Detailed information for compound 1414937

Basic information

Technical information
  • TDR Targets ID: 1414937
  • Name: 5-methyl-1-oxo-3-phenyl-3-(trifluoromethyl)-2 H-pyrimido[1,6-a]benzimidazole-4-carbonitrile
  • MW: 370.328 | Formula: C19H13F3N4O
  • H donors: 1 H acceptors: 2 LogP: 3.15 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#CC1=c2n(C(=O)NC1(c1ccccc1)C(F)(F)F)c1c(n2C)cccc1
  • InChi: 1S/C19H13F3N4O/c1-25-14-9-5-6-10-15(14)26-16(25)13(11-23)18(19(20,21)22,24-17(26)27)12-7-3-2-4-8-12/h2-10H,1H3,(H,24,27)
  • InChiKey: QSXSNZHAFQYIML-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 1-keto-5-methyl-3-phenyl-3-(trifluoromethyl)-2H-pyrimido[1,6-a]benzimidazole-4-carbonitrile
  • SMR000151142
  • T5343912
  • MLS000572062

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens GNAS complex locus Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Mycobacterium ulcerans cytochrome P450 105Q4 Cyp105Q4 0.0011 0.0232 0.2384
Mycobacterium ulcerans cytochrome P450 51B1 Cyp51B1 0.0011 0.0232 0.2384
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD8 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0045 0.0546
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.0828 1
Mycobacterium ulcerans cytochrome p450 150 cyp150 0.0011 0.0232 0.2384
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.0828 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2333 0.2342
Brugia malayi Cytochrome P450 family protein 0.0031 0.1166 0.49
Echinococcus granulosus mitogen activated protein kinase 3 0.0053 0.2215 0.2221
Schistosoma mansoni serine/threonine protein kinase 0.0053 0.2215 0.2221
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0011 0.0232 0.086
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0011 0.0232 0.28
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0011 0.0232 0.28
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD5 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0503 0.6071
Leishmania major cytochrome p450-like protein 0.0011 0.0232 0.086
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0828 1
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0018 0.0548 0.6421
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.0828 1
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0011 0.0232 0.28
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD7 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0503 0.6071
Echinococcus multilocularis deoxyribonuclease 0.0213 0.9814 0.9813
Mycobacterium ulcerans cytochrome P450 140A5 Cyp140A5 0.0011 0.0232 0.2384
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0053 0.2215 1
Leishmania major cytochrome p450-like protein 0.0011 0.0232 0.086
Schistosoma mansoni cytochrome P450 0.0011 0.0232 0.0191
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0011 0.0232 0.28
Loa Loa (eye worm) cytochrome P450 family protein 0.0031 0.1166 0.49
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0018 0.0548 0.6617
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0828 1
Mycobacterium ulcerans cytochrome P450 125A7 Cyp125A7 0.0011 0.0232 0.2384
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0011 0.0232 0.28
Mycobacterium ulcerans cytochrome P450 187A4 Cyp187A4 0.0011 0.0232 0.2384
Loa Loa (eye worm) hypothetical protein 0.0018 0.0548 0.2197
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0011 0.0232 0.28
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0828 0.3608
Brugia malayi cytochrome P450 0.0011 0.0232 0.0816
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0011 0.0232 0.086
Echinococcus multilocularis deoxyribonuclease 1 2 0.0213 0.9814 0.9813
Onchocerca volvulus 0.0023 0.0828 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2333 0.2342
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.2215 1
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.0053 0.2215 1
Brugia malayi Cytochrome P450 family protein 0.0011 0.0232 0.0816
Schistosoma mansoni deoxyribonuclease 1 related 0.0213 0.9814 1
Loa Loa (eye worm) CYP4Cod1 0.0011 0.0232 0.0816
Mycobacterium tuberculosis Peptide synthetase MbtE (peptide synthase) 0.0007 0.0045 0.0546
Loa Loa (eye worm) cytochrome P450 family protein 0.0011 0.0232 0.0816
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2333 0.2342
Schistosoma mansoni hypothetical protein 0.0011 0.0232 0.0191
Loa Loa (eye worm) hypothetical protein 0.0023 0.0828 0.3422
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0828 1
Mycobacterium tuberculosis Probable peptide synthetase Nrp (peptide synthase) 0.0007 0.0045 0.0546
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.2215 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2333 0.2299
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0828 0.3422
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0828 0.3422
Brugia malayi Cytochrome P450 family protein 0.0011 0.0232 0.0816
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.0053 0.2215 1
Echinococcus granulosus mitogen activated protein kinase 0.0053 0.2215 0.2221
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.0053 0.2215 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.2333 0.2342
Loa Loa (eye worm) hypothetical protein 0.0018 0.0548 0.2197
Plasmodium vivax acyl-CoA synthetase, putative 0.0018 0.0548 1
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.0053 0.2215 1
Echinococcus multilocularis deoxyribonuclease 0.0213 0.9814 0.9813
Echinococcus multilocularis mitogen activated protein kinase 3 0.0053 0.2215 0.218
Echinococcus granulosus deoxyribonuclease 1 0.0213 0.9814 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0828 1
Echinococcus granulosus cytochrome P450 2K1 0.0011 0.0232 0.0191
Loa Loa (eye worm) hypothetical protein 0.0018 0.0548 0.2197
Mycobacterium ulcerans cytochrome P450 150A6 Cyp150A6 0.0011 0.0232 0.2384
Trypanosoma cruzi cytochrome P450, putative 0.0011 0.0232 0.086
Mycobacterium tuberculosis Possible fatty-acid-CoA ligase FadD10 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0045 0.0546
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.2333 1
Plasmodium falciparum acyl-CoA synthetase 0.0018 0.0548 1
Leishmania major cytochrome p450-like protein 0.0011 0.0232 0.086
