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Compound Detail

CHEMBL1174

EPTIFIBATIDE
💊 Approved Drug
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💊 Approved Drug
N=C(N)NCCCC[C@@H]1NC(=O)CCSSC[C@@H](C(N)=O)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(=O)O)NC(=O)CNC1=O

Basic Information

ChEMBL ID CHEMBL1174
Name EPTIFIBATIDE
Phase Approved
Structure Type BOTH
InChI Key CZKPOZZJODAYPZ-LROMGURASA-N
Therapeutic ✓ Yes

Known Names

Eptifibatida Eptifibatide Eptifibatide accord Integrelin Integrilin
3
Targets
4
Activities
2
Assay Types
4
PK Parameters
20
Publications
5
Known Names
15
Indications
1
Mechanisms

Molecular Properties

832.0
MW (Da)
-1.84
ALogP
11
HBA
11
HBD
323.9
PSA (Ų)
0.05
QED
3
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Protein
First Approval 1998
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral
USAN Stem -tide

Extended Properties

Molecular Formula C35H49N11O9S2
MW 831.98
Aromatic Rings 2
Heavy Atoms 57
NP-Likeness 0.84

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Integrin alpha-IIb/beta-3 inhibitor INHIBITOR Integrin alpha-IIb/beta-3

Indications

Acute Coronary Syndrome Angina, Unstable Myocardial Infarction Myocardial Infarction Thrombosis Cardiovascular Diseases Ischemic Stroke Myocardial Ischemia Brain Infarction Coronary Disease Pneumonia Shock, Septic ST Elevation Myocardial Infarction Stroke Anemia, Sickle Cell

ATC Classification

B01AC16
eptifibatide
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS

Activity Summary

IC50 3 meas. best 7.92
Kd 1 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
IC50 7.92 7.92 12.0 1
Integrin alpha-V/beta-3
CHEMBL1907598
Kd 6.92 6.92 120.0 1
Integrin alpha-IIb/beta-3
CHEMBL2093869
IC50 6.85 6.545 140.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 1.2 mL.min-1.kg-1 Homo sapiens
Fu 0.75 - Homo sapiens
MRT 2.4 hr Homo sapiens
T1/2 4.2 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
18426954 10.1124/dmd.108.020479 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
10999999 10.1021/jm000022w Integrin alpha-IIb/beta-3 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
31999923 10.1021/acs.jmedchem.9b01869 Integrin alpha-V/beta-3 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
29108753 10.1016/j.bmcl.2017.10.068 Integrin subunit alpha 2b/beta-3 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1

Data from ChEMBL 36 via Core Engine