Page last updated: 2024-11-12

chir 090

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Description

CHIR 090: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

CHIR-090 : An L-threonine derivative obtained by formal condensation of the carboxy group of 4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzoic acid with the amino group of N-hydroxy-L-threoninamide. [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]

Cross-References

ID SourceID
PubMed CID11546620
CHEMBL ID260091
CHEBI ID134107
SCHEMBL ID401044
MeSH IDM0517032

Synonyms (30)

Synonym
c90 ,
n-{(1s,2r)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl}-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide
cid 11546620
n-[(2s,3r)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-({4-[(morpholin-4-yl)methyl]phenyl}ethynyl)benzamide
chir-090
CHEBI:134107
CHEMBL260091 ,
DB07536
HY-15460
CS-0973
728865-23-4
SCHEMBL401044
n-((2s,3r)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)-4-((4-(morpholinomethyl)phenyl)ethynyl)benzamide
chir090
DTXSID80468361
EX-A1022
AKOS027282663
benzamide, n-[(1s,2r)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl]-4-[[4-(4-morpholinylmethyl)phenyl]ethynyl]-
mfcd22665727
n-[(2s,3r)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl]-4-[2-[4-(morpholin-4-ylmethyl)phenyl]ethynyl]benzamide
NCGC00378859-02
bdbm50200120
n-[(1s,2r)-2-hydroxy-1-(hydroxycarbamoyl)propyl]-4-{[4-(morpholin-4-ylmethyl)phenyl]ethynyl}benzamide
BCP06103
Q27096757
chir 090
n-[(1s,2r)-2-hydroxy-1-[(hydroxyamino)carbonyl]propyl]-4-[[4-(4-morpholinylmethyl)phenyl]ethynyl]benzamide;chir-090
A900726
AS-56010
AC-35876

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
antimicrobial agentA substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
lipopolysaccharide biosynthesis inhibitorAny compound that inhibits the biosynthesis of any lipopolysaccharide.
EC 3.5.1.108 (UDP-3-O-acyl-N-acetylglucosamine deacetylase) inhibitorAn EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the action of UDP-3-O-acyl-N-acetylglucosamine deacetylase (EC 3.5.1.108).
[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 (5)

ClassDescription
acetylenic compoundAny organic molecule containing a C#C bond.
morpholinesAny compound containing morpholine as part of its structure.
benzamides
L-threonine derivativeA proteinogenic amino acid derivative resulting from reaction of L-threonine at the amino group or the carboxy group, or from the replacement of any hydrogen of L-threonine by a heteroatom.
hydroxamic acidA compound, RkE(=O)lNHOH, derived from an oxoacid RkE(=O)l(OH) (l =/= 0) by replacing -OH with -NHOH, and derivatives thereof. Specific examples of hydroxamic acids are preferably named as N-hydroxy amides.
[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 (8)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GVesicular stomatitis virusPotency26.83700.01238.964839.8107AID1645842
Interferon betaHomo sapiens (human)Potency26.83700.00339.158239.8107AID1645842
HLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)Potency26.83700.01238.964839.8107AID1645842
Inositol hexakisphosphate kinase 1Homo sapiens (human)Potency26.83700.01238.964839.8107AID1645842
cytochrome P450 2C9, partialHomo sapiens (human)Potency26.83700.01238.964839.8107AID1645842
[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)
UDP-3-O-acyl-N-acetylglucosamine deacetylase Rhizobium leguminosarum bv. trifolii WSM1325Ki0.00330.00070.02930.1100AID330340; AID330341
UDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12IC50 (µMol)0.03050.00300.03040.0580AID1064752; AID1275729; AID1313580; AID1436637
UDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12Ki0.00370.00010.08800.6500AID1064752; AID1275729; AID330337; AID330338; AID568324; AID652927; AID766725
UDP-3-O-acyl-N-acetylglucosamine deacetylasePseudomonas aeruginosa PAO1IC50 (µMol)0.07880.00100.07880.3100AID1171329; AID1324796; AID1700258; AID649179
[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)
UDP-3-O-acyl-N-acetylglucosamine deacetylasePseudomonas aeruginosa PAO1Kd0.00050.00050.00050.0005AID1584700
[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)
UDP-3-O-acyl-N-acetylglucosamine deacetylase Rhizobium leguminosarum bv. trifolii WSM1325Km6.95003.90006.950010.0000AID330350; AID330352
UDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12Km7.50004.00004.00004.0000AID330344; AID330346
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (49)

