TDR Targets

Basic information

Technical information

TDR Targets ID: 521090
Name: 5-[4-(4-carbamimidoylphenyl)phenyl]pyrimidine -2-carboximidamide
MW: 316.36 | Formula: C18H16N6
H donors: 2 H acceptors: 2 LogP: 1.72 Rotable bonds: 4
Rule of 5 violations (Lipinski): 1
SMILES: NC(=N)c1ccc(cc1)c1ccc(cc1)c1cnc(nc1)C(=N)N
InChi: 1S/C18H16N6/c19-16(20)14-7-5-12(6-8-14)11-1-3-13(4-2-11)15-9-23-18(17(21)22)24-10-15/h1-10H,(H3,19,20)(H3,21,22)
InChiKey: ZIBDYFNJSYZHGK-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

5-[4-(4-carbamimidoylphenyl)phenyl]pyrimidine-2-carboxamidine
5-[4-(4-carbamimidoylphenyl)phenyl]-2-pyrimidinecarboxamidine
5-[4-(4-amidinophenyl)phenyl]pyrimidine-2-carboxamidine

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	cathepsin b	0.0165673	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Schistosoma mansoni	SmCB2 peptidase (C01 family)	0.0165673	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.0165673	1	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Loa Loa (eye worm)	hypothetical protein	0.0071781	0.253381	0.18791
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0071781	0.253381	0.253381
Toxoplasma gondii	cathepsin B	0.00788283	0.309421	1
Brugia malayi	Cathepsin L-like precursor	0.0071781	0.253381	0.253381
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0165673	1	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.00500554	0.0806214	0.260556
Trypanosoma brucei	cysteine peptidase C (CPC)	0.00788283	0.309421	1
Loa Loa (eye worm)	Papain cysteine protease/cathepsin propeptide inhibitor-containing protein	0.0071781	0.253381	0.18791
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Schistosoma mansoni	cathepsin F (C01 family)	0.0071781	0.253381	0.253381
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Onchocerca volvulus		0.0071781	0.253381	1
Echinococcus granulosus	cathepsin b	0.0165673	1	1
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0165673	1	1
Echinococcus multilocularis	cathepsin b	0.0165673	1	1
Plasmodium vivax	vivapain-2	0.0071781	0.253381	1
Echinococcus multilocularis	cathepsin b	0.0165673	1	1
Onchocerca volvulus	Cathepsin F homolog	0.0071781	0.253381	1
Giardia lamblia	Cathepsin B precursor	0.00788283	0.309421	0.5
Onchocerca volvulus		0.0071781	0.253381	1
Brugia malayi	Cathepsin L-like precursor	0.0071781	0.253381	0.253381
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Onchocerca volvulus		0.0071781	0.253381	1
Giardia lamblia	Cathepsin B precursor	0.00788283	0.309421	0.5
Loa Loa (eye worm)	ctsf protein	0.0071781	0.253381	0.18791
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Onchocerca volvulus	Cathepsin L homolog	0.0071781	0.253381	1
Entamoeba histolytica	cysteine proteinase, putative	0.00500554	0.0806214	0.318182
Trypanosoma cruzi	cysteine peptidase, putative	0.0071781	0.253381	0.253381
Entamoeba histolytica	cysteine protease, putative	0.0071781	0.253381	1
Brugia malayi	Cathepsin L-like precursor	0.00500554	0.0806214	0.0806214
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Echinococcus granulosus	cathepsin L cysteine proteinase	0.0071781	0.253381	0.253381
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.0165673	1	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Entamoeba histolytica	cysteine proteinase, putative	0.0071781	0.253381	1
Schistosoma mansoni	cathepsin F (C01 family)	0.00500554	0.0806214	0.0806214
Loa Loa (eye worm)	papain family cysteine protease containing protein	0.0071781	0.253381	0.18791
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin B-like cysteine peptidase	0.00788283	0.309421	1
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Echinococcus granulosus	cathepsin l cysteine peptidase	0.0071781	0.253381	0.253381
Trypanosoma cruzi	cysteine peptidase C (CPC), putative	0.00788283	0.309421	0.309421
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trypanosoma cruzi	cysteine peptidase, putative	0.0071781	0.253381	0.253381
Onchocerca volvulus		0.0071781	0.253381	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Brugia malayi	Cathepsin L-like precursor	0.0071781	0.253381	0.253381
Plasmodium falciparum	cysteine proteinase falcipain 2a	0.0071781	0.253381	1
Entamoeba histolytica	cysteine proteinase, putative	0.0071781	0.253381	1
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Loa Loa (eye worm)	cathepsin B	0.00788283	0.309421	0.248863
