Detailed information for compound 217774

Basic information

Technical information
  • TDR Targets ID: 217774
  • Name: (2S)-2-[[5-[(2-amino-4-oxo-1H-quinazolin-6-yl )methyl-methylamino]thiophene-2-carbonyl]amin o]pentanedioic acid
  • MW: 459.476 | Formula: C20H21N5O6S
  • H donors: 5 H acceptors: 8 LogP: 1.9 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)CC[C@H](C(=O)O)NC(=O)c1ccc(s1)N(Cc1ccc2c(c1)c(O)nc(n2)N)C
  • InChi: 1S/C20H21N5O6S/c1-25(9-10-2-3-12-11(8-10)17(28)24-20(21)23-12)15-6-5-14(32-15)18(29)22-13(19(30)31)4-7-16(26)27/h2-3,5-6,8,13H,4,7,9H2,1H3,(H,22,29)(H,26,27)(H,30,31)(H3,21,23,24,28)/t13-/m0/s1
  • InChiKey: NMGLYXPVQQIRKE-ZDUSSCGKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[5-[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl-methyl-amino]thiophene-2-carbonyl]amino]pentanedioic acid
  • (2S)-2-[[[5-[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl-methylamino]-2-thienyl]-oxomethyl]amino]pentanedioic acid
  • (2S)-2-[[5-[(2-azanyl-4-oxo-1H-quinazolin-6-yl)methyl-methyl-amino]thiophen-2-yl]carbonylamino]pentanedioic acid
  • (2S)-2-[[5-[(2-amino-4-keto-1H-quinazolin-6-yl)methyl-methyl-amino]thiophene-2-carbonyl]amino]glutaric acid
  • raltitrexed
  • (2S)-2-[[5-[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl-methyl-amino]thiophen-2-yl]carbonylamino]pentanedioic acid

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
Leishmania major isocitrate dehydrogenase, putative 0.0134 0.0949 0.0916
Echinococcus granulosus isocitrate dehydrogenase NAD 0.0134 0.0949 0.0916
Echinococcus multilocularis geminin 0.0156 0.1149 0.1116
Trichomonas vaginalis PIKK family atypical protein kinase 0.0047 0.0133 0.049
Wolbachia endosymbiont of Brugia malayi isocitrate dehydrogenase 0.0134 0.0949 0.5
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0033 0.0002
Trichomonas vaginalis PIKK family atypical protein kinase 0.0039 0.0058 0.0126
Toxoplasma gondii target of rapamycin (TOR), putative 0.0047 0.0133 0.0097
Toxoplasma gondii isocitrate dehydrogenase 0.1107 1 1
Echinococcus granulosus thymidylate synthase 0.0195 0.151 0.1479
Brugia malayi Probable isocitrate dehydrogenase 0.0134 0.0949 0.0916
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0358 0.3028 0.3002
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0195 0.151 0.1479
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0033 0.0002
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.0358 0.3028 0.3002
Echinococcus granulosus geminin 0.0156 0.1149 0.1116
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.1107 1 1
Loa Loa (eye worm) hypothetical protein 0.0134 0.0949 0.0916
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.151 0.1479
Loa Loa (eye worm) phosphatidylinositol 3 0.0306 0.2547 0.2519
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 0.151 0.1006
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.1107 1 1
Echinococcus multilocularis isocitrate dehydrogenase (NAD+) 0.0134 0.0949 0.0916
Trypanosoma brucei Phosphatidylinositol 3-kinase tor1 0.006 0.0259 0.0259
Schistosoma mansoni unc-13 (munc13) 0.0134 0.0949 0.0916
Mycobacterium ulcerans thymidylate synthase 0.0195 0.151 1
Leishmania major target of rapamycin kinase (TOR) kinase 3 0.005 0.0159 0.0123
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.0256 0.2085 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0093 0.056 0.0525
Trypanosoma brucei target of rapamycin kinase 3, putative 0.005 0.0159 0.0159
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 0.151 1
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor1 0.006 0.0259 0.0223
Trichomonas vaginalis PIKK family atypical protein kinase 0.0049 0.0158 0.0613
Trichomonas vaginalis PIKK family atypical protein kinase 0.0043 0.0097 0.0315
Echinococcus multilocularis isocitrate dehydrogenase (NAD) subunit 0.0134 0.0949 0.0916
Mycobacterium tuberculosis Probable 3-isopropylmalate dehydrogenase LeuB (beta-IPM dehydrogenase) (IMDH) (3-IPM-DH) 0.0134 0.0949 0.0412
Trichomonas vaginalis PIKK family atypical protein kinase 0.0047 0.0133 0.049
Brugia malayi Isocitrate dehydrogenase 0.1107 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0049 0.0158 0.0613
Trichomonas vaginalis PIKK family atypical protein kinase 0.0039 0.0061 0.014
Leishmania major target of rapamycin (TOR) kinase 2, putative 0.006 0.0259 0.0223
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.1107 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0049 0.0158 0.0613
Toxoplasma gondii isocitrate dehydrogenase 0.1107 1 1
