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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL848
CHEMBL848
Compound Name LENALIDOMIDE
ChEMBL Synonyms REVLIMID | CDC-501 | CC-5013 | LENALIDOMIDE
Max Phase 4 (Approved)
Trade Names REVLIMID
Molecular Formula C13H13N3O3

Additional synonyms for CHEMBL848 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1cccc2C(=O)N(Cc12)C3CCC(=O)NC3=O
Standard InChI InChI=1S/C13H13N3O3/c14-9-3-1-2-7-8(9)6-16(13(7)19)10-4-5-11 ...
Download InChI
Standard InChI Key GOTYRUGSSMKFNF-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Sanger Institute Genomics of Drug Sensitivity in Cancer
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL848

Molecule Features

CHEMBL848 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
CRL4(CRBN) E3 ubiquitin ligase inhibitor CRL4(CRBN) E3 ubiquitin ligase PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
GliomaD005910EFO:0000326central nervous system cancer2ClinicalTrials
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000196metastatic prostate cancer3ClinicalTrials
Adenocarcinoma, FollicularD018263EFO:0000501follicular thyroid carcinoma1ClinicalTrials
AmyloidosisD000686Orphanet:314701Primary systemic amyloidosis2ClinicalTrials
Autistic DisorderD001321EFO:0003758autism2ClinicalTrials
Graft vs Host DiseaseD006086EFO:0004599acute graft vs. host disease2ClinicalTrials
Leukemia, Biphenotypic, AcuteD015456EFO:0000209T-cell acute lymphoblastic leukemia2ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia3ClinicalTrials
Lymphoma, T-Cell, CutaneousD016410EFO:0002913Cutaneous T-cell lymphoma2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma1ClinicalTrials
PlasmacytomaD010954EFO:0006738plasmacytoma3ClinicalTrials
Thrombocythemia, EssentialD013920EFO:0000479essential thrombocythemia2ClinicalTrials
Amyloidosis, FamilialD028226Orphanet:85443AL amyloidosis3ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000681renal cell carcinoma2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Myeloproliferative DisordersD009196EFO:0004251myeloproliferative disorder2ClinicalTrials
POEMS SyndromeD016878EFO:1001115POEMS syndrome2ClinicalTrials
AstrocytomaD001254EFO:0002499anaplastic astrocytoma1ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Leukemia, Myelomonocytic, ChronicD015477EFO:1001779chronic myelomonocytic leukemia2ClinicalTrials
Lymphoma, B-Cell, Marginal ZoneD018442EFO:0000191MALT lymphoma2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma3ClinicalTrials
NeuroblastomaD009447EFO:0000621neuroblastoma1ClinicalTrials
Polycythemia VeraD011087EFO:0002429polycythemia vera2ClinicalTrials
Primary MyelofibrosisD055728EFO:0002430primary myelofibrosis2ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma2ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000294bladder tumor2ClinicalTrials
Waldenstrom MacroglobulinemiaD008258EFO:0002616macroglobulinemia2ClinicalTrials
CachexiaD002100HP:0004326cachexia1ClinicalTrials
Carcinoma, Renal CellD002292EFO:0002890renal carcinoma2ClinicalTrials
GliosarcomaD018316EFO:1001465gliosarcoma2ClinicalTrials
Leukemia, LymphoidD007945EFO:0004289lymphoid leukemia2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma3ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
AnemiaD000740EFO:0004272anemia3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection2ClinicalTrials
Hematologic DiseasesD006402HP:0001871abnormality of blood and blood-forming tissues2ClinicalTrials
Hodgkin DiseaseD006689EFO:0000183Hodgkins lymphoma2ClinicalTrials
Immune System DiseasesD007154EFO:0000540immune system disease4ATC
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia2ClinicalTrials
Lymphoma, Large B-Cell, DiffuseD016403EFO:0000403diffuse large B-cell lymphoma3ClinicalTrials
MelanomaD008545EFO:0000756melanoma3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
Sarcoma, KaposiD012514EFO:0000558Kaposi's sarcoma1ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000707squamous cell carcinoma2ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease2ClinicalTrials
Leukemia, Plasma CellD007952EFO:0006475plasma cell leukemia2ClinicalTrials
Lymphoma, B-Cell, Marginal ZoneD018442EFO:1000630marginal zone B-cell lymphoma2ClinicalTrials
Lymphoma, FollicularD008224EFO:0000096neoplasm of mature B-cells3ClinicalTrials
Lymphoma, Mantle-CellD020522EFO:1001469Mantle cell lymphoma3ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma3ClinicalTrials
Thyroid NeoplasmsD013964EFO:0000641papillary thyroid carcinoma2ClinicalTrials
Burkitt LymphomaD002051EFO:0000309Burkitts lymphoma1ClinicalTrials
Lymphoma, T-Cell, PeripheralD016411EFO:0000211unspecified peripheral T-cell lymphoma2ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome3ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma2ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-LymphomaD054198EFO:0000220acute lymphoblastic leukemia2ClinicalTrials
Smoldering Multiple MyelomaD000075122EFO:0003073asymptomatic myeloma3ClinicalTrials
Thyroid NeoplasmsD013964EFO:0003841thyroid neoplasm2ClinicalTrials

Clinical Data

ClinicalTrials.gov LENALIDOMIDE
The Cochrane Collaboration LENALIDOMIDE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL848. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.542
CHEMBL313 Serotonin transporter Rattus norvegicus 0.264

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.861
CHEMBL313 Serotonin transporter Rattus norvegicus 0.744
CHEMBL1850 Dopamine D5 receptor Homo sapiens 0.459
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 0.337
CHEMBL3105 Poly [ADP-ribose] polymerase-1 Homo sapiens 0.292
CHEMBL3740 Poly [ADP-ribose] polymerase-1 Mus musculus 0.242
CHEMBL3426 Serotonin 5a (5-HT5a) receptor Homo sapiens 0.239
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.210

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
259.3 259.0957 0.03 1 92.5 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.75 2.77 -1.47 -1.47 1 19 0.55

Structural Alerts

There are 6 structural alerts for CHEMBL848. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L04 - IMMUNOSUPPRESSANTS
L04A - IMMUNOSUPPRESSANTS
L04AX - Other immunosuppressants
L04AX04 - lenalidomide

ChemSpider ChemSpider:GOTYRUGSSMKFNF-UHFFFAOYSA-N
DailyMed lenalidomide
PubChem SID: 124893327 SID: 124893328 SID: 144206045 SID: 170465201
Wikipedia Lenalidomide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL848



ACToR 191732-72-6 443912-14-9
BindingDB 65454
ChEBI 63791
ChemicalBook CB3855432
DrugBank DB00480
DrugCentral 3317
eMolecules 10609556 32175817
EPA CompTox Dashboard DTXSID8046664
Guide to Pharmacology 7331
Human Metabolome Database HMDB0014623
IBM Patent System 864D709828D65CFE34483D35E66EAB8D
LINCS LSM-6187
Mcule MCULE-9771679074
MolPort MolPort-003-848-370
Nikkaji J1.121.689G
PharmGKB PA162363968
PubChem 216326
PubChem: Drugs of the Future 12015317
PubChem: Thomson Pharma 14847985
Selleck Lenalidomide
SureChEMBL SCHEMBL32978

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/GOTYRUGSSMKFNF-UHFFFAOYSA-N spacer
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