Page last updated: 2024-11-11

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

Cross-References

ID SourceID
PubMed CID7141881
CHEMBL ID492591
SCHEMBL ID679809
MeSH IDM0024565

Synonyms (32)

Synonym
67268-37-5
4h-furo[3,2-b]pyrrole-5-carboxylic acid
4p5 ,
5-carboxyfuro[3,2-b]pyrrole, 1
bdbm31147
chembl492591 ,
AKOS005141677
F2158-1433
STK894043
5-carboxyfuro[3,2-b]pyrrole
BBL012139
FT-0678207
SCHEMBL679809
AS-5468
mfcd07368660
MMAIBGHDBYQYDI-UHFFFAOYSA-N
4h-furo[3,2-b]pyrrole-5-carboxylicacid
DTXSID60427996
4h-furo[3,2-b]pyrrole-5-carboxylic acid, aldrichcpr
SUN ,
CCG-358158
NPA5DYB93P ,
4h-furo(3,2-b)pyrrole-5-carboxylic acid
EN300-114402
sep-227900
Q27454870
A867307
unii-npa5dyb93p
CS-0071406
AKOS040759467
SY143831
Z1198172211

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" We identified novel DAO inhibitors, in particular, acid 1, which demonstrated moderate potency for DAO in vitro and ex vivo, and raised plasma d-serine levels after dosing ip to rats."( The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
Abeywickrema, P; Almond, S; Brandon, N; Byrne, N; Campbell, A; Hutson, PH; Jacobson, M; Jones, B; Munshi, S; Pascarella, D; Pike, A; Prasad, GS; Sachs, N; Sakatis, M; Sardana, V; Sparey, T; Venkatraman, S; Young, MB, 2008
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Occurs in Manufacturing (79 Items)

ItemProcessFrequency
Snackscore-ingredient23
Plant-based foodscore-ingredient10
Plant-based foods and beveragescore-ingredient10
Cereals and potatoescore-ingredient7
Sweet snackscore-ingredient7
Biscuits and cakescore-ingredient6
Breadscore-ingredient4
Dessertscore-ingredient4
Cereals and their productscore-ingredient3
Biscuitscore-ingredient3
Fermented milk productscore-ingredient3
Fermented foodscore-ingredient3
Dairiescore-ingredient3
Cakescore-ingredient2
Pastascore-ingredient2
Frozen foodscore-ingredient2
Yogurtscore-ingredient2
browniescore-ingredient2
Fermented dairy dessertscore-ingredient2
Dairy dessertscore-ingredient2
Breakfast cerealscore-ingredient2
Breakfastscore-ingredient2
Compléments alimentairescore-ingredient1
Peanutscore-ingredient1
Nutscore-ingredient1
Nuts and their productscore-ingredient1
Legumescore-ingredient1
Legumes and their productscore-ingredient1
fr:Yaourts aux fruits de la passcore-ingredient1
Mango yogurtscore-ingredient1
Greek-style yogurtscore-ingredient1
Yogurts with cerealscore-ingredient1
Fruit yogurtscore-ingredient1
Fermented dairy desserts with fruitscore-ingredient1
Fatscore-ingredient1
Pastriescore-ingredient1
Fruits and vegetables based foodscore-ingredient1
Chocolate cakescore-ingredient1
Frozen dessertscore-ingredient1
en:Protein Ballscore-ingredient1
Protein barscore-ingredient1
Bodybuilding supplementscore-ingredient1
Dietary supplementscore-ingredient1
en:pasta-dishescore-ingredient1
Beveragescore-ingredient1
Cheesescore-ingredient1
Mueslis with fruitscore-ingredient1
Muesliscore-ingredient1
Cereals with fruitscore-ingredient1
Barres protéinéescore-ingredient1
Compléments pour le Bodybuildingcore-ingredient1
From 12 months oldcore-ingredient1
Tortellinicore-ingredient1
Stuffed pastascore-ingredient1
Pasta dishescore-ingredient1
Mealscore-ingredient1
Ice popscore-ingredient1
en:Energy barscore-ingredient1
en:Caramel chocolate barscore-ingredient1
en:Bodybuilding supplementscore-ingredient1
en:Bars covered with chocolatecore-ingredient1
Біологічно активні добавкиcore-ingredient1
en:Chocolate candiescore-ingredient1
en:Barscore-ingredient1
en:Confectioneriescore-ingredient1
en:Cocoa and its productscore-ingredient1
en:Sweet snackscore-ingredient1
en:Snackscore-ingredient1
Breakfast cereals rich in fibrecore-ingredient1
Groceriescore-ingredient1
Tomato saucescore-ingredient1
Saucescore-ingredient1
Condimentscore-ingredient1
surimicore-ingredient1
Instant noodlescore-ingredient1
Noodlescore-ingredient1
Dried products to be rehydratedcore-ingredient1
Dried productscore-ingredient1
Barscore-ingredient1

