pantoprazole   Click here for help

GtoPdb Ligand ID: 7260

Synonyms: BY-1023 | Protonix® | SK-96022
Approved drug
pantoprazole is an approved drug (FDA (2000), EMA (2009))
Compound class: Synthetic organic
Comment: Pantoprazole is a proton pump inhibitor.
Marketed formulations may contain pantoprazole sodium (PubChem CID 15008962) or pantoprazole sodium sesquihydrate (PubChem CID 23690067).
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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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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 1
Rotatable bonds 7
Topological polar surface area 105.54
Molecular weight 383.08
XLogP 0.51
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 COc1c(OC)ccnc1CS(=O)c1nc2c([nH]1)cc(cc2)OC(F)F
Isomeric SMILES COc1c(OC)ccnc1CS(=O)c1nc2c([nH]1)cc(cc2)OC(F)F
InChI InChI=1S/C16H15F2N3O4S/c1-23-13-5-6-19-12(14(13)24-2)8-26(22)16-20-10-4-3-9(25-15(17)18)7-11(10)21-16/h3-7,15H,8H2,1-2H3,(H,20,21)
InChI Key IQPSEEYGBUAQFF-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 (2000), EMA (2009))
IUPAC Name Click here for help
6-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole
International Nonproprietary Names Click here for help
INN number INN
6548 pantoprazole
Synonyms Click here for help
BY-1023 | Protonix® | SK-96022
Database Links Click here for help
BitterDB Ligand 934
CAS Registry No. 102625-70-7
ChEMBL Ligand CHEMBL1502
DrugBank Ligand DB00213
DrugCentral Ligand 2054
GtoPdb PubChem SID 178103834
PubChem CID 4679
Search Google for chemical match using the InChIKey IQPSEEYGBUAQFF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IQPSEEYGBUAQFF
Search PubMed clinical trials pantoprazole
Search PubMed titles pantoprazole
Search PubMed titles/abstracts pantoprazole
UniChem Compound Search for chemical match using the InChIKey IQPSEEYGBUAQFF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IQPSEEYGBUAQFF-UHFFFAOYSA-N
Wikipedia Pantoprazole