TDR Targets

Basic information

Technical information

TDR Targets ID: 459378
Name: 3,5-dichloro-2-hydroxy-N-(2-methoxy-5-phenylp henyl)benzenesulfonamide
MW: 424.298 | Formula: C19H15Cl2NO4S
H donors: 2 H acceptors: 3 LogP: 5.49 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: COc1ccc(cc1NS(=O)(=O)c1cc(Cl)cc(c1O)Cl)c1ccccc1
InChi: 1S/C19H15Cl2NO4S/c1-26-17-8-7-13(12-5-3-2-4-6-12)9-16(17)22-27(24,25)18-11-14(20)10-15(21)19(18)23/h2-11,22-23H,1H3
InChiKey: SIIPNDKXZOTLEA-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

3,5-dichloro-2-hydroxy-N-(2-methoxy-5-phenyl-phenyl)benzenesulfonamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	acetyl-CoA carboxylase alpha	Starlite/ChEMBL	References
Homo sapiens	acetyl-CoA carboxylase beta	Starlite/ChEMBL	References
Homo sapiens	ATP citrate lyase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Leishmania braziliensis	acetyl-CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma japonicum	hypothetical protein	Get druggable targets OG5_127493	All targets in OG5_127493
Neospora caninum	cDNA FLJ55447, highly similar to ATP-citrate synthase (EC 2.3.3.8), related	Get druggable targets OG5_129655	All targets in OG5_129655
Neospora caninum	hypothetical protein	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma mansoni	ATP-citrate synthase	Get druggable targets OG5_129655	All targets in OG5_129655
Schistosoma japonicum	ATP-citrate synthase, putative	Get druggable targets OG5_129655	All targets in OG5_129655
Schistosoma japonicum	Acetyl-CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Echinococcus multilocularis	acetyl coenzyme A carboxylase 1	Get druggable targets OG5_127493	All targets in OG5_127493
Plasmodium vivax	biotin carboxylase subunit of acetyl CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Leishmania major	acetyl-CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma japonicum	Acetyl-CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma japonicum	ko:K01648 ATP citrate (pro-S)-lyase [EC2.3.3.8], putative	Get druggable targets OG5_129655	All targets in OG5_129655
Brugia malayi	Carboxyl transferase domain containing protein	Get druggable targets OG5_127493	All targets in OG5_127493
Loa Loa (eye worm)	ATP-citrate synthase	Get druggable targets OG5_129655	All targets in OG5_129655
Cryptosporidium hominis	acetyl-CoA carboxylase 2	Get druggable targets OG5_127493	All targets in OG5_127493
Leishmania infantum	acetyl-CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Echinococcus granulosus	acetyl coenzyme A carboxylase 1	Get druggable targets OG5_127493	All targets in OG5_127493
