Detailed information for compound 236259

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 325.358 | Formula: C19H19NO4
  • H donors: 2 H acceptors: 3 LogP: 3.74 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCN(c1ccc(cc1)/C=C\1/Oc2c(C1=O)ccc(c2O)O)CC
  • InChi: 1S/C19H19NO4/c1-3-20(4-2)13-7-5-12(6-8-13)11-16-17(22)14-9-10-15(21)18(23)19(14)24-16/h5-11,21,23H,3-4H2,1-2H3/b16-11+
  • InChiKey: FIJOFUUQGBYKPA-LFIBNONCSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) Chorismate synthase Starlite/ChEMBL References
Escherichia coli 5-enolpyruvylshikimate-3-phosphate synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Chlamydia trachomatis phosphoshikimate 1-carboxyl vinyltransferase Get druggable targets OG5_127183 All targets in OG5_127183
Plasmodium vivax chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium tuberculosis 3-dehydroquinate synthase AroB Get druggable targets OG5_127183 All targets in OG5_127183
Candida albicans Chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium ulcerans chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium leprae 3-dehydroquinate synthase AroB Get druggable targets OG5_127183 All targets in OG5_127183
Neospora caninum 3-dehydroquinate synthase (EC 4.2.3.4), related Get druggable targets OG5_127183 All targets in OG5_127183
Plasmodium falciparum chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Plasmodium knowlesi chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Toxoplasma gondii chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium ulcerans 3-dehydroquinate synthase Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium leprae Chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase). Get druggable targets OG5_128304 All targets in OG5_128304
Candida albicans chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS Get druggable targets OG5_127183 All targets in OG5_127183
Chlamydia trachomatis dehyroquinate synthase Get druggable targets OG5_127183 All targets in OG5_127183
Chlamydia trachomatis chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Candida albicans similar to S. cerevisiae ARO1 pentafunctional aromatic amino acid family biosynthesis protein Get druggable targets OG5_127183 All targets in OG5_127183
Neospora caninum Chorismate synthase (EC 4.2.3.5), related Get druggable targets OG5_128304 All targets in OG5_128304
Plasmodium berghei chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein Get druggable targets OG5_127183 All targets in OG5_127183
Plasmodium yoelii chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Candida albicans similar to S. cerevisiae ARO1 pentafunctional aromatic amino acid family biosynthesis protein Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium tuberculosis 3-phosphoshikimate 1-carboxyvinyltransferase AroA (5-enolpyruvylshikimate-3-phosphate synthase) (EPSP synthase) (EPSPS) Get druggable targets OG5_127183 All targets in OG5_127183
Schistosoma mansoni 3-dehydroquinate synthase Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium tuberculosis Probable chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase) Get druggable targets OG5_128304 All targets in OG5_128304

