Detailed information for compound 1444602

Basic information

Technical information
  • TDR Targets ID: 1444602
  • Name: ethyl 3-amino-7,7-dimethyl-5-oxo-6,8-dihydrot hieno[5,4-b]quinoline-2-carboxylate
  • MW: 318.391 | Formula: C16H18N2O3S
  • H donors: 1 H acceptors: 3 LogP: 3.6 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1sc2c(c1N)cc1c(n2)CC(CC1=O)(C)C
  • InChi: 1S/C16H18N2O3S/c1-4-21-15(20)13-12(17)9-5-8-10(18-14(9)22-13)6-16(2,3)7-11(8)19/h5H,4,6-7,17H2,1-3H3
  • InChiKey: VBZBPNMHDMSZMA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-amino-7,7-dimethyl-5-oxo-6,8-dihydrothieno[5,4-b]quinoline-2-carboxylic acid ethyl ester
  • 3-amino-5-keto-7,7-dimethyl-6,8-dihydrothieno[5,4-b]quinoline-2-carboxylic acid ethyl ester
  • 3-Amino-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-thieno[2,3-b]quinoline-2-carboxylic acid ethyl ester
  • EU-0012057
  • STK039251
  • ZINC04162683
  • Oprea1_103682
  • Oprea1_742427
  • MLS000555477
  • SMR000147194

