Detailed information for compound 1331153

Basic information

Technical information
  • TDR Targets ID: 1331153
  • Name: propan-2-yl 4-(3-methylphenyl)-2-(pyrazine-2- carbonylamino)thiophene-3-carboxylate
  • MW: 381.448 | Formula: C20H19N3O3S
  • H donors: 1 H acceptors: 4 LogP: 4.16 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(OC(=O)c1c(scc1c1cccc(c1)C)NC(=O)c1nccnc1)C
  • InChi: 1S/C20H19N3O3S/c1-12(2)26-20(25)17-15(14-6-4-5-13(3)9-14)11-27-19(17)23-18(24)16-10-21-7-8-22-16/h4-12H,1-3H3,(H,23,24)
  • InChiKey: NTDAZZHAEVUXOS-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • isopropyl 4-(3-methylphenyl)-2-(pyrazine-2-carbonylamino)thiophene-3-carboxylate
  • 4-(3-methylphenyl)-2-[[oxo-(2-pyrazinyl)methyl]amino]-3-thiophenecarboxylic acid isopropyl ester
  • 4-(3-methylphenyl)-2-(pyrazine-2-carbonylamino)thiophene-3-carboxylic acid isopropyl ester
  • propan-2-yl 4-(3-methylphenyl)-2-(pyrazin-2-ylcarbonylamino)thiophene-3-carboxylate
  • ZINC01002487
  • MLS000324673
  • SMR000159778
  • isopropyl 4-(3-methylphenyl)-2-[(2-pyrazinylcarbonyl)amino]-3-thiophenecarboxylate
  • IVK/9154270

