Detailed information for compound 112361

Basic information

Technical information
  • TDR Targets ID: 112361
  • Name: (4R,5S,6S,7R)-1,3-dibenzyl-5,6-dihydroxy-4,7- bis(pyridin-4-ylmethyl)-1,3-diazepan-2-one
  • MW: 508.611 | Formula: C31H32N4O3
  • H donors: 2 H acceptors: 5 LogP: 3.17 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: O[C@H]1[C@@H](Cc2ccncc2)N(Cc2ccccc2)C(=O)N([C@@H]([C@@H]1O)Cc1ccncc1)Cc1ccccc1
  • InChi: 1S/C31H32N4O3/c36-29-27(19-23-11-15-32-16-12-23)34(21-25-7-3-1-4-8-25)31(38)35(22-26-9-5-2-6-10-26)28(30(29)37)20-24-13-17-33-18-14-24/h1-18,27-30,36-37H,19-22H2/t27-,28-,29+,30+/m1/s1
  • InChiKey: IJMLLSKOKKJLBX-XAZDILKDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (4R,5S,6S,7R)-1,3-dibenzyl-5,6-dihydroxy-4,7-bis(4-pyridylmethyl)-1,3-diazepan-2-one
  • (4R,5S,6S,7R)-5,6-dihydroxy-1,3-bis(phenylmethyl)-4,7-bis(pyridin-4-ylmethyl)-1,3-diazepan-2-one
  • (4R,5S,6S,7R)-5,6-dihydroxy-1,3-bis(phenylmethyl)-4,7-bis(4-pyridylmethyl)-1,3-diazepan-2-one
  • (4R,5S,6S,7R)-1,3-bis(benzyl)-5,6-dihydroxy-4,7-bis(4-pyridylmethyl)-1,3-diazepan-2-one
  • AIDS031628
  • (4R,5S,6S,7R)-Hexahydro-5,6-dihydroxy-1,3-bis(phenylmethyl)-4,7-bis(4-pyridylmethyl)-2H-1,3-diazepin-2-one
  • AIDS-031628
  • Substituted Cyclic Urea 45

