Detailed information for compound 313314

Basic information

Technical information
  • TDR Targets ID: 313314
  • Name: (2S)-N-[1-benzo[g][1,3]benzothiazol-2-yl-5-(d iaminomethylideneamino)-1-oxopentan-2-yl]-1-[ (2R)-2-(methylamino)-3-phenylpropanoyl]pyrrol idine-2-carboxamide
  • MW: 599.746 | Formula: C32H37N7O3S
  • H donors: 4 H acceptors: 4 LogP: 3.84 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: CN[C@@H](C(=O)N1CCC[C@H]1C(=O)NC(C(=O)c1nc2c(s1)c1ccccc1cc2)CCCN=C(N)N)Cc1ccccc1
  • InChi: 1S/C32H37N7O3S/c1-35-25(19-20-9-3-2-4-10-20)31(42)39-18-8-14-26(39)29(41)37-23(13-7-17-36-32(33)34)27(40)30-38-24-16-15-21-11-5-6-12-22(21)28(24)43-30/h2-6,9-12,15-16,23,25-26,35H,7-8,13-14,17-19H2,1H3,(H,37,41)(H4,33,34,36)/t23?,25-,26+/m1/s1
  • InChiKey: MKMDZUXFZBUTJY-MGURPGMTSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-N-[1-(benzo[g][1,3]benzothiazole-2-carbonyl)-4-guanidino-butyl]-1-[(2R)-2-(methylamino)-3-phenyl-propanoyl]pyrrolidine-2-carboxamide
  • (2S)-N-[1-[2-benzo[g][1,3]benzothiazolyl(oxo)methyl]-4-guanidinobutyl]-1-[(2R)-2-(methylamino)-1-oxo-3-phenylpropyl]-2-pyrrolidinecarboxamide
  • (2S)-N-[1-benzo[g][1,3]benzothiazol-2-yl-5-[bis(azanyl)methylideneamino]-1-oxo-pentan-2-yl]-1-[(2R)-2-(methylamino)-3-phenyl-propanoyl]pyrrolidine-2-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References
Bos taurus Trypsin I Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Trypsin family protein Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Drosophila melanogaster Jonah 65Aii Trypsin I   246 aa 265 aa 34.3 %
Schistosoma mansoni cercarial elastase (S01 family) Trypsin I   246 aa 241 aa 27.0 %
Drosophila melanogaster CG32277 gene product from transcript CG32277-RA Trypsin I   246 aa 267 aa 29.2 %
Schistosoma mansoni cercarial elastase (S01 family) Trypsin I   246 aa 241 aa 27.0 %
Drosophila melanogaster CG30323 gene product from transcript CG30323-RB Trypsin I   246 aa 208 aa 23.1 %
Drosophila melanogaster CG30288 gene product from transcript CG30288-RC Trypsin I   246 aa 250 aa 29.6 %
Mycobacterium tuberculosis Membrane-associated serine protease Trypsin I   246 aa 203 aa 20.7 %
Drosophila melanogaster CG3916 gene product from transcript CG3916-RA Trypsin I   246 aa 269 aa 31.6 %
Onchocerca volvulus Trypsin I   246 aa 210 aa 21.0 %
Echinococcus multilocularis glycoprotein Antigen 5 Trypsin I   246 aa 299 aa 21.7 %
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) Trypsin I   246 aa 287 aa 27.9 %
Schistosoma japonicum Transmembrane protease, serine 9, putative Trypsin I   246 aa 250 aa 23.6 %
Echinococcus multilocularis enteropeptidase Trypsin I   246 aa 230 aa 27.0 %
Echinococcus multilocularis Mastin Trypsin I   246 aa 306 aa 23.2 %
Echinococcus granulosus Mastin Trypsin I   246 aa 306 aa 23.2 %
Drosophila melanogaster CG11313 gene product from transcript CG11313-RC Trypsin I   246 aa 223 aa 31.8 %
Drosophila melanogaster Jonah 65Aiii Trypsin I   246 aa 235 aa 34.9 %
Loa Loa (eye worm) hypothetical protein Trypsin I   246 aa 217 aa 24.0 %
Drosophila melanogaster CG10405 gene product from transcript CG10405-RB Trypsin I   246 aa 251 aa 33.9 %
Drosophila melanogaster CG18180 gene product from transcript CG18180-RA Trypsin I   246 aa 233 aa 30.0 %
Schistosoma japonicum ko:K01346 pancreatic elastase II [EC3.4.21.71], putative Trypsin I   246 aa 305 aa 23.9 %
Drosophila melanogaster CG4815 gene product from transcript CG4815-RA Trypsin I   246 aa 205 aa 27.8 %
