Detailed information for compound 783358
Basic information
Technical information
- TDR Targets ID: 783358
- Name: 5-methyl-N-(4-propan-2-ylphenyl)-[1,2,4]triaz olo[5,1-b]pyrimidin-7-amine
- MW: 267.329 | Formula: C15H17N5
-
H donors: 1
H acceptors: 3
LogP: 3.5
Rotable bonds: 3
Rule of 5 violations (Lipinski): 1 - SMILES: Cc1cc(Nc2ccc(cc2)C(C)C)n2c(n1)ncn2
- InChi: 1S/C15H17N5/c1-10(2)12-4-6-13(7-5-12)19-14-8-11(3)18-15-16-9-17-20(14)15/h4-10,19H,1-3H3
- InChiKey: LXJOQZDLENNPIN-UHFFFAOYSA-N
Network
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Synonyms
- N-(4-isopropylphenyl)-5-methyl-[1,2,4]triazolo[5,1-b]pyrimidin-7-amine
- (4-isopropylphenyl)-(5-methyl-[1,2,4]triazolo[5,1-b]pyrimidin-7-yl)amine
- ZINC02499433
- MLS000116597
- SMR000093564
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | APEX nuclease (multifunctional DNA repair enzyme) 1 | Starlite/ChEMBL | No references |
| Homo sapiens | TAR DNA binding protein | Starlite/ChEMBL | No references |
| Plasmodium falciparum | dihydroorotate dehydrogenase | Starlite/ChEMBL | References |
| Homo sapiens | GNAS complex locus | Starlite/ChEMBL | No references |
Predicted pathogen targets for this compound
By orthology
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 |
|---|---|---|---|---|
| Loa Loa (eye worm) | GTP-binding regulatory protein Gs alpha-S chain | 0.0055 | 0.1788 | 0.6048 |
| Brugia malayi | TAR-binding protein | 0.0076 | 0.2957 | 0.3032 |
| Loa Loa (eye worm) | RNA binding protein | 0.0076 | 0.2957 | 1 |
| Schistosoma mansoni | hypothetical protein | 0.0205 | 1 | 1 |
| Echinococcus granulosus | guanine nucleotide binding protein Gs subunit | 0.0055 | 0.1788 | 0.1788 |
| Trichomonas vaginalis | dihydroorotate dehydrogenase, putative | 0.0078 | 0.3046 | 1 |
| Entamoeba histolytica | hypothetical protein | 0.0043 | 0.114 | 0.3742 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.2957 | 0.2957 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.2957 | 0.2957 |
| Trichomonas vaginalis | dihydroorotate dehydrogenase, putative | 0.0078 | 0.3046 | 1 |
| Trichomonas vaginalis | dihydroorotate dehydrogenase, putative | 0.0078 | 0.3046 | 1 |
| Treponema pallidum | exodeoxyribonuclease (exoA) | 0.0023 | 0 | 0.5 |
| Toxoplasma gondii | dihydroorotate dehydrogenase reveal, putative | 0.02 | 0.975 | 1 |
| Echinococcus multilocularis | dihydropyrimidine dehydrogenase (NADP+) | 0.0078 | 0.3046 | 0.3046 |
| Schistosoma mansoni | Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) | 0.0055 | 0.1788 | 0.1788 |
| Giardia lamblia | Endonuclease/Exonuclease/phosphatase | 0.0023 | 0 | 0.5 |
| Schistosoma mansoni | hypothetical protein | 0.0043 | 0.114 | 0.114 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.2957 | 0.2957 |
| Trypanosoma cruzi | dihydroorotate dehydrogenase, putative | 0.0078 | 0.3046 | 0.3124 |
| Brugia malayi | RNA binding protein | 0.0076 | 0.2957 | 0.3032 |
| Echinococcus multilocularis | guanine nucleotide binding protein G(s) subunit | 0.0055 | 0.1788 | 0.1788 |
| Plasmodium falciparum | dihydroorotate dehydrogenase | 0.02 | 0.975 | 1 |
| Schistosoma mansoni | dihydroorotate dehydrogenase | 0.02 | 0.975 | 0.975 |
| Loa Loa (eye worm) | RNA recognition domain-containing protein domain-containing protein | 0.0076 | 0.2957 | 1 |
| Trichomonas vaginalis | dihydroorotate dehydrogenase, putative | 0.0078 | 0.3046 | 1 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.2957 | 0.2957 |
