Drug Information

Drug General Information
Drug ID
D0ZL4F
Former ID
DNC005410
Drug Name
R-KETOPROFEN
Drug Type
Small molecular drug
Indication Discovery agent Discontinued in Phase 2 [546255]
Structure
Download
2D MOL

3D MOL
Formula
C16H14O3
Canonical SMILES
CC(C1=CC=CC(=C1)C(=O)C2=CC=CC=C2)C(=O)O
InChI
1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/m1/s1
InChIKey
DKYWVDODHFEZIM-LLVKDONJSA-N
PubChem Compound ID
180540
Target and Pathway
Target(s) High affinity interleukin-8 receptor B Target Info Inhibitor [527602]
High affinity interleukin-8 receptor A Target Info Inhibitor [527602]
Prostaglandin G/H synthase 2 Target Info Inhibitor [527602]
Interleukin-8 Target Info Inhibitor [530235]
Prostaglandin G/H synthase 1 Target Info Inhibitor [527602]
BioCyc Pathway Aspirin-triggered lipoxin biosynthesis
Aspirin triggered resolvin D biosynthesis
C20 prostanoid biosynthesis
Aspirin triggered resolvin E biosynthesisPWY66-374:C20 prostanoid biosynthesis
KEGG Pathway Cytokine-cytokine receptor interaction
Chemokine signaling pathway
Endocytosis
Epithelial cell signaling in Helicobacter pylori infectionhsa04060:Cytokine-cytokine receptor interaction
Epithelial cell signaling in Helicobacter pylori infectionhsa00590:Arachidonic acid metabolism
Metabolic pathways
NF-kappa B signaling pathway
VEGF signaling pathway
TNF signaling pathway
Retrograde endocannabinoid signaling
Serotonergic synapse
Ovarian steroidogenesis
Oxytocin signaling pathway
Regulation of lipolysis in adipocytes
Leishmaniasis
Pathways in cancer
Chemical carcinogenesis
MicroRNAs in cancer
Small cell lung cancerhsa04060:Cytokine-cytokine receptor interaction
Toll-like receptor signaling pathway
NOD-like receptor signaling pathway
RIG-I-like receptor signaling pathway
Non-alcoholic fatty liver disease (NAFLD)
Epithelial cell signaling in Helicobacter pylori infection
Shigellosis
Salmonella infection
Pertussis
Legionellosis
Chagas disease (American trypanosomiasis)
Malaria
Amoebiasis
Hepatitis C
Hepatitis B
Influenza A
Transcriptional misregulation in cancer
Bladder cancer
Rheumatoid arthritishsa00590:Arachidonic acid metabolism
Platelet activation
NetPath Pathway TNFalpha Signaling PathwayNetPath_14:IL2 Signaling PathwayNetPath_13:IL1 Signaling Pathway
TSH Signaling Pathway
IL4 Signaling Pathway
TGF_beta_Receptor Signaling Pathway
IL5 Signaling PathwayNetPath_19:IL-7 Signaling Pathway
IL5 Signaling Pathway
IL1 Signaling Pathway
IL2 Signaling Pathway
IL3 Signaling Pathway
TNFalpha Signaling Pathway
TSLP Signaling Pathway
TCR Signaling PathwayNetPath_7:TGF_beta_Receptor Signaling Pathway
PANTHER Pathway Inflammation mediated by chemokine and cytokine signaling pathway
Interleukin signaling pathwayP00031:Inflammation mediated by chemokine and cytokine signaling pathway
Interleukin signaling pathwayP00019:Endothelin signaling pathway
Toll receptor signaling pathway
CCKR signaling map STP00031:Inflammation mediated by chemokine and cytokine signaling pathway
Interleukin signaling pathway
Pathway Interaction Database IL8- and CXCR2-mediated signaling eventsil8cxcr1_pathway:IL8- and CXCR1-mediated signaling eventsnfat_tfpathway:Calcineurin-regulated NFAT-dependent transcription in lymphocytes
S1P1 pathway
C-MYB transcription factor network
Signaling mediated by p38-alpha and p38-beta
Calcium signaling in the CD4+ TCR pathwaylysophospholipid_pathway:LPA receptor mediated events
Calcineurin-regulated NFAT-dependent transcription in lymphocytes
Validated transcriptional targets of AP1 family members Fra1 and Fra2
Glucocorticoid receptor regulatory network
ATF-2 transcription factor network
IL8-mediated signaling events
AP-1 transcription factor network
IL8- and CXCR2-mediated signaling events
Regulation of nuclear beta catenin signaling and target gene transcription
Syndecan-2-mediated signaling events
Syndecan-3-mediated signaling events
IL8- and CXCR1-mediated signaling events
PathWhiz Pathway Arachidonic Acid MetabolismPW000044:Arachidonic Acid Metabolism
Reactome Chemokine receptors bind chemokines
G alpha (i) signalling eventsR-HSA-380108:Chemokine receptors bind chemokines
G alpha (i) signalling eventsR-HSA-2559582:Senescence-Associated Secretory Phenotype (SASP)
Peptide ligand-binding receptors
ATF4 activates genes
G alpha (i) signalling events
WikiPathways GPCRs, Class A Rhodopsin-like
Peptide GPCRs
GPCR ligand binding
GPCR downstream signaling
GPCRs, OtherWP455:GPCRs, Class A Rhodopsin-like
Differentiation Pathway
GPCRs, OtherWP98:Prostaglandin Synthesis and Regulation
Arachidonic acid metabolism
Aryl Hydrocarbon Receptor
Quercetin and Nf-kB/ AP-1 Induced Cell Apoptosis
Spinal Cord Injury
Integrated Pancreatic Cancer Pathway
Eicosanoid Synthesis
Selenium Micronutrient NetworkWP75:Toll-like receptor signaling pathway
SIDS Susceptibility Pathways
Senescence and Autophagy in Cancer
IL-3 Signaling Pathway
Bladder Cancer
Activation of Genes by ATF4
EBV LMP1 signaling
Corticotropin-releasing hormone
Allograft Rejection
TSLP Signaling Pathway
Regulation of toll-like receptor signaling pathwayWP98:Prostaglandin Synthesis and Regulation
Phase 1 - Functionalization of compounds
Selenium Micronutrient Network
References
Ref 546255Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800007136)
Ref 527602J Med Chem. 2005 Jun 30;48(13):4312-31.2-Arylpropionic CXC chemokine receptor 1 (CXCR1) ligands as novel noncompetitive CXCL8 inhibitors.
Ref 530235Bioorg Med Chem Lett. 2009 Aug 1;19(15):4026-30. Epub 2009 Jun 13.Structure-Activity Relationship of novel phenylacetic CXCR1 inhibitors.

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