Detailed information for compound 429675

Basic information

Technical information
  • TDR Targets ID: 429675
  • Name: N-[2-[4-(2-dimethylaminoethyloxy)phenyl]propa n-2-yl]-2-fluoro-9-oxo-10H-acridine-3-carboxa mide
  • MW: 461.528 | Formula: C27H28FN3O3
  • H donors: 2 H acceptors: 2 LogP: 4.45 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(CCOc1ccc(cc1)C(NC(=O)c1cc2[nH]c3ccccc3c(=O)c2cc1F)(C)C)C
  • InChi: 1S/C27H28FN3O3/c1-27(2,17-9-11-18(12-10-17)34-14-13-31(3)4)30-26(33)20-16-24-21(15-22(20)28)25(32)19-7-5-6-8-23(19)29-24/h5-12,15-16H,13-14H2,1-4H3,(H,29,32)(H,30,33)
  • InChiKey: BDQGMZNFBFBBEL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[1-[4-(2-dimethylaminoethyloxy)phenyl]-1-methyl-ethyl]-2-fluoro-9-oxo-10H-acridine-3-carboxamide
  • N-[1-[4-(2-dimethylaminoethyloxy)phenyl]-1-methylethyl]-2-fluoro-9-oxo-10H-acridine-3-carboxamide
  • N-[1-[4-(2-dimethylaminoethyloxy)phenyl]-1-methyl-ethyl]-2-fluoro-9-keto-10H-acridine-3-carboxamide
  • N-[2-[4-(2-dimethylaminoethoxy)phenyl]propan-2-yl]-2-fluoro-9-oxo-10H-acridine-3-carboxamide
  • N-[1-[4-(2-dimethylaminoethoxy)phenyl]-1-methyl-ethyl]-2-fluoro-9-oxo-10H-acridine-3-carboxamide
  • N-[1-[4-(2-dimethylaminoethoxy)phenyl]-1-methylethyl]-2-fluoro-9-oxo-10H-acridine-3-carboxamide
  • N-[1-[4-(2-dimethylaminoethoxy)phenyl]-1-methyl-ethyl]-2-fluoro-9-keto-10H-acridine-3-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens IMP (inosine 5'-monophosphate) dehydrogenase 2 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Cryptosporidium hominis inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Loa Loa (eye worm) IMP dehydrogenase 1 Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania braziliensis inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Neospora caninum hypothetical protein Get druggable targets OG5_126887 All targets in OG5_126887
Brugia malayi inosine-5'-monophosphate dehydrogenase family protein Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania donovani GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans N terminus of Inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans guanosine nucleotide biosynthesis Get druggable targets OG5_126887 All targets in OG5_126887
Schistosoma japonicum ko:K00088 IMP dehydrogenase [EC1.1.1.205], putative Get druggable targets OG5_126887 All targets in OG5_126887
Cryptosporidium parvum inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania infantum guanosine monophosphate reductase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania major inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania braziliensis guanosine monophosphate reductase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma congolense GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium yoelii inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans guanosine nucleotide biosynthesis Get druggable targets OG5_126887 All targets in OG5_126887
Theileria parva Inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania major guanosine monophosphate reductase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei GMP reductase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium knowlesi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania mexicana guanosine monophosphate reductase Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB3 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Plasmodium berghei inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei gambiense inosine-5-monophosphate dehydrogenase,IMP dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei gambiense inosine-5-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania donovani inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Schistosoma mansoni inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania infantum inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Babesia bovis inosine-5'-monophosphate dehydrogenase, putative Get druggable targets OG5_126887 All targets in OG5_126887
Trypanosoma brucei inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Leishmania mexicana inosine-5-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 Get druggable targets OG5_126887 All targets in OG5_126887
Candida albicans N terminus of Inosine-5'-monophosphate dehydrogenase Get druggable targets OG5_126887 All targets in OG5_126887
Toxoplasma gondii IMP dehydrogenas Get druggable targets OG5_126887 All targets in OG5_126887
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 BC026374 protein (S09 family) 0.0153 0.1301 0.1301
Loa Loa (eye worm) hypothetical protein 0.0153 0.1301 0.072
Brugia malayi Carboxylesterase family protein 0.0153 0.1301 0.1301
Brugia malayi GSG2 0.0137 0.1116 0.1116
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 0.0095 0.0627 0.0627
Schistosoma mansoni hypothetical protein 0.0137 0.1116 0.1116
Brugia malayi inosine-5'-monophosphate dehydrogenase family protein 0.0095 0.0627 0.0627
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase 0.0095 0.0627 0.5
Trichomonas vaginalis spcc417.12 protein, putative 0.0153 0.1301 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.1301 0.072
Brugia malayi Carboxylesterase family protein 0.0153 0.1301 0.1301
Loa Loa (eye worm) carboxylesterase 0.0907 1 1
Brugia malayi Carboxylesterase family protein 0.0153 0.1301 0.1301
Onchocerca volvulus 0.0153 0.1301 0.5
Echinococcus granulosus para nitrobenzyl esterase 0.0153 0.1301 0.1301
Echinococcus granulosus carboxylesterase 5A 0.0907 1 1
Brugia malayi Dual-specificity tyrosine-phosphorylation regulated kinase 2 0.0107 0.0765 0.0765
Echinococcus multilocularis carboxylesterase 5A 0.0907 1 1
