Detailed information for compound 402519

Basic information

Technical information
  • TDR Targets ID: 402519
  • Name: (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4 -hydroxy-4-oxobutanoyl]amino]-5-hydroxy-5-oxo pentanoyl]amino]-3,3-diphenylpropanoyl]amino] -5-[[(2S)-3-cyclohexyl-1-[[(2S)-4,4-difluoro- 1-oxo-1-(phenylmethoxyamino)butan-2-yl]amino] -1-oxopropan-2-yl]amino]-5-oxopentanoic acid
  • MW: 1036.08 | Formula: C51H63F2N7O14
  • H donors: 10 H acceptors: 13 LogP: 4.28 Rotable bonds: 37
    Rule of 5 violations (Lipinski): 4
  • SMILES: FC(C[C@@H](C(=O)NOCc1ccccc1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(c1ccccc1)c1ccccc1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CC(=O)O)CCC(=O)O)CCC(=O)O)CC1CCCCC1)F
  • InChi: 1S/C51H63F2N7O14/c1-30(61)54-39(28-43(66)67)49(71)55-36(23-25-42(64)65)47(69)59-45(44(33-18-10-4-11-19-33)34-20-12-5-13-21-34)51(73)56-35(22-24-41(62)63)46(68)57-37(26-31-14-6-2-7-15-31)48(70)58-38(27-40(52)53)50(72)60-74-29-32-16-8-3-9-17-32/h3-5,8-13,16-21,31,35-40,44-45H,2,6-7,14-15,22-29H2,1H3,(H,54,61)(H,55,71)(H,56,73)(H,57,68)(H,58,70)(H,59,69)(H,60,72)(H,62,63)(H,64,65)(H,66,67)/t35-,36-,37-,38-,39-,45-/m0/s1
  • InChiKey: XCUYYOPASQHWDC-FNMDYEDDSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-diphenyl-propanoyl]amino]-5-[[(1S)-2-[[(1S)-1-(benzyloxycarbamoyl)-3,3-difluoro-propyl]amino]-1-(cyclohexylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-1,4-dioxobutyl]amino]-5-hydroxy-1,5-dioxopentyl]amino]-1-oxo-3,3-diphenylpropyl]amino]-5-[[(1S)-2-[[(1S)-1-[(benzyloxyamino)-oxomethyl]-3,3-difluoropropyl]amino]-1-(cyclohexylmethyl)-2-oxoethyl]amino]-5-oxopentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-diphenyl-propanoyl]amino]-5-[[(2S)-3-cyclohexyl-1-[[(2S)-4,4-difluoro-1-oxo-1-(phenylmethoxyamino)butan-2-yl]amino]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-keto-butanoyl]amino]-5-hydroxy-5-keto-pentanoyl]amino]-3,3-diphenyl-propanoyl]amino]-5-[[(1S)-2-[[(1S)-1-(benzoxycarbamoyl)-3,3-difluoro-propyl]amino]-1-(cyclohexylmethyl)-2-keto-ethyl]amino]-5-keto-valeric acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxobutanoyl]amino]-5-hydroxy-5-oxopentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(2S)-3-cyclohexyl-1-[[(2S)-4,4-difluoro-1-oxo-1-(phenylmethoxyamino)butan-2-yl]amino]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(1S)-1-(cyclohexylmethyl)-2-[[(1S)-3,3-difluoro-1-(phenylmethoxycarbamoyl)propyl]amino]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-1,4-dioxobutyl]amino]-5-hydroxy-1,5-dioxopentyl]amino]-1-oxo-3,3-di(phenyl)propyl]amino]-5-[[(1S)-1-(cyclohexylmethyl)-2-[[(1S)-3,3-difluoro-1-[oxo-(phenylmethoxyamino)methyl]propyl]amino]-2-oxoethyl]amino]-5-oxopentanoic acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-keto-butanoyl]amino]-5-hydroxy-5-keto-pentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(1S)-2-[[(1S)-1-(benzyloxycarbamoyl)-3,3-difluoro-propyl]amino]-1-(cyclohexylmethyl)-2-keto-ethyl]amino]-5-keto-valeric acid
  • (4S)-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-4-hydroxy-4-oxo-butanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]-3,3-di(phenyl)propanoyl]amino]-5-[[(2S)-3-cyclohexyl-1-[[(2S)-4,4-difluoro-1-oxo-1-(phenylmethoxyamino)butan-2-yl]amino]-1-oxo-propan-2-yl]amino]-5-oxo-pentanoic acid
  • AIDS165649
  • L-Alaninamide, N-acetyl-L-.alpha.-aspartyl-L-.alpha.-glutamyl-.beta.-phenyl-L-phenylalanyl-L-.alpha.-glutamyl-3-cyclohexyl-N1-[(1S)-3,3-difluoro-1-[[(phenylmethoxy)amino]carbonyl]propyl]-
  • AIDS-165649

