Compounds > 2-bromo-5-(2-bromo-2-nitrovinyl)furan
Page last updated: 2024-11-11

2-bromo-5-(2-bromo-2-nitrovinyl)furan

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Description

2-bromo-5-(2-bromo-2-nitrovinyl)furan: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5849412
CHEMBL ID2335230
MeSH IDM0580577

Synonyms (18)

Synonym
furan, 2-bromo-5-(2-bromo-2-nitroethenyl)-
2-bromo-5-[(z)-2-bromo-2-nitroethenyl]furan
bdbm50428795
mura inhibitor (compound 7)
furan, 2-bromo-5-[(1z)-2-bromo-2-nitroethenyl]-
189935-72-6
CHEMBL2335230 ,
2-bromo-5-(2-bromo-2-nitrovinyl)furan
furvina
furvina [who-dd]
7HFX5XQO7N ,
furan, 2-bromo-5-((1z)-2-bromo-2-nitroethenyl)-
1-(5-bromofur-2-yl)-2-bromo-2-nitroethene
2-bromo-5-(2-bromo-2-nitrovinyl)-furan
unii-7hfx5xqo7n
Q27268300
EN300-6733026
Z1269211442
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
UDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12IC50 (µMol)10.75000.10004.21698.8000AID736770; AID736771
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
peptidoglycan biosynthetic processUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
regulation of cell shapeUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
peptidoglycan biosynthetic processUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
UDP-N-acetylgalactosamine biosynthetic processUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
cell divisionUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
cell wall organizationUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
UDP-N-acetylglucosamine 1-carboxyvinyltransferase activityUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
transferase activityUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
cytoplasmUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
cytosolUDP-N-acetylglucosamine 1-carboxyvinyltransferaseEscherichia coli K-12
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (40)

Assay IDTitleYearJournalArticle
AID736770Inhibition of Escherichia coli MurA C115D mutant expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate incubated for 10 mins prior to PEP addition measured after 60 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736378Drug degradation in Muller-Hinton medium assessed as disappearance of parent compound at 100 uM at pH 7.2 by HPLC-UV analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736377Half life of the compound in Muller-Hinton medium at 100 uM at pH 5.82013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736379Half life of the compound in Muller-Hinton medium at 100 uM at pH 7.22013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736758Cytotoxicity against human A431 cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736755Cytotoxicity against human CaSki cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736372Inhibition of Escherichia coli MurA C115D mutant expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate at 50 to 500 uM incubated for 30 mins by 2,2'-dithiopyridine based spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736368Induction of Escherichia coli MurA-mediated 2-bromo-5-(2-nitrovinyl)furan formation assessed as enzyme-(R)-methyl 3-mercapto-2-(6-methoxy-2-oxo-2H-chromene-3-carboxamido)propanoate adduct level at 200 uM after 1 hr by SDS-PAGE analysis in presence of thio2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736367Antibacterial activity against Escherichia coli ATCC 25922 after 20 to 24 hrs by broth microdilution assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736767Inhibition of Escherichia coli MetAP expressed in Escherichia coli BL21(lambdaDE3) using Met-AMC as substrate at 10 uM incubated for 30 mins prior to substrate addition measured for 15 mins fluorometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID1436625Inhibition of Escherichia coli MurA2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Discovery of new MurA inhibitors using induced-fit simulation and docking.
AID736380Half life of the compound in citrate buffer at pH 62013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736375Induction of GSH-adduct formation in citrate buffer at100 uM by RP-LC/MS analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736757Cytotoxicity against human MeWo cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736369Induction of Escherichia coli MurA-mediated 2-bromo-5-(2-nitrovinyl)furan formation assessed as enzyme-(R)-methyl 3-mercapto-2-(6-methoxy-2-oxo-2H-chromene-3-carboxamido)propanoate adduct level at 200 to 300 uM after 1 hr by SDS-PAGE analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736769Inhibition of Pseudomonas aeruginosa MurA expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate incubated for 10 mins prior to PEP addition measured after 60 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736761Antibacterial activity against methicillin-resistant Staphylococcus aureus NCTC 10442 after 20 to 24 hrs by broth microdilution assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736756Cytotoxicity against human Calu6 cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736762Antibacterial activity against methicillin-sensitive Staphylococcus aureus ATCC 25923 after 20 to 24 hrs by broth microdilution assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736763Inhibition of Dengue virus NS2B-NS3 protease expressed in Escherichia coli BL21(lambdaDE3) using Abz-NleKRRS-3-(NO2)Y as substrate at 50 uM incubated for 15 mins prior to substrate addition measured for 15 mins by fluorometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736370Prodrug conversion assessed as Escherichia coli MurA-mediated 2-bromo-5-(2-nitrovinyl)furan formation at 100 uM by HPLC-UV analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736759Cytotoxicity against human Flow 2002 cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736387Inhibition of Escherichia coli MurA expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate at 5 uM incubated for 10 mins prior to UNAG and PEP addition measured after 60 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736384Cytotoxicity against human lymphoblastoid cells assessed as cell vaibility at 3.4 uM2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736754Cytotoxicity against human Capan1 cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736385Irreversible inhibition of Escherichia coli MurA expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate at 1.25 uM incubated up to 80 min prior to PEP addition measured after 60 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736765Inhibition of human MetAP2 expressed in Escherichia coli BL21(lambdaDE3) using Met-AMC as substrate at 10 uM incubated for 30 mins prior to substrate addition measured for 15 mins fluorometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736366Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 after 20 to 24 hrs by broth microdilution assay2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736373Inhibition of Escherichia coli MurA expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate at 50 to 500 uM incubated for 30 mins by 2,2'-dithiopyridine based spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736764Inhibition of thrombin (unknown origin) expressed in Escherichia coli BL21(lambdaDE3) using Boc-Val-Pro-Arg-AMC as substrate at 25 uM incubated for 15 mins prior to substrate addition measured for 10 mins by fluorometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736760Cytotoxicity against human HaCaT cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID1436626Inhibition of Staphylococcus aureus MurA2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Discovery of new MurA inhibitors using induced-fit simulation and docking.
AID736374Induction of GSSG formation in citrate buffer at 100 uM by RP-LC/MS analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736766Inhibition of human MetAP1 expressed in Escherichia coli BL21(lambdaDE3) using Met-AMC as substrate at 10 uM incubated for 30 mins prior to substrate addition measured for 15 mins fluorometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736371Drug degradation assessed as 5-bromofuran-2-carbaldehyde formation at 100 uM by HPLC-UV analysis in absence of MurA2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736753Cytotoxicity against human SW707 cells after 72 hrs by crystal violet staining method2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736376Prodrug activation in citrate buffer assessed as debromination at 100 uM at pH 6 in presence of GSH2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736771Inhibition of Escherichia coli MurA expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate incubated for 10 mins prior to PEP addition measured after 60 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736768Inhibition of Staphylococcus aureus MurA2 expressed in Escherichia coli BL21(lambdaDE3) using UNAG and PEP as substrate incubated for 10 mins prior to PEP addition measured after 60 mins by spectrophotometric analysis2013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
AID736381Half life of the compound in tris buffer at pH 7.82013Bioorganic & medicinal chemistry, Feb-01, Volume: 21, Issue:3
Chemical, biochemical and microbiological properties of a brominated nitrovinylfuran with broad-spectrum antibacterial activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's6 (85.71)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.48

