TDR Targets

Basic information

Technical information

TDR Targets ID: 36681
Name: 7-[(3S,4S)-3-amino-4-methylpyrrolidin-1-yl]-1 -tert-butyl-6-fluoro-4-oxo-1,8-naphthyridine- 3-carboxylic acid; methanesulfonic acid
MW: 458.504 | Formula: C19H27FN4O6S
H donors: 3 H acceptors: 7 LogP: -0.69 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: CS(=O)(=O)O.N[C@@H]1CN(C[C@@H]1C)c1nc2c(cc1F)c(=O)c(cn2C(C)(C)C)C(=O)O
InChi: 1S/C18H23FN4O3.CH4O3S/c1-9-6-22(8-13(9)20)16-12(19)5-10-14(24)11(17(25)26)7-23(15(10)21-16)18(2,3)4;1-5(2,3)4/h5,7,9,13H,6,8,20H2,1-4H3,(H,25,26);1H3,(H,2,3,4)/t9-,13+;/m0./s1
InChiKey: CBTZIZOGRLKVTG-BTJVGWIPSA-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

7-[(3S,4S)-3-amino-4-methyl-pyrrolidin-1-yl]-1-tert-butyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid; methanesulfonic acid
7-[(3S,4S)-3-amino-4-methyl-1-pyrrolidinyl]-1-tert-butyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid; methanesulfonic acid
7-[(3S,4S)-3-azanyl-4-methyl-pyrrolidin-1-yl]-1-tert-butyl-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid; methanesulfonic acid
7-[(3S,4S)-3-amino-4-methyl-pyrrolidino]-1-tert-butyl-6-fluoro-4-keto-1,8-naphthyridine-3-carboxylic acid; mesylic acid
7-[(3S,4S)-3-amino-4-methyl-pyrrolidin-1-yl]-1-tert-butyl-6-fluoro-4-keto-1,8-naphthyridine-3-carboxylic acid; methanesulfonic acid
144176-57-8
1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-4-methyl-1-pyrrolidinyl)-1-(1,1-dimethylethyl)-6-fluoro-4-oxo-, (3S-cis)-, monomethanesulfonate

