eptifibatide   

GtoPdb Ligand ID: 6585

Synonyms: C68-22 | Eptifibatide Accord (generic) | Integrelin®
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
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
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
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1998), EMA (1999))
IUPAC Name
2-[(3R,11S,17S,20S,25aS)-11-(4-carbamimidamidobutyl)-3-carbamoyl-20-(indol-3-ylmethyl)-1,9,12,15,18,21-hexaoxo-docosahydro-1H-pyrrolo[2,1-g]1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosan-17-yl]acetic acid
International Nonproprietary Names
INN number INN
7717 eptifibatide
Synonyms
C68-22 | Eptifibatide Accord (generic) | Integrelin®
Database Links
CAS Registry No. 188627-80-7
ChEMBL Ligand CHEMBL1174
DrugBank Ligand DB00063
DrugCentral Ligand 1040
GtoPdb PubChem SID 178103198
PubChem CID 448812
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Wikipedia Eptifibatide

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Tocris
Eptifibatide
Cat. No. 4725