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
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.007 0.0044 0.02
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0179 0.0212 0.0212
Echinococcus multilocularis thymidylate synthase 0.1103 0.1633 0.1633
Echinococcus multilocularis folate receptor beta 0.1006 0.1484 0.1484
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0179 0.0212 0.0212
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.007 0.0044 0.02
Echinococcus multilocularis thymidine phosphorylase 0.6543 1 1
Treponema pallidum hypothetical protein 0.0095 0.0083 1
Mycobacterium ulcerans carbon monoxyde dehydrogenase medium chain CoxM 0.0197 0.024 0.0222
Echinococcus granulosus folate receptor beta 0.1006 0.1484 0.1484
Brugia malayi thymidylate synthase 0.1103 0.1633 1
Toxoplasma gondii hypothetical protein 0.0247 0.0318 0.1701
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.1847 0.2778 1
Echinococcus granulosus dihydrofolate reductase 0.0053 0.0019 0.0019
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Chlamydia trachomatis dihydrofolate reductase 0.0053 0.0019 0.5
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 cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Loa Loa (eye worm) dihydrofolate reductase 0.0053 0.0019 0.0115
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Brugia malayi PAS domain containing protein 0.005 0.0015 0.009
Brugia malayi Dihydrofolate reductase 0.0053 0.0019 0.0115
Entamoeba histolytica hypothetical protein 0.0061 0.0031 0.5
Echinococcus granulosus dual specificity testis-specific protein kinase 0.0354 0.0482 0.0482
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
Brugia malayi hypothetical protein 0.0525 0.0744 0.4556
Loa Loa (eye worm) reduced folate carrier family protein 0.0061 0.0031 0.0189
Echinococcus multilocularis Major facilitator superfamily, general substrate transporter 0.0181 0.0215 0.0215
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Onchocerca volvulus 0.0061 0.0031 0.0189
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.007 0.0044 0.0044
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxL_2 0.0275 0.036 0.0342
Mycobacterium tuberculosis Probable anthranilate phosphoribosyltransferase TrpD 0.1847 0.2778 0.2764
Schistosoma mansoni hypothetical protein 0.018 0.0215 0.1315
Giardia lamblia Hypothetical protein 0.0061 0.0031 0.5
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans carbon monoxide dehydrogenase 0.0386 0.0531 0.0513
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans hypothetical protein 0.0095 0.0083 0.0064
Echinococcus granulosus Major facilitator superfamily general substrate transporter 0.0181 0.0215 0.0215
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.6543 1 1
Schistosoma mansoni protein kinase 0.0354 0.0482 0.295
Trichomonas vaginalis high-affinity 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 calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans anthranilate phosphoribosyltransferase 0.1847 0.2778 0.2764
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Mycobacterium ulcerans thymidine phosphorylase 0.6543 1 1
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.0031 0.0189
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Echinococcus granulosus thymidylate synthase 0.1103 0.1633 0.1633
Trichomonas vaginalis xanthine dehydrogenase, putative 0.0583 0.0834 1
Brugia malayi hypothetical protein 0.0169 0.0197 0.1203
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Brugia malayi Reduced folate carrier family protein 0.0061 0.0031 0.0189
Schistosoma mansoni dihydrofolate reductase 0.0053 0.0019 0.0115
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.1103 0.1633 0.5853
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0173 0.0203 0.0185
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Trichomonas vaginalis conserved hypothetical protein 0.0525 0.0744 0.8911
Onchocerca volvulus 0.1103 0.1633 1
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0031 0.0254
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Brugia malayi folate-like transporter 3 0.0061 0.0031 0.0189
Brugia malayi dihydrofolate reductase family protein 0.0053 0.0019 0.0115
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0031 0.0254
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (large chain) 0.0275 0.036 0.0342
Mycobacterium tuberculosis Hypothetical protein 0.0525 0.0744 0.0727
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Brugia malayi hypoxia-induced factor 1 0.0155 0.0176 0.108
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Trichomonas vaginalis conserved hypothetical protein 0.007 0.0044 0.0414
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Mycobacterium ulcerans thymidylate synthase 0.1103 0.1633 0.1618
Schistosoma mansoni single-minded 0.005 0.0015 0.009
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (medium chain) 0.0197 0.024 0.0222
Schistosoma mansoni protein kinase 0.0354 0.0482 0.295
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.0031 0.0189
Echinococcus multilocularis dihydrofolate reductase 0.0053 0.0019 0.0019
Trichomonas vaginalis conserved hypothetical protein 0.0061 0.0031 0.0254
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.1103 0.1633 0.1618
Trichomonas vaginalis xanthine dehydrogenase, putative 0.0583 0.0834 1
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.007 0.0044 0.0271
Leishmania major dihydrofolate reductase-thymidylate synthase 0.1156 0.1715 1
Trichomonas vaginalis cGMP-dependent 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
Treponema pallidum quinoline 2-oxidoreductase 0.0093 0.008 0.8682
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (small chain) 0.0111 0.0109 0.009
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0275 0.036 0.0342
Schistosoma mansoni aryl hydrocarbon receptor 0.005 0.0015 0.009
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.007 0.0044 0.02
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.007 0.0044 0.0414
Onchocerca volvulus Folate transporter 1 homolog 0.0061 0.0031 0.0189
Mycobacterium ulcerans carbon monoxyde dehydrogenase small chain CoxS 0.0111 0.0109 0.009
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.007 0.0044 0.0414
Loa Loa (eye worm) hypothetical protein 0.0169 0.0197 0.1203
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Loa Loa (eye worm) thymidylate synthase 0.1103 0.1633 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0525 0.0744 0.4306
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Onchocerca volvulus 0.0061 0.0031 0.0189
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1156 0.1715 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.1103 0.1633 1
Onchocerca volvulus 0.0061 0.0031 0.0189
Loa Loa (eye worm) hypoxia-induced factor 1 0.0155 0.0176 0.108
Loa Loa (eye worm) hypothetical protein 0.0061 0.0031 0.0189
Echinococcus multilocularis dual specificity testis specific protein kinase 0.0354 0.0482 0.0482
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.007 0.0044 0.0414
Mycobacterium ulcerans carbon monoxyde dehydrogenase small chain CoxS 0.0111 0.0109 0.009
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.007 0.0044 0.0044
Schistosoma mansoni lipoxygenase 0.0179 0.0212 0.13
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxM_2 0.0197 0.024 0.0222
Trichomonas vaginalis cGMP-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
Onchocerca volvulus 0.0061 0.0031 0.0189
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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