Detailed information for compound 37890

Basic information

Technical information
  • TDR Targets ID: 37890
  • Name: methyl 5-[(6S)-1,3-bis[(3-bromophenyl)methyl] -2,5,5-trioxo-3a,4,6,6a-tetrahydrothieno[3,4- d]imidazol-6-yl]pentanoate
  • MW: 628.373 | Formula: C25H28Br2N2O5S
  • H donors: 0 H acceptors: 4 LogP: 4.12 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: COC(=O)CCCC[C@H]1C2N(Cc3cccc(c3)Br)C(=O)N(C2CS1(=O)=O)Cc1cccc(c1)Br
  • InChi: 1S/C25H28Br2N2O5S/c1-34-23(30)11-3-2-10-22-24-21(16-35(22,32)33)28(14-17-6-4-8-19(26)12-17)25(31)29(24)15-18-7-5-9-20(27)13-18/h4-9,12-13,21-22,24H,2-3,10-11,14-16H2,1H3/t21?,22-,24?/m0/s1
  • InChiKey: FAJDYRCRPWTHCR-MHIUNMELSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-[(6S)-1,3-bis[(3-bromophenyl)methyl]-2,5,5-trioxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-6-yl]pentanoic acid methyl ester
  • 5-[(6S)-1,3-bis(3-bromobenzyl)-2,5,5-triketo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-6-yl]valeric acid methyl ester

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

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0015 0.0037 0.0311
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative 0.0198 0.1238 1
Echinococcus granulosus geminin 0.0187 0.1171 1
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0099 0.0586 0.4652
Brugia malayi Immunoglobulin I-set domain containing protein 0.0016 0.0041 0.0137
Echinococcus multilocularis ETS transcription factor Elf 2 0.0012 0.0013 0.0021
Echinococcus granulosus dual specificity 0.0099 0.0586 0.5007
Loa Loa (eye worm) RecQ helicase 0.0024 0.0092 0.0408
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.001 0 0.0000000019064
Loa Loa (eye worm) hypothetical protein 0.0029 0.0129 0.0574
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.0153 0.0519
Trichomonas vaginalis DNA helicase recq1, putative 0.0024 0.0092 0.0441
Leishmania major hypothetical protein, conserved 0.0198 0.1238 1
Schistosoma mansoni netrin receptor unc5 0.0016 0.0041 0.0041
Brugia malayi Cytochrome P450 family protein 0.0016 0.0039 0.0132
Schistosoma mansoni ets-related 0.0012 0.0013 0.0012
Brugia malayi follicle stimulating hormone receptor 0.0259 0.1639 0.5551
Echinococcus multilocularis ETS transcription factor Elf 2 0.0012 0.0013 0.0021
Loa Loa (eye worm) hypothetical protein 0.0048 0.0254 0.113
Loa Loa (eye worm) D-ets-4 DNA binding domain-containing protein 0.008 0.0464 0.2064
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Loa Loa (eye worm) hypothetical protein 0.0351 0.2247 1
Schistosoma mansoni hypothetical protein 0.0033 0.0153 0.0153
Schistosoma mansoni elf1 0.0012 0.0013 0.0012
Loa Loa (eye worm) hypothetical protein 0.0098 0.0583 0.2594
Mycobacterium tuberculosis Methylated-DNA--protein-cysteine methyltransferase Ogt (6-O-methylguanine-DNA methyltransferase) (O-6-methylguanine-DNA-alkyltra 0.0601 0.3894 0.9385
Treponema pallidum methylated-DNA-protein-cysteine S-methyltransferase (dat) 0.0198 0.1238 1
Echinococcus granulosus ewsr:fli fusion protein type 0.0012 0.0013 0.0106
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0639 0.4147 1
Echinococcus multilocularis nuclear factor of activated T cells 5 0.0081 0.0473 0.0808
Loa Loa (eye worm) hypothetical protein 0.0015 0.0037 0.0163
Echinococcus granulosus ankyrin repeat and death domain containing protein 0.0016 0.0041 0.0347
Loa Loa (eye worm) DNA-binding protein D-ETS-3 0.0012 0.0013 0.0056
Echinococcus granulosus intermediate filament protein 0.003 0.0133 0.113
Entamoeba histolytica hypothetical protein 0.0099 0.0586 0.6855
Echinococcus granulosus ETS domain containing protein Elk 1 0.0012 0.0013 0.0106
Brugia malayi Death domain containing protein 0.0016 0.0041 0.0137
Echinococcus granulosus protein C ets 2 0.0012 0.0013 0.0106
Echinococcus granulosus death domain containing protein 0.0016 0.0041 0.0347
Echinococcus multilocularis GA binding protein alpha chain 0.008 0.0464 0.0793
Trypanosoma brucei CMGC/DYRK protein kinase, putative 0.0099 0.0586 1
