TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 631.362 | Formula: C24H17Br2N5O2S2
H donors: 3 H acceptors: 3 LogP: 5.66 Rotable bonds: 7
Rule of 5 violations (Lipinski): 2
SMILES: N#Cc1c(cn(c1NC(=S)Nc1ccc(cc1)Br)c1ccc(cc1)S(=O)(=O)N)c1ccc(cc1)Br
InChi: 1S/C24H17Br2N5O2S2/c25-16-3-1-15(2-4-16)22-14-31(19-9-11-20(12-10-19)35(28,32)33)23(21(22)13-27)30-24(34)29-18-7-5-17(26)6-8-18/h1-12,14H,(H2,28,32,33)(H2,29,30,34)
InChiKey: SWOWSOIJYNFICX-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	carbonic anhydrase XII	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase II	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase IX	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase I	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Leishmania infantum	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	Get druggable targets OG5_127628	All targets in OG5_127628
Schistosoma japonicum	ko:K01672 carbonic anhydrase [EC4.2.1.1], putative	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma congolense	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania braziliensis	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Echinococcus multilocularis	carbonic anhydrase II	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania donovani	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Loa Loa (eye worm)	carbonic anhydrase 3	Get druggable targets OG5_127628	All targets in OG5_127628
Brugia malayi	Putative carbonic anhydrase 5 precursor	Get druggable targets OG5_127628	All targets in OG5_127628
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma brucei	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma brucei gambiense	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania major	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	Get druggable targets OG5_127628	All targets in OG5_127628
Leishmania mexicana	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
Echinococcus granulosus	carbonic anhydrase II	Get druggable targets OG5_127628	All targets in OG5_127628
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	Get druggable targets OG5_127628	All targets in OG5_127628
Trypanosoma congolense	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	carbonic anhydrase XII	354 aa	295 aa	23.1 %
Brugia malayi	Carbonic anhydrase like protein 2 precursor	carbonic anhydrase II	260 aa	259 aa	32.0 %
Trypanosoma brucei	carbonic anhydrase-like protein	carbonic anhydrase I	261 aa	281 aa	25.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0134	0.2147	0.2101
Brugia malayi	nuclear receptor NHR-88	0.0231	0.4283	0.425
Trypanosoma brucei	carbonic anhydrase-like protein	0.0248	0.466	0.5
Leishmania major	carbonic anhydrase-like protein	0.0248	0.466	0.5
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0489	1	1
Plasmodium falciparum	carbonic anhydrase	0.0134	0.2147	0.5
Echinococcus granulosus	nuclear receptor nhr 48	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Echinococcus multilocularis	ecdysone induced protein 78C	0.0489	1	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0258	0.4895	0.4865
Schistosoma mansoni	carbonic anhydrase	0.0134	0.2147	0.2036
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0231	0.4283	0.425
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.0489	1	1
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.0489	1	1
Schistosoma mansoni	carbonic anhydrase-related	0.0134	0.2147	0.2036
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.0489	1	1
Onchocerca volvulus	Protein ultraspiracle homolog	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0258	0.4895	0.4865
Echinococcus granulosus	ecdysone induced protein 78C	0.0489	1	1
Brugia malayi	Putative carbonic anhydrase 5 precursor	0.0248	0.466	0.4629
Loa Loa (eye worm)	hypothetical protein	0.0134	0.2147	0.2101
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.0489	1	1
Toxoplasma gondii	hypothetical protein	0.0134	0.2147	0.5
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0489	1	1
Echinococcus granulosus	carbonic anhydrase	0.0134	0.2147	0.2101
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0489	1	1
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0037	0	0.5
Loa Loa (eye worm)	nuclear receptor NHR-67	0.0231	0.4283	0.425
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.0489	1	1
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0134	0.2147	0.2101
Brugia malayi	Steroid receptor seven-up type 2	0.0489	1	1
Echinococcus multilocularis	carbonic anhydrase	0.0134	0.2147	0.2101
Brugia malayi	photoreceptor-specific nuclear receptor	0.0489	1	1
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0248	0.466	0.5
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0231	0.4283	0.425
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0258	0.4895	0.4865
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.0489	1	1
Schistosoma mansoni	carbonic anhydrase-related	0.0134	0.2147	0.2036
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.0489	1	1
Schistosoma mansoni	hepatocyte nuclear factor 4-alpha (hnf-4-alpha)	0.0231	0.4283	0.4202
Loa Loa (eye worm)	steroid hormone receptor	0.0489	1	1
Onchocerca volvulus		0.0489	1	1
Schistosoma mansoni	RAR-like nuclear receptor	0.0489	1	1
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.0489	1	1
Brugia malayi	nuclear receptor subfamily 1, group D, member 1, putative	0.0231	0.4283	0.425
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0231	0.4283	0.425
Schistosoma mansoni	nuclear hormone receptor superfamily protein-related	0.0231	0.4283	0.4202
Schistosoma mansoni	nuclear receptor	0.0231	0.4283	0.4202
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0489	1	1
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0258	0.4895	0.4823
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.0489	1	1
Brugia malayi	hypothetical protein	0.0258	0.4895	0.4865
Schistosoma mansoni	nuclear hormone receptor	0.0231	0.4283	0.4202
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.0489	1	1
Echinococcus granulosus	nuclear receptor subfamily 4 group A	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0134	0.2147	0.2101
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0258	0.4895	0.4865
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0489	1	1
Brugia malayi	steroid hormone receptor	0.0489	1	1
Schistosoma mansoni	nuclear hormone receptor	0.0231	0.4283	0.4202
Brugia malayi	hypothetical protein	0.0231	0.4283	0.425
Brugia malayi	nuclear receptor RXR	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Echinococcus multilocularis	nuclear receptor subfamily 4 group A	0.0231	0.4283	0.425
Echinococcus multilocularis	carbonic anhydrase II	0.0248	0.466	0.4629
Loa Loa (eye worm)	hypothetical protein	0.0258	0.4895	0.4865
Echinococcus multilocularis	FTZ F1 alpha	0.0489	1	1
