Detailed information for compound 40577

Basic information

Technical information
  • TDR Targets ID: 40577
  • Name: 2-[(2R,3S)-3-[[(2S)-2-acetamido-3-benzylsulfa nylpropanoyl]amino]-2-hydroxy-4-phenylbutyl]- N-tert-butylbenzamide
  • MW: 575.761 | Formula: C33H41N3O4S
  • H donors: 4 H acceptors: 4 LogP: 4.69 Rotable bonds: 17
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC(=O)N[C@@H](C(=O)N[C@H]([C@@H](Cc1ccccc1C(=O)NC(C)(C)C)O)Cc1ccccc1)CSCc1ccccc1
  • InChi: 1S/C33H41N3O4S/c1-23(37)34-29(22-41-21-25-15-9-6-10-16-25)32(40)35-28(19-24-13-7-5-8-14-24)30(38)20-26-17-11-12-18-27(26)31(39)36-33(2,3)4/h5-18,28-30,38H,19-22H2,1-4H3,(H,34,37)(H,35,40)(H,36,39)/t28-,29+,30+/m0/s1
  • InChiKey: VMNCMSQBCKDMCX-FRXPANAUSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(2R,3S)-3-[[(2S)-2-acetamido-3-benzylsulfanyl-propanoyl]amino]-2-hydroxy-4-phenyl-butyl]-N-tert-butyl-benzamide
  • 2-[(2R,3S)-3-[[(2S)-2-acetamido-3-(benzylthio)-1-oxopropyl]amino]-2-hydroxy-4-phenylbutyl]-N-tert-butylbenzamide
  • 2-[(2R,3S)-3-[[(2S)-2-acetamido-3-(benzylthio)propanoyl]amino]-2-hydroxy-4-phenyl-butyl]-N-tert-butyl-benzamide
  • 2-[(2R,3S)-3-[[(2S)-2-acetamido-3-(phenylmethylsulfanyl)propanoyl]amino]-2-hydroxy-4-phenylbutyl]-N-tert-butylbenzamide
  • 2-[(2R,3S)-3-[[(2S)-2-acetamido-3-(phenylmethylsulfanyl)propanoyl]amino]-2-hydroxy-4-phenyl-butyl]-N-tert-butyl-benzamide
  • 2-[(2R,3S)-3-[[(2S)-2-acetamido-1-oxo-3-(phenylmethylthio)propyl]amino]-2-hydroxy-4-phenylbutyl]-N-tert-butylbenzamide
  • AIDS-006297
  • AIDS006297
  • N-[3-[2-[[(1,1-Dimethylethyl)amino]carbonyl]phenyl]-2-hydroxy-1-(phenylmethyl)propyl]-2(L)-ureido, 3-(phenylmethylthio)propanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 protease Starlite/ChEMBL No 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 %
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
Giardia lamblia DNA-directed RNA polymerase subunit D Human immunodeficiency virus type 1 protease   99 aa 90 aa 27.8 %
Mycobacterium leprae Hypothetical protein Human immunodeficiency virus type 1 protease   99 aa 86 aa 27.9 %
Echinococcus multilocularis Chromobox protein 3 Human immunodeficiency virus type 1 protease   99 aa 95 aa 28.4 %
Trypanosoma brucei variant surface glycoprotein (VSG), putative Human immunodeficiency virus type 1 protease   99 aa 80 aa 27.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni uridine phosphorylase 0.011 0.0374 0.018
Loa Loa (eye worm) hypothetical protein 0.0421 0.2485 1
Echinococcus multilocularis purine nucleoside phosphorylase 0.0421 0.2485 0.769
Schistosoma mansoni purine nucleoside phosphorylase 0.0531 0.3231 0.3094
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0175 0.0814 1
Loa Loa (eye worm) thymidylate synthase 0.0124 0.047 0.1893
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Brugia malayi MH2 domain containing protein 0.0131 0.0519 0.1608
Echinococcus multilocularis purine nucleoside phosphorylase 0.0531 0.3231 1
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.1514 0.1343
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0124 0.047 0.1452
Mycobacterium tuberculosis Conserved hypothetical protein 0.011 0.0374 0.1154
Trichomonas vaginalis conserved hypothetical protein 0.011 0.0374 0.1078
Plasmodium vivax purine nucleoside phosphorylase, putative 0.011 0.0374 0.2859
Schistosoma mansoni methylthioadenosine phosphorylase 0.011 0.0374 0.018
Toxoplasma gondii phosphorylase family protein 0.011 0.0374 0.2859
