Detailed information for compound 228100

Basic information

Technical information
  • TDR Targets ID: 228100
  • Name: (2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-pheny lpropanoyl]amino]-N-[(2S)-5-(diaminomethylide neamino)-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-y l]-3-naphthalen-1-ylpropanamide
  • MW: 739.906 | Formula: C38H41N7O5S2
  • H donors: 5 H acceptors: 6 LogP: 5.1 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 2
  • SMILES: NC(=N)NCCC[C@@H](C(=O)c1nccs1)NC(=O)[C@H](Cc1cccc2c1cccc2)NC(=O)[C@H](NS(=O)(=O)Cc1ccccc1)Cc1ccccc1
  • InChi: 1S/C38H41N7O5S2/c39-38(40)42-20-10-19-31(34(46)37-41-21-22-51-37)43-35(47)32(24-29-17-9-16-28-15-7-8-18-30(28)29)44-36(48)33(23-26-11-3-1-4-12-26)45-52(49,50)25-27-13-5-2-6-14-27/h1-9,11-18,21-22,31-33,45H,10,19-20,23-25H2,(H,43,47)(H,44,48)(H4,39,40,42)/t31-,32-,33+/m0/s1
  • InChiKey: YIFNBZPGRUKKJO-XFCANUNOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-phenyl-propanoyl]amino]-N-[(1S)-4-guanidino-1-(thiazole-2-carbonyl)butyl]-3-(1-naphthyl)propanamide
  • (2S)-2-[[(2R)-2-(benzylsulfonylamino)-1-oxo-3-phenylpropyl]amino]-N-[(1S)-4-guanidino-1-[oxo(2-thiazolyl)methyl]butyl]-3-(1-naphthalenyl)propanamide
  • (2S)-N-[(2S)-5-[bis(azanyl)methylideneamino]-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-3-naphthalen-1-yl-2-[[(2R)-3-phenyl-2-(phenylmethylsulfonylamino)propanoyl]amino]propanamide
  • (2S)-2-[[(2R)-2-(benzylsulfonylamino)-3-phenyl-propanoyl]amino]-N-[(1S)-4-guanidino-1-(thiazole-2-carbonyl)butyl]-3-(1-naphthyl)propionamide
  • (2S)-N-[(2S)-5-(diaminomethylideneamino)-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-3-naphthalen-1-yl-2-[[(2R)-3-phenyl-2-(phenylmethylsulfonylamino)propanoyl]amino]propanamide
  • (2S)-N-[(1S)-4-guanidino-1-(thiazole-2-carbonyl)butyl]-3-(1-naphthyl)-2-[[(2R)-3-phenyl-2-(phenylmethylsulfonylamino)propanoyl]amino]propanamide
  • (2S)-N-[(1S)-4-guanidino-1-[oxo-(2-thiazolyl)methyl]butyl]-3-(1-naphthyl)-2-[[(2R)-1-oxo-3-phenyl-2-(phenylmethylsulfonylamino)propyl]amino]propanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor VII (serum prothrombin conversion accelerator) Starlite/ChEMBL References
Homo sapiens coagulation factor X Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus glycoprotein Antigen 5 coagulation factor VII (serum prothrombin conversion accelerator) 466 aa 384 aa 23.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi lanosterol synthase, putative 0.0427 0.4431 1
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0308 0.2846 1
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0306 0.2817 0.989
Schistosoma mansoni hypothetical protein 0.0158 0.0847 0.0709
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.0308 0.2846 1
Plasmodium vivax prenyltransferase alpha subunit, putative 0.0306 0.2817 0.989
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0223 0.1705 0.2316
Schistosoma mansoni glutamate receptor NMDA 0.0519 0.5658 0.5593
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0547 0.6025 0.8182
Trypanosoma cruzi lanosterol synthase, putative 0.0427 0.4431 1
Echinococcus granulosus tm gpcr rhodopsin 0.0547 0.6025 0.8182
Toxoplasma gondii hypothetical protein 0.0119 0.0333 0.0682
Giardia lamblia Prenyltransferase 0.0308 0.2846 1
Echinococcus multilocularis nmda type glutamate receptor 0.0457 0.4827 0.6555
Echinococcus multilocularis nmda type glutamate receptor 0.0648 0.7364 1
Plasmodium vivax conserved Plasmodium protein, unknown function 0.0203 0.144 0.4785
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.0187 0.1226 0.2515
Echinococcus granulosus nmda type glutamate receptor 0.0648 0.7364 1
