Page last updated: 2024-12-09

4-chloro-3-nitro-1-(phenylmethyl)-2-quinolinone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID800654
CHEMBL ID3115921
CHEBI ID93593

Synonyms (29)

Synonym
BRD-K91349888-001-03-7
UPCMLD0ENAT5762023:001
OPREA1_834968
OPREA1_017438
1-benzyl-4-chloro-3-nitroquinolin-2(1h)-one
STK102302
1-benzyl-4-chloro-3-nitroquinolin-2-one
BRD-K91349888-001-01-1
AKOS000561669
arg-a1-22
smr002044669
MLS003370523
sr-01000246605
SR-01000246605-2
MLS004712007
CHEMBL3115921 ,
cambridge id 6935964
CHEBI:93593
SR-01000246605-1
385387-83-7
4-chloro-3-nitro-1-(phenylmethyl)-2-quinolinone
Q27165286
VS-14016
1-benzyl-4-chloro-3-nitro-1,2-dihydroquinolin-2-one
bdbm50495810
BBL037240
EN300-12641310
Z57475969
1-benzyl-4-chloro-3-nitro-2(1h)-quinolinone

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Dose-response analysis of a subset of these hits revealed that 21 compounds are potent inhibitors of GroEL/GroES-mediated refolding (IC50 <10 μM)."( A biochemical screen for GroEL/GroES inhibitors.
Brinker, A; Chapman, E; Engels, IH; Horwich, AL; Johnson, SM; Mak, PA; Schultz, PG; Sharif, O; Wang, HT, 2014
)
0.4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
quinolinesA class of aromatic heterocyclic compounds each of which contains a benzene ring ortho fused to carbons 2 and 3 of a pyridine ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
60 kDa heat shock protein, mitochondrialHomo sapiens (human)IC50 (µMol)126.40000.17004.559010.0000AID1303884; AID1303885
10 kDa heat shock protein, mitochondrialHomo sapiens (human)IC50 (µMol)126.40000.17004.559010.0000AID1303884; AID1303885
60 kDa chaperonin Escherichia coliIC50 (µMol)99.81430.03903.55529.8000AID1069327; AID1069329; AID1303872; AID1303873; AID1303874; AID1303875; AID1303876
10 kDa chaperonin Escherichia coliIC50 (µMol)99.81430.03903.55529.8000AID1069327; AID1069329; AID1303872; AID1303873; AID1303874; AID1303875; AID1303876
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, BCL-2-RELATED PROTEIN A1Homo sapiens (human)AbsAC10_uM22.73501.106010.951833.6220AID504346; AID504405
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (32)

Processvia Protein(s)Taxonomy
adhesion of symbiont to host60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of type II interferon production60 kDa heat shock protein, mitochondrialHomo sapiens (human)
T cell activation60 kDa heat shock protein, mitochondrialHomo sapiens (human)
MyD88-dependent toll-like receptor signaling pathway60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of T cell mediated immune response to tumor cell60 kDa heat shock protein, mitochondrialHomo sapiens (human)
'de novo' protein folding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic process60 kDa heat shock protein, mitochondrialHomo sapiens (human)
response to unfolded protein60 kDa heat shock protein, mitochondrialHomo sapiens (human)
response to cold60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of interferon-alpha production60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of type II interferon production60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of interleukin-10 production60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of interleukin-12 production60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of interleukin-6 production60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein refolding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
B cell proliferation60 kDa heat shock protein, mitochondrialHomo sapiens (human)
B cell activation60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of macrophage activation60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of apoptotic process60 kDa heat shock protein, mitochondrialHomo sapiens (human)
negative regulation of apoptotic process60 kDa heat shock protein, mitochondrialHomo sapiens (human)
isotype switching to IgG isotypes60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein stabilization60 kDa heat shock protein, mitochondrialHomo sapiens (human)
positive regulation of T cell activation60 kDa heat shock protein, mitochondrialHomo sapiens (human)
chaperone-mediated protein complex assembly60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein maturation60 kDa heat shock protein, mitochondrialHomo sapiens (human)
biological process involved in interaction with symbiont60 kDa heat shock protein, mitochondrialHomo sapiens (human)
cellular response to interleukin-760 kDa heat shock protein, mitochondrialHomo sapiens (human)
T cell activation60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein import into mitochondrial intermembrane space60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein folding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
mitochondrial unfolded protein response60 kDa heat shock protein, mitochondrialHomo sapiens (human)
apoptotic mitochondrial changes60 kDa heat shock protein, mitochondrialHomo sapiens (human)
osteoblast differentiation10 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein folding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic process10 kDa heat shock protein, mitochondrialHomo sapiens (human)
response to unfolded protein10 kDa heat shock protein, mitochondrialHomo sapiens (human)
chaperone cofactor-dependent protein refolding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (20)

