Page last updated: 2024-11-08

5-Fluoroisatin

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 CID236566
CHEMBL ID116040
CHEBI ID149787
SCHEMBL ID183575

Synonyms (50)

Synonym
F1943-0001
nsc39161
443-69-6
nsc-39161
5-fluoro-1h-indole-2,3-dione
5-fluoroindoline-2,3-dione
bdbm22812
isatin-based compound, 32
5-fluoro-2,3-dihydro-1h-indole-2,3-dione
5-fluoroisatin, 98%
STK183544
5-fluoroisatin
F-5600
AC-2525
5-fluoroindole-2,3-dione
5-fluoro-2,3-indolinedione
F0589
gkoddaxosggarj-uhfffaoysa-
inchi=1/c8h4fno2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3h,(h,10,11,12)
AKOS000200893
CHEMBL116040
CHEBI:149787
STL135956
5-fluoro-2-hydroxy-3h-indol-3-one
A18784
AKOS005746753
5-fluoro-2,3-indoledione
BBL011747
1h-indole-2,3-dione, 5-fluoro-
AM20060928
BP-21307
FT-0620424
SCHEMBL183575
BH-0436
SY001816
mfcd00022795
5-fluroisatin
5-fluoro-1h-indol-2,3-dione
5-fluoro-isatin
5-fluoro isatin
CS-W007549
Z56837144
DTXSID80284821
J-010115
BCP22598
CCG-321986
EN300-11877
SB66079
HY-W007549
PD194991
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
anticoronaviral agentAny antiviral agent which inhibits the activity of coronaviruses.
[role 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]

Drug Classes (1)

ClassDescription
indolesAny compound containing an indole skeleton.
[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 (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Coagulation factor XIIHomo sapiens (human)Ki100.00000.00251.86697.2500AID1798240
CholinesteraseHomo sapiens (human)Ki100.00000.00001.51739.7300AID1798240; AID281481
Liver carboxylesterase 1Oryctolagus cuniculus (rabbit)Ki100.00000.01361.70257.2500AID1798240
AcetylcholinesteraseHomo sapiens (human)Ki100.00000.00001.27869.7300AID1798240; AID281480
Liver carboxylesterase 1Homo sapiens (human)Ki100.00000.00252.01368.4800AID1798240; AID281478
CruzipainTrypanosoma cruziIC50 (µMol)10.00000.00022.04508.0000AID213673
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (54)

Processvia Protein(s)Taxonomy
plasma kallikrein-kinin cascadeCoagulation factor XIIHomo sapiens (human)
Factor XII activationCoagulation factor XIIHomo sapiens (human)
blood coagulation, intrinsic pathwayCoagulation factor XIIHomo sapiens (human)
positive regulation of plasminogen activationCoagulation factor XIIHomo sapiens (human)
protein processingCoagulation factor XIIHomo sapiens (human)
protein autoprocessingCoagulation factor XIIHomo sapiens (human)
positive regulation of blood coagulationCoagulation factor XIIHomo sapiens (human)
zymogen activationCoagulation factor XIIHomo sapiens (human)
fibrinolysisCoagulation factor XIIHomo sapiens (human)
innate immune responseCoagulation factor XIIHomo sapiens (human)
response to misfolded proteinCoagulation factor XIIHomo sapiens (human)
positive regulation of fibrinolysisCoagulation factor XIIHomo sapiens (human)
blood coagulationCoagulation factor XIIHomo sapiens (human)
xenobiotic metabolic processCholinesteraseHomo sapiens (human)
learningCholinesteraseHomo sapiens (human)
negative regulation of cell population proliferationCholinesteraseHomo sapiens (human)
neuroblast differentiationCholinesteraseHomo sapiens (human)
peptide hormone processingCholinesteraseHomo sapiens (human)
response to alkaloidCholinesteraseHomo sapiens (human)
cocaine metabolic processCholinesteraseHomo sapiens (human)
negative regulation of synaptic transmissionCholinesteraseHomo sapiens (human)
response to glucocorticoidCholinesteraseHomo sapiens (human)
response to folic acidCholinesteraseHomo sapiens (human)
choline metabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
cholesterol biosynthetic processLiver carboxylesterase 1Homo sapiens (human)
cholesterol metabolic processLiver carboxylesterase 1Homo sapiens (human)
response to toxic substanceLiver carboxylesterase 1Homo sapiens (human)
positive regulation of cholesterol effluxLiver carboxylesterase 1Homo sapiens (human)
negative regulation of cholesterol storageLiver carboxylesterase 1Homo sapiens (human)
epithelial cell differentiationLiver carboxylesterase 1Homo sapiens (human)
cholesterol homeostasisLiver carboxylesterase 1Homo sapiens (human)
reverse cholesterol transportLiver carboxylesterase 1Homo sapiens (human)
medium-chain fatty acid metabolic processLiver carboxylesterase 1Homo sapiens (human)
regulation of bile acid biosynthetic processLiver carboxylesterase 1Homo sapiens (human)
cellular response to cholesterolLiver carboxylesterase 1Homo sapiens (human)
cellular response to low-density lipoprotein particle stimulusLiver carboxylesterase 1Homo sapiens (human)
cholesterol ester hydrolysis involved in cholesterol transportLiver carboxylesterase 1Homo sapiens (human)
positive regulation of cholesterol metabolic processLiver carboxylesterase 1Homo sapiens (human)
regulation of bile acid secretionLiver carboxylesterase 1Homo sapiens (human)
lipid catabolic processLiver carboxylesterase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (22)

