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
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].
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

Product suppliers

Tocris
Combretastatin A4
Cat. No. 1495