Compound Detail
CHEMBL95
TACRINE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL95 |
| Name | TACRINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | YLJREFDVOIBQDA-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
53
Targets
864
Activities
4
Assay Types
22
PK Parameters
20
Publications
3
Known Names
2
Indications
Molecular Properties
198.3
MW (Da)
2.70
ALogP
2
HBA
1
HBD
38.9
PSA (Ų)
0.71
QED
0
Ro5 Violations
0
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1993 |
| Availability | Discontinued |
| Chirality | Achiral |
Indications
Dementia Cocaine-Related Disorders
ATC Classification
N06DA01
tacrine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS
Activity Summary
IC50 808 meas. best 10.57
Ki 44 meas. best 9.82
EC50 6 meas. best 5.88
Kd 6 meas. best 7.8
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Cholinesterase CHEMBL1914 | IC50 | 10.57 | 7.4933 | 0.0 | 135 |
| Choline O-acetyltransferase CHEMBL3945 | Ki | 9.82 | 9.82 | 0.2 | 1 |
| Cholinesterase CHEMBL5763 | IC50 | 8.92 | 7.8217 | 1.2 | 146 |
| Acetylcholinesterase CHEMBL4078 | IC50 | 8.73 | 7.0375 | 1.9 | 169 |
| Acetylcholinesterase CHEMBL220 | IC50 | 8.5 | 6.7139 | 3.2 | 183 |
| Butyrylcholinesterase CHEMBL5077 | IC50 | 8.29 | 8.043 | 5.1 | 10 |
| Unchecked CHEMBL612545 | IC50 | 8.28 | 6.8664 | 5.2 | 14 |
| Cholinesterase CHEMBL1914 | Ki | 8.15 | 8.114 | 7.0 | 5 |
| Butyrylcholinesterase CHEMBL5077 | Ki | 8.15 | 8.15 | 7.0 | 3 |
| Acetylcholinesterase CHEMBL220 | Ki | 8.12 | 7.1723 | 7.6 | 13 |
| Acetylcholinesterase CHEMBL4780 | IC50 | 8.09 | 7.242 | 8.2 | 10 |
| Butyrylcholinesterase CHEMBL3403 | IC50 | 8.05 | 7.1379 | 9.0 | 14 |
| Acetylcholinesterase CHEMBL4078 | Ki | 8.0 | 7.5171 | 10.0 | 7 |
| Amyloid-beta precursor protein CHEMBL2487 | IC50 | 7.91 | 7.91 | 12.2 | 1 |
| Acetylcholinesterase CHEMBL4078 | Kd | 7.8 | 7.8 | 16.0 | 1 |
| Cholinesterase CHEMBL5763 | Ki | 7.77 | 7.765 | 17.0 | 2 |
| Acetylcholinesterase CHEMBL3198 | Kd | 7.75 | 7.75 | 18.0 | 1 |
| Acetylcholinesterase CHEMBL4768 | IC50 | 7.57 | 6.9416 | 27.0 | 19 |
| Acetylcholinesterase CHEMBL3198 | IC50 | 7.52 | 7.0855 | 30.0 | 11 |
| Acetylcholinesterase CHEMBL4780 | Ki | 7.4 | 7.4 | 40.0 | 1 |
| Acetylcholinesterase CHEMBL4768 | Ki | 7.4 | 7.4 | 40.0 | 3 |
| Amine oxidase [flavin-containing] A CHEMBL3358 | IC50 | 7.4 | 5.895 | 40.0 | 2 |
| Acetylcholine receptor subunit epsilon CHEMBL2484 | IC50 | 7.36 | 7.36 | 44.0 | 1 |
| Acetylcholinesterase CHEMBL3199 | IC50 | 7.34 | 6.7261 | 46.0 | 31 |
| Amine oxidase [flavin-containing] A CHEMBL3254 | IC50 | 7.33 | 7.33 | 47.0 | 1 |
| Cholinesterase CHEMBL5763 | Kd | 7.31 | 7.31 | 49.0 | 1 |
| Cholinesterase CHEMBL2528 | IC50 | 7.22 | 7.21 | 60.0 | 3 |
