Detailed information for compound 174915

Basic information

Technical information
  • TDR Targets ID: 174915
  • Name: N-[(1R)-2-(ethylamino)-1-[(2R,4S)-4-[2-[[(2R, 4S)-2-[(1R)-2-(ethylamino)-1-[(5-methyl-3-phe nyl-1,2-oxazole-4-carbonyl)amino]-2-oxoethyl] -5,5-dimethyl-1,3-thiazolidine-4-carbonyl]ami no]ethylcarbamoyl]-5,5-dimethyl-1,3-thiazolid in-2-yl]-2-oxoethyl]-5-methyl-3-phenyl-1,2-ox azole-4-carboxamide
  • MW: 917.108 | Formula: C44H56N10O8S2
  • H donors: 8 H acceptors: 8 LogP: 2.99 Rotable bonds: 23
    Rule of 5 violations (Lipinski): 3
  • SMILES: CCNC(=O)[C@H]([C@@H]1N[C@H](C(S1)(C)C)C(=O)NCCNC(=O)[C@@H]1N[C@H](SC1(C)C)[C@@H](C(=O)NCC)NC(=O)c1c(C)onc1c1ccccc1)NC(=O)c1c(C)onc1c1ccccc1
  • InChi: 1S/C44H56N10O8S2/c1-9-45-37(57)31(49-35(55)27-23(3)61-53-29(27)25-17-13-11-14-18-25)41-51-33(43(5,6)63-41)39(59)47-21-22-48-40(60)34-44(7,8)64-42(52-34)32(38(58)46-10-2)50-36(56)28-24(4)62-54-30(28)26-19-15-12-16-20-26/h11-20,31-34,41-42,51-52H,9-10,21-22H2,1-8H3,(H,45,57)(H,46,58)(H,47,59)(H,48,60)(H,49,55)(H,50,56)/t31-,32-,33+,34+,41-,42-/m1/s1
  • InChiKey: HKLUQPHPQBDWEO-SZODPJFOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(1R)-2-(ethylamino)-1-[(2R,4S)-4-[2-[[(2R,4S)-2-[(1R)-2-(ethylamino)-1-[(5-methyl-3-phenyl-isoxazole-4-carbonyl)amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidine-4-carbonyl]amino]ethylcarbamoyl]-5,5-dimethyl-thiazolidin-2-yl]-2-oxo-ethyl]-5-methyl-3-phenyl-isoxazole-4-carboxamide
  • N-[(1R)-2-(ethylamino)-1-[(2R,4S)-4-[[2-[[[(2R,4S)-2-[(1R)-2-(ethylamino)-1-[[(5-methyl-3-phenyl-4-isoxazolyl)-oxomethyl]amino]-2-oxoethyl]-5,5-dimethyl-4-thiazolidinyl]-oxomethyl]amino]ethylamino]-oxomethyl]-5,5-dimethyl-2-thiazolidinyl]-2-oxoethyl]-5-methyl-3-phenyl-4-isoxazolecarboxamide
  • N-[(1R)-2-(ethylamino)-1-[(2R,4S)-4-[2-[[(2R,4S)-2-[(1R)-2-(ethylamino)-1-[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonylamino]-2-oxo-ethyl]-5,5-dimethyl-1,3-thiazolidin-4-yl]carbonylamino]ethylcarbamoyl]-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-oxo-ethyl]-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide
