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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1289926
CHEMBL1289926
Compound Name AXITINIB
ChEMBL Synonyms AXITINIB | AG-13736 | AG-013736 | INLYTA
Max Phase 4 (Approved)
Trade Names INLYTA
Molecular Formula C22H18N4OS

Additional synonyms for CHEMBL1289926 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC(=O)c1ccccc1Sc2ccc3c(\C=C\c4ccccn4)n[nH]c3c2
Standard InChI InChI=1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11 ...
Download InChI
Standard InChI Key RITAVMQDGBJQJZ-FMIVXFBMSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • 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


CHEMBL1289926

Molecule Features

CHEMBL1289926 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y 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
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
Adrenal Cortex NeoplasmsD000306EFO:1000796adrenal cortex carcinoma2ClinicalTrials
Carcinoma, Adenoid CysticD003528EFO:0000231adenoid cystic carcinoma2ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000349clear cell renal carcinoma4ClinicalTrials
MesotheliomaD008654EFO:0000770malignant pleural mesothelioma1ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0003860pancreatic neoplasm2ClinicalTrials
CarcinomaD002277EFO:0000313carcinoma1ClinicalTrials
GliosarcomaD018316EFO:1001465gliosarcoma1ClinicalTrials
Salivary Gland NeoplasmsD012468EFO:0003826salivary gland neoplasm2ClinicalTrials
SarcomaD012509EFO:1001968soft tissue sarcoma2ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma1ClinicalTrials
Carcinoma, HepatocellularD006528EFO:0000182hepatocellular carcinoma2ClinicalTrials
Carcinoma, Renal CellD002292EFO:0002890renal carcinoma4ClinicalTrials
NeoplasmsD009369EFO:0000311cancer4ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000681renal cell carcinoma4ClinicalTrials
DailyMed
DailyMed
Colorectal NeoplasmsD015179EFO:0004142colorectal neoplasm2ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
Kidney NeoplasmsD007680EFO:0003865kidney neoplasm3ClinicalTrials
LeukemiaD007938EFO:0000565leukemia1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
ClinicalTrials
Thyroid NeoplasmsD013964EFO:0003841thyroid neoplasm2ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Nasopharyngeal NeoplasmsD009303EFO:0004252nasopharyngeal neoplasm2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Sarcoma, Alveolar Soft PartD018234EFO:0007143alveolar soft part sarcoma2ClinicalTrials
Carcinoma, Pancreatic DuctalD021441EFO:0002517pancreatic ductal adenocarcinoma3ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma2ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome2ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm1ClinicalTrials
Carcinoid TumorD002276EFO:0004243carcinoid tumor2ClinicalTrials
Carcinoma, Renal CellD002292EFO:0000640papillary renal cell carcinoma4ClinicalTrials

Clinical Data

ClinicalTrials.gov AXITINIB
The Cochrane Collaboration AXITINIB

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 CHEMBL1289926. 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
CHEMBL3788 Serine/threonine-protein kinase PLK4 Homo sapiens 1.000
CHEMBL3935 Serine/threonine-protein kinase Aurora-C Homo sapiens 1.000
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 1.000
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 0.999
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 0.994
CHEMBL6166 Mitogen-activated protein kinase kinase kinase kinase 4 Homo sapiens 0.987
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.977
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 0.957
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.900
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 0.872
CHEMBL4014 Tyrosine-protein kinase ABL2 Homo sapiens 0.726
CHEMBL4722 Serine/threonine-protein kinase Aurora-A Homo sapiens 0.299
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.293
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.274



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3788 Serine/threonine-protein kinase PLK4 Homo sapiens 1.000
CHEMBL3886 Mixed lineage kinase 7 Homo sapiens 0.999
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 0.998
CHEMBL3935 Serine/threonine-protein kinase Aurora-C Homo sapiens 0.998
CHEMBL5014 Serine/threonine-protein kinase RIPK2 Homo sapiens 0.998
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 0.991
CHEMBL4597 Serine/threonine-protein kinase PCTAIRE-1 Homo sapiens 0.966
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 0.963
CHEMBL5749 Mitogen-activated protein kinase kinase kinase kinase 1 Homo sapiens 0.962
CHEMBL4367 Tyrosine-protein kinase TXK Homo sapiens 0.958
CHEMBL6166 Mitogen-activated protein kinase kinase kinase kinase 4 Homo sapiens 0.953
CHEMBL3830 Adaptor-associated kinase Homo sapiens 0.949
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.944
CHEMBL4454 Tyrosine-protein kinase FGR Homo sapiens 0.932
CHEMBL5274 Tyrosine-protein kinase receptor Tie-1 Homo sapiens 0.929
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 0.928
CHEMBL4852 Mitogen-activated protein kinase kinase kinase kinase 5 Homo sapiens 0.921
CHEMBL5836 Ephrin type-B receptor 6 Homo sapiens 0.921
CHEMBL5518 Misshapen-like kinase 1 Homo sapiens 0.912
CHEMBL5464 Receptor-interacting serine/threonine-protein kinase 1 Homo sapiens 0.892

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
386.5 386.1201 4.64 5 70.67 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.7 4.3 2.39 2.39 4 28 0.52

Structural Alerts

There are 1 structural alerts for CHEMBL1289926. 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
L01XE17 - axitinib

ChemSpider ChemSpider:RITAVMQDGBJQJZ-FMIVXFBMSA-N
DailyMed axitinib
PubChem SID: 124950168 SID: 144207146 SID: 170466656
Wikipedia Axitinib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1289926



BindingDB 25117
Brenda 14173 66997 213518
ChEBI 66910
ChemicalBook CB81011728
DrugBank DB06626
DrugCentral 4225
eMolecules 26951384
EPA CompTox Dashboard DTXSID3049049
FDA SRS C9LVQ0YUXG
Guide to Pharmacology 5659
IBM Patent System 5FC718562F200EF20BB64AD023A37523 69052C3712800EC0A7E159F5D608C6CD
LINCS LSM-43191
MolPort MolPort-006-392-413
Nikkaji J2.302.956A
PDBe AXI
PubChem 6450551
PubChem: Drugs of the Future 26683791
PubChem: Thomson Pharma 14804960
Selleck Axitinib
SureChEMBL SCHEMBL172918
ZINC ZINC000003816287

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