Processvia Protein(s)Taxonomy
cell surface receptor signaling pathway via JAK-STATInterferon betaHomo sapiens (human)
response to exogenous dsRNAInterferon betaHomo sapiens (human)
B cell activation involved in immune responseInterferon betaHomo sapiens (human)
cell surface receptor signaling pathwayInterferon betaHomo sapiens (human)
cell surface receptor signaling pathway via JAK-STATInterferon betaHomo sapiens (human)
response to virusInterferon betaHomo sapiens (human)
positive regulation of autophagyInterferon betaHomo sapiens (human)
cytokine-mediated signaling pathwayInterferon betaHomo sapiens (human)
natural killer cell activationInterferon betaHomo sapiens (human)
positive regulation of peptidyl-serine phosphorylation of STAT proteinInterferon betaHomo sapiens (human)
cellular response to interferon-betaInterferon betaHomo sapiens (human)
B cell proliferationInterferon betaHomo sapiens (human)
negative regulation of viral genome replicationInterferon betaHomo sapiens (human)
innate immune responseInterferon betaHomo sapiens (human)
positive regulation of innate immune responseInterferon betaHomo sapiens (human)
regulation of MHC class I biosynthetic processInterferon betaHomo sapiens (human)
negative regulation of T cell differentiationInterferon betaHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIInterferon betaHomo sapiens (human)
defense response to virusInterferon betaHomo sapiens (human)
type I interferon-mediated signaling pathwayInterferon betaHomo sapiens (human)
neuron cellular homeostasisInterferon betaHomo sapiens (human)
cellular response to exogenous dsRNAInterferon betaHomo sapiens (human)
cellular response to virusInterferon betaHomo sapiens (human)
negative regulation of Lewy body formationInterferon betaHomo sapiens (human)
negative regulation of T-helper 2 cell cytokine productionInterferon betaHomo sapiens (human)
positive regulation of apoptotic signaling pathwayInterferon betaHomo sapiens (human)
response to exogenous dsRNAInterferon betaHomo sapiens (human)
B cell differentiationInterferon betaHomo sapiens (human)
natural killer cell activation involved in immune responseInterferon betaHomo sapiens (human)
adaptive immune responseInterferon betaHomo sapiens (human)
T cell activation involved in immune responseInterferon betaHomo sapiens (human)
humoral immune responseInterferon betaHomo sapiens (human)
positive regulation of T cell mediated cytotoxicityHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
adaptive immune responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
antigen processing and presentation of endogenous peptide antigen via MHC class I via ER pathway, TAP-independentHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of T cell anergyHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
defense responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
immune responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
detection of bacteriumHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of interleukin-12 productionHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of interleukin-6 productionHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
protection from natural killer cell mediated cytotoxicityHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
innate immune responseHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
regulation of dendritic cell differentiationHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
antigen processing and presentation of endogenous peptide antigen via MHC class IbHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
lipid A biosynthetic processUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
phosphate-containing compound metabolic processUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
lipid A biosynthetic processUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
organophosphate metabolic processUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
carbohydrate derivative metabolic processUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
inositol phosphate metabolic processInositol hexakisphosphate kinase 1Homo sapiens (human)
phosphatidylinositol phosphate biosynthetic processInositol hexakisphosphate kinase 1Homo sapiens (human)
negative regulation of cold-induced thermogenesisInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol phosphate biosynthetic processInositol hexakisphosphate kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (25)

Processvia Protein(s)Taxonomy
cytokine activityInterferon betaHomo sapiens (human)
cytokine receptor bindingInterferon betaHomo sapiens (human)
type I interferon receptor bindingInterferon betaHomo sapiens (human)
protein bindingInterferon betaHomo sapiens (human)
chloramphenicol O-acetyltransferase activityInterferon betaHomo sapiens (human)
TAP bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
signaling receptor bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
protein bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
peptide antigen bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
TAP bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
protein-folding chaperone bindingHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
iron ion bindingUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
zinc ion bindingUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
UDP-3-O-[3-hydroxymyristoyl] N-acetylglucosamine deacetylase activityUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
hydrolase activityUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
deacetylase activityUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
metal ion bindingUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
UDP-3-O-acyl-N-acetylglucosamine deacetylase activityUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
inositol-1,3,4,5,6-pentakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol heptakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate 5-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
protein bindingInositol hexakisphosphate kinase 1Homo sapiens (human)
ATP bindingInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate 1-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol hexakisphosphate 3-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol 5-diphosphate pentakisphosphate 5-kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
inositol diphosphate tetrakisphosphate kinase activityInositol hexakisphosphate kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (22)

