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Compound Detail

CHEMBL2107830

EMPAGLIFLOZIN
💊 Approved Drug
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💊 Approved Drug
OC[C@H]1O[C@@H](c2ccc(Cl)c(Cc3ccc(O[C@H]4CCOC4)cc3)c2)[C@H](O)[C@@H](O)[C@@H]1O

Basic Information

ChEMBL ID CHEMBL2107830
Name EMPAGLIFLOZIN
Phase Approved
Structure Type MOL
InChI Key OBWASQILIWPZMG-QZMOQZSNSA-N
Therapeutic ✓ Yes

Known Names

BI 10773 BI-10773 Bi10773 Empagliflozin Empagliflozin component of glyxambi Empagliflozin component of synjardy Empagliflozin component of trijardy xr Empagliflozina Empagliflozine Jardiance
3
Targets
12
Activities
2
Assay Types
1
PK Parameters
20
Publications
10
Known Names
20
Indications
1
Mechanisms

Molecular Properties

450.9
MW (Da)
1.61
ALogP
7
HBA
4
HBD
108.6
PSA (Ų)
0.53
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -gliflozin
USAN Year 2012

Extended Properties

Molecular Formula C23H27ClO7
MW 450.92
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness 0.89

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sodium/glucose cotransporter 2 inhibitor INHIBITOR Sodium/glucose cotransporter 2

Indications

Diabetes Mellitus Diabetes Mellitus, Type 2 Heart Failure Renal Insufficiency, Chronic Cardiotoxicity Diabetes Mellitus, Type 1 Diabetes, Gestational Diabetic Nephropathies Insulin Resistance Metabolic Syndrome Myocardial Infarction Myocardial Infarction Non-alcoholic Fatty Liver Disease Severe Acute Respiratory Syndrome Shock Ascites Colitis, Ulcerative Depressive Disorder, Major Familial Primary Pulmonary Hypertension Glycogen Storage Disease Type I

ATC Classification

A10BK03
empagliflozin
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

IC50 9 meas. best 8.51
EC50 3 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium/glucose cotransporter 2
CHEMBL3884
EC50 8.52 8.52 3.0 1
A549
CHEMBL392
EC50 8.52 8.52 3.0 1
Sodium/glucose cotransporter 2
CHEMBL3884
IC50 8.51 8.51 3.1 6
Sodium/glucose cotransporter 1
CHEMBL4979
IC50 5.49 5.3533 3235.0 3
Sodium/glucose cotransporter 1
CHEMBL4979
EC50 5.08 5.08 8300.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37608596 10.1021/acs.jmedchem.3c01138 Mus musculus 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
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
31325786 10.1016/j.ejmech.2019.07.032 Sodium/glucose cotransporter 2 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
30151080 10.1039/C8MD00183A Sodium/glucose cotransporter 2 1

Data from ChEMBL 36 via Core Engine