TDR Targets

Basic information

Technical information

TDR Targets ID: 102551
Name: 5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluo ro-7-(hydroxymethyl)chromen-4-one
MW: 336.265 | Formula: C16H11F3N2O3
H donors: 3 H acceptors: 2 LogP: 1.78 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: OCc1c(F)c2oc(cc(=O)c2c(c1F)N)c1ccc(c(c1)F)N
InChi: 1S/C16H11F3N2O3/c17-8-3-6(1-2-9(8)20)11-4-10(23)12-15(21)13(18)7(5-22)14(19)16(12)24-11/h1-4,22H,5,20-21H2
InChiKey: PLLQRBXKCHPJQL-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-amino-2-(4-amino-3-fluoro-phenyl)-6,8-difluoro-7-(hydroxymethyl)chromen-4-one
5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-1-benzopyran-4-one
5-azanyl-2-(4-azanyl-3-fluoro-phenyl)-6,8-difluoro-7-(hydroxymethyl)chromen-4-one
5-amino-2-(4-amino-3-fluoro-phenyl)-6,8-difluoro-7-methylol-chromone
5-amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-(hydroxymethyl)-4-chromenone

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Brugia malayi	Regulator of G protein signaling domain containing protein	0.0333	0.1039	0.3642
Loa Loa (eye worm)	hypothetical protein	0.0179	0.0522	0.1828
Brugia malayi	Regulator of G protein signaling domain containing protein	0.0333	0.1039	0.3642
Trypanosoma cruzi	trypanothione reductase, putative	0.0045	0.0073	0.5
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0115	0.0307	1
Loa Loa (eye worm)	hypothetical protein	0.0333	0.1039	0.3642
Brugia malayi	Probable G protein-coupled receptor kinase F19C6.1, putative	0.0333	0.1039	0.3642
Plasmodium vivax	histone acetyltransferase GCN5, putative	0.0051	0.0092	1
Echinococcus multilocularis	regulator of G protein signaling 3	0.0874	0.2853	0.2853
Echinococcus granulosus	A kinase anchor protein 10 mitochondrial	0.0333	0.1039	0.1039
Plasmodium falciparum	thioredoxin reductase	0.0045	0.0073	0.9357
Plasmodium vivax	glutathione reductase, putative	0.0045	0.0073	0.7907
Schistosoma mansoni	regulator of G protein signaling	0.0333	0.1039	0.3642
Echinococcus multilocularis	A kinase anchor protein 10, mitochondrial	0.0333	0.1039	0.1039
Toxoplasma gondii	histone lysine acetyltransferase GCN5-B	0.0051	0.0092	1
Echinococcus granulosus	axis inhibition protein axin	0.0333	0.1039	0.1039
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0115	0.0307	1
Plasmodium vivax	thioredoxin reductase, putative	0.0045	0.0073	0.7907
Echinococcus granulosus	regulator of G protein signaling 3	0.0874	0.2853	0.2853
Echinococcus multilocularis	Regulator of G protein signaling 20	0.0333	0.1039	0.1039
Schistosoma mansoni	regulator of G protein signaling	0.0333	0.1039	0.3642
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0141	0.0395	0.0395
Loa Loa (eye worm)	hypothetical protein	0.0333	0.1039	0.3642
Echinococcus granulosus	axis inhibition protein axin	0.0333	0.1039	0.1039
Schistosoma mansoni	lipoxygenase	0.0099	0.0252	0.0884
Loa Loa (eye worm)	acetyltransferase	0.0174	0.0504	0.1765
Loa Loa (eye worm)	glutathione reductase	0.0045	0.0073	0.0255
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0169	0.0487	0.0487
Trichomonas vaginalis	conserved hypothetical protein	0.0333	0.1039	1
Loa Loa (eye worm)	AGC/GRK/BARK protein kinase	0.0333	0.1039	0.3642
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0103	0.0268	0.8342
Echinococcus granulosus	regulator of G protein signaling 7	0.0333	0.1039	0.1039
Echinococcus granulosus	regulator of G protein signaling 3	0.0874	0.2853	0.2853
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0103	0.0268	0.8342
Echinococcus multilocularis	axis inhibition protein axin	0.0333	0.1039	0.1039
Echinococcus multilocularis	muscleblind protein	0.0179	0.0522	0.0522
Schistosoma mansoni	serine/threonine protein kinase	0.0333	0.1039	0.3642
Schistosoma mansoni	axis inhibition protein axin	0.0333	0.1039	0.3642