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0016 0.0039 0.0165
Echinococcus granulosus ETS transcription factor Elf 5 0.0012 0.0013 0.0106
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.003 0.0133 0.059
Schistosoma mansoni ets-related 0.0243 0.1538 0.1538
Echinococcus granulosus ETS transcription factor Elf 2 0.0012 0.0013 0.0106
Brugia malayi Fli-1 protein 0.0243 0.1538 0.5209
Schistosoma mansoni hypothetical protein 0.0015 0.0037 0.0036
Loa Loa (eye worm) hypothetical protein 0.0033 0.0154 0.0684
Loa Loa (eye worm) hypothetical protein 0.003 0.0133 0.059
Echinococcus multilocularis musashi 0.003 0.0133 0.0226
Loa Loa (eye worm) ATP-dependent DNA helicase 0.001 0 0.0002
Echinococcus multilocularis bloom syndrome protein 0.0024 0.0092 0.0156
Schistosoma mansoni hypothetical protein 0.0015 0.0037 0.0036
Echinococcus granulosus lamin 0.003 0.0133 0.113
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0033 0.0154 0.0262
Echinococcus multilocularis ankyrin repeat and death domain containing protein 0.0016 0.0041 0.0069
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0016 0.0039 0.0354
Echinococcus granulosus GPCR family 2 0.0015 0.0037 0.0311
Trypanosoma brucei cytochrome P450, putative 0.0025 0.0103 0.1479
Brugia malayi Latrophilin receptor protein 2 0.0015 0.0037 0.0123
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0154 0.0153
Brugia malayi Ets-domain containing protein 0.008 0.0464 0.157
Loa Loa (eye worm) hypothetical protein 0.0033 0.0153 0.0683
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Echinococcus multilocularis 0.0016 0.0039 0.0067
Leishmania major cytochrome p450-like protein 0.0016 0.0039 0.0165
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0138 0.0847 1
Schistosoma mansoni lamin 0.003 0.0133 0.0132
Echinococcus multilocularis lamin 0.003 0.0133 0.0226
Plasmodium vivax SET domain protein, putative 0.0033 0.0154 1
Echinococcus granulosus netrin receptor unc 5 0.0016 0.0041 0.0347
Loa Loa (eye worm) latrophilin receptor protein 2 0.0015 0.0037 0.0163
Echinococcus granulosus nuclear factor of activated T cells 5 0.0081 0.0473 0.4036
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0099 0.0586 0.4652
Echinococcus granulosus ETS transcription factor Elf 1 0.0012 0.0013 0.0106
Entamoeba histolytica protein kinase domain containing protein 0.0099 0.0586 0.6855
Loa Loa (eye worm) hypothetical protein 0.0068 0.0387 0.1723
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0033 0.0154 0.0153
Onchocerca volvulus 0.0033 0.0154 0.0695
Brugia malayi Intermediate filament tail domain containing protein 0.003 0.0133 0.0448
Brugia malayi Ets-domain containing protein 0.008 0.0464 0.157
Entamoeba histolytica protein kinase, putative 0.0099 0.0586 0.6855
Schistosoma mansoni intermediate filament proteins 0.003 0.0133 0.0132
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0032 0.0146 0.1242
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0639 0.4147 1
Entamoeba histolytica protein kinase, putative 0.0099 0.0586 0.6855
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0278 0.1766 0.1766
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Schistosoma mansoni cytochrome P450 0.0016 0.0039 0.0039
Schistosoma mansoni blooms syndrome DNA helicase 0.0019 0.0059 0.0059
Schistosoma mansoni ankyrin 23/unc44 0.0016 0.0041 0.0041
Brugia malayi Serotonin receptor 0.0458 0.2952 1
Echinococcus multilocularis lamin dm0 0.003 0.0133 0.0226
Brugia malayi Protein kinase domain containing protein 0.0099 0.0586 0.1985
Brugia malayi transcription factor E74 isoform 0.0012 0.0013 0.0042
Loa Loa (eye worm) hypothetical protein 0.0012 0.0013 0.0056
Loa Loa (eye worm) ets-domain-containing protein 0.0012 0.0013 0.0056
Leishmania major cytochrome p450-like protein 0.0016 0.0039 0.0165
Schistosoma mansoni hypothetical protein 0.0012 0.0013 0.0012
Loa Loa (eye worm) CYP4Cod1 0.0025 0.0103 0.0459
Onchocerca volvulus 0.0262 0.1663 1
Echinococcus granulosus ETS transcription factor Elf 2 0.0012 0.0013 0.0106