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trypanosoma cruzi	cysteine peptidase, clan CA, family C1, cathepsin L-like, putative	0.00500554	0.0806214	0.0806214
Onchocerca volvulus		0.0071781	0.253381	1
Plasmodium falciparum	cysteine proteinase falcipain 2b	0.0071781	0.253381	1
Plasmodium vivax	vivapain-2	0.0071781	0.253381	1
Brugia malayi	Cathepsin L-like precursor	0.0071781	0.253381	0.253381
Onchocerca volvulus		0.0071781	0.253381	1
Brugia malayi	Cathepsin L-like precursor	0.0071781	0.253381	0.253381
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.00500554	0.0806214	0.260556
Trypanosoma cruzi	cruzipain precursor, putative	0.0071781	0.253381	0.253381
Onchocerca volvulus		0.0071781	0.253381	1
Echinococcus granulosus	cathepsin l1	0.0071781	0.253381	0.253381
Echinococcus multilocularis	cathepsin L cysteine protease	0.0071781	0.253381	0.253381
Leishmania major	cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like	0.00788283	0.309421	1
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Brugia malayi	Cathepsin L-like precursor	0.00500554	0.0806214	0.0806214
Giardia lamblia	Cathepsin B precursor	0.00788283	0.309421	0.5
Echinococcus multilocularis	cysteine protease	0.0071781	0.253381	0.253381
Echinococcus multilocularis	cysteine protease	0.0071781	0.253381	0.253381
Echinococcus multilocularis	cathepsin L cysteine protease	0.0071781	0.253381	0.253381
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Brugia malayi	Cathepsin L-like cysteine proteinase	0.00500554	0.0806214	0.0806214
Brugia malayi	cathepsin B-like cysteine proteinase	0.0165673	1	1
Brugia malayi	Cathepsin L-like precursor	0.0071781	0.253381	0.253381
Brugia malayi	Papain family cysteine protease containing protein	0.0071781	0.253381	0.253381
Plasmodium falciparum	cysteine proteinase falcipain 3	0.0071781	0.253381	1
Schistosoma mansoni	cathepsin F (C01 family)	0.0071781	0.253381	0.253381
Loa Loa (eye worm)	fibroinase	0.0071781	0.253381	0.18791
Echinococcus multilocularis	cathepsin l cysteine peptidase	0.0071781	0.253381	0.253381
Brugia malayi	cathepsin L-like precursor	0.00500554	0.0806214	0.0806214
Onchocerca volvulus	Cathepsin L homolog	0.0071781	0.253381	1
Loa Loa (eye worm)	cysteine protease	0.0071781	0.253381	0.18791
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Trypanosoma brucei	cysteine peptidase, Clan CA, family C1, Cathepsin L-like	0.0071781	0.253381	0.818889
Trypanosoma cruzi	cysteine peptidase, putative	0.0071781	0.253381	0.253381
Loa Loa (eye worm)	hypothetical protein	0.0165673	1	1
Echinococcus granulosus	cathepsin l1	0.00500554	0.0806214	0.0806214
Trypanosoma cruzi	cysteine peptidase, putative	0.0071781	0.253381	0.253381
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Schistosoma mansoni	cathepsin B-like peptidase (C01 family)	0.00788283	0.309421	0.309421
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, papain-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L or K-like cysteine peptidase	0.0071781	0.253381	0.818889
Trichomonas vaginalis	Clan CA, family C1, cathepsin L-like cysteine peptidase	0.0071781	0.253381	0.818889

Activities

Activity type	Activity value	Assay description	Source	Reference
deltaTm (binding)	= 16 degrees C	Binding affinity to poly(dA-dT)2 assessed as melting temperature	ChEMBL.	18006310
IC50 (functional)	= 0.6 nM	Antiplasmodial activity against Plasmodium falciparum K1	ChEMBL.	19699098
IC50 (functional)	= 4 nM	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900	ChEMBL.	19699098
IC50 (functional)	= 0.2 uM	Antileishmanial activity against Leishmania donovani axenic amastigotes	ChEMBL.	18006310
IC50 (functional)	= 0.2 uM	Antileishmanial activity against Leishmania donovani axenic amastigotes	ChEMBL.	18006310
IC50 (ADMET)	= 4.7 uM	Cytotoxicity against rat L6 cells	ChEMBL.	18006310
Survival (functional)	> 46.25 day	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 infected in NMRI mouse assessed as survival days at 5 mg/kg, ip	ChEMBL.	19699098

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference
Leishmania donovani	ChEMBL23	18006310
Trypanosoma brucei gambiense		19699098
Plasmodium falciparum		19699098

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: CHEMBL402847
PubChem: 24752326

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 521090