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Literature summary extracted from

  • Crasto, C.F.; Forrest, A.K.; Karoli, T.; March, D.R.; Mensah, L.; O'Hanlon, P.J.; Nairn, M.R.; Oldham, M.D.; Yue, W.; Banwell, M.G.; Easton, C.J.
    Synthesis and activity of analogues of the isoleucyl tRNA synthetase inhibitor SB-203207 (2003), Bioorg. Med. Chem., 11, 2687-2694.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
6.1.1.5 7-[3-[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]propanoyl-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 10% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[4-[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]butanoyl-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 18% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[4-[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]butanoyl-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 26% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]acetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 17% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide
-
Rattus norvegicus
6.1.1.5 7-[[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide
-
Staphylococcus aureus
6.1.1.5 7-[[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxylic acid methyl ester derivative of SB-203207, 49% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxylic acid methyl ester derivative of SB-203207, 31% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-4,4a,5,6,7,7a-hexahydro-1-methyl-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester derivative of SB-203207, 46% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(2S,3S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-4,4a,5,6,7,7a-hexahydro-1-methyl-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester derivative of SB-203207, 34% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(S)-2-amino-1-oxo-5-thiahexyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 31% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(S)-2-amino-1-oxo-5-thiahexyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 38% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(S)-2-amino-1-oxo-hexyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 17% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(S)-2-amino-1-oxo-hexyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxamide derivative of SB-203207, 46% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(S)-2-amino-3-methyl-1-oxobutyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxylic acid methyl ester derivative of SB-203207, 31% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(S)-2-amino-3-methyl-1-oxobutyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxylic acid methyl ester derivative of SB-203207, 38% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(S)-2-amino-3-methyl-1-oxobutyl]amino]sulfonylacetyloxy-4,4a,5,6,7,7a-hexahydro-1-methyl-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester derivative of SB-203207, 33% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(S)-2-amino-3-methyl-1-oxobutyl]amino]sulfonylacetyloxy-4,4a,5,6,7,7a-hexahydro-1-methyl-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester derivative of SB-203207, 10% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-4,4a,5,6,7,7a-hexahydro-1-methyl-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester derivative of SB-203207, 13% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 7-[[(S)-2-amino-3-methyl-1-oxopentyl]amino]sulfonylacetyloxy-4,4a,5,6,7,7a-hexahydro-1-methyl-1H-cyclopenta[b]pyridine-3-carboxylic acid methyl ester derivative of SB-203207, 15% inhibition at 0.1 mM Staphylococcus aureus
6.1.1.5 7-[[(S)-2-amino-4-methyl-1-oxopentyl]amino]sulfonylacetyloxy-2,4a,5,6,7,7a-hexahydro-2-methyl-1H-cyclopenta[c]pyridine-4-carboxylic acid methyl ester derivative of SB-203207, 14% inhibition at 0.1 mM Rattus norvegicus
6.1.1.5 additional information diverse analogues of SB-203207 are not inhibitory, overview Rattus norvegicus
6.1.1.5 additional information diverse analogues of SB-203207 are not inhibitory, overview Staphylococcus aureus
6.1.1.5 SB-203207 anti-infective agent, isolated from Streptomyces NCIMB 40513, analogous to the reaction intermediate Rattus norvegicus
6.1.1.5 SB-203207 anti-infective agent, isolated from Streptomyces NCIMB 40513, analogous to the reaction intermediate Staphylococcus aureus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
6.1.1.5 ATP + L-isoleucine + tRNAIle Staphylococcus aureus
-
AMP + diphosphate + L-isoleucyl-tRNAIle
-
?
6.1.1.5 ATP + L-isoleucine + tRNAIle Rattus norvegicus
-
AMP + diphosphate + L-isoleucyl-tRNAIle
-
?
6.1.1.5 ATP + L-isoleucine + tRNAIle Staphylococcus aureus WCUH29
-
AMP + diphosphate + L-isoleucyl-tRNAIle
-
?

Organism

EC Number Organism UniProt Comment Textmining
6.1.1.5 Rattus norvegicus
-
-
-
6.1.1.5 Staphylococcus aureus
-
-
-
6.1.1.5 Staphylococcus aureus WCUH29
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
6.1.1.5 liver
-
Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
6.1.1.5 ATP + L-isoleucine + tRNAIle
-
Staphylococcus aureus AMP + diphosphate + L-isoleucyl-tRNAIle
-
?
6.1.1.5 ATP + L-isoleucine + tRNAIle
-
Rattus norvegicus AMP + diphosphate + L-isoleucyl-tRNAIle
-
?
6.1.1.5 ATP + L-isoleucine + tRNAIle
-
Staphylococcus aureus WCUH29 AMP + diphosphate + L-isoleucyl-tRNAIle
-
?

Synonyms

EC Number Synonyms Comment Organism
6.1.1.5 IleRS
-
Staphylococcus aureus
6.1.1.5 IleRS
-
Rattus norvegicus
6.1.1.5 IRS
-
Staphylococcus aureus
6.1.1.5 IRS
-
Rattus norvegicus
6.1.1.5 Isoleucine translase
-
Staphylococcus aureus
6.1.1.5 Isoleucine translase
-
Rattus norvegicus
6.1.1.5 Isoleucine--tRNA ligase
-
Staphylococcus aureus
6.1.1.5 Isoleucine--tRNA ligase
-
Rattus norvegicus
6.1.1.5 Isoleucine-transfer RNA ligase
-
Staphylococcus aureus
6.1.1.5 Isoleucine-transfer RNA ligase
-
Rattus norvegicus
6.1.1.5 Isoleucine-tRNA synthetase
-
Staphylococcus aureus
6.1.1.5 Isoleucine-tRNA synthetase
-
Rattus norvegicus
6.1.1.5 Isoleucyl-transfer ribonucleate synthetase
-
Staphylococcus aureus
6.1.1.5 Isoleucyl-transfer ribonucleate synthetase
-
Rattus norvegicus
6.1.1.5 Isoleucyl-transfer RNA synthetase
-
Staphylococcus aureus
6.1.1.5 Isoleucyl-transfer RNA synthetase
-
Rattus norvegicus
6.1.1.5 Isoleucyl-tRNA synthetase
-
Staphylococcus aureus
6.1.1.5 Isoleucyl-tRNA synthetase
-
Rattus norvegicus
6.1.1.5 Mupirocin resistance protein
-
Staphylococcus aureus
6.1.1.5 Mupirocin resistance protein
-
Rattus norvegicus
6.1.1.5 Synthetase, isoleucyl-transfer ribonucleate
-
Staphylococcus aureus
6.1.1.5 Synthetase, isoleucyl-transfer ribonucleate
-
Rattus norvegicus

Cofactor

EC Number Cofactor Comment Organism Structure
6.1.1.5 ATP
-
Staphylococcus aureus
6.1.1.5 ATP
-
Rattus norvegicus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
6.1.1.5 additional information
-
additional information
-
Staphylococcus aureus
6.1.1.5 additional information
-
additional information
-
Rattus norvegicus