Navigation

name Structure Reference Source Properties Activities Metabolism

5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid

AlkaPlorer ID: AK071531

Synonym: None

IUPAC Name: 5-ethyl-8-oxo-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid

Structure

SMILES: CCN1C=C(C(=O)O)C(=O)C2=CC3=C(C=C21)OCO3

copy

InChI: InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17)

copy

InChIKey: KYGZCKSPAKDVKC-UHFFFAOYSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Apis cerana Apis Apidae Hymenoptera Insecta Arthropoda Metazoa Eukaryota

Properties Information

Molecule Weight: 261.23299999999995

TPSA？: 77.76

MolLogP？: 1.4483

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Acinetobacter sp. Acinetobacter sp. MIC 0.4 ug.mL-1 10.1021/jm00197a014
Bursaphelenchus xylophilus Bursaphelenchus xylophilus Activity 20.0 % 10.1002/ps.1920
Bursaphelenchus xylophilus Bursaphelenchus xylophilus Activity 22.0 % 10.1002/ps.1920
Bursaphelenchus xylophilus Bursaphelenchus xylophilus Activity 23.3 % 10.1002/ps.1920
Bursaphelenchus xylophilus Bursaphelenchus xylophilus Activity 30.0 % 10.1002/ps.1920
Bursaphelenchus xylophilus Bursaphelenchus xylophilus Activity 57.0 % 10.1002/ps.1920
Bursaphelenchus xylophilus Bursaphelenchus xylophilus Activity 71.0 % 10.1002/ps.1920
Bursaphelenchus xylophilus Bursaphelenchus xylophilus Activity 74.0 % 10.1002/ps.1920
Candida albicans Candida albicans MIC 40.0 ug.mL-1 10.1021/jm00203a018
Candida albicans Candida albicans MIC 100.0 ug.mL-1 10.1021/jm00369a013
Citrobacter freundii Citrobacter freundii MIC 0.5 ug.mL-1 10.1021/jm00163a013
Enterobacter cloacae Enterobacter cloacae MIC 0.4 ug.mL-1 10.1021/jm00154a003
Enterobacter cloacae Enterobacter cloacae MIC 0.5 ug.mL-1 10.1021/jm00163a013
Enterococcus faecalis Enterococcus faecalis MIC 12.5 ug.mL-1 10.1021/jm00154a003
Enterococcus faecalis Enterococcus faecalis MIC 25.0 ug.mL-1 10.1021/jm00197a014
Enterococcus faecalis Enterococcus faecalis MIC 128.0 ug.mL-1 10.1021/jm00163a013
Equus caballus Ferritin light chain Potency 28183.8 nM None
Escherichia coli DNA gyrase IC50 25.0 ug.mL-1 10.1021/jm00153a015
Escherichia coli DNA gyrase MIC 10.0 ug.mL-1 10.1021/jm00153a015
Escherichia coli DNA gyrase Min concentration 10.0 ug ml-1 10.1021/jm00154a003
Escherichia coli Escherichia coli Activity nan None 10.1128/aac.01087-08
Escherichia coli Escherichia coli ED50 20.0 mg.kg-1 10.1021/jm00216a010
Escherichia coli Escherichia coli MIC 0.1 ug.mL-1 10.1021/jm00186a014
Escherichia coli Escherichia coli MIC 0.1 ug.mL-1 10.1021/jm00197a014
Escherichia coli Escherichia coli MIC 0.2 ug.mL-1 10.1021/jm00154a003
Escherichia coli Escherichia coli MIC 0.25 ug.mL-1 10.1021/jm00163a013
Escherichia coli Escherichia coli MIC 0.39 ug.mL-1 10.1021/jm00216a010
Escherichia coli Escherichia coli MIC 0.78 ug.mL-1 10.1021/jm00369a013
Escherichia coli Escherichia coli MIC 1.0 ug.mL-1 10.1021/jm7013259
Escherichia coli Escherichia coli MIC 1.25 ug.mL-1 10.1021/jm00203a018
Ewingella americana Ewingella americana Activity nan None 10.1002/ps.1920
Homo sapiens 15-hydroxyprostaglandin dehydrogenase [NAD+] Potency 19952.6 nM None
Homo sapiens Acetylcholinesterase AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Aldehyde dehydrogenase 1A1 Potency 17782.8 nM None
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cerebroside-sulfatase Potency 21331.3 nM None
Homo sapiens Chromobox protein homolog 1 Potency 6.7 nM None
Homo sapiens Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cytochrome P450 1A2 AC50 2511.89 nM None
