Detailed information for compound 1891529

Basic information

Technical information
  • TDR Targets ID: 1891529
  • Name: (2S)-2-[[4-[(2,4-diaminoquinazolin-6-yl)methy lamino]benzoyl]amino]butanedioic acid
  • MW: 424.41 | Formula: C20H20N6O5
  • H donors: 6 H acceptors: 7 LogP: 0.73 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)C[C@@H](C(=O)O)NC(=O)c1ccc(cc1)NCc1ccc2c(c1)c(N)nc(n2)N
  • InChi: 1S/C20H20N6O5/c21-17-13-7-10(1-6-14(13)25-20(22)26-17)9-23-12-4-2-11(3-5-12)18(29)24-15(19(30)31)8-16(27)28/h1-7,15,23H,8-9H2,(H,24,29)(H,27,28)(H,30,31)(H4,21,22,25,26)/t15-/m0/s1
  • InChiKey: RJMVWPJFVJJJLO-HNNXBMFYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[[4-[(2,4-diamino-6-quinazolinyl)methylamino]phenyl]-oxomethyl]amino]butanedioic acid
  • (2S)-2-[[4-[(2,4-diaminoquinazolin-6-yl)methylamino]benzoyl]amino]succinic acid
  • (2S)-2-[[4-[(2,4-diaminoquinazolin-6-yl)methylamino]phenyl]carbonylamino]butanedioic acid
  • 18921-65-8
  • ASPARTIC ACID, N-(p-(((2,4-DIAMINO-6-QUINAZOLINYL)METHYL)AMINO)BENZOYL)-, L-
  • BRN 0904792
  • L-Aspartic acid, N-(4-(((2,4-diamino-6-quinazolinyl)methyl)amino)benzoyl)- (9CI)
  • N-(p-(((2,4-Diamino-6-quinazolinyl)methyl)amino)benzoyl)-L-aspartic acid
  • NSC 112846
  • Quinaspar
  • SK 29758

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Enterococcus faecium Dihydrofolate reductase Starlite/ChEMBL References
Rattus norvegicus Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 182 aa 33.5 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   167 aa 155 aa 29.7 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Plasmodium knowlesi glutamine-dependent NAD(+) synthetase, putative Dihydrofolate reductase   167 aa 160 aa 18.8 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   167 aa 167 aa 27.5 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major C-8 sterol isomerase-like protein 0.3732 1 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 0.0749 0.2578
Onchocerca volvulus Putative sulfate transporter 0.02 0.0149 0.5
Brugia malayi Dihydrofolate reductase 0.0415 0.0749 0.0749
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 0.0749 0.6965
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0159 0.0033 0.0033
Loa Loa (eye worm) hypothetical protein 0.3732 1 1
Mycobacterium leprae CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 0.0495 0.0972 1
Brugia malayi dihydrofolate reductase family protein 0.0415 0.0749 0.0749
Schistosoma mansoni dihydrofolate reductase 0.0415 0.0749 0.7701
Loa Loa (eye worm) hypothetical protein 0.1908 0.4911 0.4911
Chlamydia trachomatis dihydrofolate reductase 0.0415 0.0749 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0159 0.0033 0.5
Leishmania major carbonic anhydrase family protein, putative 0.0495 0.0972 0.0972
Mycobacterium tuberculosis Beta-carbonic anhydrase 0.0954 0.2251 1
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) 0.0473 0.091 0.3374
Trichomonas vaginalis conserved hypothetical protein 0.1195 0.2924 0.5
Trypanosoma brucei C-8 sterol isomerase, putative 0.3732 1 1
Mycobacterium ulcerans carbonic anhydrase 0.1195 0.2924 1
Trypanosoma cruzi C-8 sterol isomerase, putative 0.3732 1 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.0033 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0159 0.0033 0.0033
Entamoeba histolytica carbonic anhydrase, putative 0.0495 0.0972 0.5
Mycobacterium ulcerans carbonic anhydrase 0.0495 0.0972 0.1027
Mycobacterium tuberculosis Probable conserved transmembrane protein 0.0231 0.0236 0.0044
Loa Loa (eye worm) dihydrofolate reductase 0.0415 0.0749 0.0749
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0159 0.0033 0.0033
Mycobacterium tuberculosis Beta-carbonic anhydrase CanB 0.0254 0.0298 0.0353
Trichomonas vaginalis conserved hypothetical protein 0.1195 0.2924 0.5
Echinococcus multilocularis dihydrofolate reductase 0.0415 0.0749 1
Onchocerca volvulus 0.02 0.0149 0.5
Schistosoma mansoni carbonic anhydrase 0.0495 0.0972 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.0033 0.5
Echinococcus granulosus dihydrofolate reductase 0.0415 0.0749 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.0017 uM Inhibition of rat liver dihydrofolate reductase using dihydrofolate as substrate ChEMBL. 850245
IC50 (binding) = 0.0062 uM Inhibition of Streptococcus faecium dihydrofolate reductase using dihydrofolate as substrate ChEMBL. 850245

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.
 
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External resources for this compound

Bibliographic References

No literature references available for this target.

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