lenalidomide   Click here for help

GtoPdb Ligand ID: 7331

Synonyms: CC-5013 | CDC-501 | Revlimid®
Approved drug Immunopharmacology Ligand
lenalidomide is an approved drug (FDA (2005), EMA (2007))
Compound class: Synthetic organic
Comment: Lenalidomide is a derivative of thalidomide with anti-inflammatory and anti-cancer actions.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 95.99
Molecular weight 259.1
XLogP 0.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1=NC(=O)C(CC1)N1Cc2c(C1=O)cccc2N
Isomeric SMILES OC1=NC(=O)C(CC1)N1Cc2c(C1=O)cccc2N
InChI InChI=1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11(17)15-12(10)18/h1-3,10H,4-6,14H2,(H,15,17,18)
InChI Key GOTYRUGSSMKFNF-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs and molecular glues
Approved drug? Yes (FDA (2005), EMA (2007))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
4-amino-2-(6-hydroxy-2-oxo-2,3,4,5-tetrahydropyridin-3-yl)-2,3-dihydro-1H-isoindol-1-one
International Nonproprietary Names Click here for help
INN number INN
8505 lenalidomide
Synonyms Click here for help
CC-5013 | CDC-501 | Revlimid®
Database Links Click here for help
CAS Registry No. 191732-72-6
ChEMBL Ligand CHEMBL848
DrugBank Ligand DB00480
DrugCentral Ligand 3317
GtoPdb PubChem SID 178103903
PubChem CID 216326
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Wikipedia Lenalidomide

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Tocris
Lenalidomide
Cat. No. 6305