IP Library Granted Patent US 9,480,757
Granted Patent B2
US 9,480,757 · App. 15/135,542 · Granted Nov 1, 2016

Anti-DLL3 antibody drug conjugates

Inventors: Robert A. Stull (Alameda, CA); Laura Saunders (San Francisco, CA); Scott J. Dylla (Emerald Hills, CA); Orit Foord (Foster City, CA); David Liu (San Francisco, CA); Michael Torgov (Los Angeles, CA); Hui Shao (Foster City, CA)
Assignee: ABBVIE STEMCENTRX LLC
A61K47/48569A61K47/48384A61K47/48407A61K47/48561A61K47/48592C07K16/28C07K16/30C07K16/3023A61K2039/505A61K2039/572C07K2317/21C07K2317/24C07K2317/31C07K2317/34C07K2317/35C07K2317/53C07K2317/54C07K2317/55C07K2317/56C07K2317/565C07K2317/622C07K2317/626C07K2317/73C07K2317/92
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Quick Facts
Patent No.
US 9,480,757
App. No.
15/135,542
Granted
Nov 1, 2016
Kind
B2
Abstract

Novel modulators, including antibodies and derivatives thereof, and methods of using such modulators to treat proliferative disorders are provided.

Claims (54)

1. An antibody drug conjugate of the formula M-[L-D]n, or a pharmaceutically acceptable salt thereof, wherein:

M comprises an anti-DLL3 antibody that specifically binds to an epitope within the DSL domain of a DLL3 protein set forth as SEQ ID NO: 3 or 4, wherein M is an internalizing antibody;

L comprises a linker;

D comprises a cytotoxic agent; and

n is an integer from 1 to 20.

2. The antibody drug conjugate of claim 1 comprising the structure:

wherein:

CBA is a cell binding agent, which is the anti-DLL3 antibody M;

A, L 1 , and L 2 are components of the linker L;

A is a connecting group connecting L 1 to the cell binding agent (CBA);

L 1 is optionally a cleavable linker;

L 2 is a covalent bond or together with the —OC(═O)— group forms a self-immolative linker; and

wherein the linker L is attached to the cytotoxic agent at the position of the asterisk (*).

3. The antibody drug conjugate of claim 2 , wherein the moiety:

comprises the structure:

wherein the wavy line indicates the point of attachment of the structure directly to A or to a remaining portion of L1 that is further connected to A.

4. The antibody drug conjugate of claim 2 , wherein the linker comprises a cleavable linker.

5. The antibody drug conjugate of claim 4 , wherein the cleavable linker comprises a dipeptide.

6. The antibody drug conjugate of claim 5 , wherein the dipeptide is Phe-Lys, Val-Ala, Val-Lys, Ala-Lys, Val-Cit, Phe-Cit, Leu-Cit, Ile-Cit, Phe-Arg, or Trp-Cit.

7. The antibody drug conjugate of claim 6 , wherein the dipeptide is Val-Ala.

8. The antibody drug conjugate of claim 1 , wherein the anti-DLL3 antibody specifically binds to an epitope comprising amino acids G203, R205 and P206 (SEQ ID NO: 10).

9. The antibody drug conjugate of claim 1 , wherein the anti-DLL3 antibody is selected from the group consisting of a monoclonal antibody, chimeric antibody, CDR-grafted antibody, humanized antibody, human antibody, primatized antibody, multispecific antibody, bispecific antibody, monovalent antibody, multivalent antibody, anti-idiotypic antibody, diabody, Fab fragment, F(ab′) 2 fragment, Fv fragment, and ScFv fragment; or an immunoreactive fragment thereof.

10. The antibody drug conjugate of claim 1 , wherein the anti-DLL3 antibody is a chimeric antibody, a CDR-grafted antibody, humanized antibody, or human antibody.

11. The antibody drug conjugate of claim 1 , wherein the anti-DLL3 antibody competes for binding to a human DLL3 protein with an antibody comprising a light chain variable region set forth as SEQ ID NO: 84 and a heavy chain variable region set forth as SEQ ID NO: 85.

12. The antibody drug conjugate of claim 11 , wherein the anti-DLL3 antibody comprises three CDRs of a light chain variable region set forth as SEQ ID NO: 84 and three CDRs of a heavy chain variable region set forth as SEQ ID NO: 85.

13. The antibody drug conjugate of claim 11 , wherein the anti-DLL3 antibody comprises residues 24-34 of SEQ ID NO: 84 for CDR-L1, residues 50-56 of SEQ ID NO: 84 for CDR-L2, residues 89-97 of SEQ ID NO: 84 for CDR-L3, residues 31-35 of SEQ ID NO: 85 for CDR-H1, residues 50-65 of SEQ ID NO: 85 for CDR-H2 and residues 95-102 of SEQ ID NO: 85 for CDR-H3, wherein the residues are numbered according to Kabat.

14. The antibody drug conjugate of claim 11 , wherein the anti-DLL3 antibody comprises residues 23-34 of SEQ ID NO: 84 for CDR-L1, residues 50-56 of SEQ ID NO: 84 for CDR-L2, residues 89-97 of SEQ ID NO: 84 for CDR-L3, residues 26-32 of SEQ ID NO: 85 for CDR-H1, residues 50-58 of SEQ ID NO: 85 for CDR-H2 and residues 95-102 of SEQ ID NO: 85 for CDR-H3, wherein the residues are numbered according to Chothia.

