Detailed information for compound 561347

Basic information

Technical information
  • TDR Targets ID: 561347
  • Name: 4-methylbenzenesulfonate; 5,10,15,20-tetrakis (1-methylpyridin-1-ium-4-yl)-21,22-dihydropor phyrin
  • MW: 1363.6 | Formula: C72H66N8O12S4
  • H donors: 2 H acceptors: 14 LogP: 10.46 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 3
  • SMILES: Cc1ccc(cc1)S(=O)(=O)[O-].Cc1ccc(cc1)S(=O)(=O)[O-].Cc1ccc(cc1)S(=O)(=O)[O-].Cc1ccc(cc1)S(=O)(=O)[O-].C[n+]1ccc(cc1)/C/1=C/2\C=CC(=N2)/C(=c\2/cc/c(=C(/C3=N/C(=C(\c4[nH]c1cc4)/c1cc[n+](cc1)C)/C=C3)\c1cc[n+](cc1)C)/[nH]2)/c1cc[n+](cc1)C
  • InChi: 1S/C44H37N8.4C7H8O3S/c1-49-21-13-29(14-22-49)41-33-5-7-35(45-33)42(30-15-23-50(2)24-16-30)37-9-11-39(47-37)44(32-19-27-52(4)28-20-32)40-12-10-38(48-40)43(36-8-6-34(41)46-36)31-17-25-51(3)26-18-31;4*1-6-2-4-7(5-3-6)11(8,9)10/h5-28H,1-4H3,(H,45,46,47,48);4*2-5H,1H3,(H,8,9,10)/q+3;;;;/p-3/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-;;;;
  • InChiKey: AKZFRMNXBLFDNN-GVHKZQBISA-K  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 4-methylbenzenesulfonate; 5,10,15,20-tetrakis(1-methyl-4-pyridin-1-iumyl)-21,22-dihydroporphyrin
  • 5,10,15,20-tetrakis(1-methylpyridin-1-ium-4-yl)-21,22-dihydroporphine tetratosylate
  • tetra(4-N-methylpyridyl)porphine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens telomerase reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Telomerase reverse transcriptase Get druggable targets OG5_131652 All targets in OG5_131652
Candida albicans telomerase reverse transcriptase Get druggable targets OG5_131652 All targets in OG5_131652
Candida albicans telomerase reverse transcriptase Get druggable targets OG5_131652 All targets in OG5_131652
Onchocerca volvulus Telomerase reverse transcriptase homolog Get druggable targets OG5_131652 All targets in OG5_131652
Theileria parva hypothetical protein Get druggable targets OG5_131652 All targets in OG5_131652
Babesia bovis conserved hypothetical protein Get druggable targets OG5_131652 All targets in OG5_131652
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0091 0.01 0.01
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0036 0.0032 0.2597
Schistosoma mansoni ubiquitin-specific peptidase 8 (C19 family) 0.0037 0.0033 0.0033
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0016 0.0007 0.0007
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.0062 0.0062
Trichomonas vaginalis penicillin-binding protein, putative 0.0071 0.0075 1
Schistosoma mansoni hypothetical protein 0.0016 0.0007 0.0007
Mycobacterium tuberculosis Conserved protein 0.0071 0.0075 0.0916
Echinococcus multilocularis microtubule associated protein 2 0.0683 0.0831 0.0831
Onchocerca volvulus Telomerase reverse transcriptase homolog 0.0376 0.0452 1
Loa Loa (eye worm) inositol-1 0.0036 0.0032 0.0032
Echinococcus granulosus beta LACTamase domain containing family member 0.0071 0.0075 0.0075
Echinococcus multilocularis bifunctional protein NCOAT 0.8115 1 1
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0016 0.0007 0.0007
Loa Loa (eye worm) hypothetical protein 0.0034 0.0029 0.0029
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0029 0.0029
Schistosoma mansoni hypothetical protein 0.0095 0.0105 0.0105
Brugia malayi beta-lactamase family protein 0.0071 0.0075 0.0075
Trichomonas vaginalis esterase, putative 0.0071 0.0075 1
Brugia malayi hypothetical protein 0.0071 0.0075 0.0075
Entamoeba histolytica hypothetical protein 0.0071 0.0075 1
Brugia malayi Telomerase reverse transcriptase 0.0273 0.0325 0.0325
Plasmodium vivax telomerase reverse transcriptase, putative 0.0103 0.0114 1
Schistosoma mansoni inositol monophosphatase 0.0036 0.0032 0.0032
Schistosoma mansoni hypothetical protein 0.0034 0.0029 0.0029
Mycobacterium tuberculosis Conserved protein 0.0071 0.0075 0.0916
Trichomonas vaginalis conserved hypothetical protein 0.0037 0.0033 0.2701
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0091 0.01 0.01
Schistosoma mansoni chaperonin containing t-complex protein 1 beta subunit tcpb 0.0024 0.0017 0.0017
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0071 0.0075 0.0075
Brugia malayi Inositol-1 0.0036 0.0032 0.0032
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0071 0.0075 0.0916
Schistosoma mansoni survival motor neuron protein 0.0095 0.0105 0.0105
Leishmania major telomerase reverse transcriptase, putative 0.0103 0.0114 1
Onchocerca volvulus 0.0071 0.0075 0.1667
Schistosoma mansoni inositol monophosphatase 0.0036 0.0032 0.0032
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0091 0.01 0.01
Echinococcus granulosus bifunctional protein NCOAT 0.8115 1 1
Trichomonas vaginalis inositol monophosphatase, putative 0.0036 0.0032 0.2597