Loa Loa (eye worm)	hypothetical protein	0.0333	0.1039	0.3642
Plasmodium falciparum	glutathione reductase	0.0045	0.0073	0.9357
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0103	0.0268	0.8342
Echinococcus multilocularis	axis inhibition protein axin	0.0333	0.1039	0.1039
Loa Loa (eye worm)	PXA domain-containing protein	0.0333	0.1039	0.3642
Brugia malayi	regulator of G-protein signaling rgs-7	0.0874	0.2853	1
Echinococcus granulosus	histone acetyltransferase KAT2B	0.0051	0.0092	0.0092
Echinococcus multilocularis	regulator of G protein signaling 7	0.0333	0.1039	0.1039
Leishmania major	trypanothione reductase	0.0045	0.0073	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.0333	0.1039	1
Loa Loa (eye worm)	thioredoxin reductase	0.0045	0.0073	0.0255
Echinococcus multilocularis	regulator of G protein signaling 3	0.0874	0.2853	0.2853
Trichomonas vaginalis	conserved hypothetical protein	0.0333	0.1039	1
Onchocerca volvulus		0.0024	0	0.5
Brugia malayi	A-kinase anchor protein 10, precursor	0.0333	0.1039	0.3642
Schistosoma mansoni	gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2	0.0174	0.0504	0.1765
Schistosoma mansoni	regulator of G protein signaling	0.0874	0.2853	1
Schistosoma mansoni	serine/threonine protein kinase	0.0333	0.1039	0.3642
Loa Loa (eye worm)	hypothetical protein	0.0874	0.2853	1
Echinococcus multilocularis	regulator of G protein signaling	0.0874	0.2853	0.2853
Brugia malayi	PXA domain containing protein	0.0333	0.1039	0.3642
Loa Loa (eye worm)	RGS-3 protein	0.0333	0.1039	0.3642
Brugia malayi	hypothetical protein	0.0333	0.1039	0.3642
Toxoplasma gondii	histone lysine acetyltransferase GCN5-A	0.0051	0.0092	1
Entamoeba histolytica	hypothetical protein	0.0333	0.1039	1
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0103	0.0268	0.8342
Mycobacterium tuberculosis	Probable oxidoreductase	0.0115	0.0307	1
Brugia malayi	glutathione reductase	0.0045	0.0073	0.0255
Echinococcus granulosus	thioredoxin glutathione reductase	0.0046	0.0075	0.0075
Trichomonas vaginalis	conserved hypothetical protein	0.0333	0.1039	1
Echinococcus granulosus	Regulator of G protein signaling 20	0.0333	0.1039	0.1039
Plasmodium falciparum	histone acetyltransferase GCN5	0.0047	0.0078	1
Brugia malayi	Muscleblind-like protein	0.0179	0.0522	0.1828
Schistosoma mansoni	lipoxygenase	0.0141	0.0395	0.1385
Brugia malayi	Cytochrome P450 family protein	0.0027	0.0012	0.0041
Loa Loa (eye worm)	AGC/GRK/GRK protein kinase	0.0333	0.1039	0.3642
Echinococcus multilocularis	gcn5proteinral control of amino acid synthesis	0.0174	0.0504	0.0504
Brugia malayi	regulator of G-protein signaling egl-10	0.0333	0.1039	0.3642
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0046	0.0075	0.0075
Trichomonas vaginalis	conserved hypothetical protein	0.0333	0.1039	1
Brugia malayi	acetyltransferase, GNAT family protein	0.0174	0.0504	0.1765
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0115	0.0307	1
Echinococcus multilocularis	regulator of G protein signaling 7	0.0333	0.1039	0.1039
Loa Loa (eye worm)	cytochrome P450 family protein	0.0027	0.0012	0.0041
Trichomonas vaginalis	conserved hypothetical protein	0.0333	0.1039	1
Echinococcus granulosus	regulator of G protein signaling 7	0.0333	0.1039	0.1039
Echinococcus granulosus	beta-adrenergic receptor kinase	0.0333	0.1039	0.1039
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0141	0.0395	0.0395
Trichomonas vaginalis	regulator of G protein signaling 5, rgs5, putative	0.0333	0.1039	1
Echinococcus granulosus	muscleblind protein	0.0179	0.0522	0.0522
Mycobacterium tuberculosis	Probable dehydrogenase	0.0103	0.0268	0.8342
Brugia malayi	hypothetical protein	0.0333	0.1039	0.3642
Loa Loa (eye worm)	hypothetical protein	0.0333	0.1039	0.3642
Echinococcus multilocularis	expressed protein	0.3005	1	1
