Patent ID: 11857565
Assignee: SEAGEN INC.
Field: Pharmaceuticals (Chemistry)
Classification: CPC C  A | IPC A

Claim 3:
4. The Ligand Drug Conjugate composition of claim 3, wherein AO is a second subunit of A that is present and is indicated as A2, wherein A2 is an amine-containing acid residue having the structure of formula 3a, formula 4a or formula 5a:, wherein the wavy line adjacent to the nitrogen atom indicates the site of covalent attachment to [HE] of the first submit of A, wherein [HE] is —C(═O)— and the wavy line adjacent to the carbonyl carbon atom indicates the site of covalent attachment to LO, wherein both attachments are through amide functional groups;
subscripts e and fare independently 0 or 1; and
G is hydrogen, —OH, —ORPR, —CO2H, —CO2RPR or an optionally substituted C1-C6 alkyl, wherein the optional substituent when present is selected from the group consisting of —OH, —ORPR, —CO2H, and —CO2RPR; and wherein RPR is a suitable protecting, or
G is N(RPR)(RPR) or an optionally substituted C1-C6 alkyl, wherein the optional substituent when present is N(RPR)(RPR), wherein RPR are independently a protecting group or RPR together form a suitable protecting group, or
G is —N(R45)(R46), or an optionally substituted C1-C6 alkyl, wherein the optional substituent when present is —N(R45)(R46), wherein one of R45, R46 is hydrogen or RPR, wherein RPR is a suitable protecting group, and the other is hydrogen or optionally substituted C1-C6 alkyl;
R38 is hydrogen or optionally substituted C1-C6 alkyl; and
R39-R44 are independently selected from the group consisting of hydrogen, optionally substituted C1-C6 alkyl, optionally substituted C6-C20 aryl, and optionally substituted C5-C20 heteroaryl, or
R39, R40 together with the carbon atom to which both are attached define a C3-C6 carbocyclo, and R41-R44 are as defined herein, or
R43, R44 together with the carbon atom to which both are attached define a C3-C6 carbocyclo, and R39-R42 are as defined herein, or
R40 and R41, or R40 and R43, or R41 and R43 to together with the carbon atom or heteroatom to which both are attached and the atoms intervening between those carbon atoms and/or heteroatoms define a C5-C6 carbocyclo or a C5-C6 heterocyclo, and R39, R44 and the remainder of R40-R43 are as defined herein,
or AO is an α-amino or β-amino acid residue, wherein its amino nitrogen atom is covalently attached to the remainder of A, and its carboxylic acid carbonyl carbon is covalently attached to A′, wherein both attachments are through amide functional groups,
or AO is a second subunit of A that is present and is indicated as A2 wherein A2 is a β-amino acid residue having the structure of —NHCH2CH2C(═O)— or has the formula of -LP(PEG)-, wherein LP is Parallel Connector Unit having the structure of a tri-functional amine-containing acid residue and PEG is a PEG Unit, in particular, -LP(PEG)- has the structure of:, wherein the wavy line adjacent to the nitrogen atom indicates the site of covalent attachment to the first subunit of A and the wavy line to the carbonyl carbon atom or the sulfur atom indicates the site of covalent attachment to A′ of LO, wherein A′ is preferably an alkylene diamine residue having the structure of formula 3b, formula 4b or formula 5b:, wherein subscript e and f range from 0 to 6;
subscripts e′ and f′ range from 1 to 6;
the wavy line next to the nitrogen atom of the amine residue to which R38 is attached indicates the site of covalent attachment to a first optional Stretcher Unit that is present or to AO, wherein AO is an optional second subunit of A that when present is indicated as A2;
the wavy line adjacent to the nitrogen atom of the other amine residue indicates the site of covalent attachment to W,
wherein both attachments are through amide functional groups;
G is hydrogen, —OH, —ORPR, —CO2H5, —CO2RPR or an optionally substituted C1-C6 alkyl, wherein the optional substituent when present is selected from the group consisting of —OH, —ORPR, —CO2H, and —CO2RPR; and wherein RPR is a suitable protecting, or
G is N(RPR)(RPR) or an optionally substituted C1-C6 alkyl, where in the optional substituent when present is —N(RPR)(RPR), wherein RPR are independently a protecting group or RPR together form a suitable protecting group, or
G is —N(R45)(R46), or an optionally substituted C1-C6 alkyl, where in the optional substituent when present is —N(R45)(R46), wherein one of R45, R46 is hydrogen or RPR, wherein RPR is a suitable protecting group, and the other is hydrogen or optionally substituted C1-C6 alkyl;
R38 is hydrogen or optionally substituted C1-C6 alkyl; and
R39-R44 are independently selected from the group consisting of hydrogen, optionally substituted C1-C6 alkyl, optionally substituted C6-C20 aryl, and optionally substituted C5-C20 heteroaryl, or
R39, R40 together with the carbon atom to which both are attached define a C3-C6 carbocyclo, and R41-R44 are as defined herein, or
R43, R44 together with the carbon atom to which both are attached define a C3-C6 carbocyclo, and R39-R42 are as defined herein, or
R40 and R41, or R40 and R43, or R41 and R43 to together with the carbon atom or heteroatom to which both are attached and the atoms intervening between those carbon atoms and/or heteroatoms define a C5-C6 carbocyclo or a C5-C6 heterocyclo, and R39, R44 and the remainder of R40-R43 are as defined herein,
or A′ is an optionally substituted diamine residue, wherein one amino nitrogen atom is covalently attached to the remainder of A, and the other amino nitrogen atom is covalently attached to W, wherein both attachments are through amide functional groups.