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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL189963
CHEMBL189963
Compound Name PALBOCICLIB
ChEMBL Synonyms PD 0332991-0054 | PD-0332991 | IBRANCE | PALBOCICLIB | PALBOCICLIB ISETHIONATE | PF-00080665-73
Max Phase 4 (Approved)
Trade Names IBRANCE
Molecular Formula C24H29N7O2

Additional synonyms for CHEMBL189963 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)C1=C(C)c2cnc(Nc3ccc(cn3)N4CCNCC4)nc2N(C5CCCC5)C1=O
Standard InChI InChI=1S/C24H29N7O2/c1-15-19-14-27-24(28-20-8-7-18(13-26-20) ...
Download InChI
Standard InChI Key AHJRHEGDXFFMBM-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Gene Expression Atlas Compounds
  • Orange Book
  • Patent Bioactivity Data
  • 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


CHEMBL189963

Molecule Features

CHEMBL189963 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:Y Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
CDK6/cyclin D1 inhibitor CDK6/cyclin D1 FDA
Cyclin-dependent kinase 4/cyclin D1 inhibitor Cyclin-dependent kinase 4/cyclin D1 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Pancreatic DuctalD021441EFO:0002517pancreatic ductal adenocarcinoma1ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma2ClinicalTrials
SarcomaD012509EFO:0000691sarcoma2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma4ClinicalTrials
DailyMed
DailyMed
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia1ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
ClinicalTrials
OligodendrogliomaD009837EFO:0000630oligoastrocytoma2ClinicalTrials
Thymus NeoplasmsD013953EFO:0002626thymus neoplasm2ClinicalTrials
AdenocarcinomaD000230EFO:0000228adenocarcinoma2ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
CarcinomaD002277EFO:0000313carcinoma2ClinicalTrials
Neuroendocrine TumorsD018358EFO:1000045pancreatic neuroendocrine tumor2ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000708squamous cell lung carcinoma2ClinicalTrials
LiposarcomaD008080EFO:0000569liposarcoma2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm4ClinicalTrials
ChordomaD002817Orphanet:178Chordoma2ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm2ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma1ClinicalTrials
Lymphoma, Mantle-CellD020522EFO:1001469Mantle cell lymphoma1ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000707squamous cell carcinoma2ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme1ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer4ClinicalTrials
OligodendrogliomaD009837EFO:0000632oligodendroglioma2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov PALBOCICLIB
The Cochrane Collaboration PALBOCICLIB

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 CHEMBL189963. 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
CHEMBL2508 Cyclin-dependent kinase 6 Homo sapiens 1.000
CHEMBL331 Cyclin-dependent kinase 4 Homo sapiens 1.000
CHEMBL1974 Tyrosine-protein kinase receptor FLT3 Homo sapiens 1.000
CHEMBL2637 c-Jun N-terminal kinase 3 Homo sapiens 0.987
CHEMBL4895 Tyrosine-protein kinase receptor UFO Homo sapiens 0.862
CHEMBL2803 Tyrosine-protein kinase ZAP-70 Homo sapiens 0.239



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2508 Cyclin-dependent kinase 6 Homo sapiens 1.000
CHEMBL331 Cyclin-dependent kinase 4 Homo sapiens 1.000
CHEMBL1974 Tyrosine-protein kinase receptor FLT3 Homo sapiens 1.000
CHEMBL2637 c-Jun N-terminal kinase 3 Homo sapiens 0.999
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 0.985
CHEMBL4895 Tyrosine-protein kinase receptor UFO Homo sapiens 0.891
CHEMBL5401 Signal transducer and activator of transcription 6 Homo sapiens 0.805
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.781
CHEMBL5332 Mitogen-activated protein kinase 7 Homo sapiens 0.550
CHEMBL4247 ALK tyrosine kinase receptor Homo sapiens 0.363
CHEMBL5331 Proto-oncogene tyrosine-protein kinase MER Homo sapiens 0.355

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
447.5 447.2383 2.97 5 105.04 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 2 0 9 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.66 2.14 1.06 3 33 0.58

Structural Alerts

There are 3 structural alerts for CHEMBL189963. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01X - OTHER ANTINEOPLASTIC AGENTS
L01XE - Protein kinase inhibitors
L01XE33 - palbociclib

ChemSpider ChemSpider:AHJRHEGDXFFMBM-UHFFFAOYSA-N
DailyMed palbociclib
PubChem SID: 103905660 SID: 103905661 SID: 137275973

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL189963



ACToR 571190-30-2
BindingDB 6309
ChEBI 85993
ChemicalBook CB62464897
DrugBank DB09073
DrugCentral 4941
eMolecules 32176408
FDA SRS G9ZF61LE7G
Guide to Pharmacology 7380
IBM Patent System FE0AE7C44C3AF12D3D2078721F98871A
LINCS LSM-1071
MolPort MolPort-009-679-393
Nikkaji J3.007.984A
PDBe LQQ
PharmGKB PA166153469
PubChem 5330286
PubChem: Drugs of the Future 12015755
PubChem: Thomson Pharma 14808444
SureChEMBL SCHEMBL462630
ZINC ZINC000003938686

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