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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL24828
CHEMBL24828
Compound Name VANDETANIB
ChEMBL Synonyms ZD-64 | ZACTIMA | CAPRELSA | ZD-6474 | VANDETANIB | ZD6474 | GNF-Pf-2188
Max Phase 4 (Approved)
Trade Names CAPRELSA | ZACTIMA
Molecular Formula C22H24BrFN4O2

Additional synonyms for CHEMBL24828 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc2c(Nc3ccc(Br)cc3F)ncnc2cc1OCC4CCN(C)CC4
Standard InChI InChI=1S/C22H24BrFN4O2/c1-28-7-5-14(6-8-28)12-30-21-11-19-16 ...
Download InChI
Standard InChI Key UHTHHESEBZOYNR-UHFFFAOYSA-N

Sources

  • British National Formulary
  • GSK Malaria Screening
  • Novartis Malaria Screening
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • St Jude Leishmania Screening
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL24828

Molecule Features

CHEMBL24828 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:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Ephrin receptor inhibitor Ephrin receptor DailyMed
Epidermal growth factor receptor inhibitor Epidermal growth factor receptor DailyMed
Tyrosine-protein kinase BRK inhibitor Tyrosine-protein kinase BRK DailyMed
Tyrosine-protein kinase SRC inhibitor Tyrosine-protein kinase SRC DailyMed
Tyrosine-protein kinase TIE-2 inhibitor Tyrosine-protein kinase TIE-2 DailyMed
Tyrosine-protein kinase receptor RET inhibitor Tyrosine-protein kinase receptor RET DailyMed
Vascular endothelial growth factor receptor inhibitor Vascular endothelial growth factor receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA3ClinicalTrials
LUNG NEOPLASMSD008175EFO:0001071LUNG CARCINOMA2ClinicalTrials
NEUROBLASTOMAD009447EFO:0000621NEUROBLASTOMA1ClinicalTrials
THYROID NEOPLASMSD013964EFO:0002892THYROID CARCINOMA4ClinicalTrials
DailyMed
MESOTHELIOMAD008654EFO:0000588MESOTHELIOMA2ClinicalTrials
OVARIAN NEOPLASMSD010051EFO:0001075OVARIAN CARCINOMA1ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER4ClinicalTrials
THYROID NEOPLASMSD013964EFO:0003841THYROID NEOPLASM4ClinicalTrials
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA2ClinicalTrials
CARCINOMA, RENAL CELLD002292EFO:0000349CLEAR CELL RENAL CARCINOMA2ClinicalTrials
CARCINOMA, HEPATOCELLULARD006528EFO:0000182HEPATOCELLULAR CARCINOMA2ClinicalTrials
GASTROINTESTINAL STROMAL TUMORSD046152Orphanet:44890GASTROINTESTINAL STROMAL TUMOR2ClinicalTrials
GLIOMAD005910EFO:0000326CENTRAL NERVOUS SYSTEM CANCER1ClinicalTrials
PANCREATIC NEOPLASMSD010190EFO:0002618PANCREATIC CARCINOMA2ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM4ATC

Clinical Data

ClinicalTrials.gov VANDETANIB
The Cochrane Collaboration VANDETANIB

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 CHEMBL24828. 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
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL3009 Receptor protein-tyrosine kinase erbB-4 Homo sapiens 1.000
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 1.000
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 1.000
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL1955 Vascular endothelial growth factor receptor 3 Homo sapiens 0.999
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 0.994
CHEMBL4355 Serine/threonine-protein kinase GAK Homo sapiens 0.989
CHEMBL4718 MAP kinase-interacting serine/threonine-protein kinase MNK1 Homo sapiens 0.977
CHEMBL2068 Ephrin type-A receptor 2 Homo sapiens 0.970
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 0.683
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 0.539
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 0.476
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 0.418
CHEMBL4722 Serine/threonine-protein kinase Aurora-A Homo sapiens 0.300



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 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
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 1.000
CHEMBL2068 Ephrin type-A receptor 2 Homo sapiens 1.000
CHEMBL1955 Vascular endothelial growth factor receptor 3 Homo sapiens 1.000
CHEMBL2634 Tyrosine-protein kinase CSK Homo sapiens 1.000
CHEMBL3587 Dual specificity mitogen-activated protein kinase kinase 1 Homo sapiens 1.000
CHEMBL4355 Serine/threonine-protein kinase GAK Homo sapiens 0.998
CHEMBL4718 MAP kinase-interacting serine/threonine-protein kinase MNK1 Homo sapiens 0.998
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 0.996
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 0.995
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 0.990
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 0.990
CHEMBL5836 Ephrin type-B receptor 6 Homo sapiens 0.920
CHEMBL4722 Serine/threonine-protein kinase Aurora-A Homo sapiens 0.915
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 0.884

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
475.4 474.1067 5.09 6 59.51 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 1 6 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.92 4 2.5 3 30 0.54

Structural Alerts

There are 2 structural alerts for CHEMBL24828. 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
L01XE12 - vandetanib

ChemSpider ChemSpider:UHTHHESEBZOYNR-UHFFFAOYSA-N
DailyMed vandetanib
PubChem SID: 103905338 SID: 124893338 SID: 144206064 SID: 170465617 SID: 50100123 SID: 50112766
Wikipedia Vandetanib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL24828



ACToR 443913-73-3 338992-00-0
BindingDB 21
Brenda 127382
ChEBI 49960
DrugBank DB05294
DrugCentral 4178
eMolecules 10778617
EPA CompTox Dashboard DTXSID1046681
FDA SRS YO460OQ37K
Guide to Pharmacology 5717
IBM Patent System B9C60195205D28B2A3915B98497B5F93
LINCS LSM-1199
Mcule MCULE-4705827953
MolPort MolPort-005-942-399
Nikkaji J1.720.281B
PDBe ZD6
PharmGKB PA166118341
PubChem 3081361
PubChem: Drugs of the Future 12015522
PubChem: Thomson Pharma 14761077
Selleck Vandetanib
SureChEMBL SCHEMBL9044
ZINC ZINC000053683345

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