Detailed information for compound 230263

Basic information

Technical information
  • TDR Targets ID: 230263
  • Name: ethyl 2-(4-methoxyphenyl)-7-[(2-methoxyphenyl )methyl]-3-(methylaminomethyl)-4-oxothieno[2, 3-b]pyridine-5-carboxylate
  • MW: 492.587 | Formula: C27H28N2O5S
  • H donors: 1 H acceptors: 2 LogP: 4.61 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1cn(Cc2ccccc2OC)c2c(c1=O)c(CNC)c(s2)c1ccc(cc1)OC
  • InChi: 1S/C27H28N2O5S/c1-5-34-27(31)21-16-29(15-18-8-6-7-9-22(18)33-4)26-23(24(21)30)20(14-28-2)25(35-26)17-10-12-19(32-3)13-11-17/h6-13,16,28H,5,14-15H2,1-4H3
  • InChiKey: ROZBCYWIZSLLCF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • ethyl 2-(4-methoxyphenyl)-7-[(2-methoxyphenyl)methyl]-3-(methylaminomethyl)-4-oxo-thieno[2,3-b]pyridine-5-carboxylate
  • 2-(4-methoxyphenyl)-7-[(2-methoxyphenyl)methyl]-3-(methylaminomethyl)-4-oxo-5-thieno[2,3-b]pyridinecarboxylic acid ethyl ester
  • 4-keto-2-(4-methoxyphenyl)-3-(methylaminomethyl)-7-o-anisyl-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester
  • ethyl 2-(4-methoxyphenyl)-7-[(2-methoxyphenyl)methyl]-3-(methylaminomethyl)-4-oxothieno[4,5-e]pyridine-5-carboxylate
  • ethyl 2-(4-methoxyphenyl)-7-[(2-methoxyphenyl)methyl]-3-(methylaminomethyl)-4-oxo-thieno[4,5-e]pyridine-5-carboxylate
  • 2-(4-methoxyphenyl)-7-[(2-methoxyphenyl)methyl]-3-(methylaminomethyl)-4-oxo-5-thieno[4,5-e]pyridinecarboxylic acid ethyl ester
  • 4-keto-7-(2-methoxybenzyl)-2-(4-methoxyphenyl)-3-(methylaminomethyl)thieno[4,5-e]pyridine-5-carboxylic acid ethyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens gonadotropin-releasing hormone receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi GnHR receptor homolog Get druggable targets OG5_131719 All targets in OG5_131719
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
Giardia lamblia Multidrug resistance-associated protein 1 0.0016 0.0155 1
Entamoeba histolytica hypothetical protein 0.0021 0.0226 1
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0004 0.0001 0.5
Mycobacterium ulcerans cytochrome P450 189A7 Cyp189A7 0.0004 0.0001 0.5
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0007 0.0043 0.1923
Echinococcus multilocularis mixed lineage leukemia protein mll 0.0008 0.0053 0.0089
Brugia malayi PXA domain containing protein 0.0021 0.0226 0.0309
Schistosoma mansoni axis inhibition protein axin 0.0021 0.0226 0.0385
Trypanosoma cruzi multidrug resistance protein E, putative 0.0016 0.0155 1
Mycobacterium ulcerans cytochrome P450 143A4 Cyp143A4 0.0004 0.0001 0.5
Trichomonas vaginalis chromodomain-helicase-DNA-binding protein, putative 0.0007 0.0043 0.1923
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Echinococcus multilocularis axis inhibition protein axin 0.0021 0.0226 0.0385
Brugia malayi hypothetical protein 0.0021 0.0226 0.0309
Mycobacterium ulcerans cytochrome P450 140A5 Cyp140A5 0.0004 0.0001 0.5
Schistosoma mansoni regulator of G protein signaling 0.0021 0.0226 0.0385
Echinococcus granulosus multidrug resistance associated protein 7 0.0016 0.0155 0.0263
Trichomonas vaginalis helicase, putative 0.0007 0.0043 0.1923
Schistosoma mansoni cpg binding protein 0.0033 0.0387 0.0661
Mycobacterium ulcerans cytochrome P450 144A4 Cyp144A4 0.0004 0.0001 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0021 0.0226 0.0385
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0004 0.0001 0.5
Schistosoma mansoni multidrug resistance protein 0.0016 0.0155 0.0263
Schistosoma mansoni multidrug resistance protein 0.0016 0.0155 0.0263
Echinococcus multilocularis dnaJ subfamily B 0.0448 0.5847 1
Brugia malayi CXXC zinc finger family protein 0.0031 0.0364 0.0498
Schistosoma mansoni multidrug resistance protein 0.0016 0.0155 0.0263
Mycobacterium leprae Conserved hypothetical protein 0.0004 0.0001 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0021 0.0226 1
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Brugia malayi ABC transporter transmembrane region family protein 0.0016 0.0155 0.0211
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Schistosoma mansoni regulator of G protein signaling 0.0021 0.0226 0.0385
Brugia malayi Regulator of G protein signaling domain containing protein 0.0021 0.0226 0.0309
