NP-MRD: Showing NP-Card for 3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid (NP0142002)

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Record Information

Version

2.0

Created at

2022-09-01 20:26:23 UTC

Updated at

2022-09-01 20:26:23 UTC

NP-MRD ID

NP0142002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid

Description

(E)-N-[2-(3-Indolyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)acrylamide belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. 3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid is found in Carthamus tinctorius, Chenopodium album, Cinnamosma madagascariensis and Zea mays. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated (E)-N-[2-(3-Indolyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)acrylamide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171519402D          

 25 27  0  0  0  0            999 V2000
   -1.5078   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7933   -0.4096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935    0.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080   -0.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9225   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4377    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2446    0.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571   -0.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4641   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1670   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3600   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -0.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -2.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7933   -2.0596    0.0000 O   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
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 16 21  1  0  0  0  0
  5 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    6.6535    2.5786   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7932    1.2006   -0.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6735    0.3857   -0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4411    0.8789   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    0.0846   -0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0383    0.7597    0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556    0.4138    0.4534 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161   -0.8334    0.6818 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -1.9859    0.6513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333   -0.7429    1.0137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9241   -1.9603    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3745   -1.8863    1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1679   -1.2781    0.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7681   -1.9704   -0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3533   -1.0641   -1.3574 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1826    0.1657   -0.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6155    1.3891   -1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3407    2.5604   -0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040    2.4589    0.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1738    1.2361    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4340    0.0504    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537   -1.2301   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7061   -1.7975   -0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7961   -0.9631   -0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0637   -1.4328   -1.0964 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6052    3.0724   -0.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    2.7471    0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8142    3.0357   -0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3626    1.9217    0.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084    1.9299    0.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410    1.3353    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282    0.2014    1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4139   -2.4513    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160   -2.6516    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4599   -1.2482    2.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7698   -2.9038    1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7153   -3.0450   -0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8715   -1.3030   -2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2011    1.4341   -2.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6902    3.5180   -1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3972    3.3938    1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6006    1.1726    1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -1.8951   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7908   -2.8529   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1928   -2.4287   -1.3063 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  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  5 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24  3  1  0
 21 13  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 23 44  1  0
 25 45  1  0
M  END


  Mrv1533004171519402D          

 25 27  0  0  0  0            999 V2000
   -1.5078   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7933   -0.4096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7791   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4935    0.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080   -0.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9225   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4377    0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2446    0.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6571   -0.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4641   -0.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7190   -1.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1670   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3600   -1.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051   -0.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357   -2.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7933   -2.0596    0.0000 O   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
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 16 21  1  0  0  0  0
  5 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0142002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC(=O)NCCC2=CNC3=CC=CC=C23)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20N2O3/c1-25-19-12-14(6-8-18(19)23)7-9-20(24)21-11-10-15-13-22-17-5-3-2-4-16(15)17/h2-9,12-13,22-23H,10-11H2,1H3,(H,21,24)

> <INCHI_KEY>
LWRQDNUXWLIWDB-UHFFFAOYSA-N

> <FORMULA>
C20H20N2O3

> <MOLECULAR_WEIGHT>
336.391

> <EXACT_MASS>
336.147392512

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.375374861655985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.2034794399999993

> <ALOGPS_LOGS>
-5.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.715293423334973

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.888708921409368

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3880438890337362

> <JCHEM_POLAR_SURFACE_AREA>
74.35

> <JCHEM_REFRACTIVITY>
98.677

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -2.814  -1.535   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.481  -0.765   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.147  -1.535   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.187  -0.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.520  -1.535   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.854  -0.765   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.188  -1.535   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.521  -0.765   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.521   0.775   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       7.855  -1.535   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       9.189  -0.765   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.522  -1.535   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.856  -0.765   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.017   0.767   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      13.523   1.087   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      14.293  -0.246   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.800  -0.567   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.276  -2.031   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.245  -3.176   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.739  -2.856   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.263  -1.391   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.520  -3.075   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.187  -3.845   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.147  -3.075   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.481  -3.845   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   13   16                                                  
CONECT   22    5   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    3   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
3-(4-Hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enimidate	Generator

Chemical Formula

C₂₀H₂₀N₂O₃

Average Mass

336.3910 Da

Monoisotopic Mass

336.14739 Da

IUPAC Name

3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide

Traditional Name

3-(4-hydroxy-3-methoxyphenyl)-N-[2-(1H-indol-3-yl)ethyl]prop-2-enamide

CAS Registry Number

Not Available

SMILES

COC1=CC(C=CC(=O)NCCC2=CNC3=CC=CC=C23)=CC=C1O

InChI Identifier

InChI=1S/C20H20N2O3/c1-25-19-12-14(6-8-18(19)23)7-9-20(24)21-11-10-15-13-22-17-5-3-2-4-16(15)17/h2-9,12-13,22-23H,10-11H2,1H3,(H,21,24)

InChI Key

LWRQDNUXWLIWDB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Carthamus tinctorius	LOTUS Database	35616633
Chenopodium album	LOTUS Database	35616633
Cinnamosma madagascariensis	LOTUS Database	35616633
Zea mays	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Cinnamic acid amide
Hydroxycinnamic acid or derivatives
Methoxyphenol
3-alkylindole
Indole
Indole or derivatives
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Substituted pyrrole
Monocyclic benzene moiety
Pyrrole
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.27	ALOGPS
logP	3.2	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	-0.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	74.35 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.68 m³·mol⁻¹	ChemAxon
Polarizability	37.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20981091

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid (NP0142002)

MOL for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

3D MOL for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

3D SDF for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

3D-SDF for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

PDB for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

3D PDB for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

SMILES for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

INCHI for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

Structure for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)

3D Structure for NP0142002 (3-(4-hydroxy-3-methoxyphenyl)-n-[2-(1h-indol-3-yl)ethyl]prop-2-enimidic acid)