Protein Targets (10)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
D-amino-acid oxidaseRattus norvegicus (Norway rat)IC50 (µMol)7.97140.00400.25890.8550AID1799106; AID371709
Cytochrome P450 3A4Homo sapiens (human)IC50 (µMol)10.00000.00011.753610.0000AID408639
Neuronal acetylcholine receptor subunit alpha-4Rattus norvegicus (Norway rat)Ki0.03170.00000.12345.5000AID726215
Cytochrome P450 2D6Homo sapiens (human)IC50 (µMol)10.00000.00002.015110.0000AID408640
Neuronal acetylcholine receptor subunit beta-2Rattus norvegicus (Norway rat)Ki0.03170.00000.10825.5000AID726215
D-amino-acid oxidaseHomo sapiens (human)IC50 (µMol)4.44350.00401.119910.0000AID1799106; AID371707; AID408637; AID619910; AID726221; AID726222
D-amino-acid oxidaseHomo sapiens (human)Ki0.03410.01302.13868.1600AID726213; AID726214; AID726215
Potassium voltage-gated channel subfamily H member 2Homo sapiens (human)IC50 (µMol)10.00000.00091.901410.0000AID619916
D-aspartate oxidaseHomo sapiens (human)IC50 (µMol)23.41900.00400.39370.8550AID1799106; AID371708; AID408638; AID726223
[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)
D-amino-acid oxidaseHomo sapiens (human)Kd0.02240.00311.72789.0000AID1799107; AID371729; AID619912; AID619913; AID619914
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (68)