Processvia Protein(s)Taxonomy
extracellular spaceInterferon betaHomo sapiens (human)
extracellular regionInterferon betaHomo sapiens (human)
Golgi membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
endoplasmic reticulumHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
Golgi apparatusHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
plasma membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
cell surfaceHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
ER to Golgi transport vesicle membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
secretory granule membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
phagocytic vesicle membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
early endosome membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
recycling endosome membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
extracellular exosomeHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
lumenal side of endoplasmic reticulum membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
MHC class I protein complexHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
extracellular spaceHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
external side of plasma membraneHLA class I histocompatibility antigen, B alpha chain Homo sapiens (human)
cytoplasmUDP-3-O-acyl-N-acetylglucosamine deacetylaseEscherichia coli K-12
fibrillar centerInositol hexakisphosphate kinase 1Homo sapiens (human)
nucleoplasmInositol hexakisphosphate kinase 1Homo sapiens (human)
cytosolInositol hexakisphosphate kinase 1Homo sapiens (human)
nucleusInositol hexakisphosphate kinase 1Homo sapiens (human)
cytoplasmInositol hexakisphosphate kinase 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (162)

Assay IDTitleYearJournalArticle
AID1436637Inhibition of Escherichia coli LpxC using UDP-3-O-(R-3-hydroxymyristoyl)GlcNAc as substrate after 60 mins by OPA reagent based fluorescence assay2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Sulfonamide-based non-alkyne LpxC inhibitors as Gram-negative antibacterial agents.
AID649186Antibacterial activity against Escherichia coli after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID535078Antimicrobial activity against genomovar type V Burkholderia vietnamiensis FC441 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID532948Antimicrobial activity against genomovar type I Burkholderia cepacia CEP509 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1700261Antibacterial activity against Pseudomonas aeruginosa PAO1 assessed as bacterial growth inhibition by CLSI based broth microdilution method2020Bioorganic & medicinal chemistry, 12-15, Volume: 28, Issue:24
N-Hydroxyformamide LpxC inhibitors, their in vivo efficacy in a mouse Escherichia coli infection model, and their safety in a rat hemodynamic assay.
AID535087Antimicrobial activity against genomovar type II Burkholderia multivorans ATCC 176162010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535114Antimicrobial activity against genomovar type III Burkholderia cenocepacia PC184 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID766714Antimicrobial activity against Vibrio cholerae P4 after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID1324790Antibacterial activity against Pseudomonas aeruginosa PAO1 measured after 16 to 20 hrs by microbroth dilution assay2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Drug discovery strategies to outer membrane targets in Gram-negative pathogens.
AID1313581Antibacterial activity against wild-type Escherichia coli TG1 after 16 to 20 hrs by agar dilution method2016ACS medicinal chemistry letters, Jun-09, Volume: 7, Issue:6
LpxC Inhibitors: Design, Synthesis, and Biological Evaluation of Oxazolidinones as Gram-negative Antibacterial Agents.
AID535092Antimicrobial activity against genomovar type IX Burkholderia pyrrocinia C1469 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID766719Ratio of MIC for wild type Escherichia coli W3110 to MIC for Escherichia coli CMR3002013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID766720Antimicrobial activity against Pseudomonas aeruginosa PAO1 after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID1436639Antibacterial activity against Klebsiella pneumoniae ATCC 13883 by agar dilution method2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Sulfonamide-based non-alkyne LpxC inhibitors as Gram-negative antibacterial agents.
AID766715Antimicrobial activity against Klebsiella pneumoniae 43816 after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID532946Antimicrobial activity against genomovar type I Burkholderia cepacia ATCC 25416 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1894124Antibacterial activity against Escherichia coli assessed as bacterial growth inhibition2021Journal of medicinal chemistry, 02-25, Volume: 64, Issue:4
Chemical Highlights Supporting the Role of Lipid A in Efficient Biological Adaptation of Gram-Negative Bacteria to External Stresses.
AID535096Antimicrobial activity against genomovar type II Burkholderia multivorans C53932010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1700260Antibacterial activity against Escherichia coli ATCC 25922 assessed as bacterial growth inhibition by CLSI based broth microdilution method2020Bioorganic & medicinal chemistry, 12-15, Volume: 28, Issue:24
