTIC AGENTS
B01A - ANTITHROMBOTIC AGENTS
B01AE - Direct thrombin inhibitors
B01AE07 - dabigatran etexilate

ChemSpider ChemSpider:KSGXQBZTULBEEQ-UHFFFAOYSA-N
DailyMed dabigatran etexilate mesylate
PubChem SID: 170466107
Wikipedia Dabigatran

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL539697



ACToR 211915-06-9
BindingDB 50432209
Brenda 167472 40386
ChEBI 70746
DrugBank DB06695
DrugCentral 776
eMolecules 32278198
EPA CompTox Dashboard DTXSID4057681
FDA SRS 2E18WX195X
Guide to Pharmacology 6379
Human Metabolome Database HMDB0015641
IBM Patent System CFF23243588213D85A3B10C382A5869A C554A172D52EB89981844D461E0C9C7A C28AB8F930F2315B9A56BF48F76FA29A
LINCS LSM-45249
MolPort MolPort-020-313-386 MolPort-020-006-055 MolPort-016-633-287 MolPort-028-747-981
Nikkaji J2.566.951G
PharmGKB PA165958369
PubChem 6445226 213023 9578572
PubChem: Thomson Pharma 17383903 49701786 14814262
Selleck BIBR-1048(Dabigatran-etexilate)
SureChEMBL SCHEMBL505829
ZINC ZINC000003943279

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