Page last updated: 2024-11-10

nsc 727447

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

Description

NSC 727447: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID2997881
CHEMBL ID1493884
SCHEMBL ID8290416
MeSH IDM0533808

Synonyms (44)

Synonym
HMS1768L01
CBMICRO_022548
BB 0246024
2-amino-5,6,7,8-tetrahydro-4h-cyclohepta[b] thiophene-3-carboxylic acid amide
MLS000056922 ,
smr000066289
OPREA1_150434
BIM-0022670.P001
nsc-727447
nsc727447
40106-12-5
2-amino-5,6,7,8-tetrahydro-4h-cyclohepta[b]thiophene-3-carboxamide
AG-690/10005008
STK343929
vinylogous urea, nsc727447
AKOS000122109
BBL013413
CHEMBL1493884
2-amino-5,6,7,8-tetrahydro-4h-cyclohepta[b]thiophene-3-carboxylic acid amide
EN300-02845
2-amino-4h,5h,6h,7h,8h-cyclohepta[b]thiophene-3-carboxamide
CCG-9838
HMS2182M13
FT-0678502
F1143-4578
2-amino-5,6,7,8-tetrahydro-4h-cyclohepta-[b]thiophene-3-carboxamide
REGID_FOR_CID_2997881
sr-01000039436
SR-01000039436-1
cambridge id 5525093
SCHEMBL8290416
bdbm33045
2-azanyl-5,6,7,8-tetrahydro-4h-cyclohepta[b]thiophene-3-carboxamide
cid_2997881
DTXSID30388186
mfcd00622214
J-507891
Z56884772
nsc727447, >=98% (hplc)
2-amino-5,6,7,8-tetrahydro-4h-cyclohepta[b] thiophene-3-carboxamide
VS-03819
AT33452
nsc 727447
SY082690

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Additionally, we observe additive inhibitory activity against pseudotyped viruses when B#24 is dosed in competition with the clinically used non-nucleoside reverse transcriptase inhibitor (NNRTI) efavirenz."( Biological evaluation of molecules of the azaBINOL class as antiviral agents: Inhibition of HIV-1 RNase H activity by 7-isopropoxy-8-(naphth-1-yl)quinoline.
Banerjee, S; Blakemore, PR; Brack-Werner, R; Herrmann, A; Loesgen, S; Milicevic Sephton, S; Neuhaus, GF; Overacker, RD; Strother, JA, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (32)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency17.74070.140911.194039.8107AID2451
Chain A, HADH2 proteinHomo sapiens (human)Potency10.03930.025120.237639.8107AID886; AID893
Chain B, HADH2 proteinHomo sapiens (human)Potency10.03930.025120.237639.8107AID886; AID893
Chain A, JmjC domain-containing histone demethylation protein 3AHomo sapiens (human)Potency50.11870.631035.7641100.0000AID504339
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency28.18380.177814.390939.8107AID2147
Chain A, CruzipainTrypanosoma cruziPotency25.11890.002014.677939.8107AID1476
LuciferasePhotinus pyralis (common eastern firefly)Potency30.13130.007215.758889.3584AID588342
15-lipoxygenase, partialHomo sapiens (human)Potency15.84890.012610.691788.5700AID887
phosphopantetheinyl transferaseBacillus subtilisPotency22.38720.141337.9142100.0000AID1490
TDP1 proteinHomo sapiens (human)Potency11.58210.000811.382244.6684AID686978; AID686979
Microtubule-associated protein tauHomo sapiens (human)Potency28.18380.180013.557439.8107AID1460; AID1468
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency14.12540.011212.4002100.0000AID1030
hypothetical protein, conservedTrypanosoma bruceiPotency23.32490.223911.245135.4813AID624173; AID720569; AID720584
nonstructural protein 1Influenza A virus (A/WSN/1933(H1N1))Potency10.00000.28189.721235.4813AID2326
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency8.91250.035520.977089.1251AID504332
15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1Homo sapiens (human)Potency14.12540.001815.663839.8107AID894
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency31.36660.354828.065989.1251AID504847; AID602199; AID602200; AID602201
chromobox protein homolog 1Homo sapiens (human)Potency17.78280.006026.168889.1251AID540317
mitogen-activated protein kinase 1Homo sapiens (human)Potency39.81070.039816.784239.8107AID995
serine/threonine-protein kinase PLK1Homo sapiens (human)Potency2.66790.168316.404067.0158AID720504
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency28.18380.050127.073689.1251AID588590
Polyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)Potency31.62280.316212.765731.6228AID881
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency31.62280.00638.235039.8107AID881
Guanine nucleotide-binding protein GHomo sapiens (human)Potency17.78281.995325.532750.1187AID624287
ATP-dependent phosphofructokinaseTrypanosoma brucei brucei TREU927Potency21.33130.060110.745337.9330AID485367
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Ribonuclease H1Homo sapiens (human)IC50 (µMol)28.77500.12002.23946.0000AID1799252
Gag-Pol polyproteinHuman immunodeficiency virus type 1 BH10IC50 (µMol)28.77500.08001.71283.9300AID1799252
Gag-Pol polyproteinHuman immunodeficiency virus type 2 (ISOLATE ROD)IC50 (µMol)28.77500.00261.43523.5000AID1799252
Ribonuclease HIEscherichia coli K-12IC50 (µMol)28.77502.00002.25002.5000AID1799252
Reverse transcriptase/RNaseH Human immunodeficiency virus 1IC50 (µMol)28.10000.00011.076810.0000AID1552566
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
bcl-2-related protein A1 isoform 1Homo sapiens (human)EC50 (µMol)3.02001.23003.15506.5300AID1320
serine/threonine-protein kinase 33 isoform aHomo sapiens (human)EC50 (µMol)21.23000.769114.609644.8900AID2821
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (28)

