Detailed information for compound 409094

Basic information

Technical information
  • TDR Targets ID: 409094
  • Name: (5S)-3-(3-fluorophenyl)-N-[(2S,3R)-3-hydroxy- 4-[(3-methoxyphenyl)sulfonyl-[[(2S)-oxolan-2- yl]methyl]amino]-1-phenylbutan-2-yl]-2-oxo-1, 3-oxazolidine-5-carboxamide
  • MW: 641.707 | Formula: C32H36FN3O8S
  • H donors: 2 H acceptors: 5 LogP: 3.57 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1cccc(c1)S(=O)(=O)N(C[C@H]([C@H](Cc1ccccc1)NC(=O)[C@H]1OC(=O)N(C1)c1cccc(c1)F)O)C[C@@H]1CCCO1
  • InChi: 1S/C32H36FN3O8S/c1-42-25-12-6-14-27(18-25)45(40,41)35(19-26-13-7-15-43-26)20-29(37)28(16-22-8-3-2-4-9-22)34-31(38)30-21-36(32(39)44-30)24-11-5-10-23(33)17-24/h2-6,8-12,14,17-18,26,28-30,37H,7,13,15-16,19-21H2,1H3,(H,34,38)/t26-,28-,29+,30-/m0/s1
  • InChiKey: YZANKHXQXBZCRU-OGAWYMSISA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (5S)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxyphenyl)sulfonyl-[[(2S)-tetrahydrofuran-2-yl]methyl]amino]propyl]-3-(3-fluorophenyl)-2-oxo-oxazolidine-5-carboxamide
  • (5S)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxyphenyl)sulfonyl-[[(2S)-2-tetrahydrofuranyl]methyl]amino]propyl]-3-(3-fluorophenyl)-2-oxo-5-oxazolidinecarboxamide
  • (5S)-3-(3-fluorophenyl)-N-[(2S,3R)-3-hydroxy-4-[(3-methoxyphenyl)sulfonyl-[[(2S)-oxolan-2-yl]methyl]amino]-1-phenyl-butan-2-yl]-2-oxo-1,3-oxazolidine-5-carboxamide
  • (5S)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxyphenyl)sulfonyl-[[(2S)-tetrahydrofuran-2-yl]methyl]amino]propyl]-3-(3-fluorophenyl)-2-keto-oxazolidine-5-carboxamide
  • (5S)-3-(3-fluorophenyl)-N-[(1S,2R)-2-hydroxy-3-[(3-methoxyphenyl)sulfonyl-[[(2S)-tetrahydrofuran-2-yl]methyl]amino]-1-(phenylmethyl)propyl]-2-oxo-oxazolidine-5-carboxamide
  • (5S)-3-(3-fluorophenyl)-N-[(1S,2R)-2-hydroxy-3-[(3-methoxyphenyl)sulfonyl-[[(2S)-2-tetrahydrofuranyl]methyl]amino]-1-(phenylmethyl)propyl]-2-oxo-5-oxazolidinecarboxamide
  • (5S)-N-[(1S,2R)-1-(benzyl)-2-hydroxy-3-[(3-methoxyphenyl)sulfonyl-(tetrahydrofurfuryl)amino]propyl]-3-(3-fluorophenyl)-2-keto-oxazolidine-5-carboxamide
  • 5-Oxazolidinecarboxamide, N-[(1S,2R)-2-hydroxy-3-[[(3-methoxyphenyl)sulfonyl][[(2S)-tetrahydro-2-furanyl]methyl]amino]-1-(phenylmethyl)propyl]-2-oxo-3-(3-fluorophenyl)-, (5S)-
  • AIDS-417175
  • AIDS417175