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Hepatitis C virus Hepatitis C virus serine protease, NS3/NS4A 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
Mycobacterium tuberculosis Membrane-associated phospholipase C 2 PlcB Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 32.7 %
Echinococcus granulosus 60S ribosomal protein L8 Hepatitis C virus serine protease, NS3/NS4A   54 aa 48 aa 33.3 %
Entamoeba histolytica hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 52 aa 23.1 %
Trypanosoma brucei gambiense expression site-associated gene 3 (ESAG3)-like protein, putative Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 28.6 %
Trypanosoma congolense WD40 repeats, putative Hepatitis C virus serine protease, NS3/NS4A   54 aa 46 aa 28.3 %
Toxoplasma gondii hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 50 aa 28.0 %
Trypanosoma brucei expression site-associated gene 3 (ESAG3)-like protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 49 aa 28.6 %
Trypanosoma brucei hypothetical protein, conserved Hepatitis C virus serine protease, NS3/NS4A   54 aa 55 aa 30.9 %
Leishmania braziliensis hypothetical protein, conserved Hepatitis C virus serine protease, NS3/NS4A   54 aa 46 aa 26.1 %
Schistosoma mansoni hypothetical protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 29.5 %
Mycobacterium ulcerans Maf-like protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 38.6 %
Schistosoma japonicum expressed protein Hepatitis C virus serine protease, NS3/NS4A   54 aa 44 aa 29.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis calpain 7 (C02 family) 0.0032 0.1451 0.1096
Brugia malayi calpain 7 0.0032 0.1451 0.154
Loa Loa (eye worm) hypothetical protein 0.0075 0.7969 0.846
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0037 0.2137 0.2269
Schistosoma mansoni calpain (C02 family) 0.0032 0.1451 0.1102
Leishmania major calpain, putative,cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Schistosoma mansoni calpain-7 (C02 family) 0.0032 0.1451 0.1102
Schistosoma mansoni calpain C (C02 family) 0.0032 0.1451 0.1102
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0032 0.1451 1
Brugia malayi calpain family protein 1 0.0085 0.9421 1
Trypanosoma brucei calpain-like protein, putative 0.0032 0.1451 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0046 0.3629 0.3853
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0025 0.0399 0.2751
Schistosoma mansoni Mername-AA248 (C02 family) 0.0032 0.1451 0.1102
Toxoplasma gondii isocitrate dehydrogenase 0.0025 0.0399 0.5
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0025 0.0399 0.5
Trypanosoma brucei calpain-like protein, putative 0.0032 0.1451 1
Toxoplasma gondii isocitrate dehydrogenase 0.0025 0.0399 0.5
Echinococcus multilocularis calpain A 0.0089 1 1
Schistosoma mansoni tar DNA-binding protein 0.0046 0.3629 0.3369
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0085 0.9421 0.9397
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0025 0.0399 0.2751
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0025 0.0399 0.5
Echinococcus multilocularis hypothetical protein 0.0032 0.1451 0.1096
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0025 0.0399 0.2751
Schistosoma mansoni tar DNA-binding protein 0.0046 0.3629 0.3369
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0025 0.0399 0.0007
Loa Loa (eye worm) hypothetical protein 0.0037 0.2137 0.2269
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0032 0.1451 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0025 0.0399 0.2751
Trypanosoma brucei calpain-like protein, putative 0.0032 0.1451 1