Processvia Protein(s)Taxonomy
lipid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
phospholipid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
apoptotic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of cell population proliferationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of macrophage derived foam cell differentiationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
arachidonic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of cell migrationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
prostate gland developmentPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
regulation of epithelial cell differentiationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of chemokine productionPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of peroxisome proliferator activated receptor signaling pathwayPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
positive regulation of keratinocyte differentiationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of cell cyclePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
negative regulation of growthPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
hepoxilin biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
endocannabinoid signaling pathwayPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
cannabinoid biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipoxin A4 biosynthetic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
linoleic acid metabolic processPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipid oxidationPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipoxygenase pathwayPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
RNA catabolic processRibonuclease H1Homo sapiens (human)
DNA replication, removal of RNA primerRibonuclease H1Homo sapiens (human)
DNA replication, removal of RNA primerRibonuclease HIEscherichia coli K-12
RNA catabolic processRibonuclease HIEscherichia coli K-12
DNA replication, removal of RNA primerRibonuclease HIEscherichia coli K-12
negative regulation of inflammatory response to antigenic stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
renal water homeostasisGuanine nucleotide-binding protein GHomo sapiens (human)
G protein-coupled receptor signaling pathwayGuanine nucleotide-binding protein GHomo sapiens (human)
regulation of insulin secretionGuanine nucleotide-binding protein GHomo sapiens (human)
cellular response to glucagon stimulusGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (17)

Processvia Protein(s)Taxonomy
iron ion bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
calcium ion bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
protein bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
lipid bindingPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
linoleate 13S-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
arachidonate 8(S)-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
arachidonate 15-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
linoleate 9S-lipoxygenase activityPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
magnesium ion bindingRibonuclease H1Homo sapiens (human)
nucleic acid bindingRibonuclease H1Homo sapiens (human)
RNA bindingRibonuclease H1Homo sapiens (human)
RNA-DNA hybrid ribonuclease activityRibonuclease H1Homo sapiens (human)
RNA nuclease activityRibonuclease H1Homo sapiens (human)
protein bindingRibonuclease H1Homo sapiens (human)
magnesium ion bindingRibonuclease HIEscherichia coli K-12
nucleic acid bindingRibonuclease HIEscherichia coli K-12
endonuclease activityRibonuclease HIEscherichia coli K-12
RNA-DNA hybrid ribonuclease activityRibonuclease HIEscherichia coli K-12
protein bindingRibonuclease HIEscherichia coli K-12
metal ion bindingRibonuclease HIEscherichia coli K-12
G protein activityGuanine nucleotide-binding protein GHomo sapiens (human)
adenylate cyclase activator activityGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
nucleusPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
cytosolPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
cytoskeletonPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
plasma membranePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
adherens junctionPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
focal adhesionPolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
membranePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
extracellular exosomePolyunsaturated fatty acid lipoxygenase ALOX15BHomo sapiens (human)
cytoplasmRibonuclease H1Homo sapiens (human)
cytoplasmRibonuclease HIEscherichia coli K-12
plasma membraneGuanine nucleotide-binding protein GHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (30)

