RO5508887   Click here for help

GtoPdb Ligand ID: 9821

Synonyms: RG7129
PDB Ligand
Compound class: Synthetic organic
Comment: Roche progressed RG7129/RO5508887 into clinical trials in 2011 as a potent aminooxazoline inhibitor against BACE1 but not selective over BACE2. In October 2013, development ceased without explanation. The most recent peer reviewed paper, is a mouse study in combination with anti-Aβ antibody gantenerumab [3]. A patent has published with an SAR set of 84 IC50 values [1], and there are also a total of 14 PDB structures from this series published, including RO5508887 [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 113.39
Molecular weight 389.11
XLogP 2.34
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#Cc1ccc(nc1)C(=O)Nc1ccc(c(c1)C1(C)N=C(N)OCC1(F)F)F
Isomeric SMILES N#Cc1ccc(nc1)C(=O)Nc1ccc(c(c1)[C@@]1(C)N=C(N)OCC1(F)F)F
InChI InChI=1S/C18H14F3N5O2/c1-17(18(20,21)9-28-16(23)26-17)12-6-11(3-4-13(12)19)25-15(27)14-5-2-10(7-22)8-24-14/h2-6,8H,9H2,1H3,(H2,23,26)(H,25,27)/t17-/m1/s1
InChI Key DVMUZHLUMHPCGZ-QGZVFWFLSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[3-[(4R)-2-amino-5,5-difluoro-4-methyl-6H-1,3-oxazin-4-yl]-4-fluorophenyl]-5-cyanopyridine-2-carboxamide
Synonyms Click here for help
RG7129
Database Links Click here for help
ChEMBL Ligand CHEMBL2347215
GtoPdb PubChem SID 354702292
PubChem CID 53241828
RCSB PDB Ligand 6Z0
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SynPHARM 84891 (in complex with beta-secretase 1)