Trypanosoma brucei	trypanothione reductase	0.0045	0.0073	0.5
Loa Loa (eye worm)	G protein signaling regulator EGL-10	0.0333	0.1039	0.3642
Schistosoma mansoni	regulator of G protein signaling 17 19 20 (rgs17 19 20)	0.0333	0.1039	0.3642
Schistosoma mansoni	regulator of G protein signaling	0.0333	0.1039	0.3642
Schistosoma mansoni	z-protein (S1r protein)	0.0333	0.1039	0.3642
Brugia malayi	Thioredoxin reductase	0.0045	0.0073	0.0255
Schistosoma mansoni	axis inhibition protein axin	0.0333	0.1039	0.3642
Echinococcus multilocularis	beta adrenergic receptor kinase	0.0333	0.1039	0.1039
Echinococcus multilocularis	muscleblind protein 1	0.0179	0.0522	0.0522
Entamoeba histolytica	hypothetical protein	0.0333	0.1039	1
Schistosoma mansoni	regulator of G protein signaling 17 19 20 (rgs17 19 20)	0.0333	0.1039	0.3642
Loa Loa (eye worm)	hypothetical protein	0.0333	0.1039	0.3642
Giardia lamblia	Histone acetyltransferase GCN5	0.0047	0.0078	0.5
Schistosoma mansoni	serine/threonine protein kinase	0.0333	0.1039	0.3642
Schistosoma mansoni	regulator of G protein signaling 3 rgs3	0.0333	0.1039	0.3642
Brugia malayi	PXA domain containing protein	0.0333	0.1039	0.3642
Loa Loa (eye worm)	hypothetical protein	0.0179	0.0522	0.1828
Entamoeba histolytica	hypothetical protein	0.0333	0.1039	1
Schistosoma mansoni	regulator of G protein signaling	0.0874	0.2853	1
Mycobacterium tuberculosis	Probable reductase	0.0103	0.0268	0.8342
Onchocerca volvulus		0.0024	0	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Body weight change (functional)	= 4 %	Compound was tested for percentage Body weight change in vivo against MCF-7 cells implanted into Nude Mice, Dosage of the compound 25(mg/kg)	ChEMBL.	9622547
Body weight change (functional)	= 4 %	Compound was tested for percentage Body weight change in vivo against MCF-7 cells implanted into Nude Mice, Dosage of the compound 25(mg/kg)	ChEMBL.	9622547
Body weight change (functional)	= 6.7 %	Compound was tested for percentage Body weight change in vivo against MCF-7 cells implanted into Nude Mice, Dosage of the compound 50(mg/kg)	ChEMBL.	9622547
Body weight change (functional)	= 6.7 %	Compound was tested for percentage Body weight change in vivo against MCF-7 cells implanted into Nude Mice, Dosage of the compound 50(mg/kg)	ChEMBL.	9622547
IC50 (functional)	= 0.062 uM	In vitro cytotoxicity against MCF-7 cell lines, treated for 3 days then uptake of neutral red dye was measured	ChEMBL.	9622547
IC50 (functional)	= 0.062 uM	In vitro cytotoxicity against MCF-7 cell lines, treated for 3 days then uptake of neutral red dye was measured	ChEMBL.	9622547
IC50 (functional)	= 24 uM	In vitro cytotoxicity against HeLa S3 cell lines, treated for 3 days then uptake of neutral red dye was measured	ChEMBL.	9622547
IC50 (functional)	= 24 uM	In vitro cytotoxicity against HeLa S3 cell lines, treated for 3 days then uptake of neutral red dye was measured	ChEMBL.	9622547
T/C min (functional)	= 1.6 %	Ratio of tumor growth rate of the drug-treated group relative to that of the control group at a dose of 50 mg/kg	ChEMBL.	9622547
T/C min (functional)	= 1.6 %	Ratio of tumor growth rate of the drug-treated group relative to that of the control group at a dose of 50 mg/kg	ChEMBL.	9622547
T/C min (functional)	= 17 %	Ratio of tumor growth rate of the drug-treated group relative to that of the control group at a dose of 25 mg/kg	ChEMBL.	9622547
T/C min (functional)	= 17 %	Ratio of tumor growth rate of the drug-treated group relative to that of the control group at a dose of 25 mg/kg	ChEMBL.	9622547

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	9622547

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: CHEMBL293646
PubChem: 10735574

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 102551