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
Selectivity at catalytic receptors
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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.