Detailed information for compound 1419966

Basic information

Technical information
  • TDR Targets ID: 1419966
  • Name: N-cyclopropyl-2-(6-ethyl-4-oxo-3-prop-2-enylt hieno[2,3-d]pyrimidin-2-yl)sulfanylacetamide
  • MW: 349.471 | Formula: C16H19N3O2S2
  • H donors: 1 H acceptors: 2 LogP: 3.21 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: C=CCn1c(SCC(=O)NC2CC2)nc2c(c1=O)cc(s2)CC
  • InChi: 1S/C16H19N3O2S2/c1-3-7-19-15(21)12-8-11(4-2)23-14(12)18-16(19)22-9-13(20)17-10-5-6-10/h3,8,10H,1,4-7,9H2,2H3,(H,17,20)
  • InChiKey: YKYYNJVMSWVVCF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(3-allyl-6-ethyl-4-oxo-thieno[2,3-d]pyrimidin-2-yl)sulfanyl-N-cyclopropyl-acetamide
  • 2-[(3-allyl-6-ethyl-4-oxo-2-thieno[2,3-d]pyrimidinyl)thio]-N-cyclopropylacetamide
  • 2-[(3-allyl-6-ethyl-4-keto-thieno[2,3-d]pyrimidin-2-yl)thio]-N-cyclopropyl-acetamide
  • N-cyclopropyl-2-(6-ethyl-4-oxo-3-prop-2-enyl-thieno[2,3-d]pyrimidin-2-yl)sulfanyl-ethanamide
  • SMR000347720
  • MLS001003963
  • T0510-3914
  • ZINC03260951

