benzthiazide   Click here for help

GtoPdb Ligand ID: 7125

Synonyms: Aquatag® | Fovane®
Approved drug
benzthiazide is an approved drug (FDA (1960))
Compound class: Synthetic organic
Comment: Benzthiazide is a thiazide diuretic. It is no longer available in the US or UK, but marketing may be authorised by other national approval agencies.
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 CDK toolkit. 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 7
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 160.75
Molecular weight 430.98
XLogP 1.69
No. Lipinski's rules broken 0
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.

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Canonical SMILES Clc1cc2N=C(CSCc3ccccc3)NS(=O)(=O)c2cc1S(=O)(=O)N
Isomeric SMILES Clc1cc2N=C(CSCc3ccccc3)NS(=O)(=O)c2cc1S(=O)(=O)N
InChI InChI=1S/C15H14ClN3O4S3/c16-11-6-12-14(7-13(11)25(17,20)21)26(22,23)19-15(18-12)9-24-8-10-4-2-1-3-5-10/h1-7H,8-9H2,(H,18,19)(H2,17,20,21)
InChI Key NDTSRXAMMQDVSW-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1960))
IUPAC Name Click here for help
3-(benzylsulfanylmethyl)-6-chloro-1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide
International Nonproprietary Names Click here for help
INN number INN
944 benzthiazide
Synonyms Click here for help
Aquatag® | Fovane®
Database Links Click here for help
CAS Registry No. 91-33-8
ChEMBL Ligand CHEMBL1201039
DrugBank Ligand DB00562
DrugCentral Ligand 332
GtoPdb PubChem SID 178103702
PubChem CID 2343
Search Google for chemical match using the InChIKey NDTSRXAMMQDVSW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone NDTSRXAMMQDVSW
Search PubMed clinical trials benzthiazide
Search PubMed titles benzthiazide
Search PubMed titles/abstracts benzthiazide
UniChem Compound Search for chemical match using the InChIKey NDTSRXAMMQDVSW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey NDTSRXAMMQDVSW-UHFFFAOYSA-N
Wikipedia Benzthiazide