Detailed information for compound 105915

Basic information

Technical information
  • TDR Targets ID: 105915
  • Name: N-(3-bromophenyl)-7-chloro-6-nitroquinazolin- 4-amine
  • MW: 379.596 | Formula: C14H8BrClN4O2
  • H donors: 1 H acceptors: 4 LogP: 4.56 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1cccc(c1)Nc1ncnc2c1cc([N+](=O)[O-])c(c2)Cl
  • InChi: 1S/C14H8BrClN4O2/c15-8-2-1-3-9(4-8)19-14-10-5-13(20(21)22)11(16)6-12(10)17-7-18-14/h1-7H,(H,17,18,19)
  • InChiKey: DKKLUAKZWKFXMH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(3-bromophenyl)-7-chloro-6-nitro-quinazolin-4-amine
  • N-(3-bromophenyl)-7-chloro-6-nitro-4-quinazolinamine
  • (3-bromophenyl)-(7-chloro-6-nitro-quinazolin-4-yl)amine
  • PD153035 Analog 53

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens epidermal growth factor receptor Starlite/ChEMBL References
Homo sapiens fructose-1,6-bisphosphatase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania braziliensis fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum IPR000494,EGF receptor, L domain,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus melanoma receptor tyrosine protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Loa Loa (eye worm) fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum IPR006212,Furin-like repeat;IPR009030,Growth factor, receptor,domain-containing Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania infantum fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Trypanosoma brucei gambiense fructose-1,6-bisphosphate, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-2 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Loa Loa (eye worm) TK/EGFR protein kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum hypothetical protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Brugia malayi fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum expressed protein Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Trypanosoma congolense fructose-1,6-bisphosphate, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum ko:K05085 receptor tyrosine-protein kinase erbB-4, putative Get druggable targets OG5_128597 All targets in OG5_128597
Trypanosoma brucei fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum Epidermal growth factor receptor precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Tyrosine-protein kinase transforming protein erbB, putative Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Candida albicans similar to S. cerevisiae FBP1 (YLR377C) Fructose-1,6-bisphosphatase Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma mansoni fructose-16-bisphosphatase-related Get druggable targets OG5_127400 All targets in OG5_127400
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus granulosus fructose 16 bisphosphatase 1 Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_128597 All targets in OG5_128597
Neospora caninum Fructose-1 6-biphosphatase, related Get druggable targets OG5_127400 All targets in OG5_127400
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Schistosoma japonicum Receptor tyrosine-protein kinase erbB-4 precursor, putative Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania major Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus multilocularis epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Leishmania donovani fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Schistosoma japonicum ko:K03841 fructose-1,6-bisphosphatase I, putative Get druggable targets OG5_127400 All targets in OG5_127400
