Detailed information for compound 1424697

Basic information

Technical information
  • TDR Targets ID: 1424697
  • Name: 1-morpholin-4-yl-3-(2,5,7-trimethyl-3-phenylp yrazolo[1,5-a]pyrimidin-6-yl)propan-1-one
  • MW: 378.467 | Formula: C22H26N4O2
  • H donors: 0 H acceptors: 3 LogP: 2.47 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(N1CCOCC1)CCc1c(C)nc2n(c1C)nc(c2c1ccccc1)C
  • InChi: 1S/C22H26N4O2/c1-15-19(9-10-20(27)25-11-13-28-14-12-25)17(3)26-22(23-15)21(16(2)24-26)18-7-5-4-6-8-18/h4-8H,9-14H2,1-3H3
  • InChiKey: ZKSULNHWQCLGLE-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-morpholino-3-(2,5,7-trimethyl-3-phenyl-pyrazolo[1,5-a]pyrimidin-6-yl)propan-1-one
  • 1-morpholino-3-(2,5,7-trimethyl-3-phenyl-6-pyrazolo[1,5-a]pyrimidinyl)propan-1-one
  • 1-morpholin-4-yl-3-(2,5,7-trimethyl-3-phenyl-pyrazolo[1,5-a]pyrimidin-6-yl)propan-1-one
  • 2,5,7-trimethyl-6-(3-morpholin-4-yl-3-oxopropyl)-3-phenylpyrazolo[1,5-a]pyrimidine
  • MLS000089609
  • SMR000027957

