Lifitegrast sodiumProduct ingredient for Lifitegrast
- Name
- Lifitegrast sodium
- Drug Entry
- Lifitegrast
Lifitegrast is a FDA approved drug for the treatment of keratoconjunctivitis sicca (dry eye syndrome). It is a tetrahydroisoquinoline derivative and lymphocyte function-associated antigen-1 ( LFA-1) antagonist that was discovered through the rational design process. The ophthalmic solution was approved in July, 2016 under the trade name Xiidra. It has shown to protect the corneal surface and alleviate the symptoms of dry eye syndrome with fast onset of action and well tolerated profile in both local and systemic setting 2.
- Accession Number
- DBSALT001921
- Structure
- Synonyms
- Not Available
- External IDs
- SAR 1118-023 / SAR-1118-023
- UNII
- QG18FLP1KP
- CAS Number
- 1119276-80-0
- Weight
- Average: 637.46
Monoisotopic: 636.0500719 - Chemical Formula
- C29H23Cl2N2NaO7S
- InChI Key
- BPWOKOSRORLLIN-BQAIUKQQSA-M
- InChI
- InChI=1S/C29H24Cl2N2O7S.Na/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);/q;+1/p-1/t23-;/m0./s1
- IUPAC Name
- sodium (2S)-2-{[2-(1-benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinolin-6-yl]formamido}-3-(3-methanesulfonylphenyl)propanoate
- SMILES
- [Na+].CS(=O)(=O)C1=CC(C[C@H](NC(=O)C2=C(Cl)C3=C(CN(CC3)C(=O)C3=CC=C4C=COC4=C3)C=C2Cl)C([O-])=O)=CC=C1
- External Links
- ChemSpider
- 28510148
- ChEMBL
- CHEMBL2048409
- Predicted Properties
Property Value Source Water Solubility 0.00463 mg/mL ALOGPS logP 4.55 ALOGPS logP 4.02 Chemaxon logS -5.1 ALOGPS pKa (Strongest Acidic) 3.27 Chemaxon pKa (Strongest Basic) -1.3 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 136.82 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 165.32 m3·mol-1 Chemaxon Polarizability 59.04 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon