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Literature summary extracted from

  • Trabocchi, A.; Mannino, C.; Machetti, F.; De Bernardis, F.; Arancia, S.; Cauda, R.; Cassone, A.; Guarna, A.
    Identification of inhibitors of drug-resistant Candida albicans strains from a library of bicyclic peptidomimetic compounds (2010), J. Med. Chem., 53, 2502-2509.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.4.23.24 (1R,5R,7R)-3-benzyl-7-(piperidin-1-ylcarbonyl)-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 74% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-3-benzyl-N-(2-hydroxyethyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 71% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-3-benzyl-N-(3-hydroxypropyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 23% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-3-benzyl-N-[(1R)-2-hydroxy-1-phenylethyl]-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 31% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-3-benzyl-N-[(2R)-1-hydroxy-3-phenylpropan-2-yl]-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 29% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-3-benzyl-N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 30% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-3-benzyl-N-[(2S)-1-hydroxy-4-methylpentan-2-yl]-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 71% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-3-benzyl-N-[(2S)-1-hydroxypropan-2-yl]-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 35% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5R,7R)-N-(2-aminoethyl)-3-benzyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxamide 63% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7R)-3-benzyl-7-(1,4-diazepan-1-ylcarbonyl)-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 63% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7R)-3-benzyl-7-(morpholin-4-ylcarbonyl)-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 62% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7R)-3-benzyl-7-(thiomorpholin-4-ylcarbonyl)-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 58% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7R)-3-benzyl-7-[[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]carbonyl]-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 34% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7R)-3-benzyl-7-[[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]carbonyl]-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 48% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7R)-3-benzyl-7-[[4-(2-hydroxyethyl)piperazin-1-yl]carbonyl]-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 58% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7S)-3-benzyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxylic acid [1-hydroxymethyl-3(R)-methylbutyl]amide 60% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1R,5S,7S)-3-benzyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxylic acid [1-hydroxymethyl-3(S)-methylbutyl]amide 33% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1S,5R,7R)-3-benzyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxylic acid benzyl-(1-hydroxymethyl-3-methylbutyl)amide 35% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1S,5R,7R)-3-benzyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-carboxylic acid [1-hydroxymethyl-3(R)-methylbutyl]amide 29% inhibition at 0.02 mM Candida albicans
3.4.23.24 (1S,5S,7S)-3-benzyl-7-(piperidine-1-carbonyl)-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one 50% inhibition at 0.02 mM Candida albicans
3.4.23.24 ethyl 4-[[(1R,5S,7R)-3-benzyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]oct-7-yl]carbonyl]piperazine-1-carboxylate 74% inhibition at 0.02 mM Candida albicans
3.4.23.24 fluconazole
-
 Candida albicans
3.4.23.24 pepstatin A
-
 Candida albicans

Organism

EC Number Organism UniProt Comment Textmining
3.4.23.24 Candida albicans
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.4.23.24 Bovine serum albumin + H2O
-
 Candida albicans ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.4.23.24 SAP2
-
 Candida albicans
3.4.23.24 secreted aspartic proteinase-2
-
 Candida albicans

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.4.23.24 0.02
-
 in 50 mM sodium citrate, pH 3.2, at 37°C Candida albicans (1S,5S,7S)-3-benzyl-7-(piperidine-1-carbonyl)-6,8-dioxa-3-azabicyclo[3.2.1]octan-2-one