TDR Targets

Basic information

Technical information

TDR Targets ID: 47818
Name: 2-[2-[bis(carboxymethyl)amino]ethyl-[2-(2-flu oro-4-sulfamoylanilino)-2-oxoethyl]amino]acet ic acid
MW: 464.423 | Formula: C16H21FN4O9S
H donors: 5 H acceptors: 9 LogP: -5.91 Rotable bonds: 14
Rule of 5 violations (Lipinski): 1
SMILES: O=C(Nc1ccc(cc1F)S(=O)(=O)N)CN(CC(=O)O)CCN(CC(=O)O)CC(=O)O
InChi: 1S/C16H21FN4O9S/c17-11-5-10(31(18,29)30)1-2-12(11)19-13(22)6-20(7-14(23)24)3-4-21(8-15(25)26)9-16(27)28/h1-2,5H,3-4,6-9H2,(H,19,22)(H,23,24)(H,25,26)(H,27,28)(H2,18,29,30)
InChiKey: VESLPAFULFVXBB-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

2-[2-[bis(carboxymethyl)amino]ethyl-[2-(2-fluoro-4-sulfamoyl-anilino)-2-oxo-ethyl]amino]acetic acid
2-[2-[bis(carboxymethyl)amino]ethyl-[2-[(2-fluoro-4-sulfamoyl-phenyl)amino]-2-oxo-ethyl]amino]ethanoic acid
2-[2-[bis(carboxymethyl)amino]ethyl-[2-(2-fluoro-4-sulfamoyl-anilino)-2-keto-ethyl]amino]acetic acid
2-[2-(bis(carboxymethyl)amino)ethyl-[2-[(2-fluoro-4-sulfamoylphenyl)amino]-2-oxoethyl]amino]acetic acid
2-[2-(bis(carboxymethyl)amino)ethyl-[2-[(2-fluoro-4-sulfamoyl-phenyl)amino]-2-oxo-ethyl]amino]acetic acid
2-[2-(bis(carboxymethyl)amino)ethyl-[2-[(2-fluoro-4-sulfamoyl-phenyl)amino]-2-keto-ethyl]amino]acetic acid
2-[2-(bis(carboxymethyl)amino)ethyl-[2-[(2-fluoro-4-sulfamoyl-phenyl)amino]-2-oxo-ethyl]amino]ethanoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Bos taurus	Carbonic anhydrase IV	Starlite/ChEMBL	References
Homo sapiens	carbonic anhydrase II	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
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	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
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	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
Leishmania major	carbonic anhydrase-like protein	Get druggable targets OG5_127628	All targets in OG5_127628
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
Brugia malayi	Eukaryotic-type carbonic anhydrase family 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
Leishmania braziliensis	carbonic anhydrase-like protein	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
Trypanosoma brucei	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
Brugia malayi	Putative carbonic anhydrase 5 precursor	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 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
Leishmania mexicana	carbonic anhydrase-like protein	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
Loa Loa (eye worm)	carbonic anhydrase 3	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
Schistosoma mansoni	carbonic anhydrase-related	Carbonic anhydrase IV	312 aa	264 aa	24.2 %
Brugia malayi	Carbonic anhydrase like protein 2 precursor	carbonic anhydrase II	260 aa	259 aa	32.0 %
Schistosoma mansoni	carbonic anhydrase-related	Carbonic anhydrase IV	312 aa	265 aa	26.0 %
Brugia malayi	Carbonic anhydrase like protein 2 precursor	Carbonic anhydrase IV	312 aa	268 aa	24.6 %
Loa Loa (eye worm)	hypothetical protein	Carbonic anhydrase IV	312 aa	268 aa	25.4 %
Leishmania mexicana	carbonic anhydrase-like protein	Carbonic anhydrase IV	312 aa	287 aa	26.8 %
Onchocerca volvulus		Carbonic anhydrase IV	312 aa	252 aa	23.4 %
Leishmania braziliensis	carbonic anhydrase-like protein	Carbonic anhydrase IV	312 aa	277 aa	25.6 %
Leishmania infantum	carbonic anhydrase-like protein	Carbonic anhydrase IV	312 aa	277 aa	26.7 %
Trypanosoma brucei	carbonic anhydrase-like protein	carbonic anhydrase I	261 aa	281 aa	25.3 %
Schistosoma japonicum	ko:K01672 carbonic anhydrase [EC4.2.1.1], putative	Carbonic anhydrase IV	312 aa	253 aa	26.9 %
Echinococcus multilocularis	carbonic anhydrase	Carbonic anhydrase IV	312 aa	259 aa	30.1 %
Echinococcus granulosus	carbonic anhydrase	Carbonic anhydrase IV	312 aa	304 aa	29.6 %
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	Carbonic anhydrase IV	312 aa	264 aa	25.4 %
Schistosoma japonicum	ko:K01672 carbonic anhydrase [EC4.2.1.1], putative	Carbonic anhydrase IV	312 aa	322 aa	28.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Onchocerca volvulus		0.0088	0	0.5
Echinococcus multilocularis	carbonic anhydrase II	0.0248	0.0935	0.3915
Plasmodium falciparum	carbonic anhydrase	0.0134	0.0272	0.5
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0134	0.0272	0.1138
Schistosoma mansoni	hypothetical protein	0.0497	0.239	0.5482
Loa Loa (eye worm)	apoptosis regulator protein	0.0497	0.239	1
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0248	0.0935	0.5
Onchocerca volvulus		0.0088	0	0.5
Schistosoma mansoni	carbonic anhydrase-related	0.0134	0.0272	0.0624
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0248	0.0935	0.2146
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0248	0.0935	0.3915
Echinococcus multilocularis	EGFP:Bcl2 fusion protein	0.0497	0.239	1
Onchocerca volvulus		0.0088	0	0.5
Onchocerca volvulus		0.0088	0	0.5
Onchocerca volvulus		0.0088	0	0.5
Schistosoma mansoni	carbonic anhydrase-related	0.0134	0.0272	0.0624
Onchocerca volvulus		0.0088	0	0.5
Echinococcus granulosus	Bcl 2 ous antagonist:killer	0.0497	0.239	1
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0134	0.0272	0.1138
Echinococcus multilocularis	Bcl 2 ous antagonist:killer	0.0497	0.239	1
Leishmania major	carbonic anhydrase-like protein	0.0248	0.0935	0.5
Loa Loa (eye worm)	hypothetical protein	0.0134	0.0272	0.1138
Mycobacterium tuberculosis	Isocitrate lyase Icl (isocitrase) (isocitratase)	0.1801	1	0.5
Loa Loa (eye worm)	hypothetical protein	0.0134	0.0272	0.1138
Schistosoma mansoni	carbonic anhydrase	0.0134	0.0272	0.0624
Echinococcus granulosus	carbonic anhydrase	0.0134	0.0272	0.1138
Trypanosoma brucei	carbonic anhydrase-like protein	0.0248	0.0935	0.5
Mycobacterium tuberculosis	Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl)	0.1801	1	0.5
Schistosoma mansoni	nuclear hormone receptor superfamily protein-related	0.0834	0.4359	1
Loa Loa (eye worm)	hypothetical protein	0.0497	0.239	1
Brugia malayi	Apoptosis regulator proteins, Bcl-2 family protein	0.0497	0.239	1
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0134	0.0272	0.1138
Onchocerca volvulus		0.0088	0	0.5
Echinococcus granulosus	carbonic anhydrase	0.0134	0.0272	0.1138
Onchocerca volvulus		0.0088	0	0.5
Mycobacterium ulcerans	isocitrate lyase AceAb	0.1801	1	0.5
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0248	0.0935	0.3915
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0134	0.0272	0.1138
Onchocerca volvulus		0.0088	0	0.5
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.0248	0.0935	0.2146
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0134	0.0272	0.1138
Onchocerca volvulus		0.0088	0	0.5
Onchocerca volvulus		0.0088	0	0.5
Onchocerca volvulus	Dopamine\/Ecdysteroid receptor homolog	0.0088	0	0.5
Schistosoma mansoni	apoptosis regulator bax	0.0497	0.239	0.5482
Loa Loa (eye worm)	hypothetical protein	0.0134	0.0272	0.1138
Toxoplasma gondii	hypothetical protein	0.0134	0.0272	0.5
Onchocerca volvulus		0.0088	0	0.5
Schistosoma mansoni	carbonic anhydrase-related	0.0134	0.0272	0.0624
Onchocerca volvulus		0.0088	0	0.5
Schistosoma mansoni	bcl-2 homologous antagonist/killer (bak)	0.0497	0.239	0.5482
Schistosoma mansoni	hypothetical protein	0.0497	0.239	0.5482
Schistosoma mansoni	hypothetical protein	0.0134	0.0272	0.0624
Brugia malayi	Putative carbonic anhydrase 5 precursor	0.0248	0.0935	0.3915
Onchocerca volvulus		0.0088	0	0.5
Loa Loa (eye worm)	carbonic anhydrase 3	0.0248	0.0935	0.3915
Mycobacterium tuberculosis	Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl)	0.1801	1	0.5
Echinococcus multilocularis	carbonic anhydrase	0.0134	0.0272	0.1138
Onchocerca volvulus		0.0088	0	0.5
Onchocerca volvulus		0.0088	0	0.5
Echinococcus granulosus	EGFP:Bcl2 fusion protein	0.0497	0.239	1
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.0248	0.0935	0.5
Echinococcus multilocularis	carbonic anhydrase	0.0134	0.0272	0.1138
Echinococcus granulosus	carbonic anhydrase	0.0134	0.0272	0.1138
Onchocerca volvulus	Neuropeptide F receptor homolog	0.0088	0	0.5
Onchocerca volvulus		0.0088	0	0.5
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0134	0.0272	0.1138
Echinococcus granulosus	carbonic anhydrase II	0.0248	0.0935	0.3915
Mycobacterium ulcerans	isocitrate lyase Icl	0.1801	1	0.5
Schistosoma mansoni	hypothetical protein	0.0497	0.239	0.5482
Echinococcus multilocularis	carbonic anhydrase	0.0134	0.0272	0.1138

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 31 nm	Inhibitory activity against Human carbonic anhydrase II	ChEMBL.	11906288
Ki (binding)	= 31 nm	Inhibitory activity against Human carbonic anhydrase II	ChEMBL.	11906288
Ki (binding)	= 40 nm	Inhibitory activity against bovine carbonic anhydrase IV	ChEMBL.	11906288
Ki (binding)	= 40 nm	Inhibitory activity against bovine carbonic anhydrase IV	ChEMBL.	11906288
Ki (binding)	= 360 nm	Inhibitory activity against Human carbonic anhydrase I	ChEMBL.	11906288
Ki (binding)	= 360 nm	Inhibitory activity against Human carbonic anhydrase I	ChEMBL.	11906288

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: CHEMBL35907
PubChem: 10895884

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 47818