TDR Targets

Basic information

Technical information

TDR Targets ID: 1268040
Name: N-[(3-chlorophenyl)methyl]-3-(7-hydroxy-4,8-d imethyl-2-oxochromen-3-yl)propanamide
MW: 385.841 | Formula: C21H20ClNO4
H donors: 2 H acceptors: 3 LogP: 3.47 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: O=C(NCc1cccc(c1)Cl)CCc1c(=O)oc2c(c1C)ccc(c2C)O
InChi: 1S/C21H20ClNO4/c1-12-16-6-8-18(24)13(2)20(16)27-21(26)17(12)7-9-19(25)23-11-14-4-3-5-15(22)10-14/h3-6,8,10,24H,7,9,11H2,1-2H3,(H,23,25)
InChiKey: ZMVMOEGNZKHQPJ-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

N-[(3-chlorophenyl)methyl]-3-(7-hydroxy-4,8-dimethyl-2-oxo-chromen-3-yl)propanamide
N-[(3-chlorophenyl)methyl]-3-(7-hydroxy-4,8-dimethyl-2-oxo-3-chromenyl)propanamide
N-(3-chlorobenzyl)-3-(7-hydroxy-2-keto-4,8-dimethyl-chromen-3-yl)propionamide
D144-1105
NCGC00116228-01
ZINC04743373
ST5328025

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	ataxin 2	Starlite/ChEMBL	No references
Escherichia coli	penicillin-binding protein	Starlite/ChEMBL	No references
Equus caballus	Ferritin light chain	Starlite/ChEMBL	No references

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Mycobacterium tuberculosis	Possible penicillin-binding protein	Get druggable targets OG5_149948	All targets in OG5_149948

