Detailed information for compound 1320799

Basic information

Technical information
  • TDR Targets ID: 1320799
  • Name: [2-[[2-[(2-chlorophenyl)amino]-2-oxoethyl]-me thylamino]-2-oxoethyl] 5-nitrothiophene-2-car boxylate
  • MW: 411.817 | Formula: C16H14ClN3O6S
  • H donors: 1 H acceptors: 5 LogP: 3.01 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Nc1ccccc1Cl)CN(C(=O)COC(=O)c1ccc(s1)[N+](=O)[O-])C
  • InChi: 1S/C16H14ClN3O6S/c1-19(8-13(21)18-11-5-3-2-4-10(11)17)14(22)9-26-16(23)12-6-7-15(27-12)20(24)25/h2-7H,8-9H2,1H3,(H,18,21)
  • InChiKey: OBOSWGQNSOCFOR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • [2-[[2-[(2-chlorophenyl)amino]-2-oxo-ethyl]-methyl-amino]-2-oxo-ethyl] 5-nitrothiophene-2-carboxylate
  • 5-nitro-2-thiophenecarboxylic acid [2-[[2-[(2-chlorophenyl)amino]-2-oxoethyl]-methylamino]-2-oxoethyl] ester
  • 5-nitrothiophene-2-carboxylic acid [2-[[2-[(2-chlorophenyl)amino]-2-keto-ethyl]-methyl-amino]-2-keto-ethyl] ester
  • ZINC06560463
  • T5359964

