Detailed information for compound 1541673

Basic information

Technical information
  • TDR Targets ID: 1541673
  • Name: 2-amino-4-(4-ethoxy-3-methoxyphenyl)-7-methyl -5-oxo-4,6-dihydropyrano[5,6-c]pyridine-3-car bonitrile
  • MW: 353.372 | Formula: C19H19N3O4
  • H donors: 2 H acceptors: 3 LogP: 2.91 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOc1ccc(cc1OC)C1C(=C(N)Oc2c1c(O)nc(c2)C)C#N
  • InChi: 1S/C19H19N3O4/c1-4-25-13-6-5-11(8-14(13)24-3)16-12(9-20)18(21)26-15-7-10(2)22-19(23)17(15)16/h5-8,16H,4,21H2,1-3H3,(H,22,23)
  • InChiKey: OTDYLDGVJALXAR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-amino-4-(4-ethoxy-3-methoxy-phenyl)-7-methyl-5-oxo-4,6-dihydropyrano[5,6-c]pyridine-3-carbonitrile
  • 2-amino-4-(4-ethoxy-3-methoxy-phenyl)-5-keto-7-methyl-4,6-dihydropyrano[5,6-c]pyridine-3-carbonitrile
  • 2-Amino-4-(4-ethoxy-3-methoxy-phenyl)-7-methyl-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]pyridine-3-carbon itrile
  • MLS000778924
  • SMR000415627

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
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 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi PAB1-binding protein , putative 0.005 0.1079 0.5
Loa Loa (eye worm) Smad1 0.0025 0.0389 0.0389
Toxoplasma gondii type I fatty acid synthase, putative 0.0018 0.0197 0.144
Loa Loa (eye worm) hypothetical protein 0.005 0.1079 0.1079
Mycobacterium ulcerans multifunctional mycocerosic acid synthase membrane-associated Mas 0.0027 0.0449 0.481
Schistosoma mansoni tar DNA-binding protein 0.0189 0.4963 0.9178
Loa Loa (eye worm) hypothetical protein 0.0041 0.0836 0.0836
Brugia malayi MH1 domain containing protein 0.0025 0.0389 0.0389
Toxoplasma gondii LsmAD domain-containing protein 0.005 0.1079 1
Mycobacterium ulcerans Type I modular polyketide synthase 0.0026 0.0405 0.4065
Mycobacterium tuberculosis Probable thioesterase TesA 0.0021 0.0285 0.2859
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSB 0.0021 0.0264 0.172
Schistosoma mansoni tar DNA-binding protein 0.0189 0.4963 0.9178
Echinococcus granulosus TGF beta signal transducer SmadC 0.0025 0.0389 0.0719
Toxoplasma gondii type I fatty acid synthase, putative 0.0027 0.0449 0.3883
Schistosoma mansoni smad1 5 8 and 0.0025 0.0389 0.0719
Loa Loa (eye worm) TAR-binding protein 0.0189 0.4963 0.4963
Brugia malayi Latrophilin receptor protein 2 0.0019 0.0218 0.0218
Brugia malayi oxidoreductase, zinc-binding dehydrogenase family protein 0.0049 0.1048 0.1048
Loa Loa (eye worm) AMP-binding enzyme family protein 0.0024 0.0357 0.0357
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0019 0.0218 0.0404
Mycobacterium tuberculosis Probable membrane bound polyketide synthase Pks6 0.0038 0.076 1
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0019 0.0218 0.0218
Schistosoma mansoni hypothetical protein 0.0041 0.0836 0.1547
Mycobacterium tuberculosis Probable polyketide synthase Pks1 0.0018 0.0202 0.1618
Mycobacterium leprae Polyketide synthase Pks13 0.0038 0.076 1
Onchocerca volvulus 0.0024 0.0357 0.3641
Echinococcus multilocularis geminin 0.0205 0.5407 1
Echinococcus granulosus smad 0.0025 0.0389 0.0719
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0019 0.0218 0.0404
Mycobacterium tuberculosis Probable multifunctional mycocerosic acid synthase membrane-associated Mas 0.0027 0.0449 0.533
Brugia malayi TAR-binding protein 0.0189 0.4963 0.4963
Toxoplasma gondii beta-ketoacyl synthase, N-terminal domain-containing protein 0.0017 0.0152 0.1
