TIROFIBAN

Search structure
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: Parent
ATC: B01AC17
UNII: GGX234SI5H

Structure
InChI Key COKMIXFXJJXBQG-NRFANRHFSA-N
Smile CCCCS(=O)(=O)N[C@@H](Cc1ccc(OCCCCC2CCNCC2)cc1)C(=O)O
InChI
InChI=1S/C22H36N2O5S/c1-2-3-16-30(27,28)24-21(22(25)26)17-19-7-9-20(10-8-19)29-15-5-4-6-18-11-13-23-14-12-18/h7-10,18,21,23-24H,2-6,11-17H2,1H3,(H,25,26)/t21-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H36N2O5S
Molecular Weight 440.61
AlogP 2.95
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 14.0
Polar Surface Area 104.73
Molecular species ZWITTERION
Aromatic Rings 1.0
Heavy Atoms 30.0

Pharmacology

Primary Target
integrin αIIbβ3
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor
14 0-2400 2-15 - 88

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Acute Coronary Syndrome 3 D054058 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Pneumonia, Viral 2 D011024 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Respiratory Insufficiency 2 D012131 ClinicalTrials
Ischemic Stroke 2 D000083242 ClinicalTrials
Venous Thromboembolism 2 D054556 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials

Related Entries

Salt

Cross References

Resources Reference
CAS NUMBER 144494-65-5
ChEBI 9605
ChEMBL CHEMBL916
DrugBank DB00775
DrugCentral 2680
EPA CompTox DTXSID20162730
FDA SRS GGX234SI5H
Human Metabolome Database HMDB0014913
Guide to Pharmacology 6586
KEGG C07965
PDB AGG
PharmGKB PA451698
PubChem 60947
SureChEMBL SCHEMBL3685
ZINC ZINC000003806104
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