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0033 0.161
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0032 0.1548
Schistosoma mansoni aminopeptidase P homologue (M24 family) 0.8115 1 1
Loa Loa (eye worm) beta-lactamase 0.0071 0.0075 0.0075
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0071 0.0075 0.0075
Schistosoma mansoni chaperonin containing t-complex protein 1 beta subunit tcpb 0.0024 0.0017 0.0017
Loa Loa (eye worm) hypothetical protein 0.0071 0.0075 0.0075
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0036 0.0032 0.2597
Brugia malayi hypothetical protein 0.0466 0.0563 0.0563
Schistosoma mansoni hypothetical protein 0.0016 0.0007 0.0007
Loa Loa (eye worm) hypothetical protein 0.0071 0.0075 0.0075
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0062 0.6921
Mycobacterium tuberculosis Conserved protein 0.0071 0.0075 0.0916
Giardia lamblia Ubiquitin carboxyl-terminal hydrolase 4 0.0037 0.0033 0.161
Mycobacterium leprae conserved hypothetical protein 0.0071 0.0075 1
Schistosoma mansoni transcription factor LCR-F1 0.0071 0.0075 0.0075
Trypanosoma brucei telomerase reverse transcriptase 0.0103 0.0114 1
Mycobacterium tuberculosis Probable esterase LipL 0.0071 0.0075 0.0916
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0091 0.01 0.01
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0091 0.01 0.01
Entamoeba histolytica hypothetical protein 0.0071 0.0075 1
Onchocerca volvulus 0.0071 0.0075 0.1667
Trichomonas vaginalis D-aminoacylase, putative 0.0071 0.0075 1
Echinococcus granulosus survival motor neuron protein 1 0.0466 0.0563 0.0563
Plasmodium vivax hypothetical protein, conserved 0.0071 0.0075 0.5962
Trypanosoma brucei hypothetical protein, conserved 0.0071 0.0075 0.5962
Loa Loa (eye worm) hypothetical protein 0.0466 0.0563 0.0563
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0091 0.01 0.01
Loa Loa (eye worm) hypothetical protein 0.0071 0.0075 0.0075
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0037 0.0033 0.2701
Mycobacterium tuberculosis Probable lipase LipE 0.0071 0.0075 0.0916
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0071 0.0075 1
Trypanosoma cruzi hypothetical protein, conserved 0.0071 0.0075 0.5962
Plasmodium falciparum telomerase reverse transcriptase 0.0103 0.0114 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0016 0.0007 0.0007
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.006 0.0062 0.0661
Entamoeba histolytica myo-inositol monophosphatase, putative 0.0036 0.0032 0.26
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0071 0.0075 0.0075
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0016 0.0007 0.0007
Loa Loa (eye worm) transcription factor SMAD2 0.0119 0.0135 0.0135
Echinococcus multilocularis inositol monophosphatase 1 0.0036 0.0032 0.0032
Schistosoma mansoni ubiquitin-specific peptidase 2 (C19 family) 0.0037 0.0033 0.0033
Loa Loa (eye worm) latrophilin receptor protein 2 0.0016 0.0007 0.0007
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0071 0.0075 0.0075
Echinococcus multilocularis GPCR, family 2 0.0016 0.0007 0.0007
Onchocerca volvulus 0.0095 0.0105 0.2327
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0803 0.0978 0.0978
Echinococcus granulosus GPCR family 2 0.0016 0.0007 0.0007
Trypanosoma cruzi hypothetical protein, conserved 0.0071 0.0075 0.5962
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0071 0.0075 0.0916
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.006 0.0062 0.0062
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0016 0.0007 0.0007
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0032 0.1548
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.006 0.0062 0.0062
Brugia malayi Ubiquitin carboxyl-terminal hydrolase family protein 0.0037 0.0033 0.0033
Entamoeba histolytica ubiquitin carboxyl-terminal hydrolase domain containing protein 0.0037 0.0033 0.2704
Brugia malayi follicle stimulating hormone receptor 0.0686 0.0834 0.0834
Toxoplasma gondii aldehyde dehydrogenase 0.006 0.0062 0.4603
Mycobacterium leprae Probable lipase LipE 0.0071 0.0075 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0071 0.0075 0.0075
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0049 0.0049
Schistosoma mansoni chaperonin containing t-complex protein 1 beta subunit tcpb 0.0024 0.0017 0.0017
Brugia malayi Latrophilin receptor protein 2 0.0016 0.0007 0.0007
Leishmania major hypothetical protein, conserved 0.0071 0.0075 0.5962
Echinococcus granulosus ubiquitin carboxyl terminal hydrolase 8 0.0037 0.0033 0.0033
Loa Loa (eye worm) hypothetical protein 0.0071 0.0075 0.0075
Toxoplasma gondii ABC1 family protein 0.0071 0.0075 0.5962
Loa Loa (eye worm) hypothetical protein 0.0016 0.0007 0.0007