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens caspase 3, apoptosis-related cysteine peptidase Starlite/ChEMBL No references
Homo sapiens caspase 6, apoptosis-related cysteine peptidase Starlite/ChEMBL No references
Homo sapiens SUMO/sentrin specific peptidase family member 8 Starlite/ChEMBL No references
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens Wolf-Hirschhorn syndrome candidate 1 Starlite/ChEMBL No references
Homo sapiens SUMO1/sentrin specific peptidase 6 Starlite/ChEMBL No references
Homo sapiens SUMO1/sentrin specific peptidase 7 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus sentrin specific protease 8 Get druggable targets OG5_129942 All targets in OG5_129942
Candida albicans one of three potential ubiquitin-like protein-specific protease genes Get druggable targets OG5_129942 All targets in OG5_129942
Cryptosporidium hominis hypothetical protein Get druggable targets OG5_130029 All targets in OG5_130029
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus multilocularis caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus caspase 3 Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus multilocularis sentrin specific protease 7 Get druggable targets OG5_131076 All targets in OG5_131076
Echinococcus multilocularis caspase Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma japonicum ko:K08597 sentrin-specific protease 8, putative Get druggable targets OG5_129942 All targets in OG5_129942
Cryptosporidium parvum protein with 4 PHD domains plus a SET domain and associated cysteine cluster at the C-terminus Get druggable targets OG5_130029 All targets in OG5_130029
Trichomonas vaginalis Sentrin-specific protease, putative Get druggable targets OG5_129942 All targets in OG5_129942
Echinococcus granulosus caspase Get druggable targets OG5_130238 All targets in OG5_130238
Neospora caninum hypothetical protein Get druggable targets OG5_129942 All targets in OG5_129942
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase Get druggable targets OG5_129942 All targets in OG5_129942
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma mansoni SET domain protein Get druggable targets OG5_130029 All targets in OG5_130029
Brugia malayi Ulp1 protease family, C-terminal catalytic domain containing protein Get druggable targets OG5_129942 All targets in OG5_129942
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase Get druggable targets OG5_129942 All targets in OG5_129942
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase Get druggable targets OG5_129942 All targets in OG5_129942
Candida albicans one of three potential ubiquitin-like protein-specific protease genes Get druggable targets OG5_129942 All targets in OG5_129942
Schistosoma mansoni caspase-3 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238
Schistosoma japonicum ko:K04397 caspase 7, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein Get druggable targets OG5_129942 All targets in OG5_129942
Loa Loa (eye worm) Ulp1 protease Get druggable targets OG5_129942 All targets in OG5_129942
Schistosoma japonicum ko:K02187 caspase 3, apoptosis-related cysteine protease, putative Get druggable targets OG5_130238 All targets in OG5_130238
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein Get druggable targets OG5_131076 All targets in OG5_131076
Trypanosoma cruzi hypothetical protein Get druggable targets OG5_129942 All targets in OG5_129942
Schistosoma japonicum ko:K08596 sentrin-specific protease 7, putative Get druggable targets OG5_131076 All targets in OG5_131076
Echinococcus granulosus sentrin specific protease 7 Get druggable targets OG5_131076 All targets in OG5_131076
Schistosoma japonicum Histone-lysine N-methyltransferase NSD3, putative Get druggable targets OG5_130029 All targets in OG5_130029
Echinococcus multilocularis expressed conserved protein Get druggable targets OG5_131076 All targets in OG5_131076
Echinococcus multilocularis sentrin specific protease 8 Get druggable targets OG5_129942 All targets in OG5_129942
Schistosoma mansoni family C48 unassigned peptidase (C48 family) Get druggable targets OG5_131076 All targets in OG5_131076
Schistosoma japonicum ko:K05302 histone-lysine N-methyltransferase [EC2.1.1.43], putative Get druggable targets OG5_130029 All targets in OG5_130029
Echinococcus granulosus histone lysine N methyltransferase NSD3 Get druggable targets OG5_130029 All targets in OG5_130029
Echinococcus multilocularis histone lysine N methyltransferase NSD3 Get druggable targets OG5_130029 All targets in OG5_130029
Schistosoma japonicum expressed protein Get druggable targets OG5_130029 All targets in OG5_130029
Schistosoma mansoni caspase-7 (C14 family) Get druggable targets OG5_130238 All targets in OG5_130238
Echinococcus granulosus expressed conserved protein Get druggable targets OG5_131076 All targets in OG5_131076
Schistosoma mansoni family C48 unassigned peptidase (C48 family) Get druggable targets OG5_129942 All targets in OG5_129942
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum sentrin-specific protease 1 SUMO/sentrin specific peptidase family member 8 212 aa 197 aa 23.4 %
Brugia malayi Cell death protein 3 precursor caspase 6, apoptosis-related cysteine peptidase 293 aa 270 aa 34.4 %
Brugia malayi Cell death protein 3 precursor caspase 3, apoptosis-related cysteine peptidase 277 aa 253 aa 38.7 %
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0064 0.2607 1
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.2607 0.2688
Schistosoma mansoni caspase-7 (C14 family) 0.0064 0.2607 0.2607
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0097 0.4287 0.4287
Brugia malayi Cytochrome P450 family protein 0.005 0.1914 0.0577
Loa Loa (eye worm) hypothetical protein 0.0064 0.2607 0.2688
Echinococcus multilocularis sentrin specific protease 1 0.0047 0.1724 0.1724
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0111 0.5009 1
Schistosoma mansoni hypothetical protein 0.0205 0.9751 0.9751
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0111 0.5009 0.5009
