Detailed information for compound 375253

Basic information

Technical information
  • TDR Targets ID: 375253
  • Name: N-hydroxy-4-[(4-oxo-6-phenethyl-1H-pyrimidin- 2-yl)sulfanyl]butanamide
  • MW: 333.405 | Formula: C16H19N3O3S
  • H donors: 3 H acceptors: 5 LogP: 2.39 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)CCCSc1nc(CCc2ccccc2)cc(n1)O
  • InChi: 1S/C16H19N3O3S/c20-14(19-22)7-4-10-23-16-17-13(11-15(21)18-16)9-8-12-5-2-1-3-6-12/h1-3,5-6,11,22H,4,7-10H2,(H,19,20)(H,17,18,21)
  • InChiKey: XEAPOFNXOHZEMR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-[(4-oxo-6-phenethyl-1H-pyrimidin-2-yl)sulfanyl]butanehydroxamic acid
  • 4-[(4-oxo-6-phenethyl-1H-pyrimidin-2-yl)thio]butanehydroxamic acid
  • 4-[(4-keto-6-phenethyl-1H-pyrimidin-2-yl)thio]butanehydroxamic acid
  • N-hydroxy-4-[[4-oxo-6-(2-phenylethyl)-1H-pyrimidin-2-yl]sulfanyl]butanamide
  • 4-[[4-oxo-6-(2-phenylethyl)-1H-pyrimidin-2-yl]sulfanyl]butanehydroxamic acid
  • 4-[[4-oxo-6-(2-phenylethyl)-1H-pyrimidin-2-yl]thio]butanehydroxamic acid
  • 4-[[4-keto-6-(2-phenylethyl)-1H-pyrimidin-2-yl]thio]butanehydroxamic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Zea mays Histone deacetylase HD2 Starlite/ChEMBL References
Zea mays Histone deacetylase HD1B Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma brucei histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania donovani histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Neospora caninum histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma mansoni histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma congolense histone deacetylase-like 1 protein, putative Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma mansoni histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania mexicana histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium parvum histone deacetylase HDA2/Rpd3p Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium hominis histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania mexicana histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma cruzi histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania braziliensis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania braziliensis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Toxoplasma gondii histone deacetylase HDAC2 Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania infantum histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Neospora caninum hypothetical protein Get druggable targets OG5_126742 All targets in OG5_126742
Giardia lamblia Histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium berghei histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma japonicum ko:K06067 histone deacetylase 1/2, putative Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium vivax histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania infantum histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium hominis histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Loa Loa (eye worm) histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus granulosus histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Theileria parva histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium parvum RPD3/HD1 histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trichomonas vaginalis histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma cruzi histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium knowlesi histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Babesia bovis histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Entamoeba histolytica histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Loa Loa (eye worm) histone deacetylase 3 Get druggable targets OG5_126742 All targets in OG5_126742
Trypanosoma brucei gambiense histone deacetylase 1,histone deacetylase-like 1 protein, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania donovani histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus granulosus histone deacetylase 3 Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus multilocularis histone deacetylase 3 Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania major histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Leishmania major histone deacetylase, putative Get druggable targets OG5_126742 All targets in OG5_126742
Brugia malayi Histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma japonicum ko:K01463 Hdac3 [EC:3.5.1.-], putative Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium falciparum histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Brugia malayi histone deacetylase 3 (HD3) Get druggable targets OG5_126742 All targets in OG5_126742
