Molecule Details
| InChIKey | LXMSZDCAJNLERA-ZHYRCANASA-N |
|---|---|
| Compound Name | Spironolactone |
| Canonical SMILES | CC(=O)S[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@@]34CCC(=O)O4)[C@H]12 |
| Clinical Status | Clinical Multi-Target |
| Targets (Human+Pathogen) | 6 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.89 |
| Source | ChEMBL;BindingDB;TTD_MultiTarget |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00421 |
|---|---|
| Drug Name | Spironolactone |
| CAS Number | 52-01-7 |
| Groups | approved investigational |
| ATC Codes | C03DA01 |
| Description | Spironolactone is a potassium-sparing diuretic. It binds to mineralocorticoid receptors and functions as aldosterone antagonists.[A178192] It promotes sodium and water excretion and potassium retention.[A11837] Spironolactone was originally developed purely for this ability before other pharmacodyna... |
Categories: Agents causing hyperkalemia Antihypertensive Agents Antihypertensive Agents Indicated for Hypertension BSEP/ABCB11 Substrates Cardiovascular Agents Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (moderate) Cytochrome P-450 Enzyme Inhibitors Diuretics Fused-Ring Compounds Hormone Antagonists Hormones, Hormone Substitutes, and Hormone Antagonists Hypotensive Agents Lactones Mineralocorticoid (Aldosterone) Receptor Antagonists Mineralocorticoid Receptor Antagonists Natriuretic Agents P-glycoprotein inducers Potassium-Sparing Diuretics Pregnanes Pregnenes Steroids
Cross-references: BindingDB: 50228080 ChEBI: 9241 CHEMBL1393 ChemSpider: 5628 Drugs Product Database (DPD): 7408 Guide to Pharmacology: 2875 IUPHAR: 2875 C07310 D00443 PDB: SNL PharmGKB: PA451483 PubChem:5833 PubChem:46508525 RxCUI: 9997 Therapeutic Targets Database: DAP000297 Wikipedia: Spironolactone ZINC: ZINC000003861599
Target Activities (6)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P08235 | NR3C2 | Homo sapiens | Human | PF00104 PF00105 | 7.9 | IC50 | ChEMBL;BindingDB |
| P04150 | NR3C1 | Homo sapiens | Human | PF02155 PF00104 PF00105 | 7.5 | Ki | ChEMBL;BindingDB |
| P10275 | AR | Homo sapiens | Human | PF02166 PF00104 PF00105 | 6.9 | IC50 | ChEMBL;BindingDB |
| Q5VT25 | CDC42BPA | Homo sapiens | Human | PF00130 PF00780 PF08826 PF15796 PF25346 PF00069 PF00433 | 6.4 | pIC50 | TTD_MultiTarget |
| P06401 | PGR | Homo sapiens | Human | PF00104 PF02161 PF00105 | 6.2 | IC50 | ChEMBL;BindingDB |
| Q96WX4 | erg6 | Pneumocystis carinii (strain B80) | Pathogen | PF08241 PF08498 | 6.4 | pIC50 | TTD_MultiTarget |
DrugBank Target Actions (16)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P02763 | P02763 | alpha1-acid glycoprotein | binder | carriers |
| P02768 | ALB | Albumin | binder | carriers |
| P15538 | CYP11B1 | Cytochrome P450 11B1, mitochondrial | inducer | enzymes |
| P10632 | CYP2C8 | Cytochrome P450 2C8 | inhibitor | enzymes |
| P19099 | CYP11B2 | Cytochrome P450 11B2, mitochondrial | inhibitor | enzymes |
| O75469 | NR1I2 | Nuclear receptor subfamily 1 group I member 2 | agonist | targets |
| P03372 | ESR1 | Estrogen receptor | agonist | targets |
| P06401 | PGR | Progesterone receptor | agonist | targets |
| P04150 | NR3C1 | Glucocorticoid receptor | antagonist | targets |
| P08235 | NR3C2 | Mineralocorticoid receptor | antagonist | targets |
| P10275 | AR | Androgen receptor | antagonist | targets |
| Q13936 | CACNA1C | Voltage-dependent L-type calcium channel | inhibitor | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inducer | transporters |
| Q92887 | ABCC2 | ATP-binding cassette sub-family C member 2 | inducer | transporters |
| P46721 | P46721 | Solute carrier organic anion transporter family member 1A2 | inhibitor | transporters |
| O95342 | ABCB11 | Bile salt export pump | substrate | transporters |