Novel ionizable lipid and lipid nanoparticle composition using same

A compound represented by Chemical Formula 1, or a pharmaceutically acceptable salt, tautomer, or stereoisomer thereof.

• In Chemical Formula 1,
• n is one selected from 1 to 6;
• m1 and m3 are each independently one selected from 0 to 6;
• m2 is 0 or 1;
• L11, L12, and L13 are each the same or different, and selected from the group consisting of (C1-C10)alkylene, (C2-C10)alkenylene, and (C2-C10)alkynylene, wherein at least one —CH2— groups in the alkylene, alkenylene, and alkynylene are optionally substituted with —O—, —S—, or —SS—;
• A1 to A4 are each the same or different, and selected from the group consisting of —C(═O)—, —OC(═O)—, —C(═O)O—, —OC(═O)O—, —OP(═O)O—, —OC(═S)—, —C(═S)O—, —SC(═O)—, —C(═O)S—, —SC(═S)—, —C(═S)S—, —SC(═O)O—, —OC(═O)S—, —S—, —SS—, —C(═O)NH—, —NHC(═O)—, —C(═O)NR11—, —NR11C(═O)—, —OC(═O)NH—, —NHC(═O)O—, —OC(═O)NR11—, and —NR11C(═O)O—;
• R11 is selected from the group consisting of (C1-C10)alkyl, (C2-C10)alkenyl, and (C2-C10)alkynyl, wherein at least one —CH2-groups in the alkyl, alkenyl, and alkynyl are optionally substituted with —O—, —S—, or —SS—;
• and
• R1, R2, R3, and R4 are each the same or different, and selected from the group consisting of hydroxy, (C1-C20)alkyl, (C2-C20)alkenyl, (C2-C20)alkynyl, (C3-C20) cycloalkyl, (C3-C20) aryl, and 4- to 20-membered heteroaryl comprising at least one heteroatom selected from the group consisting of N, O, and S, wherein at least one —CH2-groups in the alkylene, alkenylene and alkynylene is optionally substituted with —O—, —S— or —SS—, and wherein the (C3-C20) cycloalkyl, (C3-C20) aryl, and 4- to 20-membered heteroaryl groups are each optionally substituted with at least one substituent selected from hydroxy, amino, halogen, and (C1-C5)alkyl.