Detailed information for compound 1100876

Basic information

Technical information
  • TDR Targets ID: 1100876
  • Name: 3-(benzoyl-hydroxyamino)propylphosphonic acid
  • MW: 259.196 | Formula: C10H14NO5P
  • H donors: 3 H acceptors: 5 LogP: -0.58 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: ON(C(=O)c1ccccc1)CCCP(=O)(O)O
  • InChi: 1S/C10H14NO5P/c12-10(9-5-2-1-3-6-9)11(13)7-4-8-17(14,15)16/h1-3,5-6,13H,4,7-8H2,(H2,14,15,16)
  • InChiKey: IIWMVQGECOWGCK-UHFFFAOYSA-N  

Network

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Synonyms

  • 3-(benzoyl-hydroxy-amino)propylphosphonic acid
  • 3-[hydroxy-(oxo-phenylmethyl)amino]propylphosphonic acid
  • 3-(hydroxy-phenylcarbonyl-amino)propylphosphonic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mycobacterium tuberculosis Probable 1-deoxy-D-xylulose 5-phosphate reductoisomerase Dxr (DXP reductoisomerase) (1-deoxyxylulose-5-phosphate reductoisomeras References
Escherichia coli 1-deoxy-D-xylulose 5-phosphate reductoisomerase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae PROBABLE 1-DEOXY-D-XYLULOSE 5-PHOSPHATE REDUCTOISOMERASE DXR (DXP REDUCTOISOMERASE) (1-DEOXYXYLULOSE-5-PHOSPHATE REDUCTOISOMERAS Get druggable targets OG5_130462 All targets in OG5_130462
Mycobacterium ulcerans 1-deoxy-D-xylulose 5-phosphate reductoisomerase Get druggable targets OG5_130462 All targets in OG5_130462
Wolbachia endosymbiont of Brugia malayi 1-deoxy-D-xylulose 5-phosphate reductoisomerase Get druggable targets OG5_130462 All targets in OG5_130462
Mycobacterium tuberculosis Probable 1-deoxy-D-xylulose 5-phosphate reductoisomerase Dxr (DXP reductoisomerase) (1-deoxyxylulose-5-phosphate reductoisomeras Get druggable targets OG5_130462 All targets in OG5_130462
Toxoplasma gondii 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative Get druggable targets OG5_130462 All targets in OG5_130462
Neospora caninum 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative Get druggable targets OG5_130462 All targets in OG5_130462
Treponema pallidum 1-deoxy-D-xylulose 5-phosphate reductoisomerase Get druggable targets OG5_130462 All targets in OG5_130462
Chlamydia trachomatis 1-deoxy-D-xylulose 5-phosphate reductoisomerase Get druggable targets OG5_130462 All targets in OG5_130462
Plasmodium yoelii 1-deoxy-D-xylulose 5-phosphate reductoisomerase Get druggable targets OG5_130462 All targets in OG5_130462
Plasmodium knowlesi 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative Get druggable targets OG5_130462 All targets in OG5_130462
Plasmodium vivax 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative Get druggable targets OG5_130462 All targets in OG5_130462
Theileria parva 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative Get druggable targets OG5_130462 All targets in OG5_130462
Plasmodium berghei 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative Get druggable targets OG5_130462 All targets in OG5_130462
Babesia bovis 1-deoxy-D-xylulose 5-phosphate reductoisomerase family protein Get druggable targets OG5_130462 All targets in OG5_130462
Plasmodium falciparum 1-deoxy-D-xylulose 5-phosphate reductoisomerase Get druggable targets OG5_130462 All targets in OG5_130462

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 Pre-SET motif family protein 0.0022 0.0058 0.0431
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0334 0.2483
Schistosoma mansoni ATPase 0.0028 0.0122 0.1897
Loa Loa (eye worm) hypothetical protein 0.0026 0.0102 0.0762
Mycobacterium tuberculosis Probable 1-deoxy-D-xylulose 5-phosphate reductoisomerase Dxr (DXP reductoisomerase) (1-deoxyxylulose-5-phosphate reductoisomeras 0.0625 0.6068 1
Toxoplasma gondii plasma membrane-type Ca(2+)-ATPase A1 PMCAA1 0.0022 0.0066 0.0046
Echinococcus granulosus plasma membrane calcium transporting ATPase 2 0.0028 0.0122 0.2137
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0026 0.0102 0.1501
Giardia lamblia Potassium-transporting ATPase alpha chain 1 0.0063 0.0468 1
Toxoplasma gondii ABC1 family protein 0.0026 0.0102 0.0082
Echinococcus multilocularis Tetracycline resistance leader peptide, TetL 0.0028 0.0122 0.2137
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0022 0.0058 0.0606
Trypanosoma brucei hypothetical protein, conserved 0.0026 0.0102 0.8066
Loa Loa (eye worm) sodium/potassium-transporting ATPase subunit alpha 0.0059 0.0435 0.3231
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0022 0.0058 0.0683
Plasmodium falciparum non-SERCA-type Ca2+ -transporting P-ATPase 0.0028 0.0122 0.0094
Loa Loa (eye worm) Na,K-ATPase alpha subunit 0.0068 0.0524 0.3898
Loa Loa (eye worm) hypothetical protein 0.0026 0.0102 0.0762
Loa Loa (eye worm) hypothetical protein 0.0022 0.0058 0.0431
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0026 0.0102 0.0123
Giardia lamblia Plasma membrane calcium-transporting ATPase 2 0.0022 0.0066 0.087
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 0.0664
Plasmodium vivax SET domain protein, putative 0.0022 0.0058 0.003
Brugia malayi beta-lactamase family protein 0.0026 0.0102 0.0762
Brugia malayi latrophilin 2 splice variant baaae 0.0034 0.0178 0.1327
Echinococcus multilocularis calcium transporting atpase 0.0022 0.0066 0.087
Brugia malayi Sodium/potassium-transporting ATPase alpha chain, putative 0.0059 0.0435 0.3231
Leishmania major hypothetical protein, conserved 0.0026 0.0102 0.8066
Treponema pallidum 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.102 1 1
Entamoeba histolytica Plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 1
Mycobacterium ulcerans 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.102 1 1
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0019 0.0028 0.2288
Plasmodium falciparum 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.102 1 1
Entamoeba histolytica Plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 1
Trypanosoma cruzi calcium motive p-type ATPase, putative 0.0022 0.0066 0.4509
Onchocerca volvulus 0.0172 0.1552 1
Leishmania major calcium motive p-type ATPase, putative 0.0022 0.0066 0.4509
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0022 0.0058 0.0683
Mycobacterium tuberculosis Probable hydrolase 0.0026 0.0102 0.0123
Echinococcus multilocularis plasma membrane calcium transporting ATPase 0.0022 0.0066 0.087
Echinococcus granulosus calcium transporting atpase 0.0022 0.0066 0.087
Loa Loa (eye worm) beta-lactamase 0.0026 0.0102 0.0762
Trypanosoma cruzi hypothetical protein, conserved 0.0026 0.0102 0.8066
Echinococcus multilocularis Na+:K+ ATPase alpha subunit 0.0063 0.0468 1
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0022 0.0066 0.0299
Plasmodium vivax calcium-transporting ATPase, putative 0.0028 0.0122 0.0094
Brugia malayi exodeoxyribonuclease III family protein 0.0019 0.0028 0.0208
Echinococcus multilocularis calcium transporting ATPase type 2C member 0.0028 0.0122 0.2137
Brugia malayi Calcium-transporting ATPase sarcoplasmic/endoplasmic reticulum type 0.0022 0.0066 0.0493
Echinococcus granulosus plasma membrane calcium transporting ATPase 0.0022 0.0066 0.087
Plasmodium vivax P-type ATPase4, putative 0.0028 0.0122 0.0094
Trichomonas vaginalis D-aminoacylase, putative 0.0026 0.0102 0.0535
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0019 0.0028 0.0739
Loa Loa (eye worm) hypothetical protein 0.0049 0.0333 0.2475
Echinococcus granulosus Ca2 transporting ATPase plasma membrane 0.0022 0.0066 0.087
Giardia lamblia Plasma membrane calcium-transporting ATPase 2 0.0028 0.0122 0.2137
Mycobacterium ulcerans hypothetical protein 0.0026 0.0102 0.0075
