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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL522038
CHEMBL522038
Compound Name XIMELAGATRAN
ChEMBL Synonyms H 376/95 | EXANTA (PROPOSED) | XIMELAGATRAN
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names EXANTA (PROPOSED)
Molecular Formula C24H35N5O5

Additional synonyms for CHEMBL522038 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)CN[C@H](C1CCCCC1)C(=O)N2CC[C@H]2C(=O)NCc3ccc(cc3)\C( ...
Download SMILES
Standard InChI InChI=1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)2 ...
Download InChI
Standard InChI Key ZXIBCJHYVWYIKI-PZJWPPBQSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL522038

Molecule Features

CHEMBL522038 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 2006
Country Worldwide
Reason

Clinical Data

ClinicalTrials.gov XIMELAGATRAN
The Cochrane Collaboration XIMELAGATRAN

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
473.6 473.2638 1.16 11 146.35 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 4 0 10 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.53 5.79 2.14 2.13 1 34 0.12

Structural Alerts

There are 11 structural alerts for CHEMBL522038. 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
B01AE05 - ximelagatran

ChemSpider ChemSpider:ZXIBCJHYVWYIKI-PZJWPPBQSA-N
PubChem SID: 144207182
Wikipedia Ximelagatran

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL522038



ACToR 192939-46-1
Brenda 75362 167471
ChEBI 65172 136702
DrugBank DB04898
DrugCentral 2852
eMolecules 30156159
EPA CompTox Dashboard DTXSID5049075
FDA SRS 49HFB70472
Guide to Pharmacology 6381
Human Metabolome Database HMDB0015603
IBM Patent System 62CFD1B3AA63AD6EEB10F953548F94F5
MolPort MolPort-003-850-871
Nikkaji J1.851.138J
PharmGKB PA161748474
PubChem 9574101 656635 5478933
PubChem: Drugs of the Future 12015148
PubChem: Thomson Pharma 14883130 14785299 14883129 14858738
SureChEMBL SCHEMBL4845 SCHEMBL15908919 SCHEMBL19065093
ZINC ZINC000012504524

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