Detailed information for compound 1426248

Basic information

Technical information
  • TDR Targets ID: 1426248
  • Name: 9-hydroxy-4-[2-(4-pyrimidin-2-ylpiperazin-1-y l)acetyl]-2,3-dihydro-1H-chromeno[3,4-b]pyrid in-5-one
  • MW: 421.449 | Formula: C22H23N5O4
  • H donors: 1 H acceptors: 5 LogP: 1.34 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc2c(c1)c1CCCN(c1c(=O)o2)C(=O)CN1CCN(CC1)c1ncccn1
  • InChi: 1S/C22H23N5O4/c28-15-4-5-18-17(13-15)16-3-1-8-27(20(16)21(30)31-18)19(29)14-25-9-11-26(12-10-25)22-23-6-2-7-24-22/h2,4-7,13,28H,1,3,8-12,14H2
  • InChiKey: MDWZJSYLYRLZCF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 9-hydroxy-4-[1-oxo-2-[4-(2-pyrimidinyl)-1-piperazinyl]ethyl]-2,3-dihydro-1H-chromeno[3,4-b]pyridin-5-one
  • 9-hydroxy-4-[2-(4-pyrimidin-2-ylpiperazin-1-yl)ethanoyl]-2,3-dihydro-1H-chromeno[3,4-b]pyridin-5-one
  • 9-hydroxy-4-{[4-(2-pyrimidinyl)-1-piperazinyl]acetyl}-1,2,3,4-tetrahydro-5H-chromeno[3,4-b]pyridin-5-one
  • MLS000549564
  • SMR000113387
  • AH-262/41982033

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens muscleblind-like splicing regulator 1 Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references
Homo sapiens huntingtin Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Echinococcus multilocularis muscleblind protein 1 Get druggable targets OG5_132352 All targets in OG5_132352
Brugia malayi Muscleblind-like protein Get druggable targets OG5_132352 All targets in OG5_132352
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus muscleblind protein Get druggable targets OG5_132352 All targets in OG5_132352
Onchocerca volvulus Huntingtin homolog Get druggable targets OG5_132837 All targets in OG5_132837
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132352 All targets in OG5_132352
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132352 All targets in OG5_132352
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis muscleblind protein Get druggable targets OG5_132352 All targets in OG5_132352
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Brugia malayi hypothetical protein Get druggable targets OG5_132837 All targets in OG5_132837
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Onchocerca volvulus Huntingtin homolog Get druggable targets OG5_132837 All targets in OG5_132837
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.0277 0.0444
Brugia malayi PXA domain containing protein 0.0062 0.0198 0.0198
Trypanosoma brucei PX domain containing protein, putative 0.0062 0.0198 0.0198
Brugia malayi PX domain containing protein 0.0062 0.0198 0.0198
Loa Loa (eye worm) hypothetical protein 0.0062 0.0198 0.0077
Chlamydia trachomatis phospholipase D endonuclease family protein 0.023 0.1394 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0277 0.008
Chlamydia trachomatis phospholipase D endonuclease family protein 0.023 0.1394 0.5
Brugia malayi Phospholipase D. Active site motif family protein 0.0271 0.1686 0.1686
Brugia malayi hypothetical protein 0.0148 0.0809 0.0809
Entamoeba histolytica phospholipase D, putative 0.1436 1 1
Loa Loa (eye worm) hypothetical protein 0.0935 0.6427 0.765
Trypanosoma cruzi PX domain containing protein, putative 0.0062 0.0198 0.0198
Brugia malayi PX domain containing protein 0.0062 0.0198 0.0198
Brugia malayi hypothetical protein 0.023 0.1394 0.1394
Brugia malayi Sorting nexin 12 0.0062 0.0198 0.0198
Echinococcus granulosus phospholipase d3 0.0271 0.1686 0.1518
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0277 0.008
Trypanosoma cruzi Autophagy-related protein 24 0.0062 0.0198 0.0198
Toxoplasma gondii WD domain, G-beta repeat-containing protein 0.0062 0.0198 0.0198
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0277 0.5
Giardia lamblia Hypothetical protein 0.0062 0.0198 0.5
Loa Loa (eye worm) hypothetical protein 0.0062 0.0198 0.0077
Echinococcus granulosus phospholipase D 0.1268 0.8804 0.878
Onchocerca volvulus Putative phospholipase D 0.0271 0.1686 1
Loa Loa (eye worm) hypothetical protein 0.0148 0.0809 0.082
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Trypanosoma brucei phosphatidylglycerolphosphate synthase, mitochondrial 0.023 0.1394 0.3944
Onchocerca volvulus Huntingtin homolog 0.0148 0.0809 0.4105
Giardia lamblia Hypothetical protein 0.0062 0.0198 0.5