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references
Influenza A virus Nonstructural protein 1 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium tuberculosis Hypothetical protein Nonstructural protein 1   230 aa 202 aa 23.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis isocitrate dehydrogenase, putative 0.001 0 0.5
Schistosoma mansoni hypothetical protein 0.0212 0.3062 0.451
Echinococcus granulosus peptidase Clp S14 family 0.0055 0.0681 0.1117
Schistosoma mansoni smad 0.0012 0.0034 0.005
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0212 0.3062 0.5026
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0084 0.1117 0.5
Brugia malayi MH1 domain containing protein 0.0027 0.0261 0.0261
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0081 0.1081 0.4714
Schistosoma mansoni tar DNA-binding protein 0.0413 0.6092 0.8974
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0081 0.1081 0.1592
Trypanosoma cruzi PAB1-binding protein , putative 0.0162 0.2293 1
Trypanosoma brucei PAB1-binding protein , putative 0.0162 0.2293 1
Schistosoma mansoni smad1 5 8 and 0.0027 0.0261 0.0385
Onchocerca volvulus 0.0029 0.0282 0.1204
Schistosoma mansoni hypothetical protein 0.0459 0.6789 1
Brugia malayi CXXC zinc finger family protein 0.0029 0.0282 0.0282
Schistosoma mansoni tar DNA-binding protein 0.0413 0.6092 0.8974
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0084 0.1117 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0413 0.6092 0.6092
Loa Loa (eye worm) latrophilin receptor protein 2 0.0212 0.3062 0.3062
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP) 0.0055 0.0681 0.6295
Schistosoma mansoni cpg binding protein 0.003 0.0306 0.0451
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0084 0.1117 1
Schistosoma mansoni peptidase Clp (S14 family) 0.0084 0.1117 0.1645
Leishmania major hypothetical protein, conserved 0.0162 0.2293 1
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0027 0.0261 0.0429
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0081 0.1081 0.1775
Echinococcus granulosus cpg binding protein 0.003 0.0306 0.0503
Mycobacterium leprae ATP-dependent Clp protease proteolytic subunit 1 0.0029 0.0287 0.2568
Loa Loa (eye worm) isocitrate dehydrogenase 0.0081 0.1081 0.1081
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0084 0.1117 1
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0081 0.1081 1
Loa Loa (eye worm) TAR-binding protein 0.0413 0.6092 0.6092
Loa Loa (eye worm) MH1 domain-containing protein 0.0012 0.0034 0.0034
Loa Loa (eye worm) MH2 domain-containing protein 0.0027 0.0261 0.0261
Brugia malayi MH1 domain containing protein 0.0015 0.0078 0.0078
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0043 0.0507 0.0833
Brugia malayi MH2 domain containing protein 0.0027 0.0261 0.0261
Echinococcus granulosus dnaJ subfamily B 0.0406 0.5992 0.9836
Echinococcus multilocularis peptidase Clp (S14 family) 0.0055 0.0681 0.1117
Loa Loa (eye worm) hypothetical protein 0.0671 1 1
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0084 0.1117 0.5
Echinococcus multilocularis Ataxin 2, N terminal,domain containing protein 0.0072 0.0946 0.1553
Entamoeba histolytica hypothetical protein 0.0043 0.0507 1
Echinococcus multilocularis dnaJ subfamily B 0.0406 0.5992 0.9836
Echinococcus granulosus mothers against decapentaplegic 2 0.0012 0.0034 0.0056
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0081 0.1081 0.3959
Echinococcus multilocularis tar DNA binding protein 0.0413 0.6092 1
Entamoeba histolytica hypothetical protein 0.0043 0.0507 1
Brugia malayi MH2 domain containing protein 0.0012 0.0034 0.0034
Echinococcus granulosus geminin 0.0168 0.2395 0.3931
Loa Loa (eye worm) MH2 domain-containing protein 0.0399 0.5881 0.5881
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0212 0.3062 0.5026
Loa Loa (eye worm) hypothetical protein 0.0148 0.209 0.209
Loa Loa (eye worm) hypothetical protein 0.0012 0.0034 0.0034
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0084 0.1117 0.1833
Brugia malayi MH1 domain containing protein 0.0015 0.0078 0.0078
Schistosoma mansoni smad1 5 8 and 0.0027 0.0261 0.0385
Schistosoma mansoni hypothetical protein 0.0406 0.5992 0.8827
Entamoeba histolytica hypothetical protein 0.0043 0.0507 1
Brugia malayi RNA binding protein 0.0413 0.6092 0.6092
Echinococcus granulosus tar DNA binding protein 0.0413 0.6092 1
Brugia malayi Latrophilin receptor protein 2 0.0212 0.3062 0.3062
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0081 0.1081 0.1775
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0084 0.1117 0.4136
Toxoplasma gondii isocitrate dehydrogenase 0.0081 0.1081 0.3959
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0027 0.0261 0.0385
Loa Loa (eye worm) MH1 domain-containing protein 0.0027 0.0261 0.0261
Echinococcus granulosus TGF beta signal transducer SmadC 0.0027 0.0261 0.0429
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0055 0.0681 0.6094
Schistosoma mansoni smad1 5 8 and 0.0027 0.0261 0.0385
Brugia malayi Calcitonin receptor-like protein seb-1 0.0671 1 1
Onchocerca volvulus 0.0148 0.209 1
Schistosoma mansoni smad 0.0027 0.0261 0.0385
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2) 0.0055 0.0681 0.6295
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0671 1 1
Schistosoma mansoni tar DNA-binding protein 0.0413 0.6092 0.8974
Loa Loa (eye worm) CXXC zinc finger family protein 0.0029 0.0282 0.0282
Plasmodium falciparum ataxin-2 like protein, putative 0.0162 0.2293 1
Schistosoma mansoni Smad4 0.0012 0.0034 0.005
Loa Loa (eye worm) hypothetical protein 0.0015 0.0078 0.0078
Schistosoma mansoni hypothetical protein 0.0043 0.0507 0.0747
Brugia malayi MH2 domain containing protein 0.0399 0.5881 0.5881
