Detailed information for compound 923130

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 387.431 | Formula: C23H21N3O3
  • H donors: 1 H acceptors: 3 LogP: 2.54 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1CCc2c(N1)ncc(c2)/C=C/C(=O)N1CC(C1)c1oc2c(c1C)cccc2
  • InChi: 1S/C23H21N3O3/c1-14-18-4-2-3-5-19(18)29-22(14)17-12-26(13-17)21(28)9-6-15-10-16-7-8-20(27)25-23(16)24-11-15/h2-6,9-11,17H,7-8,12-13H2,1H3,(H,24,25,27)/b9-6+
  • InChiKey: OTHXOQIDEXDBSX-RMKNXTFCSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Staphylococcus aureus Enoyl-ACP reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Toxoplasma gondii enoyl-acyl carrier reductase ENR Get druggable targets OG5_130466 All targets in OG5_130466
Plasmodium berghei enoyl-acyl carrier reductase Get druggable targets OG5_130466 All targets in OG5_130466
Neospora caninum enoyl-acyl carrier reductase, putative Get druggable targets OG5_130466 All targets in OG5_130466
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) Get druggable targets OG5_130466 All targets in OG5_130466
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase Get druggable targets OG5_130466 All targets in OG5_130466
Plasmodium vivax enoyl-acyl carrier protein reductase Get druggable targets OG5_130466 All targets in OG5_130466
Chlamydia trachomatis enoyl-acyl-carrier protein reductase Get druggable targets OG5_130466 All targets in OG5_130466
Plasmodium knowlesi enoyl-acyl carrier reductase, putative Get druggable targets OG5_130466 All targets in OG5_130466
Plasmodium falciparum enoyl-acyl carrier reductase Get druggable targets OG5_130466 All targets in OG5_130466
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase Get druggable targets OG5_130466 All targets in OG5_130466
Trichomonas vaginalis hypothetical protein Get druggable targets OG5_130466 All targets in OG5_130466
Plasmodium yoelii enoyl-acyl carrier reductase Get druggable targets OG5_130466 All targets in OG5_130466
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) Get druggable targets OG5_130466 All targets in OG5_130466
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium ulcerans short chain dehydrogenase Enoyl-ACP reductase   243 aa 248 aa 25.4 %
Mycobacterium ulcerans short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 255 aa 25.1 %
Candida albicans similar to peroxisomal 2,4-dienoyl-CoA reductase Enoyl-ACP reductase   243 aa 238 aa 27.3 %
Mycobacterium tuberculosis Probable 3-oxoacyl-[acyl-carrier protein] reductase FabG4 (3-ketoacyl-acyl carrier protein reductase) Enoyl-ACP reductase   243 aa 249 aa 23.3 %
Candida albicans similar to SOU1 but not required for sorbose utilization Enoyl-ACP reductase   243 aa 240 aa 23.8 %
Candida albicans similar to bacterial reductase Enoyl-ACP reductase   243 aa 242 aa 26.0 %
Loa Loa (eye worm) dehydrogenase Enoyl-ACP reductase   243 aa 238 aa 26.9 %
Drosophila melanogaster CG31549 gene product from transcript CG31549-RA Enoyl-ACP reductase   243 aa 231 aa 28.1 %
Mycobacterium ulcerans short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 241 aa 26.1 %
Candida albicans similar to Sou1p but not required for sorbose utilization Enoyl-ACP reductase   243 aa 240 aa 23.8 %
Trypanosoma cruzi NAD(P)-dependent oxidoreductase, putative Enoyl-ACP reductase   243 aa 254 aa 20.9 %
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 217 aa 26.3 %
Dictyostelium discoideum short-chain dehydrogenase/reductase family protein Enoyl-ACP reductase   243 aa 236 aa 23.7 %