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
Echinococcus multilocularis Chromobox protein 3 Human immunodeficiency virus type 1 protease   99 aa 95 aa 28.4 %
Giardia lamblia DNA-directed RNA polymerase subunit D Human immunodeficiency virus type 1 protease   99 aa 90 aa 27.8 %
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 %
Mycobacterium leprae Hypothetical protein Human immunodeficiency virus type 1 protease   99 aa 86 aa 27.9 %
Trypanosoma brucei variant surface glycoprotein (VSG), putative Human immunodeficiency virus type 1 protease   99 aa 80 aa 27.5 %
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni cathepsin F (C01 family) 0.002 0.0008 0.0008
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0053 0.0232 0.0669
Loa Loa (eye worm) fibroinase 0.002 0.0008 0.0009
Onchocerca volvulus 0.002 0.0008 0.5
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0334 0.2088 0.4582
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0121 0.0678 0.1477
Brugia malayi acetyltransferase, GNAT family protein 0.0169 0.0999 0.1163
Echinococcus granulosus neuropeptide receptor A26 0.0542 0.3466 1
Loa Loa (eye worm) hypothetical protein 0.0058 0.0264 0.0307
Loa Loa (eye worm) papain family cysteine protease containing protein 0.002 0.0008 0.0009
Echinococcus granulosus cathepsin l cysteine peptidase 0.002 0.0008 0.0022
Brugia malayi Cathepsin L-like precursor 0.002 0.0008 0.0009
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.1718 0.1718
Echinococcus multilocularis cathepsin l cysteine peptidase 0.002 0.0008 0.0022
Echinococcus multilocularis neuropeptide s receptor 0.0542 0.3466 1
Echinococcus granulosus cathepsin l1 0.002 0.0008 0.0022
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0053 0.0232 0.0232
Trypanosoma cruzi malonyl-CoA decarboxylase, mitochondrial precursor, putative 0.0517 0.33 0.7251
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0053 0.0232 0.0232
Brugia malayi Cathepsin L-like precursor 0.002 0.0008 0.0009
Schistosoma mansoni cathepsin F (C01 family) 0.002 0.0008 0.0008
Schistosoma mansoni hypothetical protein 0.004 0.0142 0.0142
Treponema pallidum hypothetical protein 0.0333 0.2085 0.5
Brugia malayi Cathepsin L-like precursor 0.002 0.0008 0.0009
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0273 0.1687 0.1965
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0169 0.0999 0.0999
Echinococcus granulosus cathepsin L cysteine proteinase 0.002 0.0008 0.0022
Mycobacterium tuberculosis Conserved hypothetical protein 0.0371 0.2338 1
Echinococcus multilocularis cysteine protease 0.002 0.0008 0.0022
Onchocerca volvulus 0.002 0.0008 0.5
Onchocerca volvulus 0.002 0.0008 0.5
Loa Loa (eye worm) acetyltransferase 0.0169 0.0999 0.1163
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0068 0.0329 0.0707
Brugia malayi Papain family cysteine protease containing protein 0.002 0.0008 0.0009
Echinococcus granulosus histone acetyltransferase KAT2B 0.005 0.0208 0.0599
Mycobacterium ulcerans hypothetical protein 0.0371 0.2338 1
Toxoplasma gondii hypothetical protein 0.0114 0.0631 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0058 0.0264 0.0307
Leishmania major mitochondrial DNA polymerase beta 0.0705 0.4549 1
Leishmania major cathepsin L-like protease 0.0074 0.0371 0.0801
Onchocerca volvulus 0.002 0.0008 0.5
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.005 0.0208 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0053 0.0232 0.0669
Trypanosoma cruzi major cysteine proteinase, putative 0.0059 0.0266 0.0569
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0058 0.0264 0.0307
Leishmania major mitochondrial DNA polymerase beta-PAK, putative 0.0334 0.2088 0.4582
Trypanosoma cruzi DNA polymerase beta thumb, putative 0.0099 0.0535 0.1161
Wolbachia endosymbiont of Brugia malayi malonyl-CoA decarboxylase 0.1315 0.8588 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.004 0.0142 0.0165
Loa Loa (eye worm) hypothetical protein 0.004 0.0142 0.0165
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0058 0.0264 0.0307
Echinococcus multilocularis cathepsin L cysteine protease 0.002 0.0008 0.0022