Homo sapiens Cytochrome P450 1A2 AC50 5011.87 nM None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 Potency 10000.0 nM None
Homo sapiens Cytochrome P450 3A4 AC50 nan None None
Homo sapiens DNA-(apurinic or apyrimidinic site) lyase Potency 39810.7 nM None
Homo sapiens DNA polymerase iota Potency 44668.4 nM None
Homo sapiens DNA topoisomerase II beta MIC 0.2 ug.mL-1 10.1021/jm00153a015
Homo sapiens DNA topoisomerase II beta MIC 1.6 ug.mL-1 10.1021/jm00153a015
Homo sapiens DNA topoisomerase II beta MIC 6.3 ug.mL-1 10.1021/jm00153a015
Homo sapiens DNA topoisomerase II beta MIC 100.0 ug.mL-1 10.1021/jm00153a015
Homo sapiens Dopamine D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Potency 25118.9 nM None
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens HEK293 Potency 1299.0 nM None
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histone acetyltransferase GCN5 Potency 15848.9 nM None
Homo sapiens Histone deacetylase 6 Inhibition -20.52 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 2.99 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 3548.1 nM None
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 8912.5 nM None
Homo sapiens Lysine-specific demethylase 4D-like Potency 25118.9 nM None
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Runt-related transcription factor 1/Core-binding factor subunit beta Potency 17782.8 nM None
Homo sapiens Ryanodine receptor 2 Inhibition nan % 10.1016/j.ejmech.2019.06.076
Homo sapiens Ryanodine receptor 3 Inhibition nan % 10.1016/j.ejmech.2019.06.076
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition 55.65 % 10.1124/mol.112.084152
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 87.39 % 10.1124/mol.112.084152
Homo sapiens Thrombin AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 1995.3 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 29092.9 nM None
Homo sapiens Vascular endothelial growth factor receptor 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Klebsiella aerogenes Klebsiella aerogenes CMI 0.5 mg l-1 10.1016/s0960-894x(03)00544-4
Klebsiella pneumoniae Klebsiella pneumoniae MIC 0.05 ug.mL-1 10.1021/jm00197a014
Klebsiella pneumoniae Klebsiella pneumoniae MIC 0.1 ug.mL-1 10.1021/jm00369a013
Klebsiella pneumoniae Klebsiella pneumoniae MIC 0.2 ug.mL-1 10.1021/jm00154a003
Klebsiella pneumoniae Klebsiella pneumoniae MIC 0.625 ug.mL-1 10.1021/jm00203a018
Klebsiella pneumoniae Klebsiella pneumoniae MIC 0.78 ug.mL-1 10.1021/jm00216a010
Mus musculus Mus musculus PD50 9.0 mg kg-1 10.1021/jm00154a003
Mus musculus Mus musculus PD50 17.0 mg kg-1 10.1021/jm00154a003
Mus musculus Mus musculus PD50 63.0 mg kg-1 10.1021/jm00154a003
Mus musculus Mus musculus PD50 100.0 mg kg-1 10.1021/jm00154a003
Mus musculus Mus musculus PD50 nan None 10.1021/jm00154a003
Mycobacterium leprae Mycobacterium leprae Activity nan None 10.1128/aac.01282-06
Mycobacterium leprae Mycobacterium leprae CC25 nan None 10.1128/aac.01095-07
Mycobacterium leprae Mycobacterium leprae IC50 170.0 ug.mL-1 10.1128/aac.01282-06
Mycobacterium leprae Mycobacterium leprae IC50 180.0 ug.mL-1 10.1128/aac.01095-07
Mycobacterium leprae Mycobacterium leprae IC50 200.0 ug.mL-1 10.1128/aac.01095-07
Mycobacterium leprae Mycobacterium leprae IC50 400.0 ug.mL-1 10.1128/aac.01095-07
Mycobacterium leprae Mycobacterium leprae IC50 700.0 ug.mL-1 10.1128/aac.01095-07
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC 40.0 ug.mL-1 10.1021/jm00203a018
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC 50.0 ug.mL-1 10.1021/jm00369a013
Peribacillus frigoritolerans Peribacillus frigoritolerans Activity nan None 10.1002/ps.1920