Brugia malayi Probable G protein-coupled receptor kinase F19C6.1, putative 0.0021 0.0226 0.0309
Schistosoma mansoni regulator of G protein signaling 0.0021 0.0226 0.0385
Echinococcus granulosus Regulator of G protein signaling 20 0.0021 0.0226 0.0385
Echinococcus granulosus beta-adrenergic receptor kinase 0.0021 0.0226 0.0385
Brugia malayi regulator of G-protein signaling egl-10 0.0021 0.0226 0.0309
Mycobacterium ulcerans cytochrome P450 187A4 Cyp187A4 0.0004 0.0001 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0004 0.0001 0.5
Echinococcus multilocularis multidrug resistance associated protein 7 0.0016 0.0155 0.0263
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0007 0.0043 0.1923
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.0016 0.0155 1
Loa Loa (eye worm) G protein signaling regulator EGL-10 0.0021 0.0226 0.0225
Mycobacterium ulcerans cytochrome P450 188A3 Cyp188A3 0.0004 0.0001 0.5
Echinococcus granulosus multidrug resistance associated protein 1 0.0016 0.0155 0.0263
Trypanosoma cruzi hypothetical protein 0.0012 0.0107 0.6908
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0004 0.0001 0.5
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0008 0.0053 0.0089
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0067 0.0828 0.1415
Trypanosoma cruzi multidrug resistance-associated protein, putative 0.0016 0.0155 1
Brugia malayi F/Y-rich N-terminus family protein 0.001 0.0076 0.0103
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0007 0.0043 0.1923
Echinococcus granulosus axis inhibition protein axin 0.0021 0.0226 0.0385
Brugia malayi multidrug resistance related protein 1 0.0016 0.0155 0.0211
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0005 0.0009 0.0014
Loa Loa (eye worm) hypothetical protein 0.0021 0.0226 0.0225
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0004 0.0001 0.5
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0007 0.0043 0.1923
Schistosoma mansoni serine/threonine protein kinase 0.0021 0.0226 0.0385
Entamoeba histolytica hypothetical protein 0.0021 0.0226 1
Brugia malayi PXA domain containing protein 0.0021 0.0226 0.0309
Brugia malayi Regulator of G protein signaling domain containing protein 0.0021 0.0226 0.0309
Leishmania major ABC-thiol transporter 0.0016 0.0155 1
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0008 0.0053 0.0089
Echinococcus granulosus cpg binding protein 0.0033 0.0387 0.0661
Mycobacterium ulcerans cytochrome p450 150 cyp150 0.0004 0.0001 0.5
Mycobacterium ulcerans cytochrome P450 150A6 Cyp150A6 0.0004 0.0001 0.5
Giardia lamblia Multidrug resistance-associated protein 1 0.0016 0.0155 1
Echinococcus granulosus regulator of G protein signaling 7 0.0021 0.0226 0.0385
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0004 0.0001 0.5
Leishmania major ATP-binding cassette protein subfamily C, member 6, putative 0.0016 0.0155 1
Trichomonas vaginalis regulator of G protein signaling 5, rgs5, putative 0.0021 0.0226 1
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.001 0.0078 0.0132
Schistosoma mansoni multidrug resistance protein 0.0016 0.0155 0.0263
Schistosoma mansoni cpg binding protein 0.0033 0.0387 0.0661
Giardia lamblia ABC transporter, putative 0.0016 0.0155 1
Schistosoma mansoni axis inhibition protein axin 0.0021 0.0226 0.0385
Echinococcus multilocularis multidrug resistance associated protein 1 0.0016 0.0155 0.0263
Trypanosoma brucei multidrug resistance-associated protein, putative 0.0016 0.0155 1
Toxoplasma gondii histone lysine methyltransferase SET1 0.006 0.0734 0.0734
Mycobacterium ulcerans cytochrome P450 124A1, Cyp124A1 0.0004 0.0001 0.5
Brugia malayi regulator of G-protein signaling rgs-7 0.0021 0.0226 0.0309
Loa Loa (eye worm) hypothetical protein 0.0021 0.0226 0.0225
Mycobacterium ulcerans cytochrome P450 136A2 Cyp136A2 0.0004 0.0001 0.5
Leishmania major ATP-binding cassette protein subfamily C, member 2, putative 0.0016 0.0155 1
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0004 0.0001 0.5
Schistosoma mansoni regulator of G protein signaling 0.0021 0.0226 0.0385
Brugia malayi A-kinase anchor protein 10, precursor 0.0021 0.0226 0.0309
Mycobacterium ulcerans cytochrome P450 125A7 Cyp125A7 0.0004 0.0001 0.5
