Detailed information for compound 275551

Basic information

Technical information
  • TDR Targets ID: 275551
  • Name: 2-fluoro-4-[[7-methyl-2-[(4-methylpiperazin-1 -yl)methyl]-4-oxo-1H-quinazolin-6-yl]methyl-p rop-2-ynylamino]-N-[(3-nitrophenyl)methyl]ben zamide
  • MW: 611.666 | Formula: C33H34FN7O4
  • H donors: 2 H acceptors: 6 LogP: 4 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: C#CCN(c1ccc(c(c1)F)C(=O)NCc1cccc(c1)[N+](=O)[O-])Cc1cc2c(O)nc(nc2cc1C)CN1CCN(CC1)C
  • InChi: 1S/C33H34FN7O4/c1-4-10-40(25-8-9-27(29(34)18-25)32(42)35-19-23-6-5-7-26(16-23)41(44)45)20-24-17-28-30(15-22(24)2)36-31(37-33(28)43)21-39-13-11-38(3)12-14-39/h1,5-9,15-18H,10-14,19-21H2,2-3H3,(H,35,42)(H,36,37,43)
  • InChiKey: YKYGLROYAXGHKK-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-fluoro-4-[[7-methyl-2-[(4-methylpiperazin-1-yl)methyl]-4-oxo-1H-quinazolin-6-yl]methyl-prop-2-ynyl-amino]-N-[(3-nitrophenyl)methyl]benzamide
  • 2-fluoro-4-[[7-methyl-2-[(4-methyl-1-piperazinyl)methyl]-4-oxo-1H-quinazolin-6-yl]methyl-prop-2-ynylamino]-N-[(3-nitrophenyl)methyl]benzamide
  • 2-fluoro-4-[[4-keto-7-methyl-2-[(4-methylpiperazino)methyl]-1H-quinazolin-6-yl]methyl-propargyl-amino]-N-(3-nitrobenzyl)benzamide
  • 2-fluoro-4-[[4-keto-7-methyl-2-[(4-methylpiperazin-1-yl)methyl]-1H-quinazolin-6-yl]methyl-propargyl-amino]-N-(3-nitrobenzyl)benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus thymidylate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 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
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase 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
Loa Loa (eye worm) thymidylate synthase 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
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 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
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase 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
Leishmania major dihydrofolate reductase-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
Cryptosporidium parvum 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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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 berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Toxoplasma gondii bifunctional dihydrofolate reductase-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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related 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 ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus 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
Leishmania infantum dihydrofolate reductase-thymidylate synthase 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative 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