15. The antibody drug conjugate of claim 11 , wherein the anti-DLL3 antibody comprises residues 30-36 of SEQ ID NO: 84 for CDR-L1, residues 46-55 of SEQ ID NO: 84 for CDR-L2, residues 89-96 of SEQ ID NO: 84 for CDR-L3, residues 30-35 of SEQ ID NO: 85 for CDR-H1, residues 47-58 of SEQ ID NO: 85 for CDR-H2 and residues 93-101 of SEQ ID NO: 85 for CDR-H3, wherein the residues are numbered according to MacCallum.

16. The antibody drug conjugate of claim 11 , wherein the anti-DLL3 antibody comprises a light chain variable region comprising an amino acid sequence set forth as SEQ ID NO: 212 and a heavy chain variable region comprising an amino acid sequence set forth as SEQ ID NO: 213.

17. The antibody drug conjugate of claim 1 , wherein the cytotoxic agent comprises a pyrrolobenzodiazepine (PBD), an auristatin, a maytansinoid, a calicheamicin, a duocarmycin derivative, a dolastatin, or an amanatin.

18. The antibody drug conjugate of claim 17 , wherein the cytotoxic agent comprises an auristatin.

19. The antibody drug conjugate of claim 17 , wherein the cytotoxic agent comprises a maytansinoid.

20. The antibody drug conjugate of claim 17 , wherein the cytotoxic agent comprises a calicheacmicin.

21. The antibody drug conjugate of claim 17 , wherein the cytotoxic agent comprises a pyrrolobenzodiazepine (PBD).

22. The antibody drug conjugate of claim 21 , wherein the pyrrolobenzodiazepine (PBD) comprises the formula AC:

wherein:

the dotted lines indicate the optional presence of a double bond, and wherein only one of the dotted lines in a given ring can be a double bond;

R 2 is selected from H, OH, ═O, ═CH 2 , CN, R, OR, ═CH—R D , ═C(R D ) 2 , O—SO 2 —R, CO 2 R, COR, and halo, where R D is selected from R, CO 2 R, COR, CHO, CO 2 H, and halo;

R 6 and R 9 are each independently selected from H, R, OH, OR, SH, SR, NH 2 , NHR, NRR′, NO 2 , Me 3 Sn and halo;

R 7 is selected from H, R, OH, OR, SH, SR, NH 2 , NHR, NRR′, NO 2 , Me 3 Sn and halo;

R 10 is the linker L connected to the anti-DLL3 antibody;

Q is selected from O, S and NH;

R 11 is either H, or R or, where Q is O, SO 3 M, where M is a metal cation;

R and R′ are each independently selected from optionally substituted C 1-12 alkyl, C 3-20 heterocyclyl and C 5-20 aryl groups, and optionally in relation to the group NRR′, R and R′ together with the nitrogen atom to which they are attached form an optionally substituted 4-, 5-, 6- or 7-membered heterocyclic ring;

X is selected from O, S, and N(H);

R 2″ , R 6″ , R 7″ , R 9″ , and X″ are as defined according to R 2 , R 6 , R 7 , R 9 , and X, respectively; and

R″ is a C 3-12 alkylene group, which comprises a chain optionally interrupted by one or more heteroatoms, one or more rings, or both one or more heteroatoms and one or more rings, wherein the optional one or more rings are optionally substituted.

23. The antibody drug conjugate of claim 22 , wherein R 2 is R, wherein R is a C 5-20 aryl group.

24. The antibody drug conjugate of claim 22 , wherein R 6 and R 9 are H.

25. The antibody drug conjugate of claim 22 , wherein R 7 is OR.

26. The antibody drug conjugate of claim 25 , wherein R is a C 1 alkyl.

27. The antibody drug conjugate of claim 22 , wherein Q is O.

28. The antibody drug conjugate of claim 27 , wherein R 11 is H.

29. The antibody drug conjugate of claim 22 , wherein X and X″ are O.

Assignments (3)
MERGER Recorded Aug 7, 2016
From: STEMCENTRX, INC.
To: ABBVIE STEMCENTRX LLC
Reel/Frame 039601/0189 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 14, 2016
From: STULL, ROBERT A.; SAUNDERS, LAURA; DYLLA, SCOTT J.; FOORD, ORIT; LIU, DAVID; TORGOV, MICHAEL; SHAO, HUI
To: STEM CENTRX, INC.
Reel/Frame 038596/0513 →
CHANGE OF NAME Recorded May 14, 2016
From: STEM CENTRX, INC.
To: STEMCENTRX, INC.
Reel/Frame 038707/0394 →
Continuity (8)
Continuation 14859242 · Sep 18, 2015
Continuation 14807789 · Jul 23, 2015
Continuation 14466951 · Aug 22, 2014
Continuation 14466842 · Aug 22, 2014
Continuation PCTUS2013027391 · Feb 22, 2013
Provisional Application 61719803 · Oct 29, 2012
Provisional Application 61603173 · Feb 24, 2012
Related Publication 20160228571A1 · Aug 11, 2016