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CHEBI:189668 - varespladib

ChEBI IDCHEBI:189668
ChEBI Namevarespladib
Stars
DefinitionA member of the class of indoles that is 1H-indole substituted by benzyl, ethyl, oxamoyl, and carboxymethoxy groups at positions 1, 2, 3, and 4, respectively. It is an oral secretory phospholipase A2 inhibitor and exhibits anti-inflammatory effects.
Last Modified4 August 2022
SubmitterAdnan
DownloadsMolfile
FormulaC21H20N2O5
Net Charge0
Average Mass380.400
Monoisotopic Mass380.13722
SMILESCCc1c(C(=O)C(N)=O)c2c(OCC(=O)O)cccc2n1Cc1ccccc1
InChIInChI=1S/C21H20N2O5/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25)
InChIKeyBHLXTPHDSZUFHR-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
EC 3.1.1.4 (phospholipase A2) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of phospholipase A2 (EC 3.1.1.4).
Applications:
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
antidote  Any protective agent counteracting or neutralizing the action of poisons.
ChEBI Ontology
Outgoing Relation(s)
varespladib (CHEBI:189668) has role anti-inflammatory drug (CHEBI:35472)
varespladib (CHEBI:189668) has role antidote (CHEBI:50247)
varespladib (CHEBI:189668) has role EC 3.1.1.4 (phospholipase A2) inhibitor (CHEBI:50469)
varespladib (CHEBI:189668) is a aromatic ether (CHEBI:35618)
varespladib (CHEBI:189668) is a benzenes (CHEBI:22712)
varespladib (CHEBI:189668) is a dicarboxylic acid monoamide (CHEBI:35735)
varespladib (CHEBI:189668) is a indoles (CHEBI:24828)
varespladib (CHEBI:189668) is a monocarboxylic acid (CHEBI:25384)
varespladib (CHEBI:189668) is a primary carboxamide (CHEBI:140324)
varespladib (CHEBI:189668) is conjugate acid of varespladib(1−) (CHEBI:189666)
Incoming Relation(s)
varespladib methyl (CHEBI:192805) has functional parent varespladib (CHEBI:189668)
varespladib(1−) (CHEBI:189666) is conjugate base of varespladib (CHEBI:189668)
IUPAC Name 
({3-[amino(oxo)acetyl]-1-benzyl-2-ethyl-1H-indol-4-yl}oxy)acetic acid
INNs  Source
varespladibWHO MedNet
varespladibWHO MedNet
varespladibWHO MedNet
varespladibumWHO MedNet
Synonyms  Source
LY 315920ChEBI
LY315920ChemIDplus
LY-315920ChEBI
S-5920ChemIDplus
S 5920ChemIDplus
2-[2-ethyl-3-oxamoyl-1-(phenylmethyl)indol-4-yl]oxyethanoic acidPDBeChem
Manual XrefsDatabases
DB11909DrugBank
HMDB0259766HMDB
D08107KEGG DRUG
VRDPDBeChem
VarespladibWikipedia
137248ChemSpider
CN101838232Patent
Registry NumbersSources
CAS:172732-68-2ChemIDplus
Citations