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
Trypanosoma brucei variant surface glycoprotein (VSG), putative Human immunodeficiency virus type 1 protease   99 aa 80 aa 27.5 %
Entamoeba histolytica retroviral aspartyl protease domain-containing protein Human immunodeficiency virus type 1 protease   99 aa 103 aa 31.1 %
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 %
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 %
Entamoeba histolytica retroviral aspartyl protease domain-containing protein Human immunodeficiency virus type 1 protease   99 aa 103 aa 31.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0571 0.3034 0.5761
Mycobacterium tuberculosis Probable alanine and proline rich membrane-anchored mycosin MycP2 (serine protease) (subtilisin-like protease) (subtilase-like) 0.009 0.0231 0.6268
Echinococcus granulosus furin 0.1765 1 1
Echinococcus multilocularis inhibitor of apoptosis protein 0.0132 0.0478 0.0539
Schistosoma mansoni serine/threonine protein kinase 0.0334 0.1652 0.1603
Brugia malayi Hypothetical WD-repeat protein F21H12.1 in chromosome II 0.007 0.0115 0.0057
Mycobacterium leprae PROBABLE MEMBRANE-ANCHORED MYCOSIN MYCP3 (SERINE PROTEASE) (SUBTILISIN-LIKE PROTEASE) (SUBTILASE-LIKE) (MYCOSIN-3) 0.009 0.0231 1
Echinococcus granulosus prolyl endopeptidase 0.0127 0.0446 0.039
Loa Loa (eye worm) WD40 repeat protein 0.0134 0.0486 0.043
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0163 0.0658 0.1073
Onchocerca volvulus 0.0134 0.0486 0.2681
Echinococcus multilocularis protein will die slowly 0.0134 0.0486 0.0548
Schistosoma mansoni hypothetical protein 0.0167 0.0677 0.0622
Mycobacterium leprae Possible secreted protease 0.009 0.0231 1
Trichomonas vaginalis leucine-rich repeat protein, BspA family 0.0407 0.2082 0.3881
Echinococcus multilocularis epidermal growth factor receptor 0.0314 0.1535 0.1894
Brugia malayi Protein kinase domain containing protein 0.1036 0.5751 0.5726
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0939 0.5182 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Loa Loa (eye worm) hypothetical protein 0.0132 0.0478 0.0422
Echinococcus multilocularis enteropeptidase 0.0076 0.0151 0.0119
Plasmodium falciparum subtilisin-like protease 2 0.009 0.0231 0.5
Onchocerca volvulus 0.0333 0.1648 0.9974
Mycobacterium leprae PROBABLE PROLINE RICH MEMBRANE-ANCHORED MYCOSIN MYCP5 (SERINE PROTEASE) (SUBTILISIN-LIKE PROTEASE) (SUBTILASE-LIKE) (MYCOSIN-5) 0.009 0.0231 1
Schistosoma mansoni inhibitor of apoptosis (iap) domain family member 0.0132 0.0478 0.0422
Mycobacterium ulcerans membrane-anchored mycosin MycP3 0.009 0.0231 1
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Echinococcus multilocularis baculoviral IAP repeat containing protein 0.0132 0.0478 0.0539
Onchocerca volvulus Deterin homolog 0.0132 0.0478 0.2635
Echinococcus multilocularis neuroendocrine convertase 2 0.1397 0.7852 1
Trichomonas vaginalis hypothetical protein 0.0407 0.2082 0.3881
Trypanosoma cruzi prolyl endopeptidase 0.0127 0.0446 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Echinococcus granulosus proprotein convertase subtilisin:kexin type 5 0.0939 0.5182 0.5154
Brugia malayi Furin-like cysteine rich region family protein 0.0314 0.1535 0.1485
Schistosoma mansoni tyrosine kinase 0.0314 0.1535 0.1485
Schistosoma mansoni furin-1 (S08 family) 0.0916 0.5048 0.5019
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0076 0.0151 0.0094
Trypanosoma cruzi Aph-1 protein, putative 0.0093 0.0248 0.5567
Brugia malayi Membrane-bound transcription factor site-1 protease precursor 0.009 0.0231 0.0173
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis conserved hypothetical protein 0.0073 0.0133 0.0037
Loa Loa (eye worm) hypothetical protein 0.007 0.0115 0.0057
Plasmodium vivax subtilisin-like protease 2, putative 0.009 0.0231 0.5
Brugia malayi MH2 domain containing protein 0.0117 0.039 0.0334
Echinococcus granulosus gamma secretase subunit aph 1 0.0239 0.1098 0.1045
Onchocerca volvulus 0.0132 0.0478 0.2635
Trichomonas vaginalis conserved hypothetical protein 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0127 0.0446 0.039
Plasmodium falciparum subtilisin-like protease 1 0.009 0.0231 0.5
Loa Loa (eye worm) subtilase 0.009 0.0231 0.0173
Trypanosoma brucei subtilisin peptidase 0.009 0.0231 0.5176
Trypanosoma cruzi subtilisin-like serine peptidase, putative 0.009 0.0231 0.5176
Echinococcus granulosus inhibitor of apoptosis protein 0.0132 0.0478 0.0422
Echinococcus multilocularis glycoprotein Antigen 5 0.0076 0.0151 0.0119
Loa Loa (eye worm) hypothetical protein 0.009 0.0231 0.0173
Brugia malayi neuroendocrine convertase 1 precursor 0.1678 0.9495 0.9492
