Detailed information for compound 1386375

Basic information

Technical information
  • TDR Targets ID: 1386375
  • Name: 5-acetyl-2-amino-6-methyl-4-naphthalen-1-yl-4 H-pyran-3-carbonitrile
  • MW: 304.343 | Formula: C19H16N2O2
  • H donors: 1 H acceptors: 2 LogP: 3.19 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CC1=C(N)OC(=C(C1c1cccc2c1cccc2)C(=O)C)C
  • InChi: 1S/C19H16N2O2/c1-11(22)17-12(2)23-19(21)16(10-20)18(17)15-9-5-7-13-6-3-4-8-14(13)15/h3-9,18H,21H2,1-2H3
  • InChiKey: VGSBOMKSYLFNPP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 5-acetyl-2-amino-6-methyl-4-(1-naphthyl)-4H-pyran-3-carbonitrile
  • 2-amino-5-ethanoyl-6-methyl-4-naphthalen-1-yl-4H-pyran-3-carbonitrile
  • NSC736770
  • A0855/0040078
  • 5-acetyl- 2-amino-6-methyl-4-(1-naphthyl)-4H-pyran-3-carbonitrile
  • MLS000779902
  • SMR000420082

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Starlite/ChEMBL No references
Homo sapiens glutaminase Starlite/ChEMBL No references
Schistosoma mansoni Thioredoxin glutathione reductase Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis glutaminase, putative Get druggable targets OG5_129245 All targets in OG5_129245
Mycobacterium ulcerans glutaminase Get druggable targets OG5_129245 All targets in OG5_129245
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Treponema pallidum fructose-bisphosphate aldolase Get druggable targets OG5_129214 All targets in OG5_129214
Plasmodium yoelii 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
Echinococcus granulosus thioredoxin glutathione 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
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Plasmodium knowlesi thioredoxin reductase, putative 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
Brugia malayi glutaminase DH11.1 Get druggable targets OG5_129245 All targets in OG5_129245
Brugia malayi Thioredoxin 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 glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
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
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutaminase Get druggable targets OG5_129245 All targets in OG5_129245
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma mansoni glutaminase Get druggable targets OG5_129245 All targets in OG5_129245
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Echinococcus multilocularis thioredoxin glutathione 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
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Giardia lamblia Fructose-bisphosphate aldolase Get druggable targets OG5_129214 All targets in OG5_129214
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) 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
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase 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
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutaminase 2 Get druggable targets OG5_129245 All targets in OG5_129245
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 538 aa 25.3 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin glutathione reductase   598 aa 512 aa 28.3 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin glutathione reductase   598 aa 555 aa 33.5 %
Neospora caninum hypothetical protein Thioredoxin glutathione reductase   598 aa 485 aa 30.5 %
Candida albicans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 358 aa 22.6 %
Candida albicans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 358 aa 22.6 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin glutathione reductase   598 aa 513 aa 25.0 %
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 25.5 %
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 25.8 %
Mycobacterium ulcerans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 26.9 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 518 aa 22.0 %
Neospora caninum glutathione reductase, putative Thioredoxin glutathione reductase   598 aa 532 aa 34.6 %
Onchocerca volvulus Thioredoxin glutathione reductase   598 aa 533 aa 50.8 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 521 aa 21.5 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin glutathione reductase   598 aa 537 aa 24.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei solanesyl-diphosphate synthase, putative 0.0055 0.0298 0.0534
Mycobacterium tuberculosis Possible polyprenyl synthetase IdsB (polyprenyl transferase) (polyprenyl diphosphate synthase) 0.0055 0.0298 0.0534
Leishmania major solanesyl-diphosphate synthase, putative 0.0055 0.0298 0.0534
Loa Loa (eye worm) glutaminase 0.033 0.9257 1
Echinococcus multilocularis decaprenyl diphosphate synthase subunit 1 0.0055 0.0298 0.05
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Brugia malayi geranylgeranyl pyrophosphate synthetase 0.0055 0.0298 0.0322
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0055 0.0298 0.5
Trypanosoma cruzi farnesyl pyrophosphate synthase 0.0217 0.5586 1
Leishmania major polyprenyl synthase, putative 0.0055 0.0298 0.0534
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0055 0.0298 0.0534
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0217 0.5586 0.5903
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Echinococcus multilocularis prenyl (decaprenyl) diphosphate synthase 0.0055 0.0298 0.05
