fospropofol   

GtoPdb Ligand ID: 7475

Synonyms: Lusedra®
fospropofol is an approved drug (FDA (2008))
Compound class: Synthetic organic
Comment: Fospropofol is a prodrug which undergoes hepatic conversion to the active moeity, propofol.
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 85.8
Molecular weight 288.11
XLogP 2.52
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CC(c1cccc(c1OCOP(=O)(O)O)C(C)C)C
Isomeric SMILES CC(c1cccc(c1OCOP(=O)(O)O)C(C)C)C
InChI InChI=1S/C13H21O5P/c1-9(2)11-6-5-7-12(10(3)4)13(11)17-8-18-19(14,15)16/h5-7,9-10H,8H2,1-4H3,(H2,14,15,16)
InChI Key QVNNONOFASOXQV-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Approved to be used as a short acting sedative or anaesthetic [1-2]. The marketed formulation contains the disodium salt (PubChem CID 3038497).
Mechanism Of Action and Pharmacodynamic Effects
As this prodrug is converted to propofol, the MMOA will be positive allosteric modulation of GABAA channels [5-6], and potentially involves blocking of sodium channels [3-4]. Propofol binding sites have been identified on recombinantly expressed human GABAA channels [7].
External links