CHEBI:133023 - lifitegrast

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ChEBI Name lifitegrast ChEBI ID CHEBI:133023 Definition An 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). Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C29H24Cl2N2O7S Net Charge 0 Average Mass 615.483 Monoisotopic Mass 614.06813 InChI InChI=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 InChIKey JFOZKMSJYSPYLN-QHCPKHFHSA-N SMILES C12=C(C=C(C=C1)C(N3CC=4C(CC3)=C(C(=C(C4)Cl)C(N[C@@H](CC5=CC=CC(=C5)S(C)(=O)=O)C(=O)O)=O)Cl)=O)OC=C2 Roles Classification Chemical Role(s): Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): lymphocyte function-associated antigen-1 antagonist Any antagonist of lymphocyte function-associated antigen-1 Application(s): anti-inflammatory drug A substance that reduces or suppresses inflammation. View more via ChEBI Ontology ChEBI Ontology Outgoing 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 1-benzofurans (CHEBI:38830) 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 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 lifitegrast KEGG DRUG Synonyms Sources SAR 1118 ChemIDplus SAR-1118 ChemIDplus SAR1118 ChEBI Brand Name Source Xiidra ChemIDplus Manual Xrefs Databases 5174 DrugCentral D10374 KEGG DRUG Lifitegrast Wikipedia View more database links Registry Numbers Types Sources 1025967-78-5 CAS Registry Number KEGG DRUG 1025967-78-5 CAS Registry Number ChemIDplus 19179816 Reaxys Registry Number Reaxys Citations Types Sources 20334535 PubMed citation Europe PMC 20445119 PubMed citation Europe PMC 21330663 PubMed citation Europe PMC 22330307 PubMed citation Europe PMC 22538219 PubMed citation Europe PMC 23215542 PubMed citation Europe PMC 23256487 PubMed citation Europe PMC 24289915 PubMed citation Europe PMC 24900456 PubMed citation Europe PMC 26365210 PubMed citation Europe PMC 26807723 PubMed citation Europe PMC 27055211 PubMed citation Europe PMC 27354762 PubMed citation Europe PMC 27388660 PubMed citation Europe PMC Last Modified 22 February 2017