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
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0137	0.028	0.5
Leishmania major	potassium channel subunit-like protein	0.0137	0.028	1
Brugia malayi	diacylglycerol acyltransferase	0.0147	0.0314	0.0339
Giardia lamblia	Hypothetical protein	0.0137	0.028	1
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Echinococcus granulosus	potassium channel subfamily K 8	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	large conductance calcium-activated potassium channel alpha subunit ai	0.0137	0.028	0.0267
Trypanosoma brucei	calcium-activated potassium channel, putative	0.0137	0.028	1
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Trypanosoma cruzi	ion transport protein, putative	0.0137	0.028	1
Loa Loa (eye worm)	hypothetical protein	0.015	0.0323	0.031
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Echinococcus multilocularis	small conductance calcium activated potassium	0.315	1	1
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Schistosoma mansoni	biogenic amine (5HT) receptor	0.0277	0.0733	0.0733
Loa Loa (eye worm)	hypothetical protein	0.0277	0.0733	0.0721
Toxoplasma gondii	acyl-CoA:diacylglycerol acyltransferase 1-related enzyme	0.0147	0.0314	1
Echinococcus multilocularis	potassium channel subfamily K 8	0.0137	0.028	0.0267
Echinococcus multilocularis	potassium channel subfamily K	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.035	0.0967	0.0955
Loa Loa (eye worm)	hypothetical protein	0.0277	0.0733	0.0721
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	uncoordinated protein 58	0.0137	0.028	0.0267
Echinococcus multilocularis	Two pore potassium channel protein sup 9	0.0137	0.028	0.0267
Entamoeba histolytica	calcium-gated potassium channel protein, putative	0.0137	0.028	0.5
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Echinococcus multilocularis	TWiK family of potassium channels protein 7	0.0137	0.028	0.0267
Echinococcus multilocularis	twik family of potassium channels	0.0137	0.028	0.0267
Echinococcus granulosus	voltage dependent calcium channel subunit	0.2227	0.7023	0.7019
Echinococcus granulosus	Two pore potassium channel protein sup 9	0.0137	0.028	0.0267
Echinococcus granulosus	TWiK family of potassium channels protein 7	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Schistosoma mansoni	calcium-activated potassium channel	0.0137	0.028	0.028
Echinococcus multilocularis	serotonin receptor	0.0277	0.0733	0.0721
Loa Loa (eye worm)	TWK-28 protein	0.0137	0.028	0.0267
Trypanosoma cruzi	ion transport protein, putative	0.0137	0.028	1
Echinococcus multilocularis	voltage dependent calcium channel subunit	0.1013	0.3106	0.3097
Mycobacterium ulcerans	D-amino acid oxidase Aao	0.015	0.0323	1
Loa Loa (eye worm)	hypothetical protein	0.0122	0.0234	0.0221
Loa Loa (eye worm)	hypothetical protein	0.0448	0.1286	0.1274
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Onchocerca volvulus	Telomerase reverse transcriptase homolog	0.0308	0.0833	1
Loa Loa (eye worm)	S-phase kinase-associated protein 1A	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Echinococcus granulosus	calcium activated potassium channel variant	0.0137	0.028	0.0267
Mycobacterium leprae	PROBABLE D-AMINO ACID OXIDASE AAO	0.015	0.0323	0.5
Plasmodium vivax	potassium channel, putative	0.0137	0.028	0.832
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.315	1	1
Plasmodium vivax	diacylglycerol O-acyltransferase, putative	0.0147	0.0314	1
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Echinococcus granulosus	biogenic amine 5HT receptor	0.0277	0.0733	0.0721
Plasmodium vivax	potassium channel, putative	0.0137	0.028	0.832
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Echinococcus granulosus	diacylglycerol O acyltransferase 1	0.0147	0.0314	0.0301
Schistosoma mansoni	calcium-activated potassium channel	0.2664	0.8432	0.8432
Leishmania major	calcium/potassium channel (CAKC), putative	0.0137	0.028	1
Echinococcus multilocularis	twik family of potassium channels	0.0137	0.028	0.0267
Leishmania major	hypothetical protein, conserved	0.0137	0.028	1
Loa Loa (eye worm)	hypothetical protein	0.126	0.3903	0.3895
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Echinococcus granulosus	twik family of potassium channels	0.0137	0.028	0.0267
Schistosoma mansoni	dihydropyridine-sensitive l-type calcium channel	0.049	0.1419	0.1419
Schistosoma mansoni	hypothetical protein	0.315	1	1
Echinococcus multilocularis	potassium channel subfamily K 8	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.1404	0.4368	0.436
Schistosoma mansoni	calcium-activated potassium channel	0.315	1	1
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Schistosoma mansoni	dihydropyridine-sensitive l-type calcium channel	0.0971	0.2973	0.2973
Plasmodium falciparum	potassium channel	0.0137	0.028	0.832
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0137	0.028	0.5
Loa Loa (eye worm)	diacylglycerol acyltransferase	0.0147	0.0314	0.0301
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Trypanosoma brucei	calcium/potassium channel (CAKC), putative	0.0137	0.028	1
Plasmodium falciparum	potassium channel	0.0137	0.028	0.832
Schistosoma mansoni	hypothetical protein	0.0523	0.1527	0.1527
Echinococcus multilocularis	serotonin receptor	0.0277	0.0733	0.0721
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0137	0.028	0.5
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Plasmodium falciparum	diacylglycerol O-acyltransferase	0.0147	0.0314	1
Schistosoma mansoni	hypothetical protein	0.0137	0.028	0.028
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Brugia malayi	Telomerase reverse transcriptase	0.0224	0.0562	0.2806
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Toxoplasma gondii	ion channel protein	0.0137	0.028	0.832
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Echinococcus granulosus	voltage dependent calcium channel subunit	0.1013	0.3106	0.3097
Echinococcus granulosus	potassium channel subfamily K 8	0.0137	0.028	0.0267
Trypanosoma cruzi	calcium/potassium channel (CAKC), putative	0.0137	0.028	1
Schistosoma mansoni	amine GPCR	0.0715	0.2147	0.2147
Echinococcus granulosus	twik family of potassium channels	0.0137	0.028	0.0267
Trypanosoma cruzi	calcium-activated potassium channel, putative	0.0137	0.028	1
Mycobacterium tuberculosis	Probable D-amino acid oxidase Aao	0.0138	0.0283	1
Toxoplasma gondii	ion channel protein	0.0137	0.028	0.832
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0137	0.028	0.5
Trypanosoma cruzi	hypothetical protein, conserved	0.0137	0.028	1
Echinococcus multilocularis	diacylglycerol O acyltransferase 1	0.0147	0.0314	0.0301
Trypanosoma cruzi	calcium-activated potassium channel, putative	0.0137	0.028	1
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Leishmania major	hypothetical protein, conserved	0.0137	0.028	1
Echinococcus multilocularis	voltage dependent calcium channel subunit	0.2227	0.7023	0.7019
Brugia malayi	Cache domain containing protein	0.0448	0.1286	1
Leishmania major	ion transport protein-like protein	0.0137	0.028	1
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Schistosoma mansoni	calcium-activated potassium channel	0.0137	0.028	0.028
Echinococcus multilocularis	calcium activated potassium channel variant	0.0137	0.028	0.0267
Trypanosoma cruzi	hypothetical protein, conserved	0.0137	0.028	1
Schistosoma mansoni	diacylglycerol O-acyltransferase 1	0.0147	0.0314	0.0314
Loa Loa (eye worm)	potassium voltage-gated channel subfamily Q member 5	0.0137	0.028	0.0267
Echinococcus granulosus	potassium channel subfamily K	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Trypanosoma cruzi	calcium/potassium channel (CAKC), putative	0.0137	0.028	1
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Toxoplasma gondii	acyl-CoA:cholesterol acyltransferase alpha ACAT1-alpha	0.0147	0.0314	1
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Trichomonas vaginalis	voltage and ligand gated potassium channel, putative	0.0137	0.028	0.5
Schistosoma mansoni	serine-rich repeat protein	0.0523	0.1527	0.1527
Loa Loa (eye worm)	TWK-7 protein	0.0137	0.028	0.0267
Schistosoma mansoni	d-amino acid oxidase	0.015	0.0323	0.0323
Schistosoma mansoni	twik family of potassium channels-related	0.0137	0.028	0.028
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267
Loa Loa (eye worm)	hypothetical protein	0.0137	0.028	0.0267

