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Showing NP-Card for 4-isothiocyanato-1-(methylsulfanyl)but-1-ene (NP0296485)

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Record Information
Version1.0
Created at2022-09-10 06:05:20 UTC
Updated at2022-09-10 06:05:20 UTC
NP-MRD IDNP0296485
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-isothiocyanato-1-(methylsulfanyl)but-1-ene
Description51598-96-0, Also known as raphasatin, belongs to the class of organic compounds known as isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S. 4-isothiocyanato-1-(methylsulfanyl)but-1-ene is found in Raphanus sativus. 51598-96-0 Is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)


  Mrv1533004251503022D          

  9  8  0  0  0  0            999 V2000
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   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
   -0.8250   -0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  2  0  0  0  0
M  END
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3D MOL for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)

     RDKit          3D

 18 17  0  0  0  0  0  0  0  0999 V2000
    3.8949    0.8353    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7894   -0.5067   -0.4411 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0784   -0.0244   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -0.8379   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3080   -0.3403   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198   -1.1028    0.6502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4348   -0.4812    0.6945 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6951    0.6185    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886    2.2003   -0.2318 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616    1.5042   -0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3578    1.4557    0.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422    0.4715    0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8678    0.9844    0.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2677   -1.8698   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2970    0.7090   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8218   -0.4760   -1.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2688   -2.1557    0.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -0.9842    1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
M  END
Download

3D SDF for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)


  Mrv1533004251503022D          

  9  8  0  0  0  0            999 V2000
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   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
   -0.8250   -0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0296485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC=CCCN=C=S

> <INCHI_IDENTIFIER>
InChI=1S/C6H9NS2/c1-9-5-3-2-4-7-6-8/h3,5H,2,4H2,1H3

> <INCHI_KEY>
RYSPJKHYSHFYEB-UHFFFAOYSA-N

> <FORMULA>
C6H9NS2

> <MOLECULAR_WEIGHT>
159.27

> <EXACT_MASS>
159.017641642

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
17.4545070389735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-isothiocyanato-1-(methylsulfanyl)but-1-ene

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
2.3229672113333337

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1502337786941106

> <JCHEM_POLAR_SURFACE_AREA>
12.36

> <JCHEM_REFRACTIVITY>
48.0959

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-isothiocyanato-1-(methylsulfanyl)but-1-ene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)

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PDB for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)
HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       3.850  -6.668   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       4.620  -5.335   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       3.850  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  S   UNK     0      -1.540  -0.000   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)
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SMILES for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)
CSC=CCCN=C=S
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INCHI for NP0296485 (4-isothiocyanato-1-(methylsulfanyl)but-1-ene)
InChI=1S/C6H9NS2/c1-9-5-3-2-4-7-6-8/h3,5H,2,4H2,1H3
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View in JSmol
Synonyms
ValueSource
4-(Methylthio)-3-butenyl isothiocyanateMeSH
4-Methylthio-3-butenyl isothiocyanateMeSH
RaphasatinMeSH
4-Isothiocyanato-1-(methylsulphanyl)but-1-eneGenerator
Chemical FormulaC6H9NS2
Average Mass159.2700 Da
Monoisotopic Mass159.01764 Da
IUPAC Name4-isothiocyanato-1-(methylsulfanyl)but-1-ene
Traditional Name4-isothiocyanato-1-(methylsulfanyl)but-1-ene
CAS Registry NumberNot Available
SMILES
CSC=CCCN=C=S
InChI Identifier
InChI=1S/C6H9NS2/c1-9-5-3-2-4-7-6-8/h3,5H,2,4H2,1H3
InChI KeyRYSPJKHYSHFYEB-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 isothiocyanates. These are organic compounds containing the isothiocyanate group, an isocyanate analogue with the general formula RN=C=S.
KingdomOrganic compounds  
Super ClassOrganosulfur compounds  
ClassIsothiocyanates  
Sub ClassNot Available
Direct ParentIsothiocyanates  
Alternative Parents
Substituents
  • Thioenolether
    • 

  • Isothiocyanate
    • 

  • Organic 1,3-dipolar compound
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Sulfenyl compound
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP2.99ALOGPS
logP2.32ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.1 m³·mol⁻¹ChemAxon
Polarizability17.45 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound103500  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]