CHEBI:133023 - lifitegrast

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ChEBI Name lifitegrast
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.
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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
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.
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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)
INN Source
lifitegrast KEGG DRUG
Synonyms Sources
SAR 1118 ChemIDplus
SAR-1118 ChemIDplus
Brand Name Source
Xiidra ChemIDplus
Manual Xrefs Databases
5174 DrugCentral
Lifitegrast Wikipedia
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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 Waiting for Citations Types Sources
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Last Modified
22 February 2017