TDR Targets

Basic information

Technical information

TDR Targets ID: 289879
Name: N-(1-adamantyl)-2-chloro-4,5-dihydroxybenzami de
MW: 321.799 | Formula: C17H20ClNO3
H donors: 3 H acceptors: 3 LogP: 3.79 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: O=C(c1cc(O)c(cc1Cl)O)NC12CC3CC(C2)CC(C1)C3
InChi: 1S/C17H20ClNO3/c18-13-5-15(21)14(20)4-12(13)16(22)19-17-6-9-1-10(7-17)3-11(2-9)8-17/h4-5,9-11,20-21H,1-3,6-8H2,(H,19,22)
InChiKey: XMKRFHKZKCPMEJ-UHFFFAOYSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

N-(1-adamantyl)-2-chloro-4,5-dihydroxy-benzamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Catechol O-methyltransferase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Mycobacterium tuberculosis	Probable catechol-O-methyltransferase	Get druggable targets OG5_131164	All targets in OG5_131164
Candida albicans	potential catechol-O-methyltransferase	Get druggable targets OG5_131164	All targets in OG5_131164
Candida albicans	hypothetical protein	Get druggable targets OG5_131164	All targets in OG5_131164
Mycobacterium ulcerans	O-methyltransferase	Get druggable targets OG5_131164	All targets in OG5_131164