N-Hydroxyformamide LpxC inhibitors, their in vivo efficacy in a mouse Escherichia coli infection model, and their safety in a rat hemodynamic assay.
AID1171333Antimicrobial activity against Escherichia coli ARC523 W3110 harboring mutant by CLSI dilution method2014ACS medicinal chemistry letters, Nov-13, Volume: 5, Issue:11
Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors.
AID535109Antimicrobial activity against genomovar type III Burkholderia cenocepacia ATCC 17765 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID330343Inhibition of Escherichia coli LpxC at 4 nM2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID535115Antimicrobial activity against genomovar type III Burkholderia cenocepacia CEP511 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID551680Antibacterial activity against Escherichia coli W3110 by NCCLS assay2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Syntheses, structures and antibiotic activities of LpxC inhibitors based on the diacetylene scaffold.
AID330338Inhibition of Escherichia coli LpxC Q202W/G210S mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID1700262Antibacterial activity against Klebsiella pneumoniae ATCC 700603 assessed as bacterial growth inhibition by CLSI based broth microdilution method2020Bioorganic & medicinal chemistry, 12-15, Volume: 28, Issue:24
N-Hydroxyformamide LpxC inhibitors, their in vivo efficacy in a mouse Escherichia coli infection model, and their safety in a rat hemodynamic assay.
AID535085Antimicrobial activity against genomovar type II Burkholderia multivorans JTC2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID330346Activity of Escherichia coli LpxC Q202W/G210S mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID535108Antimicrobial activity against genomovar type V Burkholderia vietnamiensis LMG 16232 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535113Antimicrobial activity against genomovar type III Burkholderia cenocepacia C6433 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535107Antimicrobial activity against genomovar type V Burkholderia vietnamiensis PC259 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID330349Ratio of Kcat to Km of Rhizobium leguminosarum LpxC2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID535081Antimicrobial activity against genomovar type III Burkholderia cenocepacia C5424 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID330336Inhibition of Aquifex aeolicus LpxC2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID330352Activity of Rhizobium leguminosarum LpxC W206Q/S214G mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID649189Antibacterial activity against Acinetobacter baumannii after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID652927Inhibition of Escherichia coli LpxC2012Bioorganic & medicinal chemistry letters, Apr-01, Volume: 22, Issue:7
Structure based design of an in vivo active hydroxamic acid inhibitor of P. aeruginosa LpxC.
AID1584702Antimicrobial activity against Escherichia coli ATCC 25922 after 20 hrs by CLSI protocol-based microdilution assay2018Journal of medicinal chemistry, 10-25, Volume: 61, Issue:20
Application of Virtual Screening to the Identification of New LpxC Inhibitor Chemotypes, Oxazolidinone and Isoxazoline.
AID1584700Binding affinity to Pseudomonas aeruginosa PAO1 NB52019 LpxC after 60 to 420 secs by SPR method2018Journal of medicinal chemistry, 10-25, Volume: 61, Issue:20
Application of Virtual Screening to the Identification of New LpxC Inhibitor Chemotypes, Oxazolidinone and Isoxazoline.
AID568324Inhibition of Escherichia coli LpxC2011Bioorganic & medicinal chemistry letters, Feb-15, Volume: 21, Issue:4
Design and synthesis of potent Gram-negative specific LpxC inhibitors.
AID1275729Inhibition of Escherichia coli LpxC C63A mutant using UDP-3-O-[(R)-3-hydroxymyristoyl]-N-acetylglucosamine substrate after 30 mins by fluorescence-bsed microplate assay2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors.
AID535100Antimicrobial activity against genomovar type VII Burkholderia ambifaria CEP0996 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1875126Antibacterial activity against Escherichia coli ATCC 259222022Journal of medicinal chemistry, 09-08, Volume: 65, Issue:17
Structure-Kinetic Relationship Studies for the Development of Long Residence Time LpxC Inhibitors.
AID1171331Antimicrobial activity against Pseudomonas aeruginosa PAO1 ARC545 by CLSI dilution method2014ACS medicinal chemistry letters, Nov-13, Volume: 5, Issue:11
Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors.
AID1700259Displacement of fluorescent ligand from Escherichia coli LpxC measured after 30 mins by fluorescence anisotrophy assay2020Bioorganic & medicinal chemistry, 12-15, Volume: 28, Issue:24
N-Hydroxyformamide LpxC inhibitors, their in vivo efficacy in a mouse Escherichia coli infection model, and their safety in a rat hemodynamic assay.
AID535084Antimicrobial activity against genomovar type II Burkholderia multivorans CF-A1-12010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535117Antimicrobial activity against genomovar type III Burkholderia cenocepacia J2315 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1313582Antibacterial activity against Escherichia coli KAM3 harboring acrB deletion mutant after 16 to 20 hrs by agar dilution method2016ACS medicinal chemistry letters, Jun-09, Volume: 7, Issue:6
