ChemFOnt: Showing chemical card for Sulfamoxole (CFc000009934)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:13 UTC

Chemfont ID

CFc000009934

Molecule Identification

Common Name

Sulfamoxole

Definition

Sulfamoxole is only found in individuals that have used or taken this drug. It is a sulfonamide antibacterial. Sulfamoxole is a competitive inhibitor of the bacterial enzyme dihydropteroate synthetase. This enzyme is needed for the proper processing of para-aminobenzoic acid (PABA) which is essential for folic acid synthesis. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(p-Aminobenzenesulfonamido)-4,5-dimethyloxazole	ChEBI
2-(p-Aminobenzolsulfonamido)-4,5-dimethyloxazol	ChEBI
4,5-Dimethyl-2-sulfanilamidooxazole	ChEBI
4-Amino-N-(4,5-dimethyl-2-oxazolyl)benzenesulfonamide	ChEBI
N1-(4,5-Dimethyl-2-oxazolyl)sulfanilamide	ChEBI
Oxasulfa	ChEBI
p-Aminobenzenesulfonyl-2-amino-4,5-dimethyloxazole	ChEBI
Sulfadimethyloxazole	ChEBI
Sulfamoxol	ChEBI
Sulfamoxolum	ChEBI
Sulphamoxole	ChEBI
2-(p-Aminobenzenesulphonamido)-4,5-dimethyloxazole	Generator
2-(p-Aminobenzolsulphonamido)-4,5-dimethyloxazol	Generator
4,5-Dimethyl-2-sulphanilamidooxazole	Generator
4-Amino-N-(4,5-dimethyl-2-oxazolyl)benzenesulphonamide	Generator
N1-(4,5-Dimethyl-2-oxazolyl)sulphanilamide	Generator
Oxasulpha	Generator
p-Aminobenzenesulphonyl-2-amino-4,5-dimethyloxazole	Generator
Sulphadimethyloxazole	Generator
Sulphamoxol	Generator
Sulphamoxolum	Generator
Sulfono	HMDB

Chemical Formula

C₁₁H₁₃N₃O₃S

Average Molecular Weight

267.304

Monoisotopic Molecular Weight

267.067761987

IUPAC Name

4-amino-N-(dimethyl-1,3-oxazol-2-yl)benzene-1-sulfonamide

Traditional Name

sulfamoxole

CAS Registry Number

729-99-7

SMILES

CC1=C(C)N=C(NS(=O)(=O)C2=CC=C(N)C=C2)O1

InChI Identifier

InChI=1S/C11H13N3O3S/c1-7-8(2)17-11(13-7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6H,12H2,1-2H3,(H,13,14)

InChI Key

CYFLXLSBHQBMFT-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
2,4,5-trisubstituted 1,3-oxazole
Aniline or substituted anilines
Organosulfonic acid amide
Azole
Oxazole
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Oxacycle
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Primary amine
Amine
Organosulfur compound
Organonitrogen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

sulfonamide (CHEBI:55548 )
sulfonamide antibiotic (CHEBI:55548 )
oxazole (CHEBI:55548 )

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: HMDB0015688)

Source

Exogenous

Exogenous (HMDB: HMDB0015688)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	1.04	ALOGPS
logP	0.59	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.81	ChemAxon
pKa (Strongest Basic)	1.94	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	98.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.51 m³·mol⁻¹	ChemAxon
Polarizability	27.44 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

HMDB0015688

DrugBank ID

DB08798

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

12361

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sulfamoxole

METLIN ID

Not Available

PubChem Compound

12894

PDB ID

Not Available

ChEBI ID

55548

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Sulfamoxole (CFc000009934)

MOL for CFc000009934 (Sulfamoxole)

3D MOL for CFc000009934 (Sulfamoxole)

3D SDF for CFc000009934 (Sulfamoxole)

3D-SDF for CFc000009934 (Sulfamoxole)

PDB for CFc000009934 (Sulfamoxole)

3D PDB for CFc000009934 (Sulfamoxole)

SMILES for CFc000009934 (Sulfamoxole)

INCHI for CFc000009934 (Sulfamoxole)

Structure for CFc000009934 (Sulfamoxole)

3D Structure for CFc000009934 (Sulfamoxole)