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Showing NP-Card for 2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid (NP0267299)

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Record Information
Version2.0
Created at2022-09-08 12:02:29 UTC
Updated at2022-09-08 12:02:29 UTC
NP-MRD IDNP0267299
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid
DescriptionRaphanusamic acid, also known as raphanusamate, belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Raphanusamic acid is a weakly acidic compound (based on its pKa). Outside of the human body, Raphanusamic acid has been detected, but not quantified in, brassicas. 2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid is found in Raphanus sativus. This could make raphanusamic acid a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)


  Mrv0541 02241218092D          

  9  9  0  0  0  0            999 V2000
    0.0415   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3617    0.1644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -1.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186   -0.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3617   -0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0415    0.5771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1143    1.5676    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
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3D MOL for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)

     RDKit          3D

 14 14  0  0  0  0  0  0  0  0999 V2000
   -0.4555    2.0170    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119    0.8884    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068    0.8275   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249   -0.3402    0.5540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0228   -1.2857   -0.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0738   -0.1317   -1.5463 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6951    0.6802   -0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7926    1.8253   -0.0422 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0129    0.0924    0.9897 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6687   -0.0712   -0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8787   -0.7960    1.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -1.5680   -1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6304   -2.0900   -0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3525   -0.0481    1.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  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
  3 10  1  0
  4 11  1  1
  5 12  1  0
  5 13  1  0
  9 14  1  0
M  END
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3D SDF for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)


  Mrv0541 02241218092D          

  9  9  0  0  0  0            999 V2000
    0.0415   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660   -0.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3617    0.1644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356   -1.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6186   -0.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3617   -0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0415    0.5771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1143    1.5676    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0267299

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1CSC(=S)N1

> <INCHI_IDENTIFIER>
InChI=1S/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)

> <INCHI_KEY>
SQUOCHQOQMZGQP-UHFFFAOYSA-N

> <FORMULA>
C4H5NO2S2

> <MOLECULAR_WEIGHT>
163.218

> <EXACT_MASS>
162.976169789

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
14.534881432901283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid

> <ALOGPS_LOGP>
-0.23

> <JCHEM_LOGP>
0.7159071933333332

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.464061626799489

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8546823284761995

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
39.3369

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)

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PDB for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)
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  C   UNK     0       0.077  -0.462   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.617  -0.924   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0       2.542   0.307   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      -1.000  -2.926   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.155  -1.386   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.542  -0.770   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       0.077   1.077   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.617   1.539   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0       2.080   2.926   0.000  0.00  0.00           S+0
CONECT    1    2    5    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    8                                                       
CONECT    4    5                                                            
CONECT    5    1    4    6                                                  
CONECT    6    5                                                            
CONECT    7    1    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END

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3D PDB for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)
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SMILES for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)
OC(=O)C1CSC(=S)N1
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INCHI for NP0267299 (2-sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid)
InChI=1S/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)
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View in JSmol
Synonyms
ValueSource
RaphanusamateGenerator
(4R)-(-)-2-Thioxo-4-thiazolidinecarboxylic acidHMDB
(R)-(-)-2-Thioxo-4-thiazolidinecarboxylic acidHMDB
2-Sulfanyl-4,5-dihydro-1,3-thiazole-4-carboxylateGenerator
2-Sulphanyl-4,5-dihydro-1,3-thiazole-4-carboxylateGenerator
2-Sulphanyl-4,5-dihydro-1,3-thiazole-4-carboxylic acidGenerator
Chemical FormulaC4H5NO2S2
Average Mass163.2180 Da
Monoisotopic Mass162.97617 Da
IUPAC Name2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid
Traditional Name2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1CSC(=S)N1
InChI Identifier
InChI=1S/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)
InChI KeySQUOCHQOQMZGQP-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
Raphanus sativusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentAlpha amino acids and derivatives  
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
    • 

  • Thiazolidinethione
    • 

  • Cyclic dithiocarbamic acid ester
    • 

  • Thiazolidine
    • 

  • Dithiocarbamic acid ester
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • 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-0.23ALOGPS
logP0.72ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)3.85ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.34 m³·mol⁻¹ChemAxon
Polarizability14.53 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0041280  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021196  
KNApSAcK IDNot Available
Chemspider ID2299167  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3034757  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]