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Showing NP-Card for 2(1H)-Quinoxalinone (NP0138378)

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Record Information
Version2.0
Created at2022-05-31 17:57:01 UTC
Updated at2022-05-31 17:57:01 UTC
NP-MRD IDNP0138378
Secondary Accession NumbersNone
Natural Product Identification
Common Name2(1H)-Quinoxalinone
Description2-Hydroxyquinoxaline, also known as 2-quinoxinol or quinoxalin-2-one, 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. 2-Hydroxyquinoxaline is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 2(1H)-Quinoxalinone was first documented in 2014 (PMID: 25155583). Based on a literature review a small amount of articles have been published on 2-Hydroxyquinoxaline (PMID: 28330121) (PMID: 25921798) (PMID: 24953941).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0138378 (2(1H)-Quinoxalinone)


  Mrv1652305312219572D          

 11 12  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
M  END
Download

3D MOL for NP0138378 (2(1H)-Quinoxalinone)

     RDKit          3D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -3.1974   -0.2370   -1.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1736    0.0635   -1.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496    1.3378   -0.6496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9643    1.6942    0.0734 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0238    0.7833    0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1156    1.1811    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1003    0.2251    1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9929   -1.0520    0.7203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8843   -1.3943   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163   -0.4835   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2036   -0.8430   -0.9613 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8639    2.0479   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2212    2.1773    1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9870    0.4794    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774   -1.7950    0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7656   -2.3773   -0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2992   -1.8075   -1.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  5 10  1  0
 11 17  1  0
  9 16  1  0
  8 15  1  0
  7 14  1  0
  6 13  1  0
  3 12  1  0
M  END
Download

3D SDF for NP0138378 (2(1H)-Quinoxalinone)


  Mrv1652305312219572D          

 11 12  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138378

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1NC2=CC=CC=C2N=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H6N2O/c11-8-5-9-6-3-1-2-4-7(6)10-8/h1-5H,(H,10,11)

> <INCHI_KEY>
FFRYUAVNPBUEIC-UHFFFAOYSA-N

> <FORMULA>
C8H6N2O

> <MOLECULAR_WEIGHT>
146.149

> <EXACT_MASS>
146.048012821

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
14.192181349668155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2-dihydroquinoxalin-2-one

> <JCHEM_LOGP>
1.2615729446666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.688741527358774

> <JCHEM_PKA_STRONGEST_BASIC>
0.9055807077445418

> <JCHEM_POLAR_SURFACE_AREA>
41.46

> <JCHEM_REFRACTIVITY>
44.4649

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
quinoxaline-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0138378 (2(1H)-Quinoxalinone)

Download
PDB for NP0138378 (2(1H)-Quinoxalinone)
HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0138378 (2(1H)-Quinoxalinone)
Download
SMILES for NP0138378 (2(1H)-Quinoxalinone)
O=C1NC2=CC=CC=C2N=C1
Download
INCHI for NP0138378 (2(1H)-Quinoxalinone)
InChI=1S/C8H6N2O/c11-8-5-9-6-3-1-2-4-7(6)10-8/h1-5H,(H,10,11)
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View in JSmol
Synonyms
ValueSource
2-QuinoxinolChEBI
Quinoxalin-2-oneChEBI
Chemical FormulaC8H6N2O
Average Mass146.1490 Da
Monoisotopic Mass146.04801 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number1196-57-2
SMILES
O=C1NC2=CC=CC=C2N=C1
InChI Identifier
InChI=1S/C8H6N2O/c11-8-5-9-6-3-1-2-4-7(6)10-8/h1-5H,(H,10,11)
InChI KeyFFRYUAVNPBUEIC-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
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
  • Quinoxaline
    • 

  • Benzenoid
    • 

  • Pyrazine
    • 

  • Heteroaromatic compound
    • 

  • Lactam
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
HMDB IDHMDB0245168  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13870  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14526  
PDB IDNot Available
ChEBI ID38890  
Good Scents IDNot Available
References
General References
  1. Subba Reddy GV, Rafi MM, Rubesh Kumar S, Khayalethu N, Muralidhara Rao D, Manjunatha B, Philip GH, Reddy BR: Optimization study of 2-hydroxyquinoxaline (2-HQ) biodegradation by Ochrobactrum sp. HQ1. 3 Biotech. 2016 Jun;6(1):51. doi: 10.1007/s13205-015-0358-6. Epub 2016 Feb 8. [PubMed:28330121  ] 
  2. Yang L, Han J, Liu W, Li J, Jiang L: Conversion of inhibition biosensing to substrate-like biosensing for quinalphos selective detection. Anal Chem. 2015 May 19;87(10):5270-7. doi: 10.1021/acs.analchem.5b00376. Epub 2015 May 7. [PubMed:25921798  ] 
  3. Talwar MP, Mulla SI, Ninnekar HZ: Biodegradation of organophosphate pesticide quinalphos by Ochrobactrum sp. strain HZM. J Appl Microbiol. 2014 Nov;117(5):1283-92. doi: 10.1111/jam.12627. Epub 2014 Oct  3. [PubMed:25155583  ] 
  4. Reddy GV, Reddy BR, Tlou MG: Biodegradation of 2-hydroxyquinoxaline (2-HQ) by Bacillus sp. J Hazard Mater. 2014 Aug 15;278:100-7. doi: 10.1016/j.jhazmat.2014.05.080. Epub 2014 Jun 5. [PubMed:24953941  ]