Detailed information for compound 1939321

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 409.438 | Formula: C21H23N5O4
  • H donors: 2 H acceptors: 5 LogP: 3.85 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Nc1ccccc1N)CCCCCCc1onc(n1)c1cccc(c1)[N+](=O)[O-]
  • InChi: 1S/C21H23N5O4/c22-17-10-5-6-11-18(17)23-19(27)12-3-1-2-4-13-20-24-21(25-30-20)15-8-7-9-16(14-15)26(28)29/h5-11,14H,1-4,12-13,22H2,(H,23,27)
  • InChiKey: ZMIVXSPLTZNUFE-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens histone deacetylase 8 Starlite/ChEMBL References
Homo sapiens histone deacetylase 2 Starlite/ChEMBL References
Homo sapiens histone deacetylase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Cryptosporidium hominis histone deacetylase 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
Giardia lamblia 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
Trypanosoma cruzi histone deacetylase 1, putative Get druggable targets OG5_126742 All targets in OG5_126742
Plasmodium yoelii histone deacetylase 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
Leishmania major histone deacetylase, putative 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 mansoni 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
Neospora caninum 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
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
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
Leishmania mexicana histone deacetylase, putative 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
Trichomonas vaginalis histone deacetylase 1, 2 ,3, 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
Trypanosoma cruzi histone deacetylase 1, 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
Trypanosoma congolense histone deacetylase-like 1 protein, putative 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
Trichomonas vaginalis histone deacetylase, 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
Leishmania major histone deacetylase, putative 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
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
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
Echinococcus granulosus histone deacetylase 3 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
Leishmania donovani histone deacetylase, putative 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
Entamoeba histolytica 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
Trichomonas vaginalis histone deacetylase, putative 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
Trichomonas vaginalis histone deacetylase, 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
Leishmania mexicana histone deacetylase, putative 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
Brugia malayi histone deacetylase 3 (HD3) Get druggable targets OG5_126742 All targets in OG5_126742
Cryptosporidium hominis histone deacetylase 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
Babesia bovis histone deacetylase Get druggable targets OG5_126742 All targets in OG5_126742
Schistosoma mansoni histone deacetylase 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
Brugia malayi Histone deacetylase 1 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
Echinococcus multilocularis histone deacetylase 3 Get druggable targets OG5_126742 All targets in OG5_126742
Neospora caninum hypothetical protein 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
Echinococcus multilocularis histone deacetylase 1 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
Cryptosporidium parvum RPD3/HD1 histone deacetylase 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
Trypanosoma brucei histone deacetylase 2 histone deacetylase 2 488 aa 427 aa 29.0 %
Plasmodium falciparum histone deacetylase 1 histone deacetylase 8 286 aa 241 aa 44.8 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0176 0.0765 0.0765
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0337 1 1
Brugia malayi histone deacetylase 3 (HD3) 0.0176 0.0765 0.0765
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0176 0.0765 0.0765
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0337 1 1
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0337 1 0.5
Echinococcus multilocularis histone deacetylase 3 0.0176 0.0765 0.0765
Trichomonas vaginalis histone deacetylase, putative 0.0176 0.0765 0.0765
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0337 1 1
Trichomonas vaginalis histone deacetylase, putative 0.0176 0.0765 0.0765
Trypanosoma cruzi histone deacetylase 1, putative 0.0176 0.0765 0.0765
Schistosoma mansoni proteasome subunit beta 1 (T01 family) 0.0262 0.5699 0.5699
