TDR Targets

Basic information

Technical information

TDR Targets ID: 103553
Name: 2-[4-(9H-fluoren-2-ylmethyl)piperazin-1-yl]py rimidine
MW: 342.437 | Formula: C22H22N4
H donors: 0 H acceptors: 2 LogP: 3.59 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: c1cnc(nc1)N1CCN(CC1)Cc1ccc2c(c1)Cc1c2cccc1
InChi: 1S/C22H22N4/c1-2-5-20-18(4-1)15-19-14-17(6-7-21(19)20)16-25-10-12-26(13-11-25)22-23-8-3-9-24-22/h1-9,14H,10-13,15-16H2
InChiKey: QXZPWTDAFDMNAH-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

2-[4-(9H-fluoren-2-ylmethyl)-1-piperazinyl]pyrimidine
2-[4-(9H-fluoren-2-ylmethyl)piperazino]pyrimidine
Oprea1_774813

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Serotonin 1a (5-HT1a) receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	ko:K04153 5-hydroxytryptamine (serotonin) receptor 1A, putative	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	expressed protein	Get druggable targets OG5_133249	All targets in OG5_133249
Echinococcus granulosus	biogenic amine 5HT receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma mansoni	biogenic amine (5HT) receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Schistosoma japonicum	Octopamine receptor, putative	Get druggable targets OG5_133249	All targets in OG5_133249
Echinococcus multilocularis	serotonin receptor	Get druggable targets OG5_133249	All targets in OG5_133249
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_133249	All targets in OG5_133249

