sulfaguanidine   Click here for help

GtoPdb Ligand ID: 12639

Synonyms: sulfanilylguanidine | sulphaguanidine
Approved drug PDB Ligand
sulfaguanidine is an approved drug (FDA (1941))
Compound class: Synthetic organic
Comment: Sulfaguanidine is a sulfonamide antimicrobial compound [4]. Structurally it is a guanidine derivative of sulfanilamide.
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 6
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 132.94
Molecular weight 214.25
XLogP -1.37
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 C1=C(C=CC(=C1)S(=O)(=O)N=C(N)N)N
Isomeric SMILES C1=CC(=CC=C1N)S(=O)(=O)N=C(N)N
InChI InChI=1S/C7H10N4O2S/c8-5-1-3-6(4-2-5)14(12,13)11-7(9)10/h1-4H,8H2,(H4,9,10,11)
InChI Key BRBKOPJOKNSWSG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1941))
IUPAC Name Click here for help
2-(4-aminophenyl)sulfonylguanidine
International Nonproprietary Names Click here for help
INN number INN
423 sulfaguanidine
Synonyms Click here for help
sulfanilylguanidine | sulphaguanidine
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfaguanidine
Other databases
CAS Registry No. 57-67-0 (source: Scifinder)
ChEBI CHEBI:94621
ChEMBL Ligand CHEMBL338802
DrugBank Ligand DB13726
DrugCentral Ligand 2505
GtoPdb PubChem SID 479821429
PubChem CID 5324
RCSB PDB Ligand QA9
Search Google for chemical match using the InChIKey BRBKOPJOKNSWSG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BRBKOPJOKNSWSG
Search PubMed clinical trials sulfaguanidine
Search PubMed titles sulfaguanidine
Search PubMed titles/abstracts sulfaguanidine
UniChem Compound Search for chemical match using the InChIKey BRBKOPJOKNSWSG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BRBKOPJOKNSWSG-UHFFFAOYSA-N