Page last updated: 2024-11-13

fevipiprant

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Description

fevipiprant: a CRTh2 antagonist; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID23582412
CHEMBL ID3137332
SCHEMBL ID1940595
MeSH IDM000614493

Synonyms (48)

Synonym
fevipiprant [jan]
fevipiprant [who-dd]
fevipiprant [usan]
nvp-qaw039
qaw 039
1-(4-methanesulfonylbenzyl)-2-methyl-1h-pyrrolo(2,3-b)pyridin-3-yl)acetic acid
fevipiprant
2-(1-((4-methanesulfonyl-2-(trifluoromethyl)phenyl)methyl(-2-methyl-1h-pyrrolo(2,3-b)pyridin-3-yl)acetic acid
fevipiprant [usan:inn]
2pex5n7dq4 ,
unii-2pex5n7dq4
fevipiprant [inn]
(1-(4-((methane)sulfonyl)-2-trifluoromethylbenzyl)-2-methyl-1h-pyrrolo(2,3-b)pyridin-3-yl)acetic acid
872365-14-5
AB85348
[2-methyl-1-[4-(methylsulfonyl)-2-(trifluoromethyl)benzyl]-1h-pyrrolo[2,3-b]pyridin-3-yl]acetic acid
qaw039
qaw-039
CHEMBL3137332
SCHEMBL1940595
[1-(4-methanesulfonyl-2-trifluoromethyl-benzyl)-2-methyl-1h-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid
fevipiprant (jan/usan/inn)
D10631
AC-31956
gtpl8995
2-[2-methyl-1-[[4-methylsulfonyl-2-(trifluoromethyl)phenyl]methyl]pyrrolo[5,4-b]pyridin-3-yl]acetic acid
HY-16768
AS-74870
2-(1-{[4-methanesulfonyl-2-(trifluoromethyl)phenyl]methyl}-2-methyl-1h-pyrrolo[2,3-b]pyridin-3-yl)acetic acid
2-(2-methyl-1-(4-(methylsulfonyl)-2-(trifluoromethyl)benzyl)-1h-pyrrolo[2,3-b]pyridin-3-yl)acetic acid
CS-5956
mfcd22548206
2-[2-methyl-1-[[4-methylsulfonyl-2-(trifluoromethyl)phenyl]methyl]pyrrolo[2,3-b]pyridin-3-yl]acetic acid
AKOS030629816
DB12011
(2-methyl-1-{[4-(methylsulfonyl)-2-(trifluoromethyl)phenyl]methyl}-1h-pyrrolo[2,3-b]pyridin-3-yl)acetic acid
BCP25015
fevipiprant; nvp-qaw039; qaw039
EX-A2495
Q27077292
bdbm50233520
fevipiprant(nvp-qaw039)
FSY ,
SB16897
2-methyl-1-[[4-(methylsulfonyl)-2-(trifluoromethyl)phenyl]methyl]-1h-pyrrolo[2,3-b]pyridine-3-acetic acid
HMS3743E19
FT-0774596
DTXSID501336031

Research Excerpts

Overview

Fevipiprant is an oral, non-steroidal, highly selective, reversible antagonist of the prostaglandin D.

ExcerptReferenceRelevance
"Fevipiprant is an oral, non-steroidal, highly selective, reversible antagonist of the prostaglandin D"( The pharmacology of the prostaglandin D
Altman, P; Brightling, C; Kulkarni, S; Lambrecht, BN; Sandham, D; Weiss, M, 2021
)
2.06
"Fevipiprant (QAW039) is an oral treatment for asthma."( Fevipiprant in the treatment of asthma.
Brightling, C; White, C; Wright, A, 2018
)
2.64