LpxC Inhibitors: Design, Synthesis, and Biological Evaluation of Oxazolidinones as Gram-negative Antibacterial Agents.
AID330348Activity of Rhizobium leguminosarum LpxC2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID1436641Antibacterial activity against Staphylococcus aureus ATCC 29213 by agar dilution method2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Sulfonamide-based non-alkyne LpxC inhibitors as Gram-negative antibacterial agents.
AID1368994Inhibition of LpxC in Escherichia coli AB1157 assessed as reduction in microbial growth incubated for 22 hrs by MTT assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Design, synthesis and structure-activity relationship evaluation of novel LpxC inhibitors as Gram-negative antibacterial agents.
AID1720235Inhibition of LpxC C63A mutant in Escherichia coli assessed as reduction in bacterial growth preincubated for 30 mins followed by incubation for 10 mins by spectrophotometric analysis2020Bioorganic & medicinal chemistry, 07-01, Volume: 28, Issue:13
Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID649187Antibacterial activity against Enterobacter aerogenes after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID1780308Antibacterial activity against wild type Pseudomonas aeruginosa LESB58 LpxA Gly120Ala mutant assessed as resistance development by measuring fold increase in MIC
AID649185Antibacterial activity against Klebsiella pneumoniae after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID535098Antimicrobial activity against genomovar type VII Burkholderia ambifaria AMMD at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535091Antimicrobial activity against genomovar type IX Burkholderia pyrrocinia BC011 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535116Antimicrobial activity against genomovar type II Burkholderia multivorans 2492-2 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID330351Ratio of Kcat to Km of Rhizobium leguminosarum LpxC S214G mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID532949Antimicrobial activity against genomovar type II Burkholderia multivorans C5393 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1171329Inhibition of Pseudomonas aeruginosa LpxC using UDP-3-O-(R-3-hydroxydecanoyl)-N-acetylglucosamine as substrate preincubated for 20 mins before substrate addition by LC/MS/MS analysis2014ACS medicinal chemistry letters, Nov-13, Volume: 5, Issue:11
Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors.
AID330337Inhibition of Escherichia coli LpxC2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID532943Antimicrobial activity against genomovar type II Burkholderia multivorans CFA11 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535089Antimicrobial activity against genomovar type IX Burkholderia pyrrocinia ATCC 15958 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1780306Antibacterial activity against wild type Pseudomonas aeruginosa LESB58 RS21000 and RS21005 mutant assessed as reduction in bacterial growth by broth microdilution assay
AID535101Antimicrobial activity against genomovar type VIII Burkholderia anthina W92 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1171334Inhibition of MMP2 (unknown origin) at 30 uM2014ACS medicinal chemistry letters, Nov-13, Volume: 5, Issue:11
Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors.
AID1720231Antibacterial activity against Escherichia coli D22 incubated assessed as prevention of visible growth for 20 hrs by two-fold serial microbroth dilution method2020Bioorganic & medicinal chemistry, 07-01, Volume: 28, Issue:13
Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID535077Antimicrobial activity against genomovar type VI Burkholderia dolosa STM1441 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1275726Antibacterial activity against Escherichia coli D22 incubated overnight by agar disk diffusion clearance assay2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors.
AID535111Antimicrobial activity against genomovar type IV Burkholderia stabilis LMG 14294 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID649180Antibacterial activity against Pseudomonas aeruginosa PAO1 after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID535080Antimicrobial activity against genomovar type III Burkholderia cenocepacia J415 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID532944Antimicrobial activity against genomovar type II Burkholderia multivorans JTC at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535093Antimicrobial activity against Escherichia coli 259222010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID766725Inhibition of Escherichia coli LpxC enzyme2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID1780303Antibacterial activity against wild type Pseudomonas aeruginosa LESB58 assessed as reduction in bacterial growth by broth microdilution assay
AID532945Antimicrobial activity against genomovar type II Burkholderia multivorans C1962 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1313585Ratio of MIC for wild-type Escherichia coli TG1 to MIC for Escherichia coli KAM3 acrB deletion mutant2016ACS medicinal chemistry letters, Jun-09, Volume: 7, Issue:6
LpxC Inhibitors: Design, Synthesis, and Biological Evaluation of Oxazolidinones as Gram-negative Antibacterial Agents.
