ChemFOnt: Showing chemical card for Sulfapyridine (CFc000009341)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:27 UTC

Chemfont ID

CFc000009341

Molecule Identification

Common Name

Sulfapyridine

Definition

Sulfapyridine is only found in individuals that have used or taken this drug. It is an antibacterial, potentially toxic, used to treat certain skin diseases. [PubChem] Sulfapyridine is a competitive inhibitor of the bacterial enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid by means of processing the substrate para-aminobenzoic acid (PABA). Dihydropteroate synthetase activity is vital in the synthesis of folate, and folate is required for cells to make nucleic acids, such as DNA or RNA. So if DNA molecules cannot be built, the cell cannot divide.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(p-Aminobenzenesulphonamido)pyridine	ChEBI
2-Sulfanilamidopyridin	ChEBI
2-Sulfanilamidopyridine	ChEBI
2-Sulfanilylaminopyridine	ChEBI
2-Sulfapyridine	ChEBI
4-(2-Pyridinylsulfonyl)aniline	ChEBI
4-[(2-Pyridylamino)sulfonyl]aniline	ChEBI
4-Amino-N,2-pyridinylbenzenesulfonamide	ChEBI
4-Amino-N-pyridin-2-yl-benzenesulfonamide	ChEBI
N-2-Pyridylsulfanilamide	ChEBI
N(1)-2-Pyridylsulfanilamide	ChEBI
N(1)-Pyridylsulfanilamide	ChEBI
Solfapiridina	ChEBI
Sulfapiridina	ChEBI
Sulfapyridinum	ChEBI
Sulphapyridine	ChEBI
2-(p-Aminobenzenesulfonamido)pyridine	Generator
2-Sulphanilamidopyridin	Generator
2-Sulphanilamidopyridine	Generator
2-Sulphanilylaminopyridine	Generator
2-Sulphapyridine	Generator
4-(2-Pyridinylsulphonyl)aniline	Generator
4-[(2-Pyridylamino)sulphonyl]aniline	Generator
4-Amino-N,2-pyridinylbenzenesulphonamide	Generator
4-Amino-N-pyridin-2-yl-benzenesulphonamide	Generator
N-2-Pyridylsulphanilamide	Generator
N(1)-2-Pyridylsulphanilamide	Generator
N(1)-Pyridylsulphanilamide	Generator
Sulphapiridina	Generator
Sulphapyridinum	Generator
N1-2-Pyridylsulfanilamide	HMDB
Sulphapyridin	HMDB

Chemical Formula

C₁₁H₁₁N₃O₂S

Average Molecular Weight

249.289

Monoisotopic Molecular Weight

249.057197301

IUPAC Name

4-amino-N-(pyridin-2-yl)benzene-1-sulfonamide

Traditional Name

ronin

CAS Registry Number

144-83-2

SMILES

NC1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC=N1

InChI Identifier

InChI=1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)

InChI Key

GECHUMIMRBOMGK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Aminobenzenesulfonamides

Alternative Parents

Substituents

Aminobenzenesulfonamide
Benzenesulfonyl group
Aniline or substituted anilines
Pyridine
Organosulfonic acid amide
Imidolactam
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Primary amine
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

substituted aniline (CHEBI:132842 )
sulfonamide (CHEBI:132842 )
pyridines (CHEBI:132842 )
sulfonamide antibiotic (CHEBI:132842 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015028)

Source

Exogenous

Exogenous (HMDB: HMDB0015028)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	0.84	ALOGPS
logP	1.01	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.24	ChemAxon
pKa (Strongest Basic)	2.63	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.08 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	65.75 m³·mol⁻¹	ChemAxon
Polarizability	24.97 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0015028

DrugBank ID

DB00891

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5145

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sulfapyridine

METLIN ID

Not Available

PubChem Compound

5336

PDB ID

Not Available

ChEBI ID

132842

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Sulfapyridine (CFc000009341)

MOL for CFc000009341 (Sulfapyridine)

3D MOL for CFc000009341 (Sulfapyridine)

3D SDF for CFc000009341 (Sulfapyridine)

3D-SDF for CFc000009341 (Sulfapyridine)

PDB for CFc000009341 (Sulfapyridine)

3D PDB for CFc000009341 (Sulfapyridine)

SMILES for CFc000009341 (Sulfapyridine)

INCHI for CFc000009341 (Sulfapyridine)

Structure for CFc000009341 (Sulfapyridine)

3D Structure for CFc000009341 (Sulfapyridine)