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0037 0.0033 0.2701
Schistosoma mansoni hypothetical protein 0.0016 0.0007 0.0007
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0453 0.0547 1
Trypanosoma cruzi telomerase reverse transcriptase, putative 0.0103 0.0114 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0062 0.6921
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0095 0.0105 0.0105
Schistosoma mansoni microtubule-associated protein tau 0.0683 0.0831 0.0831
Mycobacterium tuberculosis Probable hydrolase 0.0071 0.0075 0.0916
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0686 0.0834 0.0834
Brugia malayi MH2 domain containing protein 0.0119 0.0135 0.0135
Echinococcus granulosus ubiquitin specific protease 41 0.0037 0.0033 0.0033
Echinococcus granulosus chaperonin containing TCP1 subunit 2 beta 0.0024 0.0017 0.0017
Entamoeba histolytica hypothetical protein 0.0071 0.0075 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.0049 0.0049
Echinococcus granulosus microtubule associated protein 2 0.0683 0.0831 0.0831
Entamoeba histolytica hypothetical protein 0.0071 0.0075 1
Brugia malayi T-complex protein 1, beta subunit 0.0024 0.0017 0.0017
Trichomonas vaginalis penicillin-binding protein, putative 0.0071 0.0075 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0071 0.0075 0.0075
Brugia malayi beta-lactamase family protein 0.0071 0.0075 0.0075
Loa Loa (eye worm) hypothetical protein 0.0071 0.0075 0.0075
Mycobacterium tuberculosis Probable lipase LipD 0.0071 0.0075 0.0916
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0032 0.1548
Echinococcus multilocularis survival motor neuron protein 1 0.0466 0.0563 0.0563
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0091 0.01 0.01
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0049 0.0049
Trypanosoma cruzi telomerase reverse transcriptase, putative 0.0103 0.0114 1
Toxoplasma gondii RNA-directed DNA polymerase 0.0103 0.0114 1
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.0062 0.0062
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0091 0.01 0.01
Mycobacterium ulcerans beta-lactamase 0.0071 0.0075 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0071 0.0075 0.0075
Brugia malayi beta-lactamase 0.0071 0.0075 0.0075
Loa Loa (eye worm) MH2 domain-containing protein 0.0119 0.0135 0.0135
Loa Loa (eye worm) hypothetical protein 0.0071 0.0075 0.0075
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.0062 0.6921
Loa Loa (eye worm) hypothetical protein 0.0037 0.0033 0.0033
Echinococcus multilocularis ubiquitin specific protease 41 0.0037 0.0033 0.0033
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0033 0.161
Mycobacterium ulcerans lipase LipD 0.0071 0.0075 1
Leishmania major myo-inositol-1(or 4)-monophosphatase 1, putative 0.0036 0.0032 0.1548
Mycobacterium ulcerans hypothetical protein 0.0071 0.0075 1
Echinococcus granulosus Peptidase C19 ubiquitin carboxyl terminal hydrolase 2 0.0037 0.0033 0.0033
Leishmania major ubiquitin hydrolase, putative,cysteine peptidase, Clan CA, family C19, putative 0.0037 0.0033 0.161
Toxoplasma gondii inositol(myo)-1(or 4)-monophosphatase 2, putative 0.0036 0.0032 0.1548
Brugia malayi T-complex protein 1, beta subunit 0.0024 0.0017 0.0017
Echinococcus granulosus inositol monophosphatase 1 0.0036 0.0032 0.0032
Echinococcus multilocularis Peptidase C19, ubiquitin carboxyl terminal hydrolase 2 0.0037 0.0033 0.0033
Mycobacterium ulcerans esterase/lipase LipP 0.0071 0.0075 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0049 0.0049
Loa Loa (eye worm) T-complex protein 1 0.0024 0.0017 0.0017
Echinococcus multilocularis ubiquitin carboxyl terminal hydrolase 8 0.0037 0.0033 0.0033
Schistosoma mansoni hypothetical protein 0.0071 0.0075 0.0075
Loa Loa (eye worm) hypothetical protein 0.3448 0.4241 0.4241
Trypanosoma brucei ubiquitin carboxyl-terminal hydrolase, putative 0.0037 0.0033 0.161
Loa Loa (eye worm) hyaluronidase 0.8115 1 1
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0071 0.0075 0.0916
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0091 0.01 0.01
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.006 0.0062 0.4603
Onchocerca volvulus 0.0071 0.0075 0.1667
Wolbachia endosymbiont of Brugia malayi fructose-1,6-bisphosphatase 0.0036 0.0032 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0071 0.0075 1
Schistosoma mansoni Hyaluronidase 0.8115 1 1
Giardia lamblia Telomerase catalytic subunit 0.0103 0.0114 1
Trichomonas vaginalis D-aminoacylase, putative 0.0071 0.0075 1
Echinococcus multilocularis chaperonin containing TCP1, subunit 2 (beta) 0.0024 0.0017 0.0017
Schistosoma mansoni hypothetical protein 0.0016 0.0007 0.0007