Loa Loa (eye worm) CMGC/DYRK/DYRK1 protein kinase 0.0099 0.0586 0.2609
Loa Loa (eye worm) hypothetical protein 0.0019 0.006 0.0268
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Brugia malayi cytoplasmic intermediate filament protein 0.0016 0.0041 0.0139
Mycobacterium ulcerans methylated-DNA--protein-cysteine methyltransferase Ogt 0.0601 0.3894 0.9385
Brugia malayi Pre-SET motif family protein 0.023 0.1452 0.4919
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0033 0.0154 0.0262
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0154 0.0153
Trypanosoma brucei hypothetical protein, conserved 0.008 0.0466 0.7872
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0154 0.131
Mycobacterium ulcerans DNA-methyltransferase (modification methylase) 0.008 0.0466 0.1038
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0016 0.0039 0.0165
Echinococcus granulosus bloom syndrome protein 0.0024 0.0092 0.078
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0016 0.0039 0.0165
Toxoplasma gondii cytochrome p450 superfamily protein 0.0016 0.0039 0.2541
Loa Loa (eye worm) hypothetical protein 0.0016 0.0041 0.0182
Schistosoma mansoni hypothetical protein 0.0187 0.1171 0.117
Brugia malayi hypothetical protein 0.0135 0.0823 0.2787
Loa Loa (eye worm) D-ets-2 protein 0.0012 0.0013 0.0056
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0015 0.0037 0.0062
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0014 0.0031 0.0052
Loa Loa (eye worm) fli-1 protein 0.0243 0.1538 0.6843
Loa Loa (eye worm) hypothetical protein 0.0014 0.0031 0.0138
Schistosoma mansoni hypothetical protein 0.0015 0.0037 0.0036
Loa Loa (eye worm) hypothetical protein 0.0098 0.0583 0.2594
Brugia malayi intermediate filament protein 0.003 0.0133 0.0448
Onchocerca volvulus 0.003 0.0133 0.0566
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0015 0.0037 0.0123
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0639 0.4147 1
Echinococcus multilocularis netrin receptor unc 5 0.0016 0.0041 0.0069
Brugia malayi Calcitonin receptor-like protein seb-1 0.0048 0.0254 0.0859
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0015 0.0037 0.0311
Loa Loa (eye worm) cytochrome P450 0.0016 0.0039 0.0175
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0048 0.0254 0.113
Loa Loa (eye worm) hypothetical protein 0.0014 0.0027 0.0122
Brugia malayi Ets-domain containing protein 0.0012 0.0013 0.0042
Trichomonas vaginalis methylated-DNA--protein-cysteine methyltransferase, putative 0.0198 0.1238 0.7421
Trypanosoma cruzi O-6 methyl-guanine alkyl transferase, putative 0.0198 0.1238 1
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0016 0.0041 0.0182
Trichomonas vaginalis set domain proteins, putative 0.0262 0.1662 1
Schistosoma mansoni hypothetical protein 0.0187 0.1171 0.117
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0154 0.0153
Echinococcus multilocularis ets variant gene 4 0.0012 0.0013 0.0021
Onchocerca volvulus 0.003 0.0133 0.0566
Brugia malayi Protein kinase domain containing protein 0.0016 0.0044 0.0149
Schistosoma mansoni ets 0.0012 0.0013 0.0012
Echinococcus granulosus Ankyrin 0.0016 0.0042 0.0354
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0259 0.1639 0.7293
Echinococcus multilocularis dual specificity 0.0099 0.0586 0.1003
Loa Loa (eye worm) D-ets-4 DNA binding domain-containing protein 0.0012 0.0013 0.0056
Leishmania major serine/threonine-protein kinase, putative,protein kinase, putative 0.0099 0.0586 0.4652
Schistosoma mansoni hypothetical protein 0.0016 0.0041 0.0041
Echinococcus multilocularis ETS transcription factor Elf 5 0.0012 0.0013 0.0021
Mycobacterium leprae PROBABLE METHYLATED-DNA--PROTEIN-CYSTEINE METHYLTRANSFERASE OGT (6-O-methylguanine-DNA methyltransferase) (O-6-methylguanine-DNA 0.0601 0.3894 0.9385
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0033 0.0154 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0037 0.0178 0.0793
Brugia malayi Cytochrome P450 family protein 0.0025 0.0103 0.0348