Processvia Protein(s)Taxonomy
lipopolysaccharide binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
p53 binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
DNA replication origin binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
single-stranded DNA binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
RNA binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
double-stranded RNA binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
ATP binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
high-density lipoprotein particle binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
isomerase activity60 kDa heat shock protein, mitochondrialHomo sapiens (human)
ATP hydrolysis activity60 kDa heat shock protein, mitochondrialHomo sapiens (human)
enzyme binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
ubiquitin protein ligase binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
apolipoprotein binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
apolipoprotein A-I binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
unfolded protein binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein-folding chaperone binding60 kDa heat shock protein, mitochondrialHomo sapiens (human)
ATP-dependent protein folding chaperone60 kDa heat shock protein, mitochondrialHomo sapiens (human)
RNA binding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein binding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
ATP binding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein folding chaperone10 kDa heat shock protein, mitochondrialHomo sapiens (human)
unfolded protein binding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein-folding chaperone binding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
metal ion binding10 kDa heat shock protein, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
mitochondrial matrix60 kDa heat shock protein, mitochondrialHomo sapiens (human)
extracellular space60 kDa heat shock protein, mitochondrialHomo sapiens (human)
cytoplasm60 kDa heat shock protein, mitochondrialHomo sapiens (human)
mitochondrion60 kDa heat shock protein, mitochondrialHomo sapiens (human)
mitochondrial inner membrane60 kDa heat shock protein, mitochondrialHomo sapiens (human)
mitochondrial matrix60 kDa heat shock protein, mitochondrialHomo sapiens (human)
early endosome60 kDa heat shock protein, mitochondrialHomo sapiens (human)
cytosol60 kDa heat shock protein, mitochondrialHomo sapiens (human)
plasma membrane60 kDa heat shock protein, mitochondrialHomo sapiens (human)
clathrin-coated pit60 kDa heat shock protein, mitochondrialHomo sapiens (human)
cell surface60 kDa heat shock protein, mitochondrialHomo sapiens (human)
membrane60 kDa heat shock protein, mitochondrialHomo sapiens (human)
coated vesicle60 kDa heat shock protein, mitochondrialHomo sapiens (human)
secretory granule60 kDa heat shock protein, mitochondrialHomo sapiens (human)
extracellular exosome60 kDa heat shock protein, mitochondrialHomo sapiens (human)
sperm midpiece60 kDa heat shock protein, mitochondrialHomo sapiens (human)
sperm plasma membrane60 kDa heat shock protein, mitochondrialHomo sapiens (human)
migrasome60 kDa heat shock protein, mitochondrialHomo sapiens (human)
protein-containing complex60 kDa heat shock protein, mitochondrialHomo sapiens (human)
lipopolysaccharide receptor complex60 kDa heat shock protein, mitochondrialHomo sapiens (human)
mitochondrial inner membrane60 kDa heat shock protein, mitochondrialHomo sapiens (human)
mitochondrion10 kDa heat shock protein, mitochondrialHomo sapiens (human)
membrane10 kDa heat shock protein, mitochondrialHomo sapiens (human)
extracellular exosome10 kDa heat shock protein, mitochondrialHomo sapiens (human)
mitochondrial matrix10 kDa heat shock protein, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (26)