Toxoplasma gondii hypothetical protein 0.0062 0.0198 0.0198
Entamoeba histolytica phospholipase D active site domain-containing protein 0.1206 0.8359 0.8326
Loa Loa (eye worm) PXA domain-containing protein 0.0062 0.0198 0.0077
Brugia malayi Muscleblind-like protein 0.018 0.1041 0.1041
Leishmania major hypothetical protein, conserved 0.0062 0.0198 0.0407
Leishmania major cardiolipin synthetase, putative 0.023 0.1394 0.8115
Loa Loa (eye worm) phosphatidylinositol 3-kinase catalytic subunit gamma 0.0062 0.0198 0.0077
Toxoplasma gondii phospholipase D active site domain-containing protein 0.0501 0.3327 1
Giardia lamblia hypothetical protein 0.0062 0.0198 0.5
Trypanosoma cruzi hypothetical protein 0.0062 0.0198 0.0198
Wolbachia endosymbiont of Brugia malayi cardiolipin synthase 0.023 0.1394 0.5
Brugia malayi Variant SH3 domain containing protein 0.0062 0.0198 0.0198
Trypanosoma cruzi hypothetical protein 0.0062 0.0198 0.0198
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0164 0.0923 0.0739
Brugia malayi TRAF4-associated factor 2 0.0062 0.0198 0.0198
Entamoeba histolytica hypothetical protein 0.0088 0.0384 0.0189
Echinococcus multilocularis muscleblind protein 0.018 0.1041 0.0859
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0062 0.0198 0.0198
Plasmodium falciparum phosphoinositide-binding protein, putative 0.0062 0.0198 0.0502
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0277 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0518 0.345 0.403
Brugia malayi Latrophilin receptor protein 2 0.0164 0.0923 0.0923
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0277 0.008
Onchocerca volvulus Huntingtin homolog 0.0148 0.0809 0.4105
Loa Loa (eye worm) variant SH3 domain-containing protein 0.0062 0.0198 0.0077
Echinococcus granulosus muscleblind protein 0.018 0.1041 0.0859
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Leishmania major zinc finger protein kinase-like 0.0062 0.0198 0.0407
Schistosoma mansoni hypothetical protein 0.0164 0.0923 0.0739
Trypanosoma cruzi zinc finger protein kinase, putative 0.0062 0.0198 0.0198
Plasmodium falciparum phosphatidylglycerophosphate synthase 0.023 0.1394 1
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Loa Loa (eye worm) latrophilin receptor protein 2 0.0164 0.0923 0.0958
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Plasmodium vivax phosphatidylglycerophosphate synthase, putative 0.023 0.1394 1
Loa Loa (eye worm) phospholipase D 0.0271 0.1686 0.1886
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Chlamydia trachomatis phospholipase D superfamily protein 0.023 0.1394 0.5
Loa Loa (eye worm) hypothetical protein 0.0062 0.0198 0.0077
Plasmodium falciparum phosphoinositide-binding protein, putative 0.0062 0.0198 0.0502
Schistosoma mansoni hypothetical protein 0.0164 0.0923 0.0739
Schistosoma mansoni phospholipase D 0.1436 1 1
Leishmania major phosphatidylglycerophosphate synthase, putative 0.0271 0.1686 1
Giardia lamblia Hypothetical protein 0.0062 0.0198 0.5
Brugia malayi hypothetical protein 0.0053 0.0135 0.0135
Chlamydia trachomatis phospholipase D superfamily protein 0.023 0.1394 0.5
Echinococcus multilocularis phospholipase D1 0.1436 1 1
Loa Loa (eye worm) hypothetical protein 0.0271 0.1686 0.1886
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0164 0.0923 0.0739
Echinococcus multilocularis muscleblind protein 1 0.018 0.1041 0.0859
Loa Loa (eye worm) hypothetical protein 0.0062 0.0198 0.0077
Chlamydia trachomatis phospholipase D endonuclease family protein 0.023 0.1394 0.5
Trypanosoma cruzi cardiolipin synthetase, putative 0.0501 0.3327 1
Trypanosoma cruzi PX domain containing protein, putative 0.0062 0.0198 0.0198
Loa Loa (eye worm) hypothetical protein 0.018 0.1041 0.1101
Loa Loa (eye worm) hypothetical protein 0.1206 0.8359 1
Brugia malayi Phospholipase D. Active site motif family protein 0.0501 0.3327 0.3327
Echinococcus multilocularis phospholipase d3 0.0271 0.1686 0.1518
Trypanosoma cruzi Autophagy-related protein 24 0.0062 0.0198 0.0198
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0277 0.5
Trypanosoma cruzi PX domain containing protein, putative 0.0062 0.0198 0.0198
Loa Loa (eye worm) PX domain-containing protein 0.0062 0.0198 0.0077
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0164 0.0923 0.0923
