Detailed information for compound 77032

Basic information

Technical information
  • TDR Targets ID: 77032
  • Name: methyl N'-[4-[[(2R)-2-[(4-methylphenyl)sulfon ylcarbamoylamino]-3-phenylpropanoyl]amino]phe nyl]sulfonylcarbamimidate
  • MW: 573.641 | Formula: C25H27N5O7S2
  • H donors: 4 H acceptors: 6 LogP: 3 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: COC(=N)NS(=O)(=O)c1ccc(cc1)NC(=O)[C@@H](Cc1ccccc1)NC(=O)NS(=O)(=O)c1ccc(cc1)C
  • InChi: 1S/C25H27N5O7S2/c1-17-8-12-20(13-9-17)39(35,36)30-25(32)28-22(16-18-6-4-3-5-7-18)23(31)27-19-10-14-21(15-11-19)38(33,34)29-24(26)37-2/h3-15,22H,16H2,1-2H3,(H2,26,29)(H,27,31)(H2,28,30,32)/t22-/m1/s1
  • InChiKey: BGKUKTJUWPZWNI-JOCHJYFZSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R)-N-[4-[(Z)-[amino(methoxy)methylene]amino]sulfonylphenyl]-3-phenyl-2-(p-tolylsulfonylcarbamoylamino)propanamide
  • N'-[4-[[(2R)-1-oxo-2-[[oxo-(p-tolylsulfonylamino)methyl]amino]-3-phenylpropyl]amino]phenyl]sulfonylcarbamimidic acid methyl ester
  • methyl N'-[4-[[(2R)-2-[(4-methylphenyl)sulfonylcarbamoylamino]-3-phenyl-propanoyl]amino]phenyl]sulfonylcarbamimidate
  • (2R)-N-[4-[(Z)-[amino(methoxy)methylene]amino]sulfonylphenyl]-3-phenyl-2-(tosylcarbamoylamino)propionamide
  • (2R)-N-[4-[(E)-[amino(methoxy)methylene]amino]sulfonylphenyl]-3-phenyl-2-(p-tolylsulfonylcarbamoylamino)propanamide
  • (2R)-N-[4-[(E)-[amino(methoxy)methylene]amino]sulfonylphenyl]-3-phenyl-2-(tosylcarbamoylamino)propionamide
  • (2R)-N-[4-[(amino-methoxymethylidene)amino]sulfonylphenyl]-2-[(4-methylphenyl)sulfonylcarbamoylamino]-3-phenylpropanamide
  • (2R)-N-[4-[(amino-methoxy-methylene)amino]sulfonylphenyl]-2-[(4-methylphenyl)sulfonylcarbamoylamino]-3-phenyl-propanamide
  • (2R)-N-[4-[(amino-methoxymethylene)amino]sulfonylphenyl]-2-[[[(4-methylphenyl)sulfonylamino]-oxomethyl]amino]-3-phenylpropanamide
  • (2R)-N-[4-[(amino-methoxy-methylene)amino]sulfonylphenyl]-2-[(4-methylphenyl)sulfonylcarbamoylamino]-3-phenyl-propionamide
  • (2R)-N-[4-[(amino-methoxy-methylidene)amino]sulfonylphenyl]-2-[(4-methylphenyl)sulfonylcarbamoylamino]-3-phenyl-propanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens protease, serine, 2 (trypsin 2) References
Homo sapiens protease, serine, 3 Starlite/ChEMBL References
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References
Homo sapiens protease, serine, 1 (trypsin 1) References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
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
Brugia malayi Trypsin family protein 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
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
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 2 (trypsin 2) 247 aa 240 aa 25.8 %
Brugia malayi Trypsin family protein protease, serine, 1 (trypsin 1) 247 aa 287 aa 21.6 %
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 3 261 aa 234 aa 25.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus glycoprotein Antigen 5 0.0025 0.0005 0.0209
Toxoplasma gondii DNA-directed RNA polymerase III RPC2 0.0028 0.0008 0.0421
Brugia malayi Trypsin family protein 0.0025 0.0005 0.0122
Trichomonas vaginalis glucosamine-6-phosphate isomerase, putative 0.021 0.0181 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0025 0.0005 0.015
Loa Loa (eye worm) hypothetical protein 0.0344 0.0308 1
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0025 0.0005 0.0122
Mycobacterium leprae Probable integral membrane indolylacetylinositol arabinosyltransferase EmbB (arabinosylindolylacetylinositol synthase) 1.0537 1 1
Trypanosoma cruzi N-Acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase, putative 0.021 0.0181 1
Loa Loa (eye worm) hypothetical protein 0.0344 0.0308 1
Leishmania major DNA-directed RNA polymerase polypeptide, putative 0.0028 0.0008 0.0421
Loa Loa (eye worm) hypothetical protein 0.0025 0.0005 0.0122
Entamoeba histolytica N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase, putative 0.021 0.0181 1
Entamoeba histolytica glucosamine-6-phosphate isomerase, putative 0.021 0.0181 1
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0025 0.0005 0.0209
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Echinococcus multilocularis DNA directed RNA polymerase II subunit RPB2 0.0028 0.0008 0.0375
Echinococcus multilocularis Mastin 0.0025 0.0005 0.0209
Mycobacterium ulcerans integral membrane indolylacetylinositol arabinosyltransferase EmbA 1.0537 1 1
