Detailed information for compound 233326

Basic information

Technical information
  • TDR Targets ID: 233326
  • Name: 1-[(4-chlorophenyl)methoxymethyl]-5-ethyl-6-p henylsulfanyl-2-sulfanylidenepyrimidin-4-one
  • MW: 418.96 | Formula: C20H19ClN2O2S2
  • H donors: 1 H acceptors: 1 LogP: 4.97 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCc1c(=O)[nH]c(=S)n(c1Sc1ccccc1)COCc1ccc(cc1)Cl
  • InChi: 1S/C20H19ClN2O2S2/c1-2-17-18(24)22-20(26)23(19(17)27-16-6-4-3-5-7-16)13-25-12-14-8-10-15(21)11-9-14/h3-11H,2,12-13H2,1H3,(H,22,24,26)
  • InChiKey: UNARUCJNYVBDRJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[(4-chlorophenyl)methoxymethyl]-5-ethyl-6-phenylsulfanyl-2-thioxo-pyrimidin-4-one
  • 1-[(4-chlorophenyl)methoxymethyl]-5-ethyl-6-(phenylthio)-2-thioxo-4-pyrimidinone
  • 1-[(4-chlorophenyl)methoxymethyl]-5-ethyl-6-phenylsulfanyl-2-sulfanylidene-pyrimidin-4-one
  • 1-[(4-chlorobenzyl)oxymethyl]-5-ethyl-6-(phenylthio)-2-thioxo-pyrimidin-4-one
  • 136160-43-5
  • 5-Ethyl-1-((4-chlorobenzyloxy)methyl)-6-(phenylthio)-2-thiouracil
  • 1-ClBzOMe-6PhS-5Et2thio U
  • 5-Ethyl-1-[(4-chlorobenzyloxy)methyl]-6-(phenylthio)-2-thiouracil
  • AIDS-004831
  • AIDS004831