Echinococcus multilocularis acetylcholinesterase 0.0907 1 1
Trypanosoma cruzi dual specificity tyrosine-phosphorylation-regulated kinase 2, putative 0.0107 0.0765 1
Entamoeba histolytica protein kinase domain containing protein 0.0107 0.0765 1
Echinococcus granulosus serine:threonine protein kinase haspin 0.0137 0.1116 0.1116
Onchocerca volvulus 0.0153 0.1301 0.5
Echinococcus multilocularis serine:threonine protein kinase haspin 0.0137 0.1116 0.1116
Leishmania major protein kinase, putative,dual-specificity protein kinase, putative 0.0107 0.0765 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.1301 0.072
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0153 0.1301 0.1301
Schistosoma mansoni inosine-5-monophosphate dehydrogenase 0.0095 0.0627 0.0627
Echinococcus granulosus neuroligin 0.0153 0.1301 0.1301
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0153 0.1301 1
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.0089 0.0562 0.4077
Echinococcus granulosus dual specificity 0.0107 0.0765 0.0765
Loa Loa (eye worm) hypothetical protein 0.0907 1 1
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase 0.0095 0.0627 0.4597
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0153 0.1301 0.1301
Loa Loa (eye worm) haspin protein kinase 0.0137 0.1116 0.0522
Echinococcus multilocularis neuroligin 0.0153 0.1301 0.1301
Loa Loa (eye worm) hypothetical protein 0.0907 1 1
Loa Loa (eye worm) haspin protein kinase 0.0137 0.1116 0.0522
Echinococcus multilocularis para nitrobenzyl esterase 0.0153 0.1301 0.1301
Entamoeba histolytica protein kinase, putative 0.0107 0.0765 1
Echinococcus multilocularis acetylcholinesterase 0.0907 1 1
Loa Loa (eye worm) hypothetical protein 0.0153 0.1301 0.072
Loa Loa (eye worm) acetylcholinesterase 1 0.0907 1 1
Echinococcus granulosus BC026374 protein S09 family 0.0153 0.1301 0.1301
Loa Loa (eye worm) hypothetical protein 0.0153 0.1301 0.072
Loa Loa (eye worm) carboxylesterase 0.0153 0.1301 0.072
Brugia malayi hypothetical protein 0.0137 0.1116 0.1116
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena 0.005 0.0107 0.0954
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0153 0.1301 0.1301
Giardia lamblia Kinase, CMGC DYRK 0.0107 0.0765 0.5
Loa Loa (eye worm) hypothetical protein 0.0153 0.1301 0.072
Loa Loa (eye worm) carboxylesterase 0.0153 0.1301 0.072
Echinococcus multilocularis dual specificity 0.0107 0.0765 0.0765
Schistosoma mansoni gliotactin 0.0153 0.1301 0.1301
Echinococcus granulosus serine:threonine protein kinase haspin 0.0137 0.1116 0.1116
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase 0.0095 0.0627 0.435
Mycobacterium ulcerans carboxylesterase, LipT 0.0153 0.1301 1
Echinococcus granulosus dual specificity 0.0107 0.0765 0.0765
Onchocerca volvulus 0.0153 0.1301 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0153 0.1301 0.1301
Loa Loa (eye worm) haspin protein kinase 0.0138 0.1126 0.0533
Loa Loa (eye worm) hypothetical protein 0.0153 0.1301 0.072
Echinococcus multilocularis serine:threonine protein kinase haspin 0.0137 0.1116 0.1116
Onchocerca volvulus 0.0153 0.1301 0.5
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0907 1 1
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 0.0095 0.0627 0.0627
Brugia malayi Carboxylesterase family protein 0.0153 0.1301 0.1301
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0153 0.1301 1
Schistosoma mansoni neuroligin 3 (S09 family) 0.0153 0.1301 0.1301
Loa Loa (eye worm) CMGC/DYRK/DYRK2 protein kinase 0.0107 0.0765 0.0148
Brugia malayi Carboxylesterase family protein 0.0907 1 1
Schistosoma mansoni acetylcholinesterase 0.0153 0.1301 0.1301
Echinococcus granulosus acetylcholinesterase 0.0907 1 1
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase 0.0089 0.0562 0.5
Mycobacterium tuberculosis Carboxylesterase LipT 0.0153 0.1301 1
Schistosoma mansoni serine/threonine protein kinase 0.0107 0.0765 0.0765
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0153 0.1301 1
Brugia malayi hypothetical protein 0.0153 0.1301 0.1301
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) 0.0095 0.0627 1
Echinococcus granulosus dual specificity 0.0107 0.0765 0.0765
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative 0.0089 0.0562 0.5
Onchocerca volvulus 0.0153 0.1301 0.5
Trypanosoma brucei dual specificity tyrosine-phosphorylation-regulated kinase 2, putative 0.0107 0.0765 1
Toxoplasma gondii cell-cycle-associated protein kinase DYRK2, putative 0.0107 0.0765 1
Echinococcus multilocularis dual specificity 0.0107 0.0765 0.0765
Echinococcus multilocularis dual specificity 0.0107 0.0765 0.0765
Echinococcus granulosus serine:threonine protein kinase haspin 0.0137 0.1116 0.1116
Echinococcus multilocularis BC026374 protein (S09 family) 0.0153 0.1301 0.1301
Echinococcus granulosus acetylcholinesterase 0.0907 1 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0153 0.1301 0.1301

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 20 nM Inhibition of human IMPDH2 ChEMBL. 17585753
IC50 (binding) = 20 nM Inhibition of human IMPDH2 ChEMBL. 17585753
IC50 (functional) = 0.21 uM Inhibition of T cell proliferation in PBMC cells ChEMBL. 17585753
IC50 (functional) = 0.21 uM Inhibition of T cell proliferation in PBMC cells ChEMBL. 17585753
IC50 (functional) = 0.56 uM Inhibition of CEM cell proliferation ChEMBL. 17585753
IC50 (functional) = 0.56 uM Inhibition of CEM cell proliferation ChEMBL. 17585753

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17585753

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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