Novel ionizable lipids and lipid nanoparticles and methods of using the same

A compound of Formula (I):

• a pharmaceutically acceptable salt thereof, or a stereoisomer of any of the foregoing, wherein:
• is cyclic or heterocyclic moiety;
• Y is alkyl, hydroxy, hydroxyalkyl or
• A is absent, —O—, —N(R7)—, —O-alkylene-, -alkylene-O—, —OC(O)—, —C(O)O—, —N(R7)C(O)—, —C(O)N(R7)—, —N(R7)C(O)N(R7)—, —S—, —S—S—, or a bivalent heterocycle;
• each of X and Z is independently absent, —O—, —CO—, —N(R7)—, —O-alkylene-;
• -alkylene-O—, —OC(O)—, —C(O)O—, —N(R7)C(O)—, —C(O)N(R7)—, or —S—;
• each R7 is independently H, alkyl, alkenyl, cycloalkyl, hydroxy, hydroxyalkyl, or aminoalkyl;
• each M is independently a biodegradable moiety;
• each of R30, R40, R50, R60, R70, R80, R90, R100, R110, and R120 is independently H, C1-C16 branched or unbranched alkyl or C1-C16 branched or unbranched alkenyl, optionally interrupted with heteroatom or substituted with OH, SH, or halogen, or cycloalkyl or substituted cycloalkyl;
• each of l and m is an integer from 1 to 10;
• t1 is an integer from 0 to 10;
• and
• W is hydroxyl, substituted or unsubstituted hydroxyalkyl, substituted or unsubstituted amino, substituted or unsubstituted aminocarbonyl, or substituted or unsubstituted heterocyclyl or heteroaryl.