Detailed information for compound 1084385

Basic information

Technical information
  • TDR Targets ID: 1084385
  • Name: ethyl 9-oxo-6,7,8,10-tetrahydro-5H-acridine-2 -carboxylate
  • MW: 271.311 | Formula: C16H17NO3
  • H donors: 1 H acceptors: 2 LogP: 2.99 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1ccc2c(c1)c(=O)c1c([nH]2)CCCC1
  • InChi: 1S/C16H17NO3/c1-2-20-16(19)10-7-8-14-12(9-10)15(18)11-5-3-4-6-13(11)17-14/h7-9H,2-6H2,1H3,(H,17,18)
  • InChiKey: WANNVKIAFONDTO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 9-oxo-6,7,8,10-tetrahydro-5H-acridine-2-carboxylic acid ethyl ester
  • 9-keto-6,7,8,10-tetrahydro-5H-acridine-2-carboxylic acid ethyl ester
  • Oprea1_596578

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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) beta-LACTamase domain containing family member 0.0038 0.0295 0.1495
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0138 0.0545
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0138 1
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Schistosoma mansoni ap endonuclease 0.002 0.0044 0.0044
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.002 0.0044 0.0171
Mycobacterium tuberculosis Conserved protein 0.0038 0.0295 0.094
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0028 0.0163 0.0827
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.0017 0.0002 0.0006
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0.0138 0.0381
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0138 0.0136
Trypanosoma brucei retrotransposon hot spot protein 4 (RHS4), interrupted 0.0213 0.273 0.2728
Echinococcus multilocularis beta LACTamase domain containing family member 0.0038 0.0295 0.1182
Onchocerca volvulus 0.0028 0.0163 0.0648
Trypanosoma brucei ingi protein (ORF1) 0.0213 0.273 0.2728
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0437 0.1751
Echinococcus multilocularis lamin 0.0028 0.0163 0.0654
Mycobacterium tuberculosis Conserved protein 0.0038 0.0295 0.094
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Mycobacterium tuberculosis Probable lipase LipD 0.0038 0.0295 0.094
Trypanosoma brucei RNA helicase, putative 0.0736 1 1
Trypanosoma brucei ribonuclease H1 0.0196 0.2498 0.2497
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0295 0.1176
Echinococcus granulosus KRAB A domain containing protein 0.0017 0.0002 0.0006
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Mycobacterium tuberculosis Probable lipase LipE 0.0038 0.0295 0.094
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0038 0.0295 0.1182
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0295 0.1176
Echinococcus multilocularis RNA directed DNA polymerase 0.0017 0.0002 0.0006
Leishmania major ribonuclease H1, putative 0.0196 0.2498 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0437 0.1751
Leishmania major hypothetical protein, conserved 0.0026 0.0138 0.0381
Echinococcus multilocularis geminin 0.0178 0.2242 0.8977
Brugia malayi RNase H family protein 0.0196 0.2498 1
Schistosoma mansoni lamin 0.0028 0.0163 0.0163
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0437 0.0437
Mycobacterium ulcerans beta-lactamase 0.0038 0.0295 1
Toxoplasma gondii ABC1 family protein 0.0038 0.0295 0.1023
Schistosoma mansoni phosphoglucomutase 0.0196 0.2498 0.2498
Brugia malayi beta-lactamase family protein 0.0038 0.0295 0.1182
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0038 0.0295 1
Onchocerca volvulus 0.0028 0.0163 0.0648
Loa Loa (eye worm) hypothetical protein 0.0026 0.0138 0.0697
Trichomonas vaginalis ap endonuclease, putative 0.002 0.0044 0.0171
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.002 0.0044 0.0177
Mycobacterium ulcerans hypothetical protein 0.0038 0.0295 1
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Loa Loa (eye worm) hypothetical protein 0.0028 0.0156 0.0791
Brugia malayi Calcitonin receptor-like protein seb-1 0.0052 0.0497 0.1991
Toxoplasma gondii ribonuclease HI protein 0.0196 0.2498 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0267 0.1353
Treponema pallidum ribonuclease H (rnhA) 0.0196 0.2498 1
Schistosoma mansoni phosphoglucomutase 0.0196 0.2498 0.2498
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0138 0.3721
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Mycobacterium ulcerans esterase/lipase LipP 0.0038 0.0295 1
