tirofiban   Click here for help

GtoPdb Ligand ID: 6586

Synonyms: Aggrastat® | L-700462 | MK-383 | tirofiban hydrochloride (monohydrate)
Approved drug PDB Ligand
tirofiban is an approved drug (FDA (1998))
Compound class: Synthetic organic
Comment: Tirofiban is a rapidly-active but short-acting glycoprotein IIb/IIIa inhibitor type antiplatelet drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 113.11
Molecular weight 440.23
XLogP 3.61
No. Lipinski's rules broken 1
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Canonical SMILES CCCCS(=O)(=O)NC(C(=O)O)Cc1ccc(cc1)OCCCCC1CCNCC1
Isomeric SMILES CCCCS(=O)(=O)N[C@H](C(=O)O)Cc1ccc(cc1)OCCCCC1CCNCC1
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
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Summary of Clinical Use Click here for help
Used in combination with heperin to treat acute coronary syndrome.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Reversible antagonist of fibrinogen binding to integrin receptor αIIbβ3 resulting in inhibition of platelet aggregation.
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