Detailed information for compound 919232

Basic information

Technical information
  • TDR Targets ID: 919232
  • Name: 2-[(3S,4R)-4-[(3,4-dichloro-5-methyl1H-pyrrol e-2-carbonyl)amino]-3-methoxypiperidin-1-yl]- 4-(1,3-dimethoxypropan-2-ylcarbamoyl)-1,3-thi azole-5-carboxylic acid
  • MW: 578.466 | Formula: C22H29Cl2N5O7S
  • H donors: 4 H acceptors: 5 LogP: 2.52 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: COCC(NC(=O)c1nc(sc1C(=O)O)N1CC[C@H]([C@H](C1)OC)NC(=O)c1[nH]c(c(c1Cl)Cl)C)COC
  • InChi: 1S/C22H29Cl2N5O7S/c1-10-14(23)15(24)16(25-10)19(30)27-12-5-6-29(7-13(12)36-4)22-28-17(18(37-22)21(32)33)20(31)26-11(8-34-2)9-35-3/h11-13,25H,5-9H2,1-4H3,(H,26,31)(H,27,30)(H,32,33)/t12-,13+/m1/s1
  • InChiKey: YUIMYCWGBSPTMS-OLZOCXBDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(3S,4R)-4-[(3,4-dichloro-5-methyl-1H-pyrrole-2-carbonyl)amino]-3-methoxy-1-piperidyl]-4-[[2-methoxy-1-(methoxymethyl)ethyl]carbamoyl]thiazole-5-carboxylic acid
  • 2-[(3S,4R)-4-[[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)-oxomethyl]amino]-3-methoxy-1-piperidinyl]-4-[[[2-methoxy-1-(methoxymethyl)ethyl]amino]-oxomethyl]-5-thiazolecarboxylic acid
  • 2-[(3S,4R)-4-[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonylamino]-3-methoxy-piperidin-1-yl]-4-(1,3-dimethoxypropan-2-ylcarbamoyl)-1,3-thiazole-5-carboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli Toxin ParE Starlite/ChEMBL References
Staphylococcus aureus DNA gyrase subunit B Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium vivax DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Theileria parva DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium berghei DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium knowlesi DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium tuberculosis Possible toxin ParE1 Get druggable targets OG5_160458 All targets in OG5_160458
Leishmania donovani mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania major mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Chlamydia trachomatis DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Treponema pallidum DNA gyrase, subunit B (gyrB) Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei DNA topoisomerase ii Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei gambiense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania braziliensis mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Babesia bovis DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Neospora caninum hypothetical protein Get druggable targets OG5_128755 All targets in OG5_128755
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium falciparum DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma congolense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium ulcerans DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania mexicana mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium yoelii DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania infantum mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Neospora caninum hypothetical protein DNA gyrase subunit B   644 aa 693 aa 24.1 %
Schistosoma japonicum Viral IAP-associated factor homolog, putative Toxin ParE   103 aa 100 aa 22.0 %
Loa Loa (eye worm) TOPoisomerase family member DNA gyrase subunit B   644 aa 668 aa 26.2 %
Leishmania mexicana DNA topoisomerase ii DNA gyrase subunit B   644 aa 668 aa 23.1 %
Onchocerca volvulus Ectoderm-expressed 4 homolog DNA gyrase subunit B   644 aa 673 aa 24.1 %
Onchocerca volvulus Toxin ParE   103 aa 103 aa 23.3 %
Trypanosoma brucei gambiense DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 666 aa 23.4 %
Babesia bovis DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 587 aa 22.7 %
Toxoplasma gondii DNA topoisomerase 2, putative DNA gyrase subunit B   644 aa 664 aa 24.1 %
Candida albicans DNA topoisomerase II similar to S. cerevisiae TOP2 (YNL088W) DNA gyrase subunit B   644 aa 625 aa 25.6 %
Trypanosoma congolense DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 678 aa 22.7 %
Giardia lamblia Hypothetical protein Toxin ParE   103 aa 97 aa 27.8 %
Trypanosoma cruzi DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 674 aa 23.0 %
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein DNA gyrase subunit B   644 aa 548 aa 25.7 %