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
Toxoplasma gondii	cytochrome p450 superfamily protein	0.0024	0.0104	0.0327
Trichomonas vaginalis	abcb9, putative	0.0021	0.0051	0.5
Mycobacterium tuberculosis	Possible cytochrome P450 135B1 Cyp135B1	0.0024	0.0104	0.0059
Schistosoma mansoni	hypothetical protein	0.0024	0.0104	0.0112
Mycobacterium tuberculosis	Probable cytochrome P450 143 Cyp143	0.0024	0.0104	0.0059
Loa Loa (eye worm)	dihydrofolate reductase	0.0341	0.4761	1
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0021	0.0051	0.5
Mycobacterium tuberculosis	Probable catechol-O-methyltransferase	0.0625	0.8936	1
Mycobacterium tuberculosis	Possible cytochrome P450 135A1 Cyp135A1	0.0024	0.0104	0.0059
Loa Loa (eye worm)	cytochrome P450 family protein	0.0041	0.0355	0.0746
Onchocerca volvulus		0.0072	0.0813	1
Mycobacterium ulcerans	methyltransferase	0.0072	0.0813	0.0716
Leishmania major	lanosterol 14-alpha-demethylase, putative	0.0024	0.0104	0.0327
Trypanosoma cruzi	cytochrome P450, putative	0.0041	0.0355	0.1609
Leishmania major	cytochrome p450-like protein	0.0024	0.0104	0.0327
Loa Loa (eye worm)	cytochrome P450 family protein	0.008	0.0925	0.1942
Echinococcus multilocularis		0.0024	0.0104	0.0119
Leishmania major	cytochrome p450-like protein	0.0024	0.0104	0.0327
Brugia malayi	O-methyltransferase family protein	0.0072	0.0813	0.1617
Mycobacterium tuberculosis	Probable cytochrome P450 138 Cyp138	0.0024	0.0104	0.0059
Brugia malayi	Cytochrome P450 family protein	0.0041	0.0355	0.0646
Mycobacterium tuberculosis	Probable cytochrome P450 monooxygenase 142 Cyp142	0.0024	0.0104	0.0059
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0021	0.0051	0.0007
Schistosoma mansoni	o-methyltransferase	0.0072	0.0813	0.1617
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	ABC transporter, putative	0.0021	0.0051	0.5
Entamoeba histolytica	P-glycoprotein-5	0.0021	0.0051	0.5
Brugia malayi	O-methyltransferase family protein	0.0072	0.0813	0.1617
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	abcb9, putative	0.0021	0.0051	0.5
Brugia malayi	cytochrome P450	0.0024	0.0104	0.0112
Trichomonas vaginalis	ABC transporter, putative	0.0021	0.0051	0.5
Entamoeba histolytica	P-glycoprotein-2	0.0021	0.0051	0.5
Mycobacterium ulcerans	dihydrofolate reductase DfrA	0.0341	0.4761	0.4706
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0021	0.0051	0.5
Trypanosoma brucei	dihydrofolate reductase-thymidylate synthase	0.013	0.1665	1
Mycobacterium tuberculosis	Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM)	0.0024	0.0104	0.0059
Echinococcus granulosus	dihydrofolate reductase	0.0341	0.4761	1
Mycobacterium tuberculosis	Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase)	0.0341	0.4761	0.5301
Brugia malayi	Dihydrofolate reductase	0.0341	0.4761	1
Trichomonas vaginalis	ABC transporter, putative	0.0021	0.0051	0.5
Loa Loa (eye worm)	ATP-binding cassette sub-family B member 2	0.0021	0.0051	0.0107
Brugia malayi	O-methyltransferase	0.0072	0.0813	0.1617
Mycobacterium tuberculosis	Probable cytochrome P450 123 Cyp123	0.0024	0.0104	0.0059
Brugia malayi	Cytochrome P450 family protein	0.0041	0.0355	0.0646
Wolbachia endosymbiont of Brugia malayi	O-methyltransferase	0.0072	0.0813	0.5
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0021	0.0051	0.0007
Loa Loa (eye worm)	hypothetical protein	0.0072	0.0813	0.1707
Schistosoma mansoni	dihydrofolate reductase	0.0341	0.4761	1
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0021	0.0051	0.0007
Leishmania major	cytochrome p450-like protein	0.0041	0.0355	0.1884
Chlamydia trachomatis	dihydrofolate reductase	0.0341	0.4761	1
Trypanosoma cruzi	cytochrome P450, putative	0.0041	0.0355	0.1609
Schistosoma mansoni	cytochrome P450	0.0024	0.0104	0.0112
Entamoeba histolytica	P-glycoprotein-2	0.0021	0.0051	0.5
Schistosoma mansoni	o-methyltransferase	0.0072	0.0813	0.1617
Echinococcus multilocularis	dihydrofolate reductase	0.0341	0.4761	1
Brugia malayi	Cytochrome P450 family protein	0.008	0.0925	0.1855
Schistosoma mansoni	o-methyltransferase	0.0072	0.0813	0.1617
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0021	0.0051	0.0007
Loa Loa (eye worm)	hypothetical protein	0.002	0.0048	0.01
Mycobacterium tuberculosis	Probable cytochrome P450 124 Cyp124	0.0024	0.0104	0.0059
Echinococcus multilocularis	multidrug resistance protein 1	0.0021	0.0051	0.0007
Trichomonas vaginalis	ABC transporter, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0021	0.0051	0.5
Mycobacterium leprae	PROBABLE METHYLTRANSFERASE	0.0072	0.0813	0.1522
Mycobacterium tuberculosis	Possible cytochrome P450 126 Cyp126	0.0024	0.0104	0.0059
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Toxoplasma gondii	bifunctional dihydrofolate reductase-thymidylate synthase	0.013	0.1665	1
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0021	0.0051	0.5
