Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Seefeld, M.A.; Miller, W.H.; Newlander, K.A.; Burgess, W.J.; DeWolf, W.E., Jr.; Elkins, P.A.; Head, M.S.; Jakas, D.R.; Janson, C.A.; Keller, P.M.; Manley, P.J.; Moore, T.D.; Payne, D.J.; Pearson, S.; Polizzi, B.J.; Qiu, X.; Rittenhouse, S.F.; Uzinskas, I.N.; Wallis, N.G.; Huffman, W.F.
    Indole naphthyridinones as inhibitors of bacterial enoyl-ACP reductases FabI and FabK (2003), J. Med. Chem., 46, 1627-1635.
    View publication on PubMed

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.3.1.9 crystals of FabI/NAD+ complex with (E)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthydrin-3-yl)acrylamide diffract to 2.3 A Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.3.1.9 (E)-N-methyl-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)-N-(1,2,7-trimethyl-1H-indol-3-ylmethyl)acrylamide 0.00007 mM, 50% inhibition Haemophilus influenzae
1.3.1.9 (E)-N-methyl-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphtyridin-3-yl)-N-(1,2,7-trimethyl-1H-indol-3-ylmethyl)acrylamide 0.00002 mM, 50% inhibition Staphylococcus aureus
1.3.1.9 (E)-N-methyl-N-(1,2-dimethyl-1H-indol-3-ylmethyl)-N-methyl-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.000025 mM, 50% inhibition Haemophilus influenzae
1.3.1.9 (E)-N-methyl-N-(1,2-dimethyl-1H-indol-3-ylmethyl)-N-methyl-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.00006 mM, 50% inhibition Staphylococcus aureus
1.3.1.9 (E)-N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.0006 mM, 50% inhibition Haemophilus influenzae
1.3.1.9 (E)-N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.00005 mM, 50% inhibition Staphylococcus aureus
1.3.1.9 (E)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.0004 mM, 50% inhibition Haemophilus influenzae
1.3.1.9 (E)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.0001 mM, 50% inhibition Staphylococcus aureus
1.3.1.9 (E)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.005 mM, 50% inhibition Streptococcus pneumoniae
1.3.1.9 (E)-N-methyl-N-(2-methyl-1H-indol-3-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.00013 mM, 50% inhibition Haemophilus influenzae
1.3.1.9 (E)-N-methyl-N-(2-methyl-1H-indol-3-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.00005 mM, 50% inhibition Staphylococcus aureus
1.3.1.9 (E)-N-methyl-N-(2-methyl-1H-indol-3-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 0.006 mM, 50% inhibition Streptococcus pneumoniae
1.3.1.9 triclosan 0.00007 mM, 50% inhibition Staphylococcus aureus

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.9 Escherichia coli
-
-
-
1.3.1.9 Haemophilus influenzae
-
-
-
1.3.1.9 Staphylococcus aureus
-
-
-
1.3.1.9 Streptococcus pneumoniae
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.9 trans-2-dodecenoyl-ACP + NADH
-
 Staphylococcus aureus dodecanoyl-ACP + NAD+
-
 ?
1.3.1.9 trans-2-dodecenoyl-[acyl-carrier protein] + NADH
-
 Escherichia coli dodecanoyl-ACP + NAD+
-
 ?
1.3.1.9 trans-2-dodecenoyl-[acyl-carrier protein] + NADH
-
 Streptococcus pneumoniae dodecanoyl-ACP + NAD+
-
 ?
1.3.1.9 trans-2-dodecenoyl-[acyl-carrier protein] + NADH
-
 Haemophilus influenzae dodecanoyl-[acyl-carrier protein] + NAD+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.3.1.9 FabI
-
 Escherichia coli
1.3.1.9 FabK
-
 Streptococcus pneumoniae

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.9 NADH
-
 Staphylococcus aureus
1.3.1.9 NADH
-
 Haemophilus influenzae
1.3.1.9 NADH
-
 Escherichia coli
1.3.1.9 NADH
-
 Streptococcus pneumoniae

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.3.1.9 0.0000023
-
 (E)-N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 30°C, pH 6.5 Staphylococcus aureus
1.3.1.9 0.0000043
-
 (E)-N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylamide 30°C, pH 6.5 Haemophilus influenzae