troriluzole   Click here for help

GtoPdb Ligand ID: 11375

Synonyms: BHV-4157 | BHV-4157a | BHV4157 | BHV4157a | FC-4157 | trigriluzole
Compound class: Synthetic organic
Comment: Troriluzole (BHV-4157) is a prodrug of the voltage-dependent calcium channel blocker riluzole. Chemically it is riluzole conjugated to a tripeptide carrier (IUPAC sequence H-Gly-Gly-Sar-Unk, where Unk = the riluzole component), and the active moiety is released by peptidases in vivo. The prodrug is more stable than riluzole and is suitable for once-daily dosing.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 154.89
Molecular weight 419.09
XLogP -0.27
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NCC(=O)NCC(=O)N(CC(=O)Nc1nc2c(s1)cc(cc2)OC(F)(F)F)C
Isomeric SMILES NCC(=O)NCC(=O)N(CC(=O)Nc1nc2c(s1)cc(cc2)OC(F)(F)F)C
InChI InChI=1S/C15H16F3N5O4S/c1-23(13(26)6-20-11(24)5-19)7-12(25)22-14-21-9-3-2-8(4-10(9)28-14)27-15(16,17)18/h2-4H,5-7,19H2,1H3,(H,20,24)(H,21,22,25)
InChI Key YBZSGIWIPOUSHY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form riluzole
International Nonproprietary Names Click here for help
INN number INN
10784 troriluzole
Synonyms Click here for help
BHV-4157 | BHV-4157a | BHV4157 | BHV4157a | FC-4157 | trigriluzole
Database Links Click here for help
CAS Registry No. 1926203-09-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL4297586
DrugBank Ligand DB15079
GtoPdb PubChem SID 440816744
PubChem CID 121488186
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