Loa Loa (eye worm) polyprenyl synthetase 0.0055 0.0298 0.0322
Brugia malayi Polyprenyl synthetase family protein 0.0217 0.5586 0.6035
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Trypanosoma cruzi solanesyl-diphosphate synthase, putative 0.0055 0.0298 0.0534
Mycobacterium tuberculosis Probable polyprenyl-diphosphate synthase GrcC2 (polyprenyl pyrophosphate synthetase) 0.0055 0.0298 0.0534
Trypanosoma cruzi polyprenyl synthase, putative 0.0055 0.0298 0.0534
Echinococcus granulosus farnesyl pyrophosphate synthase 0.0217 0.5586 1
Plasmodium vivax octaprenyl pyrophosphate synthase, putative 0.0055 0.0298 0.0534
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0104 0.1905 0.3409
Loa Loa (eye worm) polyprenyl synthetase 0.0217 0.5586 0.6035
Echinococcus granulosus prenyl decaprenyl diphosphate synthase 0.0055 0.0298 0.05
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Mycobacterium tuberculosis Probable reductase 0.0104 0.1905 0.3409
Echinococcus multilocularis farnesyl pyrophosphate synthase 0.0217 0.5586 1
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0217 0.5586 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Trypanosoma cruzi solanesyl-diphosphate synthase 0.0055 0.0298 0.0534
Mycobacterium ulcerans glutaminase 0.033 0.9257 1
Schistosoma mansoni glutaminase 0.033 0.9257 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Plasmodium vivax geranylgeranyl pyrophosphate synthase 0.0217 0.5586 1
Schistosoma mansoni farnesyl pyrophosphate synthase 0.0217 0.5586 0.5903
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.2283 0.4087
Echinococcus granulosus decaprenyl diphosphate synthase subunit 1 0.0055 0.0298 0.05
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0172 0.4125 1
Loa Loa (eye worm) glutaminase 2 0.033 0.9257 1
Treponema pallidum fructose-bisphosphate aldolase 0.0353 1 1
Trypanosoma cruzi polyprenyl synthase, putative 0.0055 0.0298 0.0534
Wolbachia endosymbiont of Brugia malayi geranylgeranyl pyrophosphate synthase 0.0055 0.0298 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.2283 0.5187
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0104 0.1905 0.4198
Plasmodium falciparum octaprenyl pyrophosphate synthase 0.0055 0.0298 0.0534
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.2283 0.4087
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0353 1 1
Chlamydia trachomatis geranylgeranyl pyrophosphate synthase 0.0055 0.0298 0.5
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0104 0.1905 0.3409
Mycobacterium tuberculosis Probable geranylgeranyl pyrophosphate synthetase IdsA2 (ggppsase) (GGPP synthetase) (geranylgeranyl diphosphate synthase) 0.0217 0.5586 1
Leishmania major farnesyl pyrophosphate synthase 0.0217 0.5586 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0104 0.1905 0.3409
Trypanosoma brucei farnesyl pyrophosphate synthase 0.0217 0.5586 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0172 0.4125 0.4271
Brugia malayi glutaminase DH11.1 0.033 0.9257 1
Mycobacterium ulcerans geranylgeranyl pyrophosphate synthase 0.0217 0.5586 0.5903
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0172 0.4125 0.7383
Brugia malayi Polyprenyl synthetase family protein 0.0055 0.0298 0.0322
Mycobacterium tuberculosis Probable dehydrogenase 0.0104 0.1905 0.3409
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0104 0.1905 0.3409
Mycobacterium tuberculosis Probable multifunctional geranylgeranyl pyrophosphate synthetase IdsA1 (GGPP synthetase) (ggppsase) (geranylgeranyl diphosphate 0.0055 0.0298 0.0534
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.2283 0.4087
Loa Loa (eye worm) geranylgeranyl pyrophosphate synthetase 0.0055 0.0298 0.0322
Toxoplasma gondii polyprenyl synthetase superfamily protein 0.0055 0.0298 0.0534
Trypanosoma cruzi farnesyl pyrophosphate synthase, putative 0.0217 0.5586 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 1 1
Echinococcus multilocularis geranylgeranyl pyrophosphate synthase 0.0055 0.0298 0.05
Echinococcus granulosus geranylgeranyl pyrophosphate synthase 0.0055 0.0298 0.05
Giardia lamblia Fructose-bisphosphate aldolase 0.0353 1 1
Plasmodium falciparum geranylgeranyl pyrophosphate synthase, putative 0.0217 0.5586 1
Trichomonas vaginalis glutaminase, putative 0.033 0.9257 0.8316

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.7943 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] ChEMBL. No reference
Potency (functional) = 11.2202 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) 15.8489 uM PubChem BioAssay. qHTS for Inhibitors of Glutaminase (GLS). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 19.9054 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Fructose-1,6-bisphosphate Aldolase from Giardia Lamblia. (Class of assay: confirmatory) [Related pubchem assays: 2472, 2464 ] ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (binding) = 39.8107 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 (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 75.6863 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
Homo sapiens 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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