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus multilocularis	expressed protein	Ferritin light chain	175 aa	146 aa	30.1 %
Echinococcus granulosus	expressed protein	Ferritin light chain	175 aa	146 aa	28.8 %
Schistosoma japonicum	Ferritin, putative	Ferritin light chain	175 aa	144 aa	24.3 %
Schistosoma mansoni	apoferritin-2	Ferritin light chain	175 aa	146 aa	28.8 %
Schistosoma mansoni	ferritin	Ferritin light chain	175 aa	171 aa	44.4 %
Schistosoma mansoni	ferritin	Ferritin light chain	175 aa	171 aa	43.9 %
Schistosoma mansoni	apoferritin-2	Ferritin light chain	175 aa	142 aa	29.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	RAR-like nuclear receptor	0.031	1	1
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.031	1	1
Echinococcus granulosus	nuclear receptor nhr 48	0.0146	0.4354	0.3856
Brugia malayi	Steroid receptor seven-up type 2	0.031	1	1
Brugia malayi	nuclear receptor RXR	0.0146	0.4354	0.4354
Brugia malayi	ecdysone receptor	0.0146	0.4354	0.4354
Brugia malayi	Nuclear hormone receptor E75	0.0146	0.4354	0.4354
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Echinococcus multilocularis	nuclear receptor subfamily 4 group A	0.0146	0.4354	0.3856
Brugia malayi	conserved hypotetical protein	0.0146	0.4354	0.4354
Brugia malayi	orphan nuclear receptor NR2E1	0.0146	0.4354	0.4354
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.031	1	1
Echinococcus multilocularis	nuclear receptor nhr 48	0.0146	0.4354	0.3856
Schistosoma mansoni	nuclear hormone receptor	0.0146	0.4354	0.3856
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.031	1	1
Leishmania major	hypothetical protein, conserved	0.003	0.0361	0.4457
Loa Loa (eye worm)	hypothetical protein	0.0043	0.081	0.081
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.031	1	1
Schistosoma mansoni	hepatocyte nuclear factor 4-alpha (hnf-4-alpha)	0.0146	0.4354	0.3856
Brugia malayi	nuclear receptor NHR-88	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0164	0.4959	0.4959
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.031	1	1
Schistosoma mansoni	nuclear receptor nhr-48	0.0146	0.4354	0.3856
Brugia malayi	nuclear receptor NHR-67	0.0146	0.4354	0.4354
Echinococcus granulosus	nuclear receptor subfamily 4 group A	0.0146	0.4354	0.3856
Mycobacterium leprae	Probable lipase LipE	0.0043	0.081	0.5
Brugia malayi	hypothetical protein	0.0146	0.4354	0.4354
Mycobacterium ulcerans	beta-lactamase	0.0043	0.081	1
Brugia malayi	nuclear receptor NHR-88	0.0146	0.4354	0.4354
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0043	0.081	0.081
Echinococcus multilocularis	FTZ F1 alpha	0.031	1	1
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.0146	0.4354	0.3856
Plasmodium falciparum	ataxin-2 like protein, putative	0.003	0.0361	0.5
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.031	1	1
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0146	0.4354	0.3856
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.0278	0.8881	1
Mycobacterium ulcerans	lipase LipD	0.0043	0.081	1
Trypanosoma brucei	PAB1-binding protein , putative	0.003	0.0361	0.4457
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0043	0.081	1
Brugia malayi	nuclear hormone receptor	0.031	1	1
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.031	1	1
Schistosoma mansoni	zinc finger protein	0.0146	0.4354	0.3856
Brugia malayi	beta-lactamase family protein	0.0043	0.081	0.081
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.031	1	1
Brugia malayi	steroid hormone receptor	0.031	1	1
Loa Loa (eye worm)	DR-78	0.0146	0.4354	0.4354
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Brugia malayi	hypothetical protein	0.003	0.0361	0.0361
Loa Loa (eye worm)	hypothetical protein	0.0043	0.081	0.081
Loa Loa (eye worm)	hypothetical protein	0.0043	0.081	0.081
Plasmodium falciparum	ataxin-2 like protein, putative	0.003	0.0361	0.5
Schistosoma mansoni	steroid hormone receptor ad4bp	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.031	1	1
Schistosoma mansoni	nuclear hormone receptor superfamily protein-related	0.0146	0.4354	0.3856
Schistosoma mansoni	nuclear receptor	0.0146	0.4354	0.3856
Brugia malayi	beta-lactamase family protein	0.0043	0.081	0.081
Schistosoma mansoni	nuclear hormone receptor	0.0146	0.4354	0.3856
Brugia malayi	photoreceptor-specific nuclear receptor	0.031	1	1
Brugia malayi	nuclear receptor subfamily 1, group D, member 1, putative	0.0146	0.4354	0.4354
Loa Loa (eye worm)	hypothetical protein	0.0164	0.4959	0.4959
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.031	1	1
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0164	0.4959	0.4514
Brugia malayi	hypothetical protein	0.0164	0.4959	0.4959
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.031	1	1
Brugia malayi	nuclear hormone receptor	0.0146	0.4354	0.4354
Loa Loa (eye worm)	beta-lactamase	0.0043	0.081	0.081
Onchocerca volvulus		0.031	1	1
Echinococcus granulosus	FTZ F1 alpha	0.031	1	1
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Echinococcus multilocularis	thyroid hormone receptor alpha	0.031	1	1
Toxoplasma gondii	ABC1 family protein	0.0043	0.081	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0043	0.081	0.5
Loa Loa (eye worm)	hypothetical protein	0.0043	0.081	0.081
Onchocerca volvulus	Nuclear receptor subfamily 6 group A member 1 homolog	0.0146	0.4354	0.3856
Loa Loa (eye worm)	nuclear hormone receptor	0.0146	0.4354	0.4354
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0146	0.4354	0.3856
Echinococcus multilocularis	nuclear receptor subfamily 1 group D	0.0164	0.4959	0.4514
Loa Loa (eye worm)	hypothetical protein	0.0164	0.4959	0.4959
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.031	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Leishmania major	hypothetical protein, conserved	0.0043	0.081	1
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.031	1	1
Brugia malayi	hypothetical protein	0.0164	0.4959	0.4959
Brugia malayi	nuclear hormone receptor family member odr-7	0.0146	0.4354	0.4354
Trichomonas vaginalis	penicillin-binding protein, putative	0.0043	0.081	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.031	1	1
Echinococcus multilocularis	ecdysone induced protein 78C	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0043	0.081	0.081
Schistosoma mansoni	retinoic acid receptor RXR	0.031	1	1
Schistosoma mansoni	thyroid hormone receptor	0.031	1	1
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.031	1	1
