bimosiamose

Ligand id: 9049

Name: bimosiamose

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 14
Hydrogen bond donors 10
Rotatable bonds 19
Topological polar surface area 273.36
Molecular weight 862.34
XLogP 8.53
No. Lipinski's rules broken 4

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
2-[3-[5-[6-[3-[3-(carboxymethyl)phenyl]-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]hexyl]-2-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]phenyl]acetic acid
International Nonproprietary Names
INN number INN
8074 bimosiamose
Synonyms
compound 15e [PMID: 9544210] [4] | TBC 1269 | TBC-1269 | TBC1269
Database Links
BindingDB Ligand 50324667
CAS Registry No. 187269-40-5 (source: PubChem)
ChEMBL Ligand CHEMBL1215923
GtoPdb PubChem SID 315661134
PubChem CID 9811353
Search Google for chemical match using the InChIKey RYWCQJDEHXJHRI-XJMXIVSISA-N
Search Google for chemicals with the same backbone RYWCQJDEHXJHRI
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Search UniChem for chemical match using the InChIKey RYWCQJDEHXJHRI-XJMXIVSISA-N
Search UniChem for chemicals with the same backbone RYWCQJDEHXJHRI
Comments
Bimosiamose is a synthetic pan-selectin antagonist [4] being investigated as a novel anti-inflammatory agent, primarily for controlling allergic respiratory diseases [7,9], but it has also been reported to provide benefit in ischemia/reperfusion injury [1-2,5-6,8]. The primary role of selectin inhibitors appears to be disruption of early events in the migration process (possibly mediated through E-selectin [3]), thereby inhibiting their eventual extravasation from blood to the inflammed tissue.