TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 428.819 | Formula: C21H15ClF2N4O2
H donors: 1 H acceptors: 3 LogP: 2.65 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: Clc1cccc(c1)N(C(=O)c1cncn1C)Cc1cc(=O)[nH]c2c1ccc(c2F)F
InChi: 1S/C21H15ClF2N4O2/c1-27-11-25-9-17(27)21(30)28(14-4-2-3-13(22)8-14)10-12-7-18(29)26-20-15(12)5-6-16(23)19(20)24/h2-9,11H,10H2,1H3,(H,26,29)
InChiKey: VDKGHNONPLKNFN-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	cytochrome P450, family 2, subfamily C, polypeptide 19	Starlite/ChEMBL	References
Homo sapiens	potassium voltage-gated channel, subfamily H (eag-related), member 2	Starlite/ChEMBL	References
Homo sapiens	nitric oxide synthase 3 (endothelial cell)	Starlite/ChEMBL	References
Homo sapiens	nitric oxide synthase 1 (neuronal)	Starlite/ChEMBL	References
Mus musculus	nitric oxide synthase 2, inducible	Starlite/ChEMBL	References
Homo sapiens	nitric oxide synthase 2, inducible	Starlite/ChEMBL	References
Homo sapiens	cytochrome P450, family 3, subfamily A, polypeptide 4	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	cytochrome P450 family protein	Get druggable targets OG5_126554	All targets in OG5_126554
Candida albicans	cytochrome P450 56	Get druggable targets OG5_126554	All targets in OG5_126554
Candida albicans	closely related to C.maltosa N-alkane-inducible cytochrome P-450, alkane hydroxylating monooxygenase CYP52A3-b aka P450Alk1A (BA	Get druggable targets OG5_126554	All targets in OG5_126554
Brugia malayi	Cytochrome P450 family protein	Get druggable targets OG5_126554	All targets in OG5_126554
Trypanosoma brucei	cytochrome P450, putative	Get druggable targets OG5_126554	All targets in OG5_126554
Brugia malayi	Cytochrome P450 family protein	Get druggable targets OG5_126554	All targets in OG5_126554
Loa Loa (eye worm)	cytochrome P450 family protein	Get druggable targets OG5_126554	All targets in OG5_126554
Trypanosoma brucei gambiense	cytochrome P450, putative	Get druggable targets OG5_126554	All targets in OG5_126554
Candida albicans	similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11	Get druggable targets OG5_126554	All targets in OG5_126554
Leishmania major	cytochrome p450-like protein	Get druggable targets OG5_126554	All targets in OG5_126554
Echinococcus multilocularis	potassium voltage gated channel subfamily H	Get druggable targets OG5_128858	All targets in OG5_128858
Trypanosoma cruzi	cytochrome P450, putative	Get druggable targets OG5_126554	All targets in OG5_126554
Echinococcus granulosus	potassium voltage gated channel subfamily H	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	cytochrome P450 family protein	Get druggable targets OG5_126582	All targets in OG5_126582
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126554	All targets in OG5_126554
Loa Loa (eye worm)	voltage and ligand gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Candida albicans	cytochrome P450 556	Get druggable targets OG5_126554	All targets in OG5_126554
Schistosoma mansoni	voltage-gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Leishmania braziliensis	cytochrome p450-like protein	Get druggable targets OG5_126554	All targets in OG5_126554
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	Get druggable targets OG5_126554	All targets in OG5_126554
Leishmania donovani	cytochrome p450-like protein	Get druggable targets OG5_126554	All targets in OG5_126554
Leishmania mexicana	cytochrome p450-like protein	Get druggable targets OG5_126554	All targets in OG5_126554
