TDR Targets

Basic information

Technical information

TDR Targets ID: 1622364
Name: (3Z)-6-methyl-3-[[[4-(3-nitrophenyl)-1,3-thia zol-2-yl]amino]methylidene]pyran-2,4-dione
MW: 357.341 | Formula: C16H11N3O5S
H donors: 1 H acceptors: 5 LogP: 2.99 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: CC1=CC(=O)/C(=C/Nc2scc(n2)c2cccc(c2)[N+](=O)[O-])/C(=O)O1
InChi: 1S/C16H11N3O5S/c1-9-5-14(20)12(15(21)24-9)7-17-16-18-13(8-25-16)10-3-2-4-11(6-10)19(22)23/h2-8H,1H3,(H,17,18)/b12-7-
InChiKey: NBWZNCYAORGNBO-GHXNOFRVSA-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

(3Z)-6-methyl-3-[[[4-(3-nitrophenyl)thiazol-2-yl]amino]methylene]pyran-2,4-dione
(3Z)-6-methyl-3-[[[4-(3-nitrophenyl)-2-thiazolyl]amino]methylene]pyran-2,4-dione
(3Z)-6-methyl-3-[[[4-(3-nitrophenyl)thiazol-2-yl]amino]methylene]pyran-2,4-quinone
3-(((4-(3-(Hydroxy(oxido)amino)phenyl)-1,3-thiazol-2-yl)amino)methylene)-6-methyl-2H-pyran-2,4(3H)-dione
AIDS-141639
AIDS141639
NSC657715

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Human immunodeficiency virus 1	Reverse transcriptase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Trypanosoma congolense	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Trypanosoma brucei	RNA helicase, putative	Get druggable targets OG5_139608	All targets in OG5_139608
Plasmodium yoelii	integrase-related	Get druggable targets OG5_139608	All targets in OG5_139608
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_139608	All targets in OG5_139608

