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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1289926
CHEMBL1289926
Compound Name AXITINIB
ChEMBL Synonyms AG-013736 | AXITINIB | AG-13736 | 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
  • British National Formulary
  • Manually Added Drugs
  • 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


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
GLIOBLASTOMAD005909EFO:0000519GLIOBLASTOMA MULTIFORME2ClinicalTrials
CARCINOMA, RENAL CELLD002292EFO:0000681RENAL CELL CARCINOMA4DailyMed
DailyMed
ClinicalTrials
CARCINOMAD002277EFO:0000313CARCINOMA1ClinicalTrials
CARCINOMA, ADENOID CYSTICD003528EFO:0000231ADENOID CYSTIC CARCINOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM4ATC
ClinicalTrials
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA2ClinicalTrials
CARCINOMA, SQUAMOUS CELLD002294EFO:0000181HEAD AND NECK SQUAMOUS CELL CARCINOMA2ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials
SARCOMAD012509EFO:0000691SARCOMA2ClinicalTrials
THYROID NEOPLASMSD013964EFO:0003841THYROID NEOPLASM2ClinicalTrials
CARCINOMA, HEPATOCELLULARD006528EFO:0000182HEPATOCELLULAR CARCINOMA2ClinicalTrials
MESOTHELIOMAD008654EFO:0000770MALIGNANT PLEURAL MESOTHELIOMA1ClinicalTrials
MELANOMAD008545EFO:0000756MELANOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER4ClinicalTrials
CARCINOID TUMORD002276EFO:0004243CARCINOID TUMOR2ClinicalTrials
CARCINOMA, RENAL CELLD002292EFO:0000349CLEAR CELL RENAL CARCINOMA4ClinicalTrials
KIDNEY NEOPLASMSD007680EFO:0003865KIDNEY NEOPLASM3ClinicalTrials
CARCINOMA, RENAL CELLD002292EFO:0000640PAPILLARY RENAL CELL CARCINOMA4ClinicalTrials
CARCINOMA, RENAL CELLD002292EFO:0002890RENAL CARCINOMA4ClinicalTrials
COLORECTAL NEOPLASMSD015179EFO:0000365COLORECTAL ADENOCARCINOMA2ClinicalTrials
SALIVARY GLAND NEOPLASMSD012468EFO:0003826SALIVARY GLAND NEOPLASM2ClinicalTrials

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
CHEMBL5518 Misshapen-like kinase 1 Homo sapiens 1.000
CHEMBL6166 Mitogen-activated protein kinase kinase kinase kinase 4 Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 1.000
CHEMBL5650 BR serine/threonine-protein kinase 1 Homo sapiens 1.000
CHEMBL4852 Mitogen-activated protein kinase kinase kinase kinase 5 Homo sapiens 1.000
CHEMBL3935 Serine/threonine-protein kinase Aurora-C Homo sapiens 1.000
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 0.999
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 0.999
CHEMBL3032 Protein kinase N2 Homo sapiens 0.999
CHEMBL3831 MAP/microtubule affinity-regulating kinase 2 Homo sapiens 0.998
CHEMBL4948 Dual specificity mitogen-activated protein kinase kinase 5 Homo sapiens 0.997
CHEMBL1955 Vascular endothelial growth factor receptor 3 Homo sapiens 0.996
CHEMBL4045 AMP-activated protein kinase, alpha-1 subunit Homo sapiens 0.990
CHEMBL5600 Serine/threonine-protein kinase c-TAK1 Homo sapiens 0.974
CHEMBL4040 MAP kinase ERK2 Homo sapiens 0.953
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.947
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 0.932
CHEMBL4895 Tyrosine-protein kinase receptor UFO Homo sapiens 0.927
CHEMBL5330 Mitogen-activated protein kinase kinase kinase kinase 2 Homo sapiens 0.870



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3788 Serine/threonine-protein kinase PLK4 Homo sapiens 1.000
CHEMBL6003 Testis-specific serine/threonine-protein kinase 1 Homo sapiens 1.000
CHEMBL3032 Protein kinase N2 Homo sapiens 1.000
CHEMBL3357 Interleukin-1 receptor-associated kinase 1 Homo sapiens 1.000
CHEMBL3886 Mixed lineage kinase 7 Homo sapiens 1.000
CHEMBL4202 Serine/threonine-protein kinase 2 Homo sapiens 0.999
CHEMBL6191 SPS1/STE20-related protein kinase YSK4 Homo sapiens 0.999
CHEMBL5650 BR serine/threonine-protein kinase 1 Homo sapiens 0.999
CHEMBL5518 Misshapen-like kinase 1 Homo sapiens 0.999
CHEMBL4375 Serine/threonine-protein kinase SRPK1 Homo sapiens 0.999
CHEMBL5683 Serine/threonine-protein kinase DCLK1 Homo sapiens 0.999
CHEMBL3935 Serine/threonine-protein kinase Aurora-C Homo sapiens 0.998
CHEMBL5014 Serine/threonine-protein kinase RIPK2 Homo sapiens 0.998
CHEMBL2349 Phosphorylase kinase gamma subunit 2 Homo sapiens 0.994
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 0.994
CHEMBL5284 CaM-kinase kinase beta Homo sapiens 0.993
CHEMBL4852 Mitogen-activated protein kinase kinase kinase kinase 5 Homo sapiens 0.992
CHEMBL4367 Tyrosine-protein kinase TXK Homo sapiens 0.988
CHEMBL2250 Tyrosine-protein kinase BLK Homo sapiens 0.986
CHEMBL4708 Serine/threonine-protein kinase MST2 Homo sapiens 0.982

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
386.5 386.1201 4.49 5 95.97 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 0.53

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
ChEBI 66910
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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