Plasmodium falciparum Plasmodium falciparum IC50 42.2 ug.mL-1 10.1016/j.ejmech.2018.01.039
Plasmodium falciparum Plasmodium falciparum IC50 129.7 ug.mL-1 10.1016/j.ejmech.2018.01.039
Plasmodium falciparum Plasmodium falciparum IC50 10000.0 nM 10.1016/j.ejmech.2018.01.039
Plasmodium falciparum Plasmodium falciparum Potency 16.5 nM None
Plasmodium yoelii yoelii Plasmodium yoelii yoelii IC50 100.0 ug.mL-1 10.1016/j.ejmech.2018.01.039
Proteus mirabilis Proteus mirabilis ED50 48.0 mg.kg-1 10.1021/jm00216a010
Proteus mirabilis Proteus mirabilis MIC 0.39 ug.mL-1 10.1021/jm00216a010
Proteus mirabilis Proteus mirabilis MIC 0.78 ug.mL-1 10.1021/jm00197a014
Proteus mirabilis Proteus mirabilis MIC 1.0 ug.mL-1 10.1021/jm00163a013
Proteus vulgaris Proteus vulgaris MIC 0.05 ug.mL-1 10.1021/jm00197a014
Proteus vulgaris Proteus vulgaris MIC 0.063 ug.mL-1 10.1021/jm00163a013
Providencia rettgeri Providencia rettgeri MIC 0.1 ug.mL-1 10.1021/jm00154a003
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 4.0 ug.mL-1 10.1021/jm00163a013
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 4.0 ug.mL-1 10.1128/aac.00419-08
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 6.25 ug.mL-1 10.1021/jm00216a010
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 6.3 ug.mL-1 10.1021/jm00154a003
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 8.0 ug.mL-1 10.1128/aac.00419-08
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 12.5 ug.mL-1 10.1021/jm00197a014
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 16.0 ug.mL-1 10.1021/jm7013259
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 16.0 ug.mL-1 10.1128/aac.00419-08
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 25.0 ug.mL-1 10.1021/jm00186a014
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 64.0 ug.mL-1 10.1021/jm00163a013
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 64.0 ug.mL-1 10.1128/aac.00419-08
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 15000.0 nM 10.1016/j.bmcl.2015.07.077
Rattus norvegicus GABA receptor alpha-1 subunit AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Inositol monophosphatase 1 Potency 7943.3 nM None
Rattus norvegicus Muscarinic acetylcholine receptor M1 Potency 17.8 nM None
Rattus norvegicus Rattus norvegicus Mean activity counts 972.0 None 10.1021/jm00105a025
Rattus norvegicus Rattus norvegicus Mean activity counts 1031.0 None 10.1021/jm00105a025
Rattus norvegicus Rattus norvegicus Mean activity counts 1074.0 None 10.1021/jm00105a025
Rattus norvegicus Rattus norvegicus Mean activity counts 1746.0 None 10.1021/jm00105a025
Rattus norvegicus Rattus norvegicus Mean activity counts 2561.0 None 10.1021/jm00105a025
Rattus norvegicus Rattus norvegicus Mean activity counts 3085.0 None 10.1021/jm00105a025
Rattus norvegicus Serum Drug uptake 0.7 ug ml-1 10.1021/jm00216a010
Rattus norvegicus Serum Drug uptake 1.5 ug ml-1 10.1021/jm00216a010
Rattus norvegicus Serum Drug uptake 2.7 ug ml-1 10.1021/jm00216a010
Rattus norvegicus Serum Drug uptake 4.7 ug ml-1 10.1021/jm00216a010
Rattus norvegicus Serum Drug uptake 4.8 ug ml-1 10.1021/jm00216a010
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 281.8 nM None
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 21192.3 nM None
Salmonella enterica subsp. enterica serovar Gallinarum Salmonella enterica subsp. enterica serovar Gallinarum MIC 0.78 ug.mL-1 10.1021/jm00369a013
Salmonella enterica subsp. enterica serovar Typhi Salmonella typhi MIC 0.2 ug.mL-1 10.1021/jm00197a014
Salmonella enterica subsp. enterica serovar Typhimurium Salmonella typhimurium MIC 7500.0 nM 10.1016/j.bmcl.2015.07.077
