NP-MRD: Showing NP-Card for diketopiperazine 292A (NP0353978)

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Record Information

Version

2.0

Created at

2026-04-23 01:45:14 UTC

Updated at

2026-05-23 03:35:04 UTC

NP-MRD ID

NP0353978

Natural Product DOI

https://doi.org/10.57994/8544

Secondary Accession Numbers

None

Natural Product Identification

Common Name

diketopiperazine 292A

Description

Cyclo(-Phe-Trp) belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Cyclo(-Phe-Trp) is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652307082022352D          

 27 30  0  0  1  0            999 V2000
   -1.6104    0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -0.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300    0.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8992    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921   -0.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1921    0.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -1.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810    1.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300    1.1921    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031   -0.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781   -0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781    0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    0.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142    0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051    0.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233   -0.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -0.7737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7017   -0.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0781    0.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6104   -0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  2  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
  8  3  1  0  0  0  0
  3 12  1  6  0  0  0
  6 13  1  6  0  0  0
 11 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 20  1  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
  1 27  2  0  0  0  0
 23 27  1  0  0  0  0
M  END

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    2.0246   -3.6733   -0.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -2.5794   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0225   -2.5977   -0.2907 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543   -1.3575   -0.4425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1514   -1.4471    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8260   -0.1409   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102    0.9478   -0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381    1.9197   -0.7158 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3487    1.5113   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5716    2.1044    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5279    1.3788    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2542    0.0869    1.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0567   -0.5183    1.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1056    0.2257    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0591   -0.3382    0.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4417    0.3442    1.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4153   -0.2113   -0.1000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1817   -1.3281   -0.6151 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4825   -1.4031    0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2847   -0.1882   -0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2145    0.9031    0.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9681    2.0262    0.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8324    2.0871   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9436    1.0240   -1.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1749   -0.0929   -1.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5281   -3.4828   -0.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851   -1.0182   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6889   -2.2592   -0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0548   -1.6336    1.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3410    1.0937   -1.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1588    2.8878   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7269    3.1194   -0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4691    1.8764    1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0217   -0.4556    1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8292   -1.5280    1.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496    0.7588   -0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3694   -1.1855   -1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173   -1.4644    1.2319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0370   -2.3354   -0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414    0.8818    1.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9189    2.8992    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4263    2.9978   -0.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6285    1.0945   -2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2521   -0.9300   -1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 14  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 15  4  1  0
 14  6  1  0
 25 20  1  0
 10  9  1  0
  4 27  1  6
  5 28  1  0
  5 29  1  0
  7 30  1  0
  8 31  1  0
 13 35  1  0
 12 34  1  0
 11 33  1  0
 10 32  1  0
  3 26  1  0
 18 37  1  6
 19 38  1  0
 19 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 24 43  1  0
 25 44  1  0
 17 36  1  0
M  END


  Mrv1652307082022352D          

 27 30  0  0  1  0            999 V2000
   -1.6104    0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -0.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300    0.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8992    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921   -0.3974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1921    0.3974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810    0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810   -1.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4810    1.6104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300    1.1921    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031   -0.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142   -0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781   -0.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0781    0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    0.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142    0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4051    0.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233   -0.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -0.7737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7017   -0.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6599    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0781    0.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6104   -0.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  2  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
  8  3  1  0  0  0  0
  3 12  1  6  0  0  0
  6 13  1  6  0  0  0
 11 14  1  0  0  0  0
 14 15  2  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
 14 19  1  0  0  0  0
 20  1  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
  1 27  2  0  0  0  0
 23 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0353978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC2=CNC3=C2C=CC=C3)NC(=O)[C@]([H])(CC2=CC=CC=C2)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H19N3O2/c24-19-17(10-13-6-2-1-3-7-13)22-20(25)18(23-19)11-14-12-21-16-9-5-4-8-15(14)16/h1-9,12,17-18,21H,10-11H2,(H,22,25)(H,23,24)/t17-,18-/m0/s1

