PYRIMETHAMINE

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Trade Names:	DARAPRIM
Synonyms:	Chloridin Chloridine Daraprim GNF-PF-5586 Malacide NSC-3061 Pyrimethamine Pyrimethaminum RP-4753 TCMDC-123831 TCMDC-125860 WR-2978
Status:	Approved (1953)
Entry Type:	Small molecule
Molecule Category:	Parent
ATC:	P01BD01
UNII:	Z3614QOX8W


InChI Key	WKSAUQYGYAYLPV-UHFFFAOYSA-N
Smile	CCc1nc(N)nc(N)c1-c1ccc(Cl)cc1
InChI	InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)

Action	Mechanism of Action	Reference
INHIBITOR	Dihydrofolate reductase inhibitor	DailyMed Wikipedia

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9	-	-	-	51500	-
Enzyme Hydrolase	-	3100-17000	-	-	-
Enzyme Oxidoreductase	-	80-390	1-16	0-860	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	107
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters	-	13570	-	3600	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters	-	-	-	145	-
Unclassified protein	-	2480	-	1	-

Mesh Heading	Maximum Phase	Mesh ID	Reference
Toxoplasmosis	4	D014123	ClinicalTrials
Depressive Disorder	3	D003866	ClinicalTrials
Pregnancy	3	D011247	ClinicalTrials
HIV Infections	3	D015658	ClinicalTrials
HIV Infections	3	D015658	ClinicalTrials
Pneumonia, Pneumocystis	3	D011020	ClinicalTrials
Chorioretinitis	3	D002825	ClinicalTrials
Schizophrenia	3	D012559	ClinicalTrials
Premature Birth	3	D047928	ClinicalTrials
Anemia	3	D000740	ClinicalTrials
Toxoplasmosis, Congenital	3	D014125	ClinicalTrials
Malaria, Falciparum	3	D016778	ClinicalTrials
Malaria, Vivax	3	D016780	ClinicalTrials
Schistosomiasis	3	D012552	ClinicalTrials
Toxoplasmosis, Cerebral	2	D016781	ClinicalTrials
Myelodysplastic Syndromes	1	D009190	ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell	1	D015451	ClinicalTrials
Amyotrophic Lateral Sclerosis	1	D000690	ClinicalTrials
Sandhoff Disease	1	D012497	ClinicalTrials
Tay-Sachs Disease	1	D013661	ClinicalTrials

Mixture

System Organ Classification (SOC)

	Relative Frequency (%)
Gastrointestinal disorders	13.75
Nervous system disorders	11.47
General disorders and administration site conditions	10.25
Vascular disorders	6.04
Skin and subcutaneous tissue disorders	5.87
Cardiac disorders	4.73
Infections and infestations	4.73
Injury, poisoning and procedural complications	4.73
Investigations	4.73
Blood and lymphatic system disorders	4.64
Respiratory, thoracic and mediastinal disorders	4.64
Psychiatric disorders	4.03
Metabolism and nutrition disorders	3.06
Immune system disorders	2.89
Renal and urinary disorders	2.71
Surgical and medical procedures	2.28

CONTENTS


Active Pharmaceutical Ingredients (APIs) Scaffolds	Exact Similarity SubStructure	Threshold (%) >= 70