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Details

Stereochemistry RACEMIC
Molecular Formula C13H13N3O3
Molecular Weight 259.2606
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LENALIDOMIDE

SMILES

NC1=CC=CC2=C1CN(C3CCC(=O)NC3=O)C2=O

InChI

InChIKey=GOTYRUGSSMKFNF-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
Molecular Formula C13H13N3O3
Molecular Weight 259.2606
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:24:25 UTC 2023
Edited
by admin
on Fri Dec 15 16:24:25 UTC 2023
Record UNII
F0P408N6V4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LENALIDOMIDE
EMA EPAR   INN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
LENALIDOMIDE [EMA EPAR]
Common Name English
LENALIDOMIDE [ORANGE BOOK]
Common Name English
REVLIMID
Brand Name English
lenalidomide [INN]
Common Name English
LENALIDOMIDE [VANDF]
Common Name English
2,6-PIPERIDINEDIONE, 3-(4-AMINO-1,3-DIHYDRO-1-OXO-2H-ISOINDOL-2-YL)-
Systematic Name English
LENALIDOMIDE [MART.]
Common Name English
NSC-747972
Code English
CDC-501
Code English
LENALIDOMIDE [MI]
Common Name English
3-(4-Amino-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione
Systematic Name English
Lenalidomide [WHO-DD]
Common Name English
LENALIDOMIDE [JAN]
Common Name English
SYP-1512
Code English
LENALIDOMIDE [USAN]
Common Name English
CC-5013
Code English
Classification Tree Code System Code
EMA ASSESSMENT REPORTS REVLIMID (AUTHORIZED: MULTIPLE MYELOMA)
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
NDF-RT N0000184014
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
FDA ORPHAN DRUG 230606
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
FDA ORPHAN DRUG 147701
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
FDA ORPHAN DRUG 476115
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
FDA ORPHAN DRUG 180303
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
NCI_THESAURUS C1742
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
WHO-ATC L04AX04
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
NCI_THESAURUS C54677
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
FDA ORPHAN DRUG 390813
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
EU-Orphan Drug EU/3/07/494
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
WHO-VATC QL04AX04
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
NCI_THESAURUS C129820
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
LIVERTOX NBK548371
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
FDA ORPHAN DRUG 333811
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
FDA ORPHAN DRUG 476015
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
FDA ORPHAN DRUG 475915
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
FDA ORPHAN DRUG 278809
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
Code System Code Type Description
INN
8505
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
SMS_ID
100000090341
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
PUBCHEM
216326
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
DAILYMED
F0P408N6V4
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
DRUG CENTRAL
3317
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
NCI_THESAURUS
C2668
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
EVMPD
SUB25389
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID8046664
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
CHEBI
63791
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
RXCUI
342369
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY RxNorm
FDA UNII
F0P408N6V4
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
CAS
191732-72-6
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
HSDB
8220
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
DRUG BANK
DB00480
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
MERCK INDEX
m6760
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY Merck Index
USAN
PP-48
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
MESH
C467567
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
ChEMBL
CHEMBL848
Created by admin on Fri Dec 15 16:24:25 UTC 2023 , Edited by admin on Fri Dec 15 16:24:25 UTC 2023
PRIMARY
IUPHAR
7331
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
WIKIPEDIA
LENALIDOMIDE
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
NSC
747972
Created by admin on Fri Dec 15 16:24:26 UTC 2023 , Edited by admin on Fri Dec 15 16:24:26 UTC 2023
PRIMARY
Related Record Type Details
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of LENALIDOMIDE HEMIHYDRATE
SOLVATE->ANHYDROUS
TUMOR NECROSIS FACTOR-.ALPHA. HUMAN (PLASMA DERIVED, SOLUBLE FORM)
TARGET -> INHIBITOR
BINDING
Structure of LENALIDOMIDE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
DNA-BINDING PROTEIN IKAROS
TARGET->DEGRADER, SELECTIVE
Upon binding to CEREBLON becomes a neosubstrate.
Structure of LENALIDOMIDE HYDROCHLORIDE HYDRATE
SALT/SOLVATE -> PARENT
PROTEIN CEREBLON
TARGET->LIGAND
CRBN ubiquitination studies in the transfected HEK293T cells resulted in the following potencies: CC-220 IC50 = 0.19 μM; lenalidomide IC50 = 12.9 μM; and pomalidomide IC50 = 21.6 μM.
BINDING
IC50
ZINC FINGER PROTEIN AIOLOS
TARGET->DEGRADER, SELECTIVE
Upon binding to CEREBLON becomes a neosubstrate.
Structure of LENALIDOMIDE HEMIHYDRATE
SALT/SOLVATE -> PARENT
Structure of LENALIDOMIDE, (R)-
ENANTIOMER -> RACEMATE
Structure of LENALIDOMIDE, (S)-
ENANTIOMER -> RACEMATE
PROTEIN CEREBLON
TARGET->LIGAND
Kd
Structure of LENALIDOMIDE AMMONIUM CHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of N-ACETYL-LENALIDOMIDE
METABOLITE -> PARENT
metabolites are hydroxy-lenalidomide and N-acetyl-lenalidomide; each constitutes less than 5% of parent levels in circulation.
FECAL; PLASMA; URINE
Structure of 5-HYDROXY-LENALIDOMIDE
METABOLITE -> PARENT
Metabolites are hydroxy-lenalidomide and N-acetyl-lenalidomide; each constitutes less than 5% of parent levels in circulation.
FECAL; PLASMA; URINE
Related Record Type Details
Structure of 5-AMINO-4-(4-AMINO-1-OXOISOINDOLIN-2-YL)-5-OXOPENTANOIC ACID
IMPURITY -> PARENT
Structure of 4-NITRO LENALIDOMIDE
IMPURITY -> PARENT
Structure of 2-(4-AMINO-1,3-DIHYDRO-1-OXO-2H-ISOINDOL-2-YL)PENTANEDIOIC ACID
IMPURITY -> PARENT
Related Record Type Details
Structure of LENALIDOMIDE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

Biological Half-life PHARMACOKINETIC
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