Detailed information for compound 1389151

Basic information

Technical information
  • TDR Targets ID: 1389151
  • Name: [2-methoxy-4-(pyrrolidine-1-carbothioyl)pheny l] 4-chloro-2-nitrobenzoate
  • MW: 420.867 | Formula: C19H17ClN2O5S
  • H donors: 0 H acceptors: 3 LogP: 4.31 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(ccc1OC(=O)c1ccc(cc1[N+](=O)[O-])Cl)C(=S)N1CCCC1
  • InChi: 1S/C19H17ClN2O5S/c1-26-17-10-12(18(28)21-8-2-3-9-21)4-7-16(17)27-19(23)14-6-5-13(20)11-15(14)22(24)25/h4-7,10-11H,2-3,8-9H2,1H3
  • InChiKey: IGGWRRFRVNFAIX-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • [2-methoxy-4-(pyrrolidine-1-carbothioyl)phenyl] 4-chloro-2-nitro-benzoate
  • 4-chloro-2-nitrobenzoic acid [2-methoxy-4-(1-pyrrolidinyl-thioxomethyl)phenyl] ester
  • 4-chloro-2-nitro-benzoic acid [2-methoxy-4-(pyrrolidine-1-carbothioyl)phenyl] ester
  • (2-methoxy-4-pyrrolidin-1-ylcarbothioyl-phenyl) 4-chloro-2-nitro-benzoate
  • 2-methoxy-4-(1-pyrrolidinylcarbonothioyl)phenyl 4-chloro-2-nitrobenzoate
  • MLS000575751
  • SMR000196787

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens bromodomain adjacent to zinc finger domain, 2B Starlite/ChEMBL No references
Homo sapiens hydroxyprostaglandin dehydrogenase 15-(NAD) Starlite/ChEMBL No references
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references
Escherichia coli penicillin-binding protein Starlite/ChEMBL No references
Homo sapiens muscleblind-like splicing regulator 1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Muscleblind-like protein Get druggable targets OG5_132352 All targets in OG5_132352
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus granulosus bromodomain adjacent to zinc finger domain Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Brugia malayi Bromodomain containing protein Get druggable targets OG5_131570 All targets in OG5_131570
Echinococcus multilocularis muscleblind protein Get druggable targets OG5_132352 All targets in OG5_132352
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132352 All targets in OG5_132352
Schistosoma japonicum Cleft lip and palate transmembrane protein 1-like protein, putative Get druggable targets OG5_131570 All targets in OG5_131570
Echinococcus granulosus muscleblind protein Get druggable targets OG5_132352 All targets in OG5_132352
Schistosoma japonicum expressed protein Get druggable targets OG5_131570 All targets in OG5_131570
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Echinococcus multilocularis muscleblind protein 1 Get druggable targets OG5_132352 All targets in OG5_132352
Schistosoma japonicum hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma japonicum ko:K01549 ATP synthase [EC3.6.3.14], putative Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma mansoni bromodomain containing protein Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma japonicum Conserved hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus multilocularis bromodomain adjacent to zinc finger domain Get druggable targets OG5_131570 All targets in OG5_131570
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132352 All targets in OG5_132352
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum steroid dehydrogenase, putative hydroxyprostaglandin dehydrogenase 15-(NAD) 266 aa 216 aa 22.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium vivax hypothetical protein, conserved 0.0082 0.0638 1
Loa Loa (eye worm) beta-lactamase 0.0043 0.0207 0.0207
Schistosoma mansoni acylaminoacyl-peptidase (S09 family) 0.0082 0.0638 0.0638
Echinococcus granulosus prolyl endopeptidase 0.0082 0.0638 0.0614
Leishmania major oligopeptidase B-like protein,serine peptidase, clan SC, family S9A-like protein 0.0082 0.0638 0.107
Trypanosoma cruzi prolyl endopeptidase 0.0082 0.0638 0.107
Brugia malayi Muscleblind-like protein 0.018 0.1737 0.1689
Schistosoma mansoni microtubule-associated protein tau 0.0833 0.9033 0.9033
Echinococcus granulosus beta LACTamase domain containing family member 0.0043 0.0207 0.0182
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.0348 0.3611 1
Toxoplasma gondii hypothetical protein 0.0082 0.0638 0.1266
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.0404 0.4234 1