Schistosoma japonicum	ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma mansoni	voltage-gated potassium channel	Get druggable targets OG5_128858	All targets in OG5_128858
Trypanosoma congolense	cytochrome P450, putative	Get druggable targets OG5_126554	All targets in OG5_126554
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma japonicum	ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Brugia malayi	Cytochrome P450 family protein	Get druggable targets OG5_126582	All targets in OG5_126582
Candida albicans	similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11	Get druggable targets OG5_126554	All targets in OG5_126554
Trypanosoma cruzi	cytochrome P450, putative	Get druggable targets OG5_126554	All targets in OG5_126554
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_128858	All targets in OG5_128858
Schistosoma japonicum	Potassium voltage-gated channel subfamily H member 2, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Leishmania infantum	cytochrome p450-like protein	Get druggable targets OG5_126554	All targets in OG5_126554
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	Get druggable targets OG5_128858	All targets in OG5_128858
Loa Loa (eye worm)	CYP4Cod1	Get druggable targets OG5_126554	All targets in OG5_126554

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Leishmania major	cytochrome p450-like protein	cytochrome P450, family 2, subfamily C, polypeptide 19	490 aa	411 aa	23.1 %
Brugia malayi	cytochrome P450	cytochrome P450, family 3, subfamily A, polypeptide 4	502 aa	492 aa	24.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	FAD binding domain-containing protein	0.0124	1	1
Trypanosoma brucei	cytochrome P450, putative	0.0019	0.0755	0.0462
Brugia malayi	Cytochrome P450 family protein	0.0019	0.0755	0.0561
Trypanosoma cruzi	Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative	0.0047	0.3248	0.3033
Leishmania major	cytochrome p450-like protein	0.0019	0.0755	0.0462
Trypanosoma cruzi	cytochrome P450 reductase, putative	0.0124	1	1
Trichomonas vaginalis	sulfite reductase, putative	0.0124	1	1
Plasmodium vivax	flavodoxin domain containing protein	0.011	0.8757	0.8717
Mycobacterium tuberculosis	Probable oxidoreductase	0.0014	0.0308	0.5
Trypanosoma cruzi	cytochrome P450, putative	0.0019	0.0755	0.0462
Echinococcus multilocularis	methionine synthase reductase	0.0076	0.5817	0.5729
Brugia malayi	Cytochrome P450 family protein	0.0019	0.0755	0.0561
Mycobacterium tuberculosis	Possible oxygenase	0.0014	0.0308	0.5
Toxoplasma gondii	flavodoxin domain-containing protein	0.0061	0.4491	1
Brugia malayi	Cytochrome P450 family protein	0.0032	0.1857	0.1686
Loa Loa (eye worm)	flavodoxin family protein	0.0047	0.3248	0.3248
Loa Loa (eye worm)	cytochrome P450 family protein	0.0019	0.0755	0.0755
Leishmania major	hypothetical protein, conserved	0.0047	0.3248	0.3033
Toxoplasma gondii	flavodoxin domain-containing protein	0.0061	0.4491	1
Schistosoma mansoni	cytochrome P450 reductase	0.0124	1	1
Loa Loa (eye worm)	CYP4Cod1	0.0019	0.0755	0.0755
Echinococcus granulosus	methionine synthase reductase	0.0076	0.5817	0.5729
Entamoeba histolytica	type A flavoprotein, putative	0.0047	0.3248	0.5
Trypanosoma brucei	NADPH--cytochrome P450 reductase, putative	0.0124	1	1
Loa Loa (eye worm)	cytochrome P450 family protein	0.0019	0.0755	0.0755
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0019	0.0755	0.0462
Plasmodium falciparum	NADPH--cytochrome P450 reductase, putative	0.0047	0.3248	0.3033
Loa Loa (eye worm)	hypothetical protein	0.0124	1	1