Loa Loa (eye worm) intermediate filament protein 0.003 0.0133 0.059
Echinococcus granulosus lamin dm0 0.003 0.0133 0.113
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0015 0.0037 0.0062
Schistosoma mansoni polyomavirus enhancer activator 3 pea3 0.0012 0.0013 0.0012
Loa Loa (eye worm) hypothetical protein 0.0012 0.0013 0.0056
Schistosoma mansoni hypothetical protein 0.0016 0.0039 0.0039
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0016 0.004 0.2589
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0014 0.0031 0.0262
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Giardia lamblia Fructose-bisphosphate aldolase 0.0138 0.0847 1
Schistosoma mansoni retinoblastoma-binding protein 4 (rbbp4) 0.0016 0.0042 0.0041
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0016 0.0041 0.0184
Leishmania major cytochrome p450-like protein 0.0025 0.0103 0.0688
Brugia malayi Bloom's syndrome protein homolog 0.0024 0.0092 0.0309
Echinococcus multilocularis protein C ets 2 0.0012 0.0013 0.0021
Chlamydia trachomatis methylated-DNA protein-cysteine methyltransferase 0.0198 0.1238 0.5
Loa Loa (eye worm) hypothetical protein 0.001 0 0.0002
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0016 0.0039 0.0165
Trichomonas vaginalis DNA helicase recq, putative 0.0024 0.0092 0.0441
Brugia malayi DNA-binding protein D-ETS-3 0.0012 0.0013 0.0042
Brugia malayi Cytochrome P450 family protein 0.0025 0.0103 0.0348
Schistosoma mansoni serine/threonine protein kinase 0.0099 0.0586 0.0586
Loa Loa (eye worm) cytochrome P450 family protein 0.0025 0.0103 0.0459
Brugia malayi cytochrome P450 0.0016 0.0039 0.0132
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0025 0.0103 0.0155
Plasmodium falciparum ADP-dependent DNA helicase RecQ 0.0021 0.0073 1
Schistosoma mansoni hypothetical protein 0.0012 0.0013 0.0012
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0897 0.5844 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0138 0.0847 0.5036
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.023 0.1452 0.6463
Brugia malayi Pre-SET motif family protein 0.0033 0.0154 0.0519
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0048 0.0254 0.0859
Echinococcus multilocularis geminin 0.0187 0.1171 0.2003
Echinococcus multilocularis ETS transcription factor Elf 1 0.0012 0.0013 0.0021
Loa Loa (eye worm) hypothetical protein 0.0014 0.0027 0.0122
Schistosoma mansoni lamin 0.003 0.0133 0.0132
Loa Loa (eye worm) cytochrome P450 family protein 0.0025 0.0103 0.0459
Schistosoma mansoni hypothetical protein 0.0015 0.0037 0.0036
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0138 0.0847 1
Trypanosoma cruzi cytochrome P450, putative 0.0025 0.0103 0.0688
Echinococcus granulosus cytochrome P450 2K1 0.0016 0.0039 0.0333
Echinococcus multilocularis GPCR, family 2 0.0015 0.0037 0.0062
Trypanosoma cruzi cytochrome P450, putative 0.0025 0.0103 0.0688
Echinococcus multilocularis ewsr:fli fusion protein type 0.0012 0.0013 0.0021
Echinococcus multilocularis Ankyrin 0.0016 0.0042 0.0071
Loa Loa (eye worm) hypothetical protein 0.0016 0.0042 0.0186
Brugia malayi Uncoordinated protein 44 0.0016 0.0041 0.0137
Brugia malayi Cytochrome P450 family protein 0.0037 0.0178 0.0603
Schistosoma mansoni gabp alpha 0.008 0.0464 0.0463
Echinococcus granulosus GA binding protein alpha chain 0.008 0.0464 0.396
Echinococcus multilocularis ETS domain containing protein Elk 1 0.0012 0.0013 0.0021

Activities

Activity type Activity value Assay description Source Reference
IC90 (functional) > 80 uM Concentration resulting in 90% inhibition of viral RNA production in HIV-1 infected MT-2 cells ChEMBL. No reference
IC90 (functional) > 80 uM Concentration resulting in 90% inhibition of viral RNA production in HIV-1 infected MT-2 cells ChEMBL. No reference
Ki (binding) = 4.1 uM Inhibitory activity against HIV protease enzyme. ChEMBL. No reference
Ki (binding) = 4.1 uM Inhibitory activity against HIV protease enzyme. 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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