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
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.
Database Links
CAS Registry No. 352513-83-8 (source: WHO INN record)
GtoPdb PubChem SID 315661287
PubChem CID 9854289
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Search UniChem for chemicals with the same backbone PWDYHMBTPGXCSN