Assay IDTitleYearJournalArticle
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID1303877Antibacterial activity against Escherichia coli DH5alpha assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303885Inhibition of human HSP60/HSP10 expressed in Escherichia coli Rosetta2(DE3) cells assessed as reduction in denatured pig heart MDH ATPase activity by malachite green dye based assay2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303887Cytotoxicity against HEK293 cells assessed as reduction in cell viability after 48 hrs by alamar blue assay2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303884Inhibition of human HSP60/HSP10 expressed in Escherichia coli Rosetta2(DE3) cells assessed as inhibition of denatured pig heart MDH refolding by measuring reduction in NADH production incubated for 60 mins by micro plate reader analysis2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303872Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expressed in Escherichia coli DH5alpha cells and Escherichia coli GroES expressed in Escherichia coli BL21(DE3) cells assessed as inhibition of denatured rhodanese refolding by measur2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303874Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expressed in Escherichia coli DH5alpha cells and Escherichia coli GroES expressed in Escherichia coli BL21(DE3) cells assessed as reduction in pig heart native refolded MDH-mediated N2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303894Antibacterial activity against multidrug resistant Acinetobacter baumannii 2208 (ATCC 19606) assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303883Antibacterial activity against methicillin resistant Staphylococcus aureus subsp. aureus HPV107 (ATCC BAA-44) assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303873Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expressed in Escherichia coli DH5alpha cells and Escherichia coli GroES expressed in Escherichia coli BL21(DE3) cells assessed as reduction in native refolded rhodanese-mediated thioc2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303878Antibacterial activity against acrB-deficient Escherichia coli MC4100 assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303879Antibacterial activity against Escherichia coli SM101 assessed as reduction in bacterial growth incubated for 12 hrs by UV-Vis spectrophotometric analysis2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303876Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expressed in Escherichia coli DH5alpha cells and Escherichia coli GroES expressed in Escherichia coli BL21(DE3) cells assessed as reduction in denatured pig heart MDH ATPase activity 2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1069327Inhibition of Escherichia coli GroEL/GroES-ATPase activity expressed in Escherichia coli DH5alpha/BL21 (DE3) assessed as inhibition of denatured MDH refolding preincubated for 10 mins followed by ATP addition measured after 2 hrs by fluorescence based ass2014Bioorganic & medicinal chemistry letters, Feb-01, Volume: 24, Issue:3
A biochemical screen for GroEL/GroES inhibitors.
AID1303895Antibacterial activity against multidrug resistant Pseudomonas aeruginosa NCTC 10332 (ATCC 10145) assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303875Inhibition of Escherichia coli GroEL/GroES using Escherichia coli GroEL expressed in Escherichia coli DH5alpha cells and Escherichia coli GroES expressed in Escherichia coli BL21(DE3) cells assessed as inhibition of denatured pig heart MDH refolding by me2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303881Antibacterial activity against multidrug resistant Enterococcus faecium NCTC 7171 (ATCC 19434) assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303886Cytotoxicity against human THLE3 cells assessed as reduction in cell viability after 48 hrs by alamar blue assay2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303893Antibacterial activity against multidrug resistant Klebsiella pneumoniae subsp. pneumoniae NCTC 9633 (ATCC 13883) assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1069328Inhibition of pig heart MDH using chaperonin as substrate2014Bioorganic & medicinal chemistry letters, Feb-01, Volume: 24, Issue:3
A biochemical screen for GroEL/GroES inhibitors.
AID1303880Antibacterial activity against Bacillus subtilis 168 assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303882Antibacterial activity against multidrug resistant Staphylococcus aureus subsp. aureus Seattle 1945 (ATCC 25923) assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1303896Antibacterial activity against multidrug resistant Enterobacter cloacae subsp. cloacae CDC 442-68 (ATCC 13047) assessed as reduction in bacterial growth incubated for 6 to 8 hrs2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
GroEL/ES inhibitors as potential antibiotics.
AID1069329Inhibition of Escherichia coli GroEL/GroES expressed in Escherichia coli DH5alpha/BL21 (DE3) assessed as inhibition of denatured MDH refolding preincubated for 10 mins followed by ATP addition measured after 2 hrs by fluorescence based assay2014Bioorganic & medicinal chemistry letters, Feb-01, Volume: 24, Issue:3
A biochemical screen for GroEL/GroES inhibitors.
AID1159537qHTS screening for TAG (triacylglycerol) accumulators in algae2017Plant physiology, Aug, Volume: 174, Issue:4
Identification and Metabolite Profiling of Chemical Activators of Lipid Accumulation in Green Algae.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's4 (80.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.72

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.72 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]