Chlamydia trachomatis deubiquitinase/deneddylase Dub1 0.0047 0.1724 0.5
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0111 0.5009 1
Echinococcus multilocularis histone lysine N methyltransferase NSD3 0.004 0.136 0.136
Trypanosoma brucei metacaspase MCA2 0.0064 0.2607 1
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.2416 0.2416
Echinococcus granulosus caspase 0.0152 0.7071 0.7071
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0097 0.4287 0.4287
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.0064 0.2607 0.2607
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.0111 0.5009 0.3969
Plasmodium vivax hypothetical protein, conserved 0.0064 0.2607 1
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.006 0.2416 0.2416
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.2607 0.2688
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0097 0.4287 0.7803
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.2416 0.5
Loa Loa (eye worm) Ulp1 protease 0.0111 0.5009 1
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.021 1 1
Echinococcus granulosus caspase 8 0.0064 0.2607 0.2607
Echinococcus multilocularis caspase 2 0.0064 0.2607 0.2607
Trypanosoma cruzi metacaspase, putative 0.0064 0.2607 0.2688
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0064 0.2607 1
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.006 0.2416 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0097 0.4287 0.4287
Brugia malayi Cell death protein 3 precursor 0.0064 0.2607 0.2688
Echinococcus multilocularis caspase 3 0.0088 0.3813 0.3813
Chlamydia trachomatis deubiquitinase/deneddylase Dub2 0.0047 0.1724 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.2607 0.2688
Echinococcus granulosus caspase 3 0.0088 0.3813 0.3813
Toxoplasma gondii aldehyde dehydrogenase 0.006 0.2416 0.7841
Echinococcus multilocularis geminin 0.0205 0.9751 0.9751
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.2416 0.5
Echinococcus multilocularis sentrin specific protease 8 0.0111 0.5009 0.5009
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0097 0.4287 0.4287
Schistosoma mansoni SET domain protein 0.004 0.136 0.136
Echinococcus granulosus caspase 3 apoptosis cysteine peptidase 0.0152 0.7071 0.7071
Echinococcus multilocularis expressed conserved protein 0.0163 0.7624 0.7624
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Plasmodium vivax metacaspase 1, putative 0.0064 0.2607 1
Echinococcus multilocularis sentrin specific protease 7 0.021 1 1
Echinococcus granulosus expressed conserved protein 0.0163 0.7624 0.7624
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Schistosoma mansoni hypothetical protein 0.0205 0.9751 0.9751
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.0064 0.2607 0.2688
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0064 0.2607 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0097 0.4287 0.7803
Trypanosoma brucei metacaspase MCA3 0.0064 0.2607 1
Echinococcus granulosus histone lysine N methyltransferase NSD3 0.004 0.136 0.136
Loa Loa (eye worm) cytochrome P450 family protein 0.005 0.1914 0.0577
Schistosoma mansoni caspase-7 (C14 family) 0.0152 0.7071 0.7071
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.2416 0.5
Trypanosoma cruzi hypothetical protein 0.0111 0.5009 1
Echinococcus multilocularis caspase 0.0152 0.7071 0.7071
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0047 0.1724 0.1724
Echinococcus granulosus sentrin specific protease 1 0.0047 0.1724 0.1724
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0097 0.4287 0.4287
Trypanosoma cruzi metacaspase 5, putative 0.0064 0.2607 0.2688
Trypanosoma brucei metacaspase 0.0064 0.2607 1
Schistosoma mansoni family C48 unassigned peptidase (C48 family) 0.0047 0.1724 0.1724
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.2607 0.2688
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.2607 0.2688
Echinococcus multilocularis caspase 8 0.0064 0.2607 0.2607
Trypanosoma brucei metacaspase 5, putative 0.0064 0.2607 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0097 0.4287 0.4287
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.2416 0.2416
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.006 0.2416 0.2416
Loa Loa (eye worm) hypothetical protein 0.0064 0.2607 0.2688
Trypanosoma cruzi metacaspase, putative 0.0064 0.2607 0.2688
Onchocerca volvulus Cell death protein 3 homolog 0.0064 0.2607 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0097 0.4287 0.4287
Trypanosoma brucei Metacaspase-4 0.0064 0.2607 1
Echinococcus granulosus sentrin specific protease 8 0.0111 0.5009 0.5009
Trichomonas vaginalis Sentrin-specific protease, putative 0.0111 0.5009 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Plasmodium falciparum metacaspase-like protein 0.0064 0.2607 1
Entamoeba histolytica Ulp1 protease family, C-terminal catalytic domain containing protein 0.021 1 1
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Schistosoma mansoni caspase-3 (C14 family) 0.0152 0.7071 0.7071
Trypanosoma cruzi metacaspase, putative 0.0064 0.2607 0.2688
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Brugia malayi Ulp1 protease family, C-terminal catalytic domain containing protein 0.0111 0.5009 1
Trichomonas vaginalis Clan CE, family C48, Ulp1-like cysteine peptidase 0.0111 0.5009 1
Trichomonas vaginalis conserved hypothetical protein 0.0064 0.2607 0.2688
Leishmania major metacaspase, putative 0.0064 0.2607 1
Plasmodium falciparum metacaspase 1 0.0064 0.2607 1
Trypanosoma cruzi metacaspase, putative 0.0064 0.2607 0.2688
Giardia lamblia Sentrin specific protease, putative 0.0047 0.1724 0.5
Trichomonas vaginalis Clan CD, family C14, metacaspase-like cysteine peptidase 0.0064 0.2607 0.2688
Echinococcus granulosus caspase 2 0.0064 0.2607 0.2607
Trypanosoma cruzi metacaspase 5, putative 0.0064 0.2607 0.2688
Echinococcus multilocularis caspase 3, apoptosis cysteine peptidase 0.0152 0.7071 0.7071
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.006 0.2416 0.7841
Echinococcus granulosus geminin 0.0205 0.9751 0.9751