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Trypanosoma congolense	Retroviral aspartyl protease/Reverse transcriptase (RNA-dependent DNA polymerase)/RNase H, putative	Reverse transcriptase	259 aa	237 aa	29.1 %
Candida albicans	hypothetical protein	Reverse transcriptase	259 aa	223 aa	29.1 %
Dictyostelium discoideum	hypothetical protein	Reverse transcriptase	259 aa	222 aa	22.5 %
Candida albicans	ReverseTranscriptase similar to fruit fly Tom element	Reverse transcriptase	259 aa	244 aa	27.9 %
Candida albicans	polyprotein of retrotransposon Tca8	Reverse transcriptase	259 aa	238 aa	26.5 %
Echinococcus multilocularis	RNA directed DNA polymerase (reverse transcriptase)	Reverse transcriptase	259 aa	208 aa	26.4 %
Echinococcus multilocularis	RNA directed DNA polymerase (reverse transcriptase)	Reverse transcriptase	259 aa	227 aa	26.4 %
Dictyostelium discoideum	hypothetical protein	Reverse transcriptase	259 aa	226 aa	24.3 %
Dictyostelium discoideum	hypothetical protein	Reverse transcriptase	259 aa	245 aa	25.7 %
Echinococcus multilocularis	RNA directed DNA polymerase (reverse transcriptase)	Reverse transcriptase	259 aa	227 aa	26.4 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Entamoeba histolytica	proteasome subunit beta type 5 precursor, putative	0.0793	0.2757	1
Brugia malayi	Proteasome A-type and B-type family protein	0.0793	0.2757	0.2727
Mycobacterium leprae	proteasome (beta subunit) PrcB	0.0793	0.2757	0.5
Leishmania major	proteasome beta 5 subunit, putative	0.0793	0.2757	0.6945
Echinococcus multilocularis	survival motor neuron protein 1	0.0232	0.0496	0.0457
Toxoplasma gondii	ICE family protease (caspase) p20 domain-containing protein	0.1093	0.3969	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trypanosoma brucei	metacaspase MCA3	0.1093	0.3969	1
Loa Loa (eye worm)	ctsf protein	0.0119	0.004	0.004
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Echinococcus multilocularis	caspase 2	0.259	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trichomonas vaginalis	conserved hypothetical protein	0.1093	0.3969	1
Echinococcus multilocularis	caspase 3	0.1122	0.4086	0.4063
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	conserved hypothetical protein	0.1093	0.3969	1
Trichomonas vaginalis	conserved hypothetical protein	0.1093	0.3969	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Loa Loa (eye worm)	hypothetical protein	0.0119	0.004	0.004
Schistosoma mansoni	hypothetical protein	0.0167	0.0234	0.0234
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	conserved hypothetical protein	0.1093	0.3969	1
Plasmodium vivax	metacaspase 1, putative	0.1093	0.3969	1
Toxoplasma gondii	ICE family protease (caspase) p20 domain-containing protein	0.1093	0.3969	1
Plasmodium vivax	hypothetical protein, conserved	0.1093	0.3969	1
Echinococcus granulosus	caspase 3 apoptosis cysteine peptidase	0.2216	0.8493	0.8487
Trypanosoma cruzi	cysteine peptidase, putative	0.0119	0.004	0.0102
Trypanosoma cruzi	proteasome subunit beta type-5, putative	0.0793	0.2757	0.6945
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Onchocerca volvulus		0.1196	0.4384	0.4362
Plasmodium falciparum	metacaspase 1	0.1093	0.3969	1
Trypanosoma brucei	metacaspase 5, putative	0.1093	0.3969	1
Schistosoma mansoni	caspase-3 (C14 family)	0.2216	0.8493	0.8493
Echinococcus multilocularis	proteasome (prosome, macropain)	0.0793	0.2757	0.2727
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0288	0.0722	0.0722
Trypanosoma cruzi	cruzipain precursor, putative	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Echinococcus multilocularis	apoptotic protease activating factor 1	0.1196	0.4384	0.4362
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Leishmania major	cysteine peptidase A (CPA)	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Toxoplasma gondii	proteasome subunit beta type, putative	0.0793	0.2757	0.6945
Schistosoma mansoni	cathepsin F (C01 family)	0.0119	0.004	0.004
Loa Loa (eye worm)	hypothetical protein	0.259	1	1
Loa Loa (eye worm)	proteasome A-type and B-type family protein	0.0793	0.2757	0.2757
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Echinococcus granulosus	caspase 3	0.1122	0.4086	0.4063
Echinococcus granulosus	caspase 8	0.1093	0.3969	0.3944
Echinococcus granulosus	caspase 2	0.259	1	1
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0119	0.004	0.0102
Loa Loa (eye worm)	hypothetical protein	0.1196	0.4384	0.4384
Loa Loa (eye worm)	hypothetical protein	0.0288	0.0722	0.0722
Mycobacterium ulcerans	proteasome PrcB	0.0793	0.2757	0.5
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0288	0.0722	0.0722
Echinococcus multilocularis	cathepsin b	0.0288	0.0722	0.0685
Trichomonas vaginalis	Family T1, proteasome beta subunit, threonine peptidase	0.0793	0.2757	0.6945
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Schistosoma mansoni	subfamily C14A unassigned peptidase (C14 family)	0.1093	0.3969	0.3969
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Trypanosoma brucei	RNA helicase, putative	0.0167	0.0234	0.0589
Echinococcus granulosus	caspase	0.2216	0.8493	0.8487
Trypanosoma cruzi	metacaspase, putative	0.1093	0.3969	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Schistosoma mansoni	proteasome catalytic subunit 3 (T01 family)	0.0793	0.2757	0.2757
