Patent ID: 11944689
Assignee: SEAGEN INC.
Field: Pharmaceuticals (Chemistry)
Classification: CPC C  A | IPC A  C

Claim 1:
2. The Ligand Drug Conjugate compound of claim 1, wherein the compound is represented by the structure of:, or pharmaceutically acceptable salt(s) thereof, wherein [HE] as AO is an optional Hydrolysis Enhancing Unit that is —C(═O)—;
subscript w is 1;
W is Peptide Cleavable Unit, or
W is a Glucuronide Unit of formula —Y(W′)— having the structure of:, wherein Su is a carbohydrate moiety and -E′- represents an optionally substituted heteroatom of a glycosidic bond cleavable by a glycosidase so that Su-E′ is W′ and the remainder of the Glucuronide Unit structure is a self-immolative Spacer Unit bonded to W′;
J′ is a heteroatom, optionally substituted;
V, Z1, Z2 and Z3 are independently ═N— or ═C(R24)—, wherein each R24 is independently selected from the group consisting of hydrogen and C1-C12 alkyl, C2-C12 alkenyl and C2-C12 alkynyl, optionally substituted, and halogen, an electron withdrawing group, an electron donating group, -E′-Su, and —C(R8)(R9)—,
provided that one and only one —C(R8)(R9)— moiety and one and only one —E′-Su moiety is present,
wherein one of V, Z1, Z2 and Z3 is ═C(R24)— in which R24 is —C(R8)(R9)— and another of V, Z1, Z2 and Z3 is ═C(R24)— in which R24 is —E′-Su,
provided the —C(R8)(R9)— and —E′-Su moieties are ortho or para to each other;
R8 and R9 independently are hydrogen, or C1-C12 alkyl, C2-C12 alkenyl or C2-C12 alkynyl, optionally substituted, or C6-C20 aryl or C5-C20 heteroaryl, optionally substituted, or
R8 and R9 together with the carbon atom to which both are attached define an optionally substituted C5-C20 carbocyclo; and
R′ is hydrogen or —NO2, or other electron withdrawing group or —OC1—C6 alkyl, or other electron donating group; and
wherein glycosidase cleavage of the glycosidic bond within a Ligand Drug Conjugate compound initiates release of the Drug Unit or quaternized Drug Unit as a tubulysin or auristatin from that Ligand Drug Conjugate compound;
wherein the wavy line adjacent to J′ indicates the point of covalent attachment of the Glucuronide Unit to A when subscript a is 1 or to the indicated LSS or LS primary linker when subscript a is 0; and the wavy line adjacent to the —C(R8)(R9)— moiety indicates the point of covalent attachment of the Glucuronide Unit to Y′ when subscript y is 2, or to D/D+ when subscript y is 1.