Detailed information for compound 312845

Basic information

Technical information
  • TDR Targets ID: 312845
  • Name: (2S)-2-[[5-(dimethylamino)naphthalen-1-yl]sul fonylamino]-3-[4-[5-(dimethylamino)naphthalen -1-yl]sulfonyloxyphenyl]propanoic acid
  • MW: 647.761 | Formula: C33H33N3O7S2
  • H donors: 2 H acceptors: 6 LogP: 6.32 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)[C@@H](NS(=O)(=O)c1cccc2c1cccc2N(C)C)Cc1ccc(cc1)OS(=O)(=O)c1cccc2c1cccc2N(C)C
  • InChi: 1S/C33H33N3O7S2/c1-35(2)29-13-5-11-26-24(29)9-7-15-31(26)44(39,40)34-28(33(37)38)21-22-17-19-23(20-18-22)43-45(41,42)32-16-8-10-25-27(32)12-6-14-30(25)36(3)4/h5-20,28,34H,21H2,1-4H3,(H,37,38)/t28-/m0/s1
  • InChiKey: LUBOPDUYHWABFG-NDEPHWFRSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[5-(dimethylamino)-1-naphthyl]sulfonylamino]-3-[4-[[5-(dimethylamino)-1-naphthyl]sulfonyloxy]phenyl]propanoic acid
  • (2S)-2-(naphthionylamino)-3-(4-naphthionyloxyphenyl)propionic acid
  • N,O-didansyl-L-tyrosine
  • (2S)-2-[(5-dimethylaminonaphthalen-1-yl)sulfonylamino]-3-[4-(5-dimethylaminonaphthalen-1-yl)sulfonyloxyphenyl]propanoic acid
  • (2S)-2-[(5-dimethylamino-1-naphthyl)sulfonylamino]-3-[4-[(5-dimethylamino-1-naphthyl)sulfonyloxy]phenyl]propanoic acid
  • (2S)-2-[(5-dimethylamino-1-naphthyl)sulfonylamino]-3-[4-[(5-dimethylamino-1-naphthyl)sulfonyloxy]phenyl]propionic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Lactobacillus casei Thymidylate synthase Starlite/ChEMBL References
Escherichia coli thymidylate synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium hominis chain A, crystal structure of Dhfr Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania major dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative Get druggable targets OG5_127385 All targets in OG5_127385
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
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
Brugia malayi RNA recognition motif domain containing protein 0.0061 0.1056 0.0925
Echinococcus multilocularis voltage dependent calcium channel type d subunit 0.0162 0.3799 0.3738
Loa Loa (eye worm) voltage-dependent calcium channel 0.0056 0.0921 0.0788
Leishmania major hypothetical protein, conserved 0.0035 0.0334 0.0334
Echinococcus granulosus voltage dependent calcium channel type d subunit|voltage dependent calcium channel|voltage dependent L type calcium channel subu 0.0162 0.3799 0.3738
Loa Loa (eye worm) beta-lactamase 0.0035 0.0334 0.0192
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0389 1 1
Echinococcus multilocularis tar DNA binding protein 0.0061 0.1056 0.0969
Brugia malayi Voltage-gated calcium channel, L-type, alpha subunit. C. elegans egl-19 ortholog 0.0162 0.3799 0.3708
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0334 0.0192
Echinococcus granulosus thymidylate synthase 0.0389 1 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0334 0.0752
Entamoeba histolytica hypothetical protein 0.0023 0 0.5
Echinococcus granulosus voltage dependent L type calcium channel subunit|voltage dependent calcium channel 0.0162 0.3799 0.3738
Loa Loa (eye worm) hypothetical protein 0.005 0.0735 0.06
Loa Loa (eye worm) hypothetical protein 0.0035 0.0334 0.0192
Loa Loa (eye worm) hypothetical protein 0.0033 0.0283 0.0141
Echinococcus granulosus geminin 0.0164 0.386 0.38
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0389 1 1
Brugia malayi TAR-binding protein 0.0061 0.1056 0.0925
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0334 0.0192
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0061 0.1056 0.0925
Schistosoma mansoni tar DNA-binding protein 0.0061 0.1056 0.0925
Schistosoma mansoni hypothetical protein 0.0033 0.0283 0.0141
Trypanosoma brucei Voltage-dependent calcium channel subunit, putative 0.0056 0.0921 0.0788
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.0283 0.0141
Echinococcus multilocularis voltage dependent L type calcium channel subunit 0.0162 0.3799 0.3738
Echinococcus granulosus beta LACTamase domain containing family member 0.0035 0.0334 0.024
Echinococcus multilocularis voltage dependent L type calcium channel subunit 0.0162 0.3799 0.3738
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0048 0.0699 0.0563
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0389 1 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0048 0.0699 0.0563
Loa Loa (eye worm) RNA binding protein 0.0061 0.1056 0.0925
Loa Loa (eye worm) hypothetical protein 0.005 0.0735 0.06
Schistosoma mansoni tar DNA-binding protein 0.0061 0.1056 0.0925
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0389 1 1
Brugia malayi RNA binding protein 0.0061 0.1056 0.0925
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0048 0.0699 0.0563
Loa Loa (eye worm) hypothetical protein 0.0048 0.0699 0.0563
Schistosoma mansoni tar DNA-binding protein 0.0061 0.1056 0.0925
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0298 0.7516 0.748
Toxoplasma gondii transporter, cation channel family protein 0.0056 0.0921 0.0788
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0334 0.0334
