TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 271.636 | Formula: C9H7ClFN5O2
H donors: 3 H acceptors: 3 LogP: 1.56 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: O/N=C(/c1nonc1N)\Nc1ccc(c(c1)Cl)F
InChi: 1S/C9H7ClFN5O2/c10-5-3-4(1-2-6(5)11)13-9(14-17)7-8(12)16-18-15-7/h1-3,17H,(H2,12,16)(H,13,14)
InChiKey: HGXSLPIXNPASGZ-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

No synonyms found for this compound

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	indoleamine 2,3-dioxygenase 1	Starlite/ChEMBL	References
Homo sapiens	tryptophan 2,3-dioxygenase	Starlite/ChEMBL	References
Mus musculus	indoleamine 2,3-dioxygenase 1	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Candida albicans	similar to indoleamine 2,3-dioxygenases	Get druggable targets OG5_130288	All targets in OG5_130288
Loa Loa (eye worm)	indoleamine 2,3-dioxygenase	Get druggable targets OG5_130288	All targets in OG5_130288
Candida albicans	similar to indoleamine 2,3-dioxygenases	Get druggable targets OG5_130288	All targets in OG5_130288
Echinococcus multilocularis	indoleamine 2,3 dioxygenase 2	Get druggable targets OG5_130288	All targets in OG5_130288
Echinococcus granulosus	indoleamine 23 dioxygenase 2	Get druggable targets OG5_130288	All targets in OG5_130288
Brugia malayi	indoleamine 2,3-dioxygenase	Get druggable targets OG5_130288	All targets in OG5_130288
Schistosoma japonicum	IPR000898,Indoleamine 2,3-dioxygenase,domain-containing	Get druggable targets OG5_130288	All targets in OG5_130288
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_130288	All targets in OG5_130288
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_130288	All targets in OG5_130288
Schistosoma japonicum	ko:K00463 indoleamine 2,3-dioxygenase, putative	Get druggable targets OG5_130288	All targets in OG5_130288

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
Echinococcus multilocularis	microtubule associated protein 2	0.0712	0.531	0.531
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0049	0.0305	0.0305
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.005	0.0307	0.0307
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0049	0.0305	0.0291
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.0034	0.0186	0.2184
Echinococcus granulosus	histone lysine N methyltransferase MLL3	0.0011	0.0015	0.0015
Schistosoma mansoni	cpg binding protein	0.0034	0.0185	0.0185
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0034	0.0186	0.0186
Plasmodium vivax	SET domain protein, putative	0.0034	0.0186	1
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0156	0.1112	0.11
Loa Loa (eye worm)	hypothetical protein	0.0156	0.1112	0.1099
Loa Loa (eye worm)	hypothetical protein	0.0049	0.0305	0.0291
Loa Loa (eye worm)	hypothetical protein	0.0107	0.0739	0.0725
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.0032	0.0172	0.0172
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.005	0.0307	0.0307
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0231	0.1677	0.1665
Echinococcus multilocularis	GPCR, family 2	0.0049	0.0305	0.0305
Toxoplasma gondii	histone lysine methyltransferase SET1	0.0061	0.0395	1
Schistosoma mansoni	hypothetical protein	0.0049	0.0305	0.0305
Schistosoma mansoni	microtubule-associated protein tau	0.0712	0.531	0.531
Brugia malayi	Pre-SET motif family protein	0.0231	0.1677	0.1666
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.0034	0.0186	0.0186
Onchocerca volvulus		0.0034	0.0186	0.0084
Loa Loa (eye worm)	indoleamine 2,3-dioxygenase	0.1333	1	1
Brugia malayi	hypothetical protein	0.0026	0.0128	0.0114
Schistosoma mansoni	hypothetical protein	0.0012	0.0019	0.0019
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.0034	0.0186	0.0186