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0053 0.0232 0.0669
Brugia malayi Cathepsin L-like precursor 0.002 0.0008 0.0009
Loa Loa (eye worm) hypothetical protein 0.1315 0.8588 1
Plasmodium vivax nicotinate-nucleotide adenylyltransferase, putative 0.0333 0.2085 1
Onchocerca volvulus 0.002 0.0008 0.5
Plasmodium vivax histone acetyltransferase GCN5, putative 0.005 0.0208 0.0963
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0705 0.4549 1
Echinococcus granulosus neuropeptide s receptor 0.0542 0.3466 1
Loa Loa (eye worm) ctsf protein 0.002 0.0008 0.0009
Trypanosoma cruzi malonyl-CoA decarboxylase, mitochondrial precursor, putative 0.0517 0.33 0.7251
Giardia lamblia Histone acetyltransferase GCN5 0.0046 0.018 0.5
Brugia malayi Cathepsin L-like precursor 0.002 0.0008 0.0009
Trypanosoma cruzi cysteine peptidase, putative 0.0074 0.0371 0.0801
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.002 0.0008 0.0009
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.005 0.0208 0.3208
Trypanosoma brucei mitochondrial DNA polymerase beta-PAK 0.0334 0.2088 0.4111
Trypanosoma cruzi mitochondrial DNA polymerase beta-PAK, putative 0.0099 0.0535 0.1161
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0053 0.0232 0.027
Brugia malayi follicle stimulating hormone receptor 0.0273 0.1687 0.1965
Onchocerca volvulus 0.002 0.0008 0.5
Trypanosoma cruzi DNA polymerase beta thumb, putative 0.0099 0.0535 0.1161
Trypanosoma cruzi cysteine peptidase, putative 0.0074 0.0371 0.0801
Trichomonas vaginalis bromodomain-containing protein, putative 0.005 0.0208 1
Onchocerca volvulus Cathepsin L homolog 0.002 0.0008 0.5
Echinococcus multilocularis cathepsin l cysteine peptidase 0.002 0.0008 0.0022
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0053 0.0232 0.0669
Brugia malayi Cathepsin L-like precursor 0.002 0.0008 0.0009
Brugia malayi putative malonyl-CoA decarboxylase 0.1315 0.8588 1
Plasmodium falciparum histone acetyltransferase GCN5 0.0046 0.018 0.0831
Entamoeba histolytica acetyltransferase, GNAT family 0.0046 0.018 1
Leishmania major malonyl-coa decarboxylase-like protein 0.0517 0.33 0.7251
Echinococcus multilocularis cysteine protease 0.002 0.0008 0.0022
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0053 0.0232 0.027
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0169 0.0999 0.2882
Plasmodium falciparum nicotinamide/nicotinic acid mononucleotide adenylyltransferase 0.0333 0.2085 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0008 0.0009
Onchocerca volvulus Cathepsin L homolog 0.002 0.0008 0.5
Onchocerca volvulus Cathepsin F homolog 0.002 0.0008 0.5
Echinococcus multilocularis cathepsin L cysteine protease 0.002 0.0008 0.0022
Echinococcus multilocularis neuropeptide receptor A26 0.0542 0.3466 1
Echinococcus granulosus histone acetyltransferase KAT2B 0.0164 0.0967 0.2791
Trypanosoma cruzi mitochondrial DNA polymerase beta, putative 0.0705 0.4549 1
Trypanosoma brucei malonyl-CoA decarboxylase, mitochondrial precursor, putative 0.0517 0.33 0.7011
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0053 0.0232 0.0232
Trypanosoma brucei mitochondrial DNA polymerase beta 0.0705 0.4549 1
Trypanosoma brucei DNA polymerase beta thumb, putative 0.0099 0.0535 0.0391
Trypanosoma cruzi cysteine peptidase, putative 0.0074 0.0371 0.0801
Loa Loa (eye worm) cysteine protease 0.002 0.0008 0.0009
Leishmania major cathepsin L-like protease 0.0074 0.0371 0.0801
Onchocerca volvulus 0.002 0.0008 0.5
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.005 0.0208 0.3208
Leishmania major cathepsin L-like protease 0.0074 0.0371 0.0801
Mycobacterium leprae PROBABLE NICOTINATE-NUCLEOTIDE ADENYLYLTRANSFERASE NADD (DEAMIDO-NAD(+) PYROPHOSPHORYLASE) (DEAMIDO-NAD(+) DIPHOSPHORYLASE) (NIC 0.0333 0.2085 0.5
Trypanosoma cruzi cruzipain precursor, putative 0.0074 0.0371 0.0801

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 150 nM Inhibition of wild type HIV1 protease Q7K mutant ChEMBL. 17149864
Ki (binding) = 150 nM Inhibition of wild type HIV1 protease Q7K mutant ChEMBL. 17149864

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.