sulfathiazole   Click here for help

GtoPdb Ligand ID: 12699

Synonyms: M&B 760 | Thiazamide®
Approved drug PDB Ligand
sulfathiazole is an approved drug (FDA (1945))
Compound class: Synthetic organic
Comment: Sulfathiazole is a sulfonamide antibacterial compound [5].

sulfathiazole is commercially available from our sponsors

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 2
Rotatable bonds 3
Topological polar surface area 118.23
Molecular weight 255.32
XLogP -0.46
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 C1=C(C=CC(=C1)S(=O)(=O)NC2=NC=CS2)N
Isomeric SMILES C1=CC(=CC=C1N)S(=O)(=O)NC2=NC=CS2
InChI InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12)
InChI Key JNMRHUJNCSQMMB-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 (1945)
Withdrawn drug? Yes
IUPAC Name Click here for help
4-amino-N-(1,3-thiazol-2-yl)benzenesulfonamide
International Nonproprietary Names Click here for help
INN number INN
428 sulfathiazole
Synonyms Click here for help
M&B 760 | Thiazamide®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfathiazole
Other databases
BindingDB Ligand 50027796
CAS Registry No. 72-14-0 (source: Scifinder)
ChEBI CHEBI:9337
ChEMBL Ligand CHEMBL437
DrugBank Ligand DB06147
DrugCentral Ligand 2527
GtoPdb PubChem SID 483123247
PubChem CID 5340
RCSB PDB Ligand YTZ
Search Google for chemical match using the InChIKey JNMRHUJNCSQMMB-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JNMRHUJNCSQMMB
Search PubMed clinical trials sulfathiazole
Search PubMed titles sulfathiazole
Search PubMed titles/abstracts sulfathiazole
UniChem Compound Search for chemical match using the InChIKey JNMRHUJNCSQMMB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JNMRHUJNCSQMMB-UHFFFAOYSA-N

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MedChemExpress
Sulfathiazole (links to external site)
Cat. No. HY-B0507