Detailed information for compound 224987

Basic information

Technical information
  • TDR Targets ID: 224987
  • 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-(3-phenylphenyl)propanamide
  • MW: 765.943 | Formula: C40H43N7O5S2
  • H donors: 5 H acceptors: 6 LogP: 5.48 Rotable bonds: 22
    Rule of 5 violations (Lipinski): 2
  • SMILES: NC(=N)NCCC[C@@H](C(=O)c1nccs1)NC(=O)[C@@H](NC(=O)[C@H](NS(=O)(=O)Cc1ccccc1)Cc1ccccc1)Cc1cccc(c1)c1ccccc1
  • InChi: 1S/C40H43N7O5S2/c41-40(42)44-21-11-20-33(36(48)39-43-22-23-53-39)45-37(49)34(26-30-16-10-19-32(24-30)31-17-8-3-9-18-31)46-38(50)35(25-28-12-4-1-5-13-28)47-54(51,52)27-29-14-6-2-7-15-29/h1-10,12-19,22-24,33-35,47H,11,20-21,25-27H2,(H,45,49)(H,46,50)(H4,41,42,44)/t33-,34-,35+/m0/s1
  • InChiKey: PWCCIOHOEWYEKW-PUPDPRJKSA-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-(3-phenylphenyl)propanamide
  • (2S)-2-[[(2R)-2-(benzylsulfonylamino)-1-oxo-3-phenylpropyl]amino]-N-[(1S)-4-guanidino-1-[oxo(2-thiazolyl)methyl]butyl]-3-(3-phenylphenyl)propanamide
  • (2S)-N-[(2S)-5-[bis(azanyl)methylideneamino]-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-3-(3-phenylphenyl)-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-(3-phenylphenyl)propionamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor X Starlite/ChEMBL References
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References
Homo sapiens coagulation factor VII (serum prothrombin conversion accelerator) 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
Onchocerca volvulus AMP deaminase 2 homolog 0.1942 0.699 0.699
Trypanosoma cruzi adenosine monophosphate deaminase, putative 0.1942 0.699 1
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.2772 1 1
Loa Loa (eye worm) AMP deaminase 0.1942 0.699 0.699
Loa Loa (eye worm) hypothetical protein 0.0021 0.0027 0.0027
Loa Loa (eye worm) hypothetical protein 0.0017 0.0011 0.0011
Mycobacterium tuberculosis Probable adenosine deaminase Add (adenosine aminohydrolase) 0.2772 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0756 0.2692 0.2692
Leishmania major hypothetical protein, conserved 0.1185 0.4248 0.4242
Schistosoma mansoni egf-like domain protein 0.0016 0.0008 0.0008
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.2772 1 1
Echinococcus granulosus tissue type plasminogen activator 0.0021 0.0027 0.0027
Schistosoma mansoni hypothetical protein 0.0049 0.0127 0.0127
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0017 0.0011 0.0011
Brugia malayi Papain family cysteine protease containing protein 0.0017 0.0011 0.0011
Onchocerca volvulus Cathepsin L homolog 0.0017 0.0011 0.0011
Trypanosoma cruzi AMP deaminase, putative 0.1942 0.699 1
Toxoplasma gondii cathepsin CPL 0.0017 0.0011 0.0011
Brugia malayi Fibulin-1 precursor 0.0016 0.0008 0.0008
Trypanosoma cruzi AMP deaminase, putative 0.1942 0.699 1
Trypanosoma brucei AMP deaminase, putative 0.1942 0.699 1
Plasmodium falciparum adenosine deaminase 0.2772 1 1
Echinococcus multilocularis adenosine deaminase 0.2772 1 1
Treponema pallidum adenosine deaminase 0.2772 1 0.5
Trypanosoma brucei AMP deaminase, putative 0.1942 0.699 1
Leishmania major hypothetical protein, conserved 0.0021 0.0027 0.0016
Echinococcus multilocularis tissue type plasminogen activator 0.0021 0.0027 0.0027
Brugia malayi Protein kinase domain containing protein 0.0021 0.0027 0.0027
Trypanosoma cruzi cysteine peptidase, putative 0.0065 0.0184 0.0247
Loa Loa (eye worm) hypothetical protein 0.0183 0.0612 0.0612
Echinococcus multilocularis fibrillin 1 0.0016 0.0008 0.0008
Brugia malayi Low-density lipoprotein receptor repeat class B containing protein 0.0016 0.0008 0.0008
Loa Loa (eye worm) cysteine protease 0.0017 0.0011 0.0011
Brugia malayi Calcium binding EGF domain containing protein 0.0016 0.0008 0.0008
Echinococcus multilocularis AMP deaminase 2 0.1942 0.699 0.699