Toxoplasma gondii LsmAD domain-containing protein 0.0162 0.2293 1
Toxoplasma gondii histone lysine methyltransferase SET1 0.0054 0.0668 0.1898
Loa Loa (eye worm) hypothetical protein 0.0084 0.1117 0.1117
Trypanosoma cruzi PAB1-binding protein , putative 0.0162 0.2293 1
Echinococcus granulosus smad 0.0027 0.0261 0.0429
Brugia malayi Isocitrate dehydrogenase 0.0081 0.1081 0.1081
Schistosoma mansoni hypothetical protein 0.0168 0.2395 0.3528
Echinococcus granulosus Smad4 0.0027 0.0261 0.0429
Schistosoma mansoni hypothetical protein 0.0072 0.0946 0.1394
Entamoeba histolytica hypothetical protein 0.0043 0.0507 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0212 0.3062 0.5026
Echinococcus granulosus mothers against decapentaplegic 5 0.0027 0.0261 0.0429
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0084 0.1117 0.1833
Echinococcus multilocularis mothers against decapentaplegic 2 0.0012 0.0034 0.0056
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0081 0.1081 0.3959
Brugia malayi hypothetical protein 0.0162 0.2293 0.2293
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0084 0.1117 0.4136
Plasmodium falciparum ataxin-2 like protein, putative 0.0162 0.2293 1
Schistosoma mansoni transcription factor LCR-F1 0.0043 0.0507 0.0747
Brugia malayi Smad1 0.0027 0.0261 0.0261
Loa Loa (eye worm) hypothetical protein 0.0212 0.3062 0.3062
Echinococcus multilocularis mothers against decapentaplegic 6 0.0012 0.0034 0.0056
Brugia malayi RNA recognition motif domain containing protein 0.0413 0.6092 0.6092
Echinococcus granulosus mothers against decapentaplegic 6 0.0012 0.0034 0.0056
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0084 0.1117 1
Brugia malayi hypothetical protein 0.0104 0.1428 0.1428
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0212 0.3062 0.3062
Brugia malayi Probable ClpP-like protease 0.0084 0.1117 0.1117
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0084 0.1117 0.4136
Echinococcus multilocularis GPCR, family 2 0.0212 0.3062 0.5026
Loa Loa (eye worm) transcription factor SMAD2 0.0399 0.5881 0.5881
Echinococcus multilocularis Smad4 0.0027 0.0261 0.0429
Brugia malayi latrophilin 2 splice variant baaae 0.0459 0.6789 0.6789
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0081 0.1081 0.1775
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0081 0.1081 0.1775
Loa Loa (eye worm) RNA binding protein 0.0413 0.6092 0.6092
Brugia malayi mothers against decapentaplegic homolog 3 0.0012 0.0034 0.0034
Loa Loa (eye worm) MH2 domain-containing protein 0.0012 0.0034 0.0034
Schistosoma mansoni hypothetical protein 0.0212 0.3062 0.451
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0084 0.1117 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0043 0.0507 0.0833
Schistosoma mansoni hypothetical protein 0.0212 0.3062 0.451
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0084 0.1117 0.4136
Echinococcus multilocularis mothers against decapentaplegic 5 0.0027 0.0261 0.0429
Echinococcus granulosus GPCR family 2 0.0212 0.3062 0.5026
Loa Loa (eye worm) hypothetical protein 0.0162 0.2293 0.2293
Schistosoma mansoni tar DNA-binding protein 0.0413 0.6092 0.8974
Schistosoma mansoni Smad4 0.0027 0.0261 0.0385
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0081 0.1081 0.1775
Schistosoma mansoni hypothetical protein 0.0168 0.2395 0.3528
Schistosoma mansoni tar DNA-binding protein 0.0413 0.6092 0.8974
Schistosoma mansoni cpg binding protein 0.0029 0.0282 0.0415
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0212 0.3062 0.5026
Schistosoma mansoni Smad4 0.0012 0.0034 0.005
Brugia malayi hypothetical protein 0.0043 0.0507 0.0507
Brugia malayi TAR-binding protein 0.0413 0.6092 0.6092
Brugia malayi isocitrate dehydrogenase 0.0081 0.1081 0.1081
Brugia malayi MH1 domain containing protein 0.0027 0.0261 0.0261
Brugia malayi hypothetical protein 0.0148 0.209 0.209
Echinococcus multilocularis isocitrate dehydrogenase 0.0081 0.1081 0.1775
Schistosoma mansoni hypothetical protein 0.0212 0.3062 0.451
Echinococcus multilocularis smad 0.0027 0.0261 0.0429
Plasmodium vivax ataxin-2 like protein, putative 0.0162 0.2293 1
Schistosoma mansoni mixed-lineage leukemia protein mll 0.006 0.0765 0.1127
Loa Loa (eye worm) Smad1 0.0027 0.0261 0.0261
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0072 0.0946 0.1553
Schistosoma mansoni cpg binding protein 0.003 0.0306 0.0451
Echinococcus multilocularis geminin 0.0168 0.2395 0.3931
Brugia malayi MH2 domain containing protein 0.0027 0.0261 0.0261
Echinococcus multilocularis cpg binding protein 0.003 0.0306 0.0503
Toxoplasma gondii isocitrate dehydrogenase 0.0081 0.1081 0.3959
Loa Loa (eye worm) hypothetical protein 0.0459 0.6789 0.6789
Loa Loa (eye worm) nuclear factor I 0.0015 0.0078 0.0078

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.1651 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) 3.6964 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) = 7.9433 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Influenza NS1 Protein Function. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 18.3564 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent). (Class of assay: confirmatory) [Related pubchem assays: 2158 (Confirmation qHTS Assay for Inhibitors of Cruzain), 2249 (Probe Development Summary of Promiscuous Inhibitors (Artifacts) of Cruzain), 2161 (qHTS Assay for Inhibitors of Papain: Counterscreen for Cruzain Assay), 1478 (qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (with detergent))] ChEMBL. No reference
Potency (functional) = 31.6228 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

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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