Detailed information for compound 113376

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 444.461 | Formula: C20H20N4O6S
  • H donors: 5 H acceptors: 6 LogP: 1.28 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(s1)NCc1ccc2c(c1)c(=O)[nH]c(n2)C
  • InChi: 1S/C20H20N4O6S/c1-10-22-13-3-2-11(8-12(13)18(27)23-10)9-21-16-6-5-15(31-16)19(28)24-14(20(29)30)4-7-17(25)26/h2-3,5-6,8,14,21H,4,7,9H2,1H3,(H,24,28)(H,25,26)(H,29,30)(H,22,23,27)/t14-/m0/s1
  • InChiKey: HXAMMRRSUKCSQJ-AWEZNQCLSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Trichomonas vaginalis xanthine dehydrogenase, putative 0.0583 0.0834 1
Mycobacterium ulcerans hypothetical protein 0.0095 0.0083 0.0064
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0275 0.036 0.0342
Brugia malayi Dihydrofolate reductase 0.0053 0.0019 0.0115
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Onchocerca volvulus 0.1103 0.1633 1
Schistosoma mansoni aryl hydrocarbon receptor 0.005 0.0015 0.009
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Loa Loa (eye worm) reduced folate carrier family protein 0.0061 0.0031 0.0189
Schistosoma mansoni lipoxygenase 0.0105 0.01 0.061
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Trichomonas vaginalis aldehyde oxidase, putative 0.0583 0.0834 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Echinococcus granulosus dihydrofolate reductase 0.0053 0.0019 0.0019
Schistosoma mansoni hypothetical protein 0.018 0.0215 0.1315
Chlamydia trachomatis dihydrofolate reductase 0.0053 0.0019 0.5
Brugia malayi Reduced folate carrier family protein 0.0061 0.0031 0.0189
Schistosoma mansoni dihydrofolate reductase 0.0053 0.0019 0.0115
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (medium chain) 0.0197 0.024 0.0222
Brugia malayi thymidylate synthase 0.1103 0.1633 1
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxM_2 0.0197 0.024 0.0222
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.007 0.0044 0.0271
Entamoeba histolytica hypothetical protein 0.0061 0.0031 0.5
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.1847 0.2778 1
Loa Loa (eye worm) thymidylate synthase 0.1103 0.1633 1
Mycobacterium ulcerans carbon monoxyde dehydrogenase small chain CoxS 0.0111 0.0109 0.009
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0031 0.0254
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0031 0.0254
Leishmania major dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Echinococcus multilocularis dual specificity testis specific protein kinase 0.0354 0.0482 0.0482
Trichomonas vaginalis conserved hypothetical protein 0.007 0.0044 0.0414
Treponema pallidum hypothetical protein 0.0095 0.0083 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Onchocerca volvulus 0.0061 0.0031 0.0189
Loa Loa (eye worm) hypothetical protein 0.0169 0.0197 0.1203
Loa Loa (eye worm) dihydrofolate reductase 0.0053 0.0019 0.0115
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Mycobacterium ulcerans carbon monoxyde dehydrogenase medium chain CoxM 0.0197 0.024 0.0222
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Echinococcus granulosus thymidylate synthase 0.1103 0.1633 0.1633
Echinococcus granulosus dual specificity testis-specific protein kinase 0.0354 0.0482 0.0482
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Brugia malayi PAS domain containing protein 0.005 0.0015 0.009
Echinococcus multilocularis thymidylate synthase 0.1103 0.1633 0.1633
Mycobacterium ulcerans carbon monoxyde dehydrogenase small chain CoxS 0.0111 0.0109 0.009
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0173 0.0203 0.0185
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0525 0.0744 0.4306
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.0031 0.0189
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.007 0.0044 0.0414
Echinococcus multilocularis dihydrofolate reductase 0.0053 0.0019 0.0019
Echinococcus multilocularis folate receptor beta 0.1006 0.1484 0.1484
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.007 0.0044 0.0044
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.1103 0.1633 1
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0031 0.0254
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.0031 0.0189
Mycobacterium ulcerans thymidine phosphorylase 0.6543 1 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.007 0.0044 0.0044
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (large chain) 0.0275 0.036 0.0342
Echinococcus multilocularis Major facilitator superfamily, general substrate transporter 0.0181 0.0215 0.0215
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.007 0.0044 0.02
Mycobacterium ulcerans anthranilate phosphoribosyltransferase 0.1847 0.2778 0.2764
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.6543 1 1
Brugia malayi hypoxia-induced factor 1 0.0155 0.0176 0.108
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.0031 0.0189
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.007 0.0044 0.02
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.1103 0.1633 0.1618
Schistosoma mansoni single-minded 0.005 0.0015 0.009
Brugia malayi folate-like transporter 3 0.0061 0.0031 0.0189
Echinococcus granulosus Major facilitator superfamily general substrate transporter 0.0181 0.0215 0.0215
Giardia lamblia Hypothetical protein 0.0061 0.0031 0.5
Toxoplasma gondii hypothetical protein 0.0247 0.0318 0.1701
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxL_2 0.0275 0.036 0.0342
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans carbon monoxide dehydrogenase 0.0386 0.0531 0.0513
Mycobacterium ulcerans thymidylate synthase 0.1103 0.1633 0.1618
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (small chain) 0.0111 0.0109 0.009
Echinococcus granulosus folate receptor beta 0.1006 0.1484 0.1484
Mycobacterium tuberculosis Probable anthranilate phosphoribosyltransferase TrpD 0.1847 0.2778 0.2764
Schistosoma mansoni protein kinase 0.0354 0.0482 0.295
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Onchocerca volvulus 0.0061 0.0031 0.0189
Trichomonas vaginalis xanthine dehydrogenase, putative 0.0583 0.0834 1
Brugia malayi dihydrofolate reductase family protein 0.0053 0.0019 0.0115
Treponema pallidum quinoline 2-oxidoreductase 0.0093 0.008 0.8682
Loa Loa (eye worm) hypoxia-induced factor 1 0.0155 0.0176 0.108
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.1103 0.1633 0.5853
Onchocerca volvulus 0.0061 0.0031 0.0189
Trichomonas vaginalis conserved hypothetical protein 0.0525 0.0744 0.8911
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Schistosoma mansoni lipoxygenase 0.0179 0.0212 0.13
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1156 0.1715 1
Onchocerca volvulus 0.0061 0.0031 0.0189
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Brugia malayi hypothetical protein 0.0169 0.0197 0.1203
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Echinococcus multilocularis thymidine phosphorylase 0.6543 1 1
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.007 0.0044 0.02
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.007 0.0044 0.0414
Schistosoma mansoni protein kinase 0.0354 0.0482 0.295
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0179 0.0212 0.0212
Mycobacterium tuberculosis Hypothetical protein 0.0525 0.0744 0.0727
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Brugia malayi hypothetical protein 0.0525 0.0744 0.4556
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0179 0.0212 0.0212
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 4.61 Inhibition of thymidylate synthase ChEMBL. 20153089
IC50 (functional) = 3 uM Tested for the concentration to inhibit 50% of L1210 cell growth in culture. ChEMBL. 2066994
IC50 (functional) = 3 uM Tested for the concentration to inhibit 50% of L1210 cell growth in culture. ChEMBL. 2066994
IC50 (binding) = 24.8 uM In vitro inhibition of the compound against L1210 thymidylate synthase (TS) ChEMBL. 2066994
IC50 (binding) = 24.8 uM In vitro inhibition of the compound against L1210 thymidylate synthase (TS) ChEMBL. 2066994

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 2066994

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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