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0027 0.0026 0.0026
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0082 0.0638 1
Trypanosoma brucei Alpha/beta hydrolase domain-containing protein 0.0082 0.0638 0.107
Brugia malayi Bromodomain containing protein 0.0046 0.0238 0.0182
Loa Loa (eye worm) hypothetical protein 0.0043 0.0207 0.0207
Schistosoma mansoni bromodomain containing protein 0.0076 0.0575 0.0575
Loa Loa (eye worm) hypothetical protein 0.0085 0.0676 0.0676
Echinococcus multilocularis muscleblind protein 0.018 0.1737 0.1716
Brugia malayi prolyl oligopeptidase family protein 0.0082 0.0638 0.0584
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.092 1 1
Giardia lamblia Alanyl dipeptidyl peptidase 0.0082 0.0638 0.5
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.0404 0.4234 1
Leishmania major prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative 0.0082 0.0638 0.107
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0207 0.0207
Trypanosoma cruzi oligopeptidase b 0.0082 0.0638 0.107
Mycobacterium tuberculosis Probable peptidase 0.0082 0.0638 0.1646
Brugia malayi beta-lactamase family protein 0.0043 0.0207 0.0151
Loa Loa (eye worm) hypothetical protein 0.0046 0.0239 0.0239
Trichomonas vaginalis Clan SC, family S9, acylaminoacyl-peptidase-like serine peptidase 0.0082 0.0638 1
Mycobacterium tuberculosis Probable protease II PtrBb [second part] (oligopeptidase B) 0.0082 0.0638 0.1646
Loa Loa (eye worm) hypothetical protein 0.0043 0.0207 0.0207
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0043 0.0206 0.0181
Schistosoma mansoni dipeptidyl-peptidase 9 (S09 family) 0.0404 0.4234 0.4234
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.092 1 1
Loa Loa (eye worm) hypothetical protein 0.0138 0.1262 0.1262
Trypanosoma cruzi oligopeptidase B-like protein, putative 0.0082 0.0638 0.107
Trichomonas vaginalis conserved hypothetical protein 0.0082 0.0638 1
Entamoeba histolytica prolyl oligopeptidase family protein 0.0082 0.0638 0.5
Entamoeba histolytica hypothetical protein, conserved 0.0082 0.0638 0.5
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.092 1 1
Trypanosoma brucei prolyl oligopeptidase, putative 0.0082 0.0638 0.107
Loa Loa (eye worm) hypothetical protein 0.0043 0.0207 0.0207
Toxoplasma gondii prolyl endopeptidase 0.0082 0.0638 0.1266
Giardia lamblia Alanyl dipeptidyl peptidase 0.0082 0.0638 0.5
Leishmania major oligopeptidase b 0.0082 0.0638 0.107
Echinococcus granulosus Dipeptidyl peptidase 9 0.0404 0.4234 0.422
Brugia malayi Bromodomain containing protein 0.0091 0.0734 0.068
Entamoeba histolytica prolyl oligopeptidase family protein 0.0082 0.0638 0.5
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0082 0.0638 0.0638
Brugia malayi prolyl oligopeptidase family protein 0.0404 0.4234 0.4201
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0082 0.0638 0.0638
Echinococcus multilocularis acylamino acid releasing enzyme 0.0082 0.0638 0.0614
Trypanosoma cruzi oligopeptidase b 0.0082 0.0638 0.107
Loa Loa (eye worm) prolyl oligopeptidase 0.0082 0.0638 0.0638
Loa Loa (eye worm) hypothetical protein 0.0043 0.0207 0.0207
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0072 0.0527 0.0503
Brugia malayi prolyl oligopeptidase family protein 0.0082 0.0638 0.0584
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0082 0.0638 0.0638
Mycobacterium ulcerans protease II (oligopeptidase B), PtrB 0.0082 0.0638 1
Echinococcus multilocularis microtubule associated protein 2 0.0833 0.9033 0.9031
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0207 0.0207
Mycobacterium leprae PROBABLE PROTEASE II PTRBB (OLIGOPEPTIDASE B) 0.0082 0.0638 1
Loa Loa (eye worm) prolyl oligopeptidase 0.092 1 1
Loa Loa (eye worm) hypothetical protein 0.018 0.1737 0.1737
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0072 0.0527 0.0503
Loa Loa (eye worm) hypothetical protein 0.0043 0.0207 0.0207
Entamoeba histolytica dipeptidyl-peptidase, putative 0.0082 0.0638 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0082 0.0638 0.107
Trypanosoma brucei oligopeptidase b 0.0082 0.0638 0.107
Toxoplasma gondii acylaminoacyl-peptidase, putative 0.0082 0.0638 0.1266
