Detailed information for compound 167849
Basic information
Technical information
- TDR Targets ID: 167849
- Name: 1-[3-[(5-bromopyridin-2-yl)-[(3,4-dichlorophe nyl)methyl]amino]propyl]-3-[3-(1H-imidazol-5- yl)propyl]thiourea
- MW: 556.349 | Formula: C22H25BrCl2N6S
-
H donors: 3
H acceptors: 2
LogP: 5.34
Rotable bonds: 13
Rule of 5 violations (Lipinski): 2 - SMILES: S=C(NCCCc1c[nH]cn1)NCCCN(c1ccc(cn1)Br)Cc1ccc(c(c1)Cl)Cl
- InChi: 1S/C22H25BrCl2N6S/c23-17-5-7-21(29-12-17)31(14-16-4-6-19(24)20(25)11-16)10-2-9-28-22(32)27-8-1-3-18-13-26-15-30-18/h4-7,11-13,15H,1-3,8-10,14H2,(H,26,30)(H2,27,28,32)
- InChiKey: UREJDUPKGMFJRU-UHFFFAOYSA-N
Network
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Synonyms
- 1-[3-[(5-bromo-2-pyridyl)-[(3,4-dichlorophenyl)methyl]amino]propyl]-3-[3-(1H-imidazol-5-yl)propyl]thiourea
- 1-[3-[(5-bromo-2-pyridyl)-(3,4-dichlorobenzyl)amino]propyl]-3-[3-(1H-imidazol-5-yl)propyl]thiourea
- 1-[3-[(5-bromopyridin-2-yl)-[(3,4-dichlorophenyl)methyl]amino]propyl]-3-[3-(3H-imidazol-4-yl)propyl]thiourea
- 1-[3-[(5-bromo-2-pyridyl)-[(3,4-dichlorophenyl)methyl]amino]propyl]-3-[3-(3H-imidazol-4-yl)propyl]thiourea
- 1-[3-[(5-bromo-2-pyridyl)-(3,4-dichlorobenzyl)amino]propyl]-3-[3-(3H-imidazol-4-yl)propyl]thiourea
- NCGC00159568-01
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | SMAD family member 2 | Starlite/ChEMBL | No references |
| Homo sapiens | microtubule-associated protein tau | Starlite/ChEMBL | No references |
| Homo sapiens | somatostatin receptor 4 | Starlite/ChEMBL | References |
| Mus musculus | RAR-related orphan receptor gamma | Starlite/ChEMBL | No references |
| Homo sapiens | somatostatin receptor 2 | Starlite/ChEMBL | References |
| Homo sapiens | aldehyde dehydrogenase 1 family, member A1 | Starlite/ChEMBL | No references |
| Homo sapiens | glucosidase, beta, acid | Starlite/ChEMBL | 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 |
|---|---|---|---|---|---|
| Brugia malayi | MH2 domain containing protein | SMAD family member 2 | 467 aa | 405 aa | 31.6 % |
| Echinococcus granulosus | pyroglutamylated rfamide peptide receptor | somatostatin receptor 2 | 369 aa | 411 aa | 18.7 % |
| Mycobacterium tuberculosis | Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 | aldehyde dehydrogenase 1 family, member A1 | 501 aa | 456 aa | 33.3 % |
| Echinococcus granulosus | pyroglutamylated rfamide peptide receptor | somatostatin receptor 4 | 388 aa | 372 aa | 20.7 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Echinococcus multilocularis | polycomb protein SCMH1 | 0.022 | 0.1756 | 0.212 |
| Brugia malayi | mbt repeat family protein | 0.019 | 0.1439 | 0.5265 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0312 | 0.2733 | 1 |
| Schistosoma mansoni | aldehyde dehydrogenase | 0.0073 | 0.0195 | 0.0195 |
| Echinococcus multilocularis | SAM and MBT domain containing protein | 0.019 | 0.1439 | 0.1738 |
| Echinococcus granulosus | polycomb protein SCMH1 | 0.022 | 0.1756 | 0.212 |
| Echinococcus granulosus | aldehyde dehydrogenase mitochondrial | 0.0073 | 0.0195 | 0.0235 |
| Brugia malayi | MH2 domain containing protein | 0.0144 | 0.0949 | 0.3471 |
| Loa Loa (eye worm) | transcription factor SMAD2 | 0.0144 | 0.0949 | 0.3471 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0312 | 0.2733 | 1 |
| Loa Loa (eye worm) | O-glycosyl hydrolase family 30 protein | 0.0312 | 0.2733 | 1 |
| Brugia malayi | mbt repeat family protein | 0.019 | 0.1439 | 0.5265 |
| Loa Loa (eye worm) | MH2 domain-containing protein | 0.0144 | 0.0949 | 0.3471 |
| Onchocerca volvulus | 0.022 | 0.1756 | 1 | |
| Schistosoma mansoni | scm-relatedprotein containing 4 mbt domains (sfmbt) | 0.019 | 0.1439 | 0.1439 |
| Echinococcus granulosus | tumor suppressor p53 binding protein 1 | 0.0329 | 0.2912 | 0.3516 |
| Brugia malayi | O-Glycosyl hydrolase family 30 protein | 0.0312 | 0.2733 | 1 |
| Toxoplasma gondii | aldehyde dehydrogenase | 0.0073 | 0.0195 | 0.5 |
| Loa Loa (eye worm) | mbt repeat family protein | 0.019 | 0.1439 | 0.5265 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0312 | 0.2733 | 1 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0312 | 0.2733 | 1 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0312 | 0.2733 | 1 |
| Echinococcus multilocularis | tumor suppressor p53 binding protein 1 | 0.0329 | 0.2912 | 0.3516 |
| Schistosoma mansoni | microtubule-associated protein tau | 0.0833 | 0.8281 | 0.8281 |
| Echinococcus granulosus | endonuclease exonuclease phosphatase | 0.075 | 0.7391 | 0.8926 |
| Schistosoma mansoni | hypothetical protein | 0.0329 | 0.2912 | 0.2912 |
| Mycobacterium ulcerans | aldehyde dehydrogenase | 0.0073 | 0.0195 | 0.5 |
| Echinococcus multilocularis | microtubule associated protein 2 | 0.0833 | 0.8281 | 1 |
| Leishmania major | aldehyde dehydrogenase, mitochondrial precursor | 0.0073 | 0.0195 | 0.5 |
| Onchocerca volvulus | Glucosylceramidase homolog | 0.0205 | 0.1592 | 0.4831 |
| Schistosoma mansoni | sex comb on midleg homolog | 0.022 | 0.1756 | 0.1756 |
| Schistosoma mansoni | aldehyde dehydrogenase | 0.0073 | 0.0195 | 0.0195 |
| Echinococcus granulosus | SAM and MBT domain containing protein | 0.019 | 0.1439 | 0.1738 |
| Mycobacterium ulcerans | aldehyde dehydrogenase | 0.0073 | 0.0195 | 0.5 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0216 | 0.1709 | 0.1027 |
| Loa Loa (eye worm) | hypothetical protein | 0.019 | 0.1439 | 0.5265 |
| Mycobacterium ulcerans | aldehyde dehydrogenase | 0.0073 | 0.0195 | 0.5 |
| Echinococcus granulosus | microtubule associated protein 2 | 0.0833 | 0.8281 | 1 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0216 | 0.1709 | 0.1027 |
| Trichomonas vaginalis | glucosylceramidase, putative | 0.0312 | 0.2733 | 1 |
| Echinococcus multilocularis | aldehyde dehydrogenase, mitochondrial | 0.0073 | 0.0195 | 0.0235 |
| Schistosoma mansoni | sex comb on midleg homolog | 0.022 | 0.1756 | 0.1756 |
| Mycobacterium tuberculosis | Probable aldehyde dehydrogenase | 0.0073 | 0.0195 | 0.5 |
| Echinococcus multilocularis | endonuclease exonuclease phosphatase | 0.075 | 0.7391 | 0.8926 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| Cp (ADMET) | = 3.03 uM | Plasma concentration in C57BL/6 mouse at 30 mg/kg, ip after 0.083 hrs | ChEMBL. | 22606365 |
| EC50 (functional) | = 26 nM | Compound is tested for the inhibition of Forskolin-induced cAMP accumulation in BHK cells expressing the human sst4 receptor | ChEMBL. | 9822540 |
| IC50 (binding) | = 0.36 uM | Inhibition of wild type glucocerebrosidase in human spleen homogenate using 4-methylumbellifereno-Glc as substrate incubated for 5 mins prior to substrate addition measured after 20 mins by fluorimetric analysis | ChEMBL. | 22646221 |
| IC50 (binding) | = 0.71 uM | Inhibition of wild type glucocerebrosidase using 4-methylumbellifereno-Glc as substrate incubated for 5 mins prior to substrate addition measured after 20 mins by fluorimetric analysis | ChEMBL. | 22646221 |
| Ki (binding) | = 6 nM | In vitro binding affinity at somatostatin receptor 4 in transfected BHK cells using [125 I]-Tyr11-SRIF-14 as radioligand | ChEMBL. | 9822540 |
| Ki (binding) | = 6 nM | Inhibition of [125 I -Tyr]SRIF-14 binding to membranes isolated from CHO-K1 cells expressing cloned human SRIF receptor (sst-4) subtype | ChEMBL. | 11520208 |
| Ki (binding) | = 6 nM | In vitro binding affinity at somatostatin receptor 4 in transfected BHK cells using [125 I]-Tyr11-SRIF-14 as radioligand | ChEMBL. | 9822540 |
| Ki (binding) | = 6 nM | Inhibition of [125 I -Tyr]SRIF-14 binding to membranes isolated from CHO-K1 cells expressing cloned human SRIF receptor (sst-4) subtype | ChEMBL. | 11520208 |
| Ki (binding) | = 17 nM | Binding affinity to human SST4 receptor | ChEMBL. | 22606365 |
| Ki (binding) | = 621 nM | In vitro binding affinity at somatostatin 2 receptor in transfected HEK 293 cell using [125 I]-Tyr11-SRIF-14 as radioligand | ChEMBL. | 9822540 |
| Ki (binding) | = 621 nM | In vitro binding affinity at somatostatin 2 receptor in transfected HEK 293 cell using [125 I]-Tyr11-SRIF-14 as radioligand | ChEMBL. | 9822540 |
| Potency (functional) | = 0.316227766 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Chaperone Activity in Gauche Fibroblasts After Multi-day Incubation with Compound. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 0.3548 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Activity in Non-Mutant Spleen Homogenate. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 0.5793 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Primary Screen Confirmation. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 0.65 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Primary Screen Confirmation. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 0.65 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Hit Validation. (Class of assay: confirmatory) [Related pubchem assays: 2613, 2592, 2593, 2589, 2596, 2588, 2587, 2597, 2578, 2595, 2577, 2590, 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 0.7079 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Purified Non-mutant Glucocerebrosidase. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 0.707945784 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Chaperone Activity in Non-Gauche Fibroblasts After Multi-day Incubation with Compound. (Class of assay: confirmatory) [Related pubchem assays: 2593, 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 1 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Activity in Non-Mutant Spleen Homogenate Using a Red Fluorescent Substrate. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | 1 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID1473, AID2293, AID2577, AID2578, AID2587, AID2588, AID2589, AID2590, AID2592, AID2593, AID2595, AID2596, AID2597, AID2613, AID2671, AID488845] | ChEMBL. | No reference |
| Potency (functional) | = 2.2387 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Activity in N370S Spleen Homogenate Using a Red Fluorescent Substrate. (Class of assay: confirmatory) [Related pubchem assays: 2592, 2593, 2589, 2596, 2588, 2587, 2597, 2595, 2590, 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 2.5119 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Purified N370S Glucocerebrosidase. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | = 4.4668 um | PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. (Class of assay: confirmatory) [Related pubchem assays: 596 ] | ChEMBL. | No reference |
| Potency (functional) | = 8.9125 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) | 10 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588855, AID588860] | ChEMBL. | No reference |
| Potency (functional) | = 11.2202 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) | 11.2202 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) | = 12.5893 um | PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | = 22.3872 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 25.1189 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] | ChEMBL. | No reference |
| Potency (functional) | = 28.1838 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors Targeting the Menin-MLL Interaction in MLL Related Leukemias: Competition With Texas Red Labeled MLL-derived Mutant Peptide. (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (binding) | 31.6228 uM | PUBCHEM_BIOASSAY: qHTS Assay for Compounds Blocking the Interaction Between CBF-beta and RUNX1 for the Treatment of Acute Myeloid Leukemia. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID1484, AID504370, AID504374, AID504375] | ChEMBL. | No reference |
| Potency (binding) | = 39.8107 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Tyrosyl-DNA Phosphodiesterase (TDP1). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (binding) | = 39.8107 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) | = 39.8107 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of 12-hLO (12-human lipoxygenase). (Class of assay: confirmatory) | ChEMBL. | No reference |
| Potency (functional) | 39.8107 uM | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of 15-hLO-2 (15-human lipoxygenase 2). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2312, AID2537, AID2702] | ChEMBL. | No reference |
| Potency (functional) | 39.8107 uM | PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Kappa. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588638] | ChEMBL. | No reference |
| Potency (functional) | = 44.6684 um | PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Purified N370S Glucocerebrosidase Cleavage of Glucosylceramide. (Class of assay: confirmatory) [Related pubchem assays: 2101 ] | ChEMBL. | No reference |
| Potency (functional) | 44.6684 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) | 56.2341 uM | PubChem BioAssay. qHTS Assay to Find Inhibitors of Pin1. (Class of assay: confirmatory) | ChEMBL. | No reference |
Phenotypes
Whole-cell/tissue/organism interactions
| Species name | Source | Reference | Is orphan |
|---|---|---|---|
| Homo sapiens | 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.
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: CHEMBL103769
- PubChem: 9893924
Bibliographic References
4 literature references were collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.