Leishmania major hypothetical protein, conserved 0.0021 0.0001 0.0049
Treponema pallidum DNA-directed RNA polymerase subunit beta 0.055 0.0504 0.5
Loa Loa (eye worm) DNA-directed RNA polymerase 0.0023 0.0003 0.0063
Echinococcus granulosus N acetylglucosaminyl phosphatidylinositol 0.021 0.0181 1
Echinococcus multilocularis N acetylglucosaminyl phosphatidylinositol 0.021 0.0181 1
Toxoplasma gondii N-acetylglucosaminylphosphatidylinositol deacetylase 0.021 0.0181 1
Echinococcus granulosus Mastin 0.0025 0.0005 0.0209
Mycobacterium leprae DNA-DIRECTED RNA POLYMERASE (BETA CHAIN) RPOB (TRANSCRIPTASE BETA CHAIN) (RNA POLYMERASE BETA SUBUNIT) 0.055 0.0504 0.0329
Plasmodium falciparum DNA-directed RNA polymerase subunit beta, putative 0.0149 0.0123 0.6798
Loa Loa (eye worm) hypothetical protein 0.0025 0.0005 0.0122
Loa Loa (eye worm) trypsin family protein 0.0025 0.0005 0.0122
Schistosoma mansoni DNA-directed RNA polymerase III subunit 0.0028 0.0008 0.0247
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Onchocerca volvulus 0.0344 0.0308 1
Echinococcus multilocularis DNA directed RNA polymerase III subunit RPC2 0.0028 0.0008 0.0375
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Brugia malayi Trypsin family protein 0.0344 0.0308 1
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0025 0.0005 0.0209
Plasmodium falciparum DNA-directed RNA polymerase II subunit RPB2, putative 0.0028 0.0008 0.0421
Giardia lamblia DNA-directed RNA polymerase subunit B 0.0028 0.0008 0.0421
Trypanosoma brucei N-acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase 0.021 0.0181 1
Trypanosoma cruzi hypothetical protein, conserved 0.0021 0.0001 0.0049
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0025 0.0005 0.015
Plasmodium vivax DNA-directed RNA polymerase III subunit, putative 0.0028 0.0008 0.0421
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0025 0.0005 0.015
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Chlamydia trachomatis DNA-directed RNA polymerase subunit beta 0.055 0.0504 0.5
Mycobacterium tuberculosis N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase MshB (GlcNAc-Ins deacetylase) 0.6371 0.6039 0.5995
Echinococcus granulosus DNA directed RNA polymerase III subunit RPC2 0.0028 0.0008 0.0375
Leishmania major N-acetyl-D-acetylglucosaminylphosphatidylinositol deacetylase 0.021 0.0181 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Brugia malayi Trypsin family protein 0.0025 0.0005 0.0122
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Trypanosoma brucei DNA-directed RNA polymerase II subunit 2, putative 0.0028 0.0008 0.0421
Mycobacterium tuberculosis Integral membrane indolylacetylinositol arabinosyltransferase EmbA (arabinosylindolylacetylinositol synthase) 1.0537 1 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0021 0.0001 0.0049
Mycobacterium leprae Probable integral membrane indolylacetylinositol arabinosyltransferase EmbC (arabinosylindolylacetylinositol synthase) 1.0537 1 1
Toxoplasma gondii kringle domain-containing protein 0.0021 0.0001 0.0049
Brugia malayi Trypsin family protein 0.0025 0.0005 0.0122
Mycobacterium tuberculosis Integral membrane indolylacetylinositol arabinosyltransferase EmbB (arabinosylindolylacetylinositol synthase) 1.0537 1 1
Wolbachia endosymbiont of Brugia malayi DNA-directed RNA polymerase subunit beta/beta' 0.055 0.0504 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Loa Loa (eye worm) phosphatidylinositol glycan anchor biosynthesis protein 0.021 0.0181 0.5849
Echinococcus multilocularis DNA directed RNA polymerase I subunit RPA2 0.0028 0.0008 0.0375
Plasmodium falciparum N-acetylglucosaminylphosphatidylinositol deacetylase, putative 0.021 0.0181 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0005 0.0122
Trypanosoma brucei DNA-directed RNA polymerase III, putative 0.0028 0.0008 0.0421
Schistosoma mansoni hypothetical protein 0.0025 0.0005 0.015
Brugia malayi Trypsin-like protease protein 5 0.0025 0.0005 0.0122
Brugia malayi hypothetical protein 0.0025 0.0005 0.0122
Schistosoma mansoni hypothetical protein 0.0021 0.0001 0.0029
Giardia lamblia DNA-directed RNA polymerase RPB2 0.0028 0.0008 0.0421
Plasmodium falciparum DNA-directed RNA polymerase III subunit RPC2, putative 0.0028 0.0008 0.0421
Brugia malayi DNA-directed RNA polymerase II second largest subunit, putative 0.0028 0.0008 0.0219
