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Compound Detail

CHEMBL569434

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CCOc1ccc(Cc2cc([C@@H]3OC(OC)[C@@H](O)[C@H](O)[C@H]3O)ccc2Cl)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL569434
Phase Preclinical
Structure Type MOL
InChI Key XEEROTCYZVZEEI-AUGMSIGLSA-N
3
Targets
10
Activities
1
Assay Types
24
PK Parameters
4
Publications
0
Known Names

Molecular Properties

408.9
MW (Da)
2.46
ALogP
6
HBA
3
HBD
88.4
PSA (Ų)
0.68
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 C21H25ClO6
MW 408.88
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 0.58

Activity Summary

IC50 10 meas. best 8.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium/glucose cotransporter 2
CHEMBL1075302
 IC50 8.2 7.7625 6.3 4
Sodium/glucose cotransporter 2
CHEMBL3884
 IC50 7.85 7.0925 14.0 4
Sodium/glucose cotransporter 1
CHEMBL4979
 IC50 5.72 5.65 1900.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 3348.32 ng.hr.mL-1 Mus musculus
AUC 6619.77 ng.hr.mL-1 Mus musculus
AUC 4775.72 ng.hr.mL-1 Mus musculus
AUC 7139.04 ng.hr.mL-1 Mus musculus
AUC 780.96 ng.hr.mL-1 Mus musculus
AUC 605.55 ng.hr.mL-1 Mus musculus
CL 22.49 mL.min-1.kg-1 Mus musculus
CL 27.65 mL.min-1.kg-1 Mus musculus
Cmax 4381.0 nM Mus musculus
Cmax 6489.0 nM Mus musculus
F 61.2 % Mus musculus
F 100.0 % Mus musculus
MRT 4.6 hr Mus musculus
MRT 8.44 hr Mus musculus
MRT 1.62 hr Mus musculus
MRT 1.77 hr Mus musculus
T1/2 2.76 hr Mus musculus
T1/2 6.96 hr Mus musculus
T1/2 1.07 hr Mus musculus
T1/2 1.29 hr Mus musculus
Tmax 0.38 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 0.38 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 = 6.3 nM 8.2 Inhibition of mouse SGLT2-mediated [14C]alpha-methylglucopyranoside uptake by ce... 19785435
Sodium/glucose cotransporter 2 IC50 = 7.1 nM 8.15 Inhibition of mouse SGLT2-mediated [14C]alpha-methylglucopyranoside uptake by ce... 19785435
Sodium/glucose cotransporter 2 IC50 = 7.1 nM 8.15 Inhibition of mouse SGLT2-mediated [14C]alpha-methylglucopyranoside uptake by ce... 19785435
Sodium/glucose cotransporter 2 IC50 = 14.0 nM 7.85 Inhibition of human SGLT2 expressed in HEK293 cells assessed as inhibition of [1... 19785435
Sodium/glucose cotransporter 2 IC50 = 25.0 nM 7.6 Inhibition of human SGLT2 expressed in HEK293 cells assessed as inhibition of [1... 19785435
Sodium/glucose cotransporter 2 IC50 = 25.0 nM 7.6 Inhibition of human SGLT2 expressed in HEK293 cells assessed as inhibition of [1... 19785435
Sodium/glucose cotransporter 2 IC50 = 280.0 nM 6.55 Inhibition of mouse SGLT2-mediated [14C]alpha-methylglucopyranoside uptake by ce... 19785435
Sodium/glucose cotransporter 1 IC50 = 1900.0 nM 5.72 Inhibition of human SGLT1 expressed in HEK293 cells assessed as inhibition of [1... 19785435
Sodium/glucose cotransporter 1 IC50 = 2600.0 nM 5.58 Inhibition of human SGLT1 expressed in HEK293 cells assessed as inhibition of [1... 19785435
Sodium/glucose cotransporter 2 IC50 = 4800.0 nM 5.32 Inhibition of human SGLT2 expressed in HEK293 cells assessed as inhibition of [1... 19785435

Literature References

PubMed DOI Target Context # Activities
19785435 10.1021/jm900951n Mus musculus 40
19785435 10.1021/jm900951n Sodium/glucose cotransporter 2 8
19785435 10.1021/jm900951n Sodium/glucose cotransporter 1 2
19785435 10.1021/jm900951n Unchecked 2

Data from ChEMBL 36 via Core Engine