Giardia lamblia Purine nucleoside phosphorylase lateral transfer candidate 0.0531 0.3231 1
Echinococcus multilocularis purine nucleoside phosphorylase 0.0531 0.3231 1
Treponema pallidum pfs protein (pfs) 0.011 0.0374 1
Trichomonas vaginalis purine nucleoside phosphorylase I, putative 0.0531 0.3231 1
Mycobacterium ulcerans thymidylate synthase 0.0124 0.047 0.0899
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.011 0.0374 0.1078
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Mycobacterium leprae probable uridine phosphorylase 0.011 0.0374 0.1154
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.011 0.0374 0.1078
Echinococcus multilocularis uridine phosphorylase 1 0.011 0.0374 0.1154
Loa Loa (eye worm) MH2 domain-containing protein 0.0131 0.0519 0.209
Mycobacterium ulcerans bifunctional Mta/Sah nucleosidase Mtn 0.011 0.0374 0.0581
Treponema pallidum uridine phosphorylase (udp) 0.011 0.0374 1
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.011 0.0374 0.5
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Toxoplasma gondii phosphorylase family protein 0.011 0.0374 0.2859
Mycobacterium ulcerans purine nucleoside phosphorylase 0.0531 0.3231 1
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Giardia lamblia Deoxynucleoside kinase 0.0419 0.2474 0.735
Onchocerca volvulus Purine nucleoside phosphorylase homolog 0.0531 0.3231 1
Mycobacterium ulcerans 5'-methylthioadenosine phosphorylase 0.011 0.0374 0.0581
Echinococcus granulosus inosine guanosine and xanthosine phosphorylase 0.0421 0.2485 0.769
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.011 0.0374 0.1078
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.011 0.0374 0.5
Schistosoma mansoni uridine phosphorylase 0.011 0.0374 0.018
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.011 0.0374 0.1078
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Trypanosoma cruzi methylthioadenosine phosphorylase, putative 0.011 0.0374 0.4396
Loa Loa (eye worm) S-methyl-5'-thioadenosine phosphorylase MTAP 0.011 0.0374 0.1504
Mycobacterium tuberculosis Hypothetical protein 0.011 0.0374 0.1154
Brugia malayi purine nucleoside phosphorylase I, inosine and guanosine-specific family protein 0.0531 0.3231 1
Schistosoma mansoni purine nucleoside phosphorylase 0.0531 0.3231 0.3094
Echinococcus multilocularis purine nucleoside phosphorylase 0.0531 0.3231 1
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0084 0.0198 0.0608
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.011 0.0374 0.5
Trypanosoma cruzi nucleoside phosphorylase, putative 0.011 0.0374 0.4396
Trichomonas vaginalis conserved hypothetical protein 0.011 0.0374 0.1078
Brugia malayi Probable ClpP-like protease 0.0084 0.0198 0.0611
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.011 0.0374 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0175 0.0814 1
Schistosoma mansoni methylthioadenosine phosphorylase 0.011 0.0374 0.018
Echinococcus multilocularis purine nucleoside phosphorylase 0.0531 0.3231 1
Echinococcus multilocularis purine nucleoside phosphorylase 0.0531 0.3231 1
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0084 0.0198 0.0608
Echinococcus granulosus uridine phosphorylase 1 0.011 0.0374 0.1154
Brugia malayi hypothetical protein 0.0059 0.0028 0.0088
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0124 0.047 0.1452
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0175 0.0814 1
Treponema pallidum purine nucleoside phosphorylase (deoD) 0.011 0.0374 1
