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Literature summary extracted from

  • Dennis, M.L.; Lee, M.D.; Harjani, J.R.; Ahmed, M.; DeBono, A.J.; Pitcher, N.P.; Wang, Z.C.; Chhabra, S.; Barlow, N.; Rahmani, R.; Cleary, B.; Dolezal, O.; Hattarki, M.; Aurelio, L.; Shonberg, J.; Graham, B.; Peat, T.S.; Baell, J.B.; Swarbrick, J.D.
    8-Mercaptoguanine derivatives as inhibitors of dihydropteroate synthase (2018), Chemistry, 24, 1922-1930 .
    View publication on PubMed

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
2.5.1.15 in complex with inhibitors Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N,N-diethylacetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N,N-dimethylacetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-(2-methylpropyl)acetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-(3-methylbenzyl)acetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-butylacetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-cyclohexylacetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-cyclopropylacetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-ethyl-N-methylpropanamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-methylacetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-phenylacetamide
-
Escherichia coli
2.5.1.15 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)-N-tert-butylacetamide
-
Escherichia coli
2.5.1.15 2-amino-8-(2-hydroxyethyl)-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-(2-oxopropyl)-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-(3-hydroxypropyl)-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-(benzylsulfanyl)-9-methyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-(methylsulfanyl)-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-(morpholin-4-yl)-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-(phenylethynyl)-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-bromo-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-hydroxy-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-hydroxy-9-methyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-methyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2,3-dimethylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2,4-difluorobenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2,5-dimethylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2-bromobenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2-chlorobenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2-fluoro-3-methylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2-fluoro-5-methylbenzyl)sulfanyl]-9-methyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2-fluorobenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2-methylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(2-nitrobenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(3,4-difluorobenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(3,5-dimethylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(3-methoxybenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(3-methylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(4-fluoro-2-methylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(4-fluoro-3-methylbenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(4-fluorobenzyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(naphthalen-1-ylmethyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(naphthalen-2-ylmethyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[(pyridin-4-ylmethyl)sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[2-(4-bromophenyl)-2-oxoethyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[2-(4-methoxyphenyl)-2-oxoethyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[2-(morpholin-4-yl)-2-oxoethyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-8-[[(6,6-difluorocyclohexa-2,4-dien-1-yl)methyl]sulfanyl]-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-9-benzyl-8-sulfanyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-9-ethyl-8-sulfanyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-9-methyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-9-methyl-8-sulfanyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-amino-9-phenyl-8-sulfanyl-1,9-dihydro-6H-purin-6-one
-
Escherichia coli
2.5.1.15 2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl]-N-(3-chlorobenzyl)acetamide
-
Escherichia coli
2.5.1.15 2-[(2-amino-9-methyl-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl]-N-phenylacetamide
-
Escherichia coli
2.5.1.15 2-[[(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl]methyl]benzonitrile
-
Escherichia coli
2.5.1.15 3-[[(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl]methyl]benzonitrile
-
Escherichia coli
2.5.1.15 4-[2-[(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl]ethyl]benzenesulfonamide
-
Escherichia coli
2.5.1.15 6-methylamino-5-nitrosoisocytosine
-
Escherichia coli
2.5.1.15 8-mercaptoguanine
-
Escherichia coli
2.5.1.15 sulfamethoxazole
-
Escherichia coli
2.5.1.15 tert-butyl (2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)acetate
-
Escherichia coli
2.5.1.15 tert-butyl 2-(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)propanoate
-
Escherichia coli
2.5.1.15 [(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl](phenyl)acetic acid
-
Escherichia coli
2.5.1.15 [(2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl]acetic acid
-
Escherichia coli
2.5.1.15 [(2-amino-9-methyl-6-oxo-6,9-dihydro-1H-purin-8-yl)sulfanyl]acetic acid
-
Escherichia coli

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.15 6-hydroxymethyl-7,8-dihydropterin diphosphate + 4-aminobenzoate Escherichia coli
-
diphosphate + 7,8-dihydropteroate
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.15 Escherichia coli P0AC13
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.15 6-hydroxymethyl-7,8-dihydropterin diphosphate + 4-aminobenzoate
-
Escherichia coli diphosphate + 7,8-dihydropteroate
-
?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.15 DHPS
-
Escherichia coli
2.5.1.15 dihydropteroate synthase
-
Escherichia coli