Echinococcus multilocularis DNA topoisomerase 2 alpha DNA gyrase subunit B   644 aa 612 aa 25.8 %
Candida albicans DNA topoisomerase II similar to S. cerevisiae TOP2 (YNL088W) DNA gyrase subunit B   644 aa 625 aa 25.6 %
Onchocerca volvulus DNA gyrase subunit B   644 aa 624 aa 25.8 %
Dictyostelium discoideum DNA topoisomerase II DNA gyrase subunit B   644 aa 655 aa 23.8 %
Trypanosoma brucei gambiense DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 676 aa 23.4 %
Schistosoma mansoni DNA topoisomerase II DNA gyrase subunit B   644 aa 633 aa 24.3 %
Brugia malayi Probable DNA topoisomerase II DNA gyrase subunit B   644 aa 672 aa 25.9 %
Entamoeba histolytica DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 544 aa 25.0 %
Plasmodium falciparum DNA topoisomerase 2 DNA gyrase subunit B   644 aa 647 aa 23.2 %
Brugia malayi DNA topoisomerase II, alpha isozyme DNA gyrase subunit B   644 aa 659 aa 24.3 %
Trypanosoma congolense DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 678 aa 22.9 %
Leishmania braziliensis DNA topoisomerase ii DNA gyrase subunit B   644 aa 675 aa 23.0 %
Echinococcus granulosus DNA topoisomerase 2 alpha DNA gyrase subunit B   644 aa 613 aa 25.9 %
Leishmania infantum DNA topoisomerase ii DNA gyrase subunit B   644 aa 666 aa 23.6 %
Trypanosoma cruzi DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 674 aa 23.0 %
Leishmania mexicana hypothetical protein, conserved Toxin ParE   103 aa 97 aa 27.8 %
Theileria parva DNA topoisomerase II, putative DNA gyrase subunit B   644 aa 683 aa 23.9 %
Leishmania braziliensis cyclic nucleotide-binding protein-like protein Toxin ParE   103 aa 91 aa 26.4 %
Trypanosoma brucei DNA topoisomerase II beta, putative DNA gyrase subunit B   644 aa 570 aa 24.0 %
Leishmania major DNA topoisomerase ii DNA gyrase subunit B   644 aa 672 aa 23.4 %
Leishmania donovani DNA topoisomerase ii DNA gyrase subunit B   644 aa 666 aa 23.4 %
Trypanosoma brucei DNA topoisomerase II alpha, putative DNA gyrase subunit B   644 aa 676 aa 23.4 %
Onchocerca volvulus DNA gyrase subunit B   644 aa 618 aa 26.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis aminopeptidase N 0.1421 0.7188 1
Onchocerca volvulus 0.0147 0.0578 0.0804
Brugia malayi Peptidase family M1 containing protein 0.1421 0.7188 1
Trypanosoma brucei aminopeptidase, putative 0.0147 0.0578 0.178
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0147 0.0578 0.2911
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Entamoeba histolytica aminopeptidase, putative 0.0418 0.1985 1
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0147 0.0578 0.178
Trypanosoma cruzi aminopeptidase, putative 0.0418 0.1985 1
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0418 0.1985 1
Mycobacterium tuberculosis Possible toxin ParE2 0.0392 0.1847 0.132
Loa Loa (eye worm) hypothetical protein 0.1274 0.6425 1
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.0608 1
Mycobacterium tuberculosis Toxin RelG 0.0392 0.1847 0.132
Schistosoma mansoni Tata binding protein associated factor (M01 family) 0.0147 0.0578 0.2911
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0418 0.1985 1
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0147 0.0578 0.9508
Toxoplasma gondii aminopeptidase n, putative 0.0147 0.0578 1
Schistosoma mansoni aminopeptidase A (M01 family) 0.0147 0.0578 0.2911
Mycobacterium ulcerans DNA gyrase subunit B 0.0153 0.0608 0.0212
Onchocerca volvulus 0.0418 0.1985 0.2762
Brugia malayi hypothetical protein 0.0418 0.1985 0.2762
Echinococcus granulosus aminopeptidase N 0.1421 0.7188 1
Loa Loa (eye worm) hypothetical protein 0.0271 0.1222 0.1902
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0147 0.0578 0.178
Plasmodium falciparum M1-family alanyl aminopeptidase 0.0147 0.0578 0.9508
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.0608 1
Trypanosoma cruzi Aminopeptidase M1, putative 0.0418 0.1985 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Loa Loa (eye worm) hypothetical protein 0.0147 0.0578 0.0899
Loa Loa (eye worm) hypothetical protein 0.1003 0.5017 0.781
Loa Loa (eye worm) aminopeptidase N 0.0418 0.1985 0.309
Loa Loa (eye worm) leukotriene A4 hydrolase 0.0147 0.0578 0.0899
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0147 0.0578 0.178
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.0273 0.4725