Candida albicans short-chain alcohol dehydrogenase superfamily Enoyl-ACP reductase   243 aa 242 aa 26.0 %
Chlamydia trachomatis oxoacy-ACP reductase Enoyl-ACP reductase   243 aa 237 aa 25.7 %
Dictyostelium discoideum glucose/ribitol dehydrogenase family protein Enoyl-ACP reductase   243 aa 208 aa 23.6 %
Mycobacterium tuberculosis Possible oxidoreductase Enoyl-ACP reductase   243 aa 232 aa 25.9 %
Trypanosoma cruzi NAD(P)-dependent oxidoreductase, putative Enoyl-ACP reductase   243 aa 254 aa 21.3 %
Mycobacterium ulcerans short chain dehydrogenase Enoyl-ACP reductase   243 aa 245 aa 27.3 %
Schistosoma mansoni short chain dehydrogenase Enoyl-ACP reductase   243 aa 204 aa 21.1 %
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 201 aa 25.4 %
Mycobacterium ulcerans carveol-like dehydrogenase Enoyl-ACP reductase   243 aa 231 aa 22.5 %
Mycobacterium ulcerans 3-oxoacyl-ACP reductase Enoyl-ACP reductase   243 aa 241 aa 22.0 %
Wolbachia endosymbiont of Brugia malayi Short-chain alcohol dehydrogenase family enzyme Enoyl-ACP reductase   243 aa 242 aa 24.0 %
Schistosoma japonicum ko:K00065 2-deoxy-D-gluconate 3-dehydrogenase [EC1.1.1.125], putative Enoyl-ACP reductase   243 aa 244 aa 24.2 %
Trypanosoma brucei pteridine reductase 1 Enoyl-ACP reductase   243 aa 269 aa 24.5 %
Plasmodium berghei 3-oxoacyl-[acyl-carrier-protein] reductase, putative Enoyl-ACP reductase   243 aa 248 aa 24.2 %
Mycobacterium ulcerans short chain dehydrogenase Enoyl-ACP reductase   243 aa 247 aa 24.7 %
Trypanosoma congolense short chain dehydrogenase, putative Enoyl-ACP reductase   243 aa 250 aa 19.6 %
Candida albicans SPS19-like orf, peroxisomal 2,4-dienoyl-CoA reductase Enoyl-ACP reductase   243 aa 235 aa 25.5 %
Dictyostelium discoideum short-chain dehydrogenase/reductase family protein Enoyl-ACP reductase   243 aa 212 aa 23.1 %
Toxoplasma gondii short chain dehydrogenase family protein, putative Enoyl-ACP reductase   243 aa 247 aa 23.1 %
Schistosoma mansoni 3-oxoacyl-[ACP] reductase Enoyl-ACP reductase   243 aa 251 aa 24.7 %
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein Enoyl-ACP reductase   243 aa 244 aa 26.2 %
Schistosoma japonicum ko:K00100 retinol dehydrogenase 14 (all-trans/9-cis/11-cis) [EC:1.1.1.-], putative Enoyl-ACP reductase   243 aa 206 aa 21.8 %
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 234 aa 25.6 %
Candida albicans sorbose utilization/short-chain alcohol dehydrogenase Enoyl-ACP reductase   243 aa 241 aa 27.0 %
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 247 aa 27.1 %
Onchocerca volvulus Enoyl-ACP reductase   243 aa 248 aa 26.6 %
Trypanosoma brucei beta-D-hydroxybutyrate dehydrogenase Enoyl-ACP reductase   243 aa 250 aa 22.0 %
Mycobacterium ulcerans oxidoreductase Enoyl-ACP reductase   243 aa 242 aa 28.9 %
Mycobacterium ulcerans short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 208 aa 26.0 %
Mycobacterium leprae PROBABLE 3-OXOACYL-[ACYL-CARRIER PROTEIN] REDUCTASE FABG4 (3-KETOACYL-ACYL CARRIER PROTEIN REDUCTASE) Enoyl-ACP reductase   243 aa 247 aa 24.3 %
Drosophila melanogaster CG31548 gene product from transcript CG31548-RA Enoyl-ACP reductase   243 aa 229 aa 21.8 %
Dictyostelium discoideum hypothetical protein Enoyl-ACP reductase   243 aa 198 aa 23.7 %
Mycobacterium tuberculosis Probable oxidoreductase Enoyl-ACP reductase   243 aa 231 aa 26.0 %
Mycobacterium ulcerans short chain dehydrogenase Enoyl-ACP reductase   243 aa 232 aa 27.2 %
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 211 aa 22.7 %
Neospora caninum hypothetical protein Enoyl-ACP reductase   243 aa 198 aa 26.8 %
