Detailed information for compound 104530

Basic information

Technical information
  • TDR Targets ID: 104530
  • Name: 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindo l-3-yl]-N-hydroxy-N-methylacetamide
  • MW: 386.829 | Formula: C20H19ClN2O4
  • H donors: 1 H acceptors: 3 LogP: 3.45 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)c(CC(=O)N(O)C)c(n2C(=O)c1ccc(cc1)Cl)C
  • InChi: 1S/C20H19ClN2O4/c1-12-16(11-19(24)22(2)26)17-10-15(27-3)8-9-18(17)23(12)20(25)13-4-6-14(21)7-5-13/h4-10,26H,11H2,1-3H3
  • InChiKey: BSAKMPGFEXGHDL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-hydroxy-N-methyl-acetamide
  • 2-[1-[(4-chlorophenyl)-oxomethyl]-5-methoxy-2-methyl-3-indolyl]-N-hydroxy-N-methylacetamide
  • 2-[1-(4-chlorophenyl)carbonyl-5-methoxy-2-methyl-indol-3-yl]-N-hydroxy-N-methyl-ethanamide
  • Oprea1_760821

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Arachidonate 5-lipoxygenase Starlite/ChEMBL References
Rattus norvegicus Cyclooxygenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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 japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative 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 japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase 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
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.2205 1 0.5
Toxoplasma gondii S-Adenosyl homocysteine hydrolase 0.2205 1 0.5
Mycobacterium ulcerans S-adenosyl-L-homocysteine hydrolase 0.2205 1 0.5
Schistosoma mansoni lipoxygenase 0.01 0.0021 0.0021
Onchocerca volvulus 0.0095 0 0.5
Schistosoma mansoni adenosylhomocysteinase 0.1365 0.6016 0.6016
Schistosoma mansoni adenosylhomocysteinase 0.1365 0.6016 0.6016
Plasmodium vivax adenosylhomocysteinase(S-adenosyl-L-homocystein e hydrolase), putative 0.2205 1 0.5
Schistosoma mansoni lipoxygenase 0.0142 0.0224 0.0224
Onchocerca volvulus Peroxidasin homolog 0.0095 0 0.5
Echinococcus multilocularis adenosylhomocysteinase 0.2205 1 1
Mycobacterium leprae putative S-adenosyl-L-homocysteine hydrolase SahH 0.2205 1 0.5
Onchocerca volvulus Chorion peroxidase homolog 0.0095 0 0.5
Trichomonas vaginalis adenosylhomocysteinase, putative 0.2205 1 1
Schistosoma mansoni adenosylhomocysteinase 0.1365 0.6016 0.6016
Leishmania major S-adenosylhomocysteine hydrolase 0.2205 1 0.5
Mycobacterium tuberculosis Probable adenosylhomocysteinase SahH (S-adenosyl-L-homocysteine hydrolase) (adohcyase) 0.2205 1 0.5
Echinococcus granulosus adenosylhomocysteinase 0.2205 1 1
Entamoeba histolytica adenosylhomocysteinase, putative 0.2205 1 0.5
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0142 0.0224 0.0224
Onchocerca volvulus 0.0095 0 0.5
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0142 0.0224 0.0224
Onchocerca volvulus Dual oxidase homolog 0.0095 0 0.5
Loa Loa (eye worm) adenosylhomocysteinase 0.2205 1 1
Onchocerca volvulus Peroxidase homolog 0.0095 0 0.5
Onchocerca volvulus 0.0095 0 0.5
Trypanosoma brucei S-adenosylhomocysteine hydrolase, putative 0.2205 1 0.5
Schistosoma mansoni adenosylhomocysteinase 0.2205 1 1
Onchocerca volvulus Peroxidase homolog 0.0095 0 0.5
Toxoplasma gondii adenosylhomocysteinase, putative 0.2205 1 0.5
Trypanosoma cruzi S-adenosylhomocysteine hydrolase, putative 0.2205 1 0.5
Schistosoma mansoni adenosylhomocysteinase 0.1365 0.6016 0.6016
Onchocerca volvulus Peroxidasin homolog 0.0095 0 0.5
Trichomonas vaginalis adenosylhomocysteinase, putative 0.2205 1 1
Plasmodium falciparum adenosylhomocysteinase 0.2205 1 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.4 uM Inhibition of 5-lipoxygenase in intact RBL-1 cell line ChEMBL. 2115586
IC50 (binding) = 1.4 uM Inhibition of 5-lipoxygenase in intact RBL-1 cell line ChEMBL. 2115586
IC50 (binding) = 5.2 uM Inhibition of Prostaglandin G/H synthase in intact RBL-1 cell line ChEMBL. 2115586
IC50 (binding) = 5.2 uM Inhibition of Prostaglandin G/H synthase in intact RBL-1 cell line ChEMBL. 2115586
IC50 ratio (binding) = 0.27 Relative binding affinity to 5-lipoxygenase and cyclooxygenase ChEMBL. 2115586
ID25 (functional) = 29 mg kg-1 In vivo percent inhibition of carrageenin footpad edema (CFE) after peroral administration of the compound was determined. ChEMBL. 2115586
UD50 (functional) = 10 mg kg-1 In vivo ulcerogenicity was determined after peroral administration of the compound in rat ChEMBL. 2115586

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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