| Histamine N-methyltransferase CHEMBL3241 | IC50 | 6.96 | 6.96 | 110.0 | 1 |
| Acetylcholine receptor subunit epsilon CHEMBL2484 | Ki | 6.82 | 6.82 | 152.3 | 1 |
| Muscarinic acetylcholine receptor M2 CHEMBL3197 | Ki | 6.66 | 6.66 | 220.0 | 1 |
| Mus musculus CHEMBL375 | Ki | 6.66 | 5.95 | 220.0 | 2 |
| Cytochrome P450 2D6 CHEMBL289 | IC50 | 6.52 | 6.52 | 300.0 | 1 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | Ki | 6.29 | 6.29 | 513.0 | 1 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | IC50 | 6.29 | 5.625 | 517.0 | 2 |
| Solute carrier family 22 member 2 CHEMBL1743122 | IC50 | 6.17 | 6.17 | 680.0 | 1 |
| Multidrug and toxin extrusion protein 1 CHEMBL1743126 | IC50 | 5.96 | 5.96 | 1100.0 | 1 |
| Alpha-1A adrenergic receptor CHEMBL319 | Ki | 5.95 | 5.95 | 1113.0 | 1 |
| Unchecked CHEMBL612545 | EC50 | 5.88 | 5.88 | 1330.0 | 1 |
| Cytochrome P450 1A2 CHEMBL3356 | IC50 | 5.82 | 5.82 | 1500.0 | 1 |
| Alpha-ketoglutarate-dependent dioxygenase FTO CHEMBL2331065 | IC50 | 5.77 | 5.77 | 1710.0 | 1 |
| Cytochrome P450 1A2 CHEMBL3356 | Ki | 5.71 | 5.71 | 1940.0 | 1 |
| Muscarinic acetylcholine receptor M1 CHEMBL3733 | IC50 | 5.7 | 5.7 | 2000.0 | 2 |
| Muscarinic acetylcholine receptor M2 CHEMBL309 | IC50 | 5.68 | 5.68 | 2100.0 | 1 |
| Muscarinic acetylcholine receptor M2 CHEMBL3197 | IC50 | 5.68 | 5.68 | 2100.0 | 1 |
| Alpha-1A adrenergic receptor CHEMBL319 | IC50 | 5.56 | 5.56 | 2749.0 | 1 |
| Glutamate NMDA receptor; GRIN1/GRIN2A CHEMBL1907604 | IC50 | 5.31 | 4.9325 | 4900.0 | 4 |
| Muscarinic acetylcholine receptor M2 CHEMBL211 | Ki | 5.24 | 5.24 | 5800.0 | 1 |
| Muscarinic acetylcholine receptor CHEMBL1907609 | IC50 | 5.23 | 5.185 | 5900.0 | 2 |
| Muscarinic acetylcholine receptor M2 CHEMBL4781 | EC50 | 5.2 | 5.2 | 6300.0 | 2 |
| Sodium-dependent serotonin transporter CHEMBL313 | IC50 | 5.12 | 4.92 | 7600.0 | 2 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 56.0 | mL.min-1.kg-1 | Homo sapiens |
| CL | 56.0 | mL.min-1.kg-1 | Homo sapiens |
| CL | 13.8 | uL.min-1.(10^6cells)-1 | Homo sapiens |
| CL | 30.5 | mL.min-1.g-1 | Homo sapiens |
| CL | 7e-06 | mL.min-1.g-1 | Homo sapiens |
| CL | 0.007 | uL/min | Homo sapiens |
| Cmax | 170.0 | nM | Homo sapiens |
| F | 20.0 | % | Homo sapiens |
| Fu | 0.45 | - | Homo sapiens |
| Fu | 0.124 | - | Rattus norvegicus |
| Fu | 0.25 | - | Homo sapiens |
| Fu | 0.55 | - | Rattus norvegicus |
| Fu | 0.16 | - | Rattus norvegicus |
| KA | 50.0 | uM | Homo sapiens |
| KA | 50.0 | uM | Homo sapiens |
| KA | 50.0 | uM | Homo sapiens |
| KA | 50.0 | uM | Homo sapiens |
| KA | 50.0 | uM | Homo sapiens |
| MRT | 3.3 | hr | Homo sapiens |
| T1/2 | 3.3 | hr | Homo sapiens |
| t1/2 | - | - | Homo sapiens |
| Vd | 22.0 | L.kg-1 | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine