Detailed information for compound 116987

Basic information

Technical information
  • TDR Targets ID: 116987
  • Name: N-hydroxy-2-[(2-nitrophenyl)methyl-(1,1,2,2,3 ,3,4,4,4-nonafluorobutylsulfonyl)amino]propan amide
  • MW: 521.312 | Formula: C14H12F9N3O6S
  • H donors: 2 H acceptors: 6 LogP: 3.32 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: ONC(=O)C(N(S(=O)(=O)C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)Cc1ccccc1[N+](=O)[O-])C
  • InChi: 1S/C14H12F9N3O6S/c1-7(10(27)24-28)25(6-8-4-2-3-5-9(8)26(29)30)33(31,32)14(22,23)12(17,18)11(15,16)13(19,20)21/h2-5,7,28H,6H2,1H3,(H,24,27)
  • InChiKey: UTERPWJSMDDIGY-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-[(2-nitrophenyl)methyl-(1,1,2,2,3,3,4,4,4-nonafluorobutylsulfonyl)amino]propanehydroxamic acid
  • 2-[(2-nitrobenzyl)-(1,1,2,2,3,3,4,4,4-nonafluorobutylsulfonyl)amino]propanehydroxamic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens carbonic anhydrase I Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) Starlite/ChEMBL References
Homo sapiens carbonic anhydrase II Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 13 (collagenase 3) References
Homo sapiens matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase) Starlite/ChEMBL References
Bos taurus Carbonic anhydrase IV Starlite/ChEMBL References
Clostridium perfringens (strain 13 / Type A) Microbial collagenase Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 8 (neutrophil collagenase) 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
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
Brugia malayi Eukaryotic-type carbonic anhydrase family 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
Leishmania braziliensis 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
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 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
Leishmania donovani 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
Leishmania major 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
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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
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 %
Onchocerca volvulus Carbonic anhydrase IV   312 aa 252 aa 23.4 %
Brugia malayi Carbonic anhydrase like protein 2 precursor Carbonic anhydrase IV   312 aa 268 aa 24.6 %
Brugia malayi Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 13 (collagenase 3) 471 aa 448 aa 34.1 %
Schistosoma mansoni carbonic anhydrase-related Carbonic anhydrase IV   312 aa 265 aa 26.0 %
Schistosoma japonicum ko:K01672 carbonic anhydrase [EC4.2.1.1], putative Carbonic anhydrase IV   312 aa 253 aa 26.9 %
Leishmania infantum carbonic anhydrase-like protein Carbonic anhydrase IV   312 aa 277 aa 26.7 %
Loa Loa (eye worm) hypothetical protein Carbonic anhydrase IV   312 aa 268 aa 25.4 %
Trypanosoma cruzi carbonic anhydrase-like protein, putative Carbonic anhydrase IV   312 aa 264 aa 25.4 %
Schistosoma mansoni carbonic anhydrase-related Carbonic anhydrase IV   312 aa 264 aa 24.2 %
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 8 (neutrophil collagenase) 467 aa 467 aa 33.4 %
Schistosoma japonicum ko:K01672 carbonic anhydrase [EC4.2.1.1], putative Carbonic anhydrase IV   312 aa 322 aa 28.3 %
Brugia malayi Carbonic anhydrase like protein 2 precursor carbonic anhydrase II 260 aa 259 aa 32.0 %
Leishmania mexicana carbonic anhydrase-like protein Carbonic anhydrase IV   312 aa 287 aa 26.8 %
Leishmania braziliensis carbonic anhydrase-like protein Carbonic anhydrase IV   312 aa 277 aa 25.6 %
Trypanosoma brucei carbonic anhydrase-like protein carbonic anhydrase I 261 aa 281 aa 25.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.0665 0.2516
Echinococcus granulosus carbonic anhydrase 0.0101 0.1964 0.173
Echinococcus granulosus carbonic anhydrase II 0.0214 0.4654 0.4498
Trichomonas vaginalis chromobox protein, putative 0.0024 0.0156 0.0186
Brugia malayi Calcitonin receptor-like protein seb-1 0.0024 0.0153 0.0059
Toxoplasma gondii hypothetical protein 0.0101 0.1964 0.5
Brugia malayi serine/threonine-protein kinase plk-2 0.0046 0.0665 0.0859
Loa Loa (eye worm) hypothetical protein 0.0024 0.0153 0.0235
Treponema pallidum signal peptidase I (sip) 0.0128 0.2618 0.5
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.003 0.0283 0.0263
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.0046 0.0665 0.1021
Onchocerca volvulus 0.0121 0.2447 0.4121
Trichomonas vaginalis chromobox protein, putative 0.004 0.0534 0.1919
Loa Loa (eye worm) matrixin family protein 0.0293 0.651 1
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.0665 0.2516
Mycobacterium tuberculosis Probable signal peptidase I LepB (SPASE I) (leader peptidase I). 0.0178 0.3798 1
Schistosoma mansoni hypothetical protein 0.0101 0.1964 0.2107
Trichomonas vaginalis set domain proteins, putative 0.0115 0.2298 1
Mycobacterium ulcerans signal peptidase I LepB 0.0178 0.3798 1
Echinococcus multilocularis microtubule associated protein 2 0.0399 0.9023 0.8994
Echinococcus granulosus serine:threonine protein kinase PLK1 0.0046 0.0665 0.0392
Brugia malayi Matrixin family protein 0.0293 0.651 1
Schistosoma mansoni chromobox protein 0.004 0.0534 0.0509
Loa Loa (eye worm) transcription factor SMAD2 0.0058 0.095 0.146
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.01 0.1948 0.209
Loa Loa (eye worm) hypothetical protein 0.0121 0.2447 0.3758
Echinococcus granulosus microtubule associated protein 2 0.0399 0.9023 0.8994
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0024 0.0156 0.0263
Onchocerca volvulus 0.0115 0.2298 0.3871
Schistosoma mansoni lipoxygenase 0.0057 0.0934 0.0955
Echinococcus granulosus carbonic anhydrase 0.0101 0.1964 0.173
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.044 1 1
Brugia malayi MH2 domain containing protein 0.0058 0.095 0.1306
Loa Loa (eye worm) MH2 domain-containing protein 0.0058 0.095 0.146
Schistosoma mansoni kinase 0.0023 0.0132 0.0058
Trichomonas vaginalis CAMK family protein kinase 0.0023 0.0117 0.0009
Chlamydia trachomatis signal peptidase I 0.0128 0.2618 0.5
Onchocerca volvulus Matrix metalloproteinase homolog 0.0268 0.5937 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0214 0.4654 0.7098
Schistosoma mansoni carbonic anhydrase-related 0.0101 0.1964 0.2107
Schistosoma mansoni hypothetical protein 0.0172 0.3644 0.3986
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0121 0.2447 0.2647
Echinococcus granulosus chromobox protein 1 0.004 0.0534 0.0258
Schistosoma mansoni serine/threonine protein kinase 0.0046 0.0665 0.0654
Echinococcus multilocularis carbonic anhydrase 0.0101 0.1964 0.173
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0024 0.0153 0.0235
Onchocerca volvulus Matrilysin homolog 0.0268 0.5937 1
Loa Loa (eye worm) hypothetical protein 0.0121 0.2447 0.3758
Loa Loa (eye worm) heterochromatin protein 1 0.004 0.0534 0.0821
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.0665 0.2516
Trichomonas vaginalis CAMK family protein kinase 0.0023 0.0117 0.0009
Echinococcus granulosus carbonic anhydrase 0.0101 0.1964 0.173
Brugia malayi Matrixin family protein 0.0121 0.2447 0.3646
Onchocerca volvulus 0.0031 0.032 0.054
Loa Loa (eye worm) hypothetical protein 0.0031 0.032 0.0492
Echinococcus multilocularis carbonic anhydrase II 0.0214 0.4654 0.4498
Echinococcus multilocularis chromobox protein 1 0.004 0.0534 0.0258
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0214 0.4654 1
Mycobacterium leprae PROBABLE SIGNAL PEPTIDASE I LEPB (SPASE I) (LEADER PEPTIDASE I). 0.0178 0.3798 1
Echinococcus granulosus chromobox protein 1 0.004 0.0534 0.0258
Loa Loa (eye worm) hypothetical protein 0.0101 0.1964 0.3017
Loa Loa (eye worm) hypothetical protein 0.0101 0.1964 0.3017
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0101 0.1964 0.2891
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0214 0.4654 0.715
Trichomonas vaginalis chromobox protein, putative 0.0024 0.0156 0.0186
Brugia malayi Heterochromatin protein 1 0.004 0.0534 0.0655
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0214 0.4654 0.5115
Brugia malayi solute carrier family 40, member 1 0.0031 0.032 0.0321
Schistosoma mansoni carbonic anhydrase-related 0.0101 0.1964 0.2107
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0101 0.1964 0.2891
Leishmania major carbonic anhydrase-like protein 0.0214 0.4654 1
Onchocerca volvulus Serine\/threonine kinase homolog 0.0046 0.0665 0.1119
Loa Loa (eye worm) carbonic anhydrase 3 0.0214 0.4654 0.715
Schistosoma mansoni carbonic anhydrase 0.0101 0.1964 0.2107
Schistosoma mansoni microtubule-associated protein tau 0.0399 0.9023 1
Treponema pallidum signal peptidase I 0.0128 0.2618 0.5
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0101 0.1964 0.2891
Loa Loa (eye worm) hypothetical protein 0.0121 0.2447 0.3758
Plasmodium falciparum carbonic anhydrase 0.0101 0.1964 0.5
Onchocerca volvulus 0.0172 0.3644 0.6138
Brugia malayi Hemopexin family protein 0.0172 0.3644 0.5519
Loa Loa (eye worm) matrix metalloproteinase 0.0121 0.2447 0.3758
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0101 0.1968 0.3023
Echinococcus multilocularis carbonic anhydrase 0.0101 0.1964 0.173
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0026 0.0195 0.0299
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.0665 0.2516
Wolbachia endosymbiont of Brugia malayi extracellular metallopeptidase 0.0365 0.8225 1
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0214 0.4654 0.7098
Entamoeba histolytica serine/threonine protein kinase, putative 0.0046 0.0665 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0024 0.0153 0.0059
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.0147 0.3071 0.7932
Giardia lamblia Kinase, PLK 0.0046 0.0665 0.5
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0057 0.0934 0.0669
Onchocerca volvulus Matrilysin homolog 0.0121 0.2447 0.4121
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0214 0.4654 1
Trichomonas vaginalis chromobox protein, putative 0.004 0.0534 0.1919
Brugia malayi Pre-SET motif family protein 0.0101 0.1968 0.2897
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.0665 0.2516
Loa Loa (eye worm) hypothetical protein 0.0147 0.3071 0.4718
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0023 0.0115 0.0194
Schistosoma mansoni chromobox protein 0.004 0.0534 0.0509
Schistosoma mansoni polycystin 1-related 0.0042 0.0567 0.0545
Loa Loa (eye worm) hypothetical protein 0.0101 0.1964 0.3017
Brugia malayi Matrixin family protein 0.0121 0.2447 0.3646
Onchocerca volvulus 0.0021 0.0079 0.0134
Trypanosoma brucei carbonic anhydrase-like protein 0.0214 0.4654 1
Mycobacterium ulcerans hydrolase 0.0147 0.3071 0.7932
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0057 0.0934 0.0669
Brugia malayi Matrixin family protein 0.0121 0.2447 0.3646
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0101 0.1964 0.2891
Echinococcus multilocularis carbonic anhydrase 0.0101 0.1964 0.173
Echinococcus multilocularis chromobox protein 1 0.004 0.0534 0.0258
Schistosoma mansoni carbonic anhydrase-related 0.0101 0.1964 0.2107
Schistosoma mansoni lipoxygenase 0.004 0.0527 0.05
Brugia malayi Matrixin family protein 0.0121 0.2447 0.3646
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0147 0.3071 0.4622
Loa Loa (eye worm) hypothetical protein 0.0023 0.0115 0.0177
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0101 0.1964 0.2891
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.0665 0.2516
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.0665 0.2516
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0101 0.1964 0.3017
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.0046 0.0665 0.0872
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.003 0.0283 0.0228
Loa Loa (eye worm) matrixin family protein 0.0268 0.5937 0.912
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0214 0.4654 0.5115
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.0046 0.0665 0.0392

