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Compound Detail

CHEMBL450044

SERGLIFLOZIN ETABONATE
🧪 Phase II
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🧪 Phase II
CCOC(=O)OC[C@H]1O[C@@H](Oc2ccccc2Cc2ccc(OC)cc2)[C@H](O)[C@@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL450044
Name SERGLIFLOZIN ETABONATE
Phase Phase II
Structure Type MOL
InChI Key QLXKHBNJTPICNF-QMCAAQAGSA-N

Known Names

Etabonate de sergliflozine Etabonato de sergliflozina GW-869682X GW-869683X GW869682X Sergliflozin a Sergliflozin etabonate
2
Targets
8
Activities
2
Assay Types
6
PK Parameters
16
Publications
7
Known Names
1
Mechanisms

Molecular Properties

448.5
MW (Da)
1.65
ALogP
9
HBA
3
HBD
123.9
PSA (Ų)
0.52
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -erg-; -gliflozin
USAN Year 2007

Extended Properties

Molecular Formula C23H28O9
MW 448.47
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness 0.82

Mechanism of Action

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

Activity Summary

IC50 6 meas. best 8.12
Ki 2 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium/glucose cotransporter 2
CHEMBL3884
 IC50 8.12 7.0933 7.5 3
Sodium/glucose cotransporter 2
CHEMBL3884
 Ki 6.82 6.82 151.0 1
Sodium/glucose cotransporter 1
CHEMBL4979
 IC50 5.68 5.0 2100.0 3
Sodium/glucose cotransporter 1
CHEMBL4979
 Ki 5.12 5.12 7540.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2970.0 ng.hr.mL-1 Mus musculus
Cmax 7492.14 nM Mus musculus
Cmax 7492.14 nM Mus musculus
T1/2 0.82 hr Mus musculus
T1/2 0.82 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium/glucose cotransporter 2 IC50 = 7.5 nM 8.12 Inhibition of SGLT2 (unknown origin) 37608596
Sodium/glucose cotransporter 2 Ki = 151.0 nM 6.82 Inhibition of human SGLT2 expressed in CHO-K1 cells 35924548
Sodium/glucose cotransporter 2 IC50 = 260.0 nM 6.58 Inhibition of human SGLT2 expressed in CHO cells assessed as [14C]AMG uptake aft... 21873071
Sodium/glucose cotransporter 2 IC50 = 260.0 nM 6.58 Inhibition of human SGLT2 expressed in CHO-K1 cells by [14C]AMG uptake assay 22652255
Sodium/glucose cotransporter 1 IC50 = 2100.0 nM 5.68 Inhibition of SGLT1 (unknown origin) 37608596
Sodium/glucose cotransporter 1 Ki = 7540.0 nM 5.12 Inhibition of human SGLT1 expressed in CHO-K1 cells 35924548
Sodium/glucose cotransporter 1 IC50 = 22000.0 nM 4.66 Inhibition of human SGLT1 expressed in CHO cells assessed as [14C]AMG uptake aft... 21873071
Sodium/glucose cotransporter 1 IC50 = 22000.0 nM 4.66 Inhibition of human SGLT1 expressed in CHO-K1 cells by [14C]AMG uptake assay 22652255

Literature References

PubMed DOI Target Context # Activities
22652255 10.1016/j.bmc.2012.04.053 Mus musculus 8
21873071 10.1016/j.bmc.2011.08.005 Mus musculus 5
19243175 10.1021/jm8013019 Homo sapiens 4
19243175 10.1021/jm8013019 Rattus norvegicus 3
22652255 10.1016/j.bmc.2012.04.053 Cytochrome P450 3A4 3
21873071 10.1016/j.bmc.2011.08.005 Sodium/glucose cotransporter 2 1
21873071 10.1016/j.bmc.2011.08.005 Sodium/glucose cotransporter 1 1
21873071 10.1016/j.bmc.2011.08.005 Unchecked 1
22652255 10.1016/j.bmc.2012.04.053 Sodium/glucose cotransporter 2 1
22652255 10.1016/j.bmc.2012.04.053 Sodium/glucose cotransporter 1 1
22652255 10.1016/j.bmc.2012.04.053 Unchecked 1
23062824 10.1016/j.bmc.2012.09.037 Rattus norvegicus 1
35924548 10.1021/acs.jmedchem.2c00867 Sodium/glucose cotransporter 1 1
35924548 10.1021/acs.jmedchem.2c00867 Sodium/glucose cotransporter 2 1
37608596 10.1021/acs.jmedchem.3c01138 Sodium/glucose cotransporter 2 1
37608596 10.1021/acs.jmedchem.3c01138 Sodium/glucose cotransporter 1 1

Data from ChEMBL 36 via Core Engine