Molecule Details
| InChIKey | LTMHDMANZUZIPE-PUGKRICDSA-N |
|---|---|
| Compound Name | Digoxin |
| Canonical SMILES | C[C@H]1O[C@@H](O[C@H]2[C@@H](O)C[C@H](O[C@H]3[C@@H](O)C[C@H](O[C@H]4CC[C@@]5(C)[C@H](CC[C@@H]6[C@@H]5C[C@@H](O)[C@]5(C)[C@@H](C7=CC(=O)OC7)CC[C@]65O)C4)O[C@@H]3C)O[C@@H]2C)C[C@H](O)[C@@H]1O |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 10 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.74 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00390 |
|---|---|
| Drug Name | Digoxin |
| CAS Number | 20830-75-5 |
| Groups | approved investigational |
| ATC Codes | C01AA05 |
| Description | Digoxin is one of the oldest cardiovascular medications used today.[A178225] It is a common agent used to manage atrial fibrillation and the symptoms of heart failure.[A178234] Digoxin is classified as a cardiac glycoside and was initially approved by the FDA in 1954.[L9143] This drug originates fro... |
Categories: Agents causing hyperkalemia Antiarrhythmic agents BSEP/ABCB11 Substrates BSEP/ABCB11 Substrates with a Narrow Therapeutic Index Bradycardia-Causing Agents Carbohydrates Cardanolides Cardenolides Cardiac Glycosides Cardiac Therapy Cardiotonic Agents Cardiovascular Agents Compounds used in a research, industrial, or household setting Digitalis Glycosides Digoxin and derivatives Digoxin, antagonists & inhibitors Digoxin, immunology Drugs that are Mainly Renally Excreted Drugs that are Mainly Renally Excreted with a Narrow Therapeutic Index Fused-Ring Compounds Glycosides Narrow Therapeutic Index Drugs OATP1B1/SLCO1B1 Inhibitors OATP1B1/SLCO1B1 Substrates P-glycoprotein inducers P-glycoprotein inhibitors P-glycoprotein substrates P-glycoprotein substrates with a Narrow Therapeutic Index Potential QTc-Prolonging Agents Protective Agents QTc Prolonging Agents
Cross-references: BindingDB: 46355 ChEBI: 4551 CHEMBL1751 ChemSpider: 2006532 Drugs Product Database (DPD): 6731 C06956 D00298 PDB: DGX PharmGKB: PA449319 PubChem:2724385 PubChem:46508524 RxCUI: 3407 Therapeutic Targets Database: DAP000744 Wikipedia: Digoxin ZINC: ZINC000242548690
Target Activities (10)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P50993 | ATP1A2 | Homo sapiens | Human | PF13246 PF00689 PF00690 PF00122 | 7.2 | Ki | ChEMBL;BindingDB |
| P51449 | RORC | Homo sapiens | Human | PF00104 PF00105 | 7.0 | Kd | ChEMBL;BindingDB |
| P14415 | ATP1B2 | Homo sapiens | Human | PF00287 | 6.8 | IC50 | ChEMBL;BindingDB |
| P54709 | ATP1B3 | Homo sapiens | Human | PF00287 | 6.8 | IC50 | ChEMBL;BindingDB |
| P05023 | ATP1A1 | Homo sapiens | Human | PF13246 PF00689 PF00690 PF00122 | 6.6 | IC50 | ChEMBL;BindingDB |
| P05026 | ATP1B1 | Homo sapiens | Human | PF00287 | 6.6 | IC50 | ChEMBL |
| P13637 | ATP1A3 | Homo sapiens | Human | PF13246 PF00689 PF00690 PF00122 | 6.6 | IC50 | ChEMBL |
| P54710 | FXYD2 | Homo sapiens | Human | PF02038 | 6.6 | IC50 | ChEMBL |
| Q13733 | ATP1A4 | Homo sapiens | Human | PF13246 PF00689 PF00690 PF00122 | 6.6 | IC50 | ChEMBL |
| P0DTD1 | rep | Severe acute respiratory syndrome coronavirus 2 | Pathogen | PF13087 PF16251 PF11501 PF12379 PF12124 PF11633 PF06471 PF06460 PF09401 PF20631 PF20633 PF20632 PF19215 PF19216 PF19219 PF19211 PF19218 PF16348 PF19217 PF19213 PF08716 PF08717 PF08710 PF08715 PF06478 PF01661 PF05409 PF00680 | 6.7 | IC50 | BindingDB |
DrugBank Target Actions (18)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P05108 | P05108 | Cholesterol side-chain cleavage enzyme, mitochondrial | inhibitor | enzymes |
| P05023 | ATP1A1 | Sodium/potassium-transporting ATPase subunit alpha-1 | inhibitor | targets |
| P05026 | ATP1B1 | Sodium/potassium-transporting ATPase subunit beta-1 | inhibitor | targets |
| P13637 | ATP1A3 | Sodium/potassium-transporting ATPase subunit alpha-3 | inhibitor | targets |
| P14415 | ATP1B2 | Sodium/potassium-transporting ATPase subunit beta-2 | inhibitor | targets |
| P50993 | ATP1A2 | Sodium/potassium-transporting ATPase subunit alpha-2 | inhibitor | targets |
| P54709 | ATP1B3 | Sodium/potassium-transporting ATPase subunit beta-3 | inhibitor | targets |
| Q6ZQN7 | SLCO4C1 | Solute carrier organic anion transporter family member 4C1 | modulator | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inducer | transporters |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inhibitor | transporters |
| Q9Y6L6 | SLCO1B1 | Solute carrier organic anion transporter family member 1B1 | inhibitor | transporters |
| O95342 | ABCB11 | Bile salt export pump | substrate | transporters |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | substrate | transporters |
| P46721 | P46721 | Solute carrier organic anion transporter family member 1A2 | substrate | transporters |
| Q6ZQN7 | SLCO4C1 | Solute carrier organic anion transporter family member 4C1 | substrate | transporters |
| Q86UW1 | Q86UW1 | Organic solute transporter subunit alpha | substrate | transporters |
| Q86UW2 | Q86UW2 | Organic solute transporter subunit beta | substrate | transporters |
| Q9Y6L6 | SLCO1B1 | Solute carrier organic anion transporter family member 1B1 | substrate | transporters |