Molecule Details
| InChIKey | XXSMGPRMXLTPCZ-UHFFFAOYSA-N |
|---|---|
| Compound Name | Hydroxychloroquine |
| Canonical SMILES | CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 5 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.42 |
| Source | ChEMBL;BindingDB |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB01611 |
|---|---|
| Drug Name | Hydroxychloroquine |
| CAS Number | 118-42-3 |
| Groups | approved investigational |
| ATC Codes | P01BA02 |
| Description | Hydroxychloroquine is a racemic mixture consisting of an R and S enantiomer.[A183047] Hydroxychloroquine is an aminoquinoline like [chloroquine].[L8072] It is a commonly prescribed medication in the treatment of uncomplicated malaria, rheumatoid arthritis, chronic discoid lupus erythematosus, and sy... |
Categories: Aminoquinolines Anti-Infective Agents Antimalarials Antiparasitic Agents Antiparasitic Products, Insecticides and Repellents Antiprotozoals Antirheumatic Agents Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs causing inadvertant photosensitivity Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Immunosuppressive Agents Neurotoxic agents P-glycoprotein inhibitors Photosensitizing Agents Potential QTc-Prolonging Agents QTc Prolonging Agents Quinolines
Cross-references: BindingDB: 50467780 ChEBI: 5801 CHEMBL1535 ChemSpider: 3526 Drugs Product Database (DPD): 6506 C07043 D08050 PharmGKB: PA164777036 PubChem:3652 PubChem:46508459 RxCUI: 5521 Therapeutic Targets Database: DAP000878 Wikipedia: Hydroxychloroquine
Target Activities (5)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| Q9NR96 | TLR9 | Homo sapiens | Human | PF18837 PF13516 PF13855 PF01582 | 7.0 | IC50 | ChEMBL;BindingDB |
| Q99720 | SIGMAR1 | Homo sapiens | Human | PF04622 | 6.9 | Ki | ChEMBL;BindingDB |
| Q9BYF1 | ACE2 | Homo sapiens | Human | PF16959 PF01401 | 6.1 | IC50 | ChEMBL |
| Q9NYK1 | TLR7 | Homo sapiens | Human | PF13855 PF01582 | 6.1 | IC50 | ChEMBL;BindingDB |
| Q5BJF2 | TMEM97 | Homo sapiens | Human | PF05241 | 6.0 | Ki | ChEMBL;BindingDB |
DrugBank Target Actions (11)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P02763 | P02763 | alpha1-acid glycoprotein | binder | carriers |
| P02768 | ALB | Albumin | binder | carriers |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | inhibitor | enzymes |
| P08684 | CYP3A4 | Cytochrome P450 3A4 | substrate | enzymes |
| P10632 | CYP2C8 | Cytochrome P450 2C8 | substrate | enzymes |
| P10635 | CYP2D6 | Cytochrome P450 2D6 | substrate | enzymes |
| Q9NR96 | TLR9 | Toll-like receptor 9 | antagonist | targets |
| Q9NYK1 | TLR7 | Toll-like receptor 7 | antagonist | targets |
| Q9BYF1 | ACE2 | Angiotensin-converting enzyme 2 | modulator | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | inhibitor | transporters |
| P46721 | P46721 | Solute carrier organic anion transporter family member 1A2 | inhibitor | transporters |