Detailed information for compound 275449

Basic information

Technical information
  • TDR Targets ID: 275449
  • Name: 2-fluoro-4-[[7-methyl-2-(morpholin-4-ylmethyl )-4-oxo-1H-quinazolin-6-yl]methyl-prop-2-ynyl amino]-N-[(3-nitrophenyl)methyl]benzamide
  • MW: 598.624 | Formula: C32H31FN6O5
  • H donors: 2 H acceptors: 6 LogP: 3.81 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)CN1CCOCC1
  • InChi: 1S/C32H31FN6O5/c1-3-9-38(24-7-8-26(28(33)17-24)31(40)34-18-22-5-4-6-25(15-22)39(42)43)19-23-16-27-29(14-21(23)2)35-30(36-32(27)41)20-37-10-12-44-13-11-37/h1,4-8,14-17H,9-13,18-20H2,2H3,(H,34,40)(H,35,36,41)
  • InChiKey: HWKJRQSFSZVEKS-UHFFFAOYSA-N  

Network

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Synonyms

  • 2-fluoro-4-[[7-methyl-2-(morpholinomethyl)-4-oxo-1H-quinazolin-6-yl]methyl-prop-2-ynyl-amino]-N-[(3-nitrophenyl)methyl]benzamide
  • 2-fluoro-4-[[7-methyl-2-(morpholinomethyl)-4-oxo-1H-quinazolin-6-yl]methyl-prop-2-ynylamino]-N-[(3-nitrophenyl)methyl]benzamide
  • 2-fluoro-4-[[7-methyl-2-(morpholin-4-ylmethyl)-4-oxo-1H-quinazolin-6-yl]methyl-prop-2-ynyl-amino]-N-[(3-nitrophenyl)methyl]benzamide
  • 2-fluoro-4-[[4-keto-7-methyl-2-(morpholinomethyl)-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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus 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
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Trypanosoma brucei gambiense 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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 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
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis 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
Mycobacterium ulcerans thymidylate synthase 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
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 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
Echinococcus granulosus thymidylate synthase 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Leishmania donovani 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
Loa Loa (eye worm) thymidylate synthase 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
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0194 0.9888 0.9888
Brugia malayi excitatory GABA receptor EXP-1A 0.0194 0.9888 0.9888
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0194 0.9888 0.9888
Echinococcus granulosus glycine receptor subunit beta 0.0194 0.9888 0.9888
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 1 1
Entamoeba histolytica hypothetical protein 0.0104 0 0.5
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Loa Loa (eye worm) thymidylate synthase 0.0195 1 1
Echinococcus granulosus thymidylate synthase 0.0195 1 1
Onchocerca volvulus 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus granulosus nAChR subunit 0.0194 0.9888 0.9888
Echinococcus granulosus glycine receptor subunit alpha 1 0.0194 0.9888 0.9888
Brugia malayi Cation transporter family protein 0.0194 0.9888 0.9888
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0194 0.9888 0.9888
Onchocerca volvulus 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0194 0.9888 0.9888
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Onchocerca volvulus 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0194 0.9888 0.9888
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 1 0.5
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit 0.0194 0.9888 0.9888
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus multilocularis nAChR subunit 0.0194 0.9888 0.9888
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0194 0.9888 0.9888
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0194 0.9888 0.9888
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0194 0.9888 0.9888
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0194 0.9888 0.9888
Echinococcus granulosus glycine receptor subunit beta 0.0194 0.9888 0.9888
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit 0.0194 0.9888 0.9888
Echinococcus multilocularis glycine receptor subunit beta 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0194 0.9888 0.9888
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0194 0.9888 0.9888
Onchocerca volvulus 0.0194 0.9888 0.9888
Echinococcus granulosus glycine receptor subunit alpha 1 0.0194 0.9888 0.9888
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0195 1 0.5
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0194 0.9888 0.9888
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 1 0.5
Echinococcus granulosus glycine receptor subunit alpha 1 0.0194 0.9888 0.9888
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit 0.0194 0.9888 0.9888
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 1 0.5
Echinococcus multilocularis glycine receptor subunit beta 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0194 0.9888 0.9888
Loa Loa (eye worm) ACC-1 protein 0.0194 0.9888 0.9888
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus multilocularis thymidylate synthase 0.0195 1 1
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Onchocerca volvulus 0.0195 1 1
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit 0.0194 0.9888 0.9888
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0194 0.9888 0.9888
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0194 0.9888 0.9888
Schistosoma mansoni nAChR subunit 0.0194 0.9888 0.9888
Brugia malayi Cation transporter family protein 0.0194 0.9888 0.9888
Mycobacterium ulcerans thymidylate synthase 0.0195 1 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 1 0.5
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0194 0.9888 0.9888
Brugia malayi Cation transporter family protein 0.0194 0.9888 0.9888
Onchocerca volvulus 0.0194 0.9888 0.9888
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0194 0.9888 0.9888
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0195 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0194 0.9888 0.9888
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0194 0.9888 0.9888
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0194 0.9888 0.9888
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0194 0.9888 0.9888
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0194 0.9888 0.9888
Onchocerca volvulus 0.0194 0.9888 0.9888
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0195 1 0.5
Onchocerca volvulus Putative nachr subunit 0.0194 0.9888 0.9888
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 1 0.5
Loa Loa (eye worm) ACC-1 protein 0.0194 0.9888 0.9888
Loa Loa (eye worm) LGC-31 protein 0.0194 0.9888 0.9888
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0194 0.9888 0.9888
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0194 0.9888 0.9888
Loa Loa (eye worm) hypothetical protein 0.0194 0.9888 0.9888

Activities

Activity type Activity value Assay description Source Reference
Control growth (functional) 0 % In vitro inhibitory activity against L1210 cells when co-incubated with compound at concentrations of 2 and 10 times IC50 values and 10 uM Thymidine; 84/73 ChEMBL. 8576912
IC50 (binding) = 0.1 uM In vitro inhibitory activity against thymidylate synthase partially purified from L1210 mouse leukemia cells ChEMBL. 8576912
IC50 (binding) = 0.1 uM In vitro inhibitory activity against thymidylate synthase partially purified from L1210 mouse leukemia cells ChEMBL. 8576912
IC50 (functional) = 0.34 uM In vitro inhibitory activity against L1210 cell growth ChEMBL. 8576912
IC50 (functional) = 0.34 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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