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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL916
CHEMBL916
Compound Name TIROFIBAN
ChEMBL Synonyms MK-383 | L-700462 | TIROFIBAN HYDROCHLORIDE | L-700,462 | TIROFIBAN | Aggrastat
Max Phase 4 (Approved)
Trade Names Aggrastat
Molecular Formula C22H36N2O5S

Additional synonyms for CHEMBL916 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCS(=O)(=O)N[C@@H](Cc1ccc(OCCCCC2CCNCC2)cc1)C(=O)O
Standard InChI InChI=1S/C22H36N2O5S/c1-2-3-16-30(27,28)24-21(22(25)26)17-19 ...
Download InChI
Standard InChI Key COKMIXFXJJXBQG-NRFANRHFSA-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


CHEMBL916

Molecule Features

CHEMBL916 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Integrin alpha-IIb/beta-3 inhibitor Integrin alpha-IIb/beta-3 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC
Acute Coronary SyndromeD054058EFO:0005672acute coronary syndrome3ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Renal InsufficiencyD0514371ClinicalTrials

Clinical Data

ClinicalTrials.gov TIROFIBAN
The Cochrane Collaboration TIROFIBAN

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 CHEMBL916. 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
CHEMBL1801 Plasminogen Homo sapiens 0.978
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.486
CHEMBL4471 Thrombin Bos taurus 0.484
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.421

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 1.000
CHEMBL1801 Plasminogen Homo sapiens 0.997
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 0.995
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.977
CHEMBL4471 Thrombin Bos taurus 0.972
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.925
CHEMBL4073 Matrix metalloproteinase 7 Homo sapiens 0.909
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.781
CHEMBL2459 Peroxisome proliferator-activated receptor gamma Mus musculus 0.682
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.551
CHEMBL268 Cathepsin K Homo sapiens 0.438
CHEMBL286 Renin Homo sapiens 0.386
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.321
CHEMBL278 Integrin alpha-4 Homo sapiens 0.249

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
440.6 440.2345 2.95 14 104.73 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.37 10.67 2.61 .11 1 30 0.38

Structural Alerts

There are 3 structural alerts for CHEMBL916. To view alerts please click here.

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B01 - ANTITHROMBOTIC AGENTS
B01A - ANTITHROMBOTIC AGENTS
B01AC - Platelet aggregation inhibitors excl. heparin
B01AC17 - tirofiban

ChemSpider ChemSpider:COKMIXFXJJXBQG-NRFANRHFSA-N
DailyMed tirofiban hydrochloride
Wikipedia Tirofiban

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL916



ACToR 144494-65-5
BindingDB 50004058
Brenda 117831
ChEBI 9605
ChemicalBook CB9169083
DrugBank DB00775
DrugCentral 2680
eMolecules 6843975
EPA CompTox Dashboard DTXSID20162730
FDA SRS GGX234SI5H
Guide to Pharmacology 6586
Human Metabolome Database HMDB0014913
IBM Patent System 2FC53D6860180F71A1D0A6FD4F74C7F9
KEGG Ligand C07965
LINCS LSM-45871
MolPort MolPort-006-167-632
Nikkaji J523.557J
PDBe AGG
PharmGKB PA451698
PubChem 60947 40466968
PubChem: Thomson Pharma 14783655 14857107
SureChEMBL SCHEMBL3685
ZINC ZINC000003806104

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