Toxoplasma gondii	acetyl-CoA carboxylase ACC1	Get druggable targets OG5_127493	All targets in OG5_127493
Trypanosoma cruzi	acetyl-CoA carboxylase	Get druggable targets OG5_127493	All targets in OG5_127493
Plasmodium yoelii	acetyl-CoA carboxylase 1 precursor-related	Get druggable targets OG5_127493	All targets in OG5_127493
Loa Loa (eye worm)	carboxyl transferase domain-containing protein	Get druggable targets OG5_127493	All targets in OG5_127493
Neospora caninum	hypothetical protein	Get druggable targets OG5_127493	All targets in OG5_127493
Toxoplasma gondii	ATP-citrate lyase, putative	Get druggable targets OG5_129655	All targets in OG5_129655
Brugia malayi	ATP-citrate synthase	Get druggable targets OG5_129655	All targets in OG5_129655
Trypanosoma congolense	acetyl-CoA carboxylase	Get druggable targets OG5_127493	All targets in OG5_127493
Plasmodium falciparum	biotin carboxylase subunit of acetyl CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Candida albicans	acetyl-CoA carboxylase	Get druggable targets OG5_127493	All targets in OG5_127493
Leishmania donovani	acetyl-CoA carboxylase	Get druggable targets OG5_127493	All targets in OG5_127493
Trypanosoma brucei gambiense	acetyl-CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Leishmania mexicana	acetyl-CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Toxoplasma gondii	acetyl-coA carboxylase ACC2	Get druggable targets OG5_127493	All targets in OG5_127493
Trypanosoma brucei	acetyl-CoA carboxylase	Get druggable targets OG5_127493	All targets in OG5_127493
Plasmodium berghei	biotin carboxylase subunit of acetyl CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Cryptosporidium parvum	acetyl-CoA carboxylase like biotin dependent carboxylase involved in fatty acid biosynthesis	Get druggable targets OG5_127493	All targets in OG5_127493
Trypanosoma congolense	acetyl-CoA carboxylase	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma mansoni	acetyl-CoA carboxylase	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma japonicum	ATP-citrate synthase, putative	Get druggable targets OG5_129655	All targets in OG5_129655
Plasmodium knowlesi	biotin carboxylase subunit of acetyl CoA carboxylase, putative	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma japonicum	ko:K01946 biotin carboxylase [EC6.3.4.14], putative	Get druggable targets OG5_127493	All targets in OG5_127493
Schistosoma japonicum	ko:K01961 acetyl-CoA carboxylase [EC6.4.1.2], putative	Get druggable targets OG5_127493	All targets in OG5_127493

