Molecule Details
| InChIKey | JVHXJTBJCFBINQ-ADAARDCZSA-N |
|---|---|
| Compound Name | Dapagliflozin |
| Canonical SMILES | CCOc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc2Cl)cc1 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 4 |
| Pfam Stratification | Homologous |
| Avg pChEMBL | 7.56 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB06292 |
|---|---|
| Drug Name | Dapagliflozin |
| CAS Number | 461432-26-8 |
| Groups | approved investigational |
| ATC Codes | A10BK01 A10BD15 A10BD21 A10BD25 A10BD30 A10BD29 |
| Description | Dapagliflozin is a sodium-glucose cotransporter 2 (SGLT2) inhibitor, and it was the first SLGT2 inhibitor to be approved. indicated for managing diabetes mellitus type 2.[A261596] When combined with diet and exercise in adults, dapagliflozin helps to improve glycemic control by inhibiting glucose re... |
Categories: Alimentary Tract and Metabolism Benzene Derivatives Blood Glucose Lowering Agents Carbohydrates Cytochrome P-450 CYP1A1 Substrates Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 CYP2A6 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Diuretics Drugs Used in Diabetes Glycosides Hypotensive Agents Oral Hypoglycemics P-glycoprotein substrates Sodium-Glucose Transport Proteins, antagonists & inhibitors Sodium-Glucose Transporter 2 Inhibitors Sodium-glucose Cotransporter 2 (SGLT2) Inhibitors UGT1A9 Substrates UGT2B7 substrates
Cross-references: BindingDB: 50448927 ChEBI: 85078 CHEMBL429910 ChemSpider: 8063384 Drugs Product Database (DPD): 22549 D08897 PDB: LE6 PubChem:9887712 PubChem:175427068 RxCUI: 1488564 Wikipedia: Dapagliflozin ZINC: ZINC000003819138
Target Activities (4)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P31639 | SLC5A2 | Homo sapiens | Human | PF00474 | 8.9 | IC50 | ChEMBL;BindingDB |
| Q9NY91 | SLC5A4 | Homo sapiens | Human | PF00474 | 8.9 | IC50 | BindingDB |
| Q8WWX8 | SLC5A11 | Homo sapiens | Human | PF00474 | 6.4 | IC50 | ChEMBL;BindingDB |
| P13866 | SLC5A1 | Homo sapiens | Human | PF00474 | 6.1 | IC50 | ChEMBL;BindingDB |
DrugBank Target Actions (11)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| O60656 | O60656 | UDP-glucuronosyltransferase 1A9 | substrate | enzymes |
| P04798 | CYP1A1 | Cytochrome P450 1A1 | substrate | enzymes |
| P05177 | CYP1A2 | Cytochrome P450 1A2 | substrate | enzymes |
| P06133 | P06133 | UDP-glucuronosyltransferase 2B4 | substrate | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | substrate | enzymes |
| P11509 | CYP2A6 | Cytochrome P450 2A6 | substrate | enzymes |
| P11712 | CYP2C9 | Cytochrome P450 2C9 | substrate | enzymes |
| P16662 | UGT2B7 | UDP-glucuronosyltransferase 2B7 | substrate | enzymes |
| P31639 | SLC5A2 | Sodium/glucose cotransporter 2 | inhibitor | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | substrate | transporters |