Drosophila melanogaster CG4914 gene product from transcript CG4914-RA Trypsin I   246 aa 246 aa 38.2 %
Schistosoma japonicum ko:K09637 transmembrane protease, serine 6, putative Trypsin I   246 aa 242 aa 30.6 %
Drosophila melanogaster CG13744 gene product from transcript CG13744-RA Trypsin I   246 aa 249 aa 31.3 %
Drosophila melanogaster Jonah 66Ci Trypsin I   246 aa 272 aa 30.5 %
Echinococcus multilocularis transmembrane protease serine 3 Trypsin I   246 aa 233 aa 33.9 %
Drosophila melanogaster Spatzle-Processing Enzyme Trypsin I   246 aa 272 aa 31.6 %
Drosophila melanogaster CG30083 gene product from transcript CG30083-RB Trypsin I   246 aa 209 aa 31.1 %
Drosophila melanogaster CG30287 gene product from transcript CG30287-RA Trypsin I   246 aa 259 aa 26.6 %
Drosophila melanogaster CG33458 gene product from transcript CG33458-RA Trypsin I   246 aa 248 aa 28.2 %
Drosophila melanogaster CG17239 gene product from transcript CG17239-RB Trypsin I   246 aa 223 aa 34.5 %
Schistosoma mansoni aminopeptidase PILS (M01 family) Trypsin I   246 aa 301 aa 23.9 %
Echinococcus granulosus enteropeptidase Trypsin I   246 aa 230 aa 27.0 %
Drosophila melanogaster CG14990 gene product from transcript CG14990-RA Trypsin I   246 aa 238 aa 28.6 %
Onchocerca volvulus Trypsin I   246 aa 247 aa 21.1 %
Drosophila melanogaster CG9673 gene product from transcript CG9673-RB Trypsin I   246 aa 260 aa 27.7 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Trypsin I   246 aa 262 aa 34.0 %
Drosophila melanogaster CG33465 gene product from transcript CG33465-RC Trypsin I   246 aa 235 aa 25.1 %
Drosophila melanogaster CG31326 gene product from transcript CG31326-RA Trypsin I   246 aa 249 aa 24.5 %
Drosophila melanogaster CG31220 gene product from transcript CG31220-RB Trypsin I   246 aa 227 aa 29.5 %
Drosophila melanogaster CG18420 gene product from transcript CG18420-RA Trypsin I   246 aa 243 aa 28.8 %
Drosophila melanogaster CG3505 gene product from transcript CG3505-RA Trypsin I   246 aa 235 aa 29.8 %
Schistosoma japonicum Cercarial protease precursor (EC 3.4.21.-) (Cercarial elastase), putative Trypsin I   246 aa 207 aa 24.6 %
Drosophila melanogaster CG9733 gene product from transcript CG9733-RB Trypsin I   246 aa 262 aa 30.1 %
Echinococcus granulosus glycoprotein Antigen 5 Trypsin I   246 aa 299 aa 23.4 %
Onchocerca volvulus Trypsin I   246 aa 266 aa 22.2 %
Schistosoma mansoni cercarial elastase (S01 family) Trypsin I   246 aa 234 aa 26.9 %
Drosophila melanogaster CG31267 gene product from transcript CG31267-RA Trypsin I   246 aa 234 aa 32.5 %
Drosophila melanogaster Jonah 99Ci Trypsin I   246 aa 237 aa 32.9 %
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family Trypsin I   246 aa 287 aa 27.5 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Trypsin I   246 aa 304 aa 24.0 %
Brugia malayi Trypsin family protein Trypsin I   246 aa 270 aa 23.3 %
Echinococcus granulosus transmembrane protease serine 3 Trypsin I   246 aa 233 aa 33.5 %
Neospora caninum glycine cleavage T-protein domain containing protein, putative Trypsin I   246 aa 203 aa 21.7 %
Drosophila melanogaster CG34436 gene product from transcript CG34436-RA Trypsin I   246 aa 208 aa 24.0 %
Drosophila melanogaster CG5909 gene product from transcript CG5909-RA Trypsin I   246 aa 261 aa 28.0 %
