TDR Targets

Basic information

Technical information

TDR Targets ID: 214353
Name: NCI60_037977
MW: 452.457 | Formula: C24H24N2O7
H donors: 2 H acceptors: 3 LogP: 1.38 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: OCCNCCCn1c2c3cc4OCOc4cc3C(=O)c2c2c(c1=O)cc(c(c2)OC)OC
InChi: 1S/C24H24N2O7/c1-30-17-8-13-16(11-18(17)31-2)24(29)26(6-3-4-25-5-7-27)22-14-9-19-20(33-12-32-19)10-15(14)23(28)21(13)22/h8-11,25,27H,3-7,12H2,1-2H3
InChiKey: QCSDJDQOJBQTDV-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

No synonyms found for this compound

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 multilocularis	cadherin EGF LAG seven pass G type receptor	0.0019	0.0283	0.0283
Schistosoma mansoni	hypothetical protein	0.0019	0.0283	0.0283
Brugia malayi	hypothetical protein	0.0031	0.0879	0.2768
Plasmodium falciparum	ataxin-2 like protein, putative	0.0031	0.0879	1
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0019	0.0283	0.0283
Echinococcus multilocularis	isocitrate dehydrogenase	0.0019	0.0284	0.0284
Loa Loa (eye worm)	hypothetical protein	0.006	0.2437	1
Brugia malayi	hypothetical protein	0.002	0.0314	0.0147
Loa Loa (eye worm)	hypothetical protein	0.0041	0.144	0.5371
Trypanosoma brucei	beta lactamase	0.0077	0.3313	1
Plasmodium vivax	ataxin-2 like protein, putative	0.0031	0.0879	1
Trypanosoma brucei	PAB1-binding protein , putative	0.0031	0.0879	0.1964
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0019	0.0284	0.0284
Loa Loa (eye worm)	isocitrate dehydrogenase	0.0019	0.0284	0.0008
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.006	0.2437	1
Echinococcus multilocularis	GPCR, family 2	0.0019	0.0283	0.0283
Mycobacterium tuberculosis	Class a beta-lactamase BlaC	0.0161	0.7677	1
Mycobacterium leprae	PROBABLE CONSERVED LIPOPROTEIN LPQF	0.0077	0.3313	0.5
Schistosoma mansoni	hypothetical protein	0.0206	1	1
Mycobacterium tuberculosis	Probable conserved lipoprotein LpqF	0.0077	0.3313	0.4097
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0019	0.0284	0.0284
Schistosoma mansoni	hypothetical protein	0.0019	0.0283	0.0283
Trypanosoma cruzi	PAB1-binding protein , putative	0.0031	0.0879	1
Brugia malayi	latrophilin 2 splice variant baaae	0.0041	0.144	0.5371
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.006	0.2437	1
Schistosoma mansoni	hypothetical protein	0.0041	0.144	0.144
Leishmania major	hypothetical protein, conserved	0.0031	0.0879	1
Brugia malayi	Isocitrate dehydrogenase	0.0019	0.0284	0.0008
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0019	0.0283	0.0283
Plasmodium falciparum	ataxin-2 like protein, putative	0.0031	0.0879	1
Brugia malayi	Calcitonin receptor-like protein seb-1	0.006	0.2437	1
Echinococcus granulosus	GPCR family 2	0.0019	0.0283	0.0283
Mycobacterium ulcerans	class a beta-lactamase, BlaC	0.0161	0.7677	1
Brugia malayi	isocitrate dehydrogenase	0.0019	0.0284	0.0008
Trypanosoma cruzi	PAB1-binding protein , putative	0.0031	0.0879	1
Schistosoma mansoni	NADP-specific isocitrate dehydrogenase	0.0019	0.0284	0.0284
Echinococcus multilocularis	isocitrate dehydrogenase 2 (NADP+)	0.0019	0.0284	0.0284
Echinococcus granulosus	NADP dependent isocitrate dehydrogenase	0.0019	0.0284	0.0284
Loa Loa (eye worm)	hypothetical protein	0.0031	0.0879	0.2768
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0019	0.0283	0.0283
Toxoplasma gondii	LsmAD domain-containing protein	0.0031	0.0879	1
Schistosoma mansoni	hypothetical protein	0.0019	0.0283	0.0283
Schistosoma mansoni	hypothetical protein	0.0206	1	1
Echinococcus multilocularis	geminin	0.0206	1	1
Schistosoma mansoni	hypothetical protein	0.0019	0.0283	0.0283
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.0019	0.0284	0.0284

