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Literature summary extracted from

  • Paulsen, J.L.; Viswanathan, K.; Wright, D.L.; Anderson, A.C.
    Structural analysis of the active sites of dihydrofolate reductase from two species of Candida uncovers ligand-induced conformational changes shared among species (2013), Bioorg. Med. Chem. Lett., 23, 1279-1284.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.5.1.3 5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 [Candida] glabrata
1.5.1.3 6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 Candida albicans
1.5.1.3 6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
-
 [Candida] glabrata

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.5.1.3 7,8-dihydrofolate + NADPH + H+ Candida albicans
-
 5,6,7,8-tetrahydrofolate + NADP+
-
 ?
1.5.1.3 7,8-dihydrofolate + NADPH + H+ [Candida] glabrata
-
 5,6,7,8-tetrahydrofolate + NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.5.1.3 Candida albicans
-
-
-
1.5.1.3 [Candida] glabrata
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.5.1.3 7,8-dihydrofolate + NADPH + H+
-
 Candida albicans 5,6,7,8-tetrahydrofolate + NADP+
-
 ?
1.5.1.3 7,8-dihydrofolate + NADPH + H+
-
 [Candida] glabrata 5,6,7,8-tetrahydrofolate + NADP+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.5.1.3 DHFR
-
 Candida albicans
1.5.1.3 DHFR
-
 [Candida] glabrata

Cofactor

EC Number Cofactor Comment Organism Structure
1.5.1.3 NADPH
-
 Candida albicans
1.5.1.3 NADPH
-
 [Candida] glabrata

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.5.1.3 0.0006
-
 pH and temperature not specified in the publication [Candida] glabrata 5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
1.5.1.3 0.0082
-
 pH and temperature not specified in the publication [Candida] glabrata 5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
1.5.1.3 0.011
-
 pH and temperature not specified in the publication [Candida] glabrata 6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.011
-
 pH and temperature not specified in the publication [Candida] glabrata 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.016
-
 pH and temperature not specified in the publication [Candida] glabrata 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.017
-
 pH and temperature not specified in the publication Candida albicans 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.018
-
 pH and temperature not specified in the publication [Candida] glabrata 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
1.5.1.3 0.019
-
 pH and temperature not specified in the publication [Candida] glabrata 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
1.5.1.3 0.02
-
 pH and temperature not specified in the publication [Candida] glabrata 5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
1.5.1.3 0.021
-
 pH and temperature not specified in the publication Candida albicans 5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
1.5.1.3 0.022
-
 pH and temperature not specified in the publication Candida albicans 5-[3-(5-methoxy-4'-methylbiphenyl-3-yl)but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
1.5.1.3 0.022
-
 pH and temperature not specified in the publication [Candida] glabrata 6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.023
-
 pH and temperature not specified in the publication Candida albicans 6-ethyl-5-[3-[3-methoxy-5-(morpholin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.023
-
 pH and temperature not specified in the publication Candida albicans 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]but-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
1.5.1.3 0.033
-
 pH and temperature not specified in the publication Candida albicans 6-methyl-5-[3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.06
-
 pH and temperature not specified in the publication Candida albicans 6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.061
-
 pH and temperature not specified in the publication Candida albicans 5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
1.5.1.3 0.071
-
 pH and temperature not specified in the publication Candida albicans 6-ethyl-5-[3-[3-(isoquinolin-5-yl)-5-methoxyphenyl]prop-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.078
-
 pH and temperature not specified in the publication Candida albicans 5-[3-[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-methoxyphenyl]prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine
1.5.1.3 0.089
-
 pH and temperature not specified in the publication [Candida] glabrata 6-ethyl-5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]pyrimidine-2,4-diamine
1.5.1.3 0.097
-
 pH and temperature not specified in the publication [Candida] glabrata 5-[3-[3-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl]-6-methylpyrimidine-2,4-diamine
1.5.1.3 0.1
-
 pH and temperature not specified in the publication Candida albicans 5-[3-(2,5-dimethoxyphenyl)prop-1-yn-1-yl]-6-ethylpyrimidine-2,4-diamine