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
Mycobacterium leprae	Probable bifunctional protein acetyl-/propionyl-coenzyme A carboxylase, alpha chain AccA3 (BccP)	0.0077	0.2517	0.5
Toxoplasma gondii	acetyl-coA carboxylase ACC2	0.0203	1	1
Brugia malayi	ATP-citrate synthase	0.0097	0.3671	0.0337
Wolbachia endosymbiont of Brugia malayi	Acetyl/propionyl-CoA carboxylase, alpha subunit	0.0077	0.2517	0.5
Loa Loa (eye worm)	hypothetical protein	0.0148	0.6748	0.7046
Trypanosoma brucei	acetyl-CoA carboxylase	0.0203	1	1
Echinococcus granulosus	neuroendocrine convertase 2	0.0093	0.3465	0.3465
Echinococcus granulosus	propionyl coenzyme A carboxylase alpha chain	0.0077	0.2517	0.2517
Schistosoma mansoni	methylcrotonyl-CoA carboxylase	0.0077	0.2517	0.2517
Loa Loa (eye worm)	endoprotease bli-4	0.0148	0.6748	0.7046
Trypanosoma cruzi	acetyl-CoA carboxylase	0.0126	0.5396	1
Mycobacterium tuberculosis	Probable acetyl-/propionyl-coenzyme A carboxylase alpha chain (alpha subunit) AccA2: biotin carboxylase + biotin carboxyl carrie	0.0077	0.2517	0.5
Mycobacterium ulcerans	acetyl-/propionyl-coenzyme a carboxylase alpha chain, AccA2	0.0077	0.2517	0.5
Loa Loa (eye worm)	hypothetical protein	0.0058	0.1379	0.144
Echinococcus multilocularis		0.012	0.5039	0.5039
Mycobacterium ulcerans	acetyl-/propionyl-coenzyme a carboxylase alpha chain AccA1	0.0077	0.2517	0.5
Leishmania major	acetyl-CoA carboxylase, putative	0.0203	1	1
Echinococcus granulosus	furin	0.0148	0.6748	0.6748
Trypanosoma brucei	3-methylcrotonyl-CoA carboxylase alpha subunit, putative	0.0077	0.2517	0.1741
Trypanosoma brucei	3-methylcrotonyl-CoA carboxylase alpha subunit, putative	0.0077	0.2517	0.1741
Mycobacterium ulcerans	bifunctional protein acetyl-/propionyl-coenzyme a carboxylase (alpha chain) AccA3	0.0077	0.2517	0.5
Schistosoma mansoni	pyruvate carboxylase	0.0077	0.2517	0.2517
Trichomonas vaginalis	Clan SB, family S8, subtilisin-like serine peptidase	0.009	0.3283	1
Trichomonas vaginalis	Clan SB, family S8, subtilisin-like serine peptidase	0.009	0.3283	1
Loa Loa (eye worm)	ATP-citrate synthase	0.0097	0.3671	0.3834
Brugia malayi	celfurPC protein	0.012	0.5039	0.2575
Schistosoma mansoni	methylcrotonyl-CoA carboxylase	0.0077	0.2517	0.2517
Giardia lamblia	High cysteine membrane protein Group 2	0.0055	0.1196	0.5
Loa Loa (eye worm)	carboxyl transferase domain-containing protein	0.0196	0.9577	1
Mycobacterium ulcerans	pyruvate carboxylase	0.0077	0.2517	0.5
Plasmodium falciparum	biotin carboxylase subunit of acetyl CoA carboxylase, putative	0.0147	0.666	0.5
Plasmodium vivax	biotin carboxylase subunit of acetyl CoA carboxylase, putative	0.0147	0.666	0.5
Echinococcus multilocularis	acetyl coenzyme A carboxylase 1	0.0203	1	1
Schistosoma mansoni	acetyl-CoA carboxylase	0.0203	1	1
Brugia malayi	endoprotease bli-4 precursor	0.0148	0.6748	0.5371
Schistosoma mansoni	furin-1 (S08 family)	0.0064	0.1756	0.1756
Toxoplasma gondii	acetyl-CoA carboxylase ACC1	0.0203	1	1
Echinococcus multilocularis	propionyl coenzyme A carboxylase alpha chain	0.0077	0.2517	0.2517
Echinococcus multilocularis	neuroendocrine convertase 2	0.0093	0.3465	0.3465
Chlamydia trachomatis	biotin carboxylase	0.007	0.2094	0.5
Echinococcus multilocularis	proprotein convertase subtilisin:kexin type 5	0.009	0.3283	0.3283
Toxoplasma gondii	ATP-citrate lyase, putative	0.0097	0.3671	0.1542
Brugia malayi	Carboxyl transferase domain containing protein	0.0196	0.9577	1
Schistosoma mansoni	ATP-citrate synthase	0.0087	0.3083	0.3083
Mycobacterium tuberculosis	Probable pyruvate carboxylase Pca (pyruvic carboxylase)	0.0077	0.2517	0.5
Schistosoma mansoni	subfamily S8B unassigned peptidase (S08 family)	0.0148	0.6748	0.6748
Echinococcus granulosus	proprotein convertase subtilisin:kexin type 5	0.009	0.3283	0.3283

