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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1166
CHEMBL1166
Compound Name ARGATROBAN
ChEMBL Synonyms ARGATROBAN | ARGATROBAN IN SODIUM CHLORIDE | MCI-9038 | MD-805 | GN1600 | GN-1600 | DK-7419 | ARGATROBAN IN DEXTROSE | ACOVA
Max Phase 4 (Approved)
Trade Names ARGATROBAN | ARGATROBAN IN SODIUM CHLORIDE | ACOVA | ARGATROBAN IN DEXTROSE
Molecular Formula C23H36N6O5S

Additional synonyms for CHEMBL1166 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@@H]1CCN([C@H](C1)C(=O)O)C(=O)[C@H](CCCNC(=N)N)NS(=O)(=O) ...
Download SMILES
Standard InChI InChI=1S/C23H36N6O5S/c1-14-8-10-29(18(12-14)22(31)32)21(30)1 ...
Download InChI
Standard InChI Key KXNPVXPOPUZYGB-IOVMHBDKSA-N

Sources

  • 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


CHEMBL1166

Molecule Features

CHEMBL1166 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N 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
ThrombocytopeniaD0139214ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC
Angina, UnstableD000789EFO:1000985intermediate coronary syndrome2ClinicalTrials

Clinical Data

ClinicalTrials.gov ARGATROBAN
The Cochrane Collaboration ARGATROBAN

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 CHEMBL1166. 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
CHEMBL4471 Thrombin Bos taurus 1.000
CHEMBL204 Thrombin Homo sapiens 1.000
CHEMBL3769 Trypsin I Bos taurus 1.000
CHEMBL1801 Plasminogen Homo sapiens 1.000
CHEMBL3018 Matriptase Homo sapiens 1.000
CHEMBL209 Trypsin I Homo sapiens 0.993
CHEMBL4472 Trypsin II Bos taurus 0.967
CHEMBL1873 Tissue-type plasminogen activator Homo sapiens 0.889



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4471 Thrombin Bos taurus 1.000
CHEMBL3769 Trypsin I Bos taurus 1.000
CHEMBL1801 Plasminogen Homo sapiens 1.000
CHEMBL204 Thrombin Homo sapiens 1.000
CHEMBL209 Trypsin I Homo sapiens 1.000
CHEMBL3018 Matriptase Homo sapiens 1.000
CHEMBL3656 Coagulation factor X Bos taurus 1.000
CHEMBL4472 Trypsin II Bos taurus 0.999
CHEMBL1873 Tissue-type plasminogen activator Homo sapiens 0.995
CHEMBL4444 Vitamin K-dependent protein C Homo sapiens 0.991
CHEMBL2079849 Serine protease hepsin Homo sapiens 0.945
CHEMBL3204 Plasminogen Rattus norvegicus 0.943
CHEMBL3795 Melanocortin receptor 1 Homo sapiens 0.847

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
508.7 508.2468 0.91 9 177.71 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 6 2 11 7 3


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.44 13.52 .16 -2.34 1 35 0.16

Structural Alerts

There are 7 structural alerts for CHEMBL1166. 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
B01AE03 - argatroban

ChemSpider ChemSpider:KXNPVXPOPUZYGB-IOVMHBDKSA-N
DailyMed argatroban
Wikipedia Argatroban

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1166



BindingDB 50038001
Brenda 8505
ChEBI 94385
ChemicalBook CB7738830 CB12103951
DrugBank DB00278
DrugCentral 239
eMolecules 8681016
Guide to Pharmacology 6385
IBM Patent System DD54017933B457129463A32553BB4C98
LINCS LSM-5061
MolPort MolPort-006-069-116 MolPort-042-652-601
NIH Clinical Collection SAM001246661
Nikkaji J69.894F
PubChem 92722
PubChem: Thomson Pharma 14786818 14786817
Selleck argatroban
SureChEMBL SCHEMBL1145308

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