Brugia malayi Will die slowly protein 0.0134 0.0486 0.043
Giardia lamblia Furin precursor putative serine protease 0.0481 0.2509 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Schistosoma mansoni prolyl oligopeptidase (S09 family) 0.0127 0.0446 0.039
Loa Loa (eye worm) AGC/DMPK/ROCK protein kinase 0.1036 0.5751 0.5726
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Echinococcus multilocularis gamma secretase subunit aph 1 0.0239 0.1098 0.1334
Loa Loa (eye worm) hypothetical protein 0.1765 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Echinococcus granulosus rho-associated protein kinase 1 0.0334 0.1652 0.1603
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Loa Loa (eye worm) TK/EGFR protein kinase 0.0314 0.1535 0.1485
Brugia malayi celfurPC protein 0.1358 0.7624 0.761
Trichomonas vaginalis neuroendocrine convertase 2 precursor, putative 0.0481 0.2509 0.4725
Loa Loa (eye worm) hypothetical protein 0.0127 0.0446 0.039
Loa Loa (eye worm) gamma-secretase subunit aph-1 0.0239 0.1098 0.1045
Brugia malayi Tachykinin-like peptides receptor 99D 0.0232 0.1056 0.1004
Onchocerca volvulus 0.009 0.0231 0.1082
Plasmodium vivax subtilisin-like protease 1 0.009 0.0231 0.5
Trypanosoma brucei Aph-1 protein, putative 0.0093 0.0248 0.5567
Schistosoma mansoni hypothetical protein 0.0132 0.0478 0.0422
Schistosoma mansoni inhibitor of apoptosis protein 0.0132 0.0478 0.0422
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis conserved hypothetical protein 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Echinococcus granulosus neuropeptide FF receptor 2 0.0232 0.1056 0.1004
Schistosoma mansoni subfamily S8B non-peptidase homologue (S08 family) 0.0571 0.3034 0.2993
Trypanosoma brucei prolyl endopeptidase 0.0127 0.0446 1
Echinococcus multilocularis prolyl endopeptidase 0.0127 0.0446 0.0497
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Mycobacterium tuberculosis Probable membrane-anchored mycosin MycP4 (serine protease) (subtilisin-like protease) (subtilase-like) (mycosin-4) 0.009 0.0231 0.6268
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) 0.1528 0.8616 0.8608
Loa Loa (eye worm) hypothetical protein 0.0355 0.1777 0.1729
Loa Loa (eye worm) endoprotease bli-4 0.1765 1 1
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.1765 1 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Onchocerca volvulus 0.0334 0.1652 1
Mycobacterium ulcerans proline rich membrane-anchored mycosin MycP5 0.009 0.0231 1
Echinococcus multilocularis Peptidase S8 S53, subtilisin kexin sedolisin 0.009 0.0231 0.0221
Echinococcus multilocularis 0.1358 0.7624 0.9708
Mycobacterium tuberculosis Probable proline rich membrane-anchored mycosin MycP5 (serine protease) (subtilisin-like protease) (subtilase-like) (mycosin-5) 0.009 0.0231 0.6268
Echinococcus granulosus wd40 repeat 0.007 0.0115 0.0057
Echinococcus multilocularis membrane bound transcription factor site 1 0.009 0.0231 0.0221
Schistosoma mansoni hypothetical protein 0.0134 0.0486 0.043
Trypanosoma cruzi serine peptidase, clan SB, family S8-like protein 0.009 0.0231 0.5176
Brugia malayi Subtilase family protein 0.009 0.0231 0.0173
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.1326 0.1275
Echinococcus granulosus membrane bound transcription factor site 1 0.009 0.0231 0.0173
Trypanosoma cruzi subtilisin-like serine peptidase, putative 0.009 0.0231 0.5176
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Loa Loa (eye worm) proprotein convertase 2 0.0571 0.3034 0.2993
Mycobacterium ulcerans membrane-anchored serine protease (mycosin), MycP4 0.009 0.0231 1
Onchocerca volvulus Prolyl endopeptidase homolog 0.0127 0.0446 0.2431
Trypanosoma cruzi Aph-1 protein, putative 0.0093 0.0248 0.5567
Mycobacterium tuberculosis Probable protease II PtrBa [first part] (oligopeptidase B) 0.0114 0.0368 1
Echinococcus granulosus Furin 1 0.0571 0.3034 0.2993
Loa Loa (eye worm) hypothetical protein 0.0232 0.1056 0.1004
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0571 0.3034 0.5761
Loa Loa (eye worm) transcription factor SMAD2 0.0117 0.039 0.0334
Trichomonas vaginalis conserved hypothetical protein 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Brugia malayi gamma-secretase subunit aph-1 0.0239 0.1098 0.1045
Leishmania major subtilisin-like serine peptidase 0.009 0.0231 0.5176
Loa Loa (eye worm) hypothetical protein 0.0899 0.4951 0.4921
Toxoplasma gondii prolyl endopeptidase 0.0127 0.0446 1
Trypanosoma cruzi subtilisin peptidase 0.009 0.0231 0.5176
Echinococcus multilocularis Furin 1 0.0571 0.3034 0.3818
Schistosoma mansoni hypothetical protein 0.0407 0.2082 0.2035
