teniposide

Ligand id: 6843

Name: teniposide

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 189.07
Molecular weight 656.16
XLogP 1.37
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1992))
IUPAC Name
(5S,5aR,8aR,9R)-5-[[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-thiophen-2-yl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
International Nonproprietary Names
INN number INN
3836 teniposide
Synonyms
isosulfan blue | VM-26 | Vumon®
Database Links
CAS Registry No. 29767-20-2
ChEBI CHEBI:75988
ChEMBL Ligand CHEMBL452231
DrugBank Ligand DB00444
GtoPdb PubChem SID 178103449
PubChem CID 452548
RCSB PDB Ligand 9TP
Search Google for chemical match using the InChIKey NRUKOCRGYNPUPR-QBPJDGROSA-N
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Search UniChem for chemical match using the InChIKey NRUKOCRGYNPUPR-QBPJDGROSA-N
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Wikipedia Teniposide
Comments
A podophyllotoxin derivative which achieves cytotoxicity by inhibiting type II topoisomerase activity. Many (85) isomeric alternatives for this compound are listed on PubChem. Click here to link directly to the PubChem listing. The structure shown here matches that shown in the INN document for this compound.