  • N-[(1R)-2-(ethylamino)-1-[(2R,4S)-4-[2-[[(2R,4S)-2-[(1R)-2-(ethylamino)-2-keto-1-[(5-methyl-3-phenyl-isoxazole-4-carbonyl)amino]ethyl]-5,5-dimethyl-thiazolidine-4-carbonyl]amino]ethylcarbamoyl]-5,5-dimethyl-thiazolidin-2-yl]-2-keto-ethyl]-5-methyl-3-phenyl-isoxazole-4-carboxamide
  • N-[(1R)-2-ethylamino-1-[(2R,4S)-4-[2-[[(2R,4S)-2-[(1R)-2-ethylamino-1-[(5-methyl-3-phenyl1,2-oxazole-4-carbonyl)amino]-2-oxoethyl]-5,5-dimethyl1,3-thiazolidine-4-carbonyl]amino]ethylcarbamoyl]-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-oxoethyl]-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide
  • N-[(1R)-2-ethylamino-1-[(2R,4S)-4-[2-[[(2R,4S)-2-[(1R)-2-ethylamino-1-[(5-methyl-3-phenyl-isoxazole-4-carbonyl)amino]-2-oxo-ethyl]-5,5-dimethyl-thiazolidine-4-carbonyl]amino]ethylcarbamoyl]-5,5-dimethyl-thiazolidin-2-yl]-2-oxo-ethyl]-5-methyl-3-phenyl-isoxazole-4-carboxamide
  • N-[(1R)-2-ethylamino-1-[(2R,4S)-4-[[2-[[[(2R,4S)-2-[(1R)-2-ethylamino-1-[[(5-methyl-3-phenyl-4-isoxazolyl)-oxomethyl]amino]-2-oxoethyl]-5,5-dimethyl-4-thiazolidinyl]-oxomethyl]amino]ethylamino]-oxomethyl]-5,5-dimethyl-2-thiazolidinyl]-2-oxoethyl]-5-methyl-3-phenyl-4-isoxazolecarboxamide
  • N-[(1R)-2-ethylamino-1-[(2R,4S)-4-[2-[[(2R,4S)-2-[(1R)-2-ethylamino-2-keto-1-[(5-methyl-3-phenyl-isoxazole-4-carbonyl)amino]ethyl]-5,5-dimethyl-thiazolidine-4-carbonyl]amino]ethylcarbamoyl]-5,5-dimethyl-thiazolidin-2-yl]-2-keto-ethyl]-5-methyl-3-phenyl-isoxazole-4-carboxamide
  • N-[(1R)-2-ethylamino-1-[(2R,4S)-4-[2-[[(2R,4S)-2-[(1R)-2-ethylamino-1-[(5-methyl-3-phenyl-1,2-oxazol-4-yl)carbonylamino]-2-oxo-ethyl]-5,5-dimethyl-1,3-thiazolidin-4-yl]carbonylamino]ethylcarbamoyl]-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-oxo-ethyl]-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide
  • penicillin deriv. 33
  • AIDS-005392
  • AIDS005392
  • [2R-[2.alpha.(R*),4.beta.]]-4,4'-[1,2-Ethanediylbis(aminocarbonyl)]bis[N-ethyl-5,5-dimethyl-.alpha.-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-2-thiazolidineacetamide]