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 252 aa 23.4 %
Trypanosoma brucei gambiense NAD or NADP dependent oxidoreductase,putative Enoyl-ACP reductase   243 aa 255 aa 23.1 %
Mycobacterium ulcerans short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 205 aa 21.0 %
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier protein] reductase FabG1 (3-ketoacyl-acyl carrier protein reductase) (mycolic acid biosynthesis a protei Enoyl-ACP reductase   243 aa 244 aa 21.7 %
Drosophila melanogaster CG3603 gene product from transcript CG3603-RB Enoyl-ACP reductase   243 aa 246 aa 24.0 %
Mycobacterium ulcerans short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 235 aa 23.4 %
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase Enoyl-ACP reductase   243 aa 206 aa 25.7 %
Mycobacterium ulcerans 3-ketoacyl-ACP reductase Enoyl-ACP reductase   243 aa 245 aa 27.3 %
Mycobacterium ulcerans short chain dehydrogenase Enoyl-ACP reductase   243 aa 222 aa 23.0 %
Plasmodium yoelii 3-oxoacyl-acyl-carrier protein reductase precursor Enoyl-ACP reductase   243 aa 244 aa 23.8 %
Candida albicans sorbose utilization/short-chain alcohol dehydrogenase Enoyl-ACP reductase   243 aa 241 aa 27.0 %
Candida albicans SPS19-like orf, peroxisomal 2,4-dienoyl-CoA reductase Enoyl-ACP reductase   243 aa 235 aa 25.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis 0.0094 0.2572 0.2574
Brugia malayi serine/threonine-protein kinase 6 0.0116 0.3319 0.3319
Echinococcus granulosus aurora kinase A 0.0116 0.3319 0.3341
Echinococcus granulosus insulin receptor 0.0098 0.2725 0.2732
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.0116 0.3319 1
Loa Loa (eye worm) AUR protein kinase 0.0116 0.3319 0.3385
Loa Loa (eye worm) ryanodine receptor 0.0073 0.1864 0.1901
Trichomonas vaginalis hypothetical protein 0.0223 0.7024 1
Loa Loa (eye worm) hypothetical protein 0.0059 0.1377 0.1405
Schistosoma mansoni hypothetical protein 0.0076 0.1977 0.1925
Brugia malayi serine/threonine protein kinase 6 0.0116 0.3319 0.3319
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) 0.0223 0.7024 0.5
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase 0.0223 0.7024 0.5
Leishmania major protein kinase, putative 0.0116 0.3319 1
Echinococcus multilocularis ryanodine receptor 44f 0.0251 0.7974 0.8119
Echinococcus multilocularis insulin receptor 0.0098 0.2725 0.2732
Loa Loa (eye worm) MIR domain-containing protein 0.0021 0.0064 0.0065
Echinococcus multilocularis ryanodine receptor 44f 0.0196 0.6077 0.6172
Echinococcus multilocularis epidermal growth factor receptor 0.0304 0.9806 1
Schistosoma mansoni ryanodine receptor 1 skeletal muscle 0.0036 0.058 0.0519
Brugia malayi MIR domain containing protein 0.0021 0.0064 0.0064
Schistosoma mansoni inositol 145-trisphosphate receptor 0.0038 0.0648 0.0588
Trichomonas vaginalis AGC family protein kinase 0.0116 0.3319 0.4677
Schistosoma mansoni tyrosine kinase 0.0164 0.4991 0.4959
Onchocerca volvulus 0.0021 0.0064 0.5
Loa Loa (eye worm) ryanodine receptor 0.0116 0.3329 0.3395
Loa Loa (eye worm) hypothetical protein 0.0038 0.0648 0.0661
Loa Loa (eye worm) AUR protein kinase 0.0116 0.3319 0.3385
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0098 0.2725 0.2732
Trypanosoma cruzi aurora B kinase, putative 0.0116 0.3319 1
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.0116 0.3319 1
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) 0.0223 0.7024 0.5
Schistosoma mansoni tyrosine kinase 0.0161 0.4883 0.485
Schistosoma mansoni inositol 145-trisphosphate receptor 0.0095 0.2607 0.2559
