PI3Kα/δ degrader D5

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Ligands
PI3Kα/δ degrader D5

GtoPdb Ligand ID: 14422

Compound class: Synthetic organic

Comment: This is a heterobifunctional cereblon-binding PROTAC degrader that is selective for phosphoinositide 3-kinase (PI3K) isoforms α and δ [1]. It exploits copanlisib as the PI3K-targeting warhead. D5 is proposed for therapeutic potential in PIK3CA mutant breast cancers (with the oncogenic H1047R mutation for example).

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	19
Hydrogen bond donors	4
Rotatable bonds	21
Topological polar surface area	228.32
Molecular weight	877
XLogP	-0.1
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

Canonical SMILES	COC1=C2C(=CC=C1OCCCN3CCN(CCCCCCCCC(=O)NC4=C5C(=CC=C4)CN(C6CCC(=O)NC6=O)C5=O)CC3)C7=NCCN7C(=N2)NC(=O)C8=CN=C(N)N=C8
Isomeric SMILES	COC1=C2C(C3=NCCN3C(NC(C4=CN=C(N)N=C4)=O)=N2)=CC=C1OCCCN5CCN(CCCCCCCCC(NC6=C7C(N(C8CCC(NC8=O)=O)CC7=CC=C6)=O)=O)CC5
InChI	InChI=1S/C45H56N12O7/c1-63-39-34(15-13-31-38(39)52-45(56-20-17-47-40(31)56)53-41(60)30-26-48-44(46)49-27-30)64-25-9-19-55-23-21-54(22-24-55)18-7-5-3-2-4-6-12-35(58)50-32-11-8-10-29-28-57(43(62)37(29)32)33-14-16-36(59)51-42(33)61/h8,10-11,13,15,26-27,33H,2-7,9,12,14,16-25,28H2,1H3,(H,50,58)(H2,46,48,49)(H,51,59,61)(H,52,53,60)
InChI Key	NDVXFPTYOZTPTI-UHFFFAOYSA-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/)