NP-MRD: Showing NP-Card for (2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid (NP0175680)

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Record Information

Version

2.0

Created at

2022-09-03 13:12:29 UTC

Updated at

2022-09-03 13:12:30 UTC

NP-MRD ID

NP0175680

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Description

(2S)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3,5,6-tetrahydro-1H-indol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. (2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid is found in Beta vulgaris. Based on a literature review very few articles have been published on (2S)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3,5,6-tetrahydro-1H-indol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032215122D          

 28 30  0  0  1  0            999 V2000
   -2.3020    3.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470    2.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990    2.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    3.2795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190    3.1080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6710    3.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780    3.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4161    4.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    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
    4.0668    0.1271    0.0000 O   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
    4.0668   -1.5229    0.0000 O   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
    1.1387   -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  1  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851    1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  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
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  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  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 11 28  2  0  0  0  0
  4 28  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    4.4884    2.9995   -0.8676 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9363    1.9111   -0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3118    1.7867   -0.3444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0125    0.8529   -0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4700   -0.2526    0.3443 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6683   -1.3513    0.7234 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1444   -2.6185    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5294   -3.6582    0.2942 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2303   -2.5302   -0.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189   -1.1705    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7626    0.1239    0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925    0.3779   -0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942   -0.5453    0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -0.3537    0.1299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7227    0.8566    0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4254    1.9030    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3302    3.0342    1.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0692    4.0254    1.9436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5606    2.9590    0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3332    3.9518    0.4902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8388    1.7963   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    0.8182   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9144   -0.4830   -1.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -1.3204   -0.2577 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4620   -2.4837   -0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -2.6054   -1.1548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3107   -3.4835   -1.3659 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844    1.0893   -0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8987    2.4826    0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8632   -1.4830    1.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1055   -2.1029   -0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6551   -1.4662    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -1.9182   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0210    1.3286   -0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -1.4967    0.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981    1.9222    1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7547    1.7978   -0.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9187   -0.9308   -1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4027   -0.3295   -2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6453   -1.6043    0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0743   -3.8654   -0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2036    2.0362   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 25  1  0
 25 26  2  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  2  0
 21 19  1  0
 19 20  2  0
 19 17  1  0
 17 18  2  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 28  2  0
 28  4  1  0
  4  5  2  0
  5  6  1  0
  6 10  1  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 14 24  1  0
 10 11  1  0
 15 22  1  0
 27 41  1  0
 24 40  1  1
 23 38  1  0
 23 39  1  0
 21 37  1  0
 16 36  1  0
 13 35  1  0
 12 34  1  0
 28 42  1  0
  6 30  1  1
 10 32  1  0
 10 33  1  0
  9 31  1  0
  3 29  1  0
M  END


  Mrv1652309032215122D          

 28 30  0  0  1  0            999 V2000
   -2.3020    3.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470    2.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990    2.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    3.2795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190    3.1080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6710    3.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780    3.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4161    4.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    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
    4.0668    0.1271    0.0000 O   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
    4.0668   -1.5229    0.0000 O   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
    1.1387   -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  1  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851    1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  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
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  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  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 11 28  2  0  0  0  0
  4 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0175680

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1CC2=CC(=O)C(=O)C=C2N1\C=C\C1=CC(=N[C@@H](C1)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H14N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/b2-1+/t11-,13-/m0/s1

> <INCHI_KEY>
WAVPHGICHZOYMQ-WODDMCJRSA-N

> <FORMULA>
C18H14N2O8

> <MOLECULAR_WEIGHT>
386.316

> <EXACT_MASS>
386.075015419

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.13357152463823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3,5,6-tetrahydro-1H-indol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

> <ALOGPS_LOGP>
0.90

> <JCHEM_LOGP>
0.43817740119999987

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.632016963664379

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.062417442395135

> <JCHEM_PKA_STRONGEST_BASIC>
1.8117251769756695

> <JCHEM_POLAR_SURFACE_AREA>
161.63999999999996

> <JCHEM_REFRACTIVITY>
95.18489999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0      -4.297   6.762   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.821   5.297   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.852   4.153   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.315   4.977   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.284   6.122   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.222   5.802   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.253   6.946   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.759   6.626   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.777   8.411   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.698   4.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.333   3.192   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.143   1.728   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.090   0.031   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.090  -2.637   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.839   3.513   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   24                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   14   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   11    4                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
(2S)-4-[(e)-2-[(2S)-2-Carboxy-5,6-dioxo-2,3,5,6-tetrahydro-1H-indol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylate	Generator

Chemical Formula

C₁₈H₁₄N₂O₈

Average Mass

386.3160 Da

Monoisotopic Mass

386.07502 Da

IUPAC Name

(2S)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3,5,6-tetrahydro-1H-indol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Traditional Name

(2S)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H]1CC2=CC(=O)C(=O)C=C2N1\C=C\C1=CC(=N[C@@H](C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C18H14N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/b2-1+/t11-,13-/m0/s1

InChI Key

WAVPHGICHZOYMQ-WODDMCJRSA-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
Beta vulgaris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Dihydropyridinecarboxylic acid derivative
Indole or derivatives
Tricarboxylic acid or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Dihydropyridine
Hydropyridine
Vinylogous amide
Pyrrolidine
Amino acid
Ketimine
Ketone
Cyclic ketone
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid
Enamine
Allylamine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Imine
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.9	ALOGPS
logP	0.44	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.06	ChemAxon
pKa (Strongest Basic)	1.81	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	161.64 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.18 m³·mol⁻¹	ChemAxon
Polarizability	36.13 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	No	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

25246301

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid (NP0175680)

MOL for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D MOL for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D SDF for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D-SDF for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

PDB for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D PDB for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

SMILES for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

INCHI for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

Structure for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D Structure for NP0175680 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)