nivegacetor   Click here for help

GtoPdb Ligand ID: 13509

Compound class: Synthetic organic
Comment: The chemical structure for nivegacetor was obtained from WHO proposed INN list 131 (August 2024). The INN record describes the compound as a γ-secretase modulator. The catalytic subunit of the γ-secretase is PSEN1 (presenilin-1). Nivegacetor was developed for potential to slow amyloidogenesis in Alzheimer's disease [1]. The precise enantiomeric structure is difficult to idenitfy, but the SMILES provided for the CAS number (from the INN record) resolves to PubChem CID 153606610. Nivegacetor is predicted to be the INN for the Roche clinical stage γ-secretase modulator RG6289 [2].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 86.41
Molecular weight 469.49
XLogP 3.47
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES COC1=CC(=CN=N1)N2C[C@@]3([H])CC[C@@]([H])(C2)[C@@H]3NC4=NN5CC[C@H](C5=N4)OC6=CC(=CC(=C6)F)F
Isomeric SMILES N([C@H]1[C@@]2(CN(C[C@]1(CC2)[H])C=3C=C(OC)N=NC3)[H])C=4N=C5N(N4)CC[C@H]5OC6=CC(F)=CC(F)=C6
InChI InChI=1S/C23H25F2N7O2/c1-33-20-9-17(10-26-29-20)31-11-13-2-3-14(12-31)21(13)27-23-28-22-19(4-5-32(22)30-23)34-18-7-15(24)6-16(25)8-18/h6-10,13-14,19,21H,2-5,11-12H2,1H3,(H,27,30)/t13-,14+,19-,21-/m1/s1
InChI Key YYYGNCPNCFDABE-QWUQOBSTSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(7R)-7-(3,5-difluorophenoxy)-N-[(1S,5R)-3-(6-methoxypyridazin-4-yl)-3-azabicyclo[3.2.1]octan-8-yl]-6,7-dihydro-5H-pyrrolo[1,2-b][1,2,4]triazol-2-amine
Database Links Click here for help
CAS Registry No. 2443487-67-8 (source: WHO INN record)
GtoPdb PubChem SID 500839919
PubChem CID 153606610
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