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references
Homo sapiens lysine (K)-specific demethylase 4A Starlite/ChEMBL No references
Schistosoma mansoni Thioredoxin glutathione reductase Starlite/ChEMBL No references
Homo sapiens ataxin 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum JmjC domain-containing histone demethylation protein 3C, putative Get druggable targets OG5_127917 All targets in OG5_127917
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Brugia malayi jmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) jmjC domain-containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus Transcription factor JmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Echinococcus multilocularis Transcription factor, JmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii hypothetical protein Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Probable JmjC domain-containing histone demethylation protein 3B, putative Get druggable targets OG5_127917 All targets in OG5_127917
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum expressed protein Get druggable targets OG5_127917 All targets in OG5_127917
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum expressed protein Get druggable targets OG5_127917 All targets in OG5_127917
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Neospora caninum hypothetical protein Thioredoxin glutathione reductase   598 aa 485 aa 30.5 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 538 aa 25.3 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 521 aa 21.5 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin glutathione reductase   598 aa 513 aa 25.0 %
Onchocerca volvulus Thioredoxin glutathione reductase   598 aa 533 aa 50.8 %
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin glutathione reductase   598 aa 555 aa 33.5 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin glutathione reductase   598 aa 537 aa 24.2 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 518 aa 22.0 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin glutathione reductase   598 aa 512 aa 28.3 %
Neospora caninum glutathione reductase, putative Thioredoxin glutathione reductase   598 aa 532 aa 34.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Toxoplasma gondii thioredoxin reductase 0.0046 0.0923 0.3554
Loa Loa (eye worm) thioredoxin reductase 0.0046 0.0923 0.3439
Brugia malayi jmjC domain containing protein 0.0043 0.0737 0.1435
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0115 0.5141 0.4996
Schistosoma mansoni tar DNA-binding protein 0.0075 0.2684 0.2467
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.2598 0.2378
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0115 0.5141 0.4996
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.5172 1
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.2598 1
Loa Loa (eye worm) RNA binding protein 0.0075 0.2684 1
Toxoplasma gondii PHD-finger domain-containing protein 0.0035 0.0289 0.1112
Plasmodium vivax hypothetical protein, conserved 0.0035 0.0289 0.3128
Schistosoma mansoni jumonji/arid domain-containing protein 0.0043 0.0737 0.0462
Brugia malayi glutathione reductase 0.0046 0.0923 0.1796
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.2598 0.2378
Trypanosoma brucei trypanothione reductase 0.0046 0.0923 1
Toxoplasma gondii PHD-finger domain-containing protein 0.0035 0.0289 0.1112
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.2598 0.5
Loa Loa (eye worm) TAR-binding protein 0.0075 0.2684 1
Leishmania major trypanothione reductase 0.0046 0.0923 0.3554
Schistosoma mansoni hypothetical protein 0.0196 1 1
Loa Loa (eye worm) PHD-finger family protein 0.0035 0.0289 0.1076
Loa Loa (eye worm) hypothetical protein 0.0059 0.172 0.6407
Schistosoma mansoni hypothetical protein 0.0084 0.3243 0.3042
Echinococcus multilocularis jumonji domain containing protein 0.0049 0.1124 0.086
Brugia malayi RNA recognition motif domain containing protein 0.0075 0.2684 0.5222
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.2598 1
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.2598 0.2378
Brugia malayi latrophilin 2 splice variant baaae 0.004 0.0592 0.1152
Brugia malayi RNA binding protein 0.0075 0.2684 0.5222
Echinococcus multilocularis thioredoxin glutathione reductase 0.0046 0.096 0.0691
Loa Loa (eye worm) hypothetical protein 0.0035 0.0289 0.1076
Schistosoma mansoni tar DNA-binding protein 0.0075 0.2684 0.2467
Schistosoma mansoni tar DNA-binding protein 0.0075 0.2684 0.2467
Loa Loa (eye worm) jmjC domain-containing protein 0.0043 0.0737 0.2747
Entamoeba histolytica hypothetical protein 0.0084 0.3243 0.5
Schistosoma mansoni jumonji domain containing protein 0.0092 0.3705 0.3518
Loa Loa (eye worm) hypothetical protein 0.004 0.0592 0.2206
Echinococcus granulosus tar DNA binding protein 0.0075 0.2684 0.2467
Loa Loa (eye worm) jmjC domain-containing protein 0.0073 0.2559 0.9534
Plasmodium vivax thioredoxin reductase, putative 0.0046 0.0923 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0104 0.4468 0.8342
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0104 0.4468 0.8342
Schistosoma mansoni hypothetical protein 0.0196 1 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0046 0.096 0.0691
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.2598 0.2378
Echinococcus granulosus lysine specific demethylase 5A 0.0043 0.0737 0.0462
Onchocerca volvulus Alhambra homolog 0.0035 0.0289 0.5
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.5172 1
Brugia malayi Bromodomain containing protein 0.0035 0.0289 0.0562
Loa Loa (eye worm) hypothetical protein 0.006 0.1812 0.6751
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0059 0.172 0.3346
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0084 0.3243 0.3042
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0059 0.172 0.6407
Brugia malayi hypothetical protein 0.0084 0.3243 0.6308
Schistosoma mansoni transcription factor LCR-F1 0.0084 0.3243 0.3042
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.5172 1
Echinococcus multilocularis lysine specific demethylase 5A 0.0043 0.0737 0.0462
Schistosoma mansoni tar DNA-binding protein 0.0075 0.2684 0.2467
Mycobacterium tuberculosis Probable dehydrogenase 0.0104 0.4468 0.8342
Brugia malayi TAR-binding protein 0.0075 0.2684 0.5222
Plasmodium vivax glutathione reductase, putative 0.0046 0.0923 1
Plasmodium falciparum thioredoxin reductase 0.0046 0.0923 1
Echinococcus granulosus jumonji domain containing protein 0.0049 0.1124 0.086
Brugia malayi Thioredoxin reductase 0.0046 0.0923 0.1796
Schistosoma mansoni jumonji/arid domain-containing protein 0.0043 0.0737 0.0462
Trypanosoma cruzi trypanothione reductase, putative 0.0046 0.0923 1
Echinococcus multilocularis geminin 0.0196 1 1
Brugia malayi jmjC domain containing protein 0.0115 0.5141 1
Entamoeba histolytica hypothetical protein 0.0084 0.3243 0.5
Giardia lamblia PHD finger protein 15 0.0035 0.0289 0.5
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.2598 0.3941
Mycobacterium tuberculosis Probable reductase 0.0104 0.4468 0.8342
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0104 0.4468 0.8342
Brugia malayi Calcitonin receptor-like protein seb-1 0.0059 0.172 0.3346
Loa Loa (eye worm) glutathione reductase 0.0046 0.0923 0.3439
Plasmodium falciparum glutathione reductase 0.0046 0.0923 1
Brugia malayi PHD-finger family protein 0.0035 0.0289 0.0562
Plasmodium falciparum phd finger protein, putative 0.0035 0.0289 0.3128
Schistosoma mansoni tar DNA-binding protein 0.0075 0.2684 0.2467
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.2598 0.5
Echinococcus multilocularis tar DNA binding protein 0.0075 0.2684 0.2467
Entamoeba histolytica hypothetical protein 0.0084 0.3243 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.5172 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.2598 0.5
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0104 0.4468 0.8342
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0075 0.2684 1
Entamoeba histolytica hypothetical protein 0.0084 0.3243 0.5
Schistosoma mansoni hypothetical protein 0.004 0.0592 0.0313
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0084 0.3243 0.3042

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 0.7943 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference
Potency (functional) 1.7783 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 7.0795 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) 14.1254 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) 18.526 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) 26.6795 uM PubChem BioAssay. qHTS for Inhibitors of PLK1-PDB (polo-like kinase 1 - polo-box domain): Primary Screen. (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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