Processvia Protein(s)Taxonomy
serine-type endopeptidase activityCoagulation factor XIIHomo sapiens (human)
calcium ion bindingCoagulation factor XIIHomo sapiens (human)
protein bindingCoagulation factor XIIHomo sapiens (human)
misfolded protein bindingCoagulation factor XIIHomo sapiens (human)
amyloid-beta bindingCholinesteraseHomo sapiens (human)
catalytic activityCholinesteraseHomo sapiens (human)
acetylcholinesterase activityCholinesteraseHomo sapiens (human)
cholinesterase activityCholinesteraseHomo sapiens (human)
protein bindingCholinesteraseHomo sapiens (human)
hydrolase activity, acting on ester bondsCholinesteraseHomo sapiens (human)
enzyme bindingCholinesteraseHomo sapiens (human)
choline bindingCholinesteraseHomo sapiens (human)
identical protein bindingCholinesteraseHomo sapiens (human)
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
sterol esterase activityLiver carboxylesterase 1Homo sapiens (human)
methylumbelliferyl-acetate deacetylase activityLiver carboxylesterase 1Homo sapiens (human)
carboxylesterase activityLiver carboxylesterase 1Homo sapiens (human)
carboxylic ester hydrolase activityLiver carboxylesterase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (23)

Processvia Protein(s)Taxonomy
extracellular regionCoagulation factor XIIHomo sapiens (human)
extracellular spaceCoagulation factor XIIHomo sapiens (human)
plasma membraneCoagulation factor XIIHomo sapiens (human)
collagen-containing extracellular matrixCoagulation factor XIIHomo sapiens (human)
extracellular exosomeCoagulation factor XIIHomo sapiens (human)
extracellular spaceCoagulation factor XIIHomo sapiens (human)
rough endoplasmic reticulumCoagulation factor XIIHomo sapiens (human)
extracellular regionCholinesteraseHomo sapiens (human)
nuclear envelope lumenCholinesteraseHomo sapiens (human)
endoplasmic reticulum lumenCholinesteraseHomo sapiens (human)
blood microparticleCholinesteraseHomo sapiens (human)
plasma membraneCholinesteraseHomo sapiens (human)
extracellular spaceCholinesteraseHomo sapiens (human)
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
cytoplasmLiver carboxylesterase 1Homo sapiens (human)
endoplasmic reticulumLiver carboxylesterase 1Homo sapiens (human)
endoplasmic reticulum lumenLiver carboxylesterase 1Homo sapiens (human)
lipid dropletLiver carboxylesterase 1Homo sapiens (human)
cytosolLiver carboxylesterase 1Homo sapiens (human)
lipid dropletLiver carboxylesterase 1Homo sapiens (human)
endoplasmic reticulumLiver carboxylesterase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (29)

