Title:
CYCLIC PEPTIDE OR SALT THEREOF, AND MDMX INHIBITOR
Document Type and Number:
WIPO Patent Application WO/2024/043250
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing a cyclic peptide having a high cell membrane permeability or a salt thereof, and an MDMX inhibitor. The present invention provides a cyclic peptide that is represented by formula (1) as defined in the description and has the following characteristics (a) to (c), or a salt thereof. (a) In the structure of the cyclic peptide, when the axial length of the longest axial direction of the main chain structure is referred to as a and the axial lengths of the other two directions orthogonal to a and mutually orthogonal to each other are referred to as b and c, the molecular shape factor r, which is calculated by formula (2) via the ellipsoid approximation for determining the axial lengths of a, b and c, is within the range of 0.4-0.6. (b) The main chain structure of the aforesaid peptide contains a sulfur atom. (c) The aforesaid peptide is nonionic in a physiological environment.
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Inventors:
KANEKO MAI (JP)
TAMURA TAKASHI (JP)
SUZUKI KOO (JP)
TSUMURA KYOSUKE (JP)
OHASHI NORIYUKI (JP)
KOCHI MASAHIRO (JP)
HASHIMOTO ICHIHIKO (JP)
MIYAHARA KENTA (JP)
HORIGOME HIROKI (JP)
TAMURA TAKASHI (JP)
SUZUKI KOO (JP)
TSUMURA KYOSUKE (JP)
OHASHI NORIYUKI (JP)
KOCHI MASAHIRO (JP)
HASHIMOTO ICHIHIKO (JP)
MIYAHARA KENTA (JP)
HORIGOME HIROKI (JP)
Application Number:
PCT/JP2023/030223
Publication Date:
February 29, 2024
Filing Date:
August 23, 2023
Export Citation:
Assignee:
FUJIFILM CORP (JP)
International Classes:
C07K4/00; C07K7/64; C12N15/11
Domestic Patent References:
| WO2021102322A1 | 2021-05-27 |
Foreign References:
| US20220002346A1 | 2022-01-06 | |||
| JP2015508777A | 2015-03-23 |
Other References:
AKIHIRO FURUKAWA; JOSHUA SCHWOCHERT; CAMERON R. PYE; DAIGO ASANO; QUINN D. EDMONDSON; ALEXANDRA C. TURMON; VICTORIA G. KLEIN; SATO: "Drug‐Like Properties in Macrocycles above MW 1000: Backbone Rigidity versus Side‐Chain Lipophilicity", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, VERLAG CHEMIE, HOBOKEN, USA, vol. 59, no. 48, 17 September 2020 (2020-09-17), Hoboken, USA, pages 21571 - 21577, XP072094457, ISSN: 1433-7851, DOI: 10.1002/anie.202004550
PYE, C. R. et al. Nonclassical Size Dependence of Permeation Defines Bounds for Passive Adsorption of Large Drug Molecules. Journal of Medicinal Chemistry. 2017, vol. 60, no. 5, pp. 1665-1672, DOI 10.1021/acs.jmedchem.6b01483
MARIANNE FOUCHÉ; MICHAEL SCHÄFER; MARKUS BLATTER; JÖRG BERGHAUSEN; SANDRINE DESRAYAUD; HANS‐JÖRG ROTH: "Pharmacokinetic Studies around the Mono‐ and Difunctionalization of a Bioavailable Cyclic Decapeptide Scaffold", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 11, no. 10, 20 April 2016 (2016-04-20), DE , pages 1060 - 1068, XP072415375, ISSN: 1860-7179, DOI: 10.1002/cmdc.201600083
LAWRENCE NICOLE, PHILIPPE GRÉGOIRE J.-B., HARVEY PETA J., CONDON NICHOLAS D., BENFIELD AURÉLIE H., CHENEVAL OLIVIER, CRAIK DAVID J: "Cyclic peptide scaffold with ability to stabilize and deliver a helical cell-impermeable cargo across membranes of cultured cancer cells", RSC CHEMICAL BIOLOGY, THE ROYAL SOCIETY OF CHEMISTRY, vol. 1, no. 5, 8 December 2020 (2020-12-08), pages 405 - 420, XP093142681, ISSN: 2633-0679, DOI: 10.1039/D0CB00099J
PARTRIDGE ANTHONY W., KAAN HUNG YI KRISTAL, JUANG YU-CHI, SADRUDDIN AHMAD, LIM SHUHUI, BROWN CHRISTOPHER J., NG SIMON, THEAN DAWN,: "Incorporation of Putative Helix-Breaking Amino Acids in the Design of Novel Stapled Peptides: Exploring Biophysical and Cellular Permeability Properties", MOLECULES, MDPI AG, CH, vol. 24, no. 12, 20 June 2019 (2019-06-20), CH , pages 2292, XP093142680, ISSN: 1420-3049, DOI: 10.3390/molecules24122292
PYE, C. R. et al. Nonclassical Size Dependence of Permeation Defines Bounds for Passive Adsorption of Large Drug Molecules. Journal of Medicinal Chemistry. 2017, vol. 60, no. 5, pp. 1665-1672, DOI 10.1021/acs.jmedchem.6b01483
MARIANNE FOUCHÉ; MICHAEL SCHÄFER; MARKUS BLATTER; JÖRG BERGHAUSEN; SANDRINE DESRAYAUD; HANS‐JÖRG ROTH: "Pharmacokinetic Studies around the Mono‐ and Difunctionalization of a Bioavailable Cyclic Decapeptide Scaffold", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 11, no. 10, 20 April 2016 (2016-04-20), DE , pages 1060 - 1068, XP072415375, ISSN: 1860-7179, DOI: 10.1002/cmdc.201600083
LAWRENCE NICOLE, PHILIPPE GRÉGOIRE J.-B., HARVEY PETA J., CONDON NICHOLAS D., BENFIELD AURÉLIE H., CHENEVAL OLIVIER, CRAIK DAVID J: "Cyclic peptide scaffold with ability to stabilize and deliver a helical cell-impermeable cargo across membranes of cultured cancer cells", RSC CHEMICAL BIOLOGY, THE ROYAL SOCIETY OF CHEMISTRY, vol. 1, no. 5, 8 December 2020 (2020-12-08), pages 405 - 420, XP093142681, ISSN: 2633-0679, DOI: 10.1039/D0CB00099J
PARTRIDGE ANTHONY W., KAAN HUNG YI KRISTAL, JUANG YU-CHI, SADRUDDIN AHMAD, LIM SHUHUI, BROWN CHRISTOPHER J., NG SIMON, THEAN DAWN,: "Incorporation of Putative Helix-Breaking Amino Acids in the Design of Novel Stapled Peptides: Exploring Biophysical and Cellular Permeability Properties", MOLECULES, MDPI AG, CH, vol. 24, no. 12, 20 June 2019 (2019-06-20), CH , pages 2292, XP093142680, ISSN: 1420-3049, DOI: 10.3390/molecules24122292
Attorney, Agent or Firm:
SIKS & CO. (JP)
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