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Literature summary for 1.5.1.3 extracted from

  • Gangjee, A.; Jain, H.D.; Phan, J.; Guo, X.; Queener, S.F.; Kisliuk, R.L.
    2,4-Diamino-5-methyl-6-substituted arylthio-furo[2,3-d]pyrimidines as novel classical and nonclassical antifolates as potential dual thymidylate synthase and dihydrofolate reductase inhibitors (2010), Bioorg. Med. Chem., 18, 953-961.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Mycobacterium avium
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Pneumocystis carinii
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Rattus norvegicus
2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
-
Toxoplasma gondii
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
Mycobacterium avium
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
Pneumocystis carinii
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
Rattus norvegicus
N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
-
Toxoplasma gondii

Organism

Organism UniProt Comment Textmining
Mycobacterium avium
-
-
-
Pneumocystis carinii
-
-
-
Rattus norvegicus
-
-
-
Toxoplasma gondii
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
Rattus norvegicus
-
liver
-
Mycobacterium avium
-
liver
-
Toxoplasma gondii
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
dihydrofolate + NADPH + H+
-
Rattus norvegicus tetrahydrofolate + NADP+
-
?
dihydrofolate + NADPH + H+
-
Mycobacterium avium tetrahydrofolate + NADP+
-
?
dihydrofolate + NADPH + H+
-
Pneumocystis carinii tetrahydrofolate + NADP+
-
?
dihydrofolate + NADPH + H+
-
Toxoplasma gondii tetrahydrofolate + NADP+
-
?

Synonyms

Synonyms Comment Organism
DHFR
-
Rattus norvegicus
DHFR
-
Mycobacterium avium
DHFR
-
Pneumocystis carinii
DHFR
-
Toxoplasma gondii
dihydrofolate reductase
-
Rattus norvegicus
dihydrofolate reductase
-
Mycobacterium avium
dihydrofolate reductase
-
Pneumocystis carinii
dihydrofolate reductase
-
Toxoplasma gondii

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Rattus norvegicus
37
-
assay at Mycobacterium avium
37
-
assay at Pneumocystis carinii
37
-
assay at Toxoplasma gondii

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Rattus norvegicus
NADPH
-
Mycobacterium avium
NADPH
-
Pneumocystis carinii
NADPH
-
Toxoplasma gondii

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00000973
-
37°C, pH not specified in the publication Mycobacterium avium N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
0.000078
-
37°C, pH not specified in the publication Pneumocystis carinii N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
0.0086
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
0.012
-
37°C, pH not specified in the publication Toxoplasma gondii N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
0.012
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
0.012
-
37°C, pH not specified in the publication, value above Rattus norvegicus 2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
0.012
-
37°C, pH not specified in the publication, value above Toxoplasma gondii 2,4-diamino-5-methyl-6-(2-naphthylthio)furo[2,3-d]pyrimidine
0.0144
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
0.016
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.016
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.019
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.02
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.02
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.0205
-
37°C, pH not specified in the publication Rattus norvegicus N-[4-[(2,4-diamino-5-methyl-furo[2,3-d]pyrimidin-6-yl)-thio]-benzoyl]-L-glutamic acid
0.023
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.023
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.024
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.024
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.025
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
0.025
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.025
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.028
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.031
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.031
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.0347
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.036
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.036
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.038
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.039
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.042
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.044
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.045
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.051
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.051
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.055
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.056
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
0.06
-
37°C, pH not specified in the publication Pneumocystis carinii 2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)-furo[2,3-d]pyrimidine
0.061
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.061
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.066
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.069
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)-furo[2,3-d]pyrimidine
0.081
-
37°C, pH not specified in the publication Toxoplasma gondii 2,4-diamino-5-methyl-6-(2',3',5',6'-tetrafluoro-4'-trifluoromethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.083
-
37°C, pH not specified in the publication, value above Rattus norvegicus 2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
0.083
-
37°C, pH not specified in the publication, value above Toxoplasma gondii 2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
0.196
-
37°C, pH not specified in the publication Rattus norvegicus 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine
0.196
-
37°C, pH not specified in the publication Mycobacterium avium 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)-furo[2,3-d]pyrimidine