Processvia Protein(s)Taxonomy
lipid hydroxylationCytochrome P450 3A4Homo sapiens (human)
lipid metabolic processCytochrome P450 3A4Homo sapiens (human)
steroid catabolic processCytochrome P450 3A4Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 3A4Homo sapiens (human)
steroid metabolic processCytochrome P450 3A4Homo sapiens (human)
cholesterol metabolic processCytochrome P450 3A4Homo sapiens (human)
androgen metabolic processCytochrome P450 3A4Homo sapiens (human)
estrogen metabolic processCytochrome P450 3A4Homo sapiens (human)
alkaloid catabolic processCytochrome P450 3A4Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 3A4Homo sapiens (human)
calcitriol biosynthetic process from calciolCytochrome P450 3A4Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 3A4Homo sapiens (human)
vitamin D metabolic processCytochrome P450 3A4Homo sapiens (human)
vitamin D catabolic processCytochrome P450 3A4Homo sapiens (human)
retinol metabolic processCytochrome P450 3A4Homo sapiens (human)
retinoic acid metabolic processCytochrome P450 3A4Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 3A4Homo sapiens (human)
aflatoxin metabolic processCytochrome P450 3A4Homo sapiens (human)
oxidative demethylationCytochrome P450 3A4Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 2D6Homo sapiens (human)
steroid metabolic processCytochrome P450 2D6Homo sapiens (human)
cholesterol metabolic processCytochrome P450 2D6Homo sapiens (human)
estrogen metabolic processCytochrome P450 2D6Homo sapiens (human)
coumarin metabolic processCytochrome P450 2D6Homo sapiens (human)
alkaloid metabolic processCytochrome P450 2D6Homo sapiens (human)
alkaloid catabolic processCytochrome P450 2D6Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 2D6Homo sapiens (human)
isoquinoline alkaloid metabolic processCytochrome P450 2D6Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 2D6Homo sapiens (human)
retinol metabolic processCytochrome P450 2D6Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 2D6Homo sapiens (human)
negative regulation of bindingCytochrome P450 2D6Homo sapiens (human)
oxidative demethylationCytochrome P450 2D6Homo sapiens (human)
negative regulation of cellular organofluorine metabolic processCytochrome P450 2D6Homo sapiens (human)
arachidonic acid metabolic processCytochrome P450 2D6Homo sapiens (human)
proline catabolic processD-amino-acid oxidaseHomo sapiens (human)
digestionD-amino-acid oxidaseHomo sapiens (human)
D-amino acid catabolic processD-amino-acid oxidaseHomo sapiens (human)
D-serine catabolic processD-amino-acid oxidaseHomo sapiens (human)
dopamine biosynthetic processD-amino-acid oxidaseHomo sapiens (human)
D-alanine catabolic processD-amino-acid oxidaseHomo sapiens (human)
D-serine metabolic processD-amino-acid oxidaseHomo sapiens (human)
neutrophil-mediated killing of gram-negative bacteriumD-amino-acid oxidaseHomo sapiens (human)
D-amino acid catabolic processD-aspartate oxidase Bos taurus (cattle)
nervous system processD-aspartate oxidase Bos taurus (cattle)
regulation of heart rate by cardiac conductionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of heart rate by hormonePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of membrane potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
positive regulation of DNA-templated transcriptionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion homeostasisPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cardiac muscle contractionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of ventricular cardiac muscle cell membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cellular response to xenobiotic stimulusPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
ventricular cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane depolarization during action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of heart rate by cardiac conductionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion export across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during ventricular cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
negative regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
positive regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
negative regulation of potassium ion export across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion import across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
inseminationD-aspartate oxidaseHomo sapiens (human)
grooming behaviorD-aspartate oxidaseHomo sapiens (human)
regulation of cell communicationD-aspartate oxidaseHomo sapiens (human)
D-amino acid catabolic processD-aspartate oxidaseHomo sapiens (human)
hormone metabolic processD-aspartate oxidaseHomo sapiens (human)
nervous system processD-aspartate oxidaseHomo sapiens (human)
aspartate catabolic processD-aspartate oxidaseHomo sapiens (human)
L-serine metabolic processSerine racemaseHomo sapiens (human)
serine family amino acid metabolic processSerine racemaseHomo sapiens (human)
response to xenobiotic stimulusSerine racemaseHomo sapiens (human)
response to organic cyclic compoundSerine racemaseHomo sapiens (human)
response to lipopolysaccharideSerine racemaseHomo sapiens (human)
pyruvate biosynthetic processSerine racemaseHomo sapiens (human)
D-serine metabolic processSerine racemaseHomo sapiens (human)
D-serine biosynthetic processSerine racemaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (49)