Trypanosoma cruzi	PAB1-binding protein , putative	0.0026	0.0128	0.5
Echinococcus granulosus	dnaJ subfamily B	0.0453	0.3353	0.3353
Onchocerca volvulus		0.0263	0.1918	1
Echinococcus granulosus	histone lysine methyltransferase setb	0.0034	0.0186	0.0186
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0049	0.0305	0.0292
Brugia malayi	hypothetical protein	0.0017	0.0058	0.0044
Schistosoma mansoni	mixed-lineage leukemia protein mll	0.0069	0.045	0.045
Schistosoma mansoni	hypothetical protein	0.1333	1	1
Echinococcus granulosus	microtubule associated protein 2	0.0712	0.531	0.531
Schistosoma mansoni	hypothetical protein	0.0049	0.0305	0.0305
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.0034	0.0186	0.0186
Trypanosoma cruzi	PAB1-binding protein , putative	0.0026	0.0128	0.5
Plasmodium falciparum	ataxin-2 like protein, putative	0.0026	0.0128	0.5
Brugia malayi	Latrophilin receptor protein 2	0.0049	0.0305	0.0292
Schistosoma mansoni	hypothetical protein	0.1333	1	1
Plasmodium falciparum	ataxin-2 like protein, putative	0.0026	0.0128	0.5
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0049	0.0305	0.0305
Echinococcus granulosus	GPCR family 2	0.0049	0.0305	0.0305
Schistosoma mansoni	hypothetical protein	0.0107	0.0739	0.0739
Brugia malayi	CXXC zinc finger family protein	0.0032	0.0171	0.0158
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.005	0.0307	0.0307
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.005	0.0307	0.0294
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0049	0.0305	0.0305
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0034	0.0186	0.0186
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0156	0.1112	0.1099
Echinococcus multilocularis	dnaJ subfamily B	0.0453	0.3353	0.3353
Loa Loa (eye worm)	hypothetical protein	0.0034	0.0186	0.0172
Schistosoma mansoni	hypothetical protein	0.0049	0.0305	0.0305
Schistosoma mansoni	cpg binding protein	0.0034	0.0185	0.0185
Schistosoma mansoni	hypothetical protein	0.0453	0.3353	0.3353
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.005	0.0307	0.0307
Echinococcus granulosus	Ataxin 2 N terminaldomain containing protein	0.0012	0.0019	0.0019
Brugia malayi	Pre-SET motif family protein	0.0034	0.0186	0.0173
Loa Loa (eye worm)	CXXC zinc finger family protein	0.0032	0.0171	0.0157
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.005	0.0307	0.0293
Schistosoma mansoni	hypothetical protein	0.0049	0.0305	0.0305
Trypanosoma brucei	PAB1-binding protein , putative	0.0026	0.0128	0.5
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0128	0.0113
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0049	0.0305	0.0305
Leishmania major	hypothetical protein, conserved	0.0026	0.0128	0.5
Echinococcus multilocularis	cpg binding protein	0.0034	0.0185	0.0185
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.005	0.0307	0.0307
Trichomonas vaginalis	set domain proteins, putative	0.0263	0.1918	0.5
Schistosoma mansoni	cpg binding protein	0.0032	0.0171	0.0171
Echinococcus granulosus	cpg binding protein	0.0034	0.0185	0.0185
Echinococcus multilocularis	indoleamine 2,3 dioxygenase 2	0.1333	1	1
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.005	0.0307	0.0307
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0034	0.0186	0.0186
Brugia malayi	latrophilin 2 splice variant baaae	0.0107	0.0739	0.0726
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.005	0.0307	0.0307
Echinococcus multilocularis	Ataxin 2, N terminal,domain containing protein	0.0012	0.0019	0.0019
Echinococcus granulosus	indoleamine 23 dioxygenase 2	0.1333	1	1
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0156	0.1112	0.11
Echinococcus multilocularis	histone lysine N methyltransferase MLL3	0.0011	0.0015	0.0015

