Detailed information for compound 172323

Basic information

Technical information
  • TDR Targets ID: 172323
  • Name: benzyl N-[(2S)-1-[[(2S,3R,4R)-5-[[(2S)-1-(ben zylamino)-3-methyl-1-oxobutan-2-yl]amino]-3-h ydroxy-5-oxo-1-phenyl-4-(4-phenylanilino)pent an-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carba mate
  • MW: 797.98 | Formula: C48H55N5O6
  • H donors: 6 H acceptors: 5 LogP: 9 Rotable bonds: 24
    Rule of 5 violations (Lipinski): 3
  • SMILES: O=C(N[C@H](C(=O)N[C@H]([C@H]([C@H](C(=O)N[C@H](C(=O)NCc1ccccc1)C(C)C)Nc1ccc(cc1)c1ccccc1)O)Cc1ccccc1)C(C)C)OCc1ccccc1
  • InChi: 1S/C48H55N5O6/c1-32(2)41(45(55)49-30-35-19-11-6-12-20-35)52-47(57)43(50-39-27-25-38(26-28-39)37-23-15-8-16-24-37)44(54)40(29-34-17-9-5-10-18-34)51-46(56)42(33(3)4)53-48(58)59-31-36-21-13-7-14-22-36/h5-28,32-33,40-44,50,54H,29-31H2,1-4H3,(H,49,55)(H,51,56)(H,52,57)(H,53,58)/t40-,41-,42-,43+,44+/m0/s1
  • InChiKey: HMSKCZXYEIDCLU-LVINFGBXSA-N  


Substructure search Similarity search

Network

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Synonyms

  • benzyl N-[(1S)-1-[[(1S,2R,3R)-1-benzyl-4-[[(1S)-1-(benzylcarbamoyl)-2-methyl-propyl]amino]-2-hydroxy-4-oxo-3-(4-phenylanilino)butyl]carbamoyl]-2-methyl-propyl]carbamate
  • N-[(1S)-1-[[[(1S,2R,3R)-1-benzyl-4-[[(1S)-1-[(benzylamino)-oxomethyl]-2-methylpropyl]amino]-2-hydroxy-4-oxo-3-(4-phenylanilino)butyl]amino]-oxomethyl]-2-methylpropyl]carbamic acid benzyl ester
  • phenylmethyl N-[(2S)-1-[[(2S,3R,4R)-3-hydroxy-5-[[(2S)-3-methyl-1-oxo-1-(phenylmethylamino)butan-2-yl]amino]-5-oxo-1-phenyl-4-[(4-phenylphenyl)amino]pentan-2-yl]amino]-3-methyl-1-oxo-butan-2-yl]carbamate
  • N-[(1S)-1-[[(1S,2R,3R)-1-benzyl-4-[[(1S)-1-(benzylcarbamoyl)-2-methyl-propyl]amino]-2-hydroxy-4-keto-3-(4-phenylanilino)butyl]carbamoyl]-2-methyl-propyl]carbamic acid benzyl ester
  • phenylmethyl N-[(2S)-1-[[(2S,3R,4R)-3-hydroxy-5-[[(2S)-3-methyl-1-oxo-1-(phenylmethylamino)butan-2-yl]amino]-5-oxo-1-phenyl-4-[(4-phenylphenyl)amino]pentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamate
  • phenylmethyl N-[(1S)-1-[[(1S,2R,3R)-2-hydroxy-4-[[(1S)-2-methyl-1-(phenylmethylcarbamoyl)propyl]amino]-4-oxo-1-(phenylmethyl)-3-[(4-phenylphenyl)amino]butyl]carbamoyl]-2-methyl-propyl]carbamate
  • N-[(1S)-1-[[[(1S,2R,3R)-2-hydroxy-4-[[(1S)-2-methyl-1-[oxo-(phenylmethylamino)methyl]propyl]amino]-4-oxo-1-(phenylmethyl)-3-[(4-phenylphenyl)amino]butyl]amino]-oxomethyl]-2-methylpropyl]carbamic acid phenylmethyl ester
  • N-[(1S)-1-[[(1S,2R,3R)-1-(benzyl)-4-[[(1S)-1-(benzylcarbamoyl)-2-methyl-propyl]amino]-2-hydroxy-4-keto-3-[(4-phenylphenyl)amino]butyl]carbamoyl]-2-methyl-propyl]carbamic acid benzyl ester
  • 161510-42-5
  • Statine deriv. 13
  • AIDS025160
  • (2R,3R,4S)-N-(2-((1,1')-Biphen-4-yl-amino)-4-((N-((benzyloxy)carbonyl)valyl)amino)-3-hydroxy-5-phenylpentanoyl)valine benzylamide
  • AIDS-025160
  • (2R,3R,4S)-N-[2-([1,1']-Biphen-4-yl-amino)-4-[[N-[(benzyloxy)carbonyl]valyl]amino]-3-hydroxy-5- phenylpentanoyl]valine benzylamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 protease Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) Get druggable targets OG5_131408 All targets in OG5_131408
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Entamoeba histolytica retroviral aspartyl protease domain-containing protein Human immunodeficiency virus type 1 protease   99 aa 103 aa 31.1 %
Entamoeba histolytica retroviral aspartyl protease domain-containing protein Human immunodeficiency virus type 1 protease   99 aa 103 aa 31.1 %
Trypanosoma brucei variant surface glycoprotein (VSG), putative Human immunodeficiency virus type 1 protease   99 aa 80 aa 27.5 %
Giardia lamblia DNA-directed RNA polymerase subunit D Human immunodeficiency virus type 1 protease   99 aa 90 aa 27.8 %
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
Mycobacterium leprae Hypothetical protein Human immunodeficiency virus type 1 protease   99 aa 86 aa 27.9 %
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
Echinococcus multilocularis Chromobox protein 3 Human immunodeficiency virus type 1 protease   99 aa 95 aa 28.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis STE family protein kinase 0.0395 0.1144 1
Trichomonas vaginalis STE family protein kinase 0.0395 0.1144 1
Brugia malayi P21-Rho-binding domain containing protein 0.0316 0.0874 0.0825
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0153 0.031 0.5
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.0395 0.1144 0.1253
Plasmodium vivax 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0153 0.031 0.5
Echinococcus granulosus p21 activated protein kinase 1 Dpak1 0.0395 0.1144 0.1253
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.0395 0.1144 0.1253
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Echinococcus multilocularis PAK box P21 Rho binding 0.0316 0.0874 0.0905
Leishmania major cAMP phosphodiesterase A, putative;with=GeneDB:LinJ18_V3.1100 0.0153 0.031 1
Schistosoma mansoni protein kinase 0.0395 0.1144 0.2182
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Echinococcus multilocularis neural Wiskott Aldrich syndrome protein 0.0316 0.0874 0.0905
Schistosoma mansoni protein kinase 0.0323 0.0895 0.1686
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0432 0.1271 0.1396
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Entamoeba histolytica protein kinase, putative 0.0323 0.0895 0.0797
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0084 0.0074 0.2402
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.0084 0.0074 0.0048
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis mitogen-activated protein kinase kinase kinase 3, MAPKKK3, MEKK3, putative 0.0078 0.0053 0.0464
Brugia malayi P21-Rho-binding domain containing protein 0.0316 0.0874 0.0825