Loa Loa (eye worm) hypothetical protein 0.0043 0.0207 0.0207
Trypanosoma cruzi hypothetical protein, conserved 0.0082 0.0638 0.107
Entamoeba histolytica prolyl oligopeptidase family protein 0.0082 0.0638 0.5
Echinococcus granulosus microtubule associated protein 2 0.0833 0.9033 0.9031
Trypanosoma brucei prolyl endopeptidase 0.0082 0.0638 0.107
Echinococcus multilocularis Dipeptidyl peptidase 9 0.0404 0.4234 0.422
Brugia malayi beta-lactamase family protein 0.0043 0.0207 0.0151
Loa Loa (eye worm) hypothetical protein 0.0049 0.0271 0.0271
Loa Loa (eye worm) hypothetical protein 0.0266 0.2694 0.2694
Echinococcus multilocularis beta LACTamase domain containing family member 0.0043 0.0207 0.0182
Loa Loa (eye worm) hypothetical protein 0.0082 0.0638 0.0638
Echinococcus multilocularis muscleblind protein 1 0.018 0.1737 0.1716
Brugia malayi beta-lactamase 0.0043 0.0207 0.0151
Loa Loa (eye worm) hypothetical protein 0.0052 0.0297 0.0297
Loa Loa (eye worm) hypothetical protein 0.0082 0.0638 0.0638
Echinococcus granulosus acylamino acid releasing enzyme 0.0082 0.0638 0.0614
Brugia malayi hypothetical protein 0.0266 0.2694 0.2651
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0043 0.0206 0.0181
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.0404 0.4234 1
Entamoeba histolytica dipeptidyl-peptidase, putative 0.0082 0.0638 0.5
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0043 0.0207 0.0151
Echinococcus multilocularis prolyl endopeptidase 0.0082 0.0638 0.0614
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.0404 0.4234 1
Plasmodium falciparum peptidase, putative 0.0082 0.0638 0.5
Trypanosoma cruzi serine peptidase, clan SC, family S9A-like protein, putative 0.0082 0.0638 0.107
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0043 0.0207 0.0207
Onchocerca volvulus Prolyl endopeptidase homolog 0.0082 0.0638 0.044
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.0404 0.4234 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0278 0.2825 1
Loa Loa (eye worm) hypothetical protein 0.018 0.1737 0.1737
Echinococcus granulosus muscleblind protein 0.018 0.1737 0.1716
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.092 1 1
Brugia malayi prolyl oligopeptidase family protein 0.0082 0.0638 0.0584
Trypanosoma brucei serine peptidase, clan SC, family S9A-like protein 0.0082 0.0638 0.107

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 1.4716 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 2.8184 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 4.4668 um PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))] ChEMBL. No reference
Potency (functional) 7.0795 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) = 15.8489 um PUBCHEM_BIOASSAY: Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. This assay monitors tau fibrillation by fluorescence polarization (FP) of Alexa 594-labeled K18 P301L, which does not fibrillize readily but incorporates into growing filaments of unlabeled tau. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (binding) 15.8489 uM PubChem BioAssay. qHTS Assay for Inhibitors of MBNL1-poly(CUG) RNA binding. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 17.7828 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase). (Class of assay: confirmatory) [Related pubchem assays: 2429 (Confirmation qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2407 (Probe Development Summary for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2427 (Thermal Shift Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase))] ChEMBL. No reference
Potency (functional) 22.3872 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of JMJD2A-Tudor Domain. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504402] ChEMBL. No reference
Potency (functional) 22.3872 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (binding) = 25.1189 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (binding) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference
Potency (functional) 79.4328 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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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