By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.5414
Schistosoma mansoni 3-dehydroquinate synthase 0.0139 0.3342 0.3342
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Chlamydia trachomatis chorismate synthase 0.0216 0.536 0.3031
Echinococcus granulosus Immunoglobulin 0.0025 0.0355 0.0355
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis tyrosine protein kinase HCK 0.0036 0.0641 0.0641
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.086 0.086
Loa Loa (eye worm) TK protein kinase 0.0036 0.0641 0.0509
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.015 0.3631 0.6767
Brugia malayi SRC-1 0.0045 0.086 0.086
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0025 0.0355 0.0355
Leishmania major dihydrofolate reductase-thymidylate synthase 0.015 0.3631 1
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis tyrosine protein kinase Blk 0.004 0.0752 0.0752
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.015 0.3631 0.6767
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.086 0.086
Echinococcus multilocularis dihydrofolate reductase 0.0392 1 1
Loa Loa (eye worm) TK protein kinase 0.0117 0.2776 0.2674
Loa Loa (eye worm) hypothetical protein 0.0029 0.046 0.0326
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.0548 0.0415
Echinococcus granulosus dihydrofolate reductase 0.0392 1 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.0017 0.0139 0.0139
Brugia malayi Immunoglobulin I-set domain containing protein 0.0117 0.2776 0.2776
Echinococcus multilocularis fibroblast growth factor receptor 4 0.0114 0.2688 0.2688
Schistosoma mansoni nephrin 0.0029 0.0443 0.0443
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus twitchin 0.0029 0.0443 0.0443
Brugia malayi Immunoglobulin I-set domain containing protein 0.0025 0.0355 0.0355
Echinococcus granulosus fibroblast growth factor receptor 4 0.0114 0.2688 0.2688
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0025 0.0355 0.0355
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.0152 0.3685 0.3685
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0045 0.086 0.086
Echinococcus multilocularis Immunoglobulin 0.0025 0.0355 0.0355
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk 0.0045 0.086 0.086
Echinococcus multilocularis tyrosine protein kinase Fgr 0.0045 0.086 0.086
Loa Loa (eye worm) hypothetical protein 0.0033 0.0548 0.0415
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus basic fibroblast growth factor receptor 1 A 0.0114 0.2688 0.2688
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus neuroglian 0.0029 0.0443 0.0443
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.015 0.3631 1
Entamoeba histolytica protein kinase, putative 0.0036 0.0641 0.5
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr 0.0045 0.086 0.086
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.3122
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus tyrosine protein kinase Lyn 0.0045 0.086 0.086
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium tuberculosis 3-phosphoshikimate 1-carboxyvinyltransferase AroA (5-enolpyruvylshikimate-3-phosphate synthase) (EPSP synthase) (EPSPS) 0.0139 0.3342 0.3333
Loa Loa (eye worm) TK protein kinase 0.004 0.0752 0.0621
Echinococcus multilocularis tyrosine protein kinase Fyn 0.004 0.0752 0.0752
Loa Loa (eye worm) hypothetical protein 0.0147 0.356 0.3469
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.0152 0.3685 0.3685
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0017 0.0139 1
Chlamydia trachomatis dihydrofolate reductase 0.0392 1 1
Echinococcus granulosus tyrosine kinase 0.004 0.0752 0.0752
Brugia malayi protein-tyrosine kinase 0.004 0.0752 0.0752
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0392 1 1
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.086 0.086
Echinococcus multilocularis tyrosine protein kinase Src64B 0.0045 0.086 0.086
Schistosoma mansoni tyrosine kinase 0.0114 0.2688 0.2688
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium ulcerans 3-dehydroquinate synthase 0.0139 0.3342 0.3333
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0357 0.9074 1
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus tyrosine protein kinase Src42A 0.0045 0.086 0.086
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.086 0.086
Brugia malayi hypothetical protein 0.0025 0.0355 0.0355
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.0357 0.9074 0.9072
Echinococcus multilocularis basic fibroblast growth factor receptor 1 A 0.0114 0.2688 0.2688
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.015 0.3631 0.3993
Brugia malayi Probable 3',5'-cyclic phosphodiesterase C32E12.2, putative 0.0152 0.3685 0.3685
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK 0.0045 0.086 0.086
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus defective proboscis extension response 0.0025 0.0355 0.0355
Trichomonas vaginalis conserved hypothetical protein 0.0017 0.0139 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium ulcerans chorismate synthase 0.0216 0.536 0.5354
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.086 0.086
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0392 1 1
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0025 0.0355 0.0355
Schistosoma mansoni cell adhesion molecule 0.0029 0.046 0.046
Plasmodium vivax chorismate synthase 0.0216 0.536 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0033 0.0552 0.0419
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0029 0.046 0.046
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) dihydrofolate reductase 0.0392 1 1
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK 0.0045 0.086 0.086
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.0017 0.0139 0.0139
Echinococcus multilocularis Immunoglobulin 0.0025 0.0355 0.0355
Schistosoma mansoni dihydrofolate reductase 0.0392 1 1
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.086 0.086
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Plasmodium falciparum chorismate synthase 0.0216 0.536 1
Brugia malayi Fibronectin type III domain containing protein 0.0025 0.0355 0.0355
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0392 1 1
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.5
Brugia malayi Immunoglobulin I-set domain containing protein 0.0033 0.0552 0.0552
Loa Loa (eye worm) hypothetical protein 0.0135 0.3235 0.314
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase 0.0045 0.086 0.086
Echinococcus granulosus roundabout 2 0.0033 0.0548 0.0548
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Chlamydia trachomatis phosphoshikimate 1-carboxyl vinyltransferase 0.0357 0.9074 0.8609
Loa Loa (eye worm) SRC-1 0.0045 0.086 0.0731
Echinococcus multilocularis roundabout 2 0.0033 0.0548 0.0548
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.0017 0.0139 0.0139
Mycobacterium leprae Chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase). 0.0106 0.2486 0.2475
Schistosoma mansoni cgmp-dependent 35-cyclic phosphodiesterase 0.0017 0.0139 0.0139
Brugia malayi Dihydrofolate reductase 0.0392 1 1
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0017 0.0139 0.0139
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.015 0.3631 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Mycobacterium leprae 3-dehydroquinate synthase AroB 0.0139 0.3342 0.3333
Schistosoma mansoni tyrosine kinase 0.0045 0.086 0.086
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus tyrosine protein kinase Src42A 0.0037 0.066 0.066
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0037 0.066 0.066
Schistosoma mansoni vesicular amine transporter 0.0025 0.0355 0.0355
Echinococcus granulosus tyrosine protein kinase HCK 0.0036 0.0641 0.0641
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Schistosoma mansoni tyrosine kinase 0.0045 0.086 0.086
Echinococcus granulosus tyrosine kinase|tyrosine protein kinase Fyn 0.004 0.0752 0.0752
Toxoplasma gondii chorismate synthase, putative 0.0216 0.536 0.5901
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.0357 0.9074 0.9072
Echinococcus granulosus tyrosine protein kinase Blk 0.004 0.0752 0.0752
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.5
Mycobacterium tuberculosis 3-dehydroquinate synthase AroB 0.0139 0.3342 0.3333
Echinococcus multilocularis neuroglian 0.0029 0.0443 0.0443
Echinococcus multilocularis tyrosine protein kinase Srms 0.004 0.0752 0.0752
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Echinococcus granulosus tyrosine protein kinase Src64B 0.0045 0.086 0.086
Mycobacterium tuberculosis Probable chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase) 0.0106 0.2486 0.2475
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 8.5 uM Inhibitory concentration against Streptococcus pneumoniae chorismate synthase ChEMBL. 12565943
IC50 (binding) = 8.5 uM Inhibitory concentration against Streptococcus pneumoniae chorismate synthase ChEMBL. 12565943
Ki (binding) = 0.65 uM Competitive inhibitory activity of the compound was determined with respect to EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase ChEMBL. 12565943
Ki (binding) = 0.65 uM Competitive inhibitory activity of the compound was determined with respect to EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase ChEMBL. 12565943
Ki (binding) = 1.7 uM Non-competitive inhibitory activity of the compound was determined with respect to cofactor FMN ChEMBL. 12565943
Km (binding) = 0.08 uM Michaelis-mention constant of the compound for cofactor FMN was evaluated ChEMBL. 12565943
Km (binding) = 30 uM Michaelis-mention constant of the compound for EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase was evaluated ChEMBL. 12565943
Km (binding) = 30 uM Michaelis-mention constant of the compound for EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase was evaluated ChEMBL. 12565943

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.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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