Mycobacterium ulcerans cytochrome P450 51B1 Cyp51B1 0.0004 0.0001 0.5
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0007 0.0043 0.1923
Loa Loa (eye worm) hypothetical protein 0.0016 0.0155 0.0154
Brugia malayi GnHR receptor homolog 0.0558 0.7294 1
Entamoeba histolytica hypothetical protein 0.0021 0.0226 1
Echinococcus granulosus regulator of G protein signaling 3 0.0021 0.0226 0.0385
Leishmania major ATP-binding cassette protein subfamily C, member 5, putative 0.0016 0.0155 1
Echinococcus multilocularis axis inhibition protein axin 0.0021 0.0226 0.0385
Mycobacterium ulcerans cytochrome P450 105Q4 Cyp105Q4 0.0004 0.0001 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0021 0.0226 0.0385
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0004 0.0001 0.5
Loa Loa (eye worm) hypothetical protein 0.0021 0.0226 0.0225
Loa Loa (eye worm) RGS-3 protein 0.0021 0.0226 0.0225
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0004 0.0001 0.5
Echinococcus granulosus A kinase anchor protein 10 mitochondrial 0.0021 0.0226 0.0385
Loa Loa (eye worm) hypothetical protein 0.0764 1 1
Schistosoma mansoni z-protein (S1r protein) 0.0021 0.0226 0.0385
Loa Loa (eye worm) PXA domain-containing protein 0.0021 0.0226 0.0225
Giardia lamblia MRP-like ABC transporter 0.0016 0.0155 1
Echinococcus multilocularis regulator of G protein signaling 3 0.0021 0.0226 0.0385
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0004 0.0001 0.5
Loa Loa (eye worm) hypothetical protein 0.0764 1 1
Schistosoma mansoni hypothetical protein 0.0448 0.5847 1
Loa Loa (eye worm) inward rectifying k channel family protein 1 0.0764 1 1
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0004 0.0001 0.5
Trypanosoma brucei p-glycoprotein 0.0016 0.0155 1
Leishmania major p-glycoprotein e 0.0016 0.0155 1
Echinococcus granulosus expressed protein 0.0409 0.5332 0.9118
Loa Loa (eye worm) hypothetical protein 0.0015 0.0153 0.0152
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Echinococcus multilocularis cpg binding protein 0.0033 0.0387 0.0661
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0004 0.0001 0.5
Mycobacterium ulcerans cytochrome P450 123A3 Cyp123A3 0.0004 0.0001 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0021 0.0226 1
Schistosoma mansoni regulator of G protein signaling 0.0021 0.0226 0.0385
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0004 0.0001 0.5
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0004 0.0001 0.5
Mycobacterium ulcerans cytochrome P450 142A3 Cyp142A3 0.0004 0.0001 0.5
Loa Loa (eye worm) ABC transporter transmembrane region family protein 0.0016 0.0155 0.0154
Mycobacterium ulcerans cytochrome P450 126A3 Cyp126A3 0.0004 0.0001 0.5
Mycobacterium ulcerans cytochrome P450 191A3 Cyp191A3 0.0004 0.0001 0.5
Leishmania major ATP-binding cassette protein subfamily C, member 1, putative 0.0016 0.0155 1
Loa Loa (eye worm) histone methyltransferase 0.001 0.0078 0.0077
Loa Loa (eye worm) hypothetical protein 0.0016 0.0155 0.0154
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0004 0.0001 0.5
Onchocerca volvulus 0.0031 0.0364 0.5
Echinococcus granulosus axis inhibition protein axin 0.0021 0.0226 0.0385
Loa Loa (eye worm) hypothetical protein 0.0021 0.0226 0.0225
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0008 0.0053 0.0089
Echinococcus multilocularis expressed protein 0.0409 0.5332 0.9118
Schistosoma mansoni regulator of G protein signaling 3 rgs3 0.0021 0.0226 0.0385
Trichomonas vaginalis chromodomain helicase DNA binding protein, putative 0.0007 0.0043 0.1923
Schistosoma mansoni cpg binding protein 0.0031 0.0364 0.0621
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0004 0.0001 0.5
Echinococcus multilocularis A kinase anchor protein 10, mitochondrial 0.0021 0.0226 0.0385
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0004 0.0001 0.5
Echinococcus granulosus regulator of G protein signaling 7 0.0021 0.0226 0.0385
Loa Loa (eye worm) CXXC zinc finger family protein 0.0031 0.0364 0.0363
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0004 0.0001 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0021 0.0226 1
Echinococcus multilocularis regulator of G protein signaling 0.0021 0.0226 0.0385
Schistosoma mansoni regulator of G protein signaling 17 19 20 (rgs17 19 20) 0.0021 0.0226 0.0385
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0004 0.0001 0.5
Toxoplasma gondii hypothetical protein 0.0764 1 1
Echinococcus multilocularis regulator of G protein signaling 7 0.0021 0.0226 0.0385
Trichomonas vaginalis chromodomain-helicase-DNA-binding protein, putative 0.0007 0.0043 0.1923
Brugia malayi Cytochrome P450 family protein 0.0025 0.0276 0.0377
Loa Loa (eye worm) cytochrome P450 family protein 0.0025 0.0276 0.0275
Trichomonas vaginalis conserved hypothetical protein 0.0021 0.0226 1
Echinococcus granulosus regulator of G protein signaling 3 0.0021 0.0226 0.0385
Echinococcus multilocularis regulator of G protein signaling 3 0.0021 0.0226 0.0385
Echinococcus granulosus dnaJ subfamily B 0.0448 0.5847 1
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.001 0.0078 0.0132
Mycobacterium ulcerans cytochrome P450 187A5 Cyp187A5 0.0004 0.0001 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0007 0.0043 0.1923
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0004 0.0001 0.5
Echinococcus multilocularis beta adrenergic receptor kinase 0.0021 0.0226 0.0385
Echinococcus multilocularis multidrug resistance associated protein 4 0.0012 0.0107 0.0182
Loa Loa (eye worm) AGC/GRK/BARK protein kinase 0.0021 0.0226 0.0225
Loa Loa (eye worm) AGC/GRK/GRK protein kinase 0.0021 0.0226 0.0225
Echinococcus multilocularis regulator of G protein signaling 7 0.0021 0.0226 0.0385
Loa Loa (eye worm) multidrug resistance-associated protein 0.0012 0.0109 0.0108
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0004 0.0001 0.5
Echinococcus multilocularis Regulator of G protein signaling 20 0.0021 0.0226 0.0385
Loa Loa (eye worm) hypothetical protein 0.0021 0.0226 0.0225
Echinococcus granulosus mixed lineage leukemia protein mll 0.0008 0.0053 0.0089
Echinococcus granulosus multidrug resistance associated protein 4 0.0012 0.0107 0.0182
Leishmania major pentamidine resistance protein 1 0.0016 0.0155 1
Trichomonas vaginalis conserved hypothetical protein 0.0021 0.0226 1
Trypanosoma brucei multidrug resistance protein E 0.0016 0.0155 1
Brugia malayi hypothetical protein 0.0021 0.0226 0.0309
Trypanosoma brucei multidrug resistance-associated protein, putative 0.0016 0.0155 1
Mycobacterium ulcerans cytochrome P450 108B4 Cyp108B4 0.0004 0.0001 0.5
Schistosoma mansoni regulator of G protein signaling 17 19 20 (rgs17 19 20) 0.0021 0.0226 0.0385
Trichomonas vaginalis conserved hypothetical protein 0.0021 0.0226 1
Loa Loa (eye worm) hypothetical protein 0.0021 0.0226 0.0225
Mycobacterium leprae putative cytochrome p450 0.0004 0.0001 0.5
Mycobacterium ulcerans cytochrome P450 143A3 Cyp143A3 0.0004 0.0001 0.5
Toxoplasma gondii ABC transporter transmembrane region domain-containing protein 0.0016 0.0155 0.0154

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 2000 nM The Compound was tested for the concentration to inhibit 50% of [125 I ]leuprorelin binding to the cloned human Leutinizing releasing hormone receptor ChEMBL. 9784092
IC50 (binding) = 2000 nM The Compound was tested for the concentration to inhibit 50% of [125 I ]leuprorelin binding to the cloned human Leutinizing releasing hormone receptor ChEMBL. 9784092
IC50 (binding) = 2 uM Inhibition of [125I]leuprorelin binding to human recombinant LHRH receptor expressed in CHO cells ChEMBL. 16789738
IC50 (binding) = 2 uM Inhibition of [125I]leuprorelin binding to human recombinant LHRH receptor expressed in CHO cells ChEMBL. 16789738
Inhibition (binding) = 43 % The compound was tested for the concentration to inhibit 50% of [125 I]leuprorelin binding to Leutinizing releasing hormone receptor in the membrane fractions of the rat pituitary at a concentration of 1 uM. ChEMBL. 9784092
Inhibition (binding) = 43 % The compound was tested for the concentration to inhibit 50% of [125 I]leuprorelin binding to Leutinizing releasing hormone receptor in the membrane fractions of the rat pituitary at a concentration of 1 uM. ChEMBL. 9784092

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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

2 literature references were collected for this gene.

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