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Showing NP-Card for Brassicanate A (NP0068614)

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Record Information
Version2.0
Created at2022-04-28 13:52:13 UTC
Updated at2022-04-28 13:52:13 UTC
NP-MRD IDNP0068614
Secondary Accession NumbersNone
Natural Product Identification
Common NameBrassicanate A
DescriptionMethyl 2-(methylsulfanyl)-1H-indole-3-carboxylate belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. Brassicanate A is found in Brassica napus L.ssp.rapifera and Brassica napus spp.rapifera . Methyl 2-(methylsulfanyl)-1H-indole-3-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0068614 (Brassicanate A)


  Mrv1533004241505072D          

 15 16  0  0  0  0            999 V2000
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
 10 15  1  0  0  0  0
M  END
Download

3D MOL for NP0068614 (Brassicanate A)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -2.6480    3.1335    0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7844    2.0418    0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2422    1.4301   -0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5454    1.8780   -1.5554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3433    0.2993   -0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7381   -1.0123   -0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4263   -1.6230   -0.4324 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577   -3.4338   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037   -1.7461   -0.2436 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4732   -0.9198   -0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -1.1464   -0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7495   -0.1103   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2946    1.1933   -0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396    1.4250   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0236    0.3654   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6739    3.4725   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792    4.0114    1.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6768    2.9447    0.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3398   -3.8979   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9767   -3.7242    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -3.7430   -1.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -2.7890   -0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1568   -2.1891   -0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167   -0.3227    0.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744    2.0310   -0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843    2.4314   -0.2585 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
  3  5  1  0
  5  6  2  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6  7  1  0
  7  8  1  0
 15  5  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  9 22  1  0
 11 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
  8 19  1  0
  8 20  1  0
  8 21  1  0
M  END
Download

3D SDF for NP0068614 (Brassicanate A)


  Mrv1533004241505072D          

 15 16  0  0  0  0            999 V2000
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 15  1  0  0  0  0
 10 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068614

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(NC2=CC=CC=C12)SC

> <INCHI_IDENTIFIER>
InChI=1S/C11H11NO2S/c1-14-11(13)9-7-5-3-4-6-8(7)12-10(9)15-2/h3-6,12H,1-2H3

> <INCHI_KEY>
COGDQXHRJHDOIV-UHFFFAOYSA-N

> <FORMULA>
C11H11NO2S

> <MOLECULAR_WEIGHT>
221.27

> <EXACT_MASS>
221.051049772

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
23.21201960796523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-(methylsulfanyl)-1H-indole-3-carboxylate

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.7929929200000005

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.585294953517158

> <JCHEM_PKA_STRONGEST_BASIC>
-7.009762210241188

> <JCHEM_POLAR_SURFACE_AREA>
42.09

> <JCHEM_REFRACTIVITY>
61.18200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-(methylsulfanyl)-1H-indole-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0068614 (Brassicanate A)

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PDB for NP0068614 (Brassicanate A)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.143  -4.334   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.680  -5.158   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -0.320  -1.303   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590  -2.073   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   15                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    5   10                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0068614 (Brassicanate A)
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SMILES for NP0068614 (Brassicanate A)
COC(=O)C1=C(NC2=CC=CC=C12)SC
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INCHI for NP0068614 (Brassicanate A)
InChI=1S/C11H11NO2S/c1-14-11(13)9-7-5-3-4-6-8(7)12-10(9)15-2/h3-6,12H,1-2H3
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View in JSmol
Synonyms
ValueSource
Methyl 2-(methylsulfanyl)-1H-indole-3-carboxylic acidGenerator
Methyl 2-(methylsulphanyl)-1H-indole-3-carboxylateGenerator
Methyl 2-(methylsulphanyl)-1H-indole-3-carboxylic acidGenerator
Chemical FormulaC11H11NO2S
Average Mass221.2700 Da
Monoisotopic Mass221.05105 Da
IUPAC Namemethyl 2-(methylsulfanyl)-1H-indole-3-carboxylate
Traditional Namemethyl 2-(methylsulfanyl)-1H-indole-3-carboxylate
CAS Registry NumberNot Available
SMILES
COC(=O)C1=C(NC2=CC=CC=C12)SC
InChI Identifier
InChI=1S/C11H11NO2S/c1-14-11(13)9-7-5-3-4-6-8(7)12-10(9)15-2/h3-6,12H,1-2H3
InChI KeyCOGDQXHRJHDOIV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Brassica napus L.ssp.rapiferaPlant
Brassica napus spp.rapiferaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndolecarboxylic acids and derivatives  
Direct ParentIndolecarboxylic acids and derivatives  
Alternative Parents
Substituents
  • Indolecarboxylic acid derivative
    • 

  • Indole
    • 

  • Aryl thioether
    • 

  • Pyrrole-3-carboxylic acid or derivatives
    • 

  • Alkylarylthioether
    • 

  • Vinylogous thioester
    • 

  • Benzenoid
    • 

  • Substituted pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Pyrrole
    • 

  • Vinylogous amide
    • 

  • Methyl ester
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Sulfenyl compound
    • 

  • Thioether
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP2.78ALOGPS
logP2.79ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)10.59ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area42.09 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity61.18 m³·mol⁻¹ChemAxon
Polarizability23.21 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
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 Compound11481434  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available