golcadomide

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Ligands
golcadomide

GtoPdb Ligand ID: 13021

Synonyms: CC-99282 | CC99282 | compound 1 [US20220324855]

Comment: Golcadomide (CC-99282) is an oral molecular glue that promotes degradation of IKZF1/3 transcription factors (Ikaros/Aiolos) by engaging the cereblon E3 ubiquitin ligase complex. Structurally golcadomide is a novel thalidomide analogue (known as a CELMoD/cereblon E3 ligase modulator). It has immunomodulatory actions, with enhanced antiproliferative and proapoptotic activities compared to lenalidomide. The chemical structure for golcadomide is claimed in several Celgene patents (e.g. US20220324855A1 [1]).

golcadomide is commercially available from our sponsors

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	10
Hydrogen bond donors	2
Rotatable bonds	7
Topological polar surface area	111.29
Molecular weight	535.57
XLogP	-1.58
No. Lipinski's rules broken	1

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(=C2C(=C1)C(=O)N([C@H]3CCC(=O)NC3=O)C2=O)NCC4=CC=C(C=C4F)CN5CC(C5)N6CCOCC6
Isomeric SMILES	C1CC(=O)NC(=O)[C@H]1N2C(=O)C3=C(C2=O)C(=CC=C3)NCC4=C(C=C(C=C4)CN5CC(C5)N6CCOCC6)F
InChI	InChI=1S/C28H30FN5O5/c29-21-12-17(14-32-15-19(16-32)33-8-10-39-11-9-33)4-5-18(21)13-30-22-3-1-2-20-25(22)28(38)34(27(20)37)23-6-7-24(35)31-26(23)36/h1-5,12,19,23,30H,6-11,13-16H2,(H,31,35,36)/t23-/m0/s1
InChI Key	NZYDBVQXOGPDDU-QHCPKHFHSA-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/)