neoceptin-3

Ligand id: 9137

Name: neoceptin-3

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 101.65
Molecular weight 474.25
XLogP 8.3
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
tert-butyl (2S)-2-[[4-amino-3-[2-(4-hydroxyphenyl)ethyl]benzoyl]amino]-4-phenylbutanoate
Database Links
PubChem CID 77461013
RCSB PDB Ligand 61S
Search Google for chemical match using the InChIKey OACODUCFPHHCIH-SANMLTNESA-N
Search Google for chemicals with the same backbone OACODUCFPHHCIH
Search UniChem for chemical match using the InChIKey OACODUCFPHHCIH-SANMLTNESA-N
Search UniChem for chemicals with the same backbone OACODUCFPHHCIH
Comments
Neoceptin-3 is a synthetic molecular Toll-like receptor 4 (TLR4) agonist mimetic [2]. It bears no structural similarity with the endogenous ligand for TLR4, LPS, and in fact the biologically relevant molecular target for neoseptin-3 is the TLR4/MD-2 (LY96) complex [3]. This is one of the compounds claimed in patent WO2014131023 [1] in which the compound's action as an immune system adjuvant is claimed. Neoceptin-3 is claimed for its ability to elicit an immune response via TLR4, without the toxicity exhibited by LPS [3]. The S stereoisomer is specified in [3]. The R stereoisomer is represented by PubChem CID 90371379.