Echinococcus multilocularis thymidylate synthase 0.0389 1 1
Echinococcus multilocularis snurportin 1 0.0298 0.7516 0.7492
Brugia malayi beta-lactamase family protein 0.0035 0.0334 0.0192
Brugia malayi beta-lactamase 0.0035 0.0334 0.0192
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0389 1 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0035 0.0334 0.024
Echinococcus multilocularis voltage dependent calcium channel 0.0162 0.3799 0.3738
Loa Loa (eye worm) hypothetical protein 0.0035 0.0334 0.0192
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0035 0.0334 0.0192
Echinococcus multilocularis voltage dependent calcium channel 0.0162 0.3799 0.3738
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0185 0.4433 0.4433
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0334 0.0334
Echinococcus granulosus voltage dependent calcium channel type d subunit|voltage dependent calcium channel alpha 1 0.0162 0.3799 0.3738
Mycobacterium ulcerans thymidylate synthase 0.0389 1 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0334 0.0192
Echinococcus granulosus voltage dependent calcium channel 0.0056 0.0921 0.0832
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0334 0.0752
Schistosoma mansoni hypothetical protein 0.0164 0.386 0.377
Mycobacterium tuberculosis Hypothetical protein 0.0185 0.4433 0.4241
Loa Loa (eye worm) TAR-binding protein 0.0061 0.1056 0.0925
Schistosoma mansoni high voltage-activated calcium channel Cav2A 0.0162 0.3799 0.3708
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0334 0.0752
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0389 1 1
Plasmodium vivax hypothetical protein, conserved 0.0035 0.0334 0.0192
Schistosoma mansoni hypothetical protein 0.0164 0.386 0.377
Echinococcus multilocularis importin subunit beta 1 0.0028 0.0144 0.0048
Brugia malayi hypothetical protein 0.0185 0.4433 0.4352
Toxoplasma gondii hypothetical protein 0.005 0.0735 0.06
Trichomonas vaginalis esterase, putative 0.0035 0.0334 0.0752
Schistosoma mansoni tar DNA-binding protein 0.0061 0.1056 0.0925
Echinococcus granulosus importin subunit beta 1 0.0028 0.0144 0.0048
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0223 0.546 0.5304
Loa Loa (eye worm) hypothetical protein 0.0035 0.0334 0.0192
Echinococcus granulosus tar DNA binding protein 0.0061 0.1056 0.0969
Trypanosoma brucei hypothetical protein, conserved 0.0035 0.0334 0.0192
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0389 1 1
Schistosoma mansoni high voltage-activated calcium channel Cav1 0.0162 0.3799 0.3708
Schistosoma mansoni hypothetical protein 0.0298 0.7516 0.748
Echinococcus multilocularis voltage dependent calcium channel type d subunit 0.0162 0.3799 0.3738
Echinococcus multilocularis geminin 0.0164 0.386 0.38
Echinococcus granulosus voltage dependent calcium channel 0.0162 0.3799 0.3738
Echinococcus granulosus snurportin 1 0.0298 0.7516 0.7492
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0389 1 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0334 0.0192
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0334 0.0752
Loa Loa (eye worm) hypothetical protein 0.0162 0.3799 0.3708
Schistosoma mansoni voltage-gated cation channel 0.0162 0.3799 0.3708
Trypanosoma cruzi Voltage-dependent calcium channel subunit, putative 0.0056 0.0921 0.0921
Toxoplasma gondii ABC1 family protein 0.0035 0.0334 0.0192
Loa Loa (eye worm) hypothetical protein 0.0056 0.0921 0.0788
Loa Loa (eye worm) calcium channel 0.0162 0.3799 0.3708
Brugia malayi RNA, U transporter 1 0.0079 0.1549 0.1425
Loa Loa (eye worm) hypothetical protein 0.0035 0.0334 0.0192
Trichomonas vaginalis conserved hypothetical protein 0.0185 0.4433 1
Loa Loa (eye worm) thymidylate synthase 0.0389 1 1
Brugia malayi beta-lactamase family protein 0.0035 0.0334 0.0192
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0389 1 1
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0035 0.0334 0.0192
Onchocerca volvulus 0.0389 1 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0334 0.0752
Schistosoma mansoni tar DNA-binding protein 0.0061 0.1056 0.0925

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 1.4 uM Inhibitory constant against thymidylate synthase from Lactobacillus casei ChEMBL. 15715461
Ki (binding) = 1.4 uM Inhibitory constant against thymidylate synthase from Lactobacillus casei ChEMBL. 15715461
Ki (binding) = 1.8 uM Inhibitory constant against thymidylate synthase from Escherichia coli ChEMBL. 15715461
Ki (binding) = 1.8 uM Inhibitory constant against thymidylate synthase from Escherichia coli ChEMBL. 15715461
Ki (binding) = 49 uM Inhibitory constant against human thymidylate synthase ChEMBL. 15715461
Ki (binding) = 49 uM Inhibitory constant against human thymidylate synthase ChEMBL. 15715461
SI (binding) = 27 Ratio of inhibitory constant against human and Escherichia coli thymidylate synthases ChEMBL. 15715461
SI (binding) = 35 Ratio of inhibitory constant against human and Lactobacillus casei thymidylate synthases ChEMBL. 15715461

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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