Activities

Activity type Activity value Assay description Source Reference
AC50 (binding) 4.3 uM PubChem BioAssay. VEID(2) R110 Enzymatic Primary HTS to identify Inhibitors of Caspase 6 Measured in Biochemical System Using Plate Reader - 7052-01_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) ChEMBL. No reference
AC50 (binding) 8.27 uM PubChem BioAssay. Development of Small Molecule Probes of the Histone Methyltransferase, NSD2 Measured in Biochemical System Using Plate Reader - 7053-01_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) ChEMBL. No reference
AC50 (functional) 20.57 uM PubChem BioAssay. Caspase 7 Counterscreen for Selectivity Fluorescent Measured in Cell-Based System Using Plate Reader - 7052-04_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) ChEMBL. No reference
AC50 (binding) 23.76 uM PubChem BioAssay. Caspase 8 Counterscreen for Selectivity Fluorescent Measured in Biochemical System Using Plate Reader - 7052-05_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) ChEMBL. No reference
IC50 (functional) = 3.95 uM PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for inhibitors of Sentrin-specific protease 8 (SENP8) using a Luminescent assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2540, AID2575, AID2582, AID434986] ChEMBL. No reference
IC50 (functional) = 4.72 uM PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for inhibitors of Sentrin-specific protease 6 (SENP6) using a Luminescent assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2575, AID2582, AID2599] ChEMBL. No reference
IC50 (functional) = 6.21 uM PUBCHEM_BIOASSAY: Dose Response confirmation of inhibitors of Sentrin-specific proteases (SENPs) using a Caspase-3 Selectivity assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2540, AID2599, AID434973, AID489001] ChEMBL. No reference
IC50 (functional) = 8.73 uM PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS for inhibitors of Sentrin-specific protease 7 (SENP7) using a Luminescent assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID434973, AID434986] ChEMBL. No reference
Potency (functional) 16.3601 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 21.3313 uM PubChem BioAssay. qHTS Assay for the Inhibitors of FEN1: Confirmatory Assay for Cherry-picked Compounds. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 23.7781 uM PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 25.1189 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 25.9185 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS of TDP-43 Inhibitors. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. Inhibitors of USP1/UAF1: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588855, AID588860] ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of L3MBTL1. (Class of assay: confirmatory) [Related pubchem assays: 485292 (Probe Development Summary for Inhibitors of L3MBTL1)] ChEMBL. No reference
Potency (functional) 56.2341 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) 79.4328 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Eta. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588636] ChEMBL. No reference

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

No literature references available for this target.

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