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Showing NP-Card for 2h-1λ⁶,2-thiazine-1,1-dione (NP0159770)

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Record Information
Version1.0
Created at2022-09-02 17:34:44 UTC
Updated at2022-09-02 17:34:44 UTC
NP-MRD IDNP0159770
Secondary Accession NumbersNone
Natural Product Identification
Common Name2h-1λ⁶,2-thiazine-1,1-dione
DescriptionThiazinedione belongs to the class of organic compounds known as 1,2-thiazines. These are organic compounds containing 1,2-thiazine, a six-member ring with a nitrogen and a sulfur atoms in ring positions 1 and 2 respectively, as well as two double bonds. 2h-1λ⁶,2-thiazine-1,1-dione is found in Xanthium strumarium. It was first documented in 2005 (PMID: 16010824). Based on a literature review a small amount of articles have been published on thiazinedione (PMID: 32062197) (PMID: 16556487).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)


  Mrv1652309022219342D          

  8  8  0  0  0  0            999 V2000
    1.2448    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  2  8  1  0  0  0  0
M  END
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3D MOL for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)

     RDKit          3D

 13 13  0  0  0  0  0  0  0  0999 V2000
   -2.4625   -0.1605    1.1107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4855   -0.0871   -0.0253 S   0  0  0  0  0  6  0  0  0  0  0  0
   -2.3215   -0.1430   -1.2963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3706   -1.4175   -0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9189   -1.1720    0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408    0.1385    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8545    1.2562    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5486    1.3471    0.0122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7258   -2.4210   -0.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5862   -2.0546    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6394    0.2282    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    2.2249    0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0145    2.2608    0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  2  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  8 13  1  0
  7 12  1  0
  6 11  1  0
  5 10  1  0
  4  9  1  0
M  END
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3D SDF for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)


  Mrv1652309022219342D          

  8  8  0  0  0  0            999 V2000
    1.2448    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  2  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0159770

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=S1(=O)NC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C4H5NO2S/c6-8(7)4-2-1-3-5-8/h1-5H

> <INCHI_KEY>
MESFXNGUDNODTJ-UHFFFAOYSA-N

> <FORMULA>
C4H5NO2S

> <MOLECULAR_WEIGHT>
131.15

> <EXACT_MASS>
131.004099579

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
11.260375738980873

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2H-1lambda6,2-thiazine-1,1-dione

> <ALOGPS_LOGP>
-0.34

> <JCHEM_LOGP>
-0.3699444213333333

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.51662858043645

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
31.1556

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2H-1lambda6,2-thiazine-1,1-dione

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)

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PDB for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)
HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0       1.334   2.310   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4    8                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END

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3D PDB for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)
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SMILES for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)
O=S1(=O)NC=CC=C1
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INCHI for NP0159770 (2h-1λ⁶,2-thiazine-1,1-dione)
InChI=1S/C4H5NO2S/c6-8(7)4-2-1-3-5-8/h1-5H
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SynonymsNot Available
Chemical FormulaC4H5NO2S
Average Mass131.1500 Da
Monoisotopic Mass131.00410 Da
IUPAC Name2H-1lambda6,2-thiazine-1,1-dione
Traditional Name2H-1lambda6,2-thiazine-1,1-dione
CAS Registry NumberNot Available
SMILES
O=S1(=O)NC=CC=C1
InChI Identifier
InChI=1S/C4H5NO2S/c6-8(7)4-2-1-3-5-8/h1-5H
InChI KeyMESFXNGUDNODTJ-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 Origin
Species NameSourceReference
Xanthium strumariumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-thiazines. These are organic compounds containing 1,2-thiazine, a six-member ring with a nitrogen and a sulfur atoms in ring positions 1 and 2 respectively, as well as two double bonds.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassThiazines  
Sub Class1,2-thiazines  
Direct Parent1,2-thiazines  
Alternative Parents
Substituents
  • Organosulfonic acid amide
    • 

  • Organic sulfonic acid amide
    • 

  • Ortho-thiazine
    • 

  • Organosulfonic acid or derivatives
    • 

  • Organic sulfonic acid or derivatives
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP-0.34ALOGPS
logP-0.37ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)8.52ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.17 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.16 m³·mol⁻¹ChemAxon
Polarizability11.26 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00029117  
Chemspider ID10719452  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21962218  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Xia Z, Xu TQ, Zhang HX, Chen YM, Xu W, Zhou GX: Bioactive sulfur-containing compounds from Xanthium sibiricum, including a revision of the structure of xanthiazinone. Phytochemistry. 2020 May;173:112293. doi: 10.1016/j.phytochem.2020.112293. Epub  2020 Feb 13. [PubMed:32062197  ] 
  2. Qin L, Han T, Li H, Zhang Q, Zheng H: A new thiazinedione from Xanthium strumarium. Fitoterapia. 2006 Apr;77(3):245-6. doi: 10.1016/j.fitote.2006.02.001. Epub 2006  Feb 23. [PubMed:16556487  ] 
  3. Mahmoud AA, Ahmed AA, Al-Shihry SS, Spring O: A new heterocyclic glucoside from the fruits of Xanthium pungens. Nat Prod Res. 2005 Sep;19(6):585-9. doi: 10.1080/14786410412331272031. [PubMed:16010824  ] 
  4. LOTUS database [Link]