Chlamydia trachomatis	sulfite reductase	0.0076	0.5817	1
Mycobacterium tuberculosis	Probable monooxygenase	0.0014	0.0308	0.5
Loa Loa (eye worm)	cytochrome P450 family protein	0.0032	0.1857	0.1857
Schistosoma mansoni	cytochrome B5	0.0014	0.0308	0.0105
Trypanosoma cruzi	cytochrome P450 reductase, putative	0.0124	1	1
Entamoeba histolytica	type A flavoprotein, putative	0.0047	0.3248	0.5
Trichomonas vaginalis	NADPH cytochrome P450, putative	0.0047	0.3248	0.0696
Echinococcus multilocularis	cytochrome b5 reductase 4	0.0014	0.0308	0.0105
Echinococcus granulosus	potassium voltage gated channel subfamily H	0.0045	0.3002	0.2855
Treponema pallidum	flavodoxin	0.0047	0.3248	1
Plasmodium falciparum	S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative	0.0047	0.3248	0.3033
Leishmania major	cytochrome P450 reductase, putative	0.011	0.8757	0.8717
Leishmania major	p450 reductase, putative	0.0124	1	1
Trypanosoma brucei	S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative	0.0047	0.3248	0.3033
Loa Loa (eye worm)	diaphorase	0.0014	0.0308	0.0308
Mycobacterium tuberculosis	Hypothetical oxidoreductase	0.0014	0.0308	0.5
Schistosoma mansoni	diflavin oxidoreductase	0.0061	0.4491	0.4375
Loa Loa (eye worm)	voltage and ligand gated potassium channel	0.0045	0.3002	0.3002
Trichomonas vaginalis	NADPH cytochrome P450, putative	0.0047	0.3248	0.0696
Brugia malayi	FAD binding domain containing protein	0.0076	0.5817	0.5729
Leishmania major	NADPH-cytochrome p450 reductase-like protein	0.0124	1	1
Trypanosoma brucei	NADPH--cytochrome P450 reductase, putative	0.0124	1	1
Echinococcus multilocularis	NADPH dependent diflavin oxidoreductase 1	0.0124	1	1
Echinococcus granulosus	cytochrome b5 reductase 4	0.0014	0.0308	0.0105
Mycobacterium ulcerans	formate dehydrogenase H FdhF	0.0124	1	1
Trypanosoma cruzi	Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative	0.0047	0.3248	0.3033
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0205	0.0205
Brugia malayi	Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog	0.0045	0.3002	0.2855
Echinococcus granulosus	NADH cytochrome b5 reductase 3	0.0014	0.0308	0.0105
Schistosoma mansoni	voltage-gated potassium channel	0.0049	0.3364	0.3224
Echinococcus granulosus	cytochrome b5 reductase 4	0.0014	0.0308	0.0105
Entamoeba histolytica	type A flavoprotein, putative	0.0047	0.3248	0.5
Trypanosoma cruzi	p450 reductase, putative	0.0124	1	1
Plasmodium vivax	NADPH-cytochrome p450 reductase, putative	0.0124	1	1
Brugia malayi	diaphorase	0.0014	0.0308	0.0105
Plasmodium falciparum	nitric oxide synthase, putative	0.0124	1	1
Onchocerca volvulus		0.0014	0.0308	0.5
Schistosoma mansoni	voltage-gated potassium channel	0.0049	0.3364	0.3224
Entamoeba histolytica	type A flavoprotein, putative	0.0047	0.3248	0.5
Brugia malayi	flavodoxin family protein	0.0047	0.3248	0.3106
Trypanosoma cruzi	NADPH--cytochrome P450 reductase, putative	0.0047	0.3248	0.3033
Mycobacterium tuberculosis	Possible electron transfer protein FdxB	0.0014	0.0308	0.5
Echinococcus multilocularis	NADH cytochrome b5 reductase 3	0.0014	0.0308	0.0105
Trypanosoma brucei	NADPH-cytochrome p450 reductase, putative	0.0124	1	1
Plasmodium vivax	hypothetical protein, conserved	0.0047	0.3248	0.3033
Schistosoma mansoni	NADPH flavin oxidoreductase	0.0062	0.4574	0.446
Trichomonas vaginalis	NADPH fad oxidoreductase, putative	0.011	0.8757	0.8287
Schistosoma mansoni	5-methyl tetrahydrofolate-homocysteine methyltransferase reductase	0.0076	0.5817	0.5729