AID535112Antimicrobial activity against genomovar type IV Burkholderia stabilis C7322 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1436638Antibacterial activity against Escherichia coli TG1 by agar dilution method2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Sulfonamide-based non-alkyne LpxC inhibitors as Gram-negative antibacterial agents.
AID1275725Antibacterial activity against Escherichia coli BL21(DE3) incubated overnight by agar disk diffusion clearance assay2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors.
AID649184Antibacterial activity against Pseudomonas aeruginosa after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID330344Activity of Escherichia coli LpxC2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID1584703Antimicrobial activity against Klebsiella pneumoniae ATCC 43816 after 20 hrs by CLSI protocol-based microdilution assay2018Journal of medicinal chemistry, 10-25, Volume: 61, Issue:20
Application of Virtual Screening to the Identification of New LpxC Inhibitor Chemotypes, Oxazolidinone and Isoxazoline.
AID1720233Antibacterial activity against Escherichia coli D22 assessed as zone of growth inhibition at 10 mmol incubated for overnight by disc diffusion method2020Bioorganic & medicinal chemistry, 07-01, Volume: 28, Issue:13
Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID330353Ratio of Kcat to Km of Rhizobium leguminosarum LpxC W206Q/S214G mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID1780307Antibacterial activity against wild type Pseudomonas aeruginosa LESB58 LpxA Ser150Ala mutant assessed as resistance development by measuring fold increase in MIC
AID766722Antimicrobial activity against wild type Escherichia coli W3110 after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID1313580Inhibition of Escherichia coli LpxC using UDP-3-O-(R-3-hydroxymyristoyl)GlcNAc as substrate measured after 60 mins by fluorescence analysis2016ACS medicinal chemistry letters, Jun-09, Volume: 7, Issue:6
LpxC Inhibitors: Design, Synthesis, and Biological Evaluation of Oxazolidinones as Gram-negative Antibacterial Agents.
AID649181Antibacterial activity against Staphylococcus aureus ATCC 29213 after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID532940Antimicrobial activity against genomovar type III Burkholderia cenocepacia BC7 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID551681Antibacterial activity against Escherichia coli W3110RL replaced with Rhizobium leguminosarum lpxC gene by NCCLS assay2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Syntheses, structures and antibiotic activities of LpxC inhibitors based on the diacetylene scaffold.
AID1324796Inhibition of wild-type Pseudomonas aeruginosa PAO1 LpxC assessed as deacetylation preincubated for 30 mins followed by addition of UDP-3-O-(R-hydroxydecanoyl)-N-acetylglucosamine as substrate measured after 60 mins by mass spectrometry2016Bioorganic & medicinal chemistry, 12-15, Volume: 24, Issue:24
Drug discovery strategies to outer membrane targets in Gram-negative pathogens.
AID535099Antimicrobial activity against genomovar type VII Burkholderia ambifaria ATCC 53266 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID766713Antimicrobial activity against Francisella novicida U 112 after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID551683Antibacterial activity against Pseudomonas aeruginosa PAO1 by NCCLS assay2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Syntheses, structures and antibiotic activities of LpxC inhibitors based on the diacetylene scaffold.
AID1064753Antimicrobial activity against Escherichia coli D22 at 10 mM after overnight incubation by agar disc diffusion method2014Bioorganic & medicinal chemistry, Feb-01, Volume: 22, Issue:3
Synthesis, biological evaluation and molecular docking studies of benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID535086Antimicrobial activity against genomovar type II Burkholderia multivorans C19622010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1894126Binding affinity to Escherichia coli LpxC assessed as inhibition constant2021Journal of medicinal chemistry, 02-25, Volume: 64, Issue:4
Chemical Highlights Supporting the Role of Lipid A in Efficient Biological Adaptation of Gram-Negative Bacteria to External Stresses.
AID330339Inhibition of Rhizobium leguminosarum LpxC2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID551682Antibacterial activity against Escherichia coli W3110PA replaced with Pseudomonas aeruginosa lpxC gene by NCCLS assay2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Syntheses, structures and antibiotic activities of LpxC inhibitors based on the diacetylene scaffold.
AID330341Inhibition of Rhizobium leguminosarum LpxC W206Q/S214G mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID1584701Antimicrobial activity against Pseudomonas aeruginosa ATCC 27853 after 20 hrs by CLSI protocol-based microdilution assay2018Journal of medicinal chemistry, 10-25, Volume: 61, Issue:20
Application of Virtual Screening to the Identification of New LpxC Inhibitor Chemotypes, Oxazolidinone and Isoxazoline.
AID1313583Antibacterial activity against wild-type Klebsiella pneumoniae ATCC 13883 by agar dilution method2016ACS medicinal chemistry letters, Jun-09, Volume: 7, Issue:6
LpxC Inhibitors: Design, Synthesis, and Biological Evaluation of Oxazolidinones as Gram-negative Antibacterial Agents.
AID1064754Antimicrobial activity against Escherichia coli BL21(DE3) at 10 mM after overnight incubation by agar disc diffusion method2014Bioorganic & medicinal chemistry, Feb-01, Volume: 22, Issue:3
