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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL491473
CHEMBL491473
Compound Name CEDIRANIB
ChEMBL Synonyms AZD-2171 | AZD2171 MALEATE | AZD2171 | RECENTIN | CEDIRANIB MALEATE | CEDIRANIB | ZD-2171
Max Phase 3
Trade Names
Molecular Formula C25H27FN4O3

Additional synonyms for CHEMBL491473 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1cc2c(Oc3ccc4[nH]c(C)cc4c3F)ncnc2cc1OCCCN5CCCC5
Standard InChI InChI=1S/C25H27FN4O3/c1-16-12-17-19(29-16)6-7-21(24(17)26)33 ...
Download InChI
Standard InChI Key XXJWYDDUDKYVKI-UHFFFAOYSA-N

Sources

  • Clinical Candidates
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL491473

Molecule Features

CHEMBL491473 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Mechanism of Action

Mechanism of Action ChEMBL Target References
Platelet-derived growth factor receptor inhibitor Platelet-derived growth factor receptor PubMed
Stem cell growth factor receptor inhibitor Stem cell growth factor receptor PubMed
Vascular endothelial growth factor receptor inhibitor Vascular endothelial growth factor receptor PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000681renal cell carcinoma2ClinicalTrials
ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
ClinicalTrials
LeukemiaD007938EFO:0000565leukemia1ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma3ClinicalTrials
ClinicalTrials
Ovarian NeoplasmsD010051EFO:0003893ovarian neoplasm3ClinicalTrials
Adenocarcinoma, FollicularD018263EFO:0000501follicular thyroid carcinoma1ClinicalTrials
Breast Neoplasms, MaleD018567EFO:0006861male breast carcinoma2ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000349clear cell renal carcinoma2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ATC
ClinicalTrials
Rectal NeoplasmsD012004EFO:1000657rectum cancer1ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001061cervical carcinoma2ClinicalTrials
Biliary Tract NeoplasmsD001661EFO:0003891biliary tract neoplasm2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
MelanomaD008545EFO:0000389cutaneous melanoma1ClinicalTrials
Small Cell Lung CarcinomaD055752EFO:0000702small cell lung carcinoma2ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma3ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
MesotheliomaD008654EFO:0000588mesothelioma2ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme3ClinicalTrials
ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma2ClinicalTrials
ClinicalTrials
Leukemia, LymphoidD007945EFO:0004289lymphoid leukemia2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Sarcoma, Alveolar Soft PartD018234EFO:0007143alveolar soft part sarcoma2ClinicalTrials
GliosarcomaD018316EFO:1001465gliosarcoma2ClinicalTrials
Thyroid NeoplasmsD013964EFO:0000641papillary thyroid carcinoma1ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia2ClinicalTrials
MesotheliomaD008654EFO:0000770malignant pleural mesothelioma2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma1ClinicalTrials

Clinical Data

ClinicalTrials.gov CEDIRANIB
The Cochrane Collaboration CEDIRANIB

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 CHEMBL491473. 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
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL1868 Vascular endothelial growth factor receptor 1 Homo sapiens 1.000
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL1955 Vascular endothelial growth factor receptor 3 Homo sapiens 1.000
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 1.000
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 1.000
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 1.000
CHEMBL4142 Fibroblast growth factor receptor 2 Homo sapiens 1.000
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 0.999
CHEMBL4128 Tyrosine-protein kinase TIE-2 Homo sapiens 0.998
CHEMBL267 Tyrosine-protein kinase SRC Homo sapiens 0.997
CHEMBL2068 Ephrin type-A receptor 2 Homo sapiens 0.995
CHEMBL4722 Serine/threonine-protein kinase Aurora-A Homo sapiens 0.994
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 Homo sapiens 0.991
CHEMBL5014 Serine/threonine-protein kinase RIPK2 Homo sapiens 0.987
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 0.981
CHEMBL3009 Receptor protein-tyrosine kinase erbB-4 Homo sapiens 0.919



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL1955 Vascular endothelial growth factor receptor 3 Homo sapiens 1.000
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 1.000
CHEMBL3981 Serine/threonine-protein kinase 10 Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL5836 Ephrin type-B receptor 6 Homo sapiens 1.000
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 1.000
CHEMBL4355 Serine/threonine-protein kinase GAK Homo sapiens 1.000
CHEMBL203 Epidermal growth factor receptor erbB1 Homo sapiens 1.000
CHEMBL5518 Misshapen-like kinase 1 Homo sapiens 1.000
CHEMBL5014 Serine/threonine-protein kinase RIPK2 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
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 1.000
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 1.000
CHEMBL4142 Fibroblast growth factor receptor 2 Homo sapiens 1.000
CHEMBL4526 Ephrin type-A receptor 6 Homo sapiens 1.000
CHEMBL4852 Mitogen-activated protein kinase kinase kinase kinase 5 Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
450.5 450.2067 5.22 8 72.5 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 1 7 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.05 3.52 1.01 4 33 0.37

Structural Alerts

There are 1 structural alerts for CHEMBL491473. 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
L01XE32 - cediranib

ChemSpider ChemSpider:XXJWYDDUDKYVKI-UHFFFAOYSA-N
PubChem SID: 103905340 SID: 137275941

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL491473



ACToR 288383-20-0
BindingDB 50331096
Brenda 127385
ChEBI 94782
DrugBank DB04849
eMolecules 32176439
EPA CompTox Dashboard DTXSID10183035
FDA SRS NQU9IPY4K9
Guide to Pharmacology 5664
IBM Patent System 21491BDA85533304EF601836156F4C04
LINCS LSM-5926
MolPort MolPort-006-169-995
Nikkaji J2.560.640J
PubChem 9933475
PubChem: Drugs of the Future 26746631
PubChem: Thomson Pharma 14906490
Selleck Cediranib
SureChEMBL SCHEMBL63147
ZINC ZINC000003948085

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