Brugia malayi	beta-lactamase	0.0043	0.081	0.081
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.031	1	1
Plasmodium vivax	hypothetical protein, conserved	0.0043	0.081	1
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Brugia malayi	nuclear receptor RXR	0.0164	0.4959	0.4959
Onchocerca volvulus		0.0146	0.4354	0.3856
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.031	1	1
Loa Loa (eye worm)	nuclear receptor NHR-67	0.0146	0.4354	0.4354
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Brugia malayi	Nuclear hormone receptor E75	0.0146	0.4354	0.4354
Brugia malayi	Nuclear hormone receptor-like 1	0.0164	0.4959	0.4959
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.031	1	1
Mycobacterium ulcerans	esterase/lipase LipP	0.0043	0.081	1
Echinococcus multilocularis	retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha	0.0146	0.4354	0.3856
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Trichomonas vaginalis	D-aminoacylase, putative	0.0043	0.081	0.5
Brugia malayi	hypothetical protein	0.0146	0.4354	0.4354
Loa Loa (eye worm)	cytochrome P450 family protein	0.0051	0.1059	0.1059
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Loa Loa (eye worm)	hypothetical protein	0.0164	0.4959	0.4959
Schistosoma mansoni	nuclear receptor	0.0146	0.4354	0.3856
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0043	0.081	0.081
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Brugia malayi	Cytochrome P450 family protein	0.0051	0.1059	0.1059
Trypanosoma cruzi	PAB1-binding protein , putative	0.003	0.0361	0.4457
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.031	1	1
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.031	1	1
Onchocerca volvulus	Nuclear receptor subfamily 6 group A member 1 homolog	0.0146	0.4354	0.3856
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.031	1	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0043	0.081	1
Brugia malayi	nuclear hormone receptor family member nhr-6	0.0146	0.4354	0.4354
Trichomonas vaginalis	penicillin-binding protein, putative	0.0043	0.081	0.5
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.031	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.031	1	1
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Onchocerca volvulus		0.0146	0.4354	0.3856
Brugia malayi	Nuclear hormone receptor-like 1	0.031	1	1
Loa Loa (eye worm)	steroid hormone receptor	0.031	1	1
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0164	0.4959	0.4514
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0164	0.4959	0.4959
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.0146	0.4354	0.3856
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.031	1	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.003	0.0361	0.0361
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Echinococcus granulosus	nuclear receptor subfamily 1 group D	0.0164	0.4959	0.4514
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.031	1	1
Onchocerca volvulus	Protein ultraspiracle homolog	0.031	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Schistosoma mansoni	coup transcription factor	0.031	1	1
Mycobacterium ulcerans	hypothetical protein	0.0043	0.081	1
Brugia malayi	Nuclear hormone receptor-like 1	0.0164	0.4959	0.4959
Brugia malayi	tailless protein	0.0146	0.4354	0.4354
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Echinococcus granulosus	Nuclear hormone receptor HR96	0.0146	0.4354	0.3856
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.031	1	1
Onchocerca volvulus	Bile acid receptor homolog	0.031	1	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0043	0.081	1
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.031	1	1
Trichomonas vaginalis	esterase, putative	0.0043	0.081	0.5
Loa Loa (eye worm)	nuclear receptor nhr-7B	0.0146	0.4354	0.4354
Loa Loa (eye worm)	hypothetical protein	0.0164	0.4959	0.4959
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0043	0.081	0.081
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Trypanosoma cruzi	PAB1-binding protein , putative	0.003	0.0361	0.4457
Schistosoma mansoni	nuclear hormone receptor	0.031	1	1
Loa Loa (eye worm)	hypothetical protein	0.0146	0.4354	0.4354
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.031	1	1
Mycobacterium leprae	conserved hypothetical protein	0.0043	0.081	0.5
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.031	1	1
Echinococcus granulosus	thyroid hormone receptor alpha	0.0146	0.4354	0.3856
Trypanosoma brucei	hypothetical protein, conserved	0.0043	0.081	1
Echinococcus multilocularis	Nuclear hormone receptor HR96	0.0146	0.4354	0.3856
Loa Loa (eye worm)	hypothetical protein	0.031	1	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0043	0.081	0.5
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.031	1	1
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.031	1	1
Echinococcus granulosus	ecdysone induced protein 78C	0.031	1	1
Schistosoma mansoni	thyroid hormone receptor	0.031	1	1
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.031	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Potency (functional)	= 3.5481 um	PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))]	ChEMBL.	No reference
Potency (functional)	6.3096 uM	PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory)	ChEMBL.	No reference
Potency (binding)	= 8.9125 um	PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)]	ChEMBL.	No reference
Potency (functional)	= 31.6228 um	PUBCHEM_BIOASSAY: qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent). (Class of assay: confirmatory) [Related pubchem assays: 2158 (Confirmation qHTS Assay for Inhibitors of Cruzain), 2249 (Probe Development Summary of Promiscuous Inhibitors (Artifacts) of Cruzain), 2161 (qHTS Assay for Inhibitors of Papain: Counterscreen for Cruzain Assay), 1478 (qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (with detergent))]	ChEMBL.	No reference
Potency (functional)	= 31.6228 um	PUBCHEM_BIOASSAY: qHTS Screen for Compounds that Selectively Target Cancer Cells with p53 Mutations: Cytotoxicity of p53ts Cells at the Nonpermissive Temperature. (Class of assay: confirmatory)	ChEMBL.	No reference
Potency (functional)	44.6684 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)	100 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

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: CHEMBL1378556

Bibliographic References

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 1268040