| Leishmania major | dihydroorotate dehydrogenase | 0.02 | 0.975 | 1 |
| Trypanosoma cruzi | dihydroorotate dehydrogenase, putative | 0.02 | 0.975 | 1 |
| Entamoeba histolytica | hypothetical protein | 0.0043 | 0.114 | 0.3742 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0076 | 0.2957 | 0.2957 |
| Echinococcus granulosus | Basic leucine zipper bZIP transcription | 0.0043 | 0.114 | 0.114 |
| Echinococcus multilocularis | geminin | 0.0205 | 1 | 1 |
| Plasmodium vivax | dihydroorotate dehydrogenase, mitochondrial precursor, putative | 0.02 | 0.975 | 1 |
| Mycobacterium tuberculosis | Probable dihydroorotate dehydrogenase PyrD | 0.02 | 0.975 | 1 |
| Loa Loa (eye worm) | TAR-binding protein | 0.0076 | 0.2957 | 1 |
| Brugia malayi | RNA recognition motif domain containing protein | 0.0076 | 0.2957 | 0.3032 |
| Trypanosoma brucei | dihydroorotate dehydrogenase (fumarate) | 0.02 | 0.975 | 1 |
| Echinococcus granulosus | tar DNA binding protein | 0.0076 | 0.2957 | 0.2957 |
| Mycobacterium ulcerans | dihydroorotate dehydrogenase 2 | 0.02 | 0.975 | 1 |
| Echinococcus granulosus | dihydropyrimidine dehydrogenase NADP | 0.0078 | 0.3046 | 0.3046 |
| Entamoeba histolytica | dihydropyrimidine dehydrogenase, putative | 0.0078 | 0.3046 | 1 |
| Entamoeba histolytica | hypothetical protein | 0.0043 | 0.114 | 0.3742 |
| Schistosoma mansoni | Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) | 0.0055 | 0.1788 | 0.1788 |
| Echinococcus multilocularis | Basic leucine zipper (bZIP) transcription | 0.0043 | 0.114 | 0.114 |
| Brugia malayi | Zinc finger, C2H2 type family protein | 0.0078 | 0.3046 | 0.3124 |
| Brugia malayi | GTP-binding regulatory protein Gs alpha-S chain, putative | 0.0055 | 0.1788 | 0.1834 |
| Echinococcus multilocularis | guanine nucleotide binding protein G(s) subunit | 0.0055 | 0.1788 | 0.1788 |
| Trypanosoma cruzi | dihydroorotate dehydrogenase, putative | 0.02 | 0.975 | 1 |
| Wolbachia endosymbiont of Brugia malayi | dihydroorotate dehydrogenase 2 | 0.02 | 0.975 | 1 |
| Echinococcus multilocularis | tar DNA binding protein | 0.0076 | 0.2957 | 0.2957 |
| Trichomonas vaginalis | dihydropyrimidine dehydrogenase, putative | 0.0078 | 0.3046 | 1 |
| Brugia malayi | hypothetical protein | 0.0043 | 0.114 | 0.1169 |
| Echinococcus granulosus | dihydropyrimidine dehydrogenase NADP | 0.0078 | 0.3046 | 0.3046 |
| Mycobacterium leprae | Probable dihydroorotate dehydrogenase PyrD | 0.02 | 0.975 | 0.5 |
| Trichomonas vaginalis | dihydroorotate dehydrogenase, putative | 0.0078 | 0.3046 | 1 |
| Brugia malayi | Dihydroorotate dehydrogenase, mitochondrial precursor, putative | 0.02 | 0.975 | 1 |
| Echinococcus multilocularis | dihydropyrimidine dehydrogenase (NADP+) | 0.0078 | 0.3046 | 0.3046 |
| Entamoeba histolytica | hypothetical protein | 0.0043 | 0.114 | 0.3742 |
| Schistosoma mansoni | hypothetical protein | 0.0205 | 1 | 1 |
| Trypanosoma cruzi | dihydroorotate dehydrogenase (fumarate), putative | 0.02 | 0.975 | 1 |
| Brugia malayi | Dihydroorotate dehydrogenase, mitochondrial precursor, putative | 0.02 | 0.975 | 1 |
| Schistosoma mansoni | Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) | 0.0055 | 0.1788 | 0.1788 |
| Schistosoma mansoni | transcription factor LCR-F1 | 0.0043 | 0.114 | 0.114 |