Toxicity

ExcerptReferenceRelevance
" No dose-dependent adverse events were observed, and all the events were mild or moderate in severity."( Pharmacokinetics, Safety, and Tolerability of Fevipiprant (QAW039), a Novel CRTh2 Receptor Antagonist: Results From 2 Randomized, Phase 1, Placebo-Controlled Studies in Healthy Volunteers.
Dubois, G; Elbast, W; Erpenbeck, VJ; Gheyle, L; Goldsmith, P; Larbig, M; Neelakantham, S; Osuntokun, W; Sandham, D; Vets, E; Weiss, M, 2016
)
0.69
" Primary endpoints were: time-to-first treatment emergent adverse event (AE); serious AE; and AE leading to discontinuation from study treatment."( Long-term safety and exploratory efficacy of fevipiprant in patients with inadequately controlled asthma: the SPIRIT randomised clinical trial.
Agache, IO; Boone, B; Felser, JM; Kamei, T; Kawakami, F; Knorr, B; Lawrence, D; Lehmann, T; Maspero, J; Pedinoff, AJ; Wang, W; Yoshida, M, 2021
)
0.88
"Physiologically based pharmacokinetic and absorption modeling has increasingly been implemented for biopharmaceutics applications to define the safe space for drug product quality attributes such as dissolution."( Establishing the Safe Space via Physiologically Based Biopharmaceutics Modeling. Case Study: Fevipiprant/QAW039.
Dhareshwar, SS; Gajewska, M; Heimbach, T; Hirsch, S; Kourentas, A; Kulkarni, S; Lin, W; Mueller-Zsigmondy, M; Steib-Lauer, C, 2023
)
1.13

Bioavailability

ExcerptReferenceRelevance
" The model was used to evaluate the intraluminal performance of the dosage forms and to predict the absorption rate limits for the 450 mg dose."( Establishing the Safe Space via Physiologically Based Biopharmaceutics Modeling. Case Study: Fevipiprant/QAW039.
Dhareshwar, SS; Gajewska, M; Heimbach, T; Hirsch, S; Kourentas, A; Kulkarni, S; Lin, W; Mueller-Zsigmondy, M; Steib-Lauer, C, 2023
)
1.13

Dosage Studied

ExcerptRelevanceReference
"PK data from 1281 healthy subjects or asthma patients were available after single or once daily dosing of fevipiprant."(
Bartels, C; Jain, M; Kulkarni, S; Sangana, R; Wang, X; Yu, J; Zack, J, 2021
)
0.83
" The model was used to evaluate the intraluminal performance of the dosage forms and to predict the absorption rate limits for the 450 mg dose."( Establishing the Safe Space via Physiologically Based Biopharmaceutics Modeling. Case Study: Fevipiprant/QAW039.
Dhareshwar, SS; Gajewska, M; Heimbach, T; Hirsch, S; Kourentas, A; Kulkarni, S; Lin, W; Mueller-Zsigmondy, M; Steib-Lauer, C, 2023
)
1.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (13)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cytochrome P450 1A2Homo sapiens (human)IC50 (µMol)100.00000.00011.774010.0000AID1433058
Cytochrome P450 3A4Homo sapiens (human)IC50 (µMol)100.00000.00011.753610.0000AID1433061
Cytochrome P450 2D6Homo sapiens (human)IC50 (µMol)100.00000.00002.015110.0000AID1433060
Cytochrome P450 2C9 Homo sapiens (human)IC50 (µMol)100.00000.00002.800510.0000AID1433059
Thromboxane A2 receptor Homo sapiens (human)IC50 (µMol)10.00000.00110.71065.2000AID1433051
Prostaglandin E2 receptor EP4 subtypeHomo sapiens (human)IC50 (µMol)10.00000.00040.95858.0390AID1433049
Prostaglandin F2-alpha receptorHomo sapiens (human)IC50 (µMol)10.00000.00100.01060.0430AID1433050
Prostaglandin E2 receptor EP3 subtypeHomo sapiens (human)IC50 (µMol)10.00000.00090.12120.6350AID1433053
Prostaglandin E2 receptor EP2 subtypeHomo sapiens (human)IC50 (µMol)10.00000.00220.72054.1690AID1433048
Prostacyclin receptorHomo sapiens (human)IC50 (µMol)10.00000.00840.07040.2880AID1433055
Prostaglandin D2 receptorHomo sapiens (human)IC50 (µMol)10.00000.00011.15837.3000AID1433047
Prostaglandin D2 receptor 2Homo sapiens (human)IC50 (µMol)0.00450.00040.10090.9600AID1340841; AID1433030; AID1433031; AID1433040; AID1433041; AID1433042
Prostaglandin D2 receptor 2Homo sapiens (human)Ki0.00400.00060.67358.0000AID1340840; AID1433029
[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)
Cannabinoid receptor 1Rattus norvegicus (Norway rat)EC50 (µMol)10.00000.00020.19211.9953AID1433054
Prostaglandin E2 receptor EP3 subtypeHomo sapiens (human)EC50 (µMol)10.00000.00252.54055.0000AID1433052
Prostacyclin receptorHomo sapiens (human)EC50 (µMol)10.00000.00040.05450.3470AID1433054
Prostaglandin D2 receptor 2Homo sapiens (human)Kd0.00100.00100.00100.0010AID1433046
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (104)

