nedocromil   Click here for help

GtoPdb Ligand ID: 7607

Synonyms: FPL-59002 | nedocromil sodium | Rapitil® | Tilade®
Approved drug Immunopharmacology Ligand
nedocromil is an approved drug (FDA (1992))
Compound class: Synthetic organic
Comment: Nedocromil is considered to be a mast cell stabilising drug. Chemically it belongs to the benzopyrone family of compounds. In the US, production of inhaled nedocromil was terminated in 2008.
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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 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 126.81
Molecular weight 371.1
XLogP 5.15
No. Lipinski's rules broken 1

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 CCCc1c2oc(cc(=O)c2cc2c1n(CC)c(cc2=O)C(=O)O)C(=O)O
Isomeric SMILES CCCc1c2oc(cc(=O)c2cc2c1n(CC)c(cc2=O)C(=O)O)C(=O)O
InChI InChI=1S/C19H17NO7/c1-3-5-9-16-10(13(21)7-12(18(23)24)20(16)4-2)6-11-14(22)8-15(19(25)26)27-17(9)11/h6-8H,3-5H2,1-2H3,(H,23,24)(H,25,26)
InChI Key RQTOOFIXOKYGAN-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 (1992)
IUPAC Name Click here for help
9-ethyl-4,6-dioxo-10-propylpyrano[5,6-g]quinoline-2,8-dicarboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5420 nedocromil
Synonyms Click here for help
FPL-59002 | nedocromil sodium | Rapitil® | Tilade®
Database Links Click here for help
CAS Registry No. 69049-73-6
ChEBI CHEBI:7492
ChEMBL Ligand CHEMBL746
DrugBank Ligand DB00716
DrugCentral Ligand 1889
GtoPdb PubChem SID 223365942
PubChem CID 50294
Search Google for chemical match using the InChIKey RQTOOFIXOKYGAN-UHFFFAOYSA-N
Search Google for chemicals with the same backbone RQTOOFIXOKYGAN
Search PubMed clinical trials nedocromil
Search PubMed titles nedocromil
Search PubMed titles/abstracts nedocromil
UniChem Compound Search for chemical match using the InChIKey RQTOOFIXOKYGAN-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RQTOOFIXOKYGAN-UHFFFAOYSA-N
Wikipedia Nedocromil

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MedChemExpress
Nedocromil (links to external site)
Cat. No. HY-13448