| Echinococcus granulosus | guanine nucleotide binding protein Gs subunit | 0.0055 | 0.1788 | 0.1788 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| CL (ADMET) | = 241 uL/min/mg | Intrinsic clearance in mouse liver microsome assessed per mg of protein at 1 uM after 60 mins by LC-MS analysis | ChEMBL. | 21517059 |
| Cmax (ADMET) | = 0.8 uM | Cmax in Swiss mouse at 20 mg/kg, po measured after 24 hrs by LC-MS analysis | ChEMBL. | 21517059 |
| EC50 (functional) | = 0.5 uM | Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye | Saint Jude. | 20485428 |
| EC50 (functional) | 0.5016 uM | ST_JUDE: Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye | ChEMBL. | 20485428 |
| EC50 (functional) | = 0.78 uM | Antimalarial activity against Plasmodium falciparum 3D7 infected in human A positive erythrocytes by [3H]hypoxanthine uptake assay in presence of serum in medium | ChEMBL. | 21517059 |
| EC50 (functional) | = 0.96 uM | Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye | Saint Jude. | 20485428 |
| EC50 (functional) | 0.9606 uM | ST_JUDE: Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye | ChEMBL. | 20485428 |
| IC50 (binding) | = 0.22 uM | Inhibition of His6-tagged recombinant Plasmodium falciparum dihydroorotate dehydrogenase expressed in Escherichia coli using L-dihydroorotate as substrate after 10 to 15 mins by DCIP dye-based assay | ChEMBL. | 21517059 |
| IC50 (binding) | > 100 uM | Inhibition of His6-tagged recombinant human dihydroorotate dehydrogenase expressed in Escherichia coli using L-dihydroorotate as substrate after 10 to 15 mins by DCIP dye-based assay | ChEMBL. | 21517059 |
| Percent growth inhibition (functional) | = 87.2 % | Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by SYBR green dye | Saint Jude. | 20485428 |
| Percent growth inhibition (functional) | = 89.2 % | Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by YOYO-3 red dye | Saint Jude. | 20485428 |
| Potency (functional) | 0.0028 uM | PubChem BioAssay. qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 1.0418 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) | 6.3096 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) | 11.2202 uM | PubChem BioAssay. qHTS of TDP-43 Inhibitors. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 20.5962 uM | PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] | ChEMBL. | No reference |
| Potency (functional) | 21.3313 uM | PUBCHEM_BIOASSAY: qHTS profiling assay for firefly luciferase inhibitor/activator using purified enzyme and Km concentrations of substrates (counterscreen for miR-21 project). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2288, AID2289, AID2598, AID411] | ChEMBL. | No reference |
| Potency (functional) | = 25.1189 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) | = 35.4813 um | PUBCHEM_BIOASSAY: VP16 counterscreen 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 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 |
| PPB (ADMET) | = 91.3 % | Plasma protein binding in human by albumin chromatographic method | ChEMBL. | 21517059 |
| Time (ADMET) | < 1 hr | Time duration above 1 uM plasma concentration in Swiss mouse at 20 mg/kg, po | ChEMBL. | 21517059 |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Plasmodium falciparum | ChEMBL23 | 20485428 |
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.
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
- ChEMBL: CHEMBL600255
- Search by Saint Jude
Bibliographic References
1 literature reference was collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.