Detailed information for compound 555337

Basic information

Technical information
  • TDR Targets ID: 555337
  • Name: 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl ]-[1,2,4]triazolo[4,3-a]pyridin-3-one hydroch loride
  • MW: 408.325 | Formula: C19H23Cl2N5O
  • H donors: 0 H acceptors: 1 LogP: 3.64 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1cccc(c1)N1CCN(CC1)CCCn1nc2n(c1=O)cccc2.Cl
  • InChi: 1S/C19H22ClN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H
  • InChiKey: OHHDIOKRWWOXMT-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride
  • 2-[3-[4-(3-chlorophenyl)piperazino]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride
  • 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one; hydron; chloride
  • 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one; hydron; chloride
  • 2-[3-[4-(3-chlorophenyl)piperazino]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one; hydron; chloride
  • Trazodone
  • 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,5-a]pyridin-3-one; hydron; chloride
  • 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,5-a]pyridin-3-one hydrochloride
  • 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-[1,2,4]triazolo[4,5-a]pyridin-3-one; hydron; chloride
  • 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-[1,2,4]triazolo[4,5-a]pyridin-3-one hydrochloride
  • 25332-39-2
  • MLS000069698
  • SMR000058520
  • 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, monohydrochloride
  • 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]-s-triazolo[4,3-a]pyridin-3(2H)-one monohydrochloride
  • AF-1161
  • NSC292811
  • S-Triazolo[4,3-a]pyridin-3(2H)-one, 2-[3-[4-(m-chlorophenyl)-1-piperazinyl]propyl]-, monohydrochloride
  • S-Trizolo[4,3-a]pyridin-3(2H)-one, 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-, hydrochloride
  • WLN: T56 ANVNNJ C3- AT6N DNTJ DR CG &GH
  • 1,2,4-Triazolo(4,3-a)pyridin-3(2H)-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-, monohydrochloride
  • 2-(3-(4-(3-Chlorophenyl)piperazin-1-y)propyl)-1,2,4-triazolo(4,3-a)pyridine-3(2H)-one hydrochloride
  • 2-(3-(4-(m-Chlorophenyl)-1-piperazinyl)propyl)-s-triazolo(4,3-a)pyridin-3(2H)-one monohydrochloride
  • AF 1161
  • Apo-Trazodone
  • Azona
  • Bimaran
  • Desyrel
  • Devidon
  • EINECS 246-855-5
  • HSDB 7048
  • KB-831
  • Molipaxin
  • NSC 292811
  • Pragmazone
  • Thombran
  • Tombran
  • Trazodone hydrochloride
  • Trazodone hydrochloride [USAN:JAN]
  • Tritico
  • Triticum
  • Trittico
  • s-Triazolo(4,3-a)pyridin-3(2H)-one, 2-(3-(4-(m-chlorophenyl)-1-piperazinyl)propyl)-, monohydrochloride
  • EU-0101159
  • NCGC00094420-02
  • D00820
  • Desyrel (TN)
  • Trazodone hydrochloride (JAN/USP)
  • NCGC00094420-03
  • 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one hydrochloride
  • T6154_SIGMA
  • Prestwick_478
  • SPECTRUM1503121