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0025 0.0005 0.015
Loa Loa (eye worm) hypothetical protein 0.0025 0.0005 0.0122
Echinococcus granulosus DNA directed RNA polymerase II subunit RPB2 0.0028 0.0008 0.0375
Giardia lamblia Glucosamine-6-phosphate isomerase, putative 0.021 0.0181 1
Mycobacterium ulcerans DNA-directed RNA polymerase subunit beta 0.055 0.0504 0.0499
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0025 0.0005 0.015
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0025 0.0005 0.015
Toxoplasma gondii DNA-directed RNA polymerase II RPB2 0.0028 0.0008 0.0421
Echinococcus multilocularis glycoprotein Antigen 5 0.0025 0.0005 0.0209
Schistosoma mansoni N-acetylglucosaminyl-phosphatidylinositol de-n-acetylase 0.021 0.0181 0.586
Echinococcus granulosus enteropeptidase 0.0025 0.0005 0.0209
Onchocerca volvulus 0.0025 0.0005 0.0122
Mycobacterium tuberculosis Conserved hypothetical protein 0.021 0.0181 0.0073
Plasmodium falciparum cysteine repeat modular protein 1 0.0021 0.0001 0.0049
Loa Loa (eye worm) DNA-directed RNA polymerase II second largest subunit 0.0028 0.0008 0.0219
Mycobacterium tuberculosis Integral membrane indolylacetylinositol arabinosyltransferase EmbC (arabinosylindolylacetylinositol synthase) 1.0537 1 1
Brugia malayi DNA-directed RNA polymerase, beta subunit family protein 0.0028 0.0008 0.0219
Echinococcus multilocularis enteropeptidase 0.0025 0.0005 0.0209
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0344 0.0308 1
Schistosoma mansoni DNA-directed RNA polymerase III subunit 0.0028 0.0008 0.0247
Mycobacterium leprae N-Acetyl-1-D-myo-Inosityl-2-Amino-2-Deoxy-alpha-D-Glucopyranoside Deacetylase MshB (GlcNAc-Ins deacetylase) 0.6371 0.6039 0.5966
Trypanosoma cruzi DNA-directed RNA polymerase III, putative 0.0028 0.0008 0.0421
Loa Loa (eye worm) RNA polymerase III 128kD subunit-PA 0.0028 0.0008 0.0219
Schistosoma mansoni DNA-directed rna polymerase II subunit 0.0028 0.0008 0.0247
Plasmodium vivax DNA-directed RNA polymerase II subunit RPB2, putative 0.0028 0.0008 0.0421
Brugia malayi DNA-directed RNA polymerase III subunit 127.6 kDa polypeptide 0.0028 0.0008 0.0219
Plasmodium vivax N-acetylglucosaminylphosphatidylinositol deacetylase, putative 0.021 0.0181 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Onchocerca volvulus 0.0025 0.0005 0.0122
Mycobacterium ulcerans N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase MshB 0.6371 0.6039 0.6037
Trypanosoma cruzi N-Acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase, putative 0.021 0.0181 1
Schistosoma mansoni hypothetical protein 0.0025 0.0005 0.015
Mycobacterium ulcerans mycothiol conjugate amidase Mca 0.021 0.0181 0.0176
Onchocerca volvulus 0.0025 0.0005 0.0122
Onchocerca volvulus 0.0319 0.0284 0.9219
Onchocerca volvulus 0.0025 0.0005 0.0122
Schistosoma mansoni cercarial elastase (S01 family) 0.0025 0.0005 0.015
Brugia malayi Uncharacterized LmbE-like protein, COG2120 containing protein 0.021 0.0181 0.5849
Onchocerca volvulus 0.0025 0.0005 0.0122
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0025 0.0005 0.0209
Echinococcus granulosus transmembrane protease serine 3 0.0025 0.0005 0.0209
Mycobacterium ulcerans integral membrane indolylacetylinositol arabinosyltransferase EmbC 1.0537 1 1
Mycobacterium ulcerans integral membrane indolylacetylinositol arabinosyltransferase EmbB 1.0537 1 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0344 0.0308 1
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0025 0.0005 0.0209
Echinococcus granulosus DNA directed RNA polymerase I subunit RPA2 0.0028 0.0008 0.0375
Loa Loa (eye worm) hypothetical protein 0.0025 0.0005 0.0122
Echinococcus multilocularis transmembrane protease serine 3 0.0025 0.0005 0.0209

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 60 nM Inhibitory activity against human thrombin (using Chromozym TH as the substrate) ChEMBL. 10794696
Ki (binding) = 60 nM Inhibitory activity against human thrombin (using Chromozym TH as the substrate) ChEMBL. 10794696
Ki (binding) = 1320 nM Inhibitory activity against human trypsin (using Chromozym TH as the substrate) ChEMBL. 10794696
Ki (binding) = 1320 nM Inhibitory activity against human trypsin (using Chromozym TH as the substrate) ChEMBL. 10794696

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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