combretastatin A4

Ligand id: 8854

Name: combretastatin A4

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 0
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 57.15
Molecular weight 316.13
XLogP 3.38
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Prodrug fosbretabulin
IUPAC Name
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol
Synonyms
CA-4 | combretastatin A-4 | NSC-613729
Database Links
CAS Registry No. 117048-59-6
ChEMBL Ligand CHEMBL67
GtoPdb PubChem SID 252827511
PubChem CID 5351344
RCSB PDB Ligand 7BA
Search Google for chemical match using the InChIKey HVXBOLULGPECHP-WAYWQWQTSA-N
Search Google for chemicals with the same backbone HVXBOLULGPECHP
Search UniChem for chemical match using the InChIKey HVXBOLULGPECHP-WAYWQWQTSA-N
Search UniChem for chemicals with the same backbone HVXBOLULGPECHP
Comments
Combretastatin A4 is the active metabolite of 8857. Combretastatin A4 interacts with the colchicine binding site of tubulin, which primarily resides within the β-tubulin subunit, at its interface with the α-subunit [3]. The compound has antineoplastic activity, inhibiting microtubule polymerization, and causing mitotic arrest and apoptosis, particularly targeting the tumour vasculature [2].