TDR Targets

Basic information

Technical information

TDR Targets ID: 75602
Name: 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinolin e-3,14(4H,12H)- dione, 4-ethyl-4-hydroxy-8-(h ydroxymethyl)-, (+-)-
MW: 378.378 | Formula: C21H18N2O5
H donors: 2 H acceptors: 5 LogP: 0.1 Rotable bonds: 2
Rule of 5 violations (Lipinski): 1
SMILES: CCC1(O)C(=O)OCc2c1cc1c3nc4cc(CO)ccc4cc3Cn1c2=O
InChi: 1S/C21H18N2O5/c1-2-21(27)15-7-17-18-13(6-12-4-3-11(9-24)5-16(12)22-18)8-23(17)19(25)14(15)10-28-20(21)26/h3-7,24,27H,2,8-10H2,1H3
InChiKey: OMGTYUHDWOFQOZ-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

11-Hydroxymethyl-20(RS)-camptothecin
4-Ethyl-4-hydroxy-8-(hydroxymethyl)-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
AIDS-130593
AIDS130593
NSC606173
{1H-Pyrano[3',4':6,} {7]indolizino[1,2-b]quinoline-3,14(4H,12H)-} dione, 4-ethyl-4-hydroxy-8-(hydroxymethyl)-, (+-)-
NCI60_004655

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	guanine nucleotide binding protein Gs subunit	0.0045	0.1521	0.1305
Echinococcus multilocularis	nephrin	0.0078	0.5863	0.5758
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0045	0.1521	0.1521
Loa Loa (eye worm)	pregnancy-associated plasma protein-E	0.0041	0.0941	0.0941
Onchocerca volvulus		0.0041	0.0941	0.5
Brugia malayi	hypothetical protein	0.0041	0.0941	0.0941
Trichomonas vaginalis	CMGC family protein kinase	0.0102	0.8923	0.5
Echinococcus granulosus	suppression of tumorigenicity 18 protein	0.011	1	1
Onchocerca volvulus		0.0041	0.0941	0.5
Onchocerca volvulus		0.0041	0.0941	0.5
Schistosoma mansoni	c4b-binding protein beta chain	0.0041	0.0941	0.1055
Trypanosoma brucei	protein kinase, putative	0.0102	0.8923	0.5
Loa Loa (eye worm)	hypothetical protein	0.0054	0.2705	0.2705
Echinococcus granulosus	mitogen activated protein kinase	0.0102	0.8923	0.8896
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0102	0.8923	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0045	0.1521	0.1704
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0045	0.1521	0.1704
Plasmodium vivax	apical sushi protein, putative	0.0041	0.0941	0.5
Echinococcus granulosus	C type lectin domian containing protein	0.0041	0.0941	0.0711
Brugia malayi	hypothetical protein	0.0041	0.0941	0.0941
Schistosoma mansoni	myelin transcription factor 1 myt1	0.0053	0.2495	0.2796
Brugia malayi	Immunoglobulin I-set domain containing protein	0.01	0.8738	0.8738
Brugia malayi	GCC2 and GCC3 family protein	0.0054	0.2705	0.2705
Schistosoma mansoni	hypothetical protein	0.0078	0.5863	0.657
Giardia lamblia	Kinase, CMGC MAPK	0.0102	0.8923	0.5
Echinococcus multilocularis	irregular chiasm roughest protein immunoglobulin set domain containing protein	0.0078	0.5863	0.5758
Trypanosoma cruzi	mitogen activated protein kinase 4, putative	0.0102	0.8923	0.5
Loa Loa (eye worm)	CMGC/MAPK/ERK1 protein kinase	0.0102	0.8923	0.8923
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0941	0.0941
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.01	0.8738	0.8738
Echinococcus multilocularis	mitogen activated protein kinase	0.0102	0.8923	0.8896
Leishmania major	mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440	0.0102	0.8923	0.5
Brugia malayi	hypothetical protein	0.0041	0.0941	0.0941
Brugia malayi	hypothetical protein	0.0041	0.0941	0.0941
Echinococcus granulosus	Immunoglobulin	0.0078	0.5863	0.5758
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0941	0.0941
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0941	0.0941
Loa Loa (eye worm)	hypothetical protein	0.0049	0.2056	0.2056
Schistosoma mansoni	hypothetical protein	0.0036	0.0248	0.0277
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0102	0.8923	0.5
Entamoeba histolytica	hypothetical protein	0.0036	0.0248	0.5
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0045	0.1521	0.1305
Loa Loa (eye worm)	hypothetical protein	0.011	1	1
Echinococcus granulosus	mitogen activated protein kinase 3	0.0102	0.8923	0.8896
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0941	0.0941
Toxoplasma gondii	CMGC kinase, MAPK family (ERK) MAPK-1	0.0102	0.8923	1
Echinococcus granulosus	c4b binding protein beta chain	0.0041	0.0941	0.0711
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0049	0.2056	0.2056
Onchocerca volvulus		0.0041	0.0941	0.5
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0045	0.1521	0.1305
Loa Loa (eye worm)	hypothetical protein	0.0048	0.1885	0.1885
Trypanosoma brucei	mitogen activated protein kinase 4, putative	0.0102	0.8923	0.5
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0045	0.1521	0.1305
Brugia malayi	hypothetical protein	0.01	0.8738	0.8738
Schistosoma mansoni	serine/threonine protein kinase	0.0102	0.8923	1
Onchocerca volvulus		0.0041	0.0941	0.5
Trypanosoma cruzi	mitogen activated protein kinase 2, putative	0.0102	0.8923	0.5
Trichomonas vaginalis	CMGC family protein kinase	0.0102	0.8923	0.5
Brugia malayi	Immunoglobulin I-set domain containing protein	0.01	0.8738	0.8738
Echinococcus multilocularis	suppression of tumorigenicity 18 protein	0.011	1	1
Brugia malayi	Sushi domain	0.0041	0.0941	0.0941
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0045	0.1521	0.1521
Leishmania major	mitogen activated protein kinase, putative,map kinase, putative	0.0102	0.8923	0.5
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0045	0.1521	0.1704
Echinococcus multilocularis	Immunoglobulin	0.0078	0.5863	0.5758
Schistosoma mansoni	hypothetical protein	0.0057	0.2995	0.3356
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0049	0.2056	0.2056
Echinococcus multilocularis	c4b binding protein beta chain	0.0041	0.0941	0.0711
Entamoeba histolytica	hypothetical protein	0.0036	0.0248	0.5
Schistosoma mansoni	hypothetical protein	0.0078	0.5863	0.657
Brugia malayi	hypothetical protein	0.0041	0.0941	0.0941
Plasmodium falciparum	apical sushi protein	0.0041	0.0941	0.5
Echinococcus multilocularis	conserved hypothetical protein	0.0078	0.5863	0.5758
Echinococcus granulosus	nephrin	0.0078	0.5863	0.5758
Brugia malayi	MAP kinase sur-1	0.0102	0.8923	0.8923
Schistosoma mansoni	transcription factor LCR-F1	0.0036	0.0248	0.0277
Brugia malayi	pregnancy-associated plasma protein-A	0.0041	0.0941	0.0941
Onchocerca volvulus		0.0041	0.0941	0.5
Onchocerca volvulus		0.0041	0.0941	0.5
Onchocerca volvulus		0.0041	0.0941	0.5
Trichomonas vaginalis	CMGC family protein kinase	0.0102	0.8923	0.5
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0941	0.0941
Echinococcus granulosus	irregular chiasm roughest protein	0.0078	0.5863	0.5758
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0049	0.2056	0.2056
Echinococcus multilocularis	mitogen activated protein kinase 3	0.0102	0.8923	0.8896
Echinococcus multilocularis	histone acetyltransferase MYST2	0.0053	0.2495	0.2304
Trichomonas vaginalis	CMGC family protein kinase	0.0102	0.8923	0.5
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0941	0.0941
Echinococcus granulosus	nephrin	0.0078	0.5863	0.5758
Brugia malayi	hypothetical protein	0.0041	0.0941	0.0941
Loa Loa (eye worm)	hypothetical protein	0.0041	0.0941	0.0941
Entamoeba histolytica	hypothetical protein	0.0036	0.0248	0.5
Brugia malayi	hypothetical protein	0.0041	0.0941	0.0941
Onchocerca volvulus		0.0041	0.0941	0.5
Onchocerca volvulus		0.0041	0.0941	0.5
Echinococcus granulosus	histone acetyltransferase MYST2	0.0053	0.2495	0.2304
Entamoeba histolytica	hypothetical protein	0.0036	0.0248	0.5
Brugia malayi	hypothetical protein	0.0036	0.0248	0.0248
Echinococcus multilocularis	C type lectin domian containing protein	0.0041	0.0941	0.0711
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.01	0.8738	0.8738
Loa Loa (eye worm)	MBCTL1	0.0053	0.2495	0.2495