Processvia Protein(s)Taxonomy
steroid catabolic processCytochrome P450 1A2Homo sapiens (human)
porphyrin-containing compound metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 1A2Homo sapiens (human)
cholesterol metabolic processCytochrome P450 1A2Homo sapiens (human)
estrogen metabolic processCytochrome P450 1A2Homo sapiens (human)
toxin biosynthetic processCytochrome P450 1A2Homo sapiens (human)
post-embryonic developmentCytochrome P450 1A2Homo sapiens (human)
alkaloid metabolic processCytochrome P450 1A2Homo sapiens (human)
regulation of gene expressionCytochrome P450 1A2Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 1A2Homo sapiens (human)
dibenzo-p-dioxin metabolic processCytochrome P450 1A2Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
lung developmentCytochrome P450 1A2Homo sapiens (human)
methylationCytochrome P450 1A2Homo sapiens (human)
monocarboxylic acid metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 1A2Homo sapiens (human)
retinol metabolic processCytochrome P450 1A2Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 1A2Homo sapiens (human)
cellular respirationCytochrome P450 1A2Homo sapiens (human)
aflatoxin metabolic processCytochrome P450 1A2Homo sapiens (human)
hydrogen peroxide biosynthetic processCytochrome P450 1A2Homo sapiens (human)
oxidative demethylationCytochrome P450 1A2Homo sapiens (human)
cellular response to cadmium ionCytochrome P450 1A2Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
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)
xenobiotic metabolic processCytochrome P450 2C9 Homo sapiens (human)
steroid metabolic processCytochrome P450 2C9 Homo sapiens (human)
cholesterol metabolic processCytochrome P450 2C9 Homo sapiens (human)
estrogen metabolic processCytochrome P450 2C9 Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 2C9 Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 2C9 Homo sapiens (human)
urea metabolic processCytochrome P450 2C9 Homo sapiens (human)
monocarboxylic acid metabolic processCytochrome P450 2C9 Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 2C9 Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 2C9 Homo sapiens (human)
amide metabolic processCytochrome P450 2C9 Homo sapiens (human)
icosanoid biosynthetic processCytochrome P450 2C9 Homo sapiens (human)
oxidative demethylationCytochrome P450 2C9 Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 2C9 Homo sapiens (human)
smooth muscle contractionThromboxane A2 receptor Homo sapiens (human)
G protein-coupled receptor signaling pathwayThromboxane A2 receptor Homo sapiens (human)
response to nutrientThromboxane A2 receptor Homo sapiens (human)
response to xenobiotic stimulusThromboxane A2 receptor Homo sapiens (human)
positive regulation of blood coagulationThromboxane A2 receptor Homo sapiens (human)
response to testosteroneThromboxane A2 receptor Homo sapiens (human)
thromboxane A2 signaling pathwayThromboxane A2 receptor Homo sapiens (human)
response to ethanolThromboxane A2 receptor Homo sapiens (human)
positive regulation of angiogenesisThromboxane A2 receptor Homo sapiens (human)
positive regulation of smooth muscle contractionThromboxane A2 receptor Homo sapiens (human)
cellular response to lipopolysaccharideThromboxane A2 receptor Homo sapiens (human)
negative regulation of cell migration involved in sprouting angiogenesisThromboxane A2 receptor Homo sapiens (human)
inflammatory responseThromboxane A2 receptor Homo sapiens (human)
positive regulation of blood pressureThromboxane A2 receptor Homo sapiens (human)
positive regulation of vasoconstrictionThromboxane A2 receptor Homo sapiens (human)
positive regulation of cytosolic calcium ion concentrationThromboxane A2 receptor Homo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayThromboxane A2 receptor Homo sapiens (human)
negative regulation of cytokine productionProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
positive regulation of cytokine productionProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
immune responseProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
JNK cascadeProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
response to mechanical stimulusProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
response to nematodeProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
regulation of ossificationProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
response to lipopolysaccharideProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
negative regulation of integrin activationProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
T-helper cell differentiationProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