Assay IDTitleYearJournalArticle
AID576499Inhibition of RNase H activity of HIV-1 HXB2 reverse transcriptase p66/p51 preincubated with compound and RNA-DNA hybrid substrate followed by addition of magnesium ions2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID598655Allosteric modulation at human adenosine A1 receptor expressed in CHO FlpIn cells assessed as increase in EC50 concentration of N(6)-(R-phenylisopropyl)adenosine receptor agonist-induced ERK1/2 phosphorylation at 10 uM relative to control2011Bioorganic & medicinal chemistry letters, Jun-15, Volume: 21, Issue:12
The synthesis and biological evaluation of 2-amino-4,5,6,7,8,9-hexahydrocycloocta[b]thiophenes as allosteric modulators of the A1 adenosine receptor.
AID1705411Inhibition of human ANO1 channel expressed in HEK293 cells at 10 uM incubated for 10 mins by FLIPR assay relative to control2020European journal of medicinal chemistry, Dec-15, Volume: 208Anti-glioma effects of 2-aminothiophene-3-carboxamide derivatives, ANO1 channel blockers.
AID598654Allosteric modulation at human adenosine A1 receptor expressed in CHO FlpIn cells assessed as increase in EC50 concentration of N(6)-(R-phenylisopropyl)adenosine receptor agonist-induced ERK1/2 phosphorylation at 3 uM relative to control2011Bioorganic & medicinal chemistry letters, Jun-15, Volume: 21, Issue:12
The synthesis and biological evaluation of 2-amino-4,5,6,7,8,9-hexahydrocycloocta[b]thiophenes as allosteric modulators of the A1 adenosine receptor.
AID576505Binding affinity to HIV-1 HXB2 reverse transcriptase p66/p51 at increased temperature by Van't Hoff analysis2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID1552566Inhibition of HIV1 reverse transcriptase RNase H using 18-nucleotide 3'-fluorescein-labeled RNA/5'-dabcyl-labeled DNA hybrid as substrate measured after 1 hr by FRET based assay2019Bioorganic & medicinal chemistry, 08-15, Volume: 27, Issue:16
Biological evaluation of molecules of the azaBINOL class as antiviral agents: Inhibition of HIV-1 RNase H activity by 7-isopropoxy-8-(naphth-1-yl)quinoline.
AID598656Allosteric modulation at human adenosine A1 receptor expressed in CHO FlpIn cells assessed as increase in ERK1/2 phosphorylation at 3 to 10 uM relative to control2011Bioorganic & medicinal chemistry letters, Jun-15, Volume: 21, Issue:12
The synthesis and biological evaluation of 2-amino-4,5,6,7,8,9-hexahydrocycloocta[b]thiophenes as allosteric modulators of the A1 adenosine receptor.
AID576500Inhibition of RNase H activity of HIV-1 HXB2 reverse transcriptase p66/p51 pre-incubated with RNA-DNA hybrid followed by addition of compound and magnesium ions2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID576504Cytotoxicity against human CEM-SS cells by XTT assay2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID576506Binding affinity to HIV-1 HXB2 reverse transcriptase p66/p51 assessed as changes in enzyme orientation on polypurine tract-containing RNA-DNA hybrid by FRET assay2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID576503Antiviral activity against HIV-1 isolate RF infected in human CEM-SS cells assessed as inhibition of virus induced cytopathic effect by XTT assay2010Antimicrobial agents and chemotherapy, Sep, Volume: 54, Issue:9
Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
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.
AID1799252FRET-Based RNase H Assay from Article 10.1021/cb8001039: \\Vinylogous ureas as a novel class of inhibitors of reverse transcriptase-associated ribonuclease H activity.\\2008ACS chemical biology, Oct-17, Volume: 3, Issue:10
Vinylogous ureas as a novel class of inhibitors of reverse transcriptase-associated ribonuclease H activity.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
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).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (12.50)29.6817
2010's11 (68.75)24.3611
2020's3 (18.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other16 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]