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (binding)		Poisoning activity at topoisomerase 1 (unknown origin) using 3'-[32P]dGTP labelled 117bp oligonucleotide assessed as induction of DNA cleavage at 1 uM incubated for 20 mins by SDS-PAGE analysis	ChEMBL.	26890118
Activity (binding)		Inhibition of human recombinant Top1-mediated DNA cleavage at 1 uM after 20 mins relative to camptothecin	ChEMBL.	20630766
Activity (binding)	= 0	Inhibitory activity of compound against human recombinant DNA topoisomerase I mediated DNA cleavage; Greater activity	ChEMBL.	11020283
Activity (binding)	= 100 %	Activity at recombinant Top1 (unknown origin) using 3'-[32P]-labeled double-stranded DNA (117 bp) as substrate assessed as suppression of DNA cleavage at 0.1 to 100 uM incubated for 20 mins by electrophoretic assay relative to 1 uM camptothecin	ChEMBL.	26906474
GI50 (functional)	= 0.01 uM	Antiproliferative activity was determined for 50% growth inhibition against human lung HOP-62 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.01 uM	Antiproliferative activity was determined for 50% growth inhibition against human renal SN12C cell line	ChEMBL.	11020283
GI50 (functional)	= 0.01 uM	Antiproliferative activity was determined for 50% growth inhibition against human lung HOP-62 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.01 uM	Antiproliferative activity was determined for 50% growth inhibition against human renal SN12C cell line	ChEMBL.	11020283
GI50 (functional)	> 0.01 uM	Antiproliferative activity against human SN12C cells	ChEMBL.	18630891
GI50 (functional)	> 0.01 uM	Antiproliferative activity against human DU145 cells	ChEMBL.	18630891
GI50 (functional)	< 0.01 uM	Cytotoxicity against human SN12C cells	ChEMBL.	19783447
GI50 (functional)	< 0.01 uM	Cytotoxicity against human DU145 cells	ChEMBL.	19783447
GI50 (functional)	< 0.01 uM	Cytotoxicity against human SN12C cells	ChEMBL.	20630766
GI50 (functional)	< 0.01 uM	Cytotoxicity against human DU145 cells	ChEMBL.	20630766
GI50 (functional)	< 0.01 uM	Cytotoxicity against human MCF7 cells	ChEMBL.	20630766
GI50 (functional)	< 0.01 uM	Antiproliferative activity against human SN12C cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	< 0.01 uM	Antiproliferative activity against human DU145 cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	< 0.01 uM	Antiproliferative activity against human MCF7 cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	= 0.01 uM	Cytotoxicity against human SN12C cells by MTT assay	ChEMBL.	26906474
GI50 (functional)	= 0.02 uM	Antiproliferative activity was determined for 50% growth inhibition against human Prostate DU-145 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.02 uM	Antiproliferative activity was determined for 50% growth inhibition against human Prostate DU-145 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.02 uM	Antiproliferative activity against human HOP62 cells	ChEMBL.	18630891
GI50 (functional)	= 0.02 uM	Cytotoxicity against human HOP62 cells	ChEMBL.	19783447
GI50 (functional)	= 0.02 uM	Cytotoxicity against human HOP62 cells	ChEMBL.	20630766
GI50 (functional)	= 0.02 uM	Antiproliferative activity against human HOP62 cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	= 0.02 uM	Growth inhibition of human HOP62 cells after 48 hrs by SRB assay	ChEMBL.	24800942
GI50 (functional)	= 0.03 uM	Antiproliferative activity was determined for 50% growth inhibition against human melanoma UACC-62 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.03 uM	Antiproliferative activity was determined for 50% growth inhibition against human melanoma UACC-62 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.03 uM	Antiproliferative activity against human UACC62 cells	ChEMBL.	18630891