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.62 Inhibition of MMP1 (unknown origin) ChEMBL. 17275314
Ki (binding) = 8.36 Inhibition of MMP9 (unknown origin) ChEMBL. 17275314
Ki (binding) = 8.54 Inhibition of MMP2 (unknown origin) ChEMBL. 17275314
Ki (binding) = 2.9 nM Inhibitory activity against Matrix metalloproteinase-2 ChEMBL. 11020282
Ki (binding) = 2.9 nM Inhibitory activity against Matrix metalloproteinase-2 ChEMBL. 11020282
Ki (binding) = 4.4 nM Inhibitory activity against Matrix metalloproteinase-9 ChEMBL. 11020282
Ki (binding) = 4.4 nM Inhibitory activity against Matrix metalloproteinase-9 ChEMBL. 11020282
Ki (binding) = 5.1 nM Inhibitory activity against Matrix metalloproteinase-8 ChEMBL. 11020282
Ki (binding) = 5.1 nM Inhibitory activity against Matrix metalloproteinase-8 ChEMBL. 11020282
Ki (binding) = 10 nM Inhibitory activity against clostridium histolyticum collagenase ChEMBL. 11405662
Ki (binding) = 10 nM Inhibitory activity against Clostridium histolyticum collagenase (ChC) was determined ChEMBL. 11020282
Ki (binding) = 10 nM Inhibitory activity against clostridium histolyticum collagenase ChEMBL. 11405662
Ki (binding) = 10 nM Inhibitory activity against Clostridium histolyticum collagenase (ChC) was determined ChEMBL. 11020282
Ki (binding) = 24 nM Inhibitory activity against matrix metalloproteinase-1 ChEMBL. 11020282
Ki (binding) = 24 nM Inhibitory activity against matrix metalloproteinase-1 ChEMBL. 11020282
Ki (binding) > 200 nM Inhibitory activity against human isoenzyme Carbonic anhydrase I ChEMBL. 11020282
Ki (binding) > 200 nM Inhibitory activity against human isoenzyme Carbonic anhydrase II ChEMBL. 11020282
Ki (binding) > 200 nM Inhibitory activity against bCA -IV ChEMBL. 11020282
Ki (binding) > 200 nM Inhibitory activity against human isoenzyme Carbonic anhydrase I ChEMBL. 11020282
Ki (binding) > 200 nM Inhibitory activity against human isoenzyme Carbonic anhydrase II ChEMBL. 11020282
Ki (binding) > 200 nM Inhibitory activity against bCA -IV ChEMBL. 11020282
log(1/IC50) (binding) = 7.62 Inhibition of MMP1 (unknown origin) ChEMBL. 17275314
log(1/Ki) (binding) = 8.36 Inhibition of MMP9 (unknown origin) ChEMBL. 17275314
log(1/Ki) (binding) = 8.54 Inhibition of MMP2 (unknown origin) ChEMBL. 17275314

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

Bibliographic References

3 literature references were collected for this gene.

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