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Compound Detail

CHEMBL3039507

SOTAGLIFLOZIN
💊 Approved Drug
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💊 Approved Drug
CCOc1ccc(Cc2cc([C@@H]3O[C@H](SC)[C@@H](O)[C@H](O)[C@H]3O)ccc2Cl)cc1

Basic Information

ChEMBL ID CHEMBL3039507
Name SOTAGLIFLOZIN
Phase Approved
Structure Type MOL
InChI Key QKDRXGFQVGOQKS-CRSSMBPESA-N
Therapeutic ✓ Yes

Known Names

Inpefa LP-802034 LX-4211 LX4211 Sar-439954 Sar439954 Sotagliflozin Sotagliflozina Sotagliflozine Zynquista
2
Targets
12
Activities
1
Assay Types
7
PK Parameters
20
Publications
10
Known Names
10
Indications
2
Mechanisms

Molecular Properties

424.9
MW (Da)
3.17
ALogP
6
HBA
3
HBD
79.2
PSA (Ų)
0.66
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2019
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -gliflozin
USAN Year 2013

Extended Properties

Molecular Formula C21H25ClO5S
MW 424.95
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 0.10

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Sodium/glucose cotransporter 1 inhibitor INHIBITOR Sodium/glucose cotransporter 1
Sodium/glucose cotransporter 2 inhibitor INHIBITOR Sodium/glucose cotransporter 2

Indications

Diabetes Mellitus Diabetes Mellitus, Type 1 Diabetes Mellitus, Type 2 Heart Disease Risk Factors Heart Failure Renal Insufficiency, Chronic Cardiomyopathy, Hypertrophic Kidney Diseases Liver Diseases Cardiomyopathies

ATC Classification

A10BK06
sotagliflozin
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: DRUGS USED IN DIABETES

Activity Summary

IC50 12 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium/glucose cotransporter 2
CHEMBL3884
IC50 8.82 8.78 1.5 6
Sodium/glucose cotransporter 1
CHEMBL4979
IC50 7.46 7.45 34.6 6

Pharmacokinetic Data

Parameter Value Units Species
AUC 824.4 ng.hr.mL-1 Mus musculus
AUC 8375.76 ng.hr.mL-1 Mus musculus
CL 20.6 mL.min-1.kg-1 Mus musculus
Cmax 4973.0 nM Mus musculus
F 98.0 % Mus musculus
T1/2 1.39 hr Mus musculus
T1/2 6.52 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
28045524 10.1021/acs.jmedchem.6b01541 Mus musculus 9
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
28447791 10.1021/acs.jmedchem.6b01818 Sodium/glucose cotransporter 2 2
28447791 10.1021/acs.jmedchem.6b01818 Sodium/glucose cotransporter 1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
32738984 10.1016/j.bmcl.2020.127387 Sodium/glucose cotransporter 2 1
32738984 10.1016/j.bmcl.2020.127387 Sodium/glucose cotransporter 1 1
31630053 10.1016/j.ejmech.2019.111773 Unchecked 1
31630053 10.1016/j.ejmech.2019.111773 ADMET 1
31630053 10.1016/j.ejmech.2019.111773 Sodium/glucose cotransporter 2 1
31630053 10.1016/j.ejmech.2019.111773 Sodium/glucose cotransporter 1 1
28045524 10.1021/acs.jmedchem.6b01541 Sodium/glucose cotransporter 1 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
30151080 10.1039/C8MD00183A Sodium/glucose cotransporter 2 1
30151080 10.1039/C8MD00183A Unchecked 1
30151080 10.1039/C8MD00183A Sodium/glucose cotransporter 1 1
28447791 10.1021/acs.jmedchem.6b01818 Unchecked 1

Data from ChEMBL 36 via Core Engine