Toxoplasma gondii fructose-bisphospatase II Get druggable targets OG5_127400 All targets in OG5_127400
Leishmania mexicana fructose-1,6-bisphosphatase, cytosolic, putative Get druggable targets OG5_127400 All targets in OG5_127400
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus granulosus epidermal growth factor receptor Get druggable targets OG5_128597 All targets in OG5_128597
Brugia malayi Furin-like cysteine rich region family protein Get druggable targets OG5_128597 All targets in OG5_128597
Echinococcus multilocularis Get druggable targets OG5_128597 All targets in OG5_128597
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Toxoplasma gondii fructose-bisphospatase I fructose-1,6-bisphosphatase 1 338 aa 326 aa 31.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi hypoxanthine-guanine phosphoribosyltransferase, putative 0.0188 0.3593 0.9916
Wolbachia endosymbiont of Brugia malayi cell division protein FtsI 0.0073 0.0833 1
Mycobacterium leprae PROBABLE BIFUNCTIONAL PENICILLIN-BINDING PROTEIN 1A/1B PONA1 (MUREIN POLYMERASE) (PBP1): PENICILLIN-INSENSITIVE TRANSGLYCOSYLASE 0.0073 0.0833 0.2923
Brugia malayi Phosphoribosyl transferase domain containing protein 0.0188 0.3593 0.3509
Echinococcus multilocularis insulin receptor 0.0058 0.0457 0.1262
Trypanosoma brucei hypoxanthine-guanine phosphoribosyltransferase 0.0188 0.3593 0.9916
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0058 0.0457 0.1262
Echinococcus multilocularis 0.0056 0.0414 0.1142
Treponema pallidum penicillin-binding protein (pbp-2) 0.0073 0.0833 1
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.007 0.0764 0.1815
Schistosoma mansoni tyrosine kinase 0.0058 0.0457 0.0937
Schistosoma mansoni fructose-16-bisphosphatase-related 0.0189 0.3622 1
Mycobacterium ulcerans hypoxanthine-guanine phosphoribosyltransferase Hpt 0.0188 0.3593 1
Loa Loa (eye worm) calcium channel 0.0091 0.126 0.1145
Leishmania major xanthine phosphoribosyltransferase 0.0188 0.3593 0.9916
Trichomonas vaginalis conserved hypothetical protein 0.0073 0.0833 0.2029
Mycobacterium tuberculosis Hypoxanthine-guanine phosphoribosyltransferase Hpt (HGPRT) (HGPRTase) (hypoxanthine phosphoribosyltransferase) (imp pyrophosphor 0.0144 0.2534 1
Mycobacterium tuberculosis Possible penicillin-binding lipoprotein 0.0073 0.0833 0.2923
Loa Loa (eye worm) TK/INSR protein kinase 0.0058 0.0457 0.0331
Mycobacterium ulcerans penicillin-binding protein PbpA 0.0073 0.0833 0.2029
Echinococcus multilocularis voltage dependent L type calcium channel subunit 0.0091 0.126 0.348
Schistosoma mansoni high voltage-activated calcium channel Cav1 0.0091 0.126 0.3237
Mycobacterium tuberculosis Probable penicillin-binding protein PbpA 0.0073 0.0833 0.2923
Echinococcus multilocularis hypoxanthine guanine phosphoribosyltransferase 0.0188 0.3593 0.9919
Loa Loa (eye worm) fructose-1,6-bisphosphatase 0.0189 0.3622 0.3538
Schistosoma mansoni tyrosine kinase 0.0097 0.1402 0.3641
Trypanosoma brucei Voltage-dependent calcium channel subunit, putative 0.0055 0.0403 0.0782
Echinococcus granulosus epidermal growth factor receptor 0.0097 0.1402 0.3869
Echinococcus granulosus hypoxanthine guanine phosphoribosyltransferase 0.0188 0.3593 0.9919
Loa Loa (eye worm) hypothetical protein 0.0091 0.126 0.1145
Echinococcus multilocularis epidermal growth factor receptor 0.018 0.3408 0.9409
Echinococcus multilocularis uridine 5' monophosphate synthase 0.0044 0.013 0.0359
Onchocerca volvulus 0.0454 1 1
Brugia malayi Furin-like cysteine rich region family protein 0.018 0.3408 0.3321
Echinococcus multilocularis voltage dependent calcium channel type d subunit 0.0091 0.126 0.348