Activities

Activity type	Activity value	Assay description	Source	Reference
Active dose range (functional)	0 mg kg-1	Active dose range of the compound for antileukemic activity against L1210 mouse leukemia cells was reported ; ND means no data	ChEMBL.	3656353
ED50 (functional)	= 0.3 ug ml-1	In vitro cytotoxic activity against KB cell culture.	ChEMBL.	3656353
GI50 (functional)	-5.849	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SF-539 Central Nervous System cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-5.814	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SN12C Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-5.683	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-5.59	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-5.544	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-5.511	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the SK-MEL-5 Melanoma cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-5.419	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the UO-31 Renal cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-5.344	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Melanoma cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
GI50 (functional)	-4.788	PUBCHEM_BIOASSAY: NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line. (Class of assay: confirmatory)	ChEMBL.	No reference
No. of cures (functional)		In vivo antileukemic activity against L-1210 mouse leukemia cells given as number of animals cured out of 6 ; ND means no data	ChEMBL.	3656353
No. of cures (functional)	0	In vivo antileukemic activity against L-1210 mouse leukemia cells given as number of animals cured out of 6 ; ND means no data	ChEMBL.	3656353
T/C (functional)	%	In vivo antileukemic activity against L-1210 mouse leukemia cells expressed as % T/C (median survival time of treated/control animals) x 100 ; IA means inactive	ChEMBL.	3656353
T/C (functional)	%	In vivo antileukemic activity against L-1210 mouse leukemia cells expressed as KE (log10 of initial tumor cell population minus log10 of tumor cell population at end of treatment); ND means no data	ChEMBL.	3656353
T/C (functional)	0 %	In vivo antileukemic activity against L-1210 mouse leukemia cells expressed as % T/C (median survival time of treated/control animals) x 100 ; IA means inactive	ChEMBL.	3656353
T/C (functional)	0 %	In vivo antileukemic activity against L-1210 mouse leukemia cells expressed as KE (log10 of initial tumor cell population minus log10 of tumor cell population at end of treatment); ND means no data	ChEMBL.	3656353
Toxic dose (ADMET)	0 mg kg-1	Toxic dose of the compound against L1210 mouse leukemia cells was determined; ND means no data	ChEMBL.	3656353

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: CHEMBL300947
PubChem: 354395

Bibliographic References

1 literature reference was collected for this gene.

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Detailed information for compound 75602