Mycobacterium ulcerans cytochrome P450 189A7 Cyp189A7 0.0011 0.0232 0.2384
Mycobacterium tuberculosis Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase 0.0007 0.0045 0.0546
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0011 0.0232 0.086
Mycobacterium ulcerans cytochrome P450 144A4 Cyp144A4 0.0011 0.0232 0.2384
Mycobacterium ulcerans cytochrome P450 191A3 Cyp191A3 0.0011 0.0232 0.2384
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.0828 1
Loa Loa (eye worm) cytochrome P450 family protein 0.0011 0.0232 0.0816
Mycobacterium ulcerans cytochrome P450 143A3 Cyp143A3 0.0011 0.0232 0.2384
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0018 0.0548 0.5
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0828 0.3608
Mycobacterium ulcerans cytochrome P450 126A3 Cyp126A3 0.0011 0.0232 0.2384
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0828 1
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0011 0.0232 0.28
Mycobacterium ulcerans cytochrome P450 124A1, Cyp124A1 0.0011 0.0232 0.2384
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0011 0.0232 0.28
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD35 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0503 0.6071
Loa Loa (eye worm) hypothetical protein 0.0018 0.0548 0.2197
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0828 1
Mycobacterium ulcerans cytochrome P450 188A3 Cyp188A3 0.0011 0.0232 0.2384
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.0828 1
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.0053 0.2215 1
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.2215 1
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0011 0.0232 0.28
Mycobacterium ulcerans cytochrome P450 143A4 Cyp143A4 0.0011 0.0232 0.2384
Brugia malayi MAP kinase sur-1 0.0053 0.2215 0.9484
Trichomonas vaginalis CMGC family protein kinase 0.0053 0.2215 1
Mycobacterium leprae putative cytochrome p450 0.0011 0.0232 0.2384
Mycobacterium ulcerans hypothetical protein 0.0023 0.0828 1
Toxoplasma gondii cytochrome p450 superfamily protein 0.0011 0.0232 0.086
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0053 0.2215 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0828 0.3422
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0011 0.0232 0.28
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0828 0.3608
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0828 1
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD3 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0017 0.0503 0.6071
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0011 0.0232 0.28
Trypanosoma brucei cytochrome P450, putative 0.0011 0.0232 0.086
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0011 0.0232 0.28
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.0053 0.2215 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0828 0.3422
Entamoeba histolytica acyl-coA synthetase, putative 0.0023 0.0828 1
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0011 0.0232 0.28
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0011 0.0232 0.28
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0011 0.0232 0.28
Mycobacterium tuberculosis Probable medium chain fatty-acid-CoA ligase FadD14 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0045 0.0546
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.2333 0.2342
Echinococcus multilocularis 0.0011 0.0232 0.0187
Echinococcus granulosus deoxyribonuclease 1 0.0213 0.9814 1
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0011 0.0232 0.086
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.2333 0.2299
Mycobacterium ulcerans cytochrome P450 123A3 Cyp123A3 0.0011 0.0232 0.2384
Loa Loa (eye worm) hypothetical protein 0.0018 0.0548 0.2197
Mycobacterium tuberculosis P-hydroxybenzoyl-AMP ligase FadD22 0.0007 0.0045 0.0546
Mycobacterium ulcerans cytochrome P450 187A5 Cyp187A5 0.0011 0.0232 0.2384
Brugia malayi Cytochrome P450 family protein 0.0011 0.0232 0.0816
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0011 0.0232 0.086
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0011 0.0232 0.28
Mycobacterium tuberculosis Fatty-acid-CoA synthetase FadD17 (fatty-acid-CoA synthase) (fatty-acid-CoA ligase) 0.0007 0.0045 0.0546
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0011 0.0232 0.28
Mycobacterium ulcerans cytochrome P450 108B4 Cyp108B4 0.0011 0.0232 0.2384
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0011 0.0232 0.2384
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0053 0.2215 0.9484
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.2333 1
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0011 0.0232 0.28
Trypanosoma cruzi cytochrome P450, putative 0.0011 0.0232 0.086
Mycobacterium ulcerans cytochrome P450 136A2 Cyp136A2 0.0011 0.0232 0.2384
Giardia lamblia Kinase, CMGC MAPK 0.0053 0.2215 0.5
Mycobacterium tuberculosis Possible fatty-acid-CoA ligase FadD1 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0007 0.0045 0.0546
Mycobacterium tuberculosis Phenyloxazoline synthase MbtB (phenyloxazoline synthetase) 0.0007 0.0045 0.0546
Trypanosoma brucei protein kinase, putative 0.0053 0.2215 1
Echinococcus granulosus deoxyribonuclease 1 0.0213 0.9814 1
Mycobacterium ulcerans cytochrome P450 142A3 Cyp142A3 0.0011 0.0232 0.2384
Mycobacterium leprae Conserved hypothetical protein 0.0011 0.0232 0.2384
Echinococcus multilocularis mitogen activated protein kinase 0.0053 0.2215 0.218
Loa Loa (eye worm) cytochrome P450 0.0011 0.0232 0.0816
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.0828 1
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0828 0.3422
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0011 0.0232 0.28
Mycobacterium tuberculosis Peptide synthetase MbtF (peptide synthase) 0.0007 0.0045 0.0546
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0011 0.0232 0.28

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.8913 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 7.3753 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) 25.1189 uM PubChem BioAssay. qHTS for Antagonists of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 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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