xipamide   Click here for help

GtoPdb Ligand ID: 7900

Synonyms: BE-1293 | Diurexan® | MJF-10938
Approved drug
xipamide is an approved drug (UK (2002))
Compound class: Synthetic organic
Comment: Xipamide is a sulfonamide diuretic.
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 4
Topological polar surface area 117.87
Molecular weight 354.04
XLogP 2.55
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 O=C(c1cc(c(cc1O)Cl)S(=O)(=O)N)Nc1c(C)cccc1C
Isomeric SMILES O=C(c1cc(c(cc1O)Cl)S(=O)(=O)N)Nc1c(C)cccc1C
InChI InChI=1S/C15H15ClN2O4S/c1-8-4-3-5-9(2)14(8)18-15(20)10-6-13(23(17,21)22)11(16)7-12(10)19/h3-7,19H,1-2H3,(H,18,20)(H2,17,21,22)
InChI Key MTZBBNMLMNBNJL-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 (UK (2002))
IUPAC Name Click here for help
4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoylbenzamide
International Nonproprietary Names Click here for help
INN number INN
2689 xipamide
Synonyms Click here for help
BE-1293 | Diurexan® | MJF-10938
Database Links Click here for help
CAS Registry No. 14293-44-8
ChEMBL Ligand CHEMBL517199
DrugCentral Ligand 2853
GtoPdb PubChem SID 249565583
PubChem CID 26618
Search Google for chemical match using the InChIKey MTZBBNMLMNBNJL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone MTZBBNMLMNBNJL
Search PubMed clinical trials xipamide
Search PubMed titles xipamide
Search PubMed titles/abstracts xipamide
UniChem Compound Search for chemical match using the InChIKey MTZBBNMLMNBNJL-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey MTZBBNMLMNBNJL-UHFFFAOYSA-N
Wikipedia Xipamide