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0041	0.0355	0.0254
Echinococcus multilocularis	multidrug resistance protein 1	0.0021	0.0051	0.0007
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Trypanosoma brucei	cytochrome P450, putative	0.0041	0.0355	0.1609
Echinococcus granulosus	multidrug resistance protein 1	0.0021	0.0051	0.0007
Trichomonas vaginalis	ABC transporter, half transporter, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	ABC transporter, half transporter, putative	0.0021	0.0051	0.5
Onchocerca volvulus		0.0072	0.0813	1
Loa Loa (eye worm)	hypothetical protein	0.0021	0.0051	0.0107
Mycobacterium tuberculosis	Probable cytochrome P450 128 Cyp128	0.0024	0.0104	0.0059
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0021	0.0051	0.5
Entamoeba histolytica	P-glycoprotein-2, putative	0.0021	0.0051	0.5
Brugia malayi	dihydrofolate reductase family protein	0.0341	0.4761	1
Echinococcus granulosus	ATP binding cassette subfamily B MDR:TAP	0.0021	0.0051	0.0007
Mycobacterium tuberculosis	Probable cytochrome P450 125 Cyp125	0.0024	0.0104	0.0059
Mycobacterium tuberculosis	Probable cytochrome P450 136 Cyp136	0.0024	0.0104	0.0059
Echinococcus granulosus	multidrug resistance protein 1	0.0021	0.0051	0.0007
Trypanosoma cruzi	dihydrofolate reductase-thymidylate synthase	0.013	0.1665	1
Trichomonas vaginalis	ATP-binding cassette transporter, putative	0.0021	0.0051	0.5
Loa Loa (eye worm)	hypothetical protein	0.0021	0.0051	0.0107
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Echinococcus granulosus	cytochrome P450 2K1	0.0024	0.0104	0.0119
Mycobacterium tuberculosis	Probable methyltransferase	0.0072	0.0813	0.0857
Echinococcus granulosus	ATP binding cassette subfamily B MDR:TAP	0.0021	0.0051	0.0007
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Trichomonas vaginalis	abcb9, putative	0.0021	0.0051	0.5
Loa Loa (eye worm)	O-methyltransferase	0.0072	0.0813	0.1707
Plasmodium vivax	bifunctional dihydrofolate reductase-thymidylate synthase, putative	0.013	0.1665	1
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0021	0.0051	0.5
Leishmania major	dihydrofolate reductase-thymidylate synthase	0.013	0.1665	1
Mycobacterium tuberculosis	Probable cytochrome P450 140 Cyp140	0.0024	0.0104	0.0059
Trichomonas vaginalis	lipid A export ATP-binding/permease protein msba, putative	0.0021	0.0051	0.5
Schistosoma mansoni	o-methyltransferase	0.0072	0.0813	0.1617
Echinococcus granulosus	multidrug resistance protein 1	0.0021	0.0051	0.0007
Mycobacterium tuberculosis	Probable cytochrome P450 132 Cyp132	0.0024	0.0104	0.0059
Mycobacterium tuberculosis	Probable cytochrome P450 139 Cyp139	0.0024	0.0104	0.0059
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0021	0.0051	0.5
Brugia malayi	Cytochrome P450 family protein	0.0024	0.0104	0.0112
Echinococcus granulosus	ATP binding cassette subfamily B MDR:TAP	0.0021	0.0051	0.0007
Mycobacterium tuberculosis	Probable cytochrome P450 141 Cyp141	0.0024	0.0104	0.0059
Entamoeba histolytica	P-glyco protein 6, putative	0.0021	0.0051	0.5
Loa Loa (eye worm)	cytochrome P450 family protein	0.0041	0.0355	0.0746
Trichomonas vaginalis	multidrug resistance protein 1, 2, putative	0.0021	0.0051	0.5
Entamoeba histolytica	P-glycoprotein 5, putative	0.0021	0.0051	0.5
Loa Loa (eye worm)	multidrug resistance protein 3	0.0021	0.0051	0.0107
Loa Loa (eye worm)	CYP4Cod1	0.0041	0.0355	0.0746
Mycobacterium tuberculosis	Probable cytochrome P450 144 Cyp144	0.0024	0.0104	0.0059
Echinococcus granulosus	ATP binding cassette subfamily B MDR:TAP	0.0021	0.0051	0.0007
Echinococcus multilocularis	ATP binding cassette subfamily B (MDR:TAP)	0.0021	0.0051	0.0007
Brugia malayi	O-methyltransferase family protein	0.0072	0.0813	0.1617
Loa Loa (eye worm)	cytochrome P450	0.0024	0.0104	0.0218
Mycobacterium tuberculosis	Probable cytochrome P450 130 Cyp130	0.0024	0.0104	0.0059
Mycobacterium tuberculosis	Cytochrome P450 121 Cyp121	0.0024	0.0104	0.0059
Mycobacterium leprae	DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE)	0.0341	0.4761	1
Entamoeba histolytica	P-glycoprotein-1	0.0021	0.0051	0.5
Trichomonas vaginalis	taga, putative	0.0021	0.0051	0.5
Plasmodium falciparum	bifunctional dihydrofolate reductase-thymidylate synthase	0.013	0.1665	1
Mycobacterium tuberculosis	Probable cytochrome P450 137 Cyp137	0.0024	0.0104	0.0059

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 2700 nM	In vitro inhibitory activity against catechol O-methyltransferase of rat brain using 3,4-dihydroxybenzoic acid as the substrate.	ChEMBL.	2704029
IC50 (binding)	= 2700 nM	In vitro inhibitory activity against catechol O-methyltransferase of rat brain using 3,4-dihydroxybenzoic acid as the substrate.	ChEMBL.	2704029

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

PubChem: 19389230

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 289879