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.0032 0.1451 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0037 0.2137 0.2269
Loa Loa (eye worm) calpain family protein 1 0.0062 0.6045 0.6416
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0089 1 1
Schistosoma mansoni calpain-7 (C02 family) 0.0032 0.1451 0.1102
Loa Loa (eye worm) hypothetical protein 0.0025 0.0393 0.0417
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Echinococcus multilocularis tar DNA binding protein 0.0046 0.3629 0.3365
Brugia malayi isocitrate dehydrogenase 0.0025 0.0399 0.0424
Plasmodium vivax calpain, putative 0.0032 0.1451 1
Schistosoma mansoni tar DNA-binding protein 0.0046 0.3629 0.3369
Loa Loa (eye worm) hypothetical protein 0.0062 0.6045 0.6416
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Loa Loa (eye worm) isocitrate dehydrogenase 0.0025 0.0399 0.0424
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0032 0.1451 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0032 0.1451 1
Trypanosoma brucei antigen, putative 0.0032 0.1451 1
Echinococcus multilocularis calpain 5 0.0032 0.1451 0.1096
Loa Loa (eye worm) calpain 0.0032 0.1451 0.154
Brugia malayi calpain family protein 1 0.0085 0.9421 1
Onchocerca volvulus 0.0053 0.4593 0.5
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Entamoeba histolytica protein kinase, putative 0.0022 0 0.5
Echinococcus granulosus calpain 0.0032 0.1451 0.1096
Echinococcus granulosus calpain 7 C02 family 0.0032 0.1451 0.1096
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Brugia malayi RNA binding protein 0.0046 0.3629 0.3853
Loa Loa (eye worm) calpain family protein 1 0.0085 0.9421 1
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0089 1 1
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0089 1 1
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0025 0.0399 0.2751
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0089 1 1
Trypanosoma brucei calpain-like protein, putative 0.0032 0.1451 1
Loa Loa (eye worm) TAR-binding protein 0.0046 0.3629 0.3853
Brugia malayi Calcitonin receptor-like protein seb-1 0.0037 0.2137 0.2269
Entamoeba histolytica calpain large subunit domain III containing protein 0.0022 0 0.5
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Echinococcus granulosus tar DNA binding protein 0.0046 0.3629 0.3365
Loa Loa (eye worm) hypothetical protein 0.0085 0.9421 1
Echinococcus multilocularis calpain 0.0032 0.1451 0.1096
Brugia malayi TAR-binding protein 0.0046 0.3629 0.3853
Brugia malayi RNA recognition motif domain containing protein 0.0046 0.3629 0.3853
Trypanosoma cruzi calpain cysteine peptidase, putative 0.0032 0.1451 1
Schistosoma mansoni tar DNA-binding protein 0.0046 0.3629 0.3369
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.0032 0.1451 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.0032 0.1451 1
Brugia malayi latrophilin 2 splice variant baaae 0.0025 0.0393 0.0417
Brugia malayi Isocitrate dehydrogenase 0.0025 0.0399 0.0424
Echinococcus granulosus calpain A 0.0032 0.1451 0.1096
Echinococcus multilocularis calpain family protein 1, d 0.0062 0.6045 0.588
Echinococcus granulosus calpain 5 0.0032 0.1451 0.1096
Schistosoma mansoni tar DNA-binding protein 0.0046 0.3629 0.3369
Loa Loa (eye worm) RNA binding protein 0.0046 0.3629 0.3853
Loa Loa (eye worm) hypothetical protein 0.0053 0.4593 0.4876

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 40 nM Inhibitory activity against Hepatitis C NS3/NS4A protease ChEMBL. 12540231
IC50 (binding) = 40 nM Inhibitory activity against Hepatitis C NS3/NS4A protease ChEMBL. 12540231

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.