FR-49175

Ligand id: 3150

Name: FR-49175

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 131.68
Molecular weight 356.09
XLogP -1.09
No. Lipinski's rules broken 0

Molecular properties generated using the CDK
Classification
Compound class Natural product or derivative
IUPAC Name
(3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylsulfanyl)-1H,2H,3H,4H,5aH,6H,10H,10aH-piperazino[1,2-a]indole-1,4-dione
Synonyms
AC1L4YI4 | bis(methylthio)gliotoxin | dimethylgliotoxin | FR 49175
Comments
FR-49175 is a toxic metabolite with anthiphagocytic and immunosuppressive properties synthesised by fungi such as Aspergillus fumigatus. It is an analog of a gliotoxin known to inhibit PAF-induced platelet aggregation.
Database Links
CAS Registry No. 74149-38-5 (source: Scifinder)
ChEMBL Ligand CHEMBL1088981
GtoPdb PubChem SID 178100262
PubChem CID 194564
Search Google for chemical match using the InChIKey OVBAGMZLGLXSBN-UOVKNHIHSA-N
Search Google for chemicals with the same backbone OVBAGMZLGLXSBN
Search UniChem for chemical match using the InChIKey OVBAGMZLGLXSBN-UOVKNHIHSA-N
Search UniChem for chemicals with the same backbone OVBAGMZLGLXSBN