Detailed information for compound 1416855

Basic information

Technical information
  • TDR Targets ID: 1416855
  • Name: 6-amino-4-(5-chloro-3-methyl-1-phenylpyrazol- 4-yl)-3-methyl-1-phenyl-4H-pyrano[5,6-d]pyraz ole-5-carbonitrile; ethanol
  • MW: 488.969 | Formula: C26H25ClN6O2
  • H donors: 2 H acceptors: 4 LogP: 5.24 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CC1=C(N)Oc2c(C1c1c(C)nn(c1Cl)c1ccccc1)c(C)nn2c1ccccc1.CCO
  • InChi: 1S/C24H19ClN6O.C2H6O/c1-14-19(22(25)30(28-14)16-9-5-3-6-10-16)21-18(13-26)23(27)32-24-20(21)15(2)29-31(24)17-11-7-4-8-12-17;1-2-3/h3-12,21H,27H2,1-2H3;3H,2H2,1H3
  • InChiKey: WBHPUQSNGNNIDI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-amino-4-(5-chloro-3-methyl-1-phenyl-pyrazol-4-yl)-3-methyl-1-phenyl-4H-pyrano[5,6-d]pyrazole-5-carbonitrile; ethanol
  • 6-amino-4-(5-chloro-3-methyl-1-phenyl-4-pyrazolyl)-3-methyl-1-phenyl-4H-pyrano[5,6-d]pyrazole-5-carbonitrile; ethanol
  • 6-Amino-4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-methyl-1-phenyl-1,4-dihydro-pyrano[2,3-c]pyr azole-5-carbonitrile
  • MLS000552624
  • SMR000146139

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
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
Echinococcus granulosus voltage dependent L type calcium channel subunit|voltage dependent calcium channel 0.0119 0.0859 0.1045
Schistosoma mansoni microtubule-associated protein tau 0.0833 0.6897 1
Loa Loa (eye worm) hypothetical protein 0.0111 0.0794 0.0719
Loa Loa (eye worm) hypothetical protein 0.0365 0.2936 0.2879
Brugia malayi isocitrate dehydrogenase [NAD] subunit beta, mitochondrial 0.0036 0.0154 0.0154
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0293 0.2333 0.3231
Brugia malayi Isocitrate dehydrogenase subunit gamma, mitochondrial precursor 0.0036 0.0154 0.0154
Entamoeba histolytica hypothetical protein 0.0043 0.022 1
Loa Loa (eye worm) hypothetical protein 0.0117 0.0845 0.077
Schistosoma mansoni transcription factor LCR-F1 0.0043 0.022 0.0098
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0293 0.2333 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0454 0.369 0.3639
Loa Loa (eye worm) voltage-dependent calcium channel 0.0041 0.0203 0.0123
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.038 0.3063 0.4314
Echinococcus multilocularis voltage dependent calcium channel 0.0119 0.0859 0.1045
Plasmodium falciparum isocitrate dehydrogenase [NADP], mitochondrial 0.0293 0.2333 1
Schistosoma mansoni high voltage-activated calcium channel Cav2A 0.0119 0.0859 0.1045
Echinococcus multilocularis tar DNA binding protein 0.0454 0.369 0.5245
Schistosoma mansoni apoptosis regulator bax 0.0056 0.033 0.0261
Schistosoma mansoni calcium-activated potassium channel 0.0235 0.1842 0.2504
Schistosoma mansoni hypothetical protein 0.0056 0.033 0.0261
Schistosoma mansoni hypothetical protein 0.038 0.3063 0.4314
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0293 0.2333 1
Mycobacterium ulcerans 3-isopropylmalate dehydrogenase 0.0036 0.0154 0.5
Schistosoma mansoni voltage-gated cation channel 0.0119 0.0859 0.1045
Schistosoma mansoni hypothetical protein 0.0821 0.6789 0.984
Echinococcus multilocularis small conductance calcium activated potassium 0.0365 0.2936 0.4126
Echinococcus multilocularis GPCR, family 2 0.038 0.3063 0.4314
Leishmania major isocitrate dehydrogenase, putative 0.0036 0.0154 0.0324
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0188 0.1443 1
Loa Loa (eye worm) hypothetical protein 0.038 0.3063 0.3007
Loa Loa (eye worm) hypothetical protein 0.0138 0.1023 0.095
Schistosoma mansoni hypothetical protein 0.038 0.3063 0.4314
Loa Loa (eye worm) latrophilin receptor protein 2 0.038 0.3063 0.3007
Loa Loa (eye worm) hypothetical protein 0.0036 0.0161 0.0081
Schistosoma mansoni hypothetical protein 0.0365 0.2936 0.4126
Brugia malayi hypothetical protein 0.0138 0.1023 0.1023
Loa Loa (eye worm) hypothetical protein 0.0821 0.6789 0.6763
Echinococcus multilocularis microtubule associated protein 2 0.0833 0.6897 1
Loa Loa (eye worm) hypothetical protein 0.0138 0.1023 0.095
Loa Loa (eye worm) hypothetical protein 0.0124 0.0901 0.0827
Echinococcus multilocularis geminin 0.0191 0.1471 0.1954
Loa Loa (eye worm) isocitrate dehydrogenase 0.0293 0.2333 0.227