Leishmania major adenosine monophosphate deaminase, putative,AMP deaminase, putative 0.1942 0.699 0.6987
Schistosoma mansoni adenosine deaminase 0.2772 1 1
Echinococcus multilocularis survival motor neuron protein 1 0.0239 0.0817 0.0817
Loa Loa (eye worm) ctsf protein 0.0017 0.0011 0.0011
Echinococcus multilocularis cysteine protease 0.0017 0.0011 0.0011
Loa Loa (eye worm) hypothetical protein 0.0016 0.0008 0.0008
Echinococcus granulosus adenosine deaminase 0.2772 1 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0059 0.0163 0.0218
Leishmania major cathepsin L-like protease 0.0065 0.0184 0.0173
Onchocerca volvulus Cathepsin F homolog 0.0017 0.0011 0.0011
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0049 0.0127 0.0127
Entamoeba histolytica AMP deaminase, putative 0.1942 0.699 0.6987
Onchocerca volvulus 0.0017 0.0011 0.0011
Brugia malayi Cathepsin L-like precursor 0.0017 0.0011 0.0011
Trypanosoma cruzi adenosine monophosphate deaminase-like protein, putative 0.1942 0.699 1
Brugia malayi Cathepsin L-like precursor 0.0017 0.0011 0.0011
Brugia malayi Cathepsin L-like precursor 0.0017 0.0011 0.0011
Echinococcus multilocularis Tolloid protein 1 0.0016 0.0008 0.0008
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0016 0.0008 0.0008
Echinococcus granulosus laminin 0.0016 0.0008 0.0008
Schistosoma mansoni survival motor neuron protein 0.0049 0.0127 0.0127
Brugia malayi N-terminal motif family protein 0.0183 0.0612 0.0612
Trypanosoma cruzi cysteine peptidase, putative 0.0065 0.0184 0.0247
Leishmania major AMP deaminase, putative 0.1942 0.699 0.6987
Trypanosoma cruzi AMP deaminase, putative 0.1942 0.699 1
Loa Loa (eye worm) hypothetical protein 0.0016 0.0008 0.0008
Schistosoma mansoni cathepsin F (C01 family) 0.0017 0.0011 0.0011
Echinococcus granulosus cathepsin L cysteine proteinase 0.0017 0.0011 0.0011
Toxoplasma gondii AMP deaminase 0.1942 0.699 0.699
Toxoplasma gondii calcium binding egf domain-containing protein 0.0016 0.0008 0.0008
Echinococcus multilocularis cysteine protease 0.0017 0.0011 0.0011
Loa Loa (eye worm) hypothetical protein 0.1586 0.5702 0.5702
Schistosoma mansoni cathepsin F (C01 family) 0.0017 0.0011 0.0011
Brugia malayi Cathepsin L-like precursor 0.0017 0.0011 0.0011
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0016 0.0008 0.0008
Entamoeba histolytica adenosine deaminase, putative 0.2772 1 1
Brugia malayi Cathepsin L-like precursor 0.0017 0.0011 0.0011
Onchocerca volvulus Arrow homolog 0.0016 0.0008 0.0008
Trypanosoma brucei adenosine monophosphate deaminase, putative 0.1942 0.699 1
Loa Loa (eye worm) hypothetical protein 0.2772 1 1
Echinococcus granulosus survival motor neuron protein 1 0.0239 0.0817 0.0817
Entamoeba histolytica adenosine deaminase, putative 0.2772 1 1
Plasmodium vivax adenosine/AMP deaminase, putative 0.1942 0.699 0.6987
Loa Loa (eye worm) hypothetical protein 0.0239 0.0817 0.0817
Schistosoma mansoni adenosine deaminase-related 0.2772 1 1
Loa Loa (eye worm) hypothetical protein 0.1586 0.5702 0.5702
Loa Loa (eye worm) fibroinase 0.0017 0.0011 0.0011
Loa Loa (eye worm) hypothetical protein 0.0016 0.0008 0.0008
Trypanosoma cruzi cysteine peptidase, putative 0.0065 0.0184 0.0247
Loa Loa (eye worm) hypothetical protein 0.1586 0.5702 0.5702
Echinococcus granulosus Tolloid protein 1 0.0016 0.0008 0.0008
Onchocerca volvulus 0.0017 0.0011 0.0011
Mycobacterium leprae Probable adenosine deaminase Add (ADENOSINE AMINOHYDROLASE) 0.2772 1 0.5
Mycobacterium ulcerans adenosine deaminase 0.2772 1 0.5
Toxoplasma gondii kringle domain-containing protein 0.0021 0.0027 0.0027
Onchocerca volvulus 0.0017 0.0011 0.0011
Echinococcus granulosus AMP deaminase 2 0.1942 0.699 0.699
Entamoeba histolytica AMP deaminase, putative 0.1942 0.699 0.6987
Onchocerca volvulus 0.1185 0.4248 0.4248
Echinococcus granulosus cathepsin l cysteine peptidase 0.0017 0.0011 0.0011