Echinococcus multilocularis histone deacetylase 1 Get druggable targets OG5_126742 All targets in OG5_126742
Brugia malayi histone deacetylase 1 (HD1) Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium yoelii histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Candida albicans one of two distinct genes with strong similarity to S. cerevisiae RPD3 (YNL330C) SIN3 histone deacetylase complex component Get druggable targets OG5_126742 All targets in OG5_126742
Toxoplasma gondii histone deacetylase HDAC3 Get druggable targets OG5_126742 All targets in OG5_126742
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Histone deacetylase 1 homolog Histone deacetylase HD1B   458 aa 383 aa 61.4 %
Onchocerca volvulus Histone deacetylase HD1B   458 aa 426 aa 55.6 %
Trypanosoma brucei histone deacetylase 2 Histone deacetylase HD1B   458 aa 425 aa 29.9 %
Trypanosoma brucei gambiense histone deacetylase 2,histone deacetylase-like protein HDO2, putative Histone deacetylase HD1B   458 aa 425 aa 29.6 %
Candida albicans strong similarity to S. cerevisiae HDA1 (YNL021W) class II histone deacetylase HDA1 complex subunit Histone deacetylase HD1B   458 aa 385 aa 26.2 %
Candida albicans strong similarity to S. cerevisiae HDA1 (YNL021W) class II histone deacetylase HDA1 complex subunit Histone deacetylase HD1B   458 aa 385 aa 26.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Brugia malayi histone deacetylase 3 (HD3) 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trichomonas vaginalis histone deacetylase, putative 0.0077 0.2155 0.5
Echinococcus multilocularis transfer RNA-Trp 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0077 0.2155 0.5
Loa Loa (eye worm) hypothetical protein 0.0077 0.2155 0.5
Entamoeba histolytica histone deacetylase, putative 0.0077 0.2155 0.5
Echinococcus granulosus histone deacetylase 1 0.0077 0.2155 1
Plasmodium falciparum histone deacetylase 1 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trypanosoma brucei histone deacetylase 1 0.0077 0.2155 0.5
Loa Loa (eye worm) histone deacetylase 3 0.0077 0.2155 0.5
Giardia lamblia Histone deacetylase 0.0077 0.2155 0.5
Trichomonas vaginalis histone deacetylase, putative 0.0077 0.2155 0.5
Brugia malayi histone deacetylase 1 (HD1) 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trichomonas vaginalis histone deacetylase, putative 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis transfer RNA-Gly 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trypanosoma cruzi histone deacetylase 1, putative 0.0077 0.2155 0.5
Echinococcus multilocularis histone deacetylase 1 0.0077 0.2155 0.2155
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis transfer RNA-Gly 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Brugia malayi Histone deacetylase 1 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis transfer RNA-Gly 0.0129 1 1
Schistosoma mansoni histone deacetylase 0.0077 0.2155 1
Loa Loa (eye worm) histone deacetylase 1 0.0077 0.2155 0.5
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trichomonas vaginalis histone deacetylase, putative 0.0077 0.2155 0.5
Leishmania major histone deacetylase, putative 0.0077 0.2155 0.5
Plasmodium vivax histone deacetylase 1, putative 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Leishmania major histone deacetylase, putative 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Schistosoma mansoni histone deacetylase 0.0077 0.2155 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Trichomonas vaginalis histone deacetylase, putative 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis histone deacetylase 3 0.0077 0.2155 0.2155
Trichomonas vaginalis histone deacetylase, putative 0.0077 0.2155 0.5
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus granulosus histone deacetylase 3 0.0077 0.2155 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Echinococcus multilocularis non capsid protein NS 1 0.0129 1 1
Toxoplasma gondii histone deacetylase HDAC3 0.0077 0.2155 0.5
Toxoplasma gondii histone deacetylase HDAC2 0.0077 0.2155 0.5
Trypanosoma cruzi histone deacetylase 1, putative 0.0077 0.2155 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 170 nM Inhibition of maize HD1B ChEMBL. 17004718
IC50 (binding) = 170 nM Inhibition of maize HD1B ChEMBL. 17004718
IC50 (binding) = 205 nM Inhibition of maize HD2 ChEMBL. 17004718
IC50 (binding) = 205 nM Inhibition of maize HD2 ChEMBL. 17004718
IC50 (binding) = 215 nM Inhibition of maize HD1A ChEMBL. 17004718

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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