Mycobacterium tuberculosis Probable polyketide synthase Pks7 0.0027 0.0449 0.533
Echinococcus granulosus Smad4 0.0025 0.0389 0.0719
Mycobacterium tuberculosis Polyketide synthase Pks13 0.0038 0.076 1
Brugia malayi MH2 domain containing protein 0.0025 0.0389 0.0389
Loa Loa (eye worm) hypothetical protein 0.0014 0.0075 0.0075
Mycobacterium leprae PROBABLE THIOESTERASE TESA 0.0021 0.0285 0.2064
Brugia malayi hypothetical protein 0.005 0.1079 0.1079
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSD 0.0026 0.0405 0.4065
Brugia malayi MH1 domain containing protein 0.0025 0.0389 0.0389
Mycobacterium ulcerans thioesterase 0.0021 0.0285 0.2064
Plasmodium falciparum ataxin-2 like protein, putative 0.005 0.1079 0.5
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0027 0.0449 0.481
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0021 0.0264 0.172
Mycobacterium ulcerans Type I modular polyketide synthase 0.0026 0.0405 0.4065
Mycobacterium ulcerans thioesterase TesA 0.0021 0.0285 0.2064
Onchocerca volvulus 0.0045 0.0937 0.9545
Echinococcus granulosus tar DNA binding protein 0.0189 0.4963 0.9178
Brugia malayi Beta-ketoacyl synthase, N-terminal domain containing protein 0.0026 0.0405 0.0405
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0026 0.0405 0.4659
Mycobacterium ulcerans polyketide synthase 0.0027 0.0449 0.481
Mycobacterium tuberculosis Polyketide synthase Pks2 0.0025 0.0382 0.4328
Brugia malayi hypothetical protein 0.0032 0.0585 0.0585
Schistosoma mansoni hypothetical protein 0.0205 0.5407 1
Loa Loa (eye worm) fatty acid synthase 0.0025 0.0395 0.0395
Echinococcus multilocularis smad 0.0025 0.0389 0.0719
Schistosoma mansoni tar DNA-binding protein 0.0189 0.4963 0.9178
Loa Loa (eye worm) hypothetical protein 0.0043 0.0893 0.0893
Loa Loa (eye worm) MH2 domain-containing protein 0.0025 0.0389 0.0389
Echinococcus multilocularis mothers against decapentaplegic 5 0.0025 0.0389 0.0719
Plasmodium falciparum ataxin-2 like protein, putative 0.005 0.1079 0.5
Loa Loa (eye worm) hypothetical protein 0.006 0.1369 0.1369
Loa Loa (eye worm) hypothetical protein 0.0014 0.0089 0.0089
Mycobacterium ulcerans polyketide synthase 0.0026 0.0405 0.4065
Loa Loa (eye worm) MH2 domain-containing protein 0.0369 1 1
Schistosoma mansoni smad 0.0025 0.0389 0.0719
Mycobacterium tuberculosis Probable polyketide synthase Pks8 0.0021 0.0274 0.2692
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.1369 0.1369
Brugia malayi MH2 domain containing protein 0.0025 0.0389 0.0389
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsB 0.0021 0.0264 0.172
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.1369 0.1369
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0022 0.0311 0.0575
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsA 0.0026 0.0405 0.4659
Loa Loa (eye worm) latrophilin receptor protein 2 0.0019 0.0218 0.0218
Schistosoma mansoni tar DNA-binding protein 0.0189 0.4963 0.9178
Mycobacterium ulcerans polyketide synthase Pks13 0.0038 0.076 1
Plasmodium vivax ataxin-2 like protein, putative 0.005 0.1079 0.5
Trypanosoma cruzi PAB1-binding protein , putative 0.005 0.1079 0.5
Brugia malayi RNA binding protein 0.0189 0.4963 0.4963
Brugia malayi RNA recognition motif domain containing protein 0.0189 0.4963 0.4963
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0836 0.0836
Schistosoma mansoni Smad4 0.0025 0.0389 0.0719
Mycobacterium ulcerans phenolpthiocerol synthesis type-I polyketide synthase PpsD 0.0026 0.0405 0.4065