Assay IDTitleYearJournalArticle
AID1389532Inhibition of DAAO (unknown origin) at 20 uM2018Bioorganic & medicinal chemistry, 05-01, Volume: 26, Issue:8
Discovery of isatin and 1H-indazol-3-ol derivatives as d-amino acid oxidase (DAAO) inhibitors.
AID1055716Antiproliferative activity against human MCF7 cells after 48 hrs by SRB assay2013European journal of medicinal chemistry, , Volume: 70Novel isatin-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents.
AID465619Anticancer activity against human U937 cells by MTS assay2010European journal of medicinal chemistry, Mar, Volume: 45, Issue:3
QSAR study of isatin analogues as in vitro anti-cancer agents.
AID281478Inhibition of human liver CE1 expressed in sf21 cells2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.
AID281481Inhibition of human BChE2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.
AID1063516Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay2014Bioorganic & medicinal chemistry letters, Jan-15, Volume: 24, Issue:2
Design, synthesis and in vitro cytotoxicity evaluation of 5-(2-carboxyethenyl)isatin derivatives as anticancer agents.
AID1063518Cytotoxicity against human K562 cells after 48 hrs by MTT assay2014Bioorganic & medicinal chemistry letters, Jan-15, Volume: 24, Issue:2
Design, synthesis and in vitro cytotoxicity evaluation of 5-(2-carboxyethenyl)isatin derivatives as anticancer agents.
AID281477Inhibition of human intestinal carboxylesterase expressed in sf21 cells2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.
AID1406678Antiproliferative activity against human K562 cells after 48 hrs by MTT assay
AID72522Inhibitory activity against Falcipain-2; no effect2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain.
AID1055713Antiproliferative activity against human NCI-H460 cells after 48 hrs by SRB assay2013European journal of medicinal chemistry, , Volume: 70Novel isatin-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents.
AID1406679Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
AID281479Inhibition of rabbit liver carboxylesterase expressed in sf21 cells2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.
AID1061202Inhibition of GST-tagged SARS coronavirus 3C-like protease at 1 mM by FRET assay2014Bioorganic & medicinal chemistry, Jan-01, Volume: 22, Issue:1
Synthesis, modification and docking studies of 5-sulfonyl isatin derivatives as SARS-CoV 3C-like protease inhibitors.
AID213673Inhibitory activity against the Trypanosoma cruzi cysteine protease cruzain2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain.
AID1063517Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay2014Bioorganic & medicinal chemistry letters, Jan-15, Volume: 24, Issue:2
Design, synthesis and in vitro cytotoxicity evaluation of 5-(2-carboxyethenyl)isatin derivatives as anticancer agents.
AID1082383Inhibition of Brassica rapa subsp. oleifera root growth at 10 mg/L2011Journal of agricultural and food chemistry, Sep-28, Volume: 59, Issue:18
Chemical synthesis, in vitro acetohydroxyacid synthase (AHAS) inhibition, herbicidal activity, and computational studies of isatin derivatives.
AID281480Inhibition of human AChE2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.
AID1082385Inhibition of Arabidopsis thaliana AHAS at 100 mg/L colorimetric assay2011Journal of agricultural and food chemistry, Sep-28, Volume: 59, Issue:18
Chemical synthesis, in vitro acetohydroxyacid synthase (AHAS) inhibition, herbicidal activity, and computational studies of isatin derivatives.
AID197811Inhibitory activity was tested against Rhodesain, a cysteine protease from Trypanosoma brucei rhodesiense; not determined2003Bioorganic & medicinal chemistry letters, Oct-20, Volume: 13, Issue:20
Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain.
AID1284106Anticancer activity against human Jurkat cells after 48 hrs by MTT assay2016European journal of medicinal chemistry, Apr-13, Volume: 112Synthesis and anti-cancer activity evaluation of 5-(2-carboxyethenyl)-isatin derivatives.
AID284490Cytotoxicity against human U937 cells2007Bioorganic & medicinal chemistry, Jan-15, Volume: 15, Issue:2
In vitro cytotoxicity evaluation of some substituted isatin derivatives.
AID1082384Inhibition of Brassica rapa subsp. oleifera at 100 mg/L2011Journal of agricultural and food chemistry, Sep-28, Volume: 59, Issue:18
Chemical synthesis, in vitro acetohydroxyacid synthase (AHAS) inhibition, herbicidal activity, and computational studies of isatin derivatives.
AID1055715Antiproliferative activity against human AsPC1 cells after 48 hrs by SRB assay2013European journal of medicinal chemistry, , Volume: 70Novel isatin-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents.
AID1055714Antiproliferative activity against human PC3 cells after 48 hrs by SRB assay2013European journal of medicinal chemistry, , Volume: 70Novel isatin-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents.
AID1055717Antiproliferative activity against human SW620 cells after 48 hrs by SRB assay2013European journal of medicinal chemistry, , Volume: 70Novel isatin-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents.
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).
AID1798240Enzyme Inhibition Assay from Article 10.1021/jm061471k: \\Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.\\2007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (23.08)29.6817
2010's9 (69.23)24.3611
2020's1 (7.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.63

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.63 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.68 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.63)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]