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	= 13 %	Antitumor activity against GM-CSF expressing mouse B16 cells xenografted in C57BL/6 mouse assessed as tumor growth control at 25 mg/kg, sc BID for 14 days measured on day 20	ChEMBL.	19507862
Activity (functional)	= 36 %	Antitumor activity against GM-CSF expressing mouse B16 cells xenografted in C57BL/6 mouse assessed as tumor growth control at 50 mg/kg, sc BID for 14 days measured on day 20	ChEMBL.	19507862
Activity (functional)	= 45 %	Antitumor activity against mouse B16F10 cells xenografted in B6 mouse assessed as tumor growth control at 5 mg/day, sc pellets for 14 days	ChEMBL.	19507862
Activity (functional)	= 82 %	Antitumor activity against GM-CSF expressing mouse B16 cells xenografted in C57BL/6 mouse assessed as tumor growth control at 75 mg/kg, sc BID for 14 days measured on day 20	ChEMBL.	19507862
CL (ADMET)	= 0.57 L/hr/kg	Intrinsic clearance in human	ChEMBL.	19507862
Cp (ADMET)	= 0.1 uM	Plasma concentration in C57BL/6 mouse at 100 mg/kg, sc administered as single dose after 4 hrs by LC/MS/MS analysis	ChEMBL.	19507862
Cp (ADMET)	= 2.5 uM	Plasma concentration in C57BL/6 mouse at 100 mg/kg, sc administered as single dose after 2.5 hrs by LC/MS/MS analysis	ChEMBL.	19507862
Cp (ADMET)	= 8.9 uM	Plasma concentration in C57BL/6 xenografted with GM-CSF expressing mouse B16 cells mouse at 25 mg/kg, sc BID for 14 days after 1 hr by LC/MS/MS analysis	ChEMBL.	19507862
Cp (ADMET)	= 12 uM	Plasma concentration in C57BL/6 xenografted with GM-CSF expressing mouse B16 cells mouse at 50 mg/kg, sc BID for 14 days after 1 hr by LC/MS/MS analysis	ChEMBL.	19507862
Cp (ADMET)	= 29 uM	Plasma concentration in C57BL/6 xenografted with GM-CSF expressing mouse B16 cells mouse at 75 mg/kg, sc BID for 14 days after 1 hr by LC/MS/MS analysis	ChEMBL.	19507862
EC50 (binding)	= 59 nM	Inhibition of IDO1 in IFNgamma-induced human MDA-MB-231 cells using tryptophan as substrate preincubated for 4 hrs followed by substrate addition for 5 hrs by spectrophotometric method	LITERATURE.	27994758
IC50 (binding)		Inhibition of human recombinant N-terminal His-tagged IDO1 (Ala2 to Gly403) overexpressed in Escherichia coli BL21 at pH 6.5 after 60 mins by HPLC analysis	ChEMBL.	22616902
IC50 (binding)	= 19 nM	Inhibition of indoleamine 2,3-dioxygenase in IFN-gamma-stimulated human HeLa cells assessed as kynurenine formation by spectrophotometry	ChEMBL.	19507862
IC50 (binding)	= 46 nM	Inhibition of indoleamine 2,3-dioxygenase in mouse B16 cells assessed as kynurenine formation by spectrophotometry	ChEMBL.	19507862
IC50 (binding)	= 67 nM	Inhibition of N-terminal his-tagged human indoleamine 2,3-dioxygenase expressed in Escherichia coli assessed as N'-formylkynurenine formation by spectrophotometry	ChEMBL.	19507862
IC50 (binding)	= 78 nM	Inhibition of N-terminus 6xHis-tagged human IDO1 expressed in Escherichia coli M15 using L-tryptophan as substrate preincubated for 1 hr measured after 15 mins in presence of bovine liver and methylene blue by HPLC analysis	LITERATURE.	27994758
IC50 (binding)	= 91 nM	Inhibition of N-terminus 6xHis-tagged human IDO1 expressed in Escherichia coli M15 using L-tryptophan as substrate preincubated for 1 hr measured after 15 mins in presence of bovine liver and methylene blue by spectrophotometric analysis	LITERATURE.	27994758
IC50 (binding)	= 0.06 uM	Inhibition of human IDO1 transfected in mouse P815B clone-6 cells by HPLC analysis	ChEMBL.	22616902
IC50 (binding)	= 0.1 uM	Inhibition of mouse IDO1 in P815 clone 6 cells by HPLC analysis	ChEMBL.	22616902
IC50 (binding)	= 1 uM	Inhibition of indoleamine 2,3-dioxygenase in mouse B16 cells assessed as kynurenine formation by adjusted cell-based spectrophotometry	ChEMBL.	19507862
IC50 (binding)	= 3 uM	Inhibition of N-terminal 6xHis-tagged human TDO expressed in Escherichia cli Rosetta (DE3) pLysS using L-tryptophan as substrate preincubated for 1 hr measured after 15 mins in presence of bovine liver and methylene blue by spectrophotometric analysis	LITERATURE.	27994758
IC50 (binding)	> 10 uM	Inhibition of tryptophan 2,3-dioxygenase	ChEMBL.	19507862
IC50 (binding)	> 10 uM	Inhibition of tryptophan 2,3-dioxygenase by cell-based assay	ChEMBL.	19507862
IC50 (binding)	= 60 uM	Inhibition of mouse TDO in P815 clone 12 cells by HPLC analysis	ChEMBL.	22616902
IC50 (binding)	= 70 uM	Inhibition of human TDO transfected in mouse P815B clone 19 cells by HPLC analysis	ChEMBL.	22616902
Inhibition (binding)		Inhibition of N-terminus 6xHis-tagged human TDO expressed in expressed in Escherichia coli Rosetta (DE3) pLysS using L-tryptophan as substrate preincubated for 1 hr measured after 15 mins in presence of bovine liver and methylene blue by HPLC analysis	LITERATURE.	27994758
Inhibition (binding)		Inhibition of human IDO1 transfected in HEK293 clone 6 cells by HPLC analysis	ChEMBL.	22616902
Inhibition (functional)	= 60 %	Inhibition of kynurenine formation in C57BL/6 mouse at 100 mg/kg, sc administered as single dose after 2.5 hrs by LC/MS/MS analysis	ChEMBL.	19507862
Ki (binding)	= 22 nM	Inhibition of N-terminus 6xHis-tagged human IDO1 expressed in Escherichia coli M15 using L-tryptophan as substrate preincubated for 1 hr measured after 15 mins in presence of bovine liver and methylene blue by spectrophotometric analysis	LITERATURE.	27994758
LD50 (functional)	> 100 uM	Cytotoxicity against human HepG2 cells after 24 hrs by MTS-PMS assay	ChEMBL.	22616902
permeability (ADMET)	= 36 10'-6 cm/s	Permeability across human Caco-2 cells	ChEMBL.	19507862
T1/2 (ADMET)	< 0.5 hr	Plasma clearance in po dosed C57BL/6 mouse assessed as half life administered as single dose	ChEMBL.	19507862

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: CHEMBL584991

Bibliographic References

3 literature references were 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 1082082