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0418 0.1985 1
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.0608 1
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0147 0.0578 0.178
Plasmodium vivax M1-family alanyl aminopeptidase, putative 0.0147 0.0578 0.9508
Loa Loa (eye worm) peptidase family M1 containing protein 0.115 0.578 0.8997
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0147 0.0578 0.0804
Schistosoma mansoni cytosol alanyl aminopeptidase (M01 family) 0.0418 0.1985 1
Schistosoma mansoni family M1 non-peptidase homologue (M01 family) 0.0271 0.1222 0.6156
Echinococcus multilocularis leukotriene A 4 hydrolase 0.0147 0.0578 0.0804
Toxoplasma gondii aminopeptidase N protein 0.0147 0.0578 1
Brugia malayi Peptidase family M1 containing protein 0.0147 0.0578 0.0804
Leishmania major puromycin-sensitive aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0147 0.0578 0.178
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0153 0.0608 0.5
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0147 0.0578 0.0804
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0153 0.0608 0.5
Mycobacterium ulcerans aminopeptidase N PepN 0.0418 0.1985 1
Echinococcus granulosus puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Mycobacterium tuberculosis Toxin RelE 0.0392 0.1847 0.132
Onchocerca volvulus 0.1421 0.7188 1
Toxoplasma gondii aminopeptidase N, putative 0.0147 0.0578 1
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0418 0.1985 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.0578 0.0899
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0271 0.1222 0.17
Echinococcus multilocularis Peptidase M1, membrane alanine aminopeptidase, N terminal 0.0418 0.1985 0.2762
Echinococcus multilocularis puromycin sensitive aminopeptidase 0.0418 0.1985 0.2762
Schistosoma mansoni leukotriene A4 hydrolase (M01 family) 0.0147 0.0578 0.2911
Echinococcus granulosus leukotriene A 4 hydrolase 0.0147 0.0578 0.0804
Loa Loa (eye worm) hypothetical protein 0.0271 0.1222 0.1902
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0053 0.0088 0.5
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0418 0.1985 1
Loa Loa (eye worm) TATA binding protein associated factor 0.0147 0.0578 0.0899
Trypanosoma cruzi metallo-peptidase, Clan MA(E) Family M1 0.0271 0.1222 0.5543
Brugia malayi TATA binding protein associated factor 0.0147 0.0578 0.0804
Loa Loa (eye worm) hypothetical protein 0.0147 0.0578 0.0899
Brugia malayi hypothetical protein 0.0147 0.0578 0.0804
Trypanosoma brucei Aminopeptidase M1, putative 0.0418 0.1985 1
Trypanosoma cruzi puromycin-sensitive aminopeptidase-like protein, putative 0.0147 0.0578 0.178
Brugia malayi Peptidase family M1 containing protein 0.0418 0.1985 0.2762
Trichomonas vaginalis Clan MA, family M1, aminopeptidase N-like metallopeptidase 0.0418 0.1985 1
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0418 0.1985 1
Trypanosoma cruzi aminopeptidase, putative 0.0147 0.0578 0.178
Plasmodium falciparum M1-family alanyl aminopeptidase, putative 0.0147 0.0578 0.9508
Trypanosoma brucei Aminopeptidase M1, putative 0.0418 0.1985 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) > 200 uM Stimulation of ATPase activity of human MRP2 assessed as inorganic phosphate ChEMBL. 24959892
EC50 (binding) > 200 uM Stimulation of ATPase activity of rat Mrp2 assessed as inorganic phosphate ChEMBL. 24959892
Fu (ADMET) = 2.1 % Fraction unbound in human plasma ChEMBL. 24959892
Fu (ADMET) = 4.2 % Fraction unbound in mouse plasma ChEMBL. 24959892
IC50 (binding) < 10 nM Inhibition of ATPase activity of Staphylococcus aureus GyrB ChEMBL. 24959892
IC50 (binding) = 51 nM Inhibition of ATPase activity of Escherichia coli ParE ChEMBL. 24959892
IC50 (binding) = 75 uM Inhibition of ATPase activity of rat Mrp2 assessed as inorganic phosphate ChEMBL. 24959892
IC50 (binding) = 200 uM Inhibition of ATPase activity of human MRP2 assessed as inorganic phosphate ChEMBL. 24959892
MIC (functional) = 23 ug ml-1 Antimicrobial activity against wild-type Escherichia coli Eco523 by broth microdilution/CLSI method ChEMBL. 24959892

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

1 literature reference was collected for this gene.

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