Echinococcus granulosus proteasome prosome macropain 0.0337 1 1
Echinococcus multilocularis proteasome (prosome, macropain) 0.0337 1 1
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0337 1 1
Brugia malayi proteasome subunit beta type 1 0.0262 0.5699 0.5699
Trichomonas vaginalis histone deacetylase, putative 0.0176 0.0765 0.0765
Plasmodium vivax proteasome subunit beta type-1, putative 0.0262 0.5699 0.5699
Giardia lamblia Proteasome subunit beta type 1 0.0262 0.5699 0.5699
Toxoplasma gondii proteasome subunit beta type 1, putative 0.0262 0.5699 0.5699
Giardia lamblia Histone deacetylase 0.0176 0.0765 0.0765
Plasmodium vivax histone deacetylase 1, putative 0.0176 0.0765 0.0765
Trichomonas vaginalis histone deacetylase, putative 0.0176 0.0765 0.0765
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0337 1 1
Loa Loa (eye worm) histone deacetylase 1 0.0176 0.0765 0.0765
Leishmania major histone deacetylase, putative 0.0176 0.0765 0.0765
Loa Loa (eye worm) proteasome subunit beta type 1 0.0262 0.5699 0.5699
Schistosoma mansoni histone deacetylase 0.0176 0.0765 0.0765
Loa Loa (eye worm) histone deacetylase 3 0.0176 0.0765 0.0765
Brugia malayi histone deacetylase 1 (HD1) 0.0176 0.0765 0.0765
Echinococcus granulosus histone deacetylase 3 0.0176 0.0765 0.0765
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0337 1 0.5
Plasmodium vivax proteasome subunit beta type-5, putative 0.0337 1 1
Mycobacterium ulcerans proteasome PrcB 0.0337 1 0.5
Plasmodium falciparum proteasome subunit beta type-5 0.0337 1 1
Trichomonas vaginalis histone deacetylase 1, 2 ,3, putative 0.0176 0.0765 0.0765
Trichomonas vaginalis histone deacetylase, putative 0.0176 0.0765 0.0765
Plasmodium falciparum proteasome subunit beta type-1, putative 0.0262 0.5699 0.5699
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0262 0.5699 0.5699
Leishmania major histone deacetylase, putative 0.0176 0.0765 0.0765
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0337 1 1
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0337 1 1
Schistosoma mansoni histone deacetylase 0.0176 0.0765 0.0765
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0337 1 1
Entamoeba histolytica proteasome subunit beta type 1, putative 0.0262 0.5699 0.5699
Leishmania major proteasome beta 6 subunit, putative,20S proteasome beta 6 subunit, putative 0.0262 0.5699 0.5699
Brugia malayi Histone deacetylase 1 0.0176 0.0765 0.0765
Echinococcus multilocularis histone deacetylase 1 0.0176 0.0765 0.0765
Trypanosoma brucei histone deacetylase 1 0.0176 0.0765 0.0765
Leishmania major proteasome beta 5 subunit, putative 0.0337 1 1
Trypanosoma cruzi histone deacetylase 1, putative 0.0176 0.0765 0.0765
Toxoplasma gondii proteasome subunit beta type, putative 0.0337 1 1
Echinococcus granulosus proteasome prosome macropain subunit beta 0.0262 0.5699 0.5699
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0262 0.5699 0.5699
Toxoplasma gondii histone deacetylase HDAC2 0.0176 0.0765 0.0765
Plasmodium falciparum histone deacetylase 1 0.0176 0.0765 0.0765
Echinococcus granulosus histone deacetylase 1 0.0176 0.0765 0.0765
Trypanosoma cruzi proteasome beta 6 subunit, putative 0.0262 0.5699 0.5699
Toxoplasma gondii histone deacetylase HDAC3 0.0176 0.0765 0.0765
Echinococcus multilocularis proteasome (prosome, macropain) subunit, beta 0.0262 0.5699 0.5699
Entamoeba histolytica histone deacetylase, putative 0.0176 0.0765 0.0765
Trichomonas vaginalis histone deacetylase, putative 0.0176 0.0765 0.0765
Trypanosoma brucei proteasome beta 6 subunit 0.0262 0.5699 0.5699
Loa Loa (eye worm) hypothetical protein 0.0176 0.0765 0.0765

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.82 uM Inhibition of recombinant HDAC1 (unknown origin) incubated for 10 mins using Boc-Lys(acetyl)-AMC fluorogenic substrate by homogeneous fluorescence release assay ChEMBL. 25953722
IC50 (binding) = 5.19 uM Inhibition of recombinant HDAC2 (unknown origin) incubated for 10 mins using Boc-Lys(acetyl)-AMC fluorogenic substrate by homogeneous fluorescence release assay ChEMBL. 25953722
IC50 (functional) = 7.29 uM Antiproliferative activity against human NCI-H661 cells incubated for 72 hrs by MTT assay ChEMBL. 25953722
IC50 (binding) > 10 uM Inhibition of recombinant HDAC8 (unknown origin) incubated for 10 mins using Boc-Lys(acetyl)-AMC fluorogenic substrate by homogeneous fluorescence release assay ChEMBL. 25953722
IC50 (functional) = 20.15 uM Antiproliferative activity against human A549 cells incubated for 72 hrs by MTT assay ChEMBL. 25953722

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 25953722

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.