> <INCHI_KEY>
CUVKAUWOMPJEMI-ROUUACIJSA-N

> <FORMULA>
C20H19N3O2

> <MOLECULAR_WEIGHT>
333.391

> <EXACT_MASS>
333.147726864

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.59583919884412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6S)-3-benzyl-6-[(1H-indol-3-yl)methyl]piperazine-2,5-dione

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.338376733666666

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.188645811274318

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.112700473216501

> <JCHEM_PKA_STRONGEST_BASIC>
-4.452469693619892

> <JCHEM_POLAR_SURFACE_AREA>
73.99

> <JCHEM_REFRACTIVITY>
94.91930000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S)-3-benzyl-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUL-20         0                                  
HETATM    1  C   UNK     0      -3.006   0.742   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.429  -0.742   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -0.429   0.742   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.679   1.523   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.898  -1.523   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.225  -0.742   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.225   0.742   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.898   1.523   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.898  -3.006   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.898   3.006   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.552  -1.523   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      -0.429   2.225   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       3.552  -0.039   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       4.880  -0.742   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.207  -1.523   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.613  -0.742   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.613   0.820   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.207   1.601   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.880   0.820   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.489   1.054   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.270  -0.273   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.270   2.459   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -4.333  -1.444   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -6.910  -0.273   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.832   2.459   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.613   1.054   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.006  -0.820   0.000  0.00  0.00           C+0
CONECT    1    4   20   27                                                  
CONECT    2    3    5                                                       
CONECT    3    2    4    8   12                                             
CONECT    4    3    1                                                       
CONECT    5    2    6    9                                                  
CONECT    6    5    7   11   13                                             
CONECT    7    6    8                                                       
CONECT    8    7   10    3                                                  
CONECT    9    5                                                            
CONECT   10    8                                                            
CONECT   11    6   14                                                       
CONECT   12    3                                                            
CONECT   13    6                                                            
CONECT   14   11   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    1   21   22                                                  
CONECT   21   20   23   24                                                  
CONECT   22   20   25                                                       
CONECT   23   21   27                                                       
CONECT   24   21   26                                                       
CONECT   25   22   26                                                       
CONECT   26   24   25                                                       
CONECT   27    1   23                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₉N₃O₂

Average Mass

333.3910 Da

Monoisotopic Mass

333.14773 Da

IUPAC Name

(3S,6S)-3-benzyl-6-[(1H-indol-3-yl)methyl]piperazine-2,5-dione

Traditional Name

(3S,6S)-3-benzyl-6-(1H-indol-3-ylmethyl)piperazine-2,5-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC2=CNC3=C2C=CC=C3)NC(=O)[C@]([H])(CC2=CC=CC=C2)NC1=O

InChI Identifier

InChI=1S/C20H19N3O2/c24-19-17(10-13-6-2-1-3-7-13)22-20(25)18(23-19)11-14-12-21-16-9-5-4-8-15(14)16/h1-9,12,17-18,21H,10-11H2,(H,22,25)(H,23,24)/t17-,18-/m0/s1

InChI Key

CUVKAUWOMPJEMI-ROUUACIJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	[email protected]	University of Oklahoma	Thilini Peramuna	2026-04-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	[email protected]	University of Oklahoma	Thilini Peramuna	2026-04-23	View Spectrum

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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Dioxopiperazine
2,5-dioxopiperazine
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Lactam
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:68230 )

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	1.98	ALOGPS
logP	2.34	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	11.11	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.92 m³·mol⁻¹	ChemAxon
Polarizability	34.6 Å³	ChemAxon
Number of Rings	4	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

5731181

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7408486

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for diketopiperazine 292A (NP0353978)

MOL for NP0353978 (diketopiperazine 292A)

3D MOL for NP0353978 (diketopiperazine 292A)

3D SDF for NP0353978 (diketopiperazine 292A)

3D-SDF for NP0353978 (diketopiperazine 292A)

PDB for NP0353978 (diketopiperazine 292A)

3D PDB for NP0353978 (diketopiperazine 292A)

SMILES for NP0353978 (diketopiperazine 292A)

INCHI for NP0353978 (diketopiperazine 292A)

Structure for NP0353978 (diketopiperazine 292A)

3D Structure for NP0353978 (diketopiperazine 292A)