Compound Detail
CHEMBL16
PHENYTOIN 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL16 |
| Name | PHENYTOIN |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | CXOFVDLJLONNDW-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
10
Targets
32
Activities
3
Assay Types
25
PK Parameters
20
Publications
16
Known Names
18
Indications
1
Mechanisms
Molecular Properties
252.3
MW (Da)
1.77
ALogP
2
HBA
2
HBD
58.2
PSA (Ų)
0.80
QED
0
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1953 |
| Availability | Prescription |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Sodium channel alpha subunit blocker | BLOCKER | Sodium channel alpha subunit | ✓ | ✓ |
Indications
Epilepsy Seizures Anxiety Dementia Depressive Disorder Schizophrenia Anemia, Sickle Cell Optic Neuritis Pancreatic Neoplasms Polyneuropathies Thalassemia Wounds and Injuries Anemia Cocaine-Related Disorders Immune System Diseases Leukemia Lymphoma Neuroblastoma
ATC Classification
N03AB02
phenytoin
Level 1: NERVOUS SYSTEM
Level 2: ANTIEPILEPTICS
N03AB52
phenytoin, combinations
Level 1: NERVOUS SYSTEM
Level 2: ANTIEPILEPTICS
Activity Summary
IC50 25 meas. best 6.07
Ki 5 meas. best 5.22
EC50 2 meas.
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Unchecked CHEMBL612545 | IC50 | 6.07 | 4.7657 | 860.0 | 7 |
| Cytochrome P450 2C9 CHEMBL3397 | Ki | 5.22 | 5.11 | 6000.0 | 2 |
| Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2096682 | IC50 | 4.73 | 4.73 | 18500.0 | 1 |
| Voltage-gated L-type calcium channel CHEMBL2095229 | IC50 | 4.66 | 4.66 | 21900.0 | 1 |
| Sodium channel protein type 2 subunit alpha CHEMBL3399 | IC50 | 4.66 | 4.66 | 22000.0 | 2 |
| Sodium channel protein type 4 subunit alpha CHEMBL2072 | Ki | 4.62 | 4.62 | 24000.0 | 1 |
| Sodium channel alpha subunits; brain (Types I, II, III) CHEMBL2095171 | IC50 | 4.4 | 4.4 | 40000.0 | 5 |
| Sodium channel protein type 5 subunit alpha CHEMBL1980 | IC50 | 4.31 | 4.31 | 49000.0 | 1 |
| Sodium channel protein type 2 subunit alpha CHEMBL4187 | Ki | 4.27 | 4.27 | 53370.0 | 1 |
| Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240 | IC50 | 4.0 | 4.0 | 100000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 0.37 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.4 | mL.min-1.kg-1 | Homo sapiens |
| CL | 0.57 | mL.min-1.kg-1 | Homo sapiens |
| CL | 2.8 | mL.min-1.kg-1 | Canis lupus familiaris |
| CL | 7.4 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 7.9 | mL.min-1.kg-1 | Macaca |
| CL | 1.2e-05 | mL.min-1.g-1 | Homo sapiens |
| CL | - | - | Homo sapiens |
| CL | 0.012 | uL/min | Homo sapiens |
| F | 80.0 | % | Homo sapiens |
| F | 90.0 | % | Homo sapiens |
| Fu | 0.095 | - | Homo sapiens |
| Fu | 0.081 | - | Rattus norvegicus |
| Fu | 0.047 | - | Sus scrofa |
| Fu | 0.114 | - | Macaca fascicularis |
| Fu | 0.259 | - | Canis lupus familiaris |
| Fu | 0.082 | - | Cavia porcellus |
| Fu | 0.088 | - | Mus musculus |
| Fu | 0.134 | - | Rattus norvegicus |
| Fu | 0.1 | - | Rattus norvegicus |
| T1/2 | 0.05167 | hr | Mus musculus |
| T1/2 | 0.01333 | hr | Mus musculus |
| T1/2 | 0.025 | hr | Mus musculus |
| T1/2 | 0.5 | hr | Rattus norvegicus |
| T1/2 | 16.5 | hr | Mus musculus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine