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Showing NP-Card for Sulfaquinoxaline (NP0336877)

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Record Information
Version2.0
Created at2024-09-11 08:15:04 UTC
Updated at2024-09-11 08:15:04 UTC
NP-MRD IDNP0336877
Secondary Accession NumbersNone
Natural Product Identification
Common NameSulfaquinoxaline
DescriptionSulfaquinoxaline, also known as kokozigal or sulfa-Q, belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring. It is available in Pakistan with Sanna Laboratories in combination with Amprolium and Vitamin K as potential treatment of coccidiosis. Sulfaquinoxaline is a moderately basic compound (based on its pKa). Sulfaquinoxaline is an antimicrobial and a coccidiostat for veterinary use. Sulfaquinoxaline is a veterinary medicine which can be given to cattle and sheep to treat coccidiosis. Sulfaquinoxaline was first documented in 2010 (PMID: 20810118). Antimicrobial, coccidiostat for vet (PMID: 23418152) (PMID: 20673955) (PMID: 23246932) (PMID: 23126529).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336877 (Sulfaquinoxaline)


  Mrv0541 04041303042D          

 21 23  0  0  0  0            999 V2000
   -1.8857   -5.2446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -6.8947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568   -6.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -6.8946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -6.4821    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6166   -5.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416   -7.1966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4581   -4.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1725   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1725   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4581   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8870   -4.8321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  2  0  0  0  0
 19 13  2  0  0  0  0
 13 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  1  0  0  0  0
M  END
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3D MOL for NP0336877 (Sulfaquinoxaline)

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3D SDF for NP0336877 (Sulfaquinoxaline)

  Mrv0541 04041303042D          

 21 23  0  0  0  0            999 V2000
   -1.8857   -5.2446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -6.8947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568   -6.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3147   -6.8946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0291   -6.4821    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6166   -5.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416   -7.1966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4581   -4.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1725   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1725   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4581   -6.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7436   -5.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8870   -4.8321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  2  0  0  0  0
 19 13  2  0  0  0  0
 13 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336877

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=CC=C(C=C1)S(=O)(=O)NC1=NC2=C(C=CC=C2)N=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12N4O2S/c15-10-5-7-11(8-6-10)21(19,20)18-14-9-16-12-3-1-2-4-13(12)17-14/h1-9H,15H2,(H,17,18)

> <INCHI_KEY>
NHZLNPMOSADWGC-UHFFFAOYSA-N

> <FORMULA>
C14H12N4O2S

> <MOLECULAR_WEIGHT>
300.336

> <EXACT_MASS>
300.068096338

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.461052477127353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide

> <ALOGPS_LOGP>
1.24

> <JCHEM_LOGP>
1.5522752299999998

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.785258675401465

> <JCHEM_PKA_STRONGEST_BASIC>
2.130243000661184

> <JCHEM_POLAR_SURFACE_AREA>
97.97

> <JCHEM_REFRACTIVITY>
79.29650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfaquinoxaline

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0336877 (Sulfaquinoxaline)
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PDB for NP0336877 (Sulfaquinoxaline)
HEADER    PROTEIN                                 04-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-APR-13         0                                  
HETATM    1  N   UNK     0      -3.520  -9.790   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.854 -10.560   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.854 -12.100   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -3.520 -12.870   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.186 -12.100   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.186 -10.560   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.853  -9.790   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.853 -12.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.481 -12.100   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.481 -10.560   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -6.187 -12.870   0.000  0.00  0.00           N+0
HETATM   12  S   UNK     0      -7.521 -12.100   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      -8.855 -11.330   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.751 -10.766   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -8.291 -13.434   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0     -10.188  -9.020   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -11.522  -9.790   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.522 -11.330   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.188 -12.100   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.855  -9.790   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0     -12.856  -9.020   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    7                                                       
CONECT   11    3   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12   19   20                                                  
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   17   20                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   13   18                                                       
CONECT   20   13   16                                                       
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

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3D PDB for NP0336877 (Sulfaquinoxaline)
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SMILES for NP0336877 (Sulfaquinoxaline)
NC1=CC=C(C=C1)S(=O)(=O)NC1=NC2=C(C=CC=C2)N=C1
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INCHI for NP0336877 (Sulfaquinoxaline)
InChI=1S/C14H12N4O2S/c15-10-5-7-11(8-6-10)21(19,20)18-14-9-16-12-3-1-2-4-13(12)17-14/h1-9H,15H2,(H,17,18)
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Synonyms
ValueSource
SulphaquinoxalineGenerator
2-(p-Aminobenzene)sulfonamidoquinoxalineHMDB
2-(p-Sulfanilamido)quinoxalineHMDB
2-p-AminobenzenesulfonamidoquinoxalineHMDB
2-p-AminobenzenesulphonamidoquinoxalineHMDB
2-SulfanilamidobenzopyrazineHMDB
2-SulfanilamidoquinoxalineHMDB
4-Amino-N-(2-quinoxalinyl)benzenesulfonamideHMDB
4-Amino-N-2-quinoxalinyl-benzenesulfonamideHMDB
4-Amino-N-2-quinoxalinylbenzenesulfonamide, 9ciHMDB
Anti-KHMDB
AvicocidHMDB
AviochinaHMDB
Compound 3-120HMDB
EmbazinHMDB
ItalquinaHMDB
KokozigalHMDB
Kokozigal SHMDB
N'-(2-quinoxalyl)sulfanilamideHMDB
N'-2-quinoxalylsulfanilamideHMDB
N-(2-Quinoxalinyl)sulfanilamideHMDB
N-(2-Quinoxalinyl)sulfanilideHMDB
N1-(2-Quinoxalinyl)sulfanilamideHMDB
N1-2-Quinoxalinyl, sulfanilamideHMDB
N1-2-Quinoxalinyl-sulfanilamideHMDB
NococcinHMDB
Quinoxipra CHMDB
S. q. "40 per cent"HMDB
S. q. 40 per centHMDB
SQXHMDB
Sulfa-QHMDB
Sulfa-Q 20HMDB
SulfabenzpyrazineHMDB
SulfachinoxalinHMDB
SulfacoxHMDB
SulfalineHMDB
Sulfanilamide, N1-2-quinoxalinyl- (8ci)HMDB
SulfaquinoxalinHMDB
SulfaquinoxalinaHMDB
Sulfaquinoxaline, ban, innHMDB
SulfaquinoxalinumHMDB
SulquinHMDB
Sulquin 6-50 concentrate (veterinary)HMDB
UrsokoxalineHMDB
Chemical FormulaC14H12N4O2S
Average Mass300.3360 Da
Monoisotopic Mass300.06810 Da
IUPAC Name4-amino-N-(quinoxalin-2-yl)benzene-1-sulfonamide
Traditional Namesulfaquinoxaline
CAS Registry NumberNot Available
SMILES
NC1=CC=C(C=C1)S(=O)(=O)NC1=NC2=C(C=CC=C2)N=C1
InChI Identifier
InChI=1S/C14H12N4O2S/c15-10-5-7-11(8-6-10)21(19,20)18-14-9-16-12-3-1-2-4-13(12)17-14/h1-9H,15H2,(H,17,18)
InChI KeyNHZLNPMOSADWGC-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinoxalines. Quinoxalines are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassDiazanaphthalenes  
Sub ClassBenzodiazines  
Direct ParentQuinoxalines  
Alternative Parents
Substituents
  • Benzenesulfonamide
    • 

  • Quinoxaline
    • 

  • Benzenesulfonyl group
    • 

  • Aniline or substituted anilines
    • 

  • Monocyclic benzene moiety
    • 

  • Pyrazine
    • 

  • Benzenoid
    • 

  • Imidolactam
    • 

  • Organic sulfonic acid or derivatives
    • 

  • Organosulfonic acid or derivatives
    • 

  • Sulfonyl
    • 

  • Heteroaromatic compound
    • 

  • Azacycle
    • 

  • Amine
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Primary amine
    • 

  • Organosulfur compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.24ALOGPS
logP1.55ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.79ChemAxon
pKa (Strongest Basic)2.13ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.97 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity79.3 m³·mol⁻¹ChemAxon
Polarizability29.46 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033139  
DrugBank IDDB11464  
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011140  
KNApSAcK IDNot Available
Chemspider ID5147  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSulfaquinoxaline  
METLIN IDNot Available
PubChem Compound5338  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Le Fur C, Legeret B, de Sainte Claire P, Wong-Wah-Chung P, Sarakha M: Liquid chromatography/electrospray ionization quadrupole time-of-flight mass spectrometry for the analysis of sulfaquinoxaline byproducts formed in water upon solar light irradiation. Rapid Commun Mass Spectrom. 2013 Mar 30;27(6):722-30. doi: 10.1002/rcm.6507. [PubMed:23418152  ] 
  2. Costi EM, Sicilia MD, Rubio S: Multiresidue analysis of sulfonamides in meat by supramolecular solvent microextraction, liquid chromatography and fluorescence detection and method validation according to the 2002/657/EC decision. J Chromatogr A. 2010 Oct 1;1217(40):6250-7. doi: 10.1016/j.chroma.2010.08.017.  Epub 2010 Aug 13. [PubMed:20810118  ] 
  3. De Liguoro M, Di Leva V, Gallina G, Faccio E, Pinto G, Pollio A: Evaluation of the aquatic toxicity of two veterinary sulfonamides using five test organisms. Chemosphere. 2010 Oct;81(6):788-93. doi: 10.1016/j.chemosphere.2010.07.003. Epub  2010 Jul 31. [PubMed:20673955  ] 
  4. Herrera-Herrera AV, Hernandez-Borges J, Borges-Miquel TM, Rodriguez-Delgado MA: Dispersive liquid-liquid microextraction combined with ultra-high performance liquid chromatography for the simultaneous determination of 25 sulfonamide and quinolone antibiotics in water samples. J Pharm Biomed Anal. 2013 Mar 5;75:130-7. doi: 10.1016/j.jpba.2012.11.026. Epub  2012 Nov 23. [PubMed:23246932  ] 
  5. Gaudin V, De Courville A, Hedou C, Rault A, Diomande SE, Creff-Froger C, Verdon E: Evaluation and validation of two microbiological tests for screening antibiotic residues in honey according to the European guideline for the validation of screening methods. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(2):234-43.  doi: 10.1080/19440049.2012.738367. Epub 2012 Nov 6. [PubMed:23126529  ]