catadegbrutinib   Click here for help

GtoPdb Ligand ID: 13736

Synonyms: BGB-116673 | BGB116673 | compound 14 [WO2021219070A1]
Compound class: Synthetic organic
Comment: The chemical structure for catadegbrutinib was derived from WHO proposed INN list 132 (Feb 2025), in which it is listed as a Bruton tyrosine kinase (BTK) degrader with antineoplastic potential. A structure match in PubChem aligns catadegbrutinib with the company research code BGB-116673/BGB116673, and with a structure claimed in Beigene's patent WO2021219070A1 [1]. BGB116673 is a conjugate of a BTK inhibitor with an E3 ligase ligand. As a PROTAC class degrader the resulting molecule functions to recruit targeted proteins to E3 ubiquitin ligase for proteasomal degradation of wild type and mutated forms of the BTK protein.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 14
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 171.29
Molecular weight 851.01
XLogP 2.59
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CC1=CC(=CC=C1[C@@H](C)NC(=O)C2=NC(=NO2)C(C)(C)C)C3=NC=NC4=C3C=C(C5=CN=C(C=C5)N6CCN(CC6)CC7CCN(CC7)C8=CC=C(C=C8)N9CCC(=O)NC9=O)N4
Isomeric SMILES CC1=C(C=CC(=C1)C2=C3C=C(NC3=NC=N2)C4=CN=C(C=C4)N5CCN(CC5)CC6CCN(CC6)C7=CC=C(C=C7)N8CCC(=O)NC8=O)[C@@H](C)NC(=O)C9=NC(=NO9)C(C)(C)C
InChI InChI=1S/C47H54N12O4/c1-29-24-32(6-12-36(29)30(2)51-43(61)44-54-45(55-63-44)47(3,4)5)41-37-25-38(52-42(37)50-28-49-41)33-7-13-39(48-26-33)58-22-20-56(21-23-58)27-31-14-17-57(18-15-31)34-8-10-35(11-9-34)59-19-16-40(60)53-46(59)62/h6-13,24-26,28,30-31H,14-23,27H2,1-5H3,(H,51,61)(H,49,50,52)(H,53,60,62)/t30-/m1/s1
InChI Key ZSOLMVZWDSGPDD-SSEXGKCCSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
References
1. Wang H, Lei B, Huo C, Sun D, Chen J, Wang Z, Wang Y. (2021)
Degradation of bruton's tyrosine kinase (btk) by conjugation of btk inhibitors with e3 ligase ligand and methods of use.
Patent number: WO2021219070A1. Assignee: Beigene, Ltd.. Priority date: 29/04/2021. Publication date: 04/11/2021.