Trichomonas vaginalis set domain proteins, putative 0.0172 0.1552 1
Mycobacterium ulcerans metal cation transporter p-type ATPase a 0.0068 0.0524 0.0498
Loa Loa (eye worm) hypothetical protein 0.0026 0.0102 0.0762
Trichomonas vaginalis cation-transporting ATPase, putative 0.0028 0.0122 0.0664
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0022 0.0058 0.0606
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0026 0.0102 0.0762
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 0.0664
Mycobacterium ulcerans esterase/lipase LipP 0.0026 0.0102 0.0075
Schistosoma mansoni plasma membrane calcium-transporting atpase 0.0022 0.0066 0.0772
Trypanosoma cruzi plasma membrane Ca2+ ATPase 0.0028 0.0122 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0022 0.0058 0.0606
Schistosoma mansoni na+/k+ atpase alpha subunit 0.0063 0.0468 0.8875
Loa Loa (eye worm) E1-E2 ATPase 0.0018 0.002 0.0152
Leishmania major vacuolar-type Ca2 -ATPase, putative 0.0028 0.0122 1
Schistosoma mansoni plasma membrane calcium-transporting atpase 0.0022 0.0066 0.0772
Echinococcus granulosus histone lysine methyltransferase setb 0.0022 0.0058 0.0683
Loa Loa (eye worm) hypothetical protein 0.0051 0.0346 0.2575
Mycobacterium ulcerans metal cation-transporting p-type ATPase F, CtpF 0.0028 0.0122 0.0094
Loa Loa (eye worm) hypothetical protein 0.0028 0.0122 0.0908
Leishmania major calcium-translocating P-type ATPase 0.0028 0.0122 1
Toxoplasma gondii P-type ATPase4, putative 0.0028 0.0122 0.0102
Mycobacterium leprae PROBABLE CATION-TRANSPORTER ATPASE I CTPI 0.0059 0.0435 0.0336
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0026 0.0102 0.0123
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0022 0.0058 0.0038
Brugia malayi Na,K-ATPase alpha subunit 0.0068 0.0524 0.3898
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0019 0.0028 0.0739
Onchocerca volvulus 0.0026 0.0102 0.0297
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0026 0.0102 0.1501
Mycobacterium tuberculosis Possible metal cation transporting P-type ATPase CtpH 0.0019 0.0032 0.0007
Trypanosoma cruzi Calcium ATPase SERCA-like 0.0028 0.0122 1
Mycobacterium ulcerans cation-transporter ATPase I CtpI 0.0019 0.0032 0.0004
Mycobacterium tuberculosis Probable lipase LipD 0.0026 0.0102 0.0123
Brugia malayi E1-E2 ATPase family protein 0.0018 0.002 0.0152
Trypanosoma brucei calcium motive p-type ATPase, putative 0.0022 0.0066 0.4509
Trypanosoma cruzi hypothetical protein, conserved 0.0026 0.0102 0.8066
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0026 0.0102 0.0123
Trichomonas vaginalis penicillin-binding protein, putative 0.0026 0.0102 0.0535
Leishmania major calcium-transporting ATPase, putative 0.0022 0.0066 0.4509
Brugia malayi beta-lactamase 0.0026 0.0102 0.0762
Entamoeba histolytica calcium-transporting P-type ATPase, putative 0.0028 0.0122 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0022 0.0058 0.0606
Schistosoma mansoni Na+/K+ transporting ATPase subunit alpha 0.0068 0.0524 1
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 0.0664
Schistosoma mansoni ATPase 0.0028 0.0122 0.1897
Plasmodium vivax hypothetical protein, conserved 0.0026 0.0102 0.0075
Onchocerca volvulus 0.0068 0.0524 0.312
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0019 0.0028 0.0208
Mycobacterium tuberculosis Conserved protein 0.0026 0.0102 0.0123
Loa Loa (eye worm) hypothetical protein 0.0068 0.0524 0.3898
Plasmodium falciparum calcium-transporting ATPase 0.0022 0.0066 0.0038
Trichomonas vaginalis penicillin-binding protein, putative 0.0026 0.0102 0.0535
Echinococcus granulosus sarco:endoplasmic reticulum calcium ATPase 0.0028 0.0122 0.2137
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0026 0.0102 0.0762
Brugia malayi beta-lactamase family protein 0.0026 0.0102 0.0762
Trichomonas vaginalis esterase, putative 0.0026 0.0102 0.0535
Toxoplasma gondii 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative 0.102 1 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0026 0.0102 0.1691
Trichomonas vaginalis cation-transporting ATPase, putative 0.0028 0.0122 0.0664
Mycobacterium tuberculosis Conserved protein 0.0026 0.0102 0.0123
Mycobacterium leprae PROBABLE 1-DEOXY-D-XYLULOSE 5-PHOSPHATE REDUCTOISOMERASE DXR (DXP REDUCTOISOMERASE) (1-DEOXYXYLULOSE-5-PHOSPHATE REDUCTOISOMERAS 0.102 1 1