Echinococcus granulosus mothers against decapentaplegic 5 0.0025 0.0389 0.0719
Loa Loa (eye worm) acyl carrier protein 0.0012 0.0016 0.0016
Mycobacterium tuberculosis Phenolpthiocerol synthesis type-I polyketide synthase PpsC 0.0026 0.0405 0.4659
Brugia malayi MH1 domain containing protein 0.0014 0.0075 0.0075
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.1369 0.1369
Echinococcus multilocularis GPCR, family 2 0.0019 0.0218 0.0404
Schistosoma mansoni hypothetical protein 0.0019 0.0218 0.0404
Echinococcus multilocularis Ataxin 2, N terminal,domain containing protein 0.0022 0.0311 0.0575
Loa Loa (eye worm) transcription factor SMAD2 0.0369 1 1
Loa Loa (eye worm) nuclear factor I 0.0014 0.0075 0.0075
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0024 0.0357 0.395
Schistosoma mansoni hypothetical protein 0.0019 0.0218 0.0404
Schistosoma mansoni hypothetical protein 0.0205 0.5407 1
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSC 0.0027 0.0449 0.481
Onchocerca volvulus Fatty acid synthase homolog 0.0046 0.0981 1
Mycobacterium ulcerans Type I modular polyketide synthase 0.0026 0.0405 0.4065
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0025 0.0389 0.0719
Trypanosoma brucei PAB1-binding protein , putative 0.005 0.1079 0.5
Schistosoma mansoni hypothetical protein 0.0022 0.0311 0.0575
Echinococcus granulosus geminin 0.0205 0.5407 1
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0019 0.0218 0.0404
Echinococcus multilocularis tar DNA binding protein 0.0189 0.4963 0.9178
Schistosoma mansoni smad1 5 8 and 0.0025 0.0389 0.0719
Mycobacterium leprae Probable polyketide synthase Pks1 0.0027 0.0449 0.481
Mycobacterium leprae Probable multifunctional mycocerosic acid synthase membrane associated enzyme Mas 0.0027 0.0449 0.481
Loa Loa (eye worm) hypothetical protein 0.0019 0.0218 0.0218
Schistosoma mansoni hypothetical protein 0.0019 0.0218 0.0404
Leishmania major hypothetical protein, conserved 0.005 0.1079 0.5
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0357 0.0357
Echinococcus granulosus GPCR family 2 0.0019 0.0218 0.0404
Mycobacterium tuberculosis Probable polyketide synthase Pks5 0.0025 0.0382 0.4328
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0025 0.0389 0.0719
Mycobacterium tuberculosis Polyketide synthase Pks12 0.0027 0.0449 0.533
Brugia malayi MH1 domain containing protein 0.0014 0.0075 0.0075
Schistosoma mansoni tar DNA-binding protein 0.0189 0.4963 0.9178
Loa Loa (eye worm) MH1 domain-containing protein 0.0025 0.0389 0.0389
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0189 0.4963 0.4963
Echinococcus multilocularis Smad4 0.0025 0.0389 0.0719
Mycobacterium leprae PHENOLPTHIOCEROL SYNTHESIS TYPE-I POLYKETIDE SYNTHASE PPSA 0.0026 0.0405 0.4065
Loa Loa (eye worm) RNA binding protein 0.0189 0.4963 0.4963
Schistosoma mansoni smad1 5 8 and 0.0025 0.0389 0.0719
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0019 0.0218 0.0404
Schistosoma mansoni hypothetical protein 0.0019 0.0218 0.0404
Brugia malayi Smad1 0.0025 0.0389 0.0389

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.8199 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) 4.6109 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 16.5113 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) 19.9526 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (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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