Processvia Protein(s)Taxonomy
monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
steroid bindingCytochrome P450 3A4Homo sapiens (human)
iron ion bindingCytochrome P450 3A4Homo sapiens (human)
protein bindingCytochrome P450 3A4Homo sapiens (human)
steroid hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
retinoic acid 4-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
oxidoreductase activityCytochrome P450 3A4Homo sapiens (human)
oxygen bindingCytochrome P450 3A4Homo sapiens (human)
enzyme bindingCytochrome P450 3A4Homo sapiens (human)
heme bindingCytochrome P450 3A4Homo sapiens (human)
vitamin D3 25-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
caffeine oxidase activityCytochrome P450 3A4Homo sapiens (human)
quinine 3-monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
testosterone 6-beta-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
1-alpha,25-dihydroxyvitamin D3 23-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 8,9 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 11,12 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
anandamide 14,15 epoxidase activityCytochrome P450 3A4Homo sapiens (human)
aromatase activityCytochrome P450 3A4Homo sapiens (human)
vitamin D 24-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 3A4Homo sapiens (human)
1,8-cineole 2-exo-monooxygenase activityCytochrome P450 3A4Homo sapiens (human)
monooxygenase activityCytochrome P450 2D6Homo sapiens (human)
iron ion bindingCytochrome P450 2D6Homo sapiens (human)
oxidoreductase activityCytochrome P450 2D6Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 2D6Homo sapiens (human)
heme bindingCytochrome P450 2D6Homo sapiens (human)
anandamide 8,9 epoxidase activityCytochrome P450 2D6Homo sapiens (human)
anandamide 11,12 epoxidase activityCytochrome P450 2D6Homo sapiens (human)
anandamide 14,15 epoxidase activityCytochrome P450 2D6Homo sapiens (human)
D-amino-acid oxidase activityD-amino-acid oxidaseHomo sapiens (human)
protein bindingD-amino-acid oxidaseHomo sapiens (human)
identical protein bindingD-amino-acid oxidaseHomo sapiens (human)
FAD bindingD-amino-acid oxidaseHomo sapiens (human)
D-aspartate oxidase activityD-aspartate oxidase Bos taurus (cattle)
D-glutamate oxidase activityD-aspartate oxidase Bos taurus (cattle)
FAD bindingD-aspartate oxidase Bos taurus (cattle)
transcription cis-regulatory region bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
inward rectifier potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
delayed rectifier potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
ubiquitin protein ligase bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
identical protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
protein homodimerization activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
C3HC4-type RING finger domain bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activity involved in cardiac muscle cell action potential repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
scaffold protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activity involved in ventricular cardiac muscle cell action potential repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
protein bindingD-aspartate oxidaseHomo sapiens (human)
D-aspartate oxidase activityD-aspartate oxidaseHomo sapiens (human)
D-glutamate oxidase activityD-aspartate oxidaseHomo sapiens (human)
FAD bindingD-aspartate oxidaseHomo sapiens (human)
magnesium ion bindingSerine racemaseHomo sapiens (human)
L-serine ammonia-lyase activitySerine racemaseHomo sapiens (human)
calcium ion bindingSerine racemaseHomo sapiens (human)
protein bindingSerine racemaseHomo sapiens (human)
ATP bindingSerine racemaseHomo sapiens (human)
D-serine ammonia-lyase activitySerine racemaseHomo sapiens (human)
glycine bindingSerine racemaseHomo sapiens (human)
threonine racemase activitySerine racemaseHomo sapiens (human)
PDZ domain bindingSerine racemaseHomo sapiens (human)
pyridoxal phosphate bindingSerine racemaseHomo sapiens (human)
serine racemase activitySerine racemaseHomo sapiens (human)
identical protein bindingSerine racemaseHomo sapiens (human)
protein homodimerization activitySerine racemaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
cytoplasmCytochrome P450 3A4Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 3A4Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 3A4Homo sapiens (human)
mitochondrionCytochrome P450 2D6Homo sapiens (human)
endoplasmic reticulumCytochrome P450 2D6Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 2D6Homo sapiens (human)
cytoplasmCytochrome P450 2D6Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2D6Homo sapiens (human)
mitochondrial outer membraneD-amino-acid oxidaseHomo sapiens (human)
extracellular regionD-amino-acid oxidaseHomo sapiens (human)
cytoplasmD-amino-acid oxidaseHomo sapiens (human)
peroxisomal matrixD-amino-acid oxidaseHomo sapiens (human)
cytosolD-amino-acid oxidaseHomo sapiens (human)
cell projectionD-amino-acid oxidaseHomo sapiens (human)
presynaptic active zoneD-amino-acid oxidaseHomo sapiens (human)
cytoplasmD-amino-acid oxidaseHomo sapiens (human)
peroxisomal matrixD-aspartate oxidase Bos taurus (cattle)
cytosolD-aspartate oxidase Bos taurus (cattle)
plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cell surfacePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
perinuclear region of cytoplasmPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel complexPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
inward rectifier potassium channel complexPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
peroxisomeD-aspartate oxidaseHomo sapiens (human)
peroxisomeD-aspartate oxidaseHomo sapiens (human)
peroxisomal matrixD-aspartate oxidaseHomo sapiens (human)
cytosolD-aspartate oxidaseHomo sapiens (human)
cytoplasmD-aspartate oxidaseHomo sapiens (human)
cytoplasmSerine racemaseHomo sapiens (human)
cytosolSerine racemaseHomo sapiens (human)
neuronal cell bodySerine racemaseHomo sapiens (human)
apical part of cellSerine racemaseHomo sapiens (human)
cytoplasmSerine racemaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (66)

Assay IDTitleYearJournalArticle
AID408640Inhibition of CYP2D62008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID619917Binding affinity to human recombinant DAAO assessed as drug-enzyme complex half life2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID620008Volume of distribution in Swiss mouse plasma at 1 mg/kg, iv2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID620082Plasma clearance in Swiss mouse plasma at 1 mg/kg, iv2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID619919Octanol-water partition coefficient, log P of the neutral compound by pH-metric method2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID619910Inhibition of human recombinant DAAO expressed in Escherichia coli assessed as H2O2 production from D-serine degradation after 30 mins by fluorescence assay2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726206Effect on L-alanine level in G418-resistant HEK293 cells at 17 uM by HPLC analysis relative to vehicle-treated control2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID619916Inhibition of human ERG expressed in HEK293 cells by whole cell voltage patch clamp technique2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID371729Binding affinity to biotinylated human recombinant DAAO by Biacore assay2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID371709Inhibition of rat recombinant DAAO expressed in sf9 insect cells assessed as degradation of D-serine by fluorescence assay2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID408637Inhibition of human DAO2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID408643Ex vivo inhibition of DAO in ip dosed rat kidney2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID371708Inhibition of human recombinant DDO expressed in sf9 insect cells assessed as degradation of D-serine by fluorescence assay2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID620004Terminal half life in Swiss mouse brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726215Inhibition of human recombinant N-terminal His-tagged DAO Y224F mutant expressed in Escherichia coli BL21(DE3) using D-alanine as substrate after 10 mins by Lineweaver-Burk plot analysis2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID619992Ratio of drug level (0 to last) in brain to plasma in Swiss mouse at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID619913Binding affinity to human recombinant DAAO by kinetic study scintillation proximity assay2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID371722Fraction unbound in Sprague-Dawley CD rat plasma at 10 mg/kg, sc after 4 hrs2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID620000Tmax in Swiss mouse brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726221Inhibition of human recombinant N-terminal His-tagged DAO expressed in Escherichia coli BL21(DE3) using D-alanine as substrate by colorimetric assay2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID371725Fraction unbound in Sprague-Dawley CD rat brain at 10 mg/kg, sc after 4 hrs2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID619918Dissociation constant, pKa of the compound by dip probe absorption spectroscopy technique2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID371707Inhibition of human recombinant DAAO expressed in sf9 insect cells assessed as degradation of D-serine by fluorescence assay2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID726209Inhibition of human recombinant DAO expressed in G418-resistant HEK293/NEO cells assessed as effect on D-alanine level at 17 uM incubated for 30 mins prior to D-alanine addition measured after 24 hrs by HPLC analysis relative to vehicle-treated control2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID619986AUC (0 to last) in Wistar rat brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID408642Increase in D-serine level in ip dosed rat plasma after 4 to 24 hrs2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID619921Thermodynamic solubility of the compound in phosphate buffer at pH 7.4 after 24 hrs by HPLC analysis2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726213Inhibition of human recombinant N-terminal His-tagged DAO expressed in Escherichia coli BL21(DE3) using D-serine as substrate by Lineweaver-Burk plot analysis2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID619998Tmax in Wistar rat brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID408644Ex vivo inhibition of DAO in ip dosed rat cerebellum2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID619923Kinetic solubility of the compound in 0.01 M phosphate buffered saline at pH 7.4 assessed as maximum solubility after 2 hrs2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID619982Cmax in Wistar rat brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726222Inhibition of human recombinant N-terminal His-tagged DAO expressed in Escherichia coli BL21(DE3) using D-serine as substrate by colorimetric assay2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID726207Effect on L-alanine level in G418-resistant HEK293/NEO cells at 17 uM by HPLC analysis relative to vehicle-treated control2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID726214Inhibition of human recombinant N-terminal His-tagged DAO Y224A mutant expressed in Escherichia coli BL21(DE3) using D-alanine as substrate after 10 mins by Lineweaver-Burk plot analysis2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID371724Drug