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 Index12.48 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.56 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.48)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
nitromethane
nitromethane: structure. nitromethane : A primary nitroalkane that is methane in which one of the hydrogens is replace by a nitro group. A polar solvent (b.p. 101 degreeC), it is an important starting material in organic synthesis. It is also used as a fuel for rockets and radio-controlled models.		2.0810primary nitroalkane;
volatile organic compound		EC 4.3.1.3 (histidine ammonia-lyase) inhibitor;
explosive;
NMR chemical shift reference compound;
polar aprotic solvent
4-butyrolactone
4-Butyrolactone: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.. tetrahydrofuranone : Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.. gamma-butyrolactone : A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.		2.1510butan-4-olidemetabolite;
neurotoxin
homoserine
homoserine : An alpha-amino acid that is glycine substituted at the alpha-position by a 2-hydroxyethyl group.. L-homoserine : The L-enantiomer of homoserine.		2.1510amino acid zwitterion;
homoserine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
Saccharomyces cerevisiae metabolite
bromonitromethane
bromonitromethane: structure in first source		2.0810
2-vinylfuran
2-vinylfuran: has antimicrobial activity		2.1110
pseudomonas aeruginosa autoinducer
Pseudomonas aeruginosa autoinducer: autoinducer required for expression of Pseudomonas aeruginosa virulence genes; structure given in first source. N-(3-oxododecanoyl)homoserine lactone : A N-acyl homoserine lactone that is the monocarboxylic acid amide arising from formal condensation of homoserine lactone with 3-oxododecanoic acid.		2.1510N-acyl homoserine lactone
fosfomycin
Fosfomycin: An antibiotic produced by Streptomyces fradiae.. fosfomycin : A phosphonic acid having an (R,S)-1,2-epoxypropyl group attached to phosphorus.		2.5220epoxide;
phosphonic acids		antimicrobial agent;
EC 2.5.1.7 (UDP-N-acetylglucosamine 1-carboxyvinyltransferase) inhibitor
fusidic acid
Fusidic Acid: An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed). It acts by inhibiting translocation during protein synthesis.. fusidic acid : A steroid antibiotic that is isolated from the fermentation broth of Fusidium coccineum.		2.311011alpha-hydroxy steroid;
3alpha-hydroxy steroid;
alpha,beta-unsaturated monocarboxylic acid;
steroid acid;
steroid antibiotic;
sterol ester		EC 2.7.1.33 (pantothenate kinase) inhibitor;
Escherichia coli metabolite;
protein synthesis inhibitor
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.1110antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Staphylococcal
[description not available]		02.3110
Staphylococcal Infections
Infections with bacteria of the genus STAPHYLOCOCCUS.		02.3110
Neglected Diseases
Diseases that are underfunded and have low name recognition but are major burdens in less developed countries. The World Health Organization has designated six tropical infectious diseases as being neglected in industrialized countries that are endemic in many developing countries (HELMINTHIASIS; LEPROSY; LYMPHATIC FILARIASIS; ONCHOCERCIASIS; SCHISTOSOMIASIS; and TRACHOMA).		02.1110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.1110
Leishmaniasis, American
[description not available]		02.1110
Leishmaniasis, Cutaneous
An endemic disease that is characterized by the development of single or multiple localized lesions on exposed areas of skin that typically ulcerate. The disease has been divided into Old and New World forms. Old World leishmaniasis is separated into three distinct types according to epidemiology and clinical manifestations and is caused by species of the L. tropica and L. aethiopica complexes as well as by species of the L. major genus. New World leishmaniasis, also called American leishmaniasis, occurs in South and Central America and is caused by species of the L. mexicana or L. braziliensis complexes.		02.1110