Trypanosoma brucei	NADPH-dependent diflavin oxidoreductase 1	0.0124	1	1
Entamoeba histolytica	type A flavoprotein, putative	0.0047	0.3248	0.5
Brugia malayi	FAD binding domain containing protein	0.0124	1	1
Brugia malayi	Cytochrome b5-like Heme/Steroid binding domain containing protein	0.0014	0.0308	0.0105
Trichomonas vaginalis	NADPH cytochrome P450, putative	0.0047	0.3248	0.0696
Echinococcus multilocularis	NADPH cytochrome P450 reductase	0.0124	1	1
Loa Loa (eye worm)	cytochrome b5 reductase 4	0.0014	0.0308	0.0308
Trichomonas vaginalis	NADPH cytochrome P450, putative	0.0047	0.3248	0.0696
Trypanosoma cruzi	NADPH-dependent FMN/FAD containing oxidoreductase, putative	0.0124	1	1
Echinococcus granulosus	NADPH dependent diflavin oxidoreductase 1	0.0124	1	1
Trypanosoma cruzi	cytochrome P450, putative	0.0019	0.0755	0.0462
Echinococcus multilocularis	potassium voltage gated channel subfamily H	0.0045	0.3002	0.2855
Schistosoma mansoni	NADH-cytochrome B5 reductase	0.0014	0.0308	0.0105
Giardia lamblia	Hypothetical protein	0.011	0.8757	1
Loa Loa (eye worm)	FAD binding domain-containing protein	0.0076	0.5817	0.5817
Loa Loa (eye worm)	hypothetical protein	0.0039	0.2482	0.2482
Echinococcus granulosus	NADPH cytochrome P450 reductase	0.0124	1	1
Giardia lamblia	Nitric oxide synthase, inducible	0.011	0.8757	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	= 65 %	Antinociceptive activity against formalin-induced phase 2 pain in mouse paw assessed as pain behavior at 100 mg/kg, po pretreated 30 mins before formalin challenge relative to control	ChEMBL.	19374401
Activity (functional)	= 95 %	Reduction of plasma nitrate level in LPS-challenged BALB/c mouse at 30 mg/kg, po	ChEMBL.	19374401
AUC (ADMET)	= 0.52 ug.hr/ml	AUC in mouse at 10 mg/kg, po	ChEMBL.	19374401
CL (ADMET)	> 100 ml/min.kg	Plasma clearance in mouse at 10 mg/kg, po	ChEMBL.	19374401
Cmax (ADMET)	= 2.2 uM	Cmax in mouse at 10 mg/kg, po	ChEMBL.	19374401
Cp (ADMET)	= 18 ng/ml	Drug level in LPS-challenged BALB/c mouse plasma at 30 mg/kg, po after 6 hrs	ChEMBL.	19374401
EC50 (binding)	= 0.003 uM	Inhibition of human iNOS expressed in HEK293 cells assessed as NO production by transient transfection assay	ChEMBL.	19374401
EC50 (binding)	= 0.014 uM	Inhibition of mouse iNOS expressed in HEK293 cells assessed as NO production in by transient transfection assay	ChEMBL.	19374401
EC50 (binding)	= 0.07 uM	Inhibition of human nNOS expressed in HEK293 cells assessed as NO production by transient transfection assay	ChEMBL.	19374401
EC50 (binding)	= 0.42 uM	Inhibition of human eNOS expressed in HEK293 cells assessed as NO production by transient transfection assay	ChEMBL.	19374401
EC50 (ADMET)	= 1.4 uM	Inhibition of CYP3A4	ChEMBL.	19374401
EC50 (binding)	= 8 uM	Activity at human ERG by patch clamp assay	ChEMBL.	19374401
EC50 (ADMET)	= 11 uM	Inhibition of CYP2C19	ChEMBL.	19374401
EC50 (ADMET)	= 21 uM	Inhibition of CYP2D6	ChEMBL.	19374401
EC50 (ADMET)	= 25 uM	Inhibition of CYP2C9	ChEMBL.	19374401
EC50 (ADMET)	= 95 uM	Inhibition of CYP1A2	ChEMBL.	19374401
ED50 (functional)	= 5 mg kg-1	Reduction of plasma nitrate level in LPS-challenged po dosed BALB/c mouse	ChEMBL.	19374401
T1/2 (ADMET)	= 1.1 hr	Half life in mouse at 10 mg/kg, po	ChEMBL.	19374401
Tmax (ADMET)	= 0.25 hr	Tmax in mouse at 10 mg/kg, po	ChEMBL.	19374401
Vdss (ADMET)	= 1.1 L/Kg	Volume of distribution in mouse at 10 mg/kg, po	ChEMBL.	19374401

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: CHEMBL491923

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 997887