Schistosoma japonicum Enteropeptidase, putative Trypsin I   246 aa 264 aa 24.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Toxoplasma gondii 4'-phosphopantetheinyl transferase superfamily protein 0.0023 0.0105 0.147
Toxoplasma gondii 4'-phosphopantetheinyl transferase domain-containing protein 0.0023 0.0105 0.147
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.014 0.4499 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0038 0.0653 0.1111
Mycobacterium ulcerans 4'-phosphopantetheinyl transferase 0.0023 0.0105 0.0234
Schistosoma mansoni tar DNA-binding protein 0.0128 0.4055 0.6899
Loa Loa (eye worm) hypothetical protein 0.0021 0.0041 0.0101
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0117 0.3616 0.6152
Trypanosoma brucei hypothetical protein, conserved 0.0023 0.0105 0.1053
Wolbachia endosymbiont of Brugia malayi 4'-phosphopantetheinyl transferase 0.0023 0.0105 0.5
Onchocerca volvulus 0.0117 0.3616 1
Echinococcus multilocularis tissue type plasminogen activator 0.0021 0.0041 0.007
Chlamydia trachomatis holo [acyl-carrier protein] synthase 0.0023 0.0105 0.5
Schistosoma mansoni transcription factor LCR-F1 0.0038 0.0653 0.1111
Trypanosoma brucei DNA polymerase eta, putative 0.0047 0.0997 1
Plasmodium falciparum holo-[acyl-carrier-protein] synthase, putative 0.0023 0.0105 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Mycobacterium tuberculosis holo-[acyl-carrier protein] synthase AcpS (holo-ACP synthase) (CoA:APO-[ACP]pantetheinephosphotransferase) (CoA:APO-[acyl-carrie 0.0023 0.0105 0.0234
Loa Loa (eye worm) hypothetical protein 0.0117 0.3616 0.8917
Loa Loa (eye worm) hypothetical protein 0.0117 0.3616 0.8917
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.014 0.4499 1
Echinococcus multilocularis dna polymerase eta 0.0047 0.0997 0.1697
Mycobacterium ulcerans phosphopantetheinyl transferase, PptII 0.0023 0.0105 0.0234
Plasmodium vivax holo-[acyl-carrier-protein] synthase, putative 0.0023 0.0105 1
Schistosoma mansoni DNA polymerase eta 0.0047 0.0997 0.1697
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0287 1 1
Brugia malayi Protein kinase domain containing protein 0.0021 0.0041 0.0101
Entamoeba histolytica hypothetical protein 0.0023 0.0105 0.0105
Loa Loa (eye worm) TAR-binding protein 0.0128 0.4055 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Brugia malayi ImpB/MucB/SamB family protein 0.0047 0.0997 0.2459
Trypanosoma cruzi hypothetical protein, conserved 0.0021 0.0041 0.0412
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0082 0.2304 0.392
Leishmania major DNA polymerase eta, putative 0.0033 0.0476 0.4775
Entamoeba histolytica hypothetical protein 0.0038 0.0653 0.0653
Loa Loa (eye worm) hypothetical protein 0.0047 0.0997 0.2459
Echinococcus granulosus dna polymerase eta 0.0047 0.0997 0.1697
Schistosoma mansoni hypothetical protein 0.0021 0.0041 0.007
Schistosoma mansoni hypothetical protein 0.0177 0.5878 1
Echinococcus multilocularis tar DNA binding protein 0.0128 0.4055 0.6899
Leishmania major hypothetical protein, conserved 0.0021 0.0041 0.0412
Entamoeba histolytica hypothetical protein 0.0038 0.0653 0.0653
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0117 0.3616 0.6152
Trypanosoma cruzi DNA polymerase eta, putative 0.0047 0.0997 1
Echinococcus granulosus geminin 0.0177 0.5878 1
Loa Loa (eye worm) RNA binding protein 0.0128 0.4055 1
Treponema pallidum fructose-bisphosphate aldolase 0.0287 1 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Brugia malayi hypothetical protein 0.0038 0.0653 0.161
