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CHEBI:133023 - lifitegrast

ChEBI IDCHEBI:133023
ChEBI Namelifitegrast
Stars
DefinitionAn N-acyl-L-α-amino acid obtained by formal condensation of the carboxy group of N-[2-(1-benzofuran-6-carbonyl)]-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid with the amino group of 3-(methanesulfonyl)-L-phenylalanine. Used for treatment of keratoconjunctivitis sicca (dry eye syndrome).
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC29H24Cl2N2O7S
Net Charge0
Average Mass615.491
Monoisotopic Mass614.06813
SMILESCS(=O)(=O)c1cccc(C[C@H](NC(=O)c2c(Cl)cc3c(c2Cl)CCN(C(=O)c2ccc4ccoc4c2)C3)C(=O)O)c1
InChIInChI=1S/C29H24Cl2N2O7S/c1-41(38,39)20-4-2-3-16(11-20)12-23(29(36)37)32-27(34)25-22(30)13-19-15-33(9-7-21(19)26(25)31)28(35)18-6-5-17-8-10-40-24(17)14-18/h2-6,8,10-11,13-14,23H,7,9,12,15H2,1H3,(H,32,34)(H,36,37)/t23-/m0/s1
InChIKeyJFOZKMSJYSPYLN-QHCPKHFHSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
lymphocyte function-associated antigen-1 antagonist  Any antagonist of lymphocyte function-associated antigen-1
Application:
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
ChEBI Ontology
Outgoing Relation(s)
lifitegrast (CHEBI:133023) has role anti-inflammatory drug (CHEBI:35472)
lifitegrast (CHEBI:133023) has role lymphocyte function-associated antigen-1 antagonist (CHEBI:133024)
lifitegrast (CHEBI:133023) is a N-acyl-L-α-amino acid (CHEBI:48927)
lifitegrast (CHEBI:133023) is a L-phenylalanine derivative (CHEBI:84144)
lifitegrast (CHEBI:133023) is a 1-benzofurans (CHEBI:38830)
lifitegrast (CHEBI:133023) is a isoquinolines (CHEBI:24922)
lifitegrast (CHEBI:133023) is a sulfone (CHEBI:35850)
IUPAC Name 
N-[2-(1-benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carbonyl]-3-(methanesulfonyl)-L-phenylalanine
INN  Source
lifitegrastKEGG DRUG
Synonyms  Source
SAR-1118ChemIDplus
SAR 1118ChemIDplus
SAR1118ChEBI
Brand Name  Source
XiidraChemIDplus
Manual XrefsDatabases
D10374KEGG DRUG
LifitegrastWikipedia
5174DrugCentral
Registry NumbersSources
Reaxys:19179816Reaxys
CAS:1025967-78-5KEGG DRUG
CAS:1025967-78-5ChemIDplus
Citations