level in Sprague-Dawley CD rat brain at 10 mg/kg, sc after 4 hrs2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID620002Terminal half life in Wistar rat brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID619996Oral bioavailability (0 to last) in Swiss mouse plasma at 10 mg/kg2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID371730Dissociation constant, pKa of the compound2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID726220Inhibition of human recombinant N-terminal His-tagged serine racemase expressed in Escherichia coli BL21(DE3) using L-serine as substrate after 10 mins by fluorescence assay2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID371723Free plasma concentration in Sprague-Dawley CD rat at 10 mg/kg, sc after 4 hrs2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID619988AUC (0 to last) in Swiss mouse brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726223Inhibition of human recombinant N-terminal His-tagged DDO expressed in Escherichia coli BL21(DE3) using D-aspartate as substrate by colorimetric assay2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID619914Binding affinity to human recombinant DAAO by steady state study scintillation proximity assay2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID619990Ratio of drug level (0 to last) in brain to plasma in Wistar rat at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726217Binding affinity to human recombinant N-terminal His-tagged DAO expressed in Escherichia coli BL21(DE3) at 200 uM after 2 to 30 mins by absorption spectra analysis2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID619922Kinetic solubility of the compound in 0.01 M phosphate buffered saline at pH 7.4 assessed as minimum solubility after 2 hrs2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID726216Competitive inhibition of human recombinant N-terminal His-tagged DAO expressed in Escherichia coli BL21(DE3) using D-alanine as substrate by Lineweaver-Burk plot analysis2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID408638Inhibition of human DDO2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID371727Ratio of drug level in brain to plasma in Sprague-Dawley CD rat at 10 mg/kg, sc after 4 hrs2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID619984Cmax in Swiss mouse brain at 10 mg/kg, po2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID371728Selectivity ratio of IC50 for rat DAAO to IC50 for human DAAO2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID619920Octanol-water partition coefficient, log P of the anionic compound by pH-metric method2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID371721Plasma concentration in Sprague-Dawley CD rat at 10 mg/kg, sc after 4 hrs2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID726208Inhibition of N-terminal HA-tagged human recombinant DAO overexpressed in HEK293 cells assessed as increase in D-alanine levels at 17 uM incubated for 30 mins prior to D-alanine addition measured after 24 hrs by HPLC analysis relative to vehicle-treated c2013Journal of medicinal chemistry, Mar-14, Volume: 56, Issue:5
Identification of novel D-amino acid oxidase inhibitors by in silico screening and their functional characterization in vitro.
AID408639Inhibition of CYP3A42008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID619994Oral bioavailability (0 to last) in Wistar rat plasma at 10 mg/kg2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID620006Volume of distribution in Wistar rat plasma at 1 mg/kg, iv2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID371726Free drug level in Sprague-Dawley CD rat brain at 10 mg/kg, sc after 4 hrs2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID620010Plasma clearance in Wistar rat plasma at 1 mg/kg, iv2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID408645Ex vivo inhibition of DAO in rat cerebellum at 25 mg/kg, ip after 1 hr2008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID619915Inhibition of bovine recombinant DASPO expressed in Escherichia coli preincubated for 15 mins by fluorescence assay2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID408641Inhibition of CYP3C92008Bioorganic & medicinal chemistry letters, Jun-01, Volume: 18, Issue:11
The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.
AID619912Binding affinity to human recombinant DAAO by isothermal titration calorimeter analysis2011European journal of medicinal chemistry, Oct, Volume: 46, Issue:10
Biophysical and physicochemical methods differentiate highly ligand-efficient human D-amino acid oxidase inhibitors.
AID1799106DAAO in Vitro Activity Assay from Article 10.1021/jm900128w: \\Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.\\2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
AID1799107Biacore Binding of DAAO Inhibitors from Article 10.1021/jm900128w: \\Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.\\2009Journal of medicinal chemistry, Jun-11, Volume: 52, Issue:11
Discovery, SAR, and pharmacokinetics of a novel 3-hydroxyquinolin-2(1H)-one series of potent D-amino acid oxidase (DAAO) inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 176.77

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index176.77 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index327.12 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (176.77)

All Compounds (24.57)

Study Types

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