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
SMILES / InChI / InChIKey
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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
InChI Key COKMIXFXJJXBQG-NRFANRHFSA-N
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
integrin αIIbβ3 Primary target of this compound Hs Inhibitor Inhibition 9.4 pIC50 - 1
pIC50 9.4 (IC50 3.7x10-10 M) [1]
Description: Displacement of biotinylated fibrinogen from human integrin αIIbβ3.