IP Library Granted Patent US 11,633,493
Granted Patent B2
US 11,633,493 · App. 16/828,279 · Granted Apr 25, 2023

Antibody-drug conjugate

Inventors: Takeshi Masuda (Tokyo, JP); Hiroyuki Naito (Tokyo, JP); Takashi Nakada (Tokyo, JP); Masao Yoshida (Tokyo, JP); Shinji Ashida (Tokyo, JP); Hideki Miyazaki (Tokyo, JP); Yuji Kasuya (Tokyo, JP); Koji Morita (Tokyo, JP); Yuki Abe (Tokyo, JP); Yusuke Ogitani (Tokyo, JP)
Assignee: DAIICHI SANKYO COMPANY, LIMITED
A61K47/6803A61K31/4745A61K31/48C07K16/2803C07K16/2827C07K16/2851C07K16/2875C07K16/2878C07K16/30C07K2317/30C07K2317/77
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Quick Facts
Patent No.
US 11,633,493
App. No.
16/828,279
Granted
Apr 25, 2023
Kind
B2
Abstract

As an antitumor drug which is excellent in terms of antitumor effect and safety, there is provided an antibody-drug conjugate in which an antitumor compound represented by the following formula is conjugated to an antibody via a linker having a structure represented by the following formula: -L 1 -L 2 -L F -NH—(CH 2 )n 1 -L a -L b -L c - wherein the antibody is connected to the terminal of L 1 , and the antitumor compound is connected to the terminal of L c with the nitrogen atom of the amino group at position 1 as a connecting position.

Claims (42)

1. An antibody-drug conjugate, wherein a linker and an antitumor compound represented by the following formula and anti-B7-H3 antibody are connected:

-(Succinimid-3-yl-N)—CH 2 CH 2 CH 2 CH 2 CH 2 —C(═O)-GGFG-NH—CH 2 —O—CH 2 —C(═O)—(NH-DX)

wherein

-(Succinimid-3-yl-N)— has a structure represented by the following formula:

which is connected to the antibody at position 3 thereof and is connected to a methylene group in the linker structure containing this structure on the nitrogen atom at position 1, and (NH-DX) represents a group represented by the following formula:

wherein the nitrogen atom of the amino group at position 1 is the connecting position,

the anti-B7-H3 antibody has a CDRH1 comprising an amino acid sequence of SEQ ID NO: 3, a CDRH2 comprising an amino acid sequence of SEQ ID NO: 4, and a CDRH3 comprising an amino acid sequence of SEQ ID NO: 5 as heavy chain complementarity determining regions, and a CDRL1 comprising an amino acid sequence of SEQ ID NO: 6, a CDRL2 comprising an amino acid sequence of SEQ ID NO: 7, and a CDRL3 comprising an amino acid sequence of SEQ ID NO: 8 as light chain complementarity determining regions.

2. The antibody-drug conjugate according to claim 1 , wherein the anti-B7-H3 antibody has a heavy chain variable region and a light chain variable region selected from the group consisting of

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 13,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 14,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 15,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 16,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 17,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 18,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 19,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 12 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 13,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 12 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 14,

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 12 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 15, and

a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 12 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 16.

3. The antibody-drug conjugate according to claim 1 , wherein the anti-B7-H3 antibody comprises a heavy chain and a light chain selected from the group consisting of

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 13,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 14,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 15,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 16,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 17,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 18,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 19,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 12 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 13,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 12 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 14,

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 12 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 15, and

a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 12 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 16.

4. The antibody-drug conjugate according to claim 3 , wherein the anti-B7-H3 antibody lacks an amino acid at the carboxyl terminus of the amino acid sequence represented by SEQ ID NO: 9 or 12 in the heavy chain.

5. The antibody-drug conjugate according to claim 1 , wherein the anti-B7-H3 antibody has a heavy chain variable region comprising an amino acid sequence of positions 20 to 141 of SEQ ID NO: 9 and a light chain variable region comprising an amino acid sequence of positions 21 to 128 of SEQ ID NO: 16.

6. The antibody-drug conjugate according to claim 1 , wherein the anti-B7-H3 antibody comprises a heavy chain comprising an amino acid sequence of positions 20 to 471 of SEQ ID NO: 9 and a light chain comprising an amino acid sequence of positions 21 to 233 of SEQ ID NO: 16.

7. The antibody-drug conjugate according to claim 6 , wherein the anti-B7-H3 antibody lacks an amino acid at the carboxyl terminus of the amino acid sequence represented by SEQ ID NO: 9 in the heavy chain.

8. The antibody-drug conjugate according to claim 1 , wherein an average number of units of the drug-linker structure conjugated per antibody is in a range of from 2 to 8.

9. The antibody-drug conjugate according to claim 1 , wherein an average number of units of the drug-linker structure conjugated per antibody is in a range of from 3 to 8.

10. A drug containing the antibody-drug conjugate according to claim 1 or a salt thereof.

11. An antitumor drug and/or anticancer drug containing the antibody-drug conjugate according to claim 1 or a salt thereof.

12. A method of treating cancer in an individual comprising administering to an individual with cancer the drug according to claim 11 , wherein the cancer is lung cancer, kidney cancer, urothelial cancer, colon cancer, prostate cancer, glioblastoma multiforme, ovarian cancer, pancreatic cancer, breast cancer, melanoma, liver cancer, bladder cancer, stomach cancer, or esophageal cancer.

13. A pharmaceutical composition containing the antibody-drug conjugate according to claim 1 or a salt thereof as an active component, and a pharmaceutically acceptable formulation component.

14. A method of treating cancer in an individual comprising administering to an individual with cancer the pharmaceutical composition according to claim 13 , wherein the cancer is lung cancer, kidney cancer, urothelial cancer, colon cancer, prostate cancer, glioblastoma multiforme, ovarian cancer, pancreatic cancer, breast cancer, melanoma, liver cancer, bladder cancer, stomach cancer, or esophageal cancer.

Priority Claims (1)
JP 2012-225887 · Oct 11, 2012 · national
Continuity (3)
Continuation 16142354 · Sep 26, 2018
Continuation 14435114
Related Publication 20200282073A1 · Sep 10, 2020