Activities

Activity type Activity value Assay description Source Reference
GI50 (functional) = 14.3 uM Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by WST-1 assay ChEMBL. 27132164
IC50 (functional) = 130 nM Inhibition of PrP-res formation in mouse ScN2a cells relative to control ChEMBL. 16987659
IC50 (binding) = 0.06 uM Inhibition of telomerase in human HeLa cells using 5'-AAT CCG TCG AGC AGA GTT-3' as substrate incubated for 15 mins prior to extension reaction by telomeric repeat amplification protocol ChEMBL. 22413845
IC50 (binding) = 0.147 uM Inhibition of telomerase in human HeLa cells using 5'-AAT CCG TCG AGC AGA GTT-3' as substrate incubated for 15 mins prior to extension reaction followed by compound washout by spin-telomeric repeat amplification protocol ChEMBL. 22413845
Imax (binding) = 100 % Inhibition of telomerase in human HeLa cells using 5'-AAT CCG TCG AGC AGA GTT-3' as substrate at 1 uM incubated for 15 mins prior to extension reaction by telomeric repeat amplification protocol ChEMBL. 22413845
Inhibition (binding) = 60 % Inhibition of telomerase activity in human MDA-MB-231 cells using amplifour TS primer at 25 uM preincubated for 48 hrs followed by primer addition measured after 30 mins by fluorescence plate reader analysis relative to control ChEMBL. 27132164
Inhibition (binding) = 80 % Inhibition of telomerase activity in human MDA-MB-231 cells using amplifour TS primer at 25 uM preincubated for 72 hrs followed by primer addition measured after 30 mins by fluorescence plate reader analysis relative to control ChEMBL. 27132164

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 16987659

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

2 literature references were collected for this gene.

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