TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 631.544 | Formula: C24H19BrN6O4S3
H donors: 4 H acceptors: 5 LogP: 3.53 Rotable bonds: 8
Rule of 5 violations (Lipinski): 2
SMILES: N#Cc1c(cn(c1NC(=S)Nc1ccc(cc1)S(=O)(=O)N)c1ccc(cc1)S(=O)(=O)N)c1ccc(cc1)Br
InChi: 1S/C24H19BrN6O4S3/c25-16-3-1-15(2-4-16)22-14-31(18-7-11-20(12-8-18)38(28,34)35)23(21(22)13-26)30-24(36)29-17-5-9-19(10-6-17)37(27,32)33/h1-12,14H,(H2,27,32,33)(H2,28,34,35)(H2,29,30,36)
InChiKey: OEKODEVBUOYONB-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 I	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase II	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase IX	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase XII	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
Leishmania donovani	carbonic anhydrase-like protein	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
Echinococcus granulosus	carbonic anhydrase II	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 cruzi	carbonic anhydrase-like protein, putative	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 mexicana	carbonic anhydrase-like protein	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
Leishmania braziliensis	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
Loa Loa (eye worm)	carbonic anhydrase 3	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
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
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	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
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	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
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 brucei	carbonic anhydrase-like protein	carbonic anhydrase I	261 aa	281 aa	25.3 %
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 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	cathepsin L cysteine protease	0.0297	0.1176	0.0923
Brugia malayi	Cathepsin L-like precursor	0.0213	0.0565	0.0294
Echinococcus granulosus	cathepsin l1	0.0213	0.0565	0.0294
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0213	0.0565	0.1104
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0297	0.1176	1
Giardia lamblia	Cathepsin B precursor	0.0528	0.2863	0.5
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0297	0.1176	0.3471
Trypanosoma cruzi	cysteine peptidase, putative	0.0342	0.1509	0.1509
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1504	1	1
Leishmania major	cysteine peptidase A (CPA)	0.0297	0.1176	0.1749
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.1504	1	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0297	0.1176	0.0648
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Trypanosoma cruzi	cysteine peptidase, putative	0.0342	0.1509	0.1509
Brugia malayi	Cathepsin L-like precursor	0.0297	0.1176	0.0923
Onchocerca volvulus		0.0297	0.1176	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0528	0.2863	0.2658
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0528	0.2863	0.2863
Trypanosoma cruzi	cysteine protease, putative	0.0174	0.0279	0.0279
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Brugia malayi	Cathepsin L-like precursor	0.0297	0.1176	0.0923
Loa Loa (eye worm)	hypothetical protein	0.1504	1	1
Leishmania major	cathepsin L-like protease	0.0297	0.1176	0.1749
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0297	0.1176	0.3471
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0297	0.1176	0.0923
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0297	0.1176	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Leishmania major	cathepsin L-like protease	0.0297	0.1176	0.1749
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Loa Loa (eye worm)	cathepsin B	0.0528	0.2863	0.2436
Giardia lamblia	Cathepsin B precursor	0.0528	0.2863	0.5
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0213	0.0565	0.0294
Trypanosoma brucei	carbonic anhydrase-like protein	0.0248	0.0819	0.2087
Trypanosoma cruzi	cruzipain precursor, putative	0.0342	0.1509	0.1509
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Brugia malayi	Papain family cysteine protease containing protein	0.0297	0.1176	0.0923
Loa Loa (eye worm)	hypothetical protein	0.0297	0.1176	0.0648
Onchocerca volvulus		0.0297	0.1176	1
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.0528	0.2863	1
Trypanosoma cruzi	cysteine proteinase, putative	0.0174	0.0279	0.0279
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Leishmania major	cathepsin L-like protease	0.0342	0.1509	0.3374
Onchocerca volvulus	Cathepsin L homolog	0.0297	0.1176	1
Echinococcus granulosus	carbonic anhydrase II	0.0248	0.0819	0.0555
Schistosoma mansoni	cathepsin F (C01 family)	0.0213	0.0565	0.0294
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Brugia malayi	Cathepsin L-like precursor	0.0297	0.1176	0.0923
Brugia malayi	cathepsin L-like precursor	0.0213	0.0565	0.0294
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Echinococcus granulosus	cathepsin b	0.1504	1	1
Loa Loa (eye worm)	cysteine protease	0.0297	0.1176	0.0648
Brugia malayi	Putative carbonic anhydrase 5 precursor	0.0248	0.0819	0.0555
Plasmodium vivax	vivapain-2	0.0297	0.1176	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.1504	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0248	0.0819	0.0819
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0297	0.1176	1
Onchocerca volvulus	Cathepsin F homolog	0.0297	0.1176	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0297	0.1176	0.0923
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Echinococcus multilocularis	cathepsin L cysteine protease	0.0297	0.1176	0.0923
Entamoeba histolytica	cysteine protease, putative	0.0297	0.1176	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Schistosoma mansoni	cathepsin F (C01 family)	0.0297	0.1176	0.0923
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Loa Loa (eye worm)	carbonic anhydrase 3	0.0248	0.0819	0.0269
Onchocerca volvulus		0.0297	0.1176	1
Echinococcus multilocularis	cathepsin b	0.1504	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Trypanosoma cruzi	cysteine peptidase, putative	0.0297	0.1176	0.1176
Brugia malayi	Cathepsin L-like precursor	0.0297	0.1176	0.0923
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0248	0.0819	0.0555
Entamoeba histolytica	cysteine proteinase, putative	0.0297	0.1176	1
Leishmania major	cathepsin L-like protease	0.0297	0.1176	0.1749
Onchocerca volvulus		0.0297	0.1176	1
Echinococcus multilocularis	carbonic anhydrase II	0.0248	0.0819	0.0555
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0259	0.0897	0.0897
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0297	0.1176	0.0648
Entamoeba histolytica	cysteine proteinase, putative	0.0297	0.1176	1
Echinococcus multilocularis	cysteine protease	0.0297	0.1176	0.0923
Trypanosoma cruzi	cysteine proteinase, putative	0.0174	0.0279	0.0279
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0213	0.0565	0.1104
Leishmania major	cathepsin L-like protease	0.0297	0.1176	0.1749
Echinococcus multilocularis	cysteine protease	0.0297	0.1176	0.0923
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Toxoplasma gondii	cathepsin B	0.0528	0.2863	1
Entamoeba histolytica	cysteine proteinase, putative	0.0213	0.0565	0.3182
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0248	0.0819	0.0819
Trypanosoma cruzi	cysteine peptidase, putative	0.0174	0.0279	0.0279
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0342	0.1509	0.4757
Trypanosoma cruzi	cysteine peptidase, putative	0.0342	0.1509	0.1509
Trypanosoma cruzi	cysteine peptidase (N-terminal), putative	0.0174	0.0279	0.0279
Schistosoma mansoni	cathepsin F (C01 family)	0.0297	0.1176	0.0923
Onchocerca volvulus		0.0297	0.1176	1
Leishmania major	cathepsin L-like protease	0.0342	0.1509	0.3374
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1504	1	1
Echinococcus granulosus	cathepsin b	0.1504	1	1
Brugia malayi	Cathepsin L-like precursor	0.0297	0.1176	0.0923
Onchocerca volvulus		0.0297	0.1176	1
Echinococcus granulosus	cathepsin l1	0.0297	0.1176	0.0923
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0297	0.1176	0.3471
Giardia lamblia	Cathepsin B precursor	0.0528	0.2863	0.5
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0248	0.0819	0.0555
Onchocerca volvulus	Cathepsin L homolog	0.0297	0.1176	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.1504	1	1
Plasmodium vivax	vivapain-2	0.0297	0.1176	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0297	0.1176	0.0923
Brugia malayi	Cathepsin L-like precursor	0.0213	0.0565	0.0294
Echinococcus multilocularis	cathepsin b	0.1504	1	1
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0248	0.0819	0.0555
Onchocerca volvulus		0.0297	0.1176	1
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0528	0.2863	1
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0297	0.1176	0.0923
Leishmania major	cathepsin L-like protease	0.0342	0.1509	0.3374
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0248	0.0819	0.0269
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0297	0.1176	0.3471
Brugia malayi	Cathepsin L-like precursor	0.0297	0.1176	0.0923
Loa Loa (eye worm)	ctsf protein	0.0297	0.1176	0.0648
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0528	0.2863	1
Leishmania major	cathepsin L-like protease	0.0297	0.1176	0.1749
Loa Loa (eye worm)	fibroinase	0.0297	0.1176	0.0648

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 8.13 nM	Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine-B assay	ChEMBL.	25255434
Ki (binding)	= 0.67 nM	Inhibition of human recombinant carbonic anhydrase 12 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Ki (binding)	= 8.5 nM	Inhibition of human recombinant carbonic anhydrase 2 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Ki (binding)	= 51.2 nM	Inhibition of human recombinant carbonic anhydrase 9 preincubated for 15 mins by stopped-flow CO2 hydrase assay	ChEMBL.	25255434
Ki (binding)	= 283 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)	= 0.311 %	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: CHEMBL3342492

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 934858