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BDBM21691 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid::Nalidixic Acid::Nalidixin::NegGram::Nevigramon::US9138393, Nalidixic acid::US9144538, Nalidixic acid

SMILES: CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12

InChI Key: InChIKey=MHWLWQUZZRMNGJ-UHFFFAOYSA-N

Data: 14 IC50

PDB links: 1 PDB ID matches this monomer.

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 14 hits for monomerid = 21691   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
DNA Topoisomerase IV


(Bacillus subtilis)
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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Article
PubMed
n/an/a 1.09E+6n/an/an/an/a7.530



Microbiotix



Assay Description
The 50% inhibitory concentration (IC50) is defined as the concentration of compound that inhibits the decatenation of kinetoplast DNA by 50%.


Antimicrob Agents Chemother 51: 119-27 (2007)


Article DOI: 10.1128/AAC.01311-05
BindingDB Entry DOI: 10.7270/Q2988599
More data for this
Ligand-Target Pair
DNA Gyrase


(Bacillus subtilis)
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 1.49E+5n/an/an/an/a7.530



Microbiotix



Assay Description
The 50% inhibitory concentration (IC50) is defined as the concentration of compound that inhibits the decatenation of kinetoplast DNA by 50%.


Antimicrob Agents Chemother 51: 119-27 (2007)


Article DOI: 10.1128/AAC.01311-05
BindingDB Entry DOI: 10.7270/Q2988599
More data for this
Ligand-Target Pair
Cytochrome P450 3A


(Homo sapiens (Human))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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US Patent
n/an/a>1.00E+4n/an/an/an/an/an/a



The Procter & Gamble Company

US Patent


Assay Description
A commercially available P450-GLO Assay kit (Promega Corporation, Madison Wis.) is used to screen various compounds for CYP3A4A inhibition activity. ...


US Patent US9138393 (2015)


BindingDB Entry DOI: 10.7270/Q2GF0S8J
More data for this
Ligand-Target Pair
Cytochrome P450 3A


(Homo sapiens (Human))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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US Patent
n/an/a>1.00E+4n/an/an/an/an/an/a



The Procter & Gamble Company

US Patent


Assay Description
Cytochrome P450 is a large and diverse group of enzymes that catalyze the oxidation of organic substances. Some members of the CYP family contribute ...


US Patent US9144538 (2015)


BindingDB Entry DOI: 10.7270/Q22806DV
More data for this
Ligand-Target Pair
DNA Gyrase


(Escherichia coli (strain K12))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 1.00E+5n/an/an/an/an/an/a



University of Hawaii at Hilo

Curated by ChEMBL


Assay Description
Inhibition of Escherichia coli DNA gyrase assessed as supercoiled plasmid DNA formation after 30 mins by electrophoretic analysis


J Med Chem 57: 8398-420 (2014)


Article DOI: 10.1021/jm500853v
BindingDB Entry DOI: 10.7270/Q25M679K
More data for this
Ligand-Target Pair
DNA Gyrase


(Escherichia coli (strain K12))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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PubMed
n/an/a 52n/an/an/an/an/an/a



R. W. Johnson Pharmaceutical Research Institute

Curated by ChEMBL


Assay Description
Inhibition of DNA gyrase supercoiling in Escherichia coli.


Bioorg Med Chem Lett 8: 97-100 (1998)


Article DOI: 10.1016/s0960-894x(97)10197-4
BindingDB Entry DOI: 10.7270/Q25141DT
More data for this
Ligand-Target Pair
DNA gyrase subunit B


(Mycobacterium tuberculosis (strain ATCC 25618 / H3...)
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 4.75E+6n/an/an/an/an/an/a



Universit£ Pierre et Marie Curie-Paris 6

Curated by ChEMBL


Assay Description
Inhibition of Mycobacterium tuberculosis DNA gyrase GyrA/GyrB


Antimicrob Agents Chemother 52: 2909-14 (2008)


BindingDB Entry DOI: 10.7270/Q2862K8J
More data for this
Ligand-Target Pair
Bile salt export pump


(Homo sapiens (Human))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 1.33E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-taurocholate in presence of ATP measured after 15 to ...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
Multidrug resistance-associated protein 4


(Homo sapiens (Human))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 5.75E+4n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
Canalicular multispecific organic anion transporter 2


(Homo sapiens (Human))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 1.33E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human MRP3 overexpressed in Sf9 insect cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
Canalicular multispecific organic anion transporter 1


(Homo sapiens (Human))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 1.33E+5n/an/an/an/an/an/a



Amgen Inc

Curated by ChEMBL


Assay Description
Inhibition of human MRP2 overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and...


Toxicol Sci 136: 216-41 (2013)


Article DOI: 10.1093/toxsci/kft176
BindingDB Entry DOI: 10.7270/Q2JM2D2D
More data for this
Ligand-Target Pair
DNA topoisomerase II


(Homo sapiens (Human))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 2.23E+5n/an/an/an/an/an/a



R.W. Johnson Pharmaceutical Research Institute

Curated by ChEMBL


Assay Description
Inhibition of supercoiling activity of DNA gyrase in Escherichia coli


J Med Chem 40: 3292-6 (1997)


BindingDB Entry DOI: 10.7270/Q2FJ2KHP
More data for this
Ligand-Target Pair
DNA gyrase subunit A


(Escherichia coli)
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 2.15E+5n/an/an/an/an/an/a



Universit£ Pierre et Marie Curie-Paris 6

Curated by ChEMBL


Assay Description
Inhibition of Escherichia coli DNA gyrase GyrA/GyrB


Antimicrob Agents Chemother 52: 2909-14 (2008)


BindingDB Entry DOI: 10.7270/Q2862K8J
More data for this
Ligand-Target Pair
DNA Gyrase


(Escherichia coli (strain K12))
BDBM21691
PNG
(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridi...)
Show SMILES CCn1cc(C(O)=O)c(=O)c2ccc(C)nc12
Show InChI InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)
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n/an/a 2.23E+5n/an/an/an/an/an/a


TBA

Assay Description
In vitro antibacterial activity was determined as inhibitory concentration causing 50% DNA-gyrase supercoiling inhibition (SCI)


Citation and Details

BindingDB Entry DOI: 10.7270/Q2FX7CM7
More data for this
Ligand-Target Pair