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
Schistosoma mansoni hypothetical protein 0.0914 0.2347 0.2347
Brugia malayi Kringle domain containing protein 0.0914 0.2347 0.236
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0401 0.0849 0.085
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Loa Loa (eye worm) hypothetical protein 0.0401 0.0849 0.085
Echinococcus granulosus Mastin 0.0401 0.0849 0.2874
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0401 0.0849 0.0849
Brugia malayi Trypsin family protein 0.0401 0.0849 0.085
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0401 0.0849 0.2874
Onchocerca volvulus 0.0401 0.0849 0.085
Trypanosoma cruzi hypothetical protein, conserved 0.0914 0.2347 1
Mycobacterium ulcerans hypothetical protein 0.0401 0.0849 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Loa Loa (eye worm) hypothetical protein 0.0401 0.0849 0.085
Loa Loa (eye worm) TK/ROR protein kinase 0.0914 0.2347 0.236
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0401 0.0849 0.2874
Onchocerca volvulus 0.0401 0.0849 0.085
Onchocerca volvulus 0.3508 0.9928 1
Brugia malayi Protein kinase domain containing protein 0.0914 0.2347 0.236
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Loa Loa (eye worm) thymidylate synthase 0.0195 0.0245 0.0241
Echinococcus multilocularis enteropeptidase 0.0401 0.0849 0.2874
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0401 0.0849 0.0849
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0401 0.0849 0.2874
Echinococcus granulosus enteropeptidase 0.0401 0.0849 0.2874
Loa Loa (eye worm) hypothetical protein 0.0401 0.0849 0.085
Onchocerca volvulus 0.0195 0.0245 0.0241
Onchocerca volvulus 0.0401 0.0849 0.085
Loa Loa (eye worm) hypothetical protein 0.3508 0.9928 1
Echinococcus granulosus transmembrane protease serine 3 0.0401 0.0849 0.2874
Plasmodium falciparum cysteine repeat modular protein 1 0.0914 0.2347 1
Leishmania major hypothetical protein, conserved 0.0914 0.2347 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Schistosoma mansoni hypothetical protein 0.0401 0.0849 0.0849
Loa Loa (eye worm) hypothetical protein 0.0914 0.2347 0.236
Onchocerca volvulus 0.0914 0.2347 0.236
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0401 0.0849 0.0849
Brugia malayi Trypsin family protein 0.0401 0.0849 0.085
Schistosoma mansoni hypothetical protein 0.0401 0.0849 0.0849
Onchocerca volvulus 0.0401 0.0849 0.085
Toxoplasma gondii kringle domain-containing protein 0.0914 0.2347 0.5509
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0414 0.0886 0.0886
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Toxoplasma gondii PAN domain-containing protein 0.15 0.4061 1
Loa Loa (eye worm) trypsin family protein 0.0401 0.0849 0.085
Brugia malayi Trypsin family protein 0.0401 0.0849 0.085
Echinococcus granulosus glycoprotein Antigen 5 0.0401 0.0849 0.2874
Echinococcus multilocularis transmembrane protease serine 3 0.0401 0.0849 0.2874
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0401 0.0849 0.2874
Brugia malayi Trypsin-like protease protein 5 0.0401 0.0849 0.085
Echinococcus multilocularis tissue type plasminogen activator 0.0914 0.2347 1
Echinococcus granulosus tissue type plasminogen activator 0.0914 0.2347 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.0245 0.0245
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 0.0245 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.3508 0.9928 0.9928
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 0.0245 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Brugia malayi thymidylate synthase 0.0195 0.0245 0.0241
Brugia malayi Trypsin family protein 0.3508 0.9928 1
Echinococcus multilocularis Mastin 0.0401 0.0849 0.2874
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 0.0245 0.5
Loa Loa (eye worm) hypothetical protein 0.3508 0.9928 1
Onchocerca volvulus 0.3106 0.8755 0.8818
Loa Loa (eye worm) hypothetical protein 0.0401 0.0849 0.085
Schistosoma mansoni cercarial elastase (S01 family) 0.0401 0.0849 0.0849
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0401 0.0849 0.0849
Loa Loa (eye worm) hypothetical protein 0.0401 0.0849 0.085
Toxoplasma gondii PAN domain-containing protein 0.15 0.4061 1
Onchocerca volvulus 0.0401 0.0849 0.085
Echinococcus multilocularis glycoprotein Antigen 5 0.0401 0.0849 0.2874
Brugia malayi hypothetical protein 0.0401 0.0849 0.085
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0914 0.2347 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0401 0.0849 0.0849

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.11 uM In vitro inhibitory activity against thymidylate synthase partially purified from L1210 mouse leukemia cells ChEMBL. 8576912
IC50 (binding) = 0.11 uM In vitro inhibitory activity against thymidylate synthase partially purified from L1210 mouse leukemia cells ChEMBL. 8576912
IC50 (functional) = 0.58 uM In vitro inhibitory activity against L1210 cell growth ChEMBL. 8576912
IC50 (functional) = 0.58 uM In vitro inhibitory activity against L1210 cell growth ChEMBL. 8576912
Ratio (functional) = 1.1 Relative resistant ratio of compound as L1210:1565 IC50 over L1210 IC50 ChEMBL. 8576912

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 8576912

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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