Compound Detail
CHEMBL36
PYRIMETHAMINE 💊 Approved Drug
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💊 Approved Drug
Basic Information
| ChEMBL ID | CHEMBL36 |
| Name | PYRIMETHAMINE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | WKSAUQYGYAYLPV-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
227
Targets
734
Activities
4
Assay Types
5
PK Parameters
20
Publications
13
Known Names
20
Indications
1
Mechanisms
Molecular Properties
248.7
MW (Da)
2.52
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.86
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 |
|---|---|---|---|---|
| Dihydrofolate reductase inhibitor | INHIBITOR | Bifunctional dihydrofolate reductase-thymidylate synthase | ✓ | ✓ |
Indications
Malaria Toxoplasmosis Anemia Chorioretinitis Depressive Disorder HIV Infections HIV Infections Malaria, Falciparum Malaria, Vivax Pneumonia, Pneumocystis Pregnancy Premature Birth Schistosomiasis Schizophrenia Toxoplasmosis, Congenital Toxoplasmosis, Cerebral Amyotrophic Lateral Sclerosis Gangliosidoses, GM2 Leukemia, Lymphocytic, Chronic, B-Cell Myelodysplastic Syndromes
ATC Classification
P01BD01
pyrimethamine
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTIPROTOZOALS
P01BD51
pyrimethamine, combinations
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTIPROTOZOALS
Activity Summary
IC50 640 meas. best 10.55
Ki 55 meas. best 9.72
EC50 35 meas. best 7.84
Kd 4 meas. best 8.85
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Plasmodium falciparum CHEMBL364 | IC50 | 10.55 | 6.9516 | 0.0 | 121 |
| Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL1939 | Ki | 9.72 | 8.0028 | 0.2 | 18 |
| Unchecked CHEMBL612545 | Ki | 9.23 | 7.7778 | 0.6 | 18 |
| Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL4296323 | Ki | 9.07 | 9.07 | 0.8 | 1 |
| Dihydrofolate reductase CHEMBL1809 | Ki | 8.92 | 7.89 | 1.2 | 5 |
| Dihydrofolate reductase CHEMBL1809 | Kd | 8.85 | 8.34 | 1.4 | 4 |
| Unchecked CHEMBL612545 | IC50 | 8.8 | 6.4382 | 1.6 | 28 |
| Plasmodium yoelii CHEMBL612889 | IC50 | 8.67 | 8.67 | 2.2 | 1 |
| HEK293 CHEMBL614818 | IC50 | 8.38 | 6.375 | 4.2 | 6 |
| Plasmodium berghei CHEMBL612653 | IC50 | 8.33 | 8.33 | 4.7 | 1 |
| Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL1939 | IC50 | 8.28 | 6.2913 | 5.2 | 8 |
| Dihydrofolate reductase CHEMBL202 | Ki | 8.1 | 7.2811 | 8.0 | 9 |
| Enterococcus faecium CHEMBL357 | IC50 | 8.1 | 6.54 | 8.0 | 2 |
| Dihydrofolate reductase CHEMBL1926 | Ki | 8.01 | 8.01 | 9.7 | 1 |
| Plasmodium falciparum CHEMBL364 | EC50 | 7.84 | 7.2656 | 14.6 | 9 |
| Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL2425 | IC50 | 7.1 | 6.5483 | 80.0 | 12 |
| Dihydrofolate reductase CHEMBL1075051 | IC50 | 7.0 | 6.95 | 100.7 | 3 |
| Toxoplasma gondii CHEMBL612888 | IC50 | 6.92 | 6.0553 | 120.0 | 15 |
| ES1 CHEMBL2366146 | IC50 | 6.91 | 6.91 | 122.9 | 1 |
| Multidrug and toxin extrusion protein 1 CHEMBL3091264 | Ki | 6.84 | 6.84 | 145.0 | 1 |
| Unchecked CHEMBL612545 | EC50 | 6.7 | 5.608 | 200.0 | 5 |
| Toxoplasma gondii CHEMBL612888 | EC50 | 6.68 | 6.5083 | 210.0 | 6 |
| Lacticaseibacillus casei CHEMBL613075 | IC50 | 6.62 | 5.955 | 240.0 | 2 |
| Dihydrofolate reductase CHEMBL202 | IC50 | 6.4 | 5.5231 | 400.0 | 13 |
| GR-ST CHEMBL2366111 | IC50 | 6.15 | 6.15 | 708.8 | 1 |
| Respiratory syncytial virus CHEMBL612679 | EC50 | 6.12 | 6.12 | 750.0 | 1 |
| LS-411N CHEMBL2366189 | IC50 | 6.08 | 6.08 | 836.8 | 1 |
| ES8 CHEMBL2366069 | IC50 | 6.05 | 6.05 | 896.7 | 1 |
| Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL1163130 | IC50 | 6.0 | 6.0 | 1000.0 | 1 |
| Plasmodium cynomolgi CHEMBL613883 | IC50 | 5.99 | 5.99 | 1030.0 | 1 |
| ALL-PO CHEMBL2366294 | IC50 | 5.93 | 5.93 | 1185.4 | 1 |
| SK-NEP-1 CHEMBL1075580 | IC50 | 5.91 | 5.91 | 1239.9 | 1 |
| EW-1 CHEMBL2366364 | IC50 | 5.86 | 5.86 | 1373.1 | 1 |
| Dihydrofolate reductase CHEMBL2363 | IC50 | 5.85 | 5.697 | 1400.0 | 10 |
| GI-ME-N CHEMBL2366074 | IC50 | 5.85 | 5.85 | 1402.7 | 1 |
| NEC8 CHEMBL2366340 | IC50 | 5.82 | 5.82 | 1501.7 | 1 |
| ATN-1 CHEMBL2366277 | IC50 | 5.75 | 5.75 | 1784.1 | 1 |
| SCC-3 CHEMBL2366081 | IC50 | 5.74 | 5.74 | 1841.3 | 1 |
| Dihydrofolate reductase CHEMBL1809 | IC50 | 5.7 | 5.44 | 2000.0 | 2 |
| Influenza B virus CHEMBL613129 | EC50 | 5.7 | 5.7 | 2000.0 | 1 |
| J-RT3-T3-5 CHEMBL2366219 | IC50 | 5.65 | 5.65 | 2219.2 | 1 |
| ACN CHEMBL2366195 | IC50 | 5.64 | 5.64 | 2299.9 | 1 |
| KM12 CHEMBL614709 | IC50 | 5.63 | 5.63 | 2323.4 | 1 |
| Dihydrofolate reductase CHEMBL1926 | IC50 | 5.62 | 5.495 | 2400.0 | 8 |
| CMK CHEMBL2366177 | IC50 | 5.61 | 5.61 | 2460.3 | 1 |
| CTV-1 CHEMBL2366360 | IC50 | 5.61 | 5.61 | 2476.3 | 1 |
| Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL4296323 | IC50 | 5.61 | 5.61 | 2480.0 | 1 |
| NON-PROTEIN TARGET CHEMBL3879801 | IC50 | 5.6 | 5.3067 | 2510.0 | 3 |
| ECC12 CHEMBL2366180 | IC50 | 5.59 | 5.59 | 2561.8 | 1 |
| SF-539 CHEMBL614860 | IC50 | 5.59 | 5.59 | 2546.1 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 0.052 | mL.min-1.kg-1 | Homo sapiens |
| CL | 8.6 | mL.min-1.kg-1 | Homo sapiens |
| Fu | 0.095 | - | Homo sapiens |
| MRT | 140.0 | hr | Homo sapiens |
| T1/2 | 140.0 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine