TDR Targets

Basic information

Technical information

TDR Targets ID: 278785
Name: ethyl 5-oxo-2-phenyl-4-propyl-7,8-dihydrothio pyrano[4,3-b]pyridine-3-carboxylate
MW: 355.451 | Formula: C20H21NO3S
H donors: 0 H acceptors: 3 LogP: 4.53 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: CCOC(=O)c1c(nc2c(c1CCC)C(=O)SCC2)c1ccccc1
InChi: 1S/C20H21NO3S/c1-3-8-14-16-15(11-12-25-20(16)23)21-18(13-9-6-5-7-10-13)17(14)19(22)24-4-2/h5-7,9-10H,3-4,8,11-12H2,1-2H3
InChiKey: YSNBDPJLNZJYOS-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

5-oxo-2-phenyl-4-propyl-7,8-dihydrothiopyrano[4,3-b]pyridine-3-carboxylic acid ethyl ester
5-keto-2-phenyl-4-propyl-7,8-dihydrothiopyrano[4,3-b]pyridine-3-carboxylic acid ethyl ester
ethyl 5-oxo-2-phenyl-4-propyl-7,8-dihydrothiopyrano[3,4-e]pyridine-3-carboxylate
5-oxo-2-phenyl-4-propyl-7,8-dihydrothiopyrano[3,4-e]pyridine-3-carboxylic acid ethyl ester
5-keto-2-phenyl-4-propyl-7,8-dihydrothiopyrano[3,4-e]pyridine-3-carboxylic acid ethyl ester

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	adenosine A3 receptor	Starlite/ChEMBL	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

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 125 Cyp125	0.0063	0.0023	1
Echinococcus multilocularis	mitogen activated protein kinase 11	0.7726	1	1
Loa Loa (eye worm)	hypothetical protein	0.2393	0.3056	0.3046
Schistosoma mansoni	dock	0.0056	0.0015	0.0095
Trichomonas vaginalis	hypothetical protein	0.0056	0.0015	0.5
Echinococcus granulosus	discoidin domain receptor	0.045	0.0527	0.0527
Loa Loa (eye worm)	hypothetical protein	0.2393	0.3056	0.3046
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Leishmania major	mitogen-activated protein kinase 3, putative,map kinase 3, putative	0.7726	1	1
Mycobacterium tuberculosis	Probable cytochrome P450 monooxygenase 142 Cyp142	0.0063	0.0023	1
Echinococcus multilocularis	mitogen activated protein kinase 11	0.7726	1	1
Schistosoma mansoni	cytochrome P450	0.0063	0.0023	0.015
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.7726	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 123 Cyp123	0.0063	0.0023	1
Loa Loa (eye worm)	hypothetical protein	0.0406	0.047	0.0456
Echinococcus multilocularis	discoidin domain containing receptor 2	0.0056	0.0015	0.0015
Schistosoma mansoni	hypothetical protein	0.0063	0.0023	0.015
Trypanosoma cruzi	Lanosterol 14-alpha demethylase	0.0063	0.0023	0.0023
Trypanosoma cruzi	cytochrome P450, putative	0.0089	0.0057	0.0057
Mycobacterium tuberculosis	Probable cytochrome P450 132 Cyp132	0.0063	0.0023	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Echinococcus multilocularis	mitogen activated protein kinase 14	0.7726	1	1
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0089	0.0057	1
Echinococcus multilocularis	discoidin domain containing receptor 2	0.0056	0.0015	0.0015
Schistosoma mansoni	serine/threonine protein kinase	0.0735	0.0899	0.5743
Echinococcus multilocularis	discoidin domain containing receptor 2	0.0056	0.0015	0.0015
Trypanosoma brucei	cytochrome P450, putative	0.0089	0.0057	0.0057
Toxoplasma gondii	F5/8 type C domain-containing protein	0.0056	0.0015	0.0049
Mycobacterium tuberculosis	Probable cytochrome P450 141 Cyp141	0.0063	0.0023	1
Trypanosoma brucei	mitogen-activated protein kinase 3, putative	0.7726	1	1
Schistosoma mansoni	discoidin domain receptor	0.0056	0.0015	0.0095
Mycobacterium tuberculosis	Probable cytochrome P450 143 Cyp143	0.0063	0.0023	1
Leishmania major	cytochrome p450-like protein	0.0089	0.0057	0.0057
Brugia malayi	Protein kinase domain containing protein	0.0462	0.0543	0.0521
Echinococcus granulosus	mitogen activated protein kinase 11	0.7726	1	1
Toxoplasma gondii	PA14 domain-containing protein	0.0056	0.0015	0.0049
Echinococcus granulosus	Coagulation factor 5 8 type C terminal	0.0056	0.0015	0.0015
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Brugia malayi	Protein kinase domain containing protein	0.1262	0.1584	0.1565
Loa Loa (eye worm)	cytochrome P450 family protein	0.0089	0.0057	0.0043
Toxoplasma gondii	F5/8 type C domain-containing protein	0.0056	0.0015	0.0049
Mycobacterium tuberculosis	Probable cytochrome P450 124 Cyp124	0.0063	0.0023	1
Echinococcus granulosus	protein tyrosine kinase	0.1247	0.1565	0.1565
Mycobacterium leprae	putative cytochrome p450	0.0063	0.0023	1
Mycobacterium tuberculosis	Possible cytochrome P450 126 Cyp126	0.0063	0.0023	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Loa Loa (eye worm)	cytochrome P450 family protein	0.0233	0.0245	0.023
Echinococcus multilocularis	discoidin domain receptor	0.0056	0.0015	0.0015
Loa Loa (eye worm)	cytochrome P450	0.0063	0.0023	0.0009
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Mycobacterium tuberculosis	Cytochrome P450 121 Cyp121	0.0063	0.0023	1
Mycobacterium tuberculosis	Probable cytochrome P450 139 Cyp139	0.0063	0.0023	1
Loa Loa (eye worm)	CMGC/MAPK/JNK protein kinase	0.0735	0.0899	0.0885
Schistosoma mansoni	hypothetical protein	0.0056	0.0015	0.0095
Echinococcus multilocularis	mitogen activated protein kinase 14	0.7726	1	1
Echinococcus granulosus	cytochrome P450 2K1	0.0063	0.0023	0.0023
Loa Loa (eye worm)	TK/FAK protein kinase	0.1262	0.1584	0.1572
Schistosoma mansoni	septate junction protein	0.0056	0.0015	0.0095
Mycobacterium tuberculosis	Probable cytochrome P450 140 Cyp140	0.0063	0.0023	1
Trichomonas vaginalis	alpha-L-fucosidase, putative	0.0056	0.0015	0.5
Leishmania major	lanosterol 14-alpha-demethylase, putative	0.0063	0.0023	0.0023
Toxoplasma gondii	hypothetical protein	0.2393	0.3056	1
Entamoeba histolytica	protein kinase domain containing protein	0.0045	0	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 137 Cyp137	0.0063	0.0023	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Trypanosoma cruzi	cytochrome P450, putative	0.0089	0.0057	0.0057
Trypanosoma cruzi	Lanosterol 14-alpha demethylase	0.0063	0.0023	0.0023
Trypanosoma brucei	Lanosterol 14-alpha demethylase	0.0063	0.0023	0.0023
Echinococcus granulosus	discoidin domain containing receptor 2	0.0056	0.0015	0.0015
Loa Loa (eye worm)	CMGC/MAPK/P38 protein kinase	0.7726	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.7726	1	1
Loa Loa (eye worm)	CYP4Cod1	0.0089	0.0057	0.0043
Toxoplasma gondii	F5/8 type C domain-containing protein	0.0056	0.0015	0.0049
Trypanosoma cruzi	cytochrome p450-like protein, putative	0.0063	0.0023	0.0023
Onchocerca volvulus		0.0462	0.0543	1
Toxoplasma gondii	cytochrome p450 superfamily protein	0.0063	0.0023	0.0077
Echinococcus granulosus	c-Jun N-terminal kinases	0.0735	0.0899	0.0899
Echinococcus multilocularis	protein tyrosine kinase	0.1247	0.1565	0.1565
Brugia malayi	Cytochrome P450 family protein	0.0089	0.0057	0.0034
Loa Loa (eye worm)	cytochrome P450 family protein	0.0089	0.0057	0.0043
Echinococcus multilocularis		0.0063	0.0023	0.0023
Echinococcus multilocularis	nuclear receptor 2C2 associated protein	0.0056	0.0015	0.0015
Mycobacterium tuberculosis	Probable cytochrome P450 136 Cyp136	0.0063	0.0023	1
Leishmania major	cytochrome p450-like protein	0.0063	0.0023	0.0023
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Mycobacterium tuberculosis	Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM)	0.0063	0.0023	1
Schistosoma mansoni	tyrosine kinase	0.1247	0.1565	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Echinococcus granulosus	mitogen activated protein kinase 14	0.7726	1	1
Mycobacterium tuberculosis	Possible cytochrome P450 135B1 Cyp135B1	0.0063	0.0023	1
Echinococcus multilocularis	c Jun NH2 terminal kinase	0.0735	0.0899	0.0899
Mycobacterium tuberculosis	Probable cytochrome P450 144 Cyp144	0.0063	0.0023	1
Schistosoma mansoni	btb and poz domain-containing protein	0.0056	0.0015	0.0095
Brugia malayi	Cytochrome P450 family protein	0.0089	0.0057	0.0034
Mycobacterium tuberculosis	Probable cytochrome P450 128 Cyp128	0.0063	0.0023	1
Mycobacterium tuberculosis	Probable cytochrome P450 130 Cyp130	0.0063	0.0023	1
Mycobacterium tuberculosis	Possible cytochrome P450 135A1 Cyp135A1	0.0063	0.0023	1
Echinococcus granulosus	discoidin domain containing receptor 2	0.0056	0.0015	0.0015
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Plasmodium falciparum	LCCL domain-containing protein	0.0056	0.0015	1
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Loa Loa (eye worm)	hypothetical protein	0.045	0.0527	0.0513
Echinococcus multilocularis	Coagulation factor 5 8 type, C terminal	0.0056	0.0015	0.0015
Loa Loa (eye worm)	inward rectifying k channel family protein 1	0.2393	0.3056	0.3046
Trichomonas vaginalis	beta-hexosaminidase B, putative	0.0056	0.0015	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.0056	0.0015	0.5
Echinococcus granulosus	discoidin domain containing receptor 2	0.0056	0.0015	0.0015
Plasmodium falciparum	LCCL domain-containing protein	0.0056	0.0015	1
Mycobacterium tuberculosis	Probable cytochrome P450 138 Cyp138	0.0063	0.0023	1
Brugia malayi	Cytochrome P450 family protein	0.0233	0.0245	0.0222
Schistosoma mansoni	discoidin domain receptor	0.0056	0.0015	0.0095
Mycobacterium leprae	Conserved hypothetical protein	0.0063	0.0023	1
Loa Loa (eye worm)	TK/DDR protein kinase	0.0406	0.047	0.0456
Leishmania major	cytochrome p450-like protein	0.0063	0.0023	0.0023
Trichomonas vaginalis	alpha-L-fucosidase, putative	0.0056	0.0015	0.5
Plasmodium vivax	LCCL domain-containing protein	0.0056	0.0015	0.5
Plasmodium vivax	LCCL domain-containing protein	0.0056	0.0015	0.5
Loa Loa (eye worm)	hypothetical protein	0.2393	0.3056	0.3046
Brugia malayi	Stress-activated protein kinase jnk-1	0.0735	0.0899	0.0878

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 12 nM	Displacement of specific [125 I]AB-MECA binding at human Adenosine A3 receptor expressed in HEK cells	ChEMBL.	10052977
Ki (binding)	= 12 nM	Displacement of specific [125 I]AB-MECA binding at human Adenosine A3 receptor expressed in HEK cells	ChEMBL.	10052977
Ki (binding)	= 25100 nM	Displacement of specific [3H]-CGS- 21680R-PIA binding to Adenosine A1 receptor in rat brain membranes.	ChEMBL.	10052977
Ki (binding)	= 25100 nM	Displacement of specific [3H]-CGS- 21680R-PIA binding to Adenosine A1 receptor in rat brain membranes.	ChEMBL.	10052977
Ki (binding)	= 43600 nM	Inhibition of [3H]-CGS- 21680 binding to Adenosine A2A receptor in rat striatal membranes.	ChEMBL.	10052977
Ki (binding)	= 43600 nM	Inhibition of [3H]-CGS- 21680 binding to Adenosine A2A receptor in rat striatal membranes.	ChEMBL.	10052977

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

ChEMBL: CHEMBL163488
PubChem: 11792534

Bibliographic References

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 278785