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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL276711
CHEMBL276711
Compound Name SEMAXANIB
ChEMBL Synonyms Semaxinib | Semaxanib | SU-5416
Max Phase 3
Trade Names
Molecular Formula C15H14N2O

Additional synonyms for CHEMBL276711 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1cc(C)c(\C=C\2/C(=O)Nc3ccccc23)[nH]1
Standard InChI InChI=1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11 ...
Download InChI
Standard InChI Key WUWDLXZGHZSWQZ-WQLSENKSSA-N

Mechanism of Action

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

Molecule Features

CHEMBL276711 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

There are 3 structural alerts for CHEMBL276711. To view alerts please click here.

Alternate Forms of Compound in ChEMBL


CHEMBL276711

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 CHEMBL276711. 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
CHEMBL3337 Vascular endothelial growth factor receptor 2 Mus musculus 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 1.000
CHEMBL3788 Serine/threonine-protein kinase PLK4 Homo sapiens 1.000
CHEMBL2073 Tyrosine-protein kinase YES Homo sapiens 1.000
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL1955 Vascular endothelial growth factor receptor 3 Homo sapiens 1.000
CHEMBL1974 Tyrosine-protein kinase receptor FLT3 Homo sapiens 1.000
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 1.000
CHEMBL2349 Phosphorylase kinase gamma subunit 2 Homo sapiens 1.000
CHEMBL1841 Tyrosine-protein kinase FYN Homo sapiens 1.000
CHEMBL4045 AMP-activated protein kinase, alpha-1 subunit Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 1.000
CHEMBL2815 Nerve growth factor receptor Trk-A Homo sapiens 1.000
CHEMBL5608 NT-3 growth factor receptor Homo sapiens 1.000
CHEMBL2742 Fibroblast growth factor receptor 3 Homo sapiens 1.000
CHEMBL4898 Neurotrophic tyrosine kinase receptor type 2 Homo sapiens 1.000
CHEMBL301 Cyclin-dependent kinase 2 Homo sapiens 1.000
CHEMBL4375 Serine/threonine-protein kinase SRPK1 Homo sapiens 0.999



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3337 Vascular endothelial growth factor receptor 2 Mus musculus 1.000
CHEMBL3516 Vascular endothelial growth factor receptor 1 Mus musculus 1.000
CHEMBL2041 Tyrosine-protein kinase receptor RET Homo sapiens 1.000
CHEMBL3650 Fibroblast growth factor receptor 1 Homo sapiens 1.000
CHEMBL3788 Serine/threonine-protein kinase PLK4 Homo sapiens 1.000
CHEMBL1913 Platelet-derived growth factor receptor beta Homo sapiens 1.000
CHEMBL2073 Tyrosine-protein kinase YES Homo sapiens 1.000
CHEMBL1841 Tyrosine-protein kinase FYN Homo sapiens 1.000
CHEMBL1974 Tyrosine-protein kinase receptor FLT3 Homo sapiens 1.000
CHEMBL2349 Phosphorylase kinase gamma subunit 2 Homo sapiens 1.000
CHEMBL2007 Platelet-derived growth factor receptor alpha Homo sapiens 1.000
CHEMBL1955 Vascular endothelial growth factor receptor 3 Homo sapiens 1.000
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 1.000
CHEMBL2534 3-phosphoinositide dependent protein kinase-1 Homo sapiens 1.000
CHEMBL4247 ALK tyrosine kinase receptor Homo sapiens 1.000
CHEMBL2185 Serine/threonine-protein kinase Aurora-B Homo sapiens 1.000
CHEMBL2815 Nerve growth factor receptor Trk-A Homo sapiens 1.000
CHEMBL5650 BR serine/threonine-protein kinase 1 Homo sapiens 1.000
CHEMBL5608 NT-3 growth factor receptor Homo sapiens 1.000
CHEMBL3829 CaM kinase II gamma Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
238.3 238.1106 2.75 1 44.89 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 2 0 3 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.18 1.53 3.09 3.09 2 18 0.74

Compound Cross References

ChemSpider ChemSpider:WUWDLXZGHZSWQZ-WQLSENKSSA-N
PubChem SID: 124891688 SID: 49674962 SID: 50107014 SID: 50107016 SID: 525180 SID: 56322916 SID: 90341564
Wikipedia Semaxanib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL276711



BindingDB 4810
ChEBI 91083
eMolecules 23139179
FDA SRS 71IA9S35AJ
Guide to Pharmacology 5056
IBM Patent System DCB665BA2CFE3AF813E4758BB18BEABD
LINCS LSM-42995
MolPort MolPort-003-959-606
Nikkaji J1.051.859H J2.299.233C
PDBe X2M
PubChem 5329098
PubChem: Drugs of the Future 12015099
PubChem: Thomson Pharma 14847387
Selleck semaxanib-su5416
SureChEMBL SCHEMBL19571
ZINC ZINC12410091

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