NP-MRD: Showing NP-Card for Tryptophyl-Phenylalanine (NP0136673)

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Record Information

Version

2.0

Created at

2022-05-12 15:20:35 UTC

Updated at

2022-05-12 15:20:35 UTC

NP-MRD ID

NP0136673

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tryptophyl-Phenylalanine

Description

Tryptophyl-Phenylalanine, also known as W-F dipeptide or TRP-phe, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Tryptophyl-Phenylalanine is a very strong basic compound (based on its pKa). It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. Tryptophyl-Phenylalanine is a dipeptide composed of tryptophan and phenylalanine. Tryptophyl-Phenylalanine was first documented in 1992 (PMID: 1375965). This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite (PMID: 17436599).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304062014192D          

 26 28  0  0  0  0            999 V2000
   -0.7346   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346   -1.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -1.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4791   -1.2956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4791   -2.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230   -3.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -3.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9207   -3.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0922   -2.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404    1.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654    1.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279   -0.9936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.7081    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  1  0  0  0  0
  4  6  1  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  1  0  0  0  0
 10 11  2  0  0  0  0
  7 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  2  0  0  0  0
 10 15  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -0.8110    1.7827   -2.8301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006    0.5060   -2.2419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5469    0.8618   -1.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426   -0.2717   -0.8824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1380   -1.6291   -1.0462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0093   -2.2527   -0.2377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7187   -1.3355    0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7200   -1.4842    1.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2722   -0.3607    1.9924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8255    0.8832    1.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8284    0.9960    0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2459   -0.1140    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2084    0.1079   -1.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3074   -0.9742   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9042    0.9388   -1.1340 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    0.8005   -0.3271 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1328    0.0577   -1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3835   -0.1477   -0.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066   -1.3014    0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7805   -1.4875    1.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803   -0.5246    1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5676    0.6019    0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3876    0.7860   -0.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969    0.2075    0.9964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6921   -0.1939    1.3845 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8577    0.0847    1.8939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165    2.0112   -3.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112    2.5252   -2.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366   -0.2540   -3.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3011    1.3391   -2.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    1.6873   -0.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -2.1355   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1864   -3.2836   -0.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0807   -2.4423    1.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0760   -0.4571    2.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2665    1.7542    2.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4305    1.9681    0.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8756    1.8588   -1.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474    1.8636   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3110    0.5958   -2.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230   -0.9740   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7937   -2.0258    0.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9561   -2.3755    1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7091   -0.7074    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3089    1.3980    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1937    1.6817   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9163   -0.5655    2.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 26  1  0
 24 25  2  0
 12  4  1  0
 23 18  1  0
  8  7  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  6
  3 30  1  0
  3 31  1  0
  5 32  1  0
  6 33  1  0
 11 37  1  0
 10 36  1  0
  9 35  1  0
  8 34  1  0
 15 38  1  0
 16 39  1  1
 17 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 26 47  1  0
M  END


  Mrv1652304062014192D          

 26 28  0  0  0  0            999 V2000
   -0.7346   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346   -1.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -1.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4791   -1.2956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4791   -2.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230   -3.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -3.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9207   -3.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0922   -2.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404    1.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654    1.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279   -0.9936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.7081    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  1  0  0  0  0
  4  6  1  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  1  0  0  0  0
 10 11  2  0  0  0  0
  7 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  2  0  0  0  0
 10 15  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136673

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CC1=CNC2=C1C=CC=C2)C(=O)NC(CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H21N3O3/c21-16(11-14-12-22-17-9-5-4-8-15(14)17)19(24)23-18(20(25)26)10-13-6-2-1-3-7-13/h1-9,12,16,18,22H,10-11,21H2,(H,23,24)(H,25,26)

> <INCHI_KEY>
IMMPMHKLUUZKAZ-UHFFFAOYSA-N

> <FORMULA>
C20H21N3O3

> <MOLECULAR_WEIGHT>
351.399

> <EXACT_MASS>
351.158291553

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.17560245042487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2-amino-3-(1H-indol-3-yl)propanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-0.02