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Aberrant vpr protein Starlite/ChEMBL No references
Escherichia coli penicillin-binding protein Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
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) hypothetical protein 0.0206 0.082 0.0765
Plasmodium falciparum ataxin-2 like protein, putative 0.0257 0.1196 0.1745
Trypanosoma brucei C-8 sterol isomerase, putative 0.0418 0.2359 1
Echinococcus multilocularis glutamate receptor 2 0.0172 0.0577 0.146
Schistosoma mansoni tar DNA-binding protein 0.0524 0.3128 0.9208
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0639 0.3953 1
Brugia malayi Glutamate receptor 2 precursor 0.0172 0.0577 0.052
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0206 0.082 0.2075
Loa Loa (eye worm) hypothetical protein 0.0214 0.088 0.0825
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.019 0.0706 0.1785
Trichomonas vaginalis acetylornithine aminotransferase, putative 0.0147 0.0396 0.5
Schistosoma mansoni tar DNA-binding protein 0.0524 0.3128 0.9208
Mycobacterium leprae ATP-dependent Clp protease proteolytic subunit 1 0.0193 0.0732 0.1121
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0561 0.3392 1
Echinococcus granulosus glutamate receptor 2 0.0126 0.0246 0.0621
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0524 0.3128 0.3086
Schistosoma mansoni glutamate receptor NMDA 0.0282 0.1372 0.3937
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.019 0.0706 0.1785
Brugia malayi Probable ClpP-like protease 0.0561 0.3392 0.3351
Brugia malayi ERG2 and Sigma1 receptor like protein 0.0418 0.2359 0.2313
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0561 0.3392 1
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP) 0.0368 0.1994 1
Echinococcus granulosus glutamate NMDA receptor subunit 0.0365 0.1976 0.4999
Schistosoma mansoni glutamate receptor kainate 0.0172 0.0577 0.1551
Schistosoma mansoni tar DNA-binding protein 0.0524 0.3128 0.9208
Schistosoma mansoni hypothetical protein 0.0206 0.082 0.2281
Echinococcus multilocularis smad 0.01 0.006 0.0153
Echinococcus multilocularis glutamate receptor 2 0.0126 0.0246 0.0621
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.065 0.4032 0.3996
Brugia malayi RNA binding protein 0.0524 0.3128 0.3086
Echinococcus granulosus tar DNA binding protein 0.0524 0.3128 0.7911
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0206 0.082 0.2075
Loa Loa (eye worm) MH2 domain-containing protein 0.1475 1 1
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0561 0.3392 1
Brugia malayi latrophilin 2 splice variant baaae 0.0444 0.2546 0.25
Loa Loa (eye worm) hypothetical protein 0.0257 0.1196 0.1142
Loa Loa (eye worm) hypothetical protein 0.065 0.4032 0.3996
Loa Loa (eye worm) TAR-binding protein 0.0524 0.3128 0.3086
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.019 0.0706 0.1785
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.019 0.0706 0.1785
Echinococcus granulosus smad 0.01 0.006 0.0153
Echinococcus multilocularis Ataxin 2, N terminal,domain containing protein 0.0115 0.0169 0.0427
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.019 0.0706 0.1785
Echinococcus granulosus TGF beta signal transducer SmadC 0.01 0.006 0.0153
Schistosoma mansoni ATP-binding cassette transporter 0.0172 0.0577 0.1551
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0115 0.0169 0.0427
Echinococcus multilocularis tar DNA binding protein 0.0524 0.3128 0.7911
Echinococcus granulosus peptidase Clp S14 family 0.0368 0.1994 0.5042
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0561 0.3392 0.8579
Loa Loa (eye worm) RNA binding protein 0.0524 0.3128 0.3086
Echinococcus multilocularis nmda type glutamate receptor 0.011 0.0129 0.0325
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0206 0.082 0.0765
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0418 0.2359 1
Toxoplasma gondii LsmAD domain-containing protein 0.0257 0.1196 0.1745
Schistosoma mansoni glutamate receptor kainate 0.0172 0.0577 0.1551
Schistosoma mansoni glutamate receptor NMDA 0.0365 0.1976 0.5751
Brugia malayi TAR-binding protein 0.0524 0.3128 0.3086
Echinococcus multilocularis Smad4 0.01 0.006 0.0153
Brugia malayi RNA recognition motif domain containing protein 0.0524 0.3128 0.3086
Loa Loa (eye worm) transcription factor SMAD2 0.1475 1 1
Echinococcus multilocularis TGF beta signal transducer SmadC 0.01 0.006 0.0153
Schistosoma mansoni glutamate receptor AMPA 0.0172 0.0577 0.1551
Brugia malayi hypothetical protein 0.0307 0.1552 0.1501
Loa Loa (eye worm) pigment dispersing factor receptor c 0.065 0.4032 0.3996
Brugia malayi hypothetical protein 0.0257 0.1196 0.1142
Echinococcus multilocularis mothers against decapentaplegic 5 0.01 0.006 0.0153
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.019 0.0706 0.1785
Loa Loa (eye worm) glutamate receptor 1 0.0172 0.0577 0.052
Schistosoma mansoni hypothetical protein 0.0444 0.2546 0.7461
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0206 0.082 0.2075
Onchocerca volvulus 0.0307 0.1552 0.5
Schistosoma mansoni peptidase Clp (S14 family) 0.0561 0.3392 1
Echinococcus multilocularis glutamate (NMDA) receptor subunit 0.0365 0.1976 0.4999
Brugia malayi Latrophilin receptor protein 2 0.0206 0.082 0.0765
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0561 0.3392 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0206 0.082 0.0765
Echinococcus multilocularis glutamate receptor 2 0.019 0.0706 0.1785
Echinococcus granulosus GPCR family 2 0.0206 0.082 0.2075
Echinococcus multilocularis GPCR, family 2 0.0206 0.082 0.2075
Echinococcus granulosus nmda type glutamate receptor 0.011 0.0129 0.0325
Brugia malayi hypothetical protein 0.0166 0.0536 0.0478
Loa Loa (eye worm) hypothetical protein 0.0307 0.1552 0.1501
Brugia malayi Glutamate receptor 1 precursor 0.0172 0.0577 0.052
Plasmodium falciparum ataxin-2 like protein, putative 0.0257 0.1196 0.1745
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0561 0.3392 1
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0561 0.3392 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.019 0.0706 0.1785
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0561 0.3392 0.5
Schistosoma mansoni hypothetical protein 0.0206 0.082 0.2281
Schistosoma mansoni hypothetical protein 0.0115 0.0169 0.0326
Echinococcus multilocularis nmda type glutamate receptor 0.0156 0.046 0.1164
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.019 0.0706 0.1785
Schistosoma mansoni tar DNA-binding protein 0.0524 0.3128 0.9208
Echinococcus granulosus nmda type glutamate receptor 0.0156 0.046 0.1164
Schistosoma mansoni hypothetical protein 0.0206 0.082 0.2281
Loa Loa (eye worm) hypothetical protein 0.0444 0.2546 0.25
Echinococcus granulosus tm gpcr rhodopsin 0.0639 0.3953 1
Schistosoma mansoni glutamate receptor kainate 0.0172 0.0577 0.1551
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0206 0.082 0.2075
Schistosoma mansoni glutamate receptor AMPA 0.0172 0.0577 0.1551
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0561 0.3392 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0278 0.1343 0.5928
Schistosoma mansoni tar DNA-binding protein 0.0524 0.3128 0.9208
Loa Loa (eye worm) hypothetical protein 0.0561 0.3392 0.3351
Brugia malayi Calcitonin receptor-like protein seb-1 0.065 0.4032 0.3996
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0561 0.3392 0.8579
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0561 0.3392 1
Plasmodium vivax ataxin-2 like protein, putative 0.0257 0.1196 0.1745
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0368 0.1994 0.5333
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0561 0.3392 0.5
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2) 0.0368 0.1994 1
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0561 0.3392 1
Echinococcus granulosus glutamate receptor 2 0.019 0.0706 0.1785
Leishmania major C-8 sterol isomerase-like protein 0.0418 0.2359 1
Echinococcus multilocularis peptidase Clp (S14 family) 0.0368 0.1994 0.5042
Loa Loa (eye worm) hypothetical protein 0.0418 0.2359 0.2313
Schistosoma mansoni hypothetical protein 0.0206 0.082 0.2281
Loa Loa (eye worm) glutamate receptor 2 0.0172 0.0577 0.052
Echinococcus granulosus Smad4 0.01 0.006 0.0153
Echinococcus granulosus mothers against decapentaplegic 5 0.01 0.006 0.0153

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 3.9811 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) 8.9125 uM PubChem BioAssay. qHTS Assay for Inhibitors of the HIV-1 protein Vpr. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 11.6891 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent). (Class of assay: confirmatory) [Related pubchem assays: 2158 (Confirmation qHTS Assay for Inhibitors of Cruzain), 2249 (Probe Development Summary of Promiscuous Inhibitors (Artifacts) of Cruzain), 2161 (qHTS Assay for Inhibitors of Papain: Counterscreen for Cruzain Assay), 1478 (qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (with detergent))] ChEMBL. No reference
Potency (functional) 89.1251 uM PubChem BioAssay. qHTS Assay to Find Inhibitors of Pin1. (Class of assay: confirmatory) 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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