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Echinococcus granulosus lamin dm0 0.0028 0.0163 0.0654
Brugia malayi RNase H family protein 0.0196 0.2498 1
Brugia malayi Zinc knuckle family protein 0.0017 0.0002 0.0006
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0295 0.1176
Mycobacterium tuberculosis Probable hydrolase 0.0038 0.0295 0.094
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.0017 0.0002 0.0006
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.0437 0.2214
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.002 0.0044 0.0171
Schistosoma mansoni scy1(yeast) protein kinase-like 0.0017 0.0002 0.0002
Echinococcus multilocularis musashi 0.0028 0.0163 0.0654
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.002 0.0044 0.0043
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.002 0.0044 0.0137
Schistosoma mansoni phosphoglucomutase 0.0196 0.2498 0.2498
Loa Loa (eye worm) hypothetical protein 0.0038 0.0295 0.1495
Brugia malayi intermediate filament protein 0.0028 0.0163 0.0654
Leishmania major hypothetical protein, conserved 0.0038 0.0295 0.1023
Loa Loa (eye worm) intermediate filament protein 0.0028 0.0163 0.0827
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.0017 0.0002 0.0006
Onchocerca volvulus 0.0038 0.0295 0.1176
Schistosoma mansoni protein kinase 0.0017 0.0002 0.0002
Entamoeba histolytica exodeoxyribonuclease III, putative 0.002 0.0044 0.5
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0295 0.0295
Loa Loa (eye worm) hypothetical protein 0.0038 0.0295 0.1495
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Brugia malayi reverse transcriptase 0.0017 0.0002 0.0006
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.002 0.0044 0.0224
Onchocerca volvulus Ribonuclease H1 homolog 0.0196 0.2498 1
Echinococcus multilocularis ribonuclease H1 0.0196 0.2498 1
Trypanosoma cruzi ribonuclease H1, putative 0.0196 0.2498 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.0437 0.1751
Echinococcus granulosus beta LACTamase domain containing family member 0.0038 0.0295 0.1182
Schistosoma mansoni ap endonuclease 0.002 0.0044 0.0044
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0038 0.0295 0.094
Loa Loa (eye worm) hypothetical protein 0.0038 0.0295 0.1495
Loa Loa (eye worm) hypothetical protein 0.0038 0.0295 0.1495
Onchocerca volvulus 0.0159 0.1975 0.7904
Brugia malayi hypothetical protein 0.0017 0.0002 0.0006
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Echinococcus granulosus intermediate filament protein 0.0028 0.0163 0.0654
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0295 0.1176
Brugia malayi reverse transcriptase 0.0017 0.0002 0.0006
Trichomonas vaginalis ribonuclease H1, putative 0.0196 0.2498 1
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.002 0.0044 0.0177
Brugia malayi hypothetical protein 0.0026 0.0138 0.0551
Schistosoma mansoni serine/threonine protein kinase 0.0017 0.0002 0.0002
Brugia malayi Zinc knuckle family protein 0.0017 0.0002 0.0006
Brugia malayi hypothetical protein 0.0017 0.0007 0.0029
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0052 0.0497 0.1991
Trypanosoma brucei hypothetical protein, conserved 0.0213 0.273 0.2728
Mycobacterium ulcerans lipase LipD 0.0038 0.0295 1
Schistosoma mansoni hypothetical protein 0.0036 0.0267 0.0267
Echinococcus granulosus lamin 0.0028 0.0163 0.0654
Onchocerca volvulus 0.0038 0.0295 0.1176
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0138 0.0545
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Trichomonas vaginalis esterase, putative 0.0038 0.0295 0.1176
Trypanosoma brucei unspecified product 0.0213 0.273 0.2728
Loa Loa (eye worm) beta-lactamase 0.0038 0.0295 0.1495
Echinococcus granulosus RNA directed DNA polymerase reverse transcriptase 0.0017 0.0002 0.0006
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0437 0.0437
Brugia malayi hypothetical protein 0.0017 0.0002 0.0006
Wolbachia endosymbiont of Brugia malayi ribonuclease HI 0.0196 0.2498 1
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0295 0.1176
Echinococcus multilocularis lamin dm0 0.0028 0.0163 0.0654
Brugia malayi Intermediate filament tail domain containing protein 0.0028 0.0163 0.0654
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.002 0.0044 0.0171
Plasmodium vivax hypothetical protein, conserved 0.0038 0.0295 1
