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Literature summary for 1.3.1.118 extracted from

  • Rotta, M.; Pissinate, K.; Villela, A.; Back, D.; Timmers, L.; Bachega, J.; De Souza, O.; Santos, D.; Basso, L.; Machado, P.
    Piperazine derivatives Synthesis, inhibition of the Mycobacterium tuberculosis enoyl-acyl carrier protein reductase and SAR studies (2015), Eur. J. Med. Chem., 90, 436-447 .
    View publication on PubMed
Search for more literature for 1.3.1.118

Inhibitors

Inhibitors Comment Organism Structure
(4-(9H-fluoren-9-yl)piperazin-1-yl) (2,5-difluorophenyl)methanone uncompetitive versus NADH, noncompetitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-fluoren-9-yl)piperazin-1-yl) (2-fluorophenyl)methanone uncompetitive versus NADH, noncompetitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-fluoren-9-yl)piperazin-1-yl) (3-fluorophenyl)methanone uncompetitive versus NADH, competitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-Fluoren-9-yl)piperazin-1-yl) (3-tolyl)methanone uncompetitive versus NADH, noncompetitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-fluoren-9-yl)piperazin-1-yl) (4-chlorophenyl)methanone uncompetitive versus NADH, noncompetitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-fluoren-9-yl)piperazin-1-yl) (4-fluorophenyl)methanone uncompetitive versus NADH, competitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-fluoren-9-yl)piperazin-1-yl) (4-methoxyphenyl)methanone uncompetitive versus NADH, noncompetitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-fluoren-9-yl)piperazin-1-yl) (4-tolyl)methanone uncompetitive versus NADH, competitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
(4-(9H-fluoren-9-yl)piperazin-1-yl) (phenyl)methanone uncompetitive versus NADH, noncompetitive versus trans-2-dodecenoyl-CoA Mycobacterium tuberculosis
additional information a series of piperazine derivatives is synthesized and screened as MtInhA inhibitors, which results in the identification of compounds with IC50 values in the submicromolar range Mycobacterium tuberculosis

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis P9WGR1
-
-
Mycobacterium tuberculosis ATCC 25618 P9WGR1
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
trans-2-dodecenoyl-CoA + NADH + H+
-
 Mycobacterium tuberculosis dodecanoyl-CoA + NAD+
-
 ?
trans-2-dodecenoyl-CoA + NADH + H+
-
 Mycobacterium tuberculosis ATCC 25618 dodecanoyl-CoA + NAD+
-
 ?

Synonyms

Synonyms Comment Organism
enoyl-acyl carrier protein reductase
-
 Mycobacterium tuberculosis
MtInhA
-
 Mycobacterium tuberculosis

Cofactor

Cofactor Comment Organism Structure
NADH
-
 Mycobacterium tuberculosis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000183
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (phenyl)methanone
0.000222
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (4-tolyl)methanone
0.00024
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (3-fluorophenyl)methanone
0.00025
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-Fluoren-9-yl)piperazin-1-yl) (3-tolyl)methanone
0.000361
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (2-fluorophenyl)methanone
0.000397
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (4-fluorophenyl)methanone
0.00157
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (2,5-difluorophenyl)methanone
0.00169
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (4-chlorophenyl)methanone
0.0029
-
 pH 7.0, 25°C Mycobacterium tuberculosis (4-(9H-fluoren-9-yl)piperazin-1-yl) (4-methoxyphenyl)methanone

General Information

General Information Comment Organism
metabolism the enzyme is a member of the mycobacterial type II dissociated fatty acid biosynthesis system Mycobacterium tuberculosis