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0187 0.1226 0.3993
Trypanosoma cruzi hypothetical protein, conserved 0.0187 0.1226 0.2515
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.0308 0.2846 1
Echinococcus granulosus protein farnesyltransferase subunit beta 0.0308 0.2846 0.3865
Echinococcus multilocularis tachykinin peptides receptor 99D 0.0333 0.3173 0.4309
Echinococcus granulosus nmda type glutamate receptor 0.0457 0.4827 0.6555
Echinococcus multilocularis protein farnesyltransferase alpha subunit 0.0306 0.2817 0.3825
Echinococcus granulosus protein prenyltransferase alpha subunit 0.0187 0.1226 0.1665
Trypanosoma cruzi protein farnesyltransferase, putative 0.0308 0.2846 0.6299
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.0274 0.2396 0.2281
Echinococcus multilocularis Homeodomain 0.0158 0.0847 0.115
Loa Loa (eye worm) acetyltransferase 0.0162 0.0898 0.2779
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0187 0.1226 0.3993
Trypanosoma cruzi protein farnesyltransferase, putative 0.0308 0.2846 0.6299
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.0274 0.2396 0.833
Schistosoma mansoni protein farnesyltransferase subunit beta 0.0308 0.2846 0.2738
Entamoeba histolytica geranylgeranyl transferase beta subunit 0.0274 0.2396 0.833
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0162 0.0898 0.122
Entamoeba histolytica Rab geranylgeranyltransferase alpha subunit, putative 0.0187 0.1226 0.3993
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0306 0.2817 0.989
Trypanosoma brucei protein farnesyltransferase alpha subunit, putative 0.0187 0.1226 0.2515
Trichomonas vaginalis geranylgeranyl transferase type beta subunit, putative 0.0308 0.2846 1
Echinococcus multilocularis geranylgeranyl transferase type 2 subunit alpha 0.0187 0.1226 0.1665
Schistosoma mansoni protein farnesyltransferase alpha subunit 0.0306 0.2817 0.2708
Leishmania major protein farnesyltransferase alpha subunit, putative 0.0187 0.1226 0.3746
Chlamydia trachomatis glutamine binding protein 0.016 0.0874 0.5
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0187 0.1226 0.3993
Plasmodium falciparum protein farnesyltransferase subunit alpha 0.0306 0.2817 0.989
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0187 0.1226 0.1093
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.016 0.0874 0.5
Echinococcus multilocularis protein prenyltransferase alpha subunit 0.0187 0.1226 0.1665
Brugia malayi Protein prenyltransferase alpha subunit repeat containing protein 0.0306 0.2817 0.989
Echinococcus granulosus protein farnesyltransferase alpha subunit 0.0306 0.2817 0.3825
Echinococcus multilocularis glutamate receptor NMDA 0.0425 0.44 0.5976
Trichomonas vaginalis geranylgeranyl transferase type I beta subunit, putative 0.0274 0.2396 0.833
Echinococcus granulosus histone acetyltransferase KAT2B 0.0157 0.0838 0.1138
Entamoeba histolytica protein farnesyltransferase alpha subunit, putative 0.0306 0.2817 0.989
Trypanosoma brucei Protein prenyltransferase alpha subunit repeat, putative 0.0187 0.1226 0.2515
Trichomonas vaginalis protein farnesyltransferase alpha subunit/RAB geranylgeranyl transferase alpha subunit, putative 0.0119 0.0333 0.0682
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.0187 0.1226 0.2515
Trypanosoma cruzi hypothetical protein, conserved 0.0187 0.1226 0.2515
Plasmodium falciparum geranylgeranyl transferase type-2 subunit alpha, putative 0.0187 0.1226 0.3993
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0308 0.2846 1
Plasmodium vivax protein prenyltransferase alpha subunit, putative 0.0187 0.1226 0.3993
Echinococcus multilocularis Rab geranylgeranyltransferase, beta subunit 0.0106 0.0149 0.0202
