Detailed information for compound 1526487

Basic information

Technical information
  • TDR Targets ID: 1526487
  • Name: (5Z)-5-[(5-chloro-2-hydroxy-3-methoxyphenyl)m ethylidene]-2-phenyl-1,3-thiazol-4-one
  • MW: 345.8 | Formula: C17H12ClNO3S
  • H donors: 1 H acceptors: 2 LogP: 4.35 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(Cl)cc(c1O)/C=C/1\SC(=NC1=O)c1ccccc1
  • InChi: 1S/C17H12ClNO3S/c1-22-13-9-12(18)7-11(15(13)20)8-14-16(21)19-17(23-14)10-5-3-2-4-6-10/h2-9,20H,1H3/b14-8-
  • InChiKey: GLHVXTUPIGWXRE-ZSOIEALJSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 5-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylidene]-2-phenyl-1,3-thiazol-4-one
  • (5Z)-5-[(5-chloro-2-hydroxy-3-methoxy-phenyl)methylene]-2-phenyl-thiazol-4-one
  • 5-[(5-chloro-2-hydroxy-3-methoxy-phenyl)methylene]-2-phenyl-thiazol-4-one
  • 5-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylene]-2-phenyl-4-thiazolone
  • (5Z)-5-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylene]-2-phenyl-4-thiazolone
  • 5-(5-chloro-2-hydroxy-3-methoxy-benzylidene)-2-phenyl-thiazol-4-one
  • (5Z)-5-(5-chloro-2-hydroxy-3-methoxy-benzylidene)-2-phenyl-thiazol-4-one
  • 5-[(5-chloro-2-hydroxy-3-methoxy-phenyl)methylidene]-2-phenyl-1,3-thiazol-4-one
  • (5Z)-5-[(5-chloro-2-hydroxy-3-methoxy-phenyl)methylidene]-2-phenyl-1,3-thiazol-4-one
  • ST026149
  • AK-968/12101104
  • ZINC00115740

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens arachidonate 5-lipoxygenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus granulosus arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus multilocularis arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative Get druggable targets OG5_127482 All targets in OG5_127482
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 hypothetical protein 0.0223 0.4304 0.5
Onchocerca volvulus 0.0082 0 0.5
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) 0.0223 0.4304 0.5
Onchocerca volvulus Putative nachr subunit 0.0082 0 0.5
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0142 0.1838 0.3002
Echinococcus granulosus geminin 0.0174 0.2787 0.4553
Echinococcus multilocularis geminin 0.0174 0.2787 0.4553
Onchocerca volvulus 0.0082 0 0.5
Toxoplasma gondii enoyl-acyl carrier reductase ENR 0.0223 0.4304 0.5
Chlamydia trachomatis enoyl-acyl-carrier protein reductase 0.0223 0.4304 0.5
Loa Loa (eye worm) hypothetical protein 0.0392 0.9444 0.9444
Onchocerca volvulus 0.0082 0 0.5
Plasmodium falciparum enoyl-acyl carrier reductase 0.0223 0.4304 0.5
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0142 0.1838 0.3002
Echinococcus multilocularis survival motor neuron protein 1 0.0283 0.6122 1
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase 0.0223 0.4304 0.5
Schistosoma mansoni lipoxygenase 0.01 0.0534 0.1916
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) 0.0223 0.4304 0.5
Plasmodium vivax enoyl-acyl carrier protein reductase 0.0223 0.4304 0.5
Loa Loa (eye worm) hypothetical protein 0.0373 0.8849 0.8849
Schistosoma mansoni lipoxygenase 0.0142 0.1838 0.6594
Onchocerca volvulus 0.0082 0 0.5
Onchocerca volvulus 0.0082 0 0.5
Schistosoma mansoni hypothetical protein 0.0174 0.2787 1
Schistosoma mansoni hypothetical protein 0.0174 0.2787 1
Echinococcus granulosus survival motor neuron protein 1 0.0283 0.6122 1
Loa Loa (eye worm) hypothetical protein 0.0283 0.6122 0.6122
Brugia malayi hypothetical protein 0.0283 0.6122 0.6122
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase 0.0223 0.4304 0.5
Onchocerca volvulus 0.0082 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0411 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.3 uM Inhibition of 5-lipoxygenase in S100 supernatant assessed as inhibition of LTB4 production preincubated for 15 mins measured after 10 mins by HPLC method ChEMBL. 21341744
IC50 (binding) = 0.3 uM Inhibition of 5-lipoxygenase in S100 supernatant assessed as inhibition of (5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid production preincubated for 15 mins measured after 10 mins by HPLC method ChEMBL. 21341744
IC50 (binding) = 0.65 uM Inhibition of 5-lipoxygenase in human polymorphonuclear leukocytes assessed as inhibition of LTB4 production preincubated for 15 mins measured after 10 mins by HPLC method ChEMBL. 21341744
IC50 (binding) = 0.65 uM Inhibition of 5-lipoxygenase in human polymorphonuclear leukocytes assessed as inhibition of (5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid production preincubated for 15 mins measured after 10 mins by HPLC method ChEMBL. 21341744

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.