golcadomide   Click here for help

GtoPdb Ligand ID: 13021

Synonyms: CC-99282 | CC99282 | compound 1 [US20220324855]
Compound class: Synthetic organic
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]).
2D Structure
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
12305 golcadomide
Synonyms Click here for help
CC-99282 | CC99282 | compound 1 [US20220324855]
Database Links Click here for help
ChEMBL Ligand CHEMBL5095226
GtoPdb PubChem SID 485206142
PubChem CID 146195299
Search Google for chemical match using the InChIKey NZYDBVQXOGPDDU-QHCPKHFHSA-N
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UniChem Compound Search for chemical match using the InChIKey NZYDBVQXOGPDDU-QHCPKHFHSA-N
UniChem Connectivity Search for chemical match using the InChIKey NZYDBVQXOGPDDU-QHCPKHFHSA-N