avadomide

Ligand id: 10522

Name: avadomide

Structure and Physico-chemical Properties

2D Structure
Click here for structure editor
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 107.08
Molecular weight 286.11
XLogP -0.04
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Ligand families/groups PROTACs and molecular glues
IUPAC Name
3-(5-amino-2-methyl-4-oxoquinazolin-3-yl)piperidine-2,6-dione
International Nonproprietary Names
INN number INN
10599 avadomide
Synonyms
CC-122 | CC122 | Compound A [WO2014039960A1]
Comments
Avadomide (CC-122) is a cereblon (CRBN)-targeting compound [2] that exhibits potent single-agent clinical antitumour and immunomodulatory activities [3]. It retains the glutarimide moiety that is shared by all thalidomide family drugs, and which is known to directly interact with CRBN. The INN record specifies avadomide as a racemic mixture of enantiomers. We show the structure without specified stereochemistry to represent the mixture. It is claimed as Compound A in Celgene's patent WO2014039960A1 [1].
Database Links
BindingDB Ligand 76986
CAS Registry No. 1015474-32-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL3989934
GtoPdb PubChem SID 387065604
PubChem CID 24967599
Search Google for chemical match using the InChIKey RSNPAKAFCAAMBH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RSNPAKAFCAAMBH
Search PubMed clinical trials avadomide
Search PubMed titles avadomide
Search PubMed titles/abstracts avadomide
Search UniChem for chemical match using the InChIKey RSNPAKAFCAAMBH-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone RSNPAKAFCAAMBH