Trypanosoma cruzi cAMP phosphodiesterase A, putative 0.0153 0.031 1
Echinococcus granulosus neural Wiskott Aldrich syndrome protein 0.0316 0.0874 0.0949
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0084 0.0074 0.2402
Entamoeba histolytica protein kinase, putative 0.0323 0.0895 0.0797
Schistosoma mansoni wiskott-aldrich syndrome protein 0.0316 0.0874 0.1643
Trichomonas vaginalis conserved hypothetical protein 0.0388 0.1122 0.9812
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis STE family protein kinase 0.0323 0.0895 0.7829
Schistosoma mansoni protein kinase 0.0395 0.1144 0.2182
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.0395 0.1144 0.121
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis conserved hypothetical protein 0.0084 0.0074 0.0651
Schistosoma mansoni serine/threonine protein kinase 0.0316 0.0874 0.1643
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Brugia malayi WH1 domain containing protein 0.0316 0.0874 0.0825
Schistosoma mansoni protein kinase 0.0316 0.0874 0.1643
Giardia lamblia Kinase, STE STE20 0.0395 0.1144 0.5
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0153 0.031 0.5
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0084 0.0074 0.2402
Schistosoma mansoni tyrosine kinase 0.0316 0.0874 0.1643
Entamoeba histolytica p21-activated kinase 0.0395 0.1144 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Schistosoma mansoni hypothetical protein 0.0316 0.0874 0.1643
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Echinococcus granulosus PAK box P21 Rho binding 0.0316 0.0874 0.0949
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Trichomonas vaginalis STE family protein kinase 0.0395 0.1144 1
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.0741 0.1377
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.0084 0.0074 0.0043
Echinococcus multilocularis PAK box P21 Rho binding 0.0323 0.0895 0.0929
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0153 0.031 0.0267
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Trypanosoma cruzi STE/STE20 serine/threonine-protein kinase, putative 0.0078 0.0053 0.1711
Entamoeba histolytica protein kinase, putative 0.0323 0.0895 0.0797
Trypanosoma brucei cAMP phosphodiesterase A, putative 0.0153 0.031 1
Loa Loa (eye worm) PDE1B protein 0.0432 0.1271 0.1224
Loa Loa (eye worm) P21-Rho-binding domain-containing protein 0.0316 0.0874 0.0825
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Entamoeba histolytica protein kinase, putative 0.0395 0.1144 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0084 0.0074 0.0651
Echinococcus granulosus 3'partial|serine:threonine protein kinase PAK 2 0.0316 0.0874 0.0949
Echinococcus multilocularis p21 activated protein kinase 1 Dpak1 0.0395 0.1144 0.121
Trypanosoma cruzi cAMP phosphodiesterase A, putative 0.0153 0.031 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Loa Loa (eye worm) STE/STE20/PAKB protein kinase 0.2964 1 1
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0084 0.0074 0.0651
Brugia malayi Protein kinase domain 0.0395 0.1144 0.1096
Schistosoma mansoni calcium/calmodulin-dependent 35-cyclic nucleotide phosphodiesterase 0.0432 0.1271 0.2437
Echinococcus granulosus serine:threonine protein kinase PAK 4 0.2647 0.891 1
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) 0.1528 0.505 1
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0432 0.1271 0.1354
Echinococcus multilocularis serine:threonine protein kinase PAK 4 0.2647 0.891 1
Brugia malayi Probable 3',5'-cyclic phosphodiesterase T04D3.3, putative 0.0432 0.1271 0.1224
Schistosoma mansoni hypothetical protein 0.0316 0.0874 0.1643
Schistosoma mansoni hypothetical protein 0.0316 0.0874 0.1643
Trypanosoma cruzi p21-activated kinase 3, putative 0.0078 0.0053 0.1711
Loa Loa (eye worm) hypothetical protein 0.0388 0.1122 0.1075
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0153 0.031 0.0314
Trichomonas vaginalis STE family protein kinase 0.0395 0.1144 1
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.0395 0.1144 0.121

Activities

Activity type Activity value Assay description Source Reference
-Log Ki (binding) = -1.77 Inhibitory activity was determined against HIV type 1 protease ChEMBL. 8523405
IC50 (functional) > 3000 nM Antiviral activity by observing cytopathic effect induced by HIV-1 strain IIIB in de novo infected MT-4 cells ChEMBL. 7932531
Ki (binding) = -1.77 Inhibitory activity was determined against HIV type 1 protease ChEMBL. 8523405
Ki (binding) = 59 nM Inhibitory constant against HIV-1 protease ChEMBL. 7932531
Ki (binding) = 59 nM Inhibitory constant against HIV-1 protease ChEMBL. 7932531

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

2 literature references were collected for this gene.

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