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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL288441
CHEMBL288441
Compound Name BOSUTINIB
ChEMBL Synonyms BOSUTINIB | SKI-606 | BOSULIF | BOSUTINIB MONOHYDRATE
Max Phase 4 (Approved)
Trade Names BOSULIF
Molecular Formula C26H29Cl2N5O3

Additional synonyms for CHEMBL288441 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc(Nc2c(cnc3cc(OCCCN4CCN(C)CC4)c(OC)cc23)C#N)c(Cl)cc1Cl
Standard InChI InChI=1S/C26H29Cl2N5O3/c1-32-6-8-33(9-7-32)5-4-10-36-25-13-2 ...
Download InChI
Standard InChI Key UBPYILGKFZZVDX-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • 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


CHEMBL288441

Molecule Features

CHEMBL288441 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N 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
Tyrosine-protein kinase ABL inhibitor Tyrosine-protein kinase ABL Expert
Tyrosine-protein kinase HCK inhibitor Tyrosine-protein kinase HCK Expert
Tyrosine-protein kinase Lyn inhibitor Tyrosine-protein kinase Lyn Expert
Tyrosine-protein kinase SRC inhibitor Tyrosine-protein kinase SRC Expert

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DementiaD003704HP:0000726dementia1ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials
Polycystic Kidney, Autosomal DominantD016891EFO:1001496Autosomal dominant polycystic kidney disease2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm2ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma1ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL PositiveD015464EFO:0000339chronic myelogenous leukemia4ClinicalTrials
DailyMed
NeoplasmsD009369EFO:0000616neoplasm4ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov BOSUTINIB
The Cochrane Collaboration BOSUTINIB

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 CHEMBL288441. 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
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 1.000
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 1.000
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 1.000
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 Homo sapiens 1.000
CHEMBL2068 Ephrin type-A receptor 2 Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL3905 Tyrosine-protein kinase Lyn Homo sapiens 1.000
CHEMBL5147 Ephrin type-B receptor 4 Homo sapiens 1.000
CHEMBL1841 Tyrosine-protein kinase FYN Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL3009 Receptor protein-tyrosine kinase erbB-4 Homo sapiens 1.000
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 1.000
CHEMBL1844 Macrophage colony stimulating factor receptor Homo sapiens 1.000
CHEMBL4355 Serine/threonine-protein kinase GAK Homo sapiens 1.000
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 1.000
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 1.000
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 0.999
CHEMBL4014 Tyrosine-protein kinase ABL2 Homo sapiens 0.999
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 0.999



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 1.000
CHEMBL3014 Tyrosine-protein kinase SRC Rattus norvegicus 1.000
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 1.000
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 Homo sapiens 1.000
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 1.000
CHEMBL1841 Tyrosine-protein kinase FYN Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL2068 Ephrin type-A receptor 2 Homo sapiens 1.000
CHEMBL5147 Ephrin type-B receptor 4 Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 1.000
CHEMBL3905 Tyrosine-protein kinase Lyn Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL4355 Serine/threonine-protein kinase GAK Homo sapiens 1.000
CHEMBL5699 Serine/threonine-protein kinase SIK2 Homo sapiens 1.000
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 1.000
CHEMBL3009 Receptor protein-tyrosine kinase erbB-4 Homo sapiens 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 1.000
CHEMBL1844 Macrophage colony stimulating factor receptor Homo sapiens 1.000
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
530.5 529.1647 5.19 9 82.88 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
8 1 2 8 1 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 7.63 3.12 2.58 3 36 0.38

Structural Alerts

There are 1 structural alerts for CHEMBL288441. 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
L01XE14 - bosutinib

ChemSpider ChemSpider:UBPYILGKFZZVDX-UHFFFAOYSA-N
DailyMed bosutinib monohydrate
PubChem SID: 124950167
Wikipedia Bosutinib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL288441



ACToR 380443-75-4 380843-75-4
BindingDB 4552
Brenda 14073 213596 18227
ChEBI 39112
DrugBank DB06616
DrugCentral 4359
eMolecules 31507652
FDA SRS 5018V4AEZ0
Guide to Pharmacology 5710
Human Metabolome Database HMDB0240205
IBM Patent System 9C7F7163C301F68A365C3E1071B1DB8A
LINCS LSM-1190
MolPort MolPort-008-155-956
Nikkaji J1.678.415J
PDBe DB8
PubChem 5328940
PubChem: Drugs of the Future 26746630
PubChem: Thomson Pharma 14885411
Selleck Bosutinib
SureChEMBL SCHEMBL158390
ZINC ZINC000022448983

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