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Trypanosoma cruzi DNA polymerase eta, putative 0.0033 0.0476 0.4775
Onchocerca volvulus 0.0082 0.2304 0.633
Onchocerca volvulus 0.0106 0.3227 0.8912
Giardia lamblia Fructose-bisphosphate aldolase 0.0287 1 1
Echinococcus multilocularis geminin 0.0177 0.5878 1
Schistosoma mansoni tar DNA-binding protein 0.0128 0.4055 0.6899
Echinococcus granulosus L aminoadipate semialdehyde 0.0082 0.2304 0.392
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0082 0.2304 0.5682
Schistosoma mansoni hypothetical protein 0.0038 0.0653 0.1111
Loa Loa (eye worm) TK/ROR protein kinase 0.0021 0.0041 0.0101
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0038 0.0653 0.1111
Brugia malayi Kringle domain containing protein 0.0021 0.0041 0.0101
Schistosoma mansoni tar DNA-binding protein 0.0128 0.4055 0.6899
Entamoeba histolytica hypothetical protein 0.0038 0.0653 0.0653
Brugia malayi RNA binding protein 0.0128 0.4055 1
Brugia malayi RNA recognition motif domain containing protein 0.0128 0.4055 1
Brugia malayi Trypsin family protein 0.0117 0.3616 0.8917
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.014 0.4499 1
Loa Loa (eye worm) hypothetical protein 0.0082 0.2304 0.5682
Schistosoma mansoni hypothetical protein 0.0177 0.5878 1
Echinococcus granulosus tissue type plasminogen activator 0.0021 0.0041 0.007
Echinococcus multilocularis L aminoadipate semialdehyde 0.0082 0.2304 0.392
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Schistosoma mansoni tar DNA-binding protein 0.0128 0.4055 0.6899
Leishmania major DNA polymerase eta, putative 0.0047 0.0997 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0128 0.4055 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0287 1 1
Leishmania major phosphopantetheinyl transferase-like protein 0.0023 0.0105 0.1053
Entamoeba histolytica hypothetical protein 0.0038 0.0653 0.0653
Brugia malayi TAR-binding protein 0.0128 0.4055 1
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0033 0.0476 1
Schistosoma mansoni tar DNA-binding protein 0.0128 0.4055 0.6899
Echinococcus granulosus tar DNA binding protein 0.0128 0.4055 0.6899

Activities

Activity type Activity value Assay description Source Reference
Delta BP (functional) = -51 % Percent change in blood pressure in guinea pig at 10 mg/kg dose ChEMBL. 15771442
IC50 (functional) nM Inhibitory concentation of the compound was determined againstgelfiltered platelet aggregation induced by alpha thrombin; Not determined ChEMBL. 15771442
IC50 (functional) 0 nM Inhibitory concentation of the compound was determined againstgelfiltered platelet aggregation induced by alpha thrombin; Not determined ChEMBL. 15771442
IC50 (binding) = 60 nM Inhibitory concentation against human alpha thrombin ChEMBL. 15771442
IC50 (binding) = 60 nM Inhibitory concentation against human alpha thrombin ChEMBL. 15771442
Ki (binding) = 0.58 nM Binding affinity determined against human alpha thrombin ChEMBL. 15771442
Ki (binding) = 0.58 nM Binding affinity determined against human alpha thrombin ChEMBL. 15771442
Ki (binding) = 15 nM Binding affinity against bovine trypsin ChEMBL. 15771442
Ki (binding) = 15 nM Binding affinity against bovine trypsin ChEMBL. 15771442

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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