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
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 %
Candida albicans dethiobiotin synthetase Human immunodeficiency virus type 1 protease   99 aa 90 aa 22.2 %
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 %
Giardia lamblia DNA-directed RNA polymerase subunit D Human immunodeficiency virus type 1 protease   99 aa 90 aa 27.8 %
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
Leishmania major methylcrotonoyl-coa carboxylase biotinylated subunitprotein-like protein 0.0525 0.2522 0.2839
Schistosoma mansoni methylcrotonyl-CoA carboxylase 0.0525 0.2522 0.2522
Mycobacterium ulcerans bifunctional protein acetyl-/propionyl-coenzyme a carboxylase (alpha chain) AccA3 0.0525 0.2522 1
Leishmania major acetyl-CoA carboxylase, putative 0.1378 0.8883 1
Trypanosoma brucei acetyl-CoA carboxylase 0.1378 0.8883 1
Trypanosoma cruzi 3-methylcrotonyl-CoA carboxylase, putative 0.0525 0.2522 0.5074
Brugia malayi Protein kinase domain containing protein 0.1009 0.6129 0.4885
Loa Loa (eye worm) hypothetical protein 0.0856 0.4987 0.329
Loa Loa (eye worm) hypothetical protein 0.068 0.3679 0.0807
Mycobacterium tuberculosis Probable acetyl-/propionyl-coenzyme A carboxylase alpha chain (alpha subunit) AccA2: biotin carboxylase + biotin carboxyl carrie 0.0525 0.2522 1
Echinococcus multilocularis acetyl coenzyme A carboxylase 1 0.1378 0.8883 1
Giardia lamblia Acetyl-CoA carboxylase/pyruvate carboxylase fusion protein, putative 0.0235 0.036 0.5
Leishmania major carboxylase, putative 0.0525 0.2522 0.2839
Plasmodium vivax biotin carboxylase subunit of acetyl CoA carboxylase, putative 0.0997 0.6044 0.5
Entamoeba histolytica acetyl-coA carboxylase, putative 0.0235 0.036 0.5
Mycobacterium leprae Probable bifunctional protein acetyl-/propionyl-coenzyme A carboxylase, alpha chain AccA3 (BccP) 0.0525 0.2522 1
Schistosoma mansoni methylcrotonyl-CoA carboxylase 0.0525 0.2522 0.2522
Echinococcus granulosus acetyl coenzyme A carboxylase 1 0.1378 0.8883 1
Chlamydia trachomatis biotin carboxylase 0.0477 0.2162 1
Trypanosoma cruzi 3-methylcrotonyl-CoA carboxylase, putative 0.0525 0.2522 0.5074
Mycobacterium ulcerans pyruvate carboxylase 0.0525 0.2522 1
Toxoplasma gondii acetyl-coA carboxylase ACC2 0.1378 0.8883 1
Trypanosoma brucei 3-methylcrotonyl-CoA carboxylase alpha subunit, putative 0.0525 0.2522 0.2839
Mycobacterium ulcerans acetyl-/propionyl-coenzyme a carboxylase alpha chain, AccA2 0.0525 0.2522 1
Trypanosoma brucei 3-methylcrotonyl-CoA carboxylase alpha subunit, putative 0.0525 0.2522 0.2839
Loa Loa (eye worm) TK/ALK protein kinase 0.1008 0.6127 0.5452
Schistosoma mansoni acetyl-CoA carboxylase 0.1378 0.8883 0.8883
Plasmodium falciparum biotin carboxylase subunit of acetyl CoA carboxylase, putative 0.0997 0.6044 0.5
Toxoplasma gondii pyruvate carboxylase 0.0525 0.2522 0.2839
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.0702 0.3843 0.4326
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.0679 0.0679
Brugia malayi Carboxyl transferase domain containing protein 0.133 0.8523 1
Mycobacterium tuberculosis Probable pyruvate carboxylase Pca (pyruvic carboxylase) 0.0525 0.2522 1
Wolbachia endosymbiont of Brugia malayi Acetyl/propionyl-CoA carboxylase, alpha subunit 0.0525 0.2522 1
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.0702 0.3843 0.4326
Mycobacterium ulcerans acetyl-/propionyl-coenzyme a carboxylase alpha chain AccA1 0.0525 0.2522 1
Echinococcus multilocularis propionyl coenzyme A carboxylase alpha chain 0.0525 0.2522 0.2839
Toxoplasma gondii acetyl-CoA carboxylase ACC1 0.1378 0.8883 1
Schistosoma mansoni pyruvate carboxylase 0.0525 0.2522 0.2522
Trypanosoma cruzi acetyl-CoA carboxylase 0.0853 0.4969 1
Loa Loa (eye worm) carboxyl transferase domain-containing protein 0.133 0.8523 1
Echinococcus granulosus propionyl coenzyme A carboxylase alpha chain 0.0525 0.2522 0.2839
Trypanosoma brucei unspecified product 0.0345 0.1181 0.1329

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 2.5 uM Inhibition of cytopathic effect of HIV-1 strain RF in MT-4 cell culture ChEMBL. 8230098
EC50 (functional) = 2.5 uM Inhibition of cytopathic effect of HIV-1 strain RF in MT-4 cell culture ChEMBL. 8230098
IC50 (binding) = 5.4 nM Inhibitory activity against HIV-1 Protease ChEMBL. 8230098
IC50 (binding) = 5.4 nM Inhibitory activity against HIV-1 Protease ChEMBL. 8230098

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 8230098

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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