foscarnet   Click here for help

GtoPdb Ligand ID: 5497

Synonyms: carboxyphosphonic acid | Foscavir® | phosphonocarboxylic acid | phosphonoformic acid
Approved drug PDB Ligand
foscarnet is an approved drug (FDA (1991))
Compound class: Synthetic organic
Comment: Foscarnet is an antiviral medication.
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 5
Hydrogen bond donors 3
Rotatable bonds 1
Topological polar surface area 104.64
Molecular weight 125.97
XLogP -2.13
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 OC(=O)P(=O)(O)O
Isomeric SMILES OC(=O)P(=O)(O)O
InChI InChI=1S/CH3O5P/c2-1(3)7(4,5)6/h(H,2,3)(H2,4,5,6)
InChI Key ZJAOAACCNHFJAH-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. FDA (1991)
IUPAC Name Click here for help
phosphonoformic acid
International Nonproprietary Names Click here for help
INN number INN
4712 foscarnet sodium
Synonyms Click here for help
carboxyphosphonic acid | Foscavir® | phosphonocarboxylic acid | phosphonoformic acid
Database Links Click here for help
CAS Registry No. 4428-95-9
ChEBI CHEBI:127780
ChEMBL Ligand CHEMBL666
DrugBank Ligand DB00529
DrugCentral Ligand 1241
GtoPdb PubChem SID 178102144
PubChem CID 3415
RCSB PDB Ligand PPF
Search Google for chemical match using the InChIKey ZJAOAACCNHFJAH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZJAOAACCNHFJAH
Search PubMed clinical trials foscarnet sodium
Search PubMed titles foscarnet sodium
Search PubMed titles/abstracts foscarnet sodium
UniChem Compound Search for chemical match using the InChIKey ZJAOAACCNHFJAH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZJAOAACCNHFJAH-UHFFFAOYSA-N
Wikipedia Foscarnet