negative regulation of inflammatory responseProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
positive regulation of inflammatory responseProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
regulation of stress fiber assemblyProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
bone developmentProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
ERK1 and ERK2 cascadeProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
cellular response to mechanical stimulusProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
negative regulation of eosinophil extravasationProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
cellular response to prostaglandin E stimulusProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
inflammatory responseProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
G protein-coupled receptor signaling pathwayProstaglandin F2-alpha receptorHomo sapiens (human)
parturitionProstaglandin F2-alpha receptorHomo sapiens (human)
positive regulation of cell population proliferationProstaglandin F2-alpha receptorHomo sapiens (human)
positive regulation of gene expressionProstaglandin F2-alpha receptorHomo sapiens (human)
response to estradiolProstaglandin F2-alpha receptorHomo sapiens (human)
response to lipopolysaccharideProstaglandin F2-alpha receptorHomo sapiens (human)
negative regulation of apoptotic processProstaglandin F2-alpha receptorHomo sapiens (human)
cellular response to prostaglandin D stimulusProstaglandin F2-alpha receptorHomo sapiens (human)
inflammatory responseProstaglandin F2-alpha receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationProstaglandin F2-alpha receptorHomo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayProstaglandin F2-alpha receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
cell deathProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
positive regulation of fever generationProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
intestine smooth muscle contractionProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
inflammatory responseProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
negative regulation of gastric acid secretionProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
G protein-coupled receptor signaling pathwayProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
response to nematodeProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
response to lipopolysaccharideProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
response to progesteroneProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
regulation of cell population proliferationProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
cellular response to prostaglandin E stimulusProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
inflammatory responseProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerProstacyclin receptorHomo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayProstacyclin receptorHomo sapiens (human)
cell-cell signalingProstacyclin receptorHomo sapiens (human)
negative regulation of platelet-derived growth factor receptor signaling pathwayProstacyclin receptorHomo sapiens (human)
response to lipopolysaccharideProstacyclin receptorHomo sapiens (human)
negative regulation of smooth muscle cell proliferationProstacyclin receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationProstacyclin receptorHomo sapiens (human)
inflammatory responseProstacyclin receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayProstaglandin D2 receptorHomo sapiens (human)
male sex determinationProstaglandin D2 receptorHomo sapiens (human)
sleepProstaglandin D2 receptorHomo sapiens (human)
mast cell degranulationProstaglandin D2 receptorHomo sapiens (human)
adenosine metabolic processProstaglandin D2 receptorHomo sapiens (human)
cellular response to prostaglandin D stimulusProstaglandin D2 receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationProstaglandin D2 receptorHomo sapiens (human)
inflammatory responseProstaglandin D2 receptorHomo sapiens (human)
chemotaxisProstaglandin D2 receptor 2Homo sapiens (human)
immune responseProstaglandin D2 receptor 2Homo sapiens (human)
G protein-coupled receptor signaling pathwayProstaglandin D2 receptor 2Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayProstaglandin D2 receptor 2Homo sapiens (human)
calcium-mediated signalingProstaglandin D2 receptor 2Homo sapiens (human)
positive regulation of G protein-coupled receptor signaling pathwayProstaglandin D2 receptor 2Homo sapiens (human)
negative regulation of male germ cell proliferationProstaglandin D2 receptor 2Homo sapiens (human)
neuropeptide signaling pathwayProstaglandin D2 receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (42)

Processvia Protein(s)Taxonomy
monooxygenase activityCytochrome P450 1A2Homo sapiens (human)
iron ion bindingCytochrome P450 1A2Homo sapiens (human)
protein bindingCytochrome P450 1A2Homo sapiens (human)
electron transfer activityCytochrome P450 1A2Homo sapiens (human)
oxidoreductase activityCytochrome P450 1A2Homo 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 1A2Homo sapiens (human)
enzyme bindingCytochrome P450 1A2Homo sapiens (human)
heme bindingCytochrome P450 1A2Homo sapiens (human)
demethylase activityCytochrome P450 1A2Homo sapiens (human)
caffeine oxidase activityCytochrome P450 1A2Homo sapiens (human)
aromatase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
hydroperoxy icosatetraenoate dehydratase activityCytochrome P450 1A2Homo sapiens (human)
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)
monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
iron ion bindingCytochrome P450 2C9 Homo sapiens (human)
arachidonic acid epoxygenase activityCytochrome P450 2C9 Homo sapiens (human)
steroid hydroxylase activityCytochrome P450 2C9 Homo sapiens (human)
arachidonic acid 14,15-epoxygenase activityCytochrome P450 2C9 Homo sapiens (human)
arachidonic acid 11,12-epoxygenase activityCytochrome P450 2C9 Homo sapiens (human)
oxidoreductase activityCytochrome P450 2C9 Homo sapiens (human)
(S)-limonene 6-monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
(S)-limonene 7-monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
caffeine oxidase activityCytochrome P450 2C9 Homo sapiens (human)
(R)-limonene 6-monooxygenase activityCytochrome P450 2C9 Homo sapiens (human)
aromatase activityCytochrome P450 2C9 Homo sapiens (human)
heme bindingCytochrome P450 2C9 Homo 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 2C9 Homo sapiens (human)
thromboxane A2 receptor activityThromboxane A2 receptor Homo sapiens (human)
guanyl-nucleotide exchange factor activityThromboxane A2 receptor Homo sapiens (human)
protein bindingThromboxane A2 receptor Homo sapiens (human)
prostaglandin E receptor activityProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
protein bindingProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
prostaglandin F receptor activityProstaglandin F2-alpha receptorHomo sapiens (human)
prostaglandin E receptor activityProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
prostaglandin E receptor activityProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
guanyl-nucleotide exchange factor activityProstacyclin receptorHomo sapiens (human)
prostacyclin receptor activityProstacyclin receptorHomo sapiens (human)
prostaglandin J receptor activityProstaglandin D2 receptorHomo sapiens (human)
prostaglandin D receptor activityProstaglandin D2 receptorHomo sapiens (human)
protein bindingProstaglandin D2 receptorHomo sapiens (human)
prostaglandin J receptor activityProstaglandin D2 receptor 2Homo sapiens (human)
G protein-coupled receptor activityProstaglandin D2 receptor 2Homo sapiens (human)
prostaglandin D receptor activityProstaglandin D2 receptor 2Homo sapiens (human)
prostaglandin F receptor activityProstaglandin D2 receptor 2Homo sapiens (human)
neuropeptide bindingProstaglandin D2 receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
endoplasmic reticulum membraneCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
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)
endoplasmic reticulum membraneCytochrome P450 2C9 Homo sapiens (human)
plasma membraneCytochrome P450 2C9 Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C9 Homo sapiens (human)
cytoplasmCytochrome P450 2C9 Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2C9 Homo sapiens (human)
acrosomal vesicleThromboxane A2 receptor Homo sapiens (human)
plasma membraneThromboxane A2 receptor Homo sapiens (human)
nuclear speckThromboxane A2 receptor Homo sapiens (human)
plasma membraneThromboxane A2 receptor Homo sapiens (human)
plasma membraneProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
membraneProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
plasma membraneProstaglandin E2 receptor EP4 subtypeHomo sapiens (human)
extracellular regionProstaglandin F2-alpha receptorHomo sapiens (human)
cytoplasmProstaglandin F2-alpha receptorHomo sapiens (human)
plasma membraneProstaglandin F2-alpha receptorHomo sapiens (human)
plasma membraneProstaglandin F2-alpha receptorHomo sapiens (human)
nuclear envelopeProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
plasma membraneProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
membraneProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
plasma membraneProstaglandin E2 receptor EP3 subtypeHomo sapiens (human)
plasma membraneProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
plasma membraneProstaglandin E2 receptor EP2 subtypeHomo sapiens (human)
cytosolProstacyclin receptorHomo sapiens (human)
plasma membraneProstacyclin receptorHomo sapiens (human)
plasma membraneProstacyclin receptorHomo sapiens (human)
plasma membraneProstaglandin D2 receptorHomo sapiens (human)
membraneProstaglandin D2 receptorHomo sapiens (human)
plasma membraneProstaglandin D2 receptorHomo sapiens (human)
plasma membraneProstaglandin D2 receptor 2Homo sapiens (human)
plasma membraneProstaglandin D2 receptor 2Homo sapiens (human)
neuron projectionProstaglandin D2 receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (33)

