Compound Detail
CHEMBL589305
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COc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc2Cl)cc1
Basic Information
| ChEMBL ID | CHEMBL589305 |
| Phase | Preclinical |
| Structure Type | MOL |
| InChI Key | UEHTWMMZNLKDPS-OBKDMQGPSA-N |
2
Targets
4
Activities
1
Assay Types
14
PK Parameters
10
Publications
0
Known Names
Molecular Properties
394.9
MW (Da)
1.45
ALogP
6
HBA
4
HBD
99.4
PSA (Ų)
0.61
QED
0
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| Availability | Unknown |
| Chirality | Unknown |
Activity Summary
IC50 4 meas. best 9.0
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Sodium/glucose cotransporter 2 CHEMBL3884 | IC50 | 9.0 | 8.86 | 1.0 | 2 |
| Sodium/glucose cotransporter 1 CHEMBL4979 | IC50 | 6.62 | 6.445 | 240.0 | 2 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 1225.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 943.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 5350.0 | ng.hr.mL-1 | Rattus norvegicus |
| CL | 2.0 | uL.min-1.(10^6cells)-1 | Homo sapiens |
| CL | 9.0 | mL.min-1.g-1 | Homo sapiens |
| CL | 14.0 | mL.min-1.kg-1 | Rattus norvegicus |
| Cmax | 417.88 | nM | Rattus norvegicus |
| Cmax | 4148.41 | nM | Rattus norvegicus |
| F | 77.0 | % | Rattus norvegicus |
| T1/2 | 2.09 | hr | Rattus norvegicus |
| T1/2 | 3.23 | hr | Rattus norvegicus |
| T1/2 | 3.55 | hr | Rattus norvegicus |
| Tmax | 1.75 | hr | Rattus norvegicus |
| Tmax | 0.56 | hr | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Sodium/glucose cotransporter 2 | IC50 | = | 1.0 | nM | 9.0 | Inhibition of human SGLT2 expressed in CHO cells assessed as inhibition of sodiu... | 20149653 |
| Sodium/glucose cotransporter 2 | IC50 | = | 1.9 | nM | 8.72 | Inhibition of full length human SGLT2 assessed as methyl-alpha-D-[U-14C]glucopyr... | 24456245 |
| Sodium/glucose cotransporter 1 | IC50 | = | 240.0 | nM | 6.62 | Inhibition of human SGLT1 expressed in CHO cells assessed as inhibition of sodiu... | 20149653 |
| Sodium/glucose cotransporter 1 | IC50 | = | 540.0 | nM | 6.27 | Inhibition of full length human SGLT1 assessed as methyl-alpha-D-[U-14C]glucopyr... | 24456245 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 24456245 | 10.1021/jm401780b | Rattus norvegicus | 18 |
| 24456245 | 10.1021/jm401780b | Canis familiaris | 3 |
| 20149653 | 10.1016/j.bmcl.2010.01.075 | Sodium/glucose cotransporter 2 | 1 |
| 20149653 | 10.1016/j.bmcl.2010.01.075 | Sodium/glucose cotransporter 1 | 1 |
| 21449606 | 10.1021/jm200049r | Hepatocyte | 1 |
| 21449606 | 10.1021/jm200049r | Liver microsomes | 1 |
| 21449606 | 10.1021/jm200049r | No relevant target | 1 |
| 24456245 | 10.1021/jm401780b | Unchecked | 1 |
| 24456245 | 10.1021/jm401780b | Sodium/glucose cotransporter 1 | 1 |
| 24456245 | 10.1021/jm401780b | Sodium/glucose cotransporter 2 | 1 |
Data from ChEMBL 36 via Core Engine