Synthesis, biological evaluation and molecular docking studies of benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID535102Antimicrobial activity against genomovar type V Burkholderia vietnamiensis LMG 10929 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535075Antimicrobial activity against genomovar type VIII Burkholderia anthina J2552 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535106Antimicrobial activity against genomovar type IV Burkholderia stabilis LMG 18888 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1720232Antibacterial activity against Escherichia coli BL21 (DE3) assessed as prevention of visible growth incubated for 20 hrs by two-fold serial microbroth dilution method2020Bioorganic & medicinal chemistry, 07-01, Volume: 28, Issue:13
Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID1720234Antibacterial activity against Escherichia coli BL21 (DE3) assessed as zone of growth inhibition at 10 mmol incubated for overnight by disc diffusion method2020Bioorganic & medicinal chemistry, 07-01, Volume: 28, Issue:13
Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID330350Activity of Rhizobium leguminosarum LpxC S214G mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID1368992Inhibition of LpxC in Pseudomonas aeruginosa PA14 assessed as reduction in microbial growth incubated for 22 hrs by MTT assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Design, synthesis and structure-activity relationship evaluation of novel LpxC inhibitors as Gram-negative antibacterial agents.
AID649179Inhibition of Pseudomonas aeruginosa LpxC using UDP-3-O-(R-hydroxydecanoyl)-N-acetylglucosamine incubated for 30 mins prior to substrate addition measured after 60 mins by mass spectrophotometry2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID532941Antimicrobial activity against genomovar type III Burkholderia cenocepacia K562 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID766718Antimicrobial activity against Escherichia coli W3110PA after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID535083Antimicrobial activity against genomovar type II Burkholderia multivorans LMG 13010 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1780309Antibacterial activity against wild type Pseudomonas aeruginosa LESB58 RS21000 and RS21005 mutant assessed as resistance development by measuring fold increase in MIC
AID1171337Inhibition of MMP13 (unknown origin) at 30 uM2014ACS medicinal chemistry letters, Nov-13, Volume: 5, Issue:11
Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors.
AID1894132Inhibition of Pseudomonas aeruginosa LpxC2021Journal of medicinal chemistry, 02-25, Volume: 64, Issue:4
Chemical Highlights Supporting the Role of Lipid A in Efficient Biological Adaptation of Gram-Negative Bacteria to External Stresses.
AID1894133Binding affinity to Pseudomonas aeruginosa LpxC assessed as inhibition constant2021Journal of medicinal chemistry, 02-25, Volume: 64, Issue:4
Chemical Highlights Supporting the Role of Lipid A in Efficient Biological Adaptation of Gram-Negative Bacteria to External Stresses.
AID1647091Lipophilicity, logP of compound2020Bioorganic & medicinal chemistry letters, 01-15, Volume: 30, Issue:2
Propargylglycine-based antimicrobial compounds are targets of TolC-dependent efflux systems in Escherichia coli.
AID649188Antibacterial activity against Citrobacter freundii after 16 to 20 hrs by broth microdilution method2012Journal of medicinal chemistry, Jan-26, Volume: 55, Issue:2
Potent inhibitors of LpxC for the treatment of Gram-negative infections.
AID1171332Antimicrobial activity against TolC-deficient Escherichia coli ARC524 W3110 harboring mutant by CLSI dilution method2014ACS medicinal chemistry letters, Nov-13, Volume: 5, Issue:11
Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors.
AID766717Antimicrobial activity against Salmonella enterica typhimurium LT2 after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID1275727Antibacterial activity against Escherichia coli BL21(DE3) incubated for 20 hrs by microdilution assay2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors.
AID1368991Inhibition of LpxC in Pseudomonas aeruginosa PAO1 assessed as reduction in microbial growth incubated for 22 hrs by MTT assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Design, synthesis and structure-activity relationship evaluation of novel LpxC inhibitors as Gram-negative antibacterial agents.
AID535073Antimicrobial activity against genomovar type II Burkholderia multivorans C15762010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1780305Antibacterial activity against wild type Pseudomonas aeruginosa LESB58 LpxA Gly120Ala mutant assessed as reduction in bacterial growth by broth microdilution assay
AID535076Antimicrobial activity against genomovar type VIII Burkholderia anthina C1765 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1368993Inhibition of LpxC in Escherichia coli DH5[alpha] assessed as reduction in microbial growth incubated for 22 hrs by MTT assay2018Bioorganic & medicinal chemistry letters, 01-15, Volume: 28, Issue:2
Design, synthesis and structure-activity relationship evaluation of novel LpxC inhibitors as Gram-negative antibacterial agents.
AID1171330Antimicrobial activity against MexABCDXY-deficient Pseudomonas aeruginosa PAO1 ARC546 by CLSI dilution method2014ACS medicinal chemistry letters, Nov-13, Volume: 5, Issue:11
Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors.
AID535097Antimicrobial activity against genomovar type II Burkholderia multivorans LMG 130102010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535110Antimicrobial activity against genomovar type III Burkholderia cenocepacia SAL1 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1064752Inhibition of Escherichia coli LpxC using UDP-3-O-[(R)-3-hydroxymyristoyl]-N-acetylglucosamine as substrate incubated for 30 mins prior to enzyme addition by fluorescence assay2014Bioorganic & medicinal chemistry, Feb-01, Volume: 22, Issue:3
Synthesis, biological evaluation and molecular docking studies of benzyloxyacetohydroxamic acids as LpxC inhibitors.
AID766721Antimicrobial activity against Escherichia coli CMR300 after 22 hrs by MTT assay2013Journal of medicinal chemistry, Sep-12, Volume: 56, Issue:17
Synthesis, structure, and antibiotic activity of aryl-substituted LpxC inhibitors.
AID330342Inhibition of Rhizobium leguminosarum LpxC at 0.5 uM2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID535095Antimicrobial activity against Pseudomonas aeruginosa ATCC 101452010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535090Antimicrobial activity against genomovar type IX Burkholderia pyrrocinia ATCC 39277 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID532947Antimicrobial activity against genomovar type I Burkholderia cepacia ATCC 17759 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535074Antimicrobial activity against genomovar type VIII Burkholderia anthina AU1293 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535079Antimicrobial activity against genomovar type IV Burkholderia stabilis LMG 14086 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1275728Antibacterial activity against Escherichia coli D22 incubated for 20 hrs by microdilution assay2016Bioorganic & medicinal chemistry, Mar-01, Volume: 24, Issue:5
Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors.
AID330345Ratio of Kcat to Km for Escherichia coli LpxC2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID535104Antimicrobial activity against genomovar type VI Burkholderia dolosa CEP021 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535082Antimicrobial activity against genomovar type II Burkholderia multivorans ATCC 17616 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID330340Inhibition of Rhizobium leguminosarum LpxC S214G mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID535105Antimicrobial activity against genomovar type VI Burkholderia dolosa E12 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1700258Displacement of fluorescent ligand from Pseudomonas aeruginosa LpxC measured after 30 mins by fluorescence anisotrophy assay2020Bioorganic & medicinal chemistry, 12-15, Volume: 28, Issue:24
N-Hydroxyformamide LpxC inhibitors, their in vivo efficacy in a mouse Escherichia coli infection model, and their safety in a rat hemodynamic assay.
AID535094Antimicrobial activity against Pseudomonas aeruginosa ATCC 278532010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID532942Antimicrobial activity against genomovar type II Burkholderia multivorans C1576 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID535103Antimicrobial activity against genomovar type VI Burkholderia dolosa AU0645 at 40 ug/disk by disk diffusion growth inhibition assay2010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1436640Antibacterial activity against Pseudomonas aeruginosa PAO 4009 by agar dilution method2017Bioorganic & medicinal chemistry letters, 02-15, Volume: 27, Issue:4
Sulfonamide-based non-alkyne LpxC inhibitors as Gram-negative antibacterial agents.
AID1780304Antibacterial activity against wild type Pseudomonas aeruginosa LESB58 LpxA Ser150Ala mutant assessed as reduction in bacterial growth by broth microdilution assay
AID1894131Antibacterial activity against Pseudomonas aeruginosa PA01 assessed as bacterial growth inhibition2021Journal of medicinal chemistry, 02-25, Volume: 64, Issue:4
Chemical Highlights Supporting the Role of Lipid A in Efficient Biological Adaptation of Gram-Negative Bacteria to External Stresses.
AID330347Ratio of Kcat to Km of Escherichia coli LpxC Q202W/G210S mutant2007Proceedings of the National Academy of Sciences of the United States of America, Nov-20, Volume: 104, Issue:47
Structure of the deacetylase LpxC bound to the antibiotic CHIR-090: Time-dependent inhibition and specificity in ligand binding.
AID535088Antimicrobial activity against genomovar type II Burkholderia multivorans 249-22010Antimicrobial agents and chemotherapy, Aug, Volume: 54, Issue:8
Antimicrobial activity of CHIR-090, an inhibitor of lipopolysaccharide biosynthesis, against the Burkholderia cepacia complex.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (35)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (8.57)29.6817
2010's24 (68.57)24.3611
2020's8 (22.86)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.45

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 Index22.45 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index5.44 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.45)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (8.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other32 (91.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]