Schistosoma mansoni hypothetical protein 0.0164 0.0923 0.0739
Giardia lamblia Hypothetical protein 0.0062 0.0198 0.5
Echinococcus granulosus GPCR family 2 0.0164 0.0923 0.0739
Plasmodium falciparum mitochondrial cardiolipin synthase, putative 0.023 0.1394 1
Trypanosoma cruzi hypothetical protein 0.0062 0.0198 0.0198
Trypanosoma brucei differentiation inhibitory kinase 0.0062 0.0198 0.0198
Trypanosoma brucei PX domain containing protein, putative 0.0062 0.0198 0.0198
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0518 0.345 0.345
Chlamydia trachomatis phospholipase D endonuclease family protein 0.023 0.1394 0.5
Plasmodium vivax cardiolipin synthetase, putative 0.023 0.1394 1
Loa Loa (eye worm) sorting nexin 12 0.0062 0.0198 0.0077
Brugia malayi N-terminal motif family protein 0.0187 0.1089 0.1089
Giardia lamblia Liver stage antigen-like protein 0.0062 0.0198 0.5
Schistosoma mansoni hypothetical protein 0.0164 0.0923 0.0739
Loa Loa (eye worm) hypothetical protein 0.023 0.1394 0.1531
Brugia malayi PX domain containing protein 0.0062 0.0198 0.0198
Schistosoma mansoni hypothetical protein 0.0354 0.228 0.2124
Loa Loa (eye worm) hypothetical protein 0.0354 0.228 0.2608
Entamoeba histolytica phospholipase D, putative 0.1436 1 1
Leishmania major phosphoinositide-binding protein, putative 0.0062 0.0198 0.0407
Loa Loa (eye worm) hypothetical protein 0.0935 0.6427 0.765
Trypanosoma brucei cardiolipin synthetase 0.0501 0.3327 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0518 0.345 0.345
Loa Loa (eye worm) hypothetical protein 0.0164 0.0923 0.0958
Loa Loa (eye worm) hypothetical protein 0.1206 0.8359 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0164 0.0923 0.0739
Brugia malayi PX domain containing protein 0.0062 0.0198 0.0198
Loa Loa (eye worm) hypothetical protein 0.0148 0.0809 0.082
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0277 0.5
Loa Loa (eye worm) PX domain-containing protein 0.0062 0.0198 0.0077
Brugia malayi PX domain containing protein 0.0062 0.0198 0.0198
Brugia malayi latrophilin 2 splice variant baaae 0.0354 0.228 0.228
Trypanosoma cruzi cardiolipin synthetase, putative 0.0501 0.3327 1
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0277 0.008
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.0277 0.0913
Echinococcus multilocularis GPCR, family 2 0.0164 0.0923 0.0739
Loa Loa (eye worm) hypothetical protein 0.0187 0.1089 0.1159
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Plasmodium vivax WD domain, G-beta repeat domain containing protein 0.0062 0.0198 0.0502
Schistosoma mansoni CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase 0.023 0.1394 0.122
Trypanosoma brucei cardiolipin synthetase, putative 0.0501 0.3327 1
Brugia malayi PXA domain containing protein 0.0062 0.0198 0.0198
Echinococcus granulosus phospholipase D1 0.1436 1 1
Plasmodium vivax hypothetical protein, conserved 0.0062 0.0198 0.0502
Trypanosoma brucei Autophagy-related protein 24 0.0062 0.0198 0.0198
Echinococcus multilocularis phospholipase D 0.1268 0.8804 0.878
Loa Loa (eye worm) hypothetical protein 0.018 0.1041 0.1101
Loa Loa (eye worm) TRAF4-associated factor 2 0.0062 0.0198 0.0077
Brugia malayi Protein K4 0.023 0.1394 0.1394
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0164 0.0923 0.0739
Loa Loa (eye worm) PX domain-containing protein 0.0062 0.0198 0.0077
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0198 0.5
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0187 0.1089 0.5983
Loa Loa (eye worm) hypothetical protein 0.0518 0.345 0.403
Brugia malayi PX domain containing protein 0.0062 0.0198 0.0198

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 0.7943 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (binding) 3.1623 uM PubChem BioAssay. qHTS Assay for Inhibitors of MBNL1-poly(CUG) RNA binding. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 3.5481 um PUBCHEM_BIOASSAY: qHTS Multiplex Assay to Identify Dual Action Probes in a Cell Model of Huntington: Aggregate Formation (GFP). (Class of assay: confirmatory) [Related pubchem assays: 1482, 1471 ] ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) = 56.2341 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) 251.1886 uM PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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