Brugia malayi Inhibitor of Apoptosis domain containing protein 0.0132 0.0478 0.0422
Echinococcus granulosus Mastin 0.0076 0.0151 0.0094
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Brugia malayi proprotein convertase 2 0.1397 0.7852 0.7839
Echinococcus granulosus glycoprotein Antigen 5 0.0076 0.0151 0.0094
Brugia malayi Hypothetical subtilase-type proteinase F21H12.6 in chromosome II 0.009 0.0231 0.0173
Trichomonas vaginalis conserved hypothetical protein 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0939 0.5182 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Plasmodium vivax subtilisin-like serine protease, putative 0.009 0.0231 0.5
Trichomonas vaginalis WD repeat domain, putative 0.0134 0.0486 0.0732
Echinococcus granulosus peptidase s8 s53 subtilisin kexin sedolisin 0.009 0.0231 0.0173
Leishmania major prolyl oligopeptidase, putative,serine peptidase clan SC, family S9A, putative 0.0127 0.0446 1
Echinococcus multilocularis neuropeptide FF receptor 2 0.0232 0.1056 0.128
Echinococcus multilocularis wd40 repeat 0.007 0.0115 0.0072
Plasmodium falciparum subtilisin-like protease 3 0.009 0.0231 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0571 0.3034 0.5761
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Schistosoma mansoni gamma-secretase subunit aph-1 0.0239 0.1098 0.1045
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Echinococcus multilocularis geminin 0.0167 0.0677 0.0794
Trichomonas vaginalis conserved hypothetical protein 0.009 0.0231 0.0229
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0571 0.3034 0.5761
Echinococcus granulosus geminin 0.0167 0.0677 0.0622
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.0163 0.0658 0.0604
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0571 0.3034 0.5761
Echinococcus granulosus protein will die slowly 0.0134 0.0486 0.043
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Trichomonas vaginalis proprotein convertase subtilisin/kexin type, putative 0.0481 0.2509 0.4725
Schistosoma mansoni tripeptidyl-peptidase II (S08 family) 0.009 0.0231 0.0173
Brugia malayi prolyl oligopeptidase family protein 0.0127 0.0446 0.039
Echinococcus granulosus enteropeptidase 0.0076 0.0151 0.0094
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Loa Loa (eye worm) hypothetical protein 0.0132 0.0478 0.0422
Echinococcus granulosus epidermal growth factor receptor 0.0314 0.1535 0.1485
Echinococcus multilocularis proprotein convertase subtilisin:kexin type 5 0.0939 0.5182 0.6575
Echinococcus granulosus neuroendocrine convertase 2 0.1397 0.7852 0.7839
Echinococcus multilocularis rho associated protein kinase 0.0334 0.1652 0.2044
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Brugia malayi Inhibitor of Apoptosis domain containing protein 0.0132 0.0478 0.0422
Echinococcus granulosus baculoviral IAP repeat containing protein 0.0132 0.0478 0.0422
Mycobacterium tuberculosis Probable membrane-anchored mycosin MycP3 (serine protease) (subtilisin-like protease) (subtilase-like) (mycosin-3) 0.009 0.0231 0.6268
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0571 0.3034 0.5761
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.009 0.0231 0.0229
Loa Loa (eye worm) MH2 domain-containing protein 0.0117 0.039 0.0334
Schistosoma mansoni site-1 peptidase (S08 family) 0.009 0.0231 0.0173
Schistosoma mansoni retinoblastoma binding protein 0.007 0.0115 0.0057
Schistosoma mansoni hypothetical protein 0.0167 0.0677 0.0622
Trypanosoma brucei serine peptidase, clan SB, family S8-like protein 0.009 0.0231 0.5176
Echinococcus multilocularis Mastin 0.0076 0.0151 0.0119
Onchocerca volvulus 0.0073 0.0134 0.0476
Schistosoma mansoni site-1 peptidase (S08 family) 0.009 0.0231 0.0173
Trichomonas vaginalis conserved hypothetical protein 0.0407 0.2082 0.3881

Activities

Activity type Activity value Assay description Source Reference
IC90 (functional) = 5700 nM Antiviral potency was assessed by measuring the effect on accumulation of viral RNA transcripts 3 days after infection of MT-2 cells with HIV-1 RF ChEMBL. 8667359
Ki (binding) = 22 nM Inhibitory activity against HIV protease ChEMBL. 8667359
Ki (binding) = 22 nM Inhibitory activity against HIV protease ChEMBL. 8667359
Ratio (functional) = 10 Ability to increase whole-cell antiviral efficacy through better translation defined as the ratio between IC90 and Ki ChEMBL. 8667359
Ratio (functional) = 10 Ability to increase whole-cell antiviral efficacy through better translation defined as the ratio between IC90 and Ki ChEMBL. 8667359

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.

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