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Showing NP-Card for 3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid (NP0217031)

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Record Information
Version2.0
Created at2022-09-05 17:14:12 UTC
Updated at2022-09-05 17:14:13 UTC
NP-MRD IDNP0217031
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid
Description3-(3-Carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid is found in Phyllanthus urinaria. 3-(3-Carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)


  Mrv1533004161522192D          

 15 15  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 N   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
    1.4289    2.4750    0.0000 N   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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
    0.0000    0.0000    0.0000 C   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
   -0.7145    1.2375    0.0000 O   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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  6 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
Download

3D MOL for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)

     RDKit          3D

 25 25  0  0  0  0  0  0  0  0999 V2000
    1.7198    2.9518   -0.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6095    2.4569   -0.1301 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7384    1.1988   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0920    0.7216   -0.3849 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6412    0.2547   -0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470    0.6919   -0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567   -0.1817   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0903    0.3632   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1594   -0.3910   -0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099    0.1367    0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4738   -0.6632    0.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7812    1.4851    0.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4450   -1.5046   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8631   -1.9895   -0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9047   -1.0925   -0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1969   -1.5391   -0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500    0.9176   -1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933    0.1792    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094    1.7546   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310    1.4236    0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0414   -1.4549   -0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1126    2.0719   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507   -2.2413   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0292   -3.0588   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4575   -2.4912   -0.6611 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
  7 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  5  1  0
  4 17  1  0
  4 18  1  0
  2  1  1  0
  6 19  1  0
  8 20  1  0
  9 21  1  0
 12 22  1  0
 13 23  1  0
 14 24  1  0
 16 25  1  0
M  END
Download

3D SDF for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)


  Mrv1533004161522192D          

 15 15  0  0  0  0            999 V2000
    0.0000    2.4750    0.0000 N   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
    1.4289    2.4750    0.0000 N   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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
    0.0000    0.0000    0.0000 C   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
   -0.7145    1.2375    0.0000 O   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
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  6 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217031

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=N)C1=CC(C=CC(O)=O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10N2O3/c11-10(12)7-5-6(1-3-8(7)13)2-4-9(14)15/h1-5,13H,(H3,11,12)(H,14,15)

> <INCHI_KEY>
ZCRZQAXCIVXWOD-UHFFFAOYSA-N

> <FORMULA>
C10H10N2O3

> <MOLECULAR_WEIGHT>
206.201

> <EXACT_MASS>
206.06914219

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
20.348507823458412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid

> <ALOGPS_LOGP>
0.45

> <JCHEM_LOGP>
-0.904104797066895

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.51317983764543

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.727531935821474

> <JCHEM_PKA_STRONGEST_BASIC>
12.103432644935772

> <JCHEM_POLAR_SURFACE_AREA>
107.4

> <JCHEM_REFRACTIVITY>
66.7133

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)

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PDB for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)
HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    4   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

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3D PDB for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)
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SMILES for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)
NC(=N)C1=CC(C=CC(O)=O)=CC=C1O
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INCHI for NP0217031 (3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid)
InChI=1S/C10H10N2O3/c11-10(12)7-5-6(1-3-8(7)13)2-4-9(14)15/h1-5,13H,(H3,11,12)(H,14,15)
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View in JSmol
Synonyms
ValueSource
3-(3-Carbamimidoyl-4-hydroxyphenyl)prop-2-enoateGenerator
Chemical FormulaC10H10N2O3
Average Mass206.2010 Da
Monoisotopic Mass206.06914 Da
IUPAC Name3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid
Traditional Name3-(3-carbamimidoyl-4-hydroxyphenyl)prop-2-enoic acid
CAS Registry NumberNot Available
SMILES
NC(=N)C1=CC(C=CC(O)=O)=CC=C1O
InChI Identifier
InChI=1S/C10H10N2O3/c11-10(12)7-5-6(1-3-8(7)13)2-4-9(14)15/h1-5,13H,(H3,11,12)(H,14,15)
InChI KeyZCRZQAXCIVXWOD-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
Phyllanthus urinariaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCinnamic acids and derivatives  
Sub ClassHydroxycinnamic acids and derivatives  
Direct ParentHydroxycinnamic acids  
Alternative Parents
Substituents
  • Cinnamic acid
    • 

  • Coumaric acid
    • 

  • Hydroxycinnamic acid
    • 

  • Coumaric acid or derivatives
    • 

  • Styrene
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Amidine
    • 

  • Carboxylic acid amidine
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Carboximidamide
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Carbonyl group
    • 

  • 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
logP0.45ALOGPS
logP-0.9ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.73ChemAxon
pKa (Strongest Basic)12.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.71 m³·mol⁻¹ChemAxon
Polarizability20.35 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
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]