Trichomonas vaginalis AGC family protein kinase 0.0116 0.3319 0.4677
Schistosoma mansoni protein kinase 0.0116 0.3319 0.3276
Schistosoma mansoni tyrosine kinase 0.0304 0.9806 0.9805
Giardia lamblia Aurora kinase 0.0116 0.3319 0.5
Brugia malayi serine/threonine kinase 12 0.0116 0.3319 0.3319
Loa Loa (eye worm) TK/INSR protein kinase 0.0098 0.2725 0.2779
Toxoplasma gondii enoyl-acyl carrier reductase ENR 0.0223 0.7024 1
Schistosoma mansoni tyrosine kinase 0.0164 0.4991 0.4959
Schistosoma mansoni serine/threonine protein kinase 0.0116 0.3319 0.3276
Brugia malayi Protein kinase domain containing protein 0.0098 0.2725 0.2725
Chlamydia trachomatis enoyl-acyl-carrier protein reductase 0.0223 0.7024 0.5
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase 0.0223 0.7024 0.5
Loa Loa (eye worm) AUR protein kinase 0.0116 0.3319 0.3385
Entamoeba histolytica protein kinase, putative 0.0116 0.3319 1
Loa Loa (eye worm) hypothetical protein 0.0196 0.6077 0.6197
Schistosoma mansoni tyrosine kinase 0.0098 0.2725 0.2678
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.0116 0.3319 0.3341
Entamoeba histolytica protein kinase domain containing protein 0.0116 0.3319 1
Schistosoma mansoni ryanodine receptor related 0.031 1 1
Echinococcus granulosus epidermal growth factor receptor 0.0304 0.9806 1
Loa Loa (eye worm) TK/EGFR protein kinase 0.0304 0.9806 1
Echinococcus granulosus serine:threonine protein kinase 12 B 0.0116 0.3319 0.3341
Trypanosoma brucei aurora B kinase 0.0116 0.3319 1
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0164 0.4991 0.5057
Echinococcus granulosus ryanodine receptor 44f 0.0251 0.7974 0.8119
Echinococcus multilocularis aurora kinase A 0.0116 0.3319 0.3341
Entamoeba histolytica protein kinase, putative 0.0116 0.3319 1
Brugia malayi Furin-like cysteine rich region family protein 0.0304 0.9806 0.9806
Loa Loa (eye worm) hypothetical protein 0.0057 0.1294 0.1319
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0098 0.2725 0.2732
Schistosoma mansoni tyrosine kinase 0.0161 0.4883 0.485
Schistosoma mansoni tyrosine kinase 0.0098 0.2725 0.2678
Schistosoma mansoni tyrosine kinase 0.0161 0.4883 0.485
Echinococcus granulosus epidermal growth factor receptor 0.0164 0.4991 0.5057
Entamoeba histolytica protein kinase , putative 0.0116 0.3319 1
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.0116 0.3319 1
Echinococcus granulosus ryanodine receptor 44f 0.0196 0.6077 0.6172
Plasmodium falciparum enoyl-acyl carrier reductase 0.0223 0.7024 1
Trichomonas vaginalis AGC family protein kinase 0.0116 0.3319 0.4677
Brugia malayi cation channel family protein 0.0133 0.3904 0.3904
Echinococcus multilocularis epidermal growth factor receptor 0.0164 0.4991 0.5057
Plasmodium vivax enoyl-acyl carrier protein reductase 0.0223 0.7024 1
Trichomonas vaginalis AGC family protein kinase 0.0116 0.3319 0.4677

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.141 uM Inhibition of Staphylococcus aureus FabI-mediated reduction of enoyl-ACP preincubated for 30 mins measured after 2 hrs by spectrophotometry ChEMBL. 25036796
Inhibition (binding) = 96 % Inhibition of Staphylococcus aureus FabI-mediated reduction of enoyl-ACP preincubated at 1 uM for 30 mins measured after 2 hrs by spectrophotometry ChEMBL. 25036796
Stabilty (ADMET) = 79.4 % Metabolic stability in mouse liver mirosomes assessed as compound remaining at 1 uM after 15 mins by LC-MS/MS analysis ChEMBL. 25036796

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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