Echinococcus granulosus voltage dependent L type calcium channel subunit|voltage dependent calcium channel 0.0091 0.126 0.348
Chlamydia trachomatis transglycolase/transpeptidase 0.0073 0.0833 0.5
Echinococcus granulosus hypoxanthine guanine phosphoribosyltransferase 0.0188 0.3593 0.9919
Trypanosoma brucei hypoxanthine-guanine phosphoribosyltransferase, putative 0.0188 0.3593 0.9916
Mycobacterium leprae Probable hypoxanthine-guanine phosphoribosyltransferase Hpt (HGPRT) (HGPRTase) (hypoxanthine phosphoribosyltransferase) (IMP pho 0.0144 0.2534 1
Schistosoma mansoni hypoxanthine-guanine phosphoribosyltransferase 0.0188 0.3593 0.9916
Mycobacterium leprae Probable penicillin-binding protein PbpA 0.0073 0.0833 0.2923
Mycobacterium leprae POSSIBLE PENICILLIN-BINDING LIPOPROTEIN 0.0073 0.0833 0.2923
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 0.0189 0.3622 1
Schistosoma mansoni high voltage-activated calcium channel Cav2A 0.0091 0.126 0.3237
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0189 0.3622 1
Schistosoma mansoni voltage-gated cation channel 0.0091 0.126 0.3237
Echinococcus multilocularis voltage dependent calcium channel type d subunit 0.0091 0.126 0.348
Echinococcus multilocularis voltage dependent calcium channel 0.0091 0.126 0.348
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0058 0.0457 0.1262
Echinococcus granulosus epidermal growth factor receptor 0.018 0.3408 0.9409
Toxoplasma gondii hypoxanthine-xanthine-guanine phosphoribosyl transferase HXGPRT 0.0188 0.3593 0.9916
Schistosoma mansoni tyrosine kinase 0.0096 0.1377 0.357
Brugia malayi Protein kinase domain containing protein 0.0058 0.0457 0.0331
Schistosoma mansoni lozenge 0.0057 0.0442 0.0894
Plasmodium falciparum hypoxanthine-guanine phosphoribosyltransferase 0.0188 0.3593 1
Leishmania major 0.0189 0.3622 1
Schistosoma mansoni tyrosine kinase 0.0058 0.0457 0.0937
Echinococcus granulosus voltage dependent calcium channel type d subunit|voltage dependent calcium channel alpha 1 0.0091 0.126 0.348
Trypanosoma cruzi hypoxanthine-guanine phosphoribosyltransferase, putative 0.0188 0.3593 0.9916
Mycobacterium leprae PROBABLE BIFUNCTIONAL MEMBRANE-ASSOCIATED PENICILLIN-BINDING PROTEIN 1A/1B PONA2 (MUREIN POLYMERASE) [INCLUDES: PENICILLIN-INSEN 0.0073 0.0833 0.2923
Echinococcus granulosus adenine phosphoribosyltransferase 0.0044 0.013 0.0359
Echinococcus granulosus voltage dependent calcium channel 0.0091 0.126 0.348
Mycobacterium ulcerans bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 0.0073 0.0833 0.2029
Schistosoma mansoni tyrosine kinase 0.0097 0.1402 0.3641
Trypanosoma brucei sedoheptulose-1,7-bisphosphatase 0.007 0.0764 0.1815
Mycobacterium tuberculosis Probable bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 (murein polymerase) [includes: penicillin-insen 0.0073 0.0833 0.2923
Plasmodium vivax hypoxanthine-guanine phosphoribosyltransferase, putative 0.0188 0.3593 1
Loa Loa (eye worm) TK/EGFR protein kinase 0.018 0.3408 0.3321
Schistosoma mansoni tyrosine kinase 0.0096 0.1377 0.357
Treponema pallidum penicillin-binding protein (pbp-3) 0.0073 0.0833 1
Brugia malayi fructose-1,6-bisphosphatase 0.0189 0.3622 0.3538
Trypanosoma brucei hypoxanthine-guanine phosphoribosyltransferase 0.0188 0.3593 0.9916
Treponema pallidum penicillin-binding protein (pbp-1) 0.0073 0.0833 1
Schistosoma mansoni hypoxanthine-guanine phosphoribosyltransferase 0.0188 0.3593 0.9916
Trypanosoma cruzi Voltage-dependent calcium channel subunit, putative 0.0055 0.0403 0.0782
