semapimod

Ligand id: 9211

Name: semapimod

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 20
Hydrogen bond donors 10
Rotatable bonds 21
Topological polar surface area 365.24
Molecular weight 744.45
XLogP 5.53
No. Lipinski's rules broken 4

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
International Nonproprietary Names
INN number INN
8349 semapimod
Synonyms
CNI-1493
Database Links
CAS Registry No. 352513-83-8 (source: WHO INN record)
PubChem CID 9854289
Search Google for chemical match using the InChIKey PWDYHMBTPGXCSN-BFKCERSTSA-N
Search Google for chemicals with the same backbone PWDYHMBTPGXCSN
Search PubMed clinical trials semapimod
Search PubMed titles semapimod
Search PubMed titles/abstracts semapimod
Search UniChem for chemical match using the InChIKey PWDYHMBTPGXCSN-BFKCERSTSA-N
Search UniChem for chemicals with the same backbone PWDYHMBTPGXCSN
Comments
Semapimod is an experimental anti-inflammatory compound. Structurally it is a tetravalent guanylhydrazone. The endoplasmic reticulum-localized chaperone gp96 (HSP90B1; P14625), which is involved in the biogenesis of Toll-like receptors (TLRs), is reported to be a molecular target of semapimod [1].
Note that we have drawn the molecule as specified by the IUPAC name submitted to the WHO as proposed INN (list 89). CHEMBL2107779 and PubChem CID 5745214 represent alternative tautomers.