Echinococcus multilocularis isocitrate dehydrogenase 0.0293 0.2333 0.3231
Schistosoma mansoni hypothetical protein 0.0191 0.1471 0.1954
Toxoplasma gondii isocitrate dehydrogenase 0.0293 0.2333 1
Brugia malayi Apoptosis regulator proteins, Bcl-2 family protein 0.0056 0.033 0.033
Brugia malayi Probable isocitrate dehydrogenase 0.0036 0.0154 0.0154
Brugia malayi Latrophilin receptor protein 2 0.038 0.3063 0.3063
Brugia malayi RNA recognition motif domain containing protein 0.0454 0.369 0.369
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0293 0.2333 0.3231
Echinococcus multilocularis EGFP:Bcl2 fusion protein 0.0056 0.033 0.0261
Loa Loa (eye worm) hypothetical protein 0.0265 0.2092 0.2027
Schistosoma mansoni hypothetical protein 0.0056 0.033 0.0261
Schistosoma mansoni hypothetical protein 0.038 0.3063 0.4314
Echinococcus granulosus voltage dependent calcium channel type d subunit|voltage dependent calcium channel|voltage dependent L type calcium channel subu 0.0119 0.0859 0.1045
Echinococcus granulosus EGFP:Bcl2 fusion protein 0.0056 0.033 0.0261
Loa Loa (eye worm) hypothetical protein 0.0036 0.0161 0.0081
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.038 0.3063 0.4314
Echinococcus granulosus geminin 0.0191 0.1471 0.1954
Echinococcus multilocularis voltage dependent calcium channel 0.0119 0.0859 0.1045
Toxoplasma gondii hypothetical protein 0.0036 0.0161 0.0355
Echinococcus multilocularis voltage dependent L type calcium channel subunit 0.0119 0.0859 0.1045
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0293 0.2333 1
Schistosoma mansoni calcium-activated potassium channel 0.0365 0.2936 0.4126
Trichomonas vaginalis isocitrate dehydrogenase, putative 0.0036 0.0154 0.5
Schistosoma mansoni tar DNA-binding protein 0.0454 0.369 0.5245
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0043 0.022 0.0098
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0293 0.2333 1
Echinococcus multilocularis Bcl 2 ous antagonist:killer 0.0056 0.033 0.0261
Trypanosoma cruzi Voltage-dependent calcium channel subunit, putative 0.0041 0.0203 0.0542
Loa Loa (eye worm) pigment dispersing factor receptor c 0.12 1 1
Mycobacterium tuberculosis Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP) 0.0293 0.2333 1
Mycobacterium leprae PROBABLE 3-ISOPROPYLMALATE DEHYDROGENASE LEUB (BETA-IPM DEHYDROGENASE) (IMDH) (3-IPM-DH) 0.0036 0.0154 0.5
Loa Loa (eye worm) hypothetical protein 0.12 1 1
Toxoplasma gondii transporter, cation channel family protein 0.0041 0.0203 0.0542
Schistosoma mansoni bcl-2 homologous antagonist/killer (bak) 0.0056 0.033 0.0261
Brugia malayi RNA binding protein 0.0454 0.369 0.369
Entamoeba histolytica hypothetical protein 0.0043 0.022 1
Toxoplasma gondii isocitrate dehydrogenase 0.0293 0.2333 1
Brugia malayi isocitrate dehydrogenase [NAD] subunit alpha, mitochondrial 0.0036 0.0154 0.0154
Brugia malayi photoreceptor-specific nuclear receptor 0.0265 0.2092 0.2092
Echinococcus granulosus voltage dependent calcium channel type d subunit|voltage dependent calcium channel alpha 1 0.0119 0.0859 0.1045
Loa Loa (eye worm) isocitrate dehydrogenase gamma subunit 0.0036 0.0154 0.0074
Brugia malayi latrophilin 2 splice variant baaae 0.0821 0.6789 0.6789
Loa Loa (eye worm) TAR-binding protein 0.0454 0.369 0.3639
Echinococcus multilocularis voltage dependent L type calcium channel subunit 0.0119 0.0859 0.1045
Echinococcus granulosus small conductance calcium activated potassium 0.0365 0.2936 0.4126
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.038 0.3063 0.4314
Echinococcus granulosus GPCR family 2 0.038 0.3063 0.4314
Schistosoma mansoni tar DNA-binding protein 0.0454 0.369 0.5245
Entamoeba histolytica hypothetical protein 0.0043 0.022 1
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0293 0.2333 0.3231
Plasmodium vivax isocitrate dehydrogenase [NADP], mitochondrial, putative 0.0293 0.2333 1
Loa Loa (eye worm) apoptosis regulator protein 0.0056 0.033 0.0251
Loa Loa (eye worm) hypothetical protein 0.0056 0.033 0.0251
Schistosoma mansoni tar DNA-binding protein 0.0454 0.369 0.5245
Wolbachia endosymbiont of Brugia malayi isocitrate dehydrogenase 0.0036 0.0154 0.5
Echinococcus granulosus tar DNA binding protein 0.0454 0.369 0.5245