Schistosoma mansoni hypothetical protein 0.0178 0.2242 0.2242
Brugia malayi beta-lactamase 0.0038 0.0295 0.1182
Mycobacterium leprae conserved hypothetical protein 0.0038 0.0295 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0437 0.0437
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0052 0.0497 0.2518
Onchocerca volvulus 0.0038 0.0295 0.1176
Mycobacterium leprae Probable lipase LipE 0.0038 0.0295 0.5
Schistosoma mansoni hypothetical protein 0.0017 0.0002 0.0002
Loa Loa (eye worm) hypothetical protein 0.0038 0.0295 0.1495
Echinococcus granulosus ribonuclease H1 0.0196 0.2498 1
Loa Loa (eye worm) hypothetical protein 0.0028 0.0163 0.0827
Loa Loa (eye worm) hypothetical protein 0.0038 0.0295 0.1495
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0437 0.1751
Echinococcus granulosus RNA directed DNA polymerase 0.0017 0.0002 0.0006
Schistosoma mansoni intermediate filament proteins 0.0028 0.0163 0.0163
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Trypanosoma brucei hypothetical protein, conserved 0.0038 0.0295 0.0294
Loa Loa (eye worm) hypothetical protein 0.0159 0.1975 1
Echinococcus granulosus geminin 0.0178 0.2242 0.8977
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0038 0.0295 0.094
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Loa Loa (eye worm) hypothetical protein 0.0052 0.0497 0.2518
Brugia malayi hypothetical protein 0.0017 0.0002 0.0006
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0241 0.3126 1
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0437 0.1751
Echinococcus multilocularis telomerase reverse transcriptase subunit 0.0017 0.0002 0.0006
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0138 1
Schistosoma mansoni hypothetical protein 0.0017 0.0002 0.0002
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0295 0.0295
Schistosoma mansoni lamin 0.0028 0.0163 0.0163
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Brugia malayi latrophilin 2 splice variant baaae 0.0036 0.0267 0.1069
Trypanosoma cruzi ribonuclease H1, putative 0.0196 0.2498 1
Giardia lamblia Ribonuclease H 0.0196 0.2498 1
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) 0.0017 0.0002 0.0006
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0295 0.1176
Trypanosoma brucei ingi protein (ORF1) 0.0213 0.273 0.2728
Brugia malayi reverse transcriptase 0.0017 0.0002 0.0006
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Brugia malayi hypothetical protein 0.0017 0.0002 0.0006
Brugia malayi hypothetical protein 0.0159 0.1975 0.7906
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Mycobacterium tuberculosis Conserved protein 0.0038 0.0295 0.094
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0295 0.1176
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0038 0.0295 0.094
Mycobacterium tuberculosis Probable esterase LipL 0.0038 0.0295 0.094
Brugia malayi RNase H family protein 0.0196 0.2498 1
Schistosoma mansoni hypothetical protein 0.0178 0.2242 0.2242
Trichomonas vaginalis ap endonuclease, putative 0.002 0.0044 0.0171
Brugia malayi Pao retrotransposon peptidase family protein 0.0017 0.0002 0.0006
Brugia malayi beta-lactamase family protein 0.0038 0.0295 0.1182
Brugia malayi exodeoxyribonuclease III family protein 0.002 0.0044 0.0177

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 58.3 nM Antimalarial activity against chloroquine, mefloquine, pyrimethamine and atovaquone-resistant Plasmodium falciparum TM90-C2B infected in human A positive erythrocytes after 72 hrs by SYBR Green I assay ChEMBL. 21630666
EC50 (functional) = 153 nM Antimalarial activity against chloroquine and pyrimethamine-resistant Plasmodium falciparum W2 infected in human A positive erythrocytes after 72 hrs by SYBR Green I assay ChEMBL. 21630666
EC50 (ADMET) > 5 uM Cytotoxicity against mouse J774 cells after 72 hrs by Cell titer 96 aqueous one solution cell proliferation assay ChEMBL. 21630666
Ratio EC50 (functional) = 0.38 Resistance index, ratio of EC50 for chloroquine, mefloquine, pyrimethamine and atovaquone-resistant Plasmodium falciparum TM90-C2B to EC50 for chloroquine and pyrimethamine-resistant Plasmodium falciparum W2 ChEMBL. 21630666

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 21630666
Mus musculus ChEMBL23 21630666

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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