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Showing NP-Card for n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine (NP0312202)

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Record Information
Version2.0
Created at2022-09-11 08:46:57 UTC
Updated at2022-09-11 08:46:57 UTC
NP-MRD IDNP0312202
Secondary Accession NumbersNone
Natural Product Identification
Common Namen-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine
DescriptionN-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine is found in Tubastraea coccinea. N-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine is a very strong basic compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)


  Mrv1533004251504322D          

 14 14  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
M  END
Download

3D MOL for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)

     RDKit          3D

 25 25  0  0  0  0  0  0  0  0999 V2000
    4.0852    1.0378    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4366    1.3744    1.7063 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4913    0.9128    0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4540   -0.0688    0.1624 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5674    1.4347   -0.4555 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1765    1.1779   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212   -0.0147   -0.0826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.3341   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0957   -1.6296    0.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245   -1.9726    0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -1.0389    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7596   -1.3326    0.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0313    0.2425   -0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0286    1.1729   -0.4392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6761    0.5899   -0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3278   -1.0317    0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2642    0.1931   -0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9191    2.0376   -1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5105    1.9791   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4353   -0.8141    0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3527   -2.3842    0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7366   -2.9740    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0122   -2.2810    0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7337    2.1077   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4439    1.6160   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15  8  1  0
  4 16  1  0
  4 17  1  0
  2  1  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 12 23  1  0
 14 24  1  0
 15 25  1  0
M  END
Download

3D SDF for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)


  Mrv1533004251504322D          

 14 14  0  0  0  0            999 V2000
   -0.7145    4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  7 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312202

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=N)NC=CC1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H11N3O2/c10-9(11)12-4-3-6-1-2-7(13)8(14)5-6/h1-5,13-14H,(H4,10,11,12)

> <INCHI_KEY>
QASQNKBXRDUNSE-UHFFFAOYSA-N

> <FORMULA>
C9H11N3O2

> <MOLECULAR_WEIGHT>
193.206

> <EXACT_MASS>
193.085126606

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.722529116052534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
0.14865350861043142

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.648710833155512

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.112971780282903

> <JCHEM_PKA_STRONGEST_BASIC>
10.830476680648685

> <JCHEM_POLAR_SURFACE_AREA>
102.36000000000001

> <JCHEM_REFRACTIVITY>
64.05590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)

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PDB for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)
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  N   UNK     0      -1.334   8.470   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.667   6.160   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       0.000   6.160   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

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3D PDB for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)
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SMILES for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)
NC(=N)NC=CC1=CC=C(O)C(O)=C1
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INCHI for NP0312202 (n-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine)
InChI=1S/C9H11N3O2/c10-9(11)12-4-3-6-1-2-7(13)8(14)5-6/h1-5,13-14H,(H4,10,11,12)
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SynonymsNot Available
Chemical FormulaC9H11N3O2
Average Mass193.2060 Da
Monoisotopic Mass193.08513 Da
IUPAC NameN-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine
Traditional NameN-[2-(3,4-dihydroxyphenyl)ethenyl]guanidine
CAS Registry NumberNot Available
SMILES
NC(=N)NC=CC1=CC=C(O)C(O)=C1
InChI Identifier
InChI=1S/C9H11N3O2/c10-9(11)12-4-3-6-1-2-7(13)8(14)5-6/h1-5,13-14H,(H4,10,11,12)
InChI KeyQASQNKBXRDUNSE-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
Tubastraea aureaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassPhenols  
Sub ClassBenzenediols  
Direct ParentCatechols  
Alternative Parents
Substituents
  • Catechol
    • 

  • Styrene
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Guanidine
    • 

  • Organic 1,3-dipolar compound
    • 

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

  • Carboximidamide
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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
logP0.11ALOGPS
logP0.15ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)9.11ChemAxon
pKa (Strongest Basic)10.83ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area102.36 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity64.06 m³·mol⁻¹ChemAxon
Polarizability19.72 ųChemAxon
Number of Rings1ChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]