compound 3 [PMID: 27347366]   Click here for help

GtoPdb Ligand ID: 9337

Synonyms: Compound 6412 from US9096541
Compound class: Synthetic organic
Comment: Inhibitor 3 showed potent BACE2 inhibitory activity, ~174,000-fold selectivity over BACE1 and ~15,000-fold selectivity over Cathepsin D [1]. Note the PDB structure 5DQC is a co-crystalisation with comound 2 as PubChem CID 89836206 Inhibitor 3 is described in a patent as example 6412 [2]. Activity data is included for ~30 analogues.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 20
Topological polar surface area 131
Molecular weight 630.38
XLogP 5.09
No. Lipinski's rules broken 2
Click here for help
Canonical SMILES CCCC(C(C(=O)NCC(C)C)NCC(C(NC(=O)c1cccc(c1)C(=O)N(C(c1ccccc1)C)C)Cc1ccccc1)O)O
Isomeric SMILES CCC[C@@H]([C@@H](C(=O)NCC(C)C)NC[C@H]([C@@H](NC(=O)c1cccc(c1)C(=O)N([C@@H](c1ccccc1)C)C)Cc1ccccc1)O)O
InChI InChI=1S/C37H50N4O5/c1-6-14-32(42)34(36(45)39-23-25(2)3)38-24-33(43)31(21-27-15-9-7-10-16-27)40-35(44)29-19-13-20-30(22-29)37(46)41(5)26(4)28-17-11-8-12-18-28/h7-13,15-20,22,25-26,31-34,38,42-43H,6,14,21,23-24H2,1-5H3,(H,39,45)(H,40,44)/t26-,31+,32+,33-,34+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
Compound 6412 from US9096541
Database Links Click here for help
GtoPdb PubChem SID 318164856
PubChem CID 89836339
Search Google for chemical match using the InChIKey PHXSVGGLTIKXSW-GUZVZUIYSA-N
Search Google for chemicals with the same backbone PHXSVGGLTIKXSW
UniChem Compound Search for chemical match using the InChIKey PHXSVGGLTIKXSW-GUZVZUIYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PHXSVGGLTIKXSW-GUZVZUIYSA-N