Assay IDTitleYearJournalArticle
AID1433051Antagonist activity at TP receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433050Antagonist activity at FP receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433036Clearance in Wistar rat at 0.5 mg/kg, iv or 3 mg/kg, po by LC-MS/MS analysis2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433060Inhibition of human CYP2D62017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433048Antagonist activity at EP2 receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433044Displacement of [3H]NVP-QAW039 from human DP2 receptor expressed in CHO cell membranes assessed as dissociation rate constant by TopCount scintillation assay2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433054Agonist activity at IP receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433057Toxicity in dog2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433031Antagonist activity at DP2 receptor in human whole assessed as inhibition of DK-PGD2-induced eosinophils shape change preincubated for 5 mins followed by DK-PGD2 addition measured after 5 mins by flow cytometry2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433062Activation of PXR (unknown origin) assessed as CYP3A4 induction2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433052Agonist activity at EP3 receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433049Antagonist activity at EP4 receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433037Volume of distribution at steady state in Wistar rat at 0.5 mg/kg, iv or 3 mg/kg, po by LC-MS/MS analysis2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433030Antagonist activity at DP2 receptor in human isolated eosinophils assessed as inhibition of DK-PGD2-induced shape change preincubated for 5 mins followed by DK-PGD2 addition measured after 5 mins by flow cytometry2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433034Fraction unbound in plasma of Sprague-Dawley rat DK-PGD2-induced pulmonary eosinophilia mechanistic model at 0.03 to 0.1 mg/kg, po by equilibrium dialysis method2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433047Antagonist activity at DP1 receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433045Displacement of [3H]NVP-QAW039 from human DP2 receptor expressed in CHO cell membranes assessed as dissociation half life by TopCount scintillation assay2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433038Half life in Wistar rat at 0.5 mg/kg, iv by LC-MS/MS analysis2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433046Displacement of [3H]NVP-QAW039 from human DP2 receptor expressed in CHO cell membranes by TopCount scintillation assay2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433040Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as inhibition of DK-PGD2-induced IL-5 production after 6 to 8 hrs2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433042Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as inhibition of PGD2-induced IL-4 production preincubated for 30 mins followed by PGD2 addition measured after 6 hrs2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433061Inhibition of human CYP3A42017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433032In vivo antagonist activity at DP2 receptor in Sprague-Dawley rat DK-PGD2-induced pulmonary eosinophilia mechanistic model assessed inhibition of eosinophilia in broncho alveolar lavage fluid at 0.03 to 0.1 mg/kg, po pretreated for 40 mins starting at 2 h2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433029Displacement of [3H]PGD2 from human DP2 receptor expressed in CHO cell membranes after 60 mins by scintillation proximity assay2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433058Inhibition of human CYP1A22017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433043Displacement of [3H]NVP-QAW039 from human DP2 receptor expressed in CHO cell membranes assessed as association rate constant by TopCount scintillation assay2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433041Antagonist activity at DP2 receptor in CD4-positive human TH2 cells assessed as inhibition of DK-PGD2-induced IL-13 production after 6 to 8 hrs2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433055Antagonist activity at IP receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433056Toxicity in rat2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433059Inhibition of human CYP2C92017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433039Oral bioavailability in Wistar rat at 3 mg/kg by LC-MS/MS analysis2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1433053Antagonist activity at EP3 receptor (unknown origin)2017ACS medicinal chemistry letters, May-11, Volume: 8, Issue:5
Discovery of Fevipiprant (NVP-QAW039), a Potent and Selective DP
AID1346326Human DP2 receptor (Prostanoid receptors)2016Molecular pharmacology, May, Volume: 89, Issue:5
Fevipiprant (QAW039), a Slowly Dissociating CRTh2 Antagonist with the Potential for Improved Clinical Efficacy.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (31)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's17 (54.84)24.3611
2020's14 (45.16)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.19

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

MetricThis Compound (vs All)
Research Demand Index37.19 (24.57)
Research Supply Index3.76 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index49.28 (26.88)
Search Engine Supply Index1.96 (0.95)

This Compound (37.19)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials9 (27.27%)5.53%
Reviews6 (18.18%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other18 (54.55%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]