Molecule Details
| InChIKey | YLJREFDVOIBQDA-UHFFFAOYSA-N |
|---|---|
| Compound Name | Tacrine |
| Canonical SMILES | Nc1c2c(nc3ccccc13)CCCC2 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 7 |
| Pfam Stratification | Cross-Family |
| Avg pChEMBL | 6.88 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB00382 |
|---|---|
| Drug Name | Tacrine |
| CAS Number | 321-64-2 |
| Groups | approved withdrawn |
| ATC Codes | N06DA01 |
| Description | A centerally active cholinesterase inhibitor that has been used to counter the effects of muscle relaxants, as a respiratory stimulant, and in the treatment of Alzheimer's disease and other central nervous system disorders. Tacrine has been discontinued for the United States market. |
Categories: Acridines Agents Causing Muscle Toxicity Aminoacridines Anti-Dementia Drugs Autonomic Agents Central Nervous System Agents Cholinergic Agents Cholinesterase Inhibitors Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 Substrates Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Nervous System Neurotransmitter Agents Nootropic Agents P-glycoprotein substrates Parasympathomimetics Peripheral Nervous System Agents Psychoanaleptics
Cross-references: BindingDB: 8961 ChEBI: 45980 CHEMBL95 ChemSpider: 1859 C01453 D08555 PDB: THA PharmGKB: PA451576 PubChem:1935 PubChem:46505487 RxCUI: 10318 Therapeutic Targets Database: DAP000558 Wikipedia: Tacrine ZINC: ZINC000019014866
Target Activities (7)
| Target | Gene | Organism | Category | Pfam | pChEMBL | Type | Source |
|---|---|---|---|---|---|---|---|
| P05067 | APP | Homo sapiens | Human | PF10515 PF12924 PF12925 PF02177 PF03494 PF00014 | 7.9 | IC50 | ChEMBL;BindingDB |
| P06276 | BCHE | Homo sapiens | Human | PF08674 PF00135 | 7.4 | IC50 | ChEMBL;BindingDB |
| Q04844 | CHRNE | Homo sapiens | Human | PF02931 PF02932 | 7.1 | IC50 | ChEMBL;BindingDB |
| P22303 | ACHE | Homo sapiens | Human | PF08674 PF00135 | 6.7 | IC50 | ChEMBL;BindingDB |
| P10635 | CYP2D6 | Homo sapiens | Human | PF00067 | 6.5 | IC50 | ChEMBL |
| P23975 | SLC6A2 | Homo sapiens | Human | PF00209 | 6.3 | IC50 | ChEMBL |
| O15244 | SLC22A2 | Homo sapiens | Human | PF00083 | 6.2 | IC50 | ChEMBL;BindingDB |
DrugBank Target Actions (5)
| Target | Gene | Target Name | Action | Type |
|---|---|---|---|---|
| P05177 | CYP1A2 | Cytochrome P450 1A2 | substrate | enzymes |
| P23141 | CES1 | Liver carboxylesterase 1 | binder | targets |
| P06276 | BCHE | Cholinesterase | inhibitor | targets |
| P22303 | ACHE | Acetylcholinesterase | inhibitor | targets |
| P08183 | ABCB1 | ATP-dependent translocase ABCB1 | substrate | transporters |