torsemide   Click here for help

GtoPdb Ligand ID: 7312

Synonyms: AC-4464 | AC4464 | BM-02015 | Demadex® | Soaanz®
Approved drug PDB Ligand
torsemide is an approved drug (FDA (1993))
Compound class: Synthetic organic
Comment: Torsemide is a loop diuretic.
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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 3
Rotatable bonds 5
Topological polar surface area 115.29
Molecular weight 348.13
XLogP 4.33
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 Cc1cccc(c1)N=c1cc[nH]cc1S(=O)(=O)NC(=NC(C)C)O
Isomeric SMILES Cc1cccc(c1)N=c1cc[nH]cc1S(=O)(=O)NC(=NC(C)C)O
InChI InChI=1S/C16H20N4O3S/c1-11(2)18-16(21)20-24(22,23)15-10-17-8-7-14(15)19-13-6-4-5-12(3)9-13/h4-11H,1-3H3,(H,17,19)(H2,18,20,21)
InChI Key NGBFQHCMQULJNZ-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 (1993)
IUPAC Name Click here for help
N-({4-[(3-methylphenyl)imino]-1,4-dihydropyridin-3-yl}sulfonyl)propane-2-carbamimidic acid
International Nonproprietary Names Click here for help
INN number INN
3938 torasemide
Synonyms Click here for help
AC-4464 | AC4464 | BM-02015 | Demadex® | Soaanz®
Database Links Click here for help
CAS Registry No. 56211-40-6
ChEMBL Ligand CHEMBL1148
DrugBank Ligand DB00214
DrugCentral Ligand 2708
GtoPdb PubChem SID 178103885
PubChem CID 41781
RCSB PDB Ligand A1ATU
Search Google for chemical match using the InChIKey NGBFQHCMQULJNZ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NGBFQHCMQULJNZ
Search PubMed clinical trials torasemide
Search PubMed titles torasemide
Search PubMed titles/abstracts torasemide
UniChem Compound Search for chemical match using the InChIKey NGBFQHCMQULJNZ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NGBFQHCMQULJNZ-UHFFFAOYSA-N
Wikipedia Torasemide

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MedChemExpress
Torsemide (links to external site)
Cat. No. HY-B0247
Torsemide (Standard) (links to external site)
Cat. No. HY-B0247R