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.011 0.0374 0.1078
Entamoeba histolytica purine nucleoside phosphorylase, putative 0.011 0.0374 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0175 0.0814 1
Brugia malayi thymidylate synthase 0.0124 0.047 0.1456
Trypanosoma cruzi nucleoside phosphorylase, putative 0.011 0.0374 0.4396
Toxoplasma gondii Purine nucleoside phosphorylase 0.011 0.0374 0.2859
Echinococcus multilocularis purine nucleoside phosphorylase 0.0531 0.3231 1
Chlamydia trachomatis AMP nucleosidase 0.011 0.0374 1
Loa Loa (eye worm) transcription factor SMAD2 0.0131 0.0519 0.209
Mycobacterium tuberculosis Probable bifunctional MTA/SAH nucleosidase Mtn: 5'-methylthioadenosine nucleosidase (methylthioadenosine methylthioribohydrolase 0.011 0.0374 0.1154
Mycobacterium tuberculosis Probable purine nucleoside phosphorylase DeoD (inosine phosphorylase) (PNP) 0.0531 0.3231 1
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.011 0.0374 0.1078
Mycobacterium tuberculosis Hypothetical protein 0.0059 0.0028 0.0085
Loa Loa (eye worm) hypothetical protein 0.0084 0.0198 0.0795
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0084 0.0198 0.5
Trypanosoma cruzi methylthioadenosine phosphorylase, putative 0.011 0.0374 0.4396
Echinococcus multilocularis purine nucleoside phosphorylase 0.0421 0.2485 0.769
Echinococcus granulosus thymidylate synthase 0.0124 0.047 0.1452
Brugia malayi uridine phosphorylase family protein 0.011 0.0374 0.1157
Entamoeba histolytica MTA/SAH nucleosidase, putative 0.011 0.0374 0.5
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0084 0.0198 0.0608
Trichomonas vaginalis purine nucleoside phosphorylase, putative 0.011 0.0374 0.1078
Brugia malayi MTAP 0.011 0.0374 0.1157
Echinococcus multilocularis thymidylate synthase 0.0124 0.047 0.1452
Echinococcus multilocularis methylthioadenosine phosphorylase 0.011 0.0374 0.1154
Mycobacterium leprae Probable purine nucleoside phosphorylase DeoD (INOSINE PHOSPHORYLASE) (PNP) 0.0531 0.3231 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0124 0.047 0.0278
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Schistosoma mansoni methylthioadenosine phosphorylase 0.011 0.0374 0.018
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0175 0.0814 1
Loa Loa (eye worm) uridine phosphorylase 0.011 0.0374 0.1504
Echinococcus granulosus purine nucleoside phosphorylase 0.0531 0.3231 1
Entamoeba histolytica hypothetical protein 0.011 0.0374 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0175 0.0814 1
Trypanosoma cruzi nucleoside phosphorylase, putative 0.011 0.0374 0.4396
Echinococcus granulosus methylthioadenosine phosphorylase 0.011 0.0374 0.1154
Plasmodium falciparum purine nucleoside phosphorylase 0.011 0.0374 0.2859

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) 0 nM Concentration required for in vitro antiviral activity against HIV-1 virus infected CEM cells; Not tested ChEMBL. No reference
IC50 (functional) 0 nM Concentration required for in vitro antiviral activity against HIV-1 virus infected MT2 cells; Not tested ChEMBL. No reference
IC50 (binding) > 1000 nM Concentration required for in vitro inhibitory activity against HIV-1 protease ChEMBL. No reference
IC50 (binding) > 1000 nM Concentration required for in vitro inhibitory activity against HIV-1 protease ChEMBL. No reference

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

No literature references available for this target.

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