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Schistosoma mansoni	amine GPCR	Serotonin 1a (5-HT1a) receptor	422 aa	440 aa	31.6 %
Echinococcus multilocularis	neuropeptides capa receptor	Serotonin 1a (5-HT1a) receptor	422 aa	430 aa	20.0 %
Echinococcus granulosus	orexin receptor type 2	Serotonin 1a (5-HT1a) receptor	422 aa	369 aa	22.0 %
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Serotonin 1a (5-HT1a) receptor	422 aa	448 aa	29.7 %
Schistosoma mansoni	peptide (FMRFamide/neurokinin-3)-like receptor	Serotonin 1a (5-HT1a) receptor	422 aa	350 aa	20.6 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	407 aa	23.3 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	390 aa	33.6 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	432 aa	23.6 %
Schistosoma japonicum	IPR000276,Rhodopsin-like GPCR superfamily,domain-containing	Serotonin 1a (5-HT1a) receptor	422 aa	417 aa	21.1 %
Echinococcus granulosus	alpha 1A adrenergic receptor	Serotonin 1a (5-HT1a) receptor	422 aa	452 aa	21.0 %
Schistosoma japonicum	ko:K04207 neuropeptide Y receptor Y5, putative	Serotonin 1a (5-HT1a) receptor	422 aa	339 aa	23.0 %
Echinococcus multilocularis	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	433 aa	22.4 %
Schistosoma japonicum	IPR000276,Rhodopsin-like GPCR superfamily,domain-containing	Serotonin 1a (5-HT1a) receptor	422 aa	392 aa	20.7 %
Echinococcus granulosus	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	432 aa	23.4 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	436 aa	23.9 %
Loa Loa (eye worm)	TYRA-2 protein	Serotonin 1a (5-HT1a) receptor	422 aa	491 aa	27.3 %
Loa Loa (eye worm)	hypothetical protein	Serotonin 1a (5-HT1a) receptor	422 aa	388 aa	26.5 %
Echinococcus multilocularis	orexin receptor type 2	Serotonin 1a (5-HT1a) receptor	422 aa	369 aa	22.2 %
Schistosoma japonicum	Octopamine receptor 1, putative	Serotonin 1a (5-HT1a) receptor	422 aa	424 aa	24.3 %
Onchocerca volvulus	Mitochondrial inner membrane protein homolog	Serotonin 1a (5-HT1a) receptor	422 aa	383 aa	30.5 %
Onchocerca volvulus	Glycoprotein hormone beta 5 homolog	Serotonin 1a (5-HT1a) receptor	422 aa	477 aa	24.3 %
Schistosoma japonicum	ko:K04145 dopamine receptor D2, putative	Serotonin 1a (5-HT1a) receptor	422 aa	410 aa	27.8 %
Echinococcus granulosus	g protein coupled receptor	Serotonin 1a (5-HT1a) receptor	422 aa	432 aa	24.3 %
Onchocerca volvulus		Serotonin 1a (5-HT1a) receptor	422 aa	426 aa	29.6 %
Schistosoma japonicum	ko:K04136 adrenergic receptor, alpha 1b, putative	Serotonin 1a (5-HT1a) receptor	422 aa	444 aa	29.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	cathepsin l1	0.0071	0.1472	0.2908
Echinococcus multilocularis	cathepsin L cysteine protease	0.0071	0.1472	0.2908
Loa Loa (eye worm)	fibroinase	0.0071	0.1472	0.2185
Brugia malayi	Cathepsin L-like precursor	0.0071	0.1472	0.2993
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.0057	0.0828	0.5623
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0071	0.1472	0.2908
Giardia lamblia	Cathepsin B precursor	0.0057	0.0828	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Brugia malayi	Cathepsin L-like precursor	0.0071	0.1472	0.2993
Echinococcus multilocularis	serotonin receptor	0.015	0.506	1
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0071	0.1472	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0259	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0147	0.4917	0.9716
Echinococcus multilocularis	cathepsin b	0.0147	0.4917	0.9716
Echinococcus multilocularis	cathepsin L cysteine protease	0.0071	0.1472	0.2908
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Onchocerca volvulus	Cathepsin L homolog	0.0071	0.1472	1
Leishmania major	cathepsin L-like protease	0.0071	0.1472	0.0702
Plasmodium vivax	vivapain-2	0.0071	0.1472	1
Toxoplasma gondii	cathepsin CPL	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Loa Loa (eye worm)	cathepsin B	0.0057	0.0828	0.0782
Loa Loa (eye worm)	hypothetical protein	0.0071	0.1472	0.2185
Echinococcus granulosus	cathepsin l1	0.0049	0.0468	0.0925
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0057	0.0828	0.1635
Loa Loa (eye worm)	hypothetical protein	0.015	0.506	1
Brugia malayi	Cathepsin L-like precursor	0.0071	0.1472	0.2993
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Onchocerca volvulus		0.0071	0.1472	1
Brugia malayi	Cathepsin L-like precursor	0.0049	0.0468	0.0952
Echinococcus granulosus	biogenic amine 5HT receptor	0.015	0.506	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Trypanosoma cruzi	cysteine peptidase, putative	0.0259	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Echinococcus multilocularis	cysteine protease	0.0071	0.1472	0.2908
Schistosoma mansoni	biogenic amine (5HT) receptor	0.015	0.506	1
Loa Loa (eye worm)	hypothetical protein	0.0147	0.4917	0.9687
Onchocerca volvulus		0.0071	0.1472	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0057	0.0828	0.0828
Leishmania major	cathepsin L-like protease	0.0259	1	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0071	0.1472	0.2908
Leishmania major	cathepsin L-like protease	0.0071	0.1472	0.0702
Echinococcus granulosus	cathepsin b	0.0147	0.4917	0.9716
Leishmania major	cysteine peptidase A (CPA)	0.0071	0.1472	0.0702
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Trypanosoma cruzi	cruzipain precursor, putative	0.0259	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Entamoeba histolytica	cysteine proteinase, putative	0.0071	0.1472	1
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0071	0.1472	0.2908
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0071	0.1472	0.2908
Loa Loa (eye worm)	cysteine protease	0.0071	0.1472	0.2185
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Onchocerca volvulus	Cathepsin L homolog	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Brugia malayi	Cathepsin L-like precursor	0.0071	0.1472	0.2993
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0071	0.1472	0.2908
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0071	0.1472	0.2185
Trypanosoma cruzi	cysteine peptidase, putative	0.0071	0.1472	0.1472
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Loa Loa (eye worm)	ctsf protein	0.0071	0.1472	0.2185
Onchocerca volvulus		0.0071	0.1472	1
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Onchocerca volvulus		0.0071	0.1472	1
Brugia malayi	cathepsin L-like precursor	0.0049	0.0468	0.0952
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0147	0.4917	0.9716
Echinococcus multilocularis	cathepsin b	0.0147	0.4917	0.9716
Schistosoma mansoni	cathepsin F (C01 family)	0.0049	0.0468	0.0925
Brugia malayi	Cathepsin L-like cysteine proteinase	0.0049	0.0468	0.0952
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0071	0.1472	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0147	0.4917	0.9716
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0071	0.1472	0.2185
Echinococcus granulosus	cathepsin b	0.0147	0.4917	0.9716
Onchocerca volvulus		0.0071	0.1472	1
Entamoeba histolytica	cysteine protease, putative	0.0071	0.1472	1
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0147	0.4917	0.9716
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Brugia malayi	Cathepsin L-like precursor	0.0071	0.1472	0.2993
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0049	0.0468	0.3182
Echinococcus multilocularis	cysteine protease	0.0071	0.1472	0.2908
Trypanosoma brucei	cysteine peptidase C (CPC)	0.0057	0.0828	0.0828
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071	0.1472	1
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.0237	0.8997	0.8997
Giardia lamblia	Cathepsin B precursor	0.0057	0.0828	0.5
Leishmania major	cathepsin L-like protease	0.0071	0.1472	0.0702
Trypanosoma cruzi	cysteine peptidase, putative	0.0259	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Loa Loa (eye worm)	hypothetical protein	0.015	0.506	1
Entamoeba histolytica	cysteine proteinase, putative	0.0071	0.1472	1
Giardia lamblia	Cathepsin B precursor	0.0057	0.0828	0.5
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0147	0.4917	0.4917
Leishmania major	cathepsin L-like protease	0.0071	0.1472	0.0702
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0071	0.1472	1
Entamoeba histolytica	cysteine proteinase, putative	0.0049	0.0468	0.3182
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0259	1	1
Echinococcus multilocularis	serotonin receptor	0.015	0.506	1
Onchocerca volvulus		0.0071	0.1472	1
Plasmodium vivax	vivapain-2	0.0071	0.1472	1
Leishmania major	cathepsin L-like protease	0.0259	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0071	0.1472	0.2908
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Brugia malayi	Papain family cysteine protease containing protein	0.0071	0.1472	0.2993
Onchocerca volvulus	Cathepsin F homolog	0.0071	0.1472	1
Brugia malayi	cathepsin B-like cysteine proteinase	0.0147	0.4917	1
Brugia malayi	Cathepsin L-like precursor	0.0049	0.0468	0.0952
Onchocerca volvulus		0.0071	0.1472	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071	0.1472	1
Leishmania major	cathepsin L-like protease	0.0071	0.1472	0.0702
Trypanosoma cruzi	major cysteine proteinase, putative	0.0204	0.7525	0.7525
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0049	0.0468	0.3182
Brugia malayi	Cathepsin L-like precursor	0.0071	0.1472	0.2993