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens ATPase family, AAA domain containing 5 Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references
Homo sapiens APEX nuclease (multifunctional DNA repair enzyme) 1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Treponema pallidum exodeoxyribonuclease (exoA) Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans 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
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10772 AP endonuclease 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium berghei AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania mexicana apurinic/apyrimidinic endonuclease-redox protein,AP-endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei gambiense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core Get druggable targets OG5_139225 All targets in OG5_139225
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Loa Loa (eye worm) exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 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
Leishmania infantum apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Neospora caninum hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania braziliensis apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Cryptosporidium parvum conserved hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis ap endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Plasmodium yoelii putative AP endonuclease-related Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania major apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum DNA-(apurinic or apyrimidinic site) lyase 2, putative Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania donovani apurinic/apyrimidinic endonuclease-redox protein Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium knowlesi AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum ko:K10771 AP endonuclease 1, putative Get druggable targets OG5_126768 All targets in OG5_126768
Cryptosporidium hominis dna-(apurinic or apyrimidinic site) lyase Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Entamoeba histolytica exodeoxyribonuclease III, putative Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) Get druggable targets OG5_126768 All targets in OG5_126768
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma japonicum Retinal dehydrogenase 1, putative 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
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Wolbachia endosymbiont of Brugia malayi exonuclease III Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Theileria parva hypothetical protein Get druggable targets OG5_126768 All targets in OG5_126768
Brugia malayi exodeoxyribonuclease III family protein Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma cruzi apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Giardia lamblia Endonuclease/Exonuclease/phosphatase Get druggable targets OG5_126768 All targets in OG5_126768
Candida albicans similar to S. cerevisiae APN2 (YBL019W) DNA repair apurinic/apyrimidinic endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
Toxoplasma gondii exonuclease III APE Get druggable targets OG5_126768 All targets in OG5_126768
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative Get druggable targets OG5_126768 All targets in OG5_126768
Trypanosoma congolense apurinic/apyrimidinic endonuclease, putative Get druggable targets OG5_126768 All targets in OG5_126768
Schistosoma mansoni ap endonuclease Get druggable targets OG5_126768 All targets in OG5_126768
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0523 0.4848 1
Echinococcus multilocularis enteropeptidase 0.0108 0.016 0.016
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0357 0.2972 0.6131
Echinococcus multilocularis fibrillin 1 0.0224 0.1473 0.1473
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0108 0.016 0.033
Mycobacterium ulcerans hypothetical protein 0.0108 0.016 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Toxoplasma gondii PAN domain-containing protein 0.0435 0.3856 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0108 0.016 0.033
Schistosoma mansoni hypothetical protein 0.0108 0.016 0.033
Plasmodium falciparum cysteine repeat modular protein 1 0.0213 0.1343 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Echinococcus granulosus glycoprotein Antigen 5 0.0108 0.016 0.0538
Brugia malayi Calcium binding EGF domain containing protein 0.0224 0.1473 0.3039
Echinococcus multilocularis geminin 0.0205 0.1252 0.1252
Loa Loa (eye worm) hypothetical protein 0.0224 0.1473 0.3039
Onchocerca volvulus 0.0108 0.016 0.033
Loa Loa (eye worm) TK/ROR protein kinase 0.0213 0.1343 0.2771
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0213 0.1343 0.5
Loa Loa (eye worm) trypsin family protein 0.0108 0.016 0.033
Brugia malayi Low-density lipoprotein receptor repeat class B containing protein 0.0224 0.1473 0.3039
Schistosoma mansoni hypothetical protein 0.0213 0.1343 0.2771
Loa Loa (eye worm) hypothetical protein 0.0224 0.1473 0.3039
Brugia malayi Trypsin family protein 0.0108 0.016 0.033
Echinococcus multilocularis Mastin 0.0108 0.016 0.016
Loa Loa (eye worm) hypothetical protein 0.0224 0.1473 0.3039
Echinococcus granulosus Mastin 0.0108 0.016 0.0538
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0108 0.016 0.0538
Echinococcus granulosus Tolloid protein 1 0.0224 0.1473 0.4956
Brugia malayi Kringle domain containing protein 0.0213 0.1343 0.2771
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0108 0.016 0.033
Onchocerca volvulus Arrow homolog 0.0224 0.1473 0.3039
Schistosoma mansoni egf-like domain protein 0.0224 0.1473 0.3039
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Toxoplasma gondii calcium binding egf domain-containing protein 0.0224 0.1473 0.382
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Onchocerca volvulus 0.0523 0.4848 1
Brugia malayi RNA, U transporter 1 0.0095 0.0014 0.003
Brugia malayi Fibulin-1 precursor 0.0224 0.1473 0.3039
Leishmania major hypothetical protein, conserved 0.0213 0.1343 0.5
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0224 0.1473 0.3039
Schistosoma mansoni hypothetical protein 0.0205 0.1252 0.2582
Echinococcus granulosus snurportin 1 0.0357 0.2972 1
Echinococcus multilocularis snurportin 1 0.0357 0.2972 0.2972
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0108 0.016 0.016
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Loa Loa (eye worm) hypothetical protein 0.0108 0.016 0.033
Loa Loa (eye worm) hypothetical protein 0.0523 0.4848 1
Onchocerca volvulus 0.0415 0.3628 0.7484
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0108 0.016 0.033
Echinococcus multilocularis laminin 0.0224 0.1473 0.1473
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Toxoplasma gondii PAN domain-containing protein 0.0435 0.3856 1
Loa Loa (eye worm) hypothetical protein 0.0213 0.1343 0.2771
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0108 0.016 0.0538
Trypanosoma cruzi hypothetical protein, conserved 0.0213 0.1343 0.5
Onchocerca volvulus 0.0213 0.1343 0.2771
Echinococcus multilocularis Tolloid protein 1 0.0224 0.1473 0.1473
Loa Loa (eye worm) multiple epidermal growth factor-like domains 6 0.0224 0.1473 0.3039
Brugia malayi Trypsin family protein 0.0108 0.016 0.033
Toxoplasma gondii kringle domain-containing protein 0.0213 0.1343 0.3483
Echinococcus multilocularis glycoprotein Antigen 5 0.0108 0.016 0.016
Giardia lamblia High cysteine protein 0.0094 0 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0108 0.016 0.016
Brugia malayi Protein kinase domain containing protein 0.0213 0.1343 0.2771
Brugia malayi hypothetical protein 0.0108 0.016 0.033
Echinococcus multilocularis tissue type plasminogen activator 0.0213 0.1343 0.1343
Echinococcus granulosus enteropeptidase 0.0108 0.016 0.0538
Toxoplasma gondii calcium binding egf domain-containing protein 0.0224 0.1473 0.382
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Echinococcus granulosus laminin 0.0224 0.1473 0.4956
Loa Loa (eye worm) hypothetical protein 0.0224 0.1473 0.3039
Schistosoma mansoni hypothetical protein 0.0108 0.016 0.033
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0108 0.016 0.033
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0224 0.1473 0.3039
Loa Loa (eye worm) hypothetical protein 0.0108 0.016 0.033
Onchocerca volvulus 0.0108 0.016 0.033
Onchocerca volvulus 0.0108 0.016 0.033
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0108 0.016 0.033
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Loa Loa (eye worm) hypothetical protein 0.0224 0.1473 0.3039
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Loa Loa (eye worm) hypothetical protein 0.0523 0.4848 1
Onchocerca volvulus 0.0108 0.016 0.033
Brugia malayi Trypsin family protein 0.0108 0.016 0.033
Brugia malayi Trypsin-like protease protein 5 0.0108 0.016 0.033
Schistosoma mansoni hypothetical protein 0.0357 0.2972 0.6131
Echinococcus multilocularis transmembrane protease serine 3 0.0108 0.016 0.016
Loa Loa (eye worm) hypothetical protein 0.0108 0.016 0.033
Echinococcus granulosus tissue type plasminogen activator 0.0213 0.1343 0.4519
Onchocerca volvulus 0.0108 0.016 0.033
Schistosoma mansoni hypothetical protein 0.0205 0.1252 0.2582
Loa Loa (eye worm) low-density lipoprotein receptor repeat class B containing protein 0.0224 0.1473 0.3039
Schistosoma mansoni cercarial elastase (S01 family) 0.0108 0.016 0.033
Brugia malayi Trypsin family protein 0.0523 0.4848 1
Echinococcus granulosus geminin 0.0205 0.1252 0.4211
Loa Loa (eye worm) hypothetical protein 0.0108 0.016 0.033
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0523 0.4848 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0108 0.016 0.033
Loa Loa (eye worm) hypothetical protein 0.0108 0.016 0.033
Echinococcus granulosus transmembrane protease serine 3 0.0108 0.016 0.0538

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.02 uM PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 0.5012 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) 6.5733 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) 14.7157 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) 18.3564 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] ChEMBL. No reference
Potency (functional) 18.3564 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Enhancers of SMN2 Splice Variant Expression. (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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