ilaprazole   Click here for help

GtoPdb Ligand ID: 10512

Synonyms: IY-81149 | IY81149 | Noltec®
Approved drug
ilaprazole is an approved drug (South Korea, China)
Compound class: Synthetic organic
Comment: Ilaprazole (IY-81149) is an irreversible proton pump inhibitor (PPI) [2]. It is a prodrug that is converted to an active sulfenamide form that binds to cysteine sulfhydryl groups on the proton pump H+/K+ ATPase of gastric parietal cells, and thereby inhibits gastric acid secretion [5].
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

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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 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 91.49
Molecular weight 366.12
XLogP 1.13
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 COc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cc(cc2)n1cccc1
Isomeric SMILES COc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cc(cc2)n1cccc1
InChI InChI=1S/C19H18N4O2S/c1-13-17(20-8-7-18(13)25-2)12-26(24)19-21-15-6-5-14(11-16(15)22-19)23-9-3-4-10-23/h3-11H,12H2,1-2H3,(H,21,22)
InChI Key HRRXCXABAPSOCP-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 (South Korea, China)
Approved drug? Yes. South Korea (0)  |  China (0)
International Nonproprietary Names Click here for help
INN number INN
8158 ilaprazole
Synonyms Click here for help
IY-81149 | IY81149 | Noltec®
Database Links Click here for help
CAS Registry No. 172152-36-2 (source: WHO INN record)
DrugBank Ligand DB11964
DrugCentral Ligand 3961
GtoPdb PubChem SID 387065594
PubChem CID 214351
Search Google for chemical match using the InChIKey HRRXCXABAPSOCP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HRRXCXABAPSOCP
Search PubMed clinical trials ilaprazole
Search PubMed titles ilaprazole
Search PubMed titles/abstracts ilaprazole
UniChem Compound Search for chemical match using the InChIKey HRRXCXABAPSOCP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HRRXCXABAPSOCP-UHFFFAOYSA-N

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MedChemExpress
Ilaprazole (links to external site)
Cat. No. HY-101664