Mycobacterium tuberculosis Probable esterase LipL 0.0026 0.0102 0.0123
Echinococcus granulosus Na:K ATPase alpha subunit 0.0063 0.0468 1
Trypanosoma brucei calcium-translocating P-type ATPase 0.0022 0.0066 0.4509
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 0.0664
Mycobacterium tuberculosis Conserved protein 0.0026 0.0102 0.0123
Toxoplasma gondii calcium-translocating P-type ATPase, PMCA-type protein 0.0028 0.0122 0.0102
Trichomonas vaginalis cation-transporting ATPase, putative 0.0028 0.0122 0.0664
Mycobacterium tuberculosis Probable lipase LipE 0.0026 0.0102 0.0123
Trypanosoma brucei vacuolar-type Ca2+-ATPase, putative 0.0028 0.0122 1
Trypanosoma brucei vacuolar-type Ca2+-ATPase 2 0.0028 0.0122 1
Trypanosoma brucei vacuolar-type Ca2+-ATPase 1 0.0028 0.0122 1
Trichomonas vaginalis D-aminoacylase, putative 0.0026 0.0102 0.0535
Brugia malayi Pre-SET motif family protein 0.0151 0.1345 1
Schistosoma mansoni hypothetical protein 0.0034 0.0178 0.3033
Echinococcus granulosus calcium transporting ATPase type 2C member 0.0028 0.0122 0.2137
Trypanosoma cruzi calcium motive p-type ATPase, putative 0.0022 0.0066 0.4509
Brugia malayi Membrane calcium atpase protein 3 0.0022 0.0066 0.0493
Toxoplasma gondii exonuclease III APE 0.0019 0.0028 0.0008
Trichomonas vaginalis ap endonuclease, putative 0.0019 0.0028 0.0049
Trypanosoma cruzi plasma membrane Ca2+ ATPase 0.0028 0.0122 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0334 0.2483
Mycobacterium ulcerans beta-lactamase 0.0026 0.0102 0.0075
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0026 0.0102 0.0075
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0021 0.005 0.0503
Echinococcus multilocularis Ca2+ transporting ATPase plasma membrane 0.0022 0.0066 0.087
Schistosoma mansoni calcium-transporting atpase 2 (atpase 2) 0.0022 0.0066 0.0772
Trichomonas vaginalis plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 0.0664
Trichomonas vaginalis cation-transporting ATPase fungi, putative 0.0028 0.0122 0.0664
Loa Loa (eye worm) hypothetical protein 0.0049 0.0334 0.2483
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0167 0.1503 0.2442
Echinococcus multilocularis sarco:endoplasmic reticulum calcium ATPase 0.0028 0.0122 0.2137
Trichomonas vaginalis D-aminoacylase, putative 0.0026 0.0102 0.0535
Leishmania major vacuolar-type Ca2 -ATPase, putative 0.0028 0.0122 1
Leishmania major P-type ATPase, putative 0.0022 0.0066 0.4509
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0019 0.0028 0.0739
Loa Loa (eye worm) hypothetical protein 0.0026 0.0102 0.0762
Echinococcus granulosus beta LACTamase domain containing family member 0.0026 0.0102 0.1691
Schistosoma mansoni calcium-transporting atpase sarcoplasmic/endoplasmic reticulum type (calcium pump) 0.0022 0.0066 0.0772
Loa Loa (eye worm) hypothetical protein 0.0026 0.0102 0.0762
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0151 0.1345 1
Schistosoma mansoni calcium-transporting atpase sarcoplasmic/endoplasmic reticulum type (calcium pump) 0.0022 0.0066 0.0772
Toxoplasma gondii sarco/endoplasmic reticulum Ca2+-ATPase 0.0028 0.0122 0.0102
Loa Loa (eye worm) hypothetical protein 0.004 0.0245 0.1819
Plasmodium vivax 1-deoxy-D-xylulose 5-phosphate reductoisomerase, putative 0.102 1 1
Entamoeba histolytica Plasma membrane calcium-transporting ATPase, putative 0.0028 0.0122 1
Loa Loa (eye worm) hypothetical protein 0.0034 0.0178 0.1327
Loa Loa (eye worm) hypothetical protein 0.0026 0.0102 0.0762
Onchocerca volvulus 0.0026 0.0102 0.0297
Onchocerca volvulus 0.0026 0.0102 0.0297
Wolbachia endosymbiont of Brugia malayi 1-deoxy-D-xylulose 5-phosphate reductoisomerase 0.102 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0334 0.2483
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0019 0.0028 0.0739
Trichomonas vaginalis ap endonuclease, putative 0.0019 0.0028 0.0049
Mycobacterium ulcerans lipase LipD 0.0026 0.0102 0.0075

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = -7 Inhibitory concentration against DOXP reductoisomerase ChEMBL. 15887963
IC50 (binding) = 2 uM Inhibition of Mycobacterium tuberculosis DXR using DXP as substrate measured every 5 secs for 250 secs in presence of NADPH ChEMBL. 23819803

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

2 literature references were collected for this gene.

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