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Schistosoma mansoni hypothetical protein Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma congolense RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Plasmodium yoelii integrase-related Get druggable targets OG5_139608 All targets in OG5_139608
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
Loa Loa (eye worm) endoplasmin 0.0119 0.0094 0.0451
Schistosoma mansoni DNA topoisomerase II 0.0655 0.2089 1
Giardia lamblia DNA topoisomerase III 0.0198 0.039 0.2241
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Echinococcus granulosus heat shock protein 90 0.0119 0.0094 0.0451
Giardia lamblia Heat shock protein HSP 90-alpha 0.0119 0.0094 0.0541
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.0198 0.039 0.1868
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0655 0.2089 1
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0655 0.2089 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0655 0.2089 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.1611 0.5643 1
Leishmania major DNA topoisomerase III, putative 0.0198 0.039 0.0691
Schistosoma mansoni endoplasmin 0.0119 0.0094 0.0451
Echinococcus multilocularis heat shock protein 0.0119 0.0094 0.0451
Mycobacterium ulcerans DNA topoisomerase I 0.0198 0.039 0.039
Leishmania major DNA topoisomerase ii 0.0457 0.1351 0.2393
Plasmodium falciparum DNA gyrase subunit B 0.2782 1 1
Echinococcus multilocularis rho GTPase activating protein 20 0.0198 0.039 0.1868
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0655 0.2089 1
Echinococcus multilocularis heat shock protein 90 0.0119 0.0094 0.0451
Loa Loa (eye worm) hypothetical protein 0.0457 0.1351 0.6466
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.2782 1 1
Trypanosoma brucei Heat shock protein 83, putative 0.0119 0.0094 0.0167
Trypanosoma brucei DNA topoisomerase II beta, putative 0.0457 0.1351 0.2393
Echinococcus multilocularis DNA topoisomerase 3 beta 1 0.0198 0.039 0.1868
Trypanosoma cruzi heat shock protein 90, putative 0.0119 0.0094 0.0167
Leishmania major DNA topoisomerase III, putative 0.0198 0.039 0.0691
Mycobacterium ulcerans DNA gyrase subunit B 0.2782 1 1
Plasmodium vivax DNA gyrase subunit B, putative 0.2782 1 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.1611 0.5643 1
Entamoeba histolytica DNA topoisomerase II, putative 0.0655 0.2089 1
Schistosoma mansoni endoplasmin 0.0119 0.0094 0.0451
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.1611 0.5643 1
Trypanosoma cruzi Heat shock protein 83, putative 0.0119 0.0094 0.0167
Schistosoma mansoni hypothetical protein 0.01 0.0024 0.0115
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Trypanosoma cruzi DNA topoisomerase III, putative 0.0198 0.039 0.0691
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Loa Loa (eye worm) hypothetical protein 0.0457 0.1351 0.6466
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Schistosoma mansoni heat shock protein 0.0119 0.0094 0.0451
Loa Loa (eye worm) heat shock protein 90 0.0119 0.0094 0.0451
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Trypanosoma cruzi DNA topoisomerase II, putative 0.0457 0.1351 0.2393
Echinococcus granulosus heat shock protein 0.0119 0.0094 0.0451
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Schistosoma mansoni prokaryotic DNA topoisomerase 0.0198 0.039 0.1868
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0655 0.2089 1
Loa Loa (eye worm) DNA topoisomerase III 0.0198 0.039 0.1868
Trypanosoma cruzi DNA topoisomerase III, putative 0.0198 0.039 0.0691
Plasmodium vivax DNA topoisomerase II, putative 0.0655 0.2089 0.2089
Loa Loa (eye worm) DNA topoisomerase III beta-1 0.0198 0.039 0.1868
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0198 0.039 0.0691
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0655 0.2089 1
Plasmodium vivax DNA topoisomerase 3, putative 0.0198 0.039 0.039
Loa Loa (eye worm) TOPoisomerase family member 0.0655 0.2089 1
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0198 0.039 0.0691
Mycobacterium leprae Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( 0.0198 0.039 0.1217
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.2782 1 1
Schistosoma mansoni prokaryotic DNA topoisomerase 0.0198 0.039 0.1868
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.2782 1 1
Trichomonas vaginalis heat shock protein, putative 0.0107 0.0048 0.0232
Echinococcus granulosus DNA topoisomerase 3 beta 1 0.0198 0.039 0.1868
Trypanosoma brucei DNA topoisomerase III, putative 0.0198 0.039 0.0691
Leishmania major DNA topoisomerase 1A 0.0198 0.039 0.0691
Trypanosoma brucei DNA topoisomerase IA, putative 0.0198 0.039 0.0691
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Giardia lamblia DNA topoisomerase III 0.0198 0.039 0.2241
Chlamydia trachomatis DNA gyrase subunit B 0.1826 0.6446 0.6446
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Trypanosoma brucei heat shock protein 90, putative 0.0119 0.0094 0.0167
Plasmodium falciparum DNA topoisomerase 2 0.0655 0.2089 0.2089
Chlamydia trachomatis DNA topoisomerase I 0.0198 0.039 0.039
Entamoeba histolytica DNA topoisomerase III, putative 0.0198 0.039 0.1483
Wolbachia endosymbiont of Brugia malayi topoisomerase IA, TopA 0.0198 0.039 0.039
Plasmodium vivax endoplasmin, putative 0.0119 0.0094 0.0094
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Trypanosoma cruzi DNA topoisomerase II, putative 0.0457 0.1351 0.2393
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0198 0.039 0.0691
Plasmodium falciparum DNA topoisomerase 3, putative 0.0198 0.039 0.039
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Schistosoma mansoni heat shock protein 0.0119 0.0094 0.0451
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Trypanosoma cruzi DNA topoisomerase III, putative 0.0198 0.039 0.0691
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Plasmodium vivax heat shock protein 86, putative 0.0119 0.0094 0.0094
Trichomonas vaginalis heat shock protein, putative 0.0119 0.0094 0.0451
Trypanosoma cruzi heat shock protein 90, putative 0.0106 0.0046 0.0081
Brugia malayi DNA topoisomerase III beta-1 0.0198 0.039 0.1868
Trypanosoma brucei DNA topoisomerase III, putative 0.0198 0.039 0.0691
Treponema pallidum DNA topoisomerase I (topA) 0.0198 0.039 0.039
Giardia lamblia DNA topoisomerase II 0.0562 0.1741 1
Trypanosoma cruzi heat shock protein 85, putative 0.0119 0.0094 0.0167
Trichomonas vaginalis DNA topoisomerase II, putative 0.0655 0.2089 1
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.0198 0.039 0.1868
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Trichomonas vaginalis endoplasmin, putative 0.0107 0.0048 0.0232
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0655 0.2089 1
Toxoplasma gondii DNA topoisomerase 2, putative 0.0655 0.2089 0.3701
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Toxoplasma gondii heat shock protein HSP90 0.0119 0.0094 0.0167
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.0457 0.1351 0.2393
Brugia malayi DNA topoisomerase III 0.0198 0.039 0.1868
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Leishmania major mitochondrial DNA topoisomerase II 0.1611 0.5643 1
Trypanosoma brucei heat shock protein 90, putative 0.0119 0.0094 0.0167
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Brugia malayi Endoplasmin precursor 0.0119 0.0094 0.0451
Echinococcus granulosus DNA topoisomerase 3 alpha 0.0198 0.039 0.1868
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Trypanosoma cruzi heat shock protein 85, putative 0.0119 0.0094 0.0167
Trypanosoma cruzi heat shock protein 85, putative 0.0119 0.0094 0.0167
Trypanosoma brucei RNA helicase, putative 0.01 0.0024 0.0042
Trypanosoma brucei DNA topoisomerase ii 0.1611 0.5643 1
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Brugia malayi Probable DNA topoisomerase II 0.0655 0.2089 1
Entamoeba histolytica DNA topoisomerase III, putative 0.0198 0.039 0.1483
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Toxoplasma gondii heat shock protein 90, putative 0.0119 0.0094 0.0167
Brugia malayi GRF zinc finger family protein 0.0198 0.039 0.1868
Brugia malayi heat shock protein 90 0.0119 0.0094 0.0451
Leishmania major heat shock protein 83-1 0.0119 0.0094 0.0167
Trypanosoma brucei heat shock protein, putative 0.0119 0.0094 0.0167
Plasmodium falciparum heat shock protein 90 0.0119 0.0094 0.0094
Toxoplasma gondii DNA topoisomerase family protein 0.0198 0.039 0.0691
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0956 0.3206 1
Plasmodium falciparum endoplasmin, putative 0.0107 0.0048 0.0048

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) > 20 uM Concentration required to reduce viability of mock-infected MT-4 cells ChEMBL. 1469700
EC50 (functional) = 0.012 uM Effective concentration required for 50% protection of MT-4 cells against the cytopathic effect of HIV-1 ChEMBL. 1469700
EC50 (binding) = 0.012 uM Inhibitory concentration against HIV-1 reverse transcriptase ChEMBL. 9435895
EC50 (binding) = 0.012 uM Inhibitory concentration against HIV-1 reverse transcriptase ChEMBL. 9435895
Selectivity index (functional) > 1670 Ratio of the EC50 against HIV-1 infected MT-4 cells and CC50 against mock infected MT-4 cells. ChEMBL. 1469700

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

2 literature references were collected for this gene.

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