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Compound Detail

CHEMBL270766

SERGLIFLOZIN A
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COc1ccc(Cc2ccccc2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL270766
Name SERGLIFLOZIN A
Phase Preclinical
Structure Type MOL
InChI Key HFLCZNNDZKKXCS-OUUBHVDSSA-N
2
Targets
13
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

376.4
MW (Da)
0.46
ALogP
7
HBA
4
HBD
108.6
PSA (Ų)
0.58
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24O7
MW 376.41
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 1.08

Activity Summary

IC50 7 meas. best 8.32
EC50 3 meas. best 8.05
Ki 3 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium/glucose cotransporter 2
CHEMBL3884
 Ki 8.62 8.62 2.4 2
Sodium/glucose cotransporter 2
CHEMBL3884
 IC50 8.32 8.24 4.8 4
Sodium/glucose cotransporter 2
CHEMBL3884
 EC50 8.05 8.0433 9.0 3
Sodium/glucose cotransporter 1
CHEMBL4979
 Ki 6.15 6.15 708.0 1
Sodium/glucose cotransporter 1
CHEMBL4979
 IC50 5.68 5.6533 2100.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium/glucose cotransporter 2 Ki = 2.4 nM 8.62 Inhibition of human kidney SGLT2 assessed as renal glucose reabsorption 19243175
Sodium/glucose cotransporter 2 Ki = 2.39 nM 8.62 Inhibition of human SGLT2 expressed in CHO-K1 cells 35924548
Sodium/glucose cotransporter 2 IC50 = 4.8 nM 8.32 Inhibition of human SGLT2 expressed in CHO cells assessed as [14C]AMG uptake aft... 21873071
Sodium/glucose cotransporter 2 IC50 = 4.8 nM 8.32 Inhibition of human SGLT2 expressed in CHO-K1 cells by [14C]AMG uptake assay 22652255
Sodium/glucose cotransporter 2 IC50 = 6.25 nM 8.2 Inhibition of human recombinant SGLT2 expressed in CHO cells by liquid scintilla... 20181486
Sodium/glucose cotransporter 2 IC50 = 7.5 nM 8.12 Inhibition of SGLT2 (unknown origin) 37608596
Sodium/glucose cotransporter 2 EC50 = 9.0 nM 8.05 Inhibition of human kidney SGLT2 assessed as renal glucose reabsorption 19243175
Sodium/glucose cotransporter 2 EC50 = 9.2 nM 8.04 Inhibition of human SGLT2 expressed in CHO cells assessed as inhibition of [14C]... 18260618
Sodium/glucose cotransporter 2 EC50 = 9.2 nM 8.04 Inhibition of SGLT2 (unknown origin) 31930920
Sodium/glucose cotransporter 1 Ki = 708.0 nM 6.15 Inhibition of human SGLT1 expressed in CHO-K1 cells 35924548
Sodium/glucose cotransporter 1 IC50 = 2100.0 nM 5.68 Inhibition of SGLT1 (unknown origin) 37608596
Sodium/glucose cotransporter 1 IC50 = 2300.0 nM 5.64 Inhibition of human SGLT1 expressed in CHO cells assessed as [14C]AMG uptake aft... 21873071
Sodium/glucose cotransporter 1 IC50 = 2300.0 nM 5.64 Inhibition of human SGLT1 expressed in CHO-K1 cells by [14C]AMG uptake assay 22652255

Literature References

PubMed DOI Target Context # Activities
27025345 10.1016/j.bmcl.2016.03.065 Rattus norvegicus 5
34939794 10.1021/acs.jmedchem.1c00947 No relevant target 3
34939794 10.1021/acs.jmedchem.1c00947 ADMET 3
22652255 10.1016/j.bmc.2012.04.053 Cytochrome P450 3A4 3
19243175 10.1021/jm8013019 Sodium/glucose cotransporter 2 2
22652255 10.1016/j.bmc.2012.04.053 Sodium/glucose cotransporter 1 1
37608596 10.1021/acs.jmedchem.3c01138 Unchecked 1
34939794 10.1021/acs.jmedchem.1c00947 Hypoxia-inducible factor 1-alpha 1
31930920 10.1021/acs.jmedchem.9b01701 Sodium/glucose cotransporter 2 1
31930920 10.1021/acs.jmedchem.9b01701 Sodium/glucose cotransporter 1 1
27025345 10.1016/j.bmcl.2016.03.065 No relevant target 1
22652255 10.1016/j.bmc.2012.04.053 Unchecked 1
18260618 10.1021/jm701272q Sodium/glucose cotransporter 2 1
22652255 10.1016/j.bmc.2012.04.053 Sodium/glucose cotransporter 2 1
21873071 10.1016/j.bmc.2011.08.005 Unchecked 1
21873071 10.1016/j.bmc.2011.08.005 Sodium/glucose cotransporter 1 1
21873071 10.1016/j.bmc.2011.08.005 Sodium/glucose cotransporter 2 1
20181486 10.1016/j.bmc.2010.01.073 Sodium/glucose cotransporter 2 1
19243175 10.1021/jm8013019 Unchecked 1
18260618 10.1021/jm701272q Unchecked 1

Data from ChEMBL 36 via Core Engine