Dna-encoded and affinity-tagged masked-warhead compounds and use thereof in assembling libraries of small molecules enabled for late-stage purification and multiplexed screening of covalent ligands

A compound represented by formula (II) or a pharmaceutical salt or stereoisomer thereof:

• wherein
• is an oligonucleotide tag represented by or an affinity tag;
• is a linker that covalently attaches to ;
• is
• wherein
• is the connection to the silyl group,
• is the connection to the linker,
• R3′ is H, halogen, amino, hydroxyl, (C1-C6) alkyl, (C1-C6) hydroxyalkyl, (C1-C6) aminoalkyl, (C3-C6) carbocyclyl, 4- to 6-membered heterocyclyl, (C1-C6) alkyl-(C3-C6) carbocyclyl, or (C1-C6) alkyl-4- to 6-membered heterocyclyl, wherein said alkyl, hydroxyalkyl, aminoalkyl, carbocyclyl, or heterocyclyl is further optionally substituted by one or more, identical or different Ria groups, wherein each Ria is independently (C1-C6) alkyl, (C1-C6) alkoxy, (C1-C6) alkyl-(C1-C3) alkoxy, halogen, amino, hydroxyl, (C1-C6) haloalkyl, NH—(C1-C6) alkyl, N((C1-C6)alkyl)2, (C3-C6) carbocyclyl, or 4- to 6-membered heterocyclyl,
• X is (C1-C6) alkyl, wherein said alkyl is further optionally substituted by one or more, identical or different Ria groups, wherein each Ria is independently (C1-C6) alkyl, (C1-C6) alkoxy, (C1-C6) alkyl-(C1-C3) alkoxy, halogen, amino, hydroxyl, (C1-C6) haloalkyl, NH—(C1-C6) alkyl, N((C1-C6)alkyl)2, (C3-C6) carbocyclyl, or 4- to 6-membered heterocyclyl, and
• Y and Y1 are each independently CH or N;
• R1′ and R1″ are each independently H, CH3, CF3, halogen, CH2NMe2,
• R2′ and R2″ are each independently H, halogen, CF3, OH, OAc, CH2OH, CH(CH3)OH, C(CH3)2OH, CH2OAc, CH2OPG,
• wherein PG is a Protecting Group, provided that both R2′ and R2″ are not H, or R2′ and R2″ can be joined to form ═O;
• R4′ and R4″ are each independently alkyl or aryl;
• and
• n is 0 or 1.