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens sphingomyelin phosphodiesterase 1, acid lysosomal Starlite/ChEMBL No references
Homo sapiens euchromatic histone-lysine N-methyltransferase 2 Starlite/ChEMBL No references
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens potassium voltage-gated channel, subfamily H (eag-related), member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Trichomonas vaginalis set domain proteins, putative Get druggable targets OG5_131470 All targets in OG5_131470
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128629 All targets in OG5_128629
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128858 All targets in OG5_128858
Brugia malayi Pre-SET motif family protein Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma japonicum Potassium voltage-gated channel subfamily H member 2, putative Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus multilocularis potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog Get druggable targets OG5_128858 All targets in OG5_128858
Onchocerca volvulus Get druggable targets OG5_131470 All targets in OG5_131470
Echinococcus granulosus potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Entamoeba histolytica Acid sphingomyelinase-like phosphodiesterase, putative Get druggable targets OG5_128629 All targets in OG5_128629
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Entamoeba histolytica Acid sphingomyelinase-like phosphodiesterase, putative Get druggable targets OG5_128629 All targets in OG5_128629
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Candida albicans one of four genes similar to C. elegans asm2 lysosomal acid sphingomyelin phosphodiesterase (XL940) Get druggable targets OG5_128629 All targets in OG5_128629
Loa Loa (eye worm) voltage and ligand gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Loa Loa (eye worm) pre-SET domain-containing protein family protein Get druggable targets OG5_131470 All targets in OG5_131470
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium falciparum lysophospholipase, putative 0.0467378 0.627206 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0370666 0.466053 0.934992
Loa Loa (eye worm) dihydrofolate reductase 0.0228991 0.22998 0.274633
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0183048 0.153423 0.307797
Schistosoma mansoni amidase 0.0299801 0.34797 0.229804
Schistosoma mansoni fatty-acid amide hydrolase 0.0299801 0.34797 0.229804
Brugia malayi dihydrofolate reductase family protein 0.0228991 0.22998 0.461383
Schistosoma mansoni hypothetical protein 0.0691103 1 1
Mycobacterium ulcerans hypothetical protein 0.0467378 0.627206 1
Echinococcus granulosus carbonic anhydrase II 0.0370666 0.466053 1
Loa Loa (eye worm) hypothetical protein 0.0183048 0.153423 0.183212
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0467378 0.627206 1
Echinococcus granulosus fatty acid amide hydrolase 1 0.0299801 0.34797 0.674742
Echinococcus granulosus lysine specific histone demethylase 1A 0.0356338 0.442179 0.93424
Plasmodium falciparum lysophospholipase, putative 0.0467378 0.627206 1
Brugia malayi amidase 0.0299801 0.34797 0.698094
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0370666 0.466053 0.369287
Leishmania major monoglyceride lipase, putative 0.0467378 0.627206 1
Brugia malayi SWIRM domain containing protein 0.0390112 0.498457 1
Onchocerca volvulus 0.0390112 0.498457 0.5
Mycobacterium leprae POSSIBLE LYSOPHOSPHOLIPASE 0.0467378 0.627206 1
Echinococcus granulosus carbonic anhydrase 0.0183048 0.153423 0.138866
Brugia malayi Dihydrofolate reductase 0.0228991 0.22998 0.461383
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0467378 0.627206 1
Mycobacterium ulcerans lysophospholipase 0.0467378 0.627206 1
Trichomonas vaginalis valacyclovir hydrolase, putative 0.0467378 0.627206 1
Loa Loa (eye worm) hypothetical protein 0.0390112 0.498457 0.595238
Echinococcus granulosus fatty acid amide hydrolase 1 0.0299801 0.34797 0.674742
Echinococcus granulosus carbonic anhydrase 0.0183048 0.153423 0.138866
Mycobacterium tuberculosis Possible lysophospholipase 0.0467378 0.627206 1
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0370666 0.466053 0.556543
Loa Loa (eye worm) hypothetical protein 0.0356338 0.442179 0.528033
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0183048 0.153423 0.307797
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0356338 0.442179 0.341087
Trypanosoma brucei monoglyceride lipase, putative 0.0467378 0.627206 1
Loa Loa (eye worm) hypothetical protein 0.0356338 0.442179 0.528033
Echinococcus multilocularis carbonic anhydrase II 0.0370666 0.466053 0.369287
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0299801 0.34797 0.229804
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0467378 0.627206 1
Trichomonas vaginalis conserved hypothetical protein 0.0467378 0.627206 1
Echinococcus multilocularis dihydrofolate reductase 0.0228991 0.22998 0.0904303
Loa Loa (eye worm) carbonic anhydrase 3 0.0370666 0.466053 0.556543
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0467378 0.627206 1
Schistosoma mansoni dihydrofolate reductase 0.0228991 0.22998 0.0904303
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0370666 0.466053 0.934992
Plasmodium vivax PST-A protein 0.0467378 0.627206 0.5
Trypanosoma brucei monoglyceride lipase, putative 0.0467378 0.627206 1
Entamoeba histolytica hydrolase, alpha/beta fold family domain containing protein 0.0467378 0.627206 0.5
Toxoplasma gondii hypothetical protein 0.0183048 0.153423 0.5
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0356338 0.442179 0.341087
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0299801 0.34797 0.229804
Echinococcus multilocularis Zinc finger, DBF type 0.0691103 1 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0183048 0.153423 0.307797
Loa Loa (eye worm) hypothetical protein 0.0183048 0.153423 0.183212
Echinococcus granulosus dihydrofolate reductase 0.0228991 0.22998 0.349739
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0370666 0.466053 0.369287
Plasmodium falciparum lysophospholipase, putative 0.0467378 0.627206 1
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0183048 0.153423 0.183212
Plasmodium falciparum esterase, putative 0.0467378 0.627206 1
Echinococcus granulosus carbonic anhydrase 0.0183048 0.153423 0.138866
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0183048 0.153423 0.307797
Loa Loa (eye worm) hypothetical protein 0.0299801 0.34797 0.415532
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0467378 0.627206 1
Loa Loa (eye worm) hypothetical protein 0.0593526 0.837408 1
Trypanosoma cruzi monoglyceride lipase, putative 0.0467378 0.627206 1
Chlamydia trachomatis dihydrofolate reductase 0.0228991 0.22998 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0467378 0.627206 1
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0183048 0.153423 0.307797
Entamoeba histolytica hydrolase, alpha/beta fold family domain containing protein 0.0467378 0.627206 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = -5 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR green assay ChEMBL. 19734910
Inhibition (ADMET) = 98.06487144 % Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM ChEMBL. 23571415
Inhibition (ADMET) = 111.6208046 % Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM ChEMBL. 23571415
Potency (functional) 0.0046 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 0.7079 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) 6.3096 uM PUBCHEM_BIOASSAY: qHTS Assay for Small Molecule Inhibitors of the Human hERG Channel Activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 7.9433 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 13.1154 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) 19.9526 uM PubChem BioAssay. Inhibitors of Secretory Acid Sphingomyelinase (S-ASM): qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 22.3872 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HSD17B4, hydroxysteroid (17-beta) dehydrogenase 4. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) 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) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 28.1838 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) = 28.1838 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 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) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Validation Assay for Identification of Novel General Anesthetics. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 50.1187 uM PUBCHEM_BIOASSAY: qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Potency (functional) 70.7946 uM PUBCHEM_BIOASSAY: qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 19734910

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

1 literature reference was collected for this gene.

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