Loa Loa (eye worm) hypothetical protein 0.1586 0.5702 0.5702
Echinococcus granulosus cathepsin l1 0.0017 0.0011 0.0011
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0017 0.0011 0.0011
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0021 0.0027 0.0016
Schistosoma mansoni AMP deaminase 0.1942 0.699 0.699
Echinococcus multilocularis laminin 0.0016 0.0008 0.0008
Onchocerca volvulus Adenosine deaminase homolog 0.2772 1 1
Trypanosoma cruzi major cysteine proteinase, putative 0.0051 0.0134 0.0175
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0183 0.0612 0.0612
Leishmania major AMP deaminase, putative,amp deaminase-like protein 0.1942 0.699 0.6987
Leishmania major adenine aminohydrolase 0.2772 1 1
Onchocerca volvulus 0.0049 0.0127 0.0127
Leishmania major AMP deaminase, putative,adenosine monophosphate deaminase-like protein 0.1942 0.699 0.6987
Trypanosoma cruzi cruzipain precursor, putative 0.0065 0.0184 0.0247
Trypanosoma cruzi hypothetical protein, conserved 0.0021 0.0027 0.0023
Brugia malayi Kringle domain containing protein 0.0021 0.0027 0.0027
Echinococcus multilocularis cathepsin L cysteine protease 0.0017 0.0011 0.0011
Leishmania major cathepsin L-like protease 0.0065 0.0184 0.0173
Trypanosoma cruzi AMP deaminase, putative 0.1942 0.699 1
Onchocerca volvulus 0.0017 0.0011 0.0011
Onchocerca volvulus 0.0017 0.0011 0.0011
Plasmodium vivax adenosine deaminase, putative 0.2772 1 1
Trypanosoma cruzi AMP deaminase, putative 0.1942 0.699 1
Trichomonas vaginalis adenosine deaminase, putative 0.2772 1 1
Brugia malayi adenosine monophosphate deaminase 0.1942 0.699 0.699
Loa Loa (eye worm) low-density lipoprotein receptor repeat class B containing protein 0.0016 0.0008 0.0008
Trichomonas vaginalis adenosine deaminase, putative 0.2772 1 1
Onchocerca volvulus Cathepsin L homolog 0.0017 0.0011 0.0011
Trypanosoma cruzi AMP deaminase 2, putative 0.1185 0.4248 0.6071
Loa Loa (eye worm) hypothetical protein 0.0016 0.0008 0.0008
Onchocerca volvulus 0.0017 0.0011 0.0011
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0017 0.0011 0.0011
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0017 0.0011 0.0011
Schistosoma mansoni hypothetical protein 0.0021 0.0027 0.0027
Loa Loa (eye worm) multiple epidermal growth factor-like domains 6 0.0016 0.0008 0.0008
Giardia lamblia High cysteine protein 0.0014 0 0.5
Brugia malayi Cathepsin L-like precursor 0.0017 0.0011 0.0011
Onchocerca volvulus 0.0021 0.0027 0.0027
Leishmania major cathepsin L-like protease 0.0065 0.0184 0.0173
Plasmodium falciparum cysteine repeat modular protein 1 0.0021 0.0027 0.0016
Loa Loa (eye worm) hypothetical protein 0.0016 0.0008 0.0008
Trypanosoma brucei AMP deaminase, putative 0.1942 0.699 1
Toxoplasma gondii calcium binding egf domain-containing protein 0.0016 0.0008 0.0008
Plasmodium falciparum AMP deaminase, putative 0.1942 0.699 0.6987
Onchocerca volvulus 0.0017 0.0011 0.0011
Loa Loa (eye worm) TK/ROR protein kinase 0.0021 0.0027 0.0027
Echinococcus multilocularis cathepsin L cysteine protease 0.0017 0.0011 0.0011
Brugia malayi hypothetical protein 0.0239 0.0817 0.0817
Loa Loa (eye worm) hypothetical protein 0.1185 0.4248 0.4248

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.07 uM Inhibitory activity against coagulation factor X. ChEMBL. 12954057
IC50 (binding) = 1.07 uM Inhibitory activity against coagulation factor X. ChEMBL. 12954057
IC50 (binding) = 1.68 uM Inhibitory activity against thrombin (IIa). ChEMBL. 12954057
IC50 (binding) = 1.68 uM Inhibitory activity against thrombin (IIa). ChEMBL. 12954057
IC50 (binding) = 1.83 uM Inhibitory activity against tissue coagulation factor VII. ChEMBL. 12954057
IC50 (binding) = 1.83 uM Inhibitory activity against tissue coagulation factor VII. ChEMBL. 12954057
Selectivity (binding) = 1 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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