Activities

Activity type	Activity value	Assay description	Source	Reference
AUC (ADMET)	= 42 ug ml-1 hr-1	Area under the concentration/time determined against Bacillus subtilis ATCC 6633 after oral administration in dog(25 mg/kg)	ChEMBL.	2329555
Cmax (ADMET)	= 6.5 ug ml-1	Maximum concentration determined against Bacillus subtilis ATCC 6633 after oral administration in dog(25 mg/kg)	ChEMBL.	2329555
LD50 (ADMET)	= 113 mg kg-1	Dose to protect 50% of mice from lethal infection after intravenous administration	ChEMBL.	2329555
LD50 (ADMET)	= 113 mg kg-1	Dose to protect 50% of mice from lethal infection after intravenous administration	ChEMBL.	2329555
LD50 (ADMET)	= 1250 mg kg-1	Dose to protect 50% of mice from lethal infection after peroral administration.	ChEMBL.	2329555
LD50 (ADMET)	= 1250 mg kg-1	Dose to protect 50% of mice from lethal infection after peroral administration.	ChEMBL.	2329555
MIC (functional)	= 0.015 ug ml-1	In vitro minimum inhibitory concentration (MIC) against S. aureus Smith A 9537 at 37 degrees C for 18 hr	ChEMBL.	2329555
MIC (functional)	= 0.03 ug ml-1	In vitro minimum inhibitory concentration (MIC) against Klebsiella pneumoniae A 9664 at 37 degrees C for 18 h.	ChEMBL.	2329555
MIC (functional)	= 0.13 ug ml-1	In vitro minimum inhibitory concentration (MIC) against E. faecalis A 9808 at 37 degrees C for 18 h.	ChEMBL.	2329555
MIC (functional)	= 0.13 ug ml-1	In vitro minimum inhibitory concentration (MIC) against Enterobacter cloacae A 9656 at 37 degrees C for 18 h.	ChEMBL.	2329555
MIC (functional)	= 0.25 ug ml-1	In vitro minimum inhibitory concentration (MIC) against Escherichia coli A 15119 at 37 degrees C for 18 h.	ChEMBL.	2329555
MIC (functional)	= 0.25 ug ml-1	In vitro minimum inhibitory concentration (MIC) against Serratia marcescens A 20019 at 37 degrees C for 18 hr	ChEMBL.	2329555
MIC (functional)	= 0.25 ug ml-1	In vitro minimum inhibitory concentration (MIC) against Escherichia coli A 15119 at 37 degrees C for 18 h.	ChEMBL.	2329555
MIC (functional)	= 0.5 ug ml-1	In vitro minimum inhibitory concentration (MIC) against Morganella morganii A 15153 at 37 degrees C for 18 h.	ChEMBL.	2329555
MIC (functional)	= 0.5 ug ml-1	In vitro minimum inhibitory concentration (MIC) against P. aeruginosa A 9843 at 37 degree C for 18 h	ChEMBL.	2329555
MIC (functional)	= 1 ug ml-1	In vitro minimum inhibitory concentration (MIC) against E. faecium A 24885 at 37 degrees C for 18 h.	ChEMBL.	2329555
PD50 (functional)	= 1.6 mg kg-1	Efficacy on systematic infections against S. aureus A 9537 after oral administration in mice	ChEMBL.	2329555
PD50 (functional)	= 2.4 mg kg-1	Efficacy on systematic infections against Escherichia coli A 15119 after oral administration in mice	ChEMBL.	2329555
PD50 (functional)	= 2.4 mg kg-1	Efficacy on systematic infections against Escherichia coli A 15119 after oral administration in mice	ChEMBL.	2329555
PD50 (functional)	= 4.1 mg kg-1	Efficacy on systematic infections against Klebsiella pneumoniae A 9664 after oral administration in mice	ChEMBL.	2329555
PD50 (functional)	= 9 mg kg-1	Efficacy on systematic infections against P. aeruginosa A 9843 after oral administration in mice	ChEMBL.	2329555
S	= 0.02 mg ml-1	Tested for aqueous solubility	ChEMBL.	2329555
T1/2 (ADMET)	= 4 hr	Half-life time determined against Bacillus subtilis ATCC 6633 after oral administration in dog(25 mg/kg)	ChEMBL.	2329555
UR (ADMET)	= 3 %	Percent of dose administrated, for urinary recovery determined against Bacillus subtilis ATCC 6633 after oral administration in dog(25 mg/kg)	ChEMBL.	2329555

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: CHEMBL282588
PubChem: 3072819

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 36681