Brugia malayi Prenyltransferase and squalene oxidase repeat family protein 0.0308 0.2846 1
Echinococcus granulosus glutamate receptor NMDA 0.0425 0.44 0.5976
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.016 0.0874 0.5
Echinococcus granulosus geranylgeranyl transferase type 2 subunit alpha 0.0187 0.1226 0.1665
Trichomonas vaginalis type I geranylgeranyltransferase beta subunit, putative 0.0308 0.2846 1
Onchocerca volvulus 0.0187 0.1226 0.5
Plasmodium falciparum protein farnesyltransferase subunit beta 0.0308 0.2846 1
Loa Loa (eye worm) hypothetical protein 0.0306 0.2817 0.989
Toxoplasma gondii hypothetical protein 0.0187 0.1226 0.3993
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0162 0.0898 0.0761
Giardia lamblia Rab geranylgeranyltransferase 0.0187 0.1226 0.3993
Echinococcus granulosus Homeodomain 0.0158 0.0847 0.115
Entamoeba histolytica hypothetical protein 0.0198 0.138 0.4565
Trichomonas vaginalis protein farnesyltransferase alpha subunit, putative 0.0306 0.2817 0.989
Loa Loa (eye worm) prenyltransferase alpha subunit repeat containing protein 0.0306 0.2817 0.989
Schistosoma mansoni geranylgeranyl transferase type I beta subunit 0.0274 0.2396 0.2281
Mycobacterium tuberculosis Halimadienyl diphosphate synthase 0.0427 0.4431 1
Echinococcus multilocularis protein farnesyltransferase subunit beta 0.0308 0.2846 0.3865
Trypanosoma brucei hypothetical protein, conserved 0.0187 0.1226 0.2515
Trypanosoma cruzi protein farnesyltransferase alpha subunit, putative 0.0187 0.1226 0.2515
Toxoplasma gondii prenyltransferase and squalene oxidase repeat-containing protein 0.0308 0.2846 1
Echinococcus granulosus geranylgeranyl transferase type I beta subunit 0.0274 0.2396 0.3253
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.016 0.0874 0.5
Echinococcus granulosus tachykinin peptides receptor 99D 0.0333 0.3173 0.4309
Leishmania major farnesyltransferase beta subunit 0.0308 0.2846 0.938
Trypanosoma brucei protein farnesyltransferase beta subunit 0.0308 0.2846 0.6299
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.016 0.0874 0.5
Leishmania major lanosterol synthase, putative 0.0322 0.3025 1
Entamoeba histolytica protein farnesyltransferase beta subunit, putative 0.0308 0.2846 1
Trypanosoma cruzi Protein prenyltransferase alpha subunit repeat, putative 0.0187 0.1226 0.2515
Giardia lamblia Rab geranylgeranyltransferase 0.0306 0.2817 0.989
Loa Loa (eye worm) prenyltransferase and squalene oxidase repeat family protein 0.0274 0.2396 0.833
Trichomonas vaginalis geranylgeranyl transferase type II beta subunit, putative 0.0308 0.2846 1
Echinococcus multilocularis geranylgeranyl transferase type I beta subunit 0.0274 0.2396 0.3253
Brugia malayi acetyltransferase, GNAT family protein 0.0162 0.0898 0.2779
Trypanosoma brucei lanosterol synthase 0.0427 0.4431 1
Plasmodium vivax farnesyltransferase beta subunit, putative 0.0308 0.2846 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.8 uM Inhibitory activity against coagulation factor X. ChEMBL. 12954057
IC50 (binding) = 1.8 uM Inhibitory activity against coagulation factor X. ChEMBL. 12954057
IC50 (binding) = 5.6 uM Inhibitory activity against tissue coagulation factor VII. ChEMBL. 12954057
IC50 (binding) = 5.6 uM Inhibitory activity against tissue coagulation factor VII. ChEMBL. 12954057
IC50 (binding) > 30 uM Inhibitory activity against thrombin (IIa). ChEMBL. 12954057
IC50 (binding) > 30 uM Inhibitory activity against thrombin (IIa). ChEMBL. 12954057
Selectivity (binding) > 5 Selectivity for coagulation factor VIIa over thrombin IIa. ChEMBL. 12954057

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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