Serratia marcescens Serratia marcescens Activity nan None 10.1002/ps.1920
Serratia marcescens Serratia marcescens MIC 0.1 ug.mL-1 10.1021/jm00197a014
Serratia marcescens Serratia marcescens MIC 1.0 ug.mL-1 10.1021/jm00163a013
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 5.14 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.12 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 10.35 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index 0.2586 None 10.1101/2020.04.03.023846
Shigella sonnei Shigella sonnei MIC 0.2 ug.mL-1 10.1021/jm00197a014
Staphylococcus aureus Staphylococcus aureus MIC 0.78 ug.mL-1 10.1021/jm00197a014
Staphylococcus aureus Staphylococcus aureus MIC 0.8 ug.mL-1 10.1021/jm00154a003
Staphylococcus aureus Staphylococcus aureus MIC 1.6 ug.mL-1 10.1021/jm00154a003
Staphylococcus aureus Staphylococcus aureus MIC 2.0 ug.mL-1 10.1021/jm00163a013
Staphylococcus aureus Staphylococcus aureus MIC 3.13 ug.mL-1 10.1021/jm00186a014
Staphylococcus aureus Staphylococcus aureus MIC 3.13 ug.mL-1 10.1021/jm00216a010
Staphylococcus aureus Staphylococcus aureus MIC 3.13 ug.mL-1 10.1021/jm00369a013
Staphylococcus aureus Staphylococcus aureus MIC 5.0 ug.mL-1 10.1021/jm00203a018
Staphylococcus aureus Staphylococcus aureus MIC 16.0 ug.mL-1 10.1021/jm7013259
Staphylococcus aureus Staphylococcus aureus MIC 3914300.0 nM 10.1016/j.bmcl.2015.07.077
Streptococcus pneumoniae Streptococcus pneumoniae MIC 100.0 ug.mL-1 10.1021/jm00154a003
Streptococcus pneumoniae Streptococcus pneumoniae MIC 128.0 ug.mL-1 10.1021/jm00163a013
Streptococcus pyogenes Streptococcus pyogenes MIC 100.0 ug.mL-1 10.1021/jm00154a003
Streptococcus pyogenes Streptococcus pyogenes MIC 128.0 ug.mL-1 10.1021/jm00163a013
Streptococcus pyogenes Streptococcus pyogenes MIC 1957200.0 nM 10.1016/j.bmcl.2015.07.077
Trypanosoma brucei 6-phospho-1-fructokinase Potency 37933.0 nM None
Vibrio anguillarum Vibrio anguillarum IZ 0.0 mm 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum IZ 27.0 mm 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum IZ 28.0 mm 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum IZ 30.0 mm 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum IZ 47.0 mm 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum IZ 49.0 mm 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum MIC 0.0001 ug.mL-1 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum MIC 0.06 ug.mL-1 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum MIC 6.25 ug.mL-1 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum MIC 16.0 ug.mL-1 10.1128/aac.00315-07
Vibrio anguillarum Vibrio anguillarum MIC nan None 10.1128/aac.00315-07
None ADMET Drug recovery 2.4 %ID 10.1021/jm00216a010
None NON-PROTEIN TARGET MIC 1.25 ug.mL-1 10.1021/jm00203a018
None NON-PROTEIN TARGET Potency 3162.3 nM None
None NON-PROTEIN TARGET Potency 5011.9 nM None
None NON-PROTEIN TARGET Potency 7943.3 nM None
None NON-PROTEIN TARGET Potency 10000.0 nM None
None NON-PROTEIN TARGET Potency 15848.9 nM None
None Nucleic Acid Concentration 3.0 ug ml-1 10.1021/jm00369a013
None Phospholipidosis Phospholipidosis nan None 10.1080/15376510701857262
None Unchecked EC50 810.0 nM 10.1016/j.ejmech.2019.06.076
None Unchecked IC50 42970.0 nM None
None Unchecked IC50 43280.0 nM None
None Unchecked IC50 52052.0 nM None
None Unchecked IC50 67500.0 nM None
None Unchecked IC50 80600.0 nM None
None Unchecked IC50 80780.0 nM None
None Unchecked Inhibition nan % 10.1016/j.ejmech.2019.06.076
None Unchecked Inhibition nan % 10.1038/nchembio873
None Unchecked Potency 1158.2 nM None

Metabolism Information