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Showing NP-Card for 5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol (NP0265993)

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Record Information
Version2.0
Created at2022-09-08 10:11:04 UTC
Updated at2022-09-08 10:11:04 UTC
NP-MRD IDNP0265993
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol
Description(-)-5-(2-Propenyl)-2-oxazolidinethione, also known as CQP or isoquinoline-5-sulfonamide 48, belongs to the class of organic compounds known as oxazolidines. Oxazolidines are compounds containing an oxazolidine moiety, which consists of a saturated aliphatic five-member ring with one oxygen atom, one nitrogen, three carbon atoms, and two double bonds (-)-5-(2-Propenyl)-2-oxazolidinethione is a very weakly acidic compound (based on its pKa). Outside of the human body, (-)-5-(2-Propenyl)-2-oxazolidinethione has been detected, but not quantified in, brassicas. 5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol is found in Brassica napus and Brassica rapa. This could make (-)-5-(2-propenyl)-2-oxazolidinethione a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)


  Mrv0541 02241218492D          

  9  9  0  0  0  0            999 V2000
   -1.2082    0.5419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -0.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4581   -0.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2082   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    1.5418    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4581    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0415    0.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
M  END
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3D MOL for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)

     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.3497    0.9190    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2171   -0.3452    0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9287   -1.0561    0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042   -0.1487    0.4033 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5411   -0.8402    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058    0.1634   -0.2682 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6270    1.3222   -0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887    2.8574   -0.7940 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3104    0.8817   -0.5924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3187    1.3726    0.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4955    1.5197    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1107   -0.9297   -0.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728   -1.3308   -1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9130   -1.9967    0.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0223    0.3218    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8815   -1.0571    1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -1.7548   -0.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    0.1016   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9  4  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  1
  5 16  1  0
  5 17  1  0
  6 18  1  0
M  END
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3D SDF for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)


  Mrv0541 02241218492D          

  9  9  0  0  0  0            999 V2000
   -1.2082    0.5419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2082   -0.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4581   -0.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -1.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2082   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1253    1.5418    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4581    0.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0415    0.1245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0265993

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C=CCC1CNC(=S)O1

> <INCHI_IDENTIFIER>
InChI=1S/C6H9NOS/c1-2-3-5-4-7-6(9)8-5/h2,5H,1,3-4H2,(H,7,9)

> <INCHI_KEY>
QEKDLBSHZCJKRO-UHFFFAOYSA-N

> <FORMULA>
C6H9NOS

> <MOLECULAR_WEIGHT>
143.207

> <EXACT_MASS>
143.040484605

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
15.118930332911257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(prop-2-en-1-yl)-1,3-oxazolidine-2-thione

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
1.6107016129999998

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.723231165303133

> <JCHEM_POLAR_SURFACE_AREA>
21.259999999999998

> <JCHEM_REFRACTIVITY>
40.596

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(prop-2-en-1-yl)-1,3-oxazolidine-2-thione

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)

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PDB for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      -2.255   1.012   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.255  -0.544   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.855  -1.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.234  -2.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.166  -2.878   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.255  -1.789   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -0.234   2.878   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0      -0.855   1.478   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.077   0.232   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    1    7    9                                                  
CONECT    9    3    8                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END

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3D PDB for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)
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SMILES for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)
C=CCC1CNC(=S)O1
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INCHI for NP0265993 (5-(prop-2-en-1-yl)-4,5-dihydro-1,3-oxazole-2-thiol)
InChI=1S/C6H9NOS/c1-2-3-5-4-7-6(9)8-5/h2,5H,1,3-4H2,(H,7,9)
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View in JSmol
Synonyms
ValueSource
CQPHMDB
Isoquinoline-5-sulfonamide 48HMDB
Chemical FormulaC6H9NOS
Average Mass143.2070 Da
Monoisotopic Mass143.04048 Da
IUPAC Name5-(prop-2-en-1-yl)-1,3-oxazolidine-2-thione
Traditional Name5-(prop-2-en-1-yl)-1,3-oxazolidine-2-thione
CAS Registry NumberNot Available
SMILES
C=CCC1CNC(=S)O1
InChI Identifier
InChI=1S/C6H9NOS/c1-2-3-5-4-7-6(9)8-5/h2,5H,1,3-4H2,(H,7,9)
InChI KeyQEKDLBSHZCJKRO-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
Brassica napusLOTUS Database
Brassica rapaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oxazolidines. Oxazolidines are compounds containing an oxazolidine moiety, which consists of a saturated aliphatic five-member ring with one oxygen atom, one nitrogen, three carbon atoms, and two double bonds.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassAzolidines  
Sub ClassOxazolidines  
Direct ParentOxazolidines  
Alternative Parents
Substituents
  • Thiocarbamic acid ester
    • 

  • Oxazolidine
    • 

  • Thiocarbamic acid derivative
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • 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
logP0.44ALOGPS
logP1.61ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)8.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area21.26 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.6 m³·mol⁻¹ChemAxon
Polarizability15.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038439  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017797  
KNApSAcK IDNot Available
Chemspider ID2300696  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3036745  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]