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fospropofol   Click here for help

GtoPdb Ligand ID: 7475

Synonyms: Lusedra®
Approved drug PDB Ligand
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
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were 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/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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

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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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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/)

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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

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
Approved drug? Yes. US FDA (2008)
Is prodrug? Yes
Active form propofol
IUPAC Name Click here for help
[2,6-di(propan-2-yl)phenoxy]methyl dihydrogen phosphate
International Nonproprietary Names Click here for help
INN number INN
8696 fospropofol
Synonyms Click here for help
Lusedra®
Database Links Click here for help
CAS Registry No. 258516-89-1 (source: Scifinder)
ChEMBL Ligand CHEMBL1201766
DrugCentral Ligand 3249
GtoPdb PubChem SID 187051778
PubChem CID 3038498
RCSB PDB Ligand A1LZU
Search Google for chemical match using the InChIKey QVNNONOFASOXQV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QVNNONOFASOXQV
Search PubMed clinical trials fospropofol
Search PubMed titles fospropofol
Search PubMed titles/abstracts fospropofol
UniChem Compound Search for chemical match using the InChIKey QVNNONOFASOXQV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QVNNONOFASOXQV-UHFFFAOYSA-N
Wikipedia Fospropofol