eptifibatide   Click here for help

GtoPdb Ligand ID: 6585

Synonyms: C68-22 | Eptifibatide Accord (generic) | Integrelin®
Approved drug
eptifibatide is an approved drug (FDA (1998), EMA (1999))
Compound class: Synthetic organic
Comment: Eptifibatide is a synthetic cyclic hexapeptide inhibitor of the integrin αIIbβ3 protein complex.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 19
Hydrogen bond donors 11
Rotatable bonds 11
Topological polar surface area 374.49
Molecular weight 831.32
XLogP 0.57
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CC1NC(=O)CNC(=O)C(CCCCNC(=N)N)NC(=O)CCSSCC(NC(=O)C2N(C(=O)C(NC1=O)Cc1c[nH]c3c1cccc3)CCC2)C(=O)N
Isomeric SMILES OC(=O)C[C@@H]1NC(=O)CNC(=O)[C@H](CCCCNC(=N)N)NC(=O)CCSSC[C@H](NC(=O)[C@H]2N(C(=O)[C@@H](NC1=O)Cc1c[nH]c3c1cccc3)CCC2)C(=O)N
InChI InChI=1S/C35H49N11O9S2/c36-30(51)25-18-57-56-13-10-27(47)42-22(8-3-4-11-39-35(37)38)31(52)41-17-28(48)43-23(15-29(49)50)32(53)44-24(14-19-16-40-21-7-2-1-6-20(19)21)34(55)46-12-5-9-26(46)33(54)45-25/h1-2,6-7,16,22-26,40H,3-5,8-15,17-18H2,(H2,36,51)(H,41,52)(H,42,47)(H,43,48)(H,44,53)(H,45,54)(H,49,50)(H4,37,38,39)/t22-,23-,24-,25-,26-/m0/s1
InChI Key CZKPOZZJODAYPZ-LROMGURASA-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 6.2 – 6.8 pIC50 - 1
pIC50 6.2 – 6.8 (IC50 5.7x10-7 – 1.4x10-7 M) [1]
Description: inhibition of human platelet aggregation. The IC50 varies according to the anti-coagulant used during blood collection.