Echinococcus granulosus insulin receptor 0.0058 0.0457 0.1262
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0189 0.3622 1
Trypanosoma cruzi hypoxanthine-guanine phosphoribosyltransferase, putative 0.0188 0.3593 0.9916
Toxoplasma gondii fructose-bisphospatase I 0.007 0.0764 0.1815
Echinococcus multilocularis epidermal growth factor receptor 0.0097 0.1402 0.3869
Toxoplasma gondii sedoheptulose-1,7-bisphosphatase 0.007 0.0764 0.1815
Echinococcus multilocularis Protein lozenge 0.0057 0.0442 0.1221
Schistosoma mansoni tyrosine kinase 0.018 0.3408 0.9387
Echinococcus multilocularis voltage dependent calcium channel 0.0091 0.126 0.348
Mycobacterium ulcerans bifunctional penicillin-binding protein 1A/1B PonA1 0.0073 0.0833 0.2029
Brugia malayi Voltage-gated calcium channel, L-type, alpha subunit. C. elegans egl-19 ortholog 0.0091 0.126 0.1145
Trypanosoma cruzi hypoxanthine-guanine phosphoribosyltransferase, putative 0.0188 0.3593 0.9916
Chlamydia trachomatis transglycolase/transpeptidase 0.0073 0.0833 0.5
Loa Loa (eye worm) hypothetical protein 0.0454 1 1
Onchocerca volvulus 0.0188 0.3593 0.3509
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.007 0.0764 0.1815
Echinococcus multilocularis hypoxanthine guanine phosphoribosyltransferase 0.0188 0.3593 0.9919
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0097 0.1402 0.3869
Mycobacterium ulcerans penicillin-binding membrane protein PbpB 0.0073 0.0833 0.2029
Echinococcus granulosus uridine 5' monophosphate synthase 0.0044 0.013 0.0359
Echinococcus granulosus voltage dependent calcium channel type d subunit|voltage dependent calcium channel|voltage dependent L type calcium channel subu 0.0091 0.126 0.348
Trypanosoma brucei fructose-1,6-bisphosphatase 0.0189 0.3622 1
Loa Loa (eye worm) hypothetical protein 0.0454 1 1
Toxoplasma gondii fructose-bisphospatase II 0.0189 0.3622 1
Echinococcus multilocularis voltage dependent L type calcium channel subunit 0.0091 0.126 0.348
Mycobacterium ulcerans penicillin-binding lipoprotein 0.0073 0.0833 0.2029
Schistosoma mansoni tyrosine kinase 0.0096 0.1377 0.357
Loa Loa (eye worm) runx1 0.0057 0.0442 0.0316
Echinococcus granulosus fructose 16 bisphosphatase 1 0.0189 0.3622 1
Trichomonas vaginalis hypoxanthine-guanine phosphoribosyltransferase, putative 0.0188 0.3593 1
Giardia lamblia Guanine phosphoribosyltransferase 0.0188 0.3593 1
Echinococcus multilocularis adenine phosphoribosyltransferase 0.0044 0.013 0.0359
Leishmania major hypoxanthine-guanine phosphoribosyltransferase 0.0188 0.3593 0.9916

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.6 Inhibition of EGFR (unknown origin) ChEMBL. 18271520
IC50 (binding) = 25 nM Concentration required to inhibit the phosphorylation of a 14-residue fragment of phospholipase C gamma 1 by Epidermal growth factor receptor from A431 cell vesicles ChEMBL. 8568816
IC50 (binding) = 25 nM Concentration required to inhibit the phosphorylation of a 14-residue fragment of phospholipase C gamma 1 by Epidermal growth factor receptor from A431 cell vesicles ChEMBL. 8568816
IC50 (binding) > 10 uM Concentration required to inhibit the human liver recombinant fructose-1,6-bisphosphatase. ChEMBL. 11140724
IC50 (binding) > 10 uM Concentration required to inhibit the human liver recombinant fructose-1,6-bisphosphatase. ChEMBL. 11140724
Log IC50 (binding) = 7.6 Inhibition of EGFR (unknown origin) ChEMBL. 18271520

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

3 literature references were collected for this gene.

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