> <JCHEM_LOGP>
0.03217736916796023

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.66042287514372

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7795456700220904

> <JCHEM_PKA_STRONGEST_BASIC>
7.959211128736779

> <JCHEM_POLAR_SURFACE_AREA>
108.21000000000001

> <JCHEM_REFRACTIVITY>
98.1192

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trp-phe

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  N   UNK     0      -1.371  -0.521   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.141  -1.855   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.371  -3.188   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.681  -1.855   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -4.451  -0.521   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.451  -3.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.991  -3.188   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.896  -1.942   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -8.361  -2.418   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -8.361  -3.958   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.896  -4.434   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.576  -5.941   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.721  -6.971   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.185  -6.495   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.505  -4.989   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.169  -0.521   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.939   0.813   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.479   0.813   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.249   2.146   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.789   2.146   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.559   0.813   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.789  -0.521   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.249  -0.521   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.939  -1.855   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.479  -1.855   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.169  -3.188   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    1   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   16   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
L-Tryptophyl-L-phenylalanine	HMDB
TRP-Phe	HMDB
Tryptophan phenylalanine dipeptide	HMDB
Tryptophan-phenylalanine dipeptide	HMDB
Tryptophylphenylalanine	HMDB
W-F Dipeptide	HMDB
WF Dipeptide	HMDB
2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-3-phenylpropanoate	Generator

Chemical Formula

C₂₀H₂₁N₃O₃

Average Mass

351.3990 Da

Monoisotopic Mass

351.15829 Da

IUPAC Name

2-[2-amino-3-(1H-indol-3-yl)propanamido]-3-phenylpropanoic acid

Traditional Name

trp-phe

CAS Registry Number

Not Available

SMILES

NC(CC1=CNC2=C1C=CC=C2)C(=O)NC(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C20H21N3O3/c21-16(11-14-12-22-17-9-5-4-8-15(14)17)19(24)23-18(20(25)26)10-13-6-2-1-3-7-13/h1-9,12,16,18,22H,10-11,21H2,(H,23,24)(H,25,26)

InChI Key

IMMPMHKLUUZKAZ-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Triptan
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
3-alkylindole
Indole or derivatives
Indole
Aralkylamine
Benzenoid
Fatty acyl
Substituted pyrrole
Monocyclic benzene moiety
Fatty amide
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Primary aliphatic amine
Organopnictogen compound
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	-0.02	ALOGPS
logP	0.032	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	7.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.21 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	98.12 m³·mol⁻¹	ChemAxon
Polarizability	37.18 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

HMDB0029090

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

4427709

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Molnar J, Engi H, Mandi Y, Somlai C, Penke B, Szabo A, Orosz A: Effects of nontoxic heat shock protein 90 inhibitor peptide derivatives on reversal of MDR of tumor cells. In Vivo. 2007 Mar-Apr;21(2):429-33. [PubMed:17436599 ]
Hagiwara D, Miyake H, Morimoto H, Murai M, Fujii T, Matsuo M: Studies on neurokinin antagonists. 1. The design of novel tripeptides possessing the glutaminyl-D-tryptophylphenylalanine sequence as substance P antagonists. J Med Chem. 1992 May 29;35(11):2015-25. doi: 10.1021/jm00089a011. [PubMed:1375965 ]

Showing NP-Card for Tryptophyl-Phenylalanine (NP0136673)

MOL for NP0136673 (Tryptophyl-Phenylalanine)

3D MOL for NP0136673 (Tryptophyl-Phenylalanine)

3D SDF for NP0136673 (Tryptophyl-Phenylalanine)

3D-SDF for NP0136673 (Tryptophyl-Phenylalanine)

PDB for NP0136673 (Tryptophyl-Phenylalanine)

3D PDB for NP0136673 (Tryptophyl-Phenylalanine)

SMILES for NP0136673 (Tryptophyl-Phenylalanine)

INCHI for NP0136673 (Tryptophyl-Phenylalanine)

Structure for NP0136673 (Tryptophyl-Phenylalanine)

3D Structure for NP0136673 (Tryptophyl-Phenylalanine)