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Showing NP-Card for (2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid (NP0264451)

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Record Information
Version1.0
Created at2022-09-08 07:58:50 UTC
Updated at2022-09-08 07:58:51 UTC
NP-MRD IDNP0264451
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid
DescriptionIsopenangin belongs to the class of organic compounds known as vinylogous thioesters. These are organic compounds containing a thioester group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety. (2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid is found in Glycosmis chlorosperma. It was first documented in 2010 (PMID: 20701297). Based on a literature review very few articles have been published on Isopenangin.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)


  Mrv1652309082209582D          

  8  7  0  0  0  0            999 V2000
    1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 N   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
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
   -0.4125   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)

     RDKit          3D

 17 16  0  0  0  0  0  0  0  0999 V2000
   -3.1333    0.4166   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643   -0.4664   -0.7249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843   -0.4351   -0.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456    0.5382    0.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0974   -1.4139   -0.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3464   -1.3701   -0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7243   -0.1110    0.9502 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    1.0239    0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1179   -0.0785   -0.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1010    0.6438    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279    1.3464   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8106    0.3479    1.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1749   -2.1688   -1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -2.1117   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    1.7573    1.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9438    0.5256    0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6117    1.5558   -0.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  2  1  1  0
  8 15  1  0
  8 16  1  0
  8 17  1  0
  6 14  1  0
  5 13  1  0
  4 12  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
M  END
Download

3D SDF for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)


  Mrv1652309082209582D          

  8  7  0  0  0  0            999 V2000
    1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 N   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
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    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
   -0.4125   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0264451

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CS\C=C/C(O)=NC

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NOS/c1-6-5(7)3-4-8-2/h3-4H,1-2H3,(H,6,7)/b4-3-

> <INCHI_KEY>
VRYCXSSOSLPIDH-ARJAWSKDSA-N

> <FORMULA>
C5H9NOS

> <MOLECULAR_WEIGHT>
131.19

> <EXACT_MASS>
131.040485088

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.766384637327356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-N-methyl-3-(methylsulfanyl)prop-2-enimidic acid

> <JCHEM_LOGP>
0.036418575899198745

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.194494365492447

> <JCHEM_PKA_STRONGEST_BASIC>
7.305615603496223

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
37.3811

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-N-methyl-3-(methylsulfanyl)prop-2-enimidic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)

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PDB for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)
HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       2.310  -4.001   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.540  -2.667   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -0.770  -1.334   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END

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3D PDB for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)
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SMILES for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)
CS\C=C/C(O)=NC
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INCHI for NP0264451 ((2z)-n-methyl-3-(methylsulfanyl)prop-2-enimidic acid)
InChI=1S/C5H9NOS/c1-6-5(7)3-4-8-2/h3-4H,1-2H3,(H,6,7)/b4-3-
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View in JSmol
SynonymsNot Available
Chemical FormulaC5H9NOS
Average Mass131.1900 Da
Monoisotopic Mass131.04049 Da
IUPAC Name(2Z)-N-methyl-3-(methylsulfanyl)prop-2-enimidic acid
Traditional Name(2Z)-N-methyl-3-(methylsulfanyl)prop-2-enimidic acid
CAS Registry NumberNot Available
SMILES
CS\C=C/C(O)=NC
InChI Identifier
InChI=1S/C5H9NOS/c1-6-5(7)3-4-8-2/h3-4H,1-2H3,(H,6,7)/b4-3-
InChI KeyVRYCXSSOSLPIDH-ARJAWSKDSA-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
Glycosmis chlorospermaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as vinylogous thioesters. These are organic compounds containing a thioester group, which is indirectly attached to a carbonyl via an intervening vinyl (>C=C<) moiety.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassVinylogous thioesters  
Sub ClassNot Available
Direct ParentVinylogous thioesters  
Alternative Parents
Substituents
  • Vinylogous thioester
    • 

  • Acrylic acid or derivatives
    • 

  • Carboxamide group
    • 

  • Secondary carboxylic acid amide
    • 

  • Thioenolether
    • 

  • Carboxylic acid derivative
    • 

  • Sulfenyl compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen 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
logP0.036ChemAxon
pKa (Strongest Acidic)5.19ChemAxon
pKa (Strongest Basic)7.31ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.59 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.38 m³·mol⁻¹ChemAxon
Polarizability13.77 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 ID8164892  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9989310  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Pacher T, Raninger A, Lorbeer E, Brecker L, But PP, Greger H: Alcoholysis of naturally occurring imides: misleading interpretation of antifungal activities. J Nat Prod. 2010 Aug 27;73(8):1389-93. doi: 10.1021/np1003092. [PubMed:20701297  ] 
  2. LOTUS database [Link]