YD54

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Ligands
YD54

GtoPdb Ligand ID: 13901

Compound class: Synthetic organic

Comment: YD54 is an orally bioavailable, cereblon-engaging PROTAC degrader of SWI/SNF related BAF chromatin remodeling complex subunit ATPase 2 (SMARCA2) [3]. It is a bifunctional molecule containing a SMARCA2 bromodomain binding ligand linked to pomalidomide (to recruit the cereblon E3 ubiquitin ligase). Disrupting SMARCA2 is synthetic lethal in lung cancer cells that harbour loss of function mutations in the paralog SMARCA4 [1-2,4-5].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	15
Hydrogen bond donors	3
Rotatable bonds	10
Topological polar surface area	176.71
Molecular weight	763.82
XLogP	1.58
No. Lipinski's rules broken	2

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	C1=CC(=C(C=C1)O)C2=NN=C(C(=C2)N3CCN(CC3)CC4=CC=C(C(=C4)F)N5CCN(CC5)CCOC6=C7C(=CC=C6)C(=O)N(C8CCC(=O)NC8=O)C7=O)N
Isomeric SMILES	O=C1N(C2CCC(NC2=O)=O)C(=O)C3=C1C(=CC=C3)OCCN4CCN(C5=C(F)C=C(CN6CCN(C7=C(N)N=NC(C8=C(O)C=CC=C8)=C7)CC6)C=C5)CC4
InChI	InChI=1S/C40H42FN9O6/c41-28-22-25(24-47-14-18-49(19-15-47)32-23-29(44-45-37(32)42)26-4-1-2-6-33(26)51)8-9-30(28)48-16-12-46(13-17-48)20-21-56-34-7-3-5-27-36(34)40(55)50(39(27)54)31-10-11-35(52)43-38(31)53/h1-9,22-23,31,51H,10-21,24H2,(H2,42,45)(H,43,52,53)
InChI Key	WBWCGTJXNCHFJI-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/)