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	0	Cytotoxicity against HepG2 cells upto 50 uM by Alamar blue assay	ChEMBL.	17383874
Activity (functional)	= -48 %	Reduction of fasting plasma glucose level in C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= -48 %	Reduction of fasting plasma glucose level in C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= -32 %	Reduction of fasting plasma glucose level in C57BL/6 mouse at 100 mg/kg	ChEMBL.	17383874
Activity (functional)	= -32 %	Reduction of fasting plasma glucose level in C57BL/6 mouse at 100 mg/kg	ChEMBL.	17383874
Activity (functional)	= -26 %	Reduction of triglycerides in high-fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= -26 %	Reduction of triglycerides in high-fat diet C57BL/6 mouse at 100 mg/kg	ChEMBL.	17383874
Activity (functional)	= -26 %	Reduction of triglycerides in high-fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= -26 %	Reduction of triglycerides in high-fat diet C57BL/6 mouse at 100 mg/kg	ChEMBL.	17383874
Activity (functional)	= -19 %	Reduction of cholesterol level in high-fat diet C57BL/6 mouse at 100 mg/kg	ChEMBL.	17383874
Activity (functional)	= -19 %	Reduction of cholesterol level in high-fat diet C57BL/6 mouse at 100 mg/kg	ChEMBL.	17383874
Activity (functional)	= -9 %	Reduction of cholesterol level in high-fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= -9 %	Reduction of cholesterol level in high-fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= 3 %	Reduction of body weight gain in high-fat diet C57BL/6 mouse at 100 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 3 %	Reduction of body weight gain in high-fat diet C57BL/6 mouse at 100 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 7.2 %	Reduction of body weight gain in high-fat diet C57BL/6 mouse at 10 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 7.2 %	Reduction of body weight gain in high-fat diet C57BL/6 mouse at 10 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 7.3 %	Reduction of fat in high-fat diet C57BL/6 mouse at 100 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 7.3 %	Reduction of fat in high-fat diet C57BL/6 mouse at 100 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 12.9 %	Reduction of fat in high-fat diet C57BL/6 mouse at 10 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 12.9 %	Reduction of fat in high-fat diet C57BL/6 mouse at 10 mg/kg after 29 days	ChEMBL.	17383874
Activity (functional)	= 3.2 g/day	Increase in food consumption in high-fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= 3.2 g/day	Increase in food consumption in high-fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= 4 g/day	Increase in food consumption in normal fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
Activity (functional)	= 4 g/day	Increase in food consumption in normal fat diet C57BL/6 mouse at 10 mg/kg	ChEMBL.	17383874
CL (ADMET)	= 17.3 ml/min.kg	Total body clearance in mouse at 10 mg/kg, iv and po	ChEMBL.	17383874
CL (ADMET)	= 17.3 ml/min.kg	Total body clearance in mouse at 10 mg/kg, iv and po	ChEMBL.	17383874
Cmax (ADMET)	= 13 uM	Cmax in mouse at 10 mg/kg, po	ChEMBL.	17383874
Cmax (ADMET)	= 13 uM	Cmax in mouse at 10 mg/kg, po	ChEMBL.	17383874
F (ADMET)	= 55 %	Oral bioavailability in mouse at 10 mg/kg	ChEMBL.	17383874
F (ADMET)	= 55 %	Oral bioavailability in mouse at 10 mg/kg	ChEMBL.	17383874
IC50 (binding)	= 0.13 uM	Inhibition of human recombinant ATP-citrate lyase	ChEMBL.	17383874
IC50 (binding)	= 0.13 uM	Inhibition of human recombinant ATP-citrate lyase	ChEMBL.	17383874
IC50 (binding)	= 6 uM	Inhibition of human ACC1	ChEMBL.	17383874
IC50 (binding)	= 6 uM	Inhibition of human ACC1	ChEMBL.	17383874
IC50 (functional)	= 8 uM	Inhibition of total lipid synthesis HepG2 cells assessed as incorporation of [14C]total lipids after 6 hrs	ChEMBL.	17383874
IC50 (functional)	= 8 uM	Inhibition of total lipid synthesis HepG2 cells assessed as incorporation of [14C]total lipids after 6 hrs	ChEMBL.	17383874
IC50 (binding)	= 12 uM	Inhibition of human ACC2	ChEMBL.	17383874
IC50 (binding)	= 12 uM	Inhibition of human ACC2	ChEMBL.	17383874
t1/2 (ADMET)	= 2.1 hr	Half life in mouse at 10 mg/kg, iv and po	ChEMBL.	17383874
T1/2 (ADMET)	= 2.1 hr	Half life in mouse at 10 mg/kg, iv and po	ChEMBL.	17383874
Tmax (ADMET)	= 0.5 hr	Tmax in mouse at 10 mg/kg, iv	ChEMBL.	17383874
Tmax (ADMET)	= 0.5 hr	Tmax in mouse at 10 mg/kg, iv	ChEMBL.	17383874

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	17383874

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: CHEMBL399379
PubChem: 16747776

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 459378