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.1107 1 1
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.1107 1 1
Echinococcus granulosus isocitrate dehydrogenase NAD subunit 0.0134 0.0949 0.0916
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.1107 1 1
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0088 0.0517 0.0483
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.151 0.1479
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0256 0.2085 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0195 0.151 0.1479
Entamoeba histolytica tartrate dehydrogenase, putative 0.0134 0.0949 0.4457
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.0246 0.1983 0.9505
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0088 0.0517 0.2363
Leishmania major target of rapamycin (TOR) kinase 1, putative 0.006 0.0259 0.0223
Brugia malayi Isocitrate dehydrogenase subunit gamma, mitochondrial precursor 0.0134 0.0949 0.0916
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.151 0.1479
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.1107 1 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 0.151 0.151
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0088 0.0517 0.2348
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.1107 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0039 0.0061 0.014
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.1107 1 1
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.0256 0.2085 1
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0177 0.1347 0.6406
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0116 0.0774 0.3601
Trichomonas vaginalis PIKK family atypical protein kinase 0.0039 0.0058 0.0126
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0088 0.0517 0.2348
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.0358 0.3028 0.3002
Trichomonas vaginalis PIKK family atypical protein kinase 0.0049 0.0158 0.0613
Trichomonas vaginalis PIKK family atypical protein kinase 0.0047 0.0133 0.049
Loa Loa (eye worm) phosphatidylinositol 3 0.0077 0.0416 0.0381
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.0167 0.1255 0.1223
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0256 0.2085 0.2056
Trypanosoma cruzi phosphatidylinositol 3-kinase, putative 0.0077 0.0416 0.0381
Onchocerca volvulus 0.0195 0.151 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.1107 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0047 0.0133 0.049
Entamoeba histolytica phosphatidylinositol3-kinaseTor2, putative 0.006 0.0259 0.1086
Loa Loa (eye worm) hypothetical protein 0.0089 0.0528 0.0493
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0088 0.0517 0.2363
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0167 0.1255 0.1223
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0256 0.2085 0.2056
Giardia lamblia Phosphoinositide-3-kinase, catalytic, alpha polypeptide 0.0125 0.0866 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0047 0.0133 0.049
Brugia malayi thymidylate synthase 0.0195 0.151 0.1479
Trichomonas vaginalis phosphatidylinositol 4-kinase, putative 0.0036 0.0036 0.0019
Trichomonas vaginalis PIKK family atypical protein kinase 0.006 0.0259 0.1103
Trichomonas vaginalis PIKK family atypical protein kinase 0.0042 0.0087 0.0263
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.1107 1 1
Schistosoma mansoni ataxia telangiectasia mutated (atm)-related 0.006 0.0259 0.0223
Trichomonas vaginalis PIKK family atypical protein kinase 0.0049 0.0158 0.0613
Trypanosoma cruzi target of rapamycin kinase 3 0.005 0.0159 0.0123
Schistosoma mansoni hypothetical protein 0.0156 0.1149 0.1116
Schistosoma mansoni isocitrate dehydrogenase 0.0134 0.0949 0.0916
Entamoeba histolytica FKBP-rapamycin associated protein (FRAP), putative 0.006 0.0259 0.1086
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0033 0.0002
Trichomonas vaginalis isocitrate dehydrogenase, putative 0.0134 0.0949 0.4467
Brugia malayi hypothetical protein 0.0093 0.056 0.0525
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0088 0.0517 0.0483
Trypanosoma brucei isocitrate dehydrogenase, putative 0.1107 1 1
Trypanosoma brucei phosphatidylinositol 3-kinase, putative 0.0088 0.0517 0.0517
Giardia lamblia Phosphoinositide-3-kinase, class 3 0.0063 0.028 0.0354
Echinococcus multilocularis isocitrate dehydrogenase 0.1107 1 1
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0256 0.2085 1
Echinococcus multilocularis FKBP12 rapamycin complex associated protein 0.006 0.0259 0.0223
Trichomonas vaginalis PIKK family atypical protein kinase 0.0047 0.0133 0.049
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0205 0.1604 0.7652
Trichomonas vaginalis PIKK family atypical protein kinase 0.006 0.0259 0.1103
Trichomonas vaginalis PIKK family atypical protein kinase 0.006 0.0259 0.1103
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0256 0.2085 0.2056
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0177 0.1347 0.6406
Trichomonas vaginalis PIKK family atypical protein kinase 0.0053 0.0187 0.0753
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.1107 1 1
Trichomonas vaginalis PIKK family atypical protein kinase 0.0039 0.0061 0.014
Brugia malayi isocitrate dehydrogenase [NAD] subunit alpha, mitochondrial 0.0134 0.0949 0.0916
Schistosoma mansoni hypothetical protein 0.0156 0.1149 0.1116
Schistosoma mansoni Isocitrate dehydrogenase [NAD] subunit gamma mitochondrial 0.0134 0.0949 0.0916
Trypanosoma cruzi Phosphatidylinositol 3-kinase tor2 0.006 0.0259 0.0223
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0036 0.0036 0.0019
Loa Loa (eye worm) isocitrate dehydrogenase gamma subunit 0.0134 0.0949 0.0916
Trypanosoma brucei phosphatidylinositol 4-kinase alpha, putative 0.0036 0.0036 0.0036
Trichomonas vaginalis PIKK family atypical protein kinase 0.0047 0.0133 0.049
Loa Loa (eye worm) thymidylate synthase 0.0195 0.151 0.1479
Trypanosoma cruzi phosphatidylinositol 3-kinase vps34-like 0.0088 0.0517 0.0483
Brugia malayi phosphoinositide 3'-hydroxykinase p110-alpha subunit, putative 0.0101 0.0641 0.0607
Loa Loa (eye worm) phosphatidylinositol 3 0.006 0.0259 0.0223
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative 0.0088 0.0517 0.2363
Trichomonas vaginalis phosphatidylinositol 3-kinase class, putative 0.0036 0.0036 0.0019
Brugia malayi isocitrate dehydrogenase [NAD] subunit beta, mitochondrial 0.0134 0.0949 0.0916
Echinococcus multilocularis thymidylate synthase 0.0195 0.151 0.1479
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.0167 0.1255 0.1223
Brugia malayi Probable isocitrate dehydrogenase 0.0134 0.0949 0.0916
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0195 0.151 0.1479
Entamoeba histolytica hypothetical protein 0.0205 0.1604 0.7652
Trichomonas vaginalis conserved hypothetical protein 0.0093 0.056 0.257
Trichomonas vaginalis PIKK family atypical protein kinase 0.0036 0.0033 0.0002
Echinococcus granulosus FKBP12 rapamycin complex associated protein 0.006 0.0259 0.0223
Loa Loa (eye worm) hypothetical protein 0.0167 0.1255 0.1223
Loa Loa (eye worm) isocitrate dehydrogenase 0.1107 1 1
Trypanosoma brucei phosphatidylinositol 4-kinase, putative 0.006 0.0259 0.0259
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.006 0.0259 0.0223
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.1107 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1 M Inhibitory concentration against isolated E. coli Thymidylate synthase ChEMBL. 11052789
IC50 (binding) = 1 M Inhibitory concentration against isolated Thymidylate synthase ChEMBL. 11052789
IC50 (binding) = 8 M Inhibitory concentration against isolated L. casei Thymidylate synthase ChEMBL. 11052789
IC50 (binding) = 9 M Inhibitory concentration against isolated rat thymidylate synthase ChEMBL. 11052789
Relative growth (functional) = 14.5 Protection of human R30dm cells by hypoxanthine from growth inhibition induced by the compound ChEMBL. 11052789
Relative growth (functional) = 15 Protection of human R30dm cells from growth inhibition induced by the compound ChEMBL. 11052789
Relative growth (functional) = 20.5 Protection of human CCRF-CEM cells by hypoxanthine from growth inhibition induced by the compound ChEMBL. 11052789
Relative growth (functional) = 24 Protection of human CCRF-CEM cells by hypoxanthine from growth inhibition induced by the compound ChEMBL. 11052789
Relative growth (functional) = 95 Protection of human R30dm cells by thymidine from growth inhibition induced by the compound ChEMBL. 11052789
Relative growth (functional) = 103 Protection of human R30dm cells by thymidine and hypoxanthine from growth inhibition induced by the compound ChEMBL. 11052789
Relative growth (functional) = 106 Protection of human CCRF-CEM cells by thymidine from growth inhibition induced by the compound ChEMBL. 11052789
Relative growth (functional) = 107.5 Protection of human CCRF-CEM cells by thymidine and hypoxanthine from growth inhibition induced by the compound ChEMBL. 11052789

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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