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	> 100 nM	Binding affinity to 5-HT1A receptor in rat hippocampus by [3H]-8-OH-DPAT displacement.	ChEMBL.	9873481
IC50 (binding)	> 100 nM	Binding affinity to 5-HT1A receptor in rat hippocampus by [3H]-8-OH-DPAT displacement.	ChEMBL.	9873481
Inhibition (binding)	= 87 %	Binding affinity to cloned human dopamine receptor D4 expressed in CHO cells using [3H]-spiperone at 100 nM concentration	ChEMBL.	9873481
Inhibition (binding)	= 87 %	Binding affinity to cloned human dopamine receptor D4 expressed in CHO cells using [3H]-spiperone at 100 nM concentration	ChEMBL.	9873481
Inhibition (binding)	= 89 %	Binding affinity to cloned human Dopamine receptor D2 expressed in A9L cells using [3H]-spiperone at 100 nM concentration	ChEMBL.	9873481
Inhibition (binding)	= 89 %	Binding affinity to cloned human Dopamine receptor D2 expressed in A9L cells using [3H]-spiperone at 100 nM concentration	ChEMBL.	9873481
Inhibition (binding)	= 91 %	Binding affinity to cloned human Dopamine receptor D3 expressed in CHO cells using [3H]-spiperone at 100 nM concentration	ChEMBL.	9873481
Inhibition (binding)	= 91 %	Binding affinity to cloned human Dopamine receptor D3 expressed in CHO cells using [3H]-spiperone at 100 nM concentration	ChEMBL.	9873481

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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

ChEMBL: CHEMBL62750
PubChem: 15384397

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.

Detailed information for compound 103553