Echinococcus granulosus	thyroid hormone receptor alpha	0.0231	0.4283	0.425
Loa Loa (eye worm)	DR-78	0.0231	0.4283	0.425
Brugia malayi	ecdysone receptor	0.0231	0.4283	0.425
Schistosoma mansoni	nuclear receptor nhr-48	0.0231	0.4283	0.4202
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0231	0.4283	0.425
Onchocerca volvulus	Bile acid receptor homolog	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.0489	1	1
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.0489	1	1
Schistosoma mansoni	zinc finger protein	0.0231	0.4283	0.4202
Schistosoma mansoni	nuclear hormone receptor	0.0489	1	1
Brugia malayi	nuclear hormone receptor family member odr-7	0.0231	0.4283	0.425
Schistosoma mansoni	thyroid hormone receptor	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Schistosoma mansoni	carbonic anhydrase-related	0.0134	0.2147	0.2036
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0489	1	1
Schistosoma mansoni	nuclear receptor	0.0231	0.4283	0.4202
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Brugia malayi	nuclear hormone receptor	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Schistosoma mansoni	steroid hormone receptor ad4bp	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Brugia malayi	conserved hypotetical protein	0.0231	0.4283	0.425
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0231	0.4283	0.425
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0258	0.4895	0.4865
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0248	0.466	0.4629
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0134	0.2147	0.2101
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.0489	1	1
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.0489	1	1
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.0489	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.0489	1	1
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0134	0.2147	0.2101
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Loa Loa (eye worm)	carbonic anhydrase 3	0.0248	0.466	0.4629
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.0489	1	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.0489	1	1
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0134	0.2147	0.2101
Brugia malayi	nuclear hormone receptor family member nhr-6	0.0231	0.4283	0.425
Schistosoma mansoni	coup transcription factor	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0258	0.4895	0.4865
Brugia malayi	Nuclear hormone receptor E75	0.0231	0.4283	0.425
Schistosoma mansoni	retinoic acid receptor RXR	0.0489	1	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0258	0.4895	0.4865
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.0489	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0489	1	1
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.0489	1	1
Schistosoma mansoni	thyroid hormone receptor	0.0489	1	1
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Echinococcus granulosus	carbonic anhydrase	0.0134	0.2147	0.2101
Brugia malayi	nuclear receptor NHR-67	0.0231	0.4283	0.425
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.0489	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.0489	1	1
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0134	0.2147	0.2101
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.0489	1	1
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.0489	1	1
Echinococcus multilocularis	carbonic anhydrase	0.0134	0.2147	0.2101
Echinococcus multilocularis	carbonic anhydrase	0.0134	0.2147	0.2101
Brugia malayi	hypothetical protein	0.0231	0.4283	0.425
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.0489	1	1
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0248	0.466	0.4585
Brugia malayi	tailless protein	0.0231	0.4283	0.425
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.0489	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.0489	1	1
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0248	0.466	0.4629
Brugia malayi	nuclear receptor NHR-88	0.0489	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.0489	1	1
Brugia malayi	hypothetical protein	0.0258	0.4895	0.4865
Brugia malayi	Nuclear hormone receptor-like 1	0.0258	0.4895	0.4865
Loa Loa (eye worm)	nuclear hormone receptor	0.0231	0.4283	0.425
Echinococcus granulosus	carbonic anhydrase II	0.0248	0.466	0.4629
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.0489	1	1
Echinococcus granulosus	FTZ F1 alpha	0.0489	1	1
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.0489	1	1
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.0489	1	1
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0248	0.466	0.5
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0258	0.4895	0.4865
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Loa Loa (eye worm)	hypothetical protein	0.0489	1	1
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0037	0	0.5
Brugia malayi	nuclear hormone receptor	0.0489	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.0489	1	1
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0258	0.4895	0.4823
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0134	0.2147	0.2101
Loa Loa (eye worm)	nuclear receptor nhr-7B	0.0231	0.4283	0.425
Brugia malayi	nuclear receptor RXR	0.0258	0.4895	0.4865
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425
Brugia malayi	Nuclear hormone receptor E75	0.0231	0.4283	0.425
Echinococcus multilocularis	nuclear receptor nhr 48	0.0231	0.4283	0.425
Brugia malayi	orphan nuclear receptor NR2E1	0.0231	0.4283	0.425
Schistosoma mansoni	hypothetical protein	0.0134	0.2147	0.2036
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0248	0.466	0.4585
Brugia malayi	Nuclear hormone receptor-like 1	0.0489	1	1
Echinococcus granulosus	carbonic anhydrase	0.0134	0.2147	0.2101
Loa Loa (eye worm)	hypothetical protein	0.0231	0.4283	0.425

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 8.15 nM	Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine-B assay	ChEMBL.	25255434
Ki (binding)	= 0.95 nM	Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Ki (binding)	= 9.4 nM	Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Ki (binding)	= 91.1 nM	Inhibition of human recombinant carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Ki (binding)	= 483 nM	Inhibition of human recombinant carbonic anhydrase 1 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Ratio Ki (binding)	= 6	Ratio of acetazolamide Ki to compound Ki for human recombinant carbonic anhydrase 12 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Survival (functional)	= 0.298 %	Cytotoxicity against human MCF7 cells assessed as cell survival at 10 uM after 48 hrs by sulforhodamine-B assay	ChEMBL.	25255434

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Homo sapiens	ChEMBL23	25255434

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: CHEMBL3342490

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 934856