GI50 (functional)	= 0.03 uM	Cytotoxicity against human UACC62 cells	ChEMBL.	19783447
GI50 (functional)	= 0.03 uM	Cytotoxicity against human UACC62 cells	ChEMBL.	20630766
GI50 (functional)	= 0.03 uM	Antiproliferative activity against human UACC62 cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	= 0.04 uM	Antiproliferative activity against human SF539 cells	ChEMBL.	18630891
GI50 (functional)	= 0.04 uM	Cytotoxicity against human SF539 cells	ChEMBL.	19783447
GI50 (functional)	= 0.04 uM	Cytotoxicity against human SF539 cells	ChEMBL.	20630766
GI50 (functional)	= 0.04 uM	Antiproliferative activity against human SF539 cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	= 0.09 uM	Antiproliferative activity was determined for 50% growth inhibition against human CNS SF-539 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.09 uM	Antiproliferative activity was determined for 50% growth inhibition against human CNS SF-539 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.1 uM	Antiproliferative activity against human HCT116 cells	ChEMBL.	18630891
GI50 (functional)	= 0.1 uM	Cytotoxicity against human HCT116 cells	ChEMBL.	19783447
GI50 (functional)	= 0.1 uM	Cytotoxicity against human HCT116 cells	ChEMBL.	20630766
GI50 (functional)	= 0.1 uM	Antiproliferative activity against human HCT116 cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	= 0.15 uM	Antiproliferative activity was determined for 50% growth inhibition against human colon HCT-116 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.15 uM	Antiproliferative activity was determined for 50% growth inhibition against human colon HCT-116 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.5 uM	Antiproliferative activity against human OVCAR-3 cells	ChEMBL.	18630891
GI50 (functional)	= 0.5 uM	Cytotoxicity against human OVCAR-3 cells	ChEMBL.	19783447
GI50 (functional)	= 0.5 uM	Cytotoxicity against human OVCAR-3 cells	ChEMBL.	20630766
GI50 (functional)	= 0.5 uM	Antiproliferative activity against human OVCAR3 cells by SRB assay	ChEMBL.	21710981
GI50 (functional)	= 0.68 uM	Antiproliferative activity was determined for 50% growth inhibition against human breast MDA-MB-435 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.68 uM	Antiproliferative activity was determined for 50% growth inhibition against human breast MDA-MB-435 cell line	ChEMBL.	11020283
GI50 (functional)	= 0.79 uM	Antiproliferative activity against human MDA-MB-435 cells	ChEMBL.	18630891
GI50 (functional)	= 0.79 uM	Cytotoxicity against human MDA-MB-435 cells	ChEMBL.	19783447
GI50 (functional)	= 1.5 uM	Antiproliferative activity was determined for 50% growth inhibition against human ovarian OVCAR-3 cell line	ChEMBL.	11020283
GI50 (functional)	= 1.5 uM	Antiproliferative activity was determined for 50% growth inhibition against human ovarian OVCAR-3 cell line	ChEMBL.	11020283
Inhibition (binding)		Inhibition of human DNA topoisomerase 1 assessed as induction of enzyme-dependent DNA cleavage relative to 1 uM camptothecin	ChEMBL.	19783447
Inhibition (binding)		Inhibition of recombinant DNA topoisomerase 1 (unknown origin) assessed as inhibition of topoisomerase 1-mediated DNA cleavage at 1 uM after 20 mins by SDS-PAGE analysis	ChEMBL.	23987476
Inhibition (binding)	> 95 %	Inhibition of recombinant human TOP1 mediated DNA cleavage after 20 mins by gel electrophoresis relative to camptothecin	ChEMBL.	21710981
MGM (functional)	= 0.21	Mean graph midpoint for growth inhibition of all human cancer cell lines	ChEMBL.	11020283

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: CHEMBL126159
PubChem: 397888

Bibliographic References

7 literature references were collected for this gene.

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Detailed information for compound 214353