Leishmania major	metacaspase, putative	0.1093	0.3969	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0119	0.004	0.004
Plasmodium vivax	proteasome subunit beta type-5, putative	0.0793	0.2757	0.6914
Echinococcus granulosus	cathepsin b	0.0288	0.0722	0.0685
Echinococcus multilocularis	caspase 8	0.1093	0.3969	0.3944
Echinococcus granulosus	proteasome prosome macropain	0.0793	0.2757	0.2727
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Loa Loa (eye worm)	hypothetical protein	0.0232	0.0496	0.0496
Schistosoma mansoni	caspase-7 (C14 family)	0.2216	0.8493	0.8493
Trypanosoma brucei	metacaspase MCA2	0.1093	0.3969	1
Onchocerca volvulus	Cell death protein 3 homolog	0.259	1	1
Echinococcus multilocularis	cathepsin b	0.0288	0.0722	0.0685
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trypanosoma cruzi	metacaspase, putative	0.1093	0.3969	1
Trichomonas vaginalis	conserved hypothetical protein	0.1093	0.3969	1
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0119	0.004	0.004
Echinococcus granulosus	cathepsin b	0.0288	0.0722	0.0685
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trypanosoma cruzi	metacaspase 5, putative	0.1093	0.3969	1
Trypanosoma brucei	Metacaspase-4	0.1093	0.3969	1
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Trypanosoma cruzi	cysteine peptidase, putative	0.0119	0.004	0.0102
Brugia malayi	cathepsin B-like cysteine proteinase	0.0288	0.0722	0.0685
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Trypanosoma cruzi	cysteine peptidase, putative	0.0119	0.004	0.0102
Schistosoma mansoni	cathepsin F (C01 family)	0.0119	0.004	0.004
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0288	0.0722	0.0722
Giardia lamblia	Proteasome subunit beta type 5 precursor	0.0793	0.2757	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0119	0.004	0.0102
Loa Loa (eye worm)	hypothetical protein	0.1093	0.3969	0.3969
Mycobacterium tuberculosis	Proteasome beta subunit PrcB; assembles with alpha subunit PrcA.	0.0793	0.2757	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0119	0.004	0.0102
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Echinococcus granulosus	apoptotic protease activating factor 1	0.1196	0.4384	0.4362
Loa Loa (eye worm)	cysteine protease	0.0119	0.004	0.004
Brugia malayi	hypothetical protein	0.1196	0.4384	0.4362
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0288	0.0722	0.182
Brugia malayi	hypothetical protein	0.0232	0.0496	0.0457
Plasmodium falciparum	metacaspase-like protein	0.1093	0.3969	1
Trypanosoma cruzi	metacaspase 5, putative	0.1093	0.3969	1
Echinococcus multilocularis	caspase	0.2216	0.8493	0.8487
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Schistosoma mansoni	caspase-7 (C14 family)	0.259	1	1
Echinococcus granulosus	survival motor neuron protein 1	0.0232	0.0496	0.0457
Trypanosoma cruzi	metacaspase, putative	0.1093	0.3969	1
Toxoplasma gondii	cathepsin CPL	0.0119	0.004	0.0102
Loa Loa (eye worm)	fibroinase	0.0119	0.004	0.004
Toxoplasma gondii	ICE family protease (caspase) p20 domain-containing protein	0.1093	0.3969	1
Leishmania major	cathepsin L-like protease	0.0119	0.004	0.0102
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0288	0.0722	0.0722
Schistosoma mansoni	hypothetical protein	0.1196	0.4384	0.4384
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0119	0.004	0.0102
Trypanosoma cruzi	proteasome subunit beta type-5, putative	0.0793	0.2757	0.6945
Trichomonas vaginalis	conserved hypothetical protein	0.1093	0.3969	1
Trypanosoma brucei	proteasome subunit beta type-5, putative	0.0793	0.2757	0.6945
Plasmodium falciparum	proteasome subunit beta type-5	0.0793	0.2757	0.6914
Echinococcus multilocularis	caspase 3, apoptosis cysteine peptidase	0.2216	0.8493	0.8487
Brugia malayi	mucosa associated lymphoid tissue lymphoma translocation protein 1	0.1093	0.3969	0.3944
Trichomonas vaginalis	Clan CD, family C14, metacaspase-like cysteine peptidase	0.1093	0.3969	1
Trypanosoma cruzi	metacaspase, putative	0.1093	0.3969	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0119	0.004	0.0102
Trypanosoma brucei	metacaspase	0.1093	0.3969	1

Activities

Activity type	Activity value	Assay description	Source	Reference
GI50 (functional)	-4.868	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.525	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.335	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.219	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MDA-N Breast cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.218	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.177	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.161	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
IC50 (binding)	= 18 uM	Inhibition of ribonuclease H activity of HIV1 reverse transcriptase using as poly(dC)-[3H]poly(rG) as substrate	ChEMBL.	22361685
IC50 (binding)	= 29 uM	Inhibition of RNA-dependent DNA polymerase activity of Human immunodeficiency virus 1 reverse transcriptase	ChEMBL.	22361685

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: CHEMBL1958456

Bibliographic References

No literature references available for this target.

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

Detailed information for compound 1622364