echothiophate   Click here for help

GtoPdb Ligand ID: 9074

Synonyms: ecostigmine iodide | phospholine iodide
Approved drug
echothiophate is an approved drug (FDA (1960))
Compound class: Synthetic organic
Comment: Echothiophate is the parent molecule of the irreversible cholinesterase inhibitor echothiophate iodide (PubChem CID 10547).
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View more information in the IUPHAR Pharmacology Education Project: ecothiopate

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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Click here for structure editor
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 3
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 70.64
Molecular weight 256.11
XLogP 0.48
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 CCOP(=O)(SCC[N+](C)(C)C)OCC
Isomeric SMILES CCOP(=O)(SCC[N+](C)(C)C)OCC
InChI InChI=1S/C9H23NO3PS/c1-6-12-14(11,13-7-2)15-9-8-10(3,4)5/h6-9H2,1-5H3/q+1
InChI Key BJOLKYGKSZKIGU-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 (1960)
IUPAC Name Click here for help
2-diethoxyphosphorylsulfanylethyl(trimethyl)azanium
Synonyms Click here for help
ecostigmine iodide | phospholine iodide
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9635036
Reactome Reaction Reactome logo R-HSA-9634834
Other databases
CAS Registry No. 6736-03-4 (source: PubChem)
ChEMBL Ligand CHEMBL1201341
DrugBank Ligand DB01057
GtoPdb PubChem SID 315661159
PubChem CID 10548
Search Google for chemical match using the InChIKey BJOLKYGKSZKIGU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BJOLKYGKSZKIGU
UniChem Compound Search for chemical match using the InChIKey BJOLKYGKSZKIGU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BJOLKYGKSZKIGU-UHFFFAOYSA-N
Wikipedia Echothiophate