Echinococcus granulosus voltage dependent calcium channel 0.0119 0.0859 0.1045
Brugia malayi Calcitonin receptor-like protein seb-1 0.12 1 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0293 0.2333 0.3231
Echinococcus multilocularis voltage dependent calcium channel type d subunit 0.0119 0.0859 0.1045
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0043 0.022 0.0098
Brugia malayi Voltage-gated calcium channel, L-type, alpha subunit. C. elegans egl-19 ortholog 0.0119 0.0859 0.0859
Loa Loa (eye worm) hypothetical protein 0.0041 0.0203 0.0123
Loa Loa (eye worm) hypothetical protein 0.0119 0.0859 0.0784
Entamoeba histolytica hypothetical protein 0.0043 0.022 1
Brugia malayi Isocitrate dehydrogenase 0.0293 0.2333 0.2333
Loa Loa (eye worm) calcium channel 0.0119 0.0859 0.0784
Brugia malayi TAR-binding protein 0.0454 0.369 0.369
Brugia malayi Probable isocitrate dehydrogenase 0.0036 0.0154 0.0154
Brugia malayi N-terminal motif family protein 0.0188 0.1443 0.1443
Schistosoma mansoni tar DNA-binding protein 0.0454 0.369 0.5245
Schistosoma mansoni tar DNA-binding protein 0.0454 0.369 0.5245
Schistosoma mansoni hypothetical protein 0.0191 0.1471 0.1954
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0293 0.2333 0.3231
Loa Loa (eye worm) hypothetical protein 0.0036 0.0154 0.0074
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.038 0.3063 0.4314
Echinococcus granulosus Bcl 2 ous antagonist:killer 0.0056 0.033 0.0261
Loa Loa (eye worm) hypothetical protein 0.0188 0.1443 0.1373
Brugia malayi hypothetical protein 0.0043 0.022 0.022
Echinococcus granulosus voltage dependent calcium channel 0.0041 0.0203 0.0073
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0293 0.2333 0.3231
Trypanosoma brucei Voltage-dependent calcium channel subunit, putative 0.0041 0.0203 0.0542
Loa Loa (eye worm) RNA binding protein 0.0454 0.369 0.3639
Echinococcus multilocularis voltage dependent calcium channel type d subunit 0.0119 0.0859 0.1045
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0293 0.2333 1
Schistosoma mansoni hypothetical protein 0.0043 0.022 0.0098
Echinococcus granulosus microtubule associated protein 2 0.0833 0.6897 1
Schistosoma mansoni hypothetical protein 0.0056 0.033 0.0261
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.038 0.3063 0.3063
Schistosoma mansoni hypothetical protein 0.038 0.3063 0.4314
Brugia malayi isocitrate dehydrogenase 0.0293 0.2333 0.2333
Brugia malayi hypothetical protein 0.0027 0.0081 0.0081
Schistosoma mansoni high voltage-activated calcium channel Cav1 0.0119 0.0859 0.1045

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 10.4179 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) 10.4179 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) = 15.8489 um PUBCHEM_BIOASSAY: Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. This assay monitors tau fibrillation by fluorescence polarization (FP) of Alexa 594-labeled K18 P301L, which does not fibrillize readily but incorporates into growing filaments of unlabeled tau. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 17.7828 uM PubChem BioAssay. qHTS of Nrf2 Activators. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 27.9687 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of Human alpha-Glucosidase Cleavage of Glycogen. (Class of assay: confirmatory) [Related pubchem assays: 1473, 1466 ] ChEMBL. No reference
Potency (binding) = 28.1838 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase). (Class of assay: confirmatory) [Related pubchem assays: 2429 (Confirmation qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2407 (Probe Development Summary for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2427 (Thermal Shift Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase))] ChEMBL. No reference
Potency (functional) 35.4813 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of JMJD2A-Tudor Domain. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504402] ChEMBL. No reference
Potency (functional) = 39.8107 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 (functional) 50.1187 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] 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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