Drug Information

Drug General Information
Drug ID
D0Q5PL
Former ID
DNC005383
Drug Name
INDOPROFEN
Drug Type
Small molecular drug
Indication Gout [ICD9: 274.00274.1274.8274.9; ICD10:M10] Withdrawn from market [551871]
Formula
C17H15NO3
Canonical SMILES
CC(C1=CC=C(C=C1)N2CC3=CC=CC=C3C2=O)C(=O)O
InChI
1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)
InChIKey
RJMIEHBSYVWVIN-UHFFFAOYSA-N
CAS Number
CAS 31842-01-0
PubChem Compound ID
68700
SuperDrug ATC ID
M01AE10
Target and Pathway
Target(s) Fatty acid-binding protein, liver Target Info Inhibitor [529520]
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]
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 PPAR signaling pathway
Fat digestion and absorptionhsa04060: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 cancerhsa00590: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_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
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 pathway
PathWhiz Pathway Arachidonic Acid MetabolismPW000044:Arachidonic Acid Metabolism
Reactome Hormone-sensitive lipase (HSL)-mediated triacylglycerol hydrolysis
PPARA activates gene expression
Regulation of lipid metabolism by Peroxisome proliferator-activated receptor alpha (PPARalpha)R-HSA-380108:Chemokine receptors bind chemokines
G alpha (i) signalling eventsR-HSA-380108:Chemokine receptors bind chemokines
G alpha (i) signalling events
WikiPathways Nuclear Receptors Meta-Pathway
PPAR Alpha Pathway
Selenium Metabolism and Selenoproteins
Regulation of Lipid Metabolism by Peroxisome proliferator-activated receptor alpha (PPARalpha)WP455: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 NetworkWP98:Prostaglandin Synthesis and Regulation
Phase 1 - Functionalization of compounds
Selenium Micronutrient Network
References
Ref 551871Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
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 529520J Med Chem. 2008 Jul 10;51(13):3755-64. Epub 2008 Jun 6.Characterization of the drug binding specificity of rat liver fatty acid binding protein.