NP-MRD: Showing NP-Card for (3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol (NP0280768)

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Record Information

Version

2.0

Created at

2022-09-09 06:44:35 UTC

Updated at

2022-09-09 06:44:36 UTC

NP-MRD ID

NP0280768

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol

Description

Cyclo(L-tyrosyl-L-phenylalanyl), also known as cyclo(L-phe-L-tyr) or cyclo(L-phenylalanyl-L-tyrosyl), 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(L-tyrosyl-L-phenylalanyl) is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05031419552D          

 25 27  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  6  0  0  0
 16 11  1  6  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  2  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 21 14  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 15 24  1  1  0  0  0
 16 25  1  1  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.4195    1.7031    0.0828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8145    0.5177   -0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    0.5620   -0.7860 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811   -0.7164   -1.1531 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3506   -0.6025   -1.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4201   -0.1856   -0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2727   -1.0724   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2859   -0.6687    0.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4516    0.6627    0.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793    1.0619    1.7948 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6118    1.5633    0.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6058    1.1680   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7521   -1.6539   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7455   -2.4771    0.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4595   -1.6735    0.4438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5031   -0.7693   -0.1057 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6091   -0.8250    0.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7953   -0.0343    0.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057    1.1865    1.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1559    1.9369    0.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0729    1.4047    0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8817    0.1704   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7469   -0.5264   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    2.0807    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3240   -1.0660   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608    0.0658   -2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6238   -1.6093   -2.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2340   -2.1432   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579   -1.3866    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807    0.3664    2.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    2.6195    0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9893    1.9396   -0.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8061   -2.6774    1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8768   -1.1866   -1.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -1.9070    0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -0.6108    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    1.6212    1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2979    2.8856    1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9803    1.9798   -0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217   -0.2050   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6095   -1.4987   -0.7412 H   0  0  0  0  0  0  0  0  0  0  0  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 15  1  0
 15 13  2  0
 13 14  1  0
 13  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 16  1  0
 23 18  1  0
 12  6  1  0
 16 34  1  6
 17 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 22 40  1  0
 23 41  1  0
 14 33  1  0
  4 25  1  6
  5 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
  1 24  1  0
M  END


  Mrv0541 05031419552D          

 25 27  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  2  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  6  0  0  0
 16 11  1  6  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  2  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 21 14  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 15 24  1  1  0  0  0
 16 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0280768

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC2=CC=CC=C2)N=C(O)[C@]([H])(CC2=CC=C(O)C=C2)N=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N2O3/c21-14-8-6-13(7-9-14)11-16-18(23)19-15(17(22)20-16)10-12-4-2-1-3-5-12/h1-9,15-16,21H,10-11H2,(H,19,23)(H,20,22)/t15-,16-/m0/s1

> <INCHI_KEY>
GRWVBLRIPRGGPD-HOTGVXAUSA-N

> <FORMULA>
C18H18N2O3

> <MOLECULAR_WEIGHT>
310.3471

> <EXACT_MASS>
310.131742452

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.67118853550568

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6S)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
3.1487210703154074

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.1896063411248745

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.374307496957806

> <JCHEM_PKA_STRONGEST_BASIC>
3.6632778707543108

> <JCHEM_POLAR_SURFACE_AREA>
85.41000000000001

> <JCHEM_REFRACTIVITY>
86.8571

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   12                                                       
CONECT    5    3   12                                                       
CONECT    6    8   13                                                       
CONECT    7    9   13                                                       
CONECT    8    6   14                                                       
CONECT    9    7   14                                                       
CONECT   10   12   15                                                       
CONECT   11   13   16                                                       
CONECT   12    4    5   10                                                  
CONECT   13    6    7   11                                                  
CONECT   14    8    9   21                                                  
CONECT   15   10   17   19   24                                             
CONECT   16   11   18   20   25                                             
CONECT   17   15   20   22                                                  
CONECT   18   16   19   23                                                  
CONECT   19   15   18                                                       
CONECT   20   16   17                                                       
CONECT   21   14                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
Cyclo(L-phe-L-tyr)	ChEBI
Cyclo(L-phenylalanyl-L-tyrosyl)	ChEBI
Cyclo(L-tyr-L-phe)	ChEBI
Cyclo(phe-tyr)	ChEBI
Cyclo(tyrphe)	ChEBI
cYF	ChEBI

Chemical Formula

C₁₈H₁₈N₂O₃

Average Mass

310.3471 Da

Monoisotopic Mass

310.13174 Da

IUPAC Name

(3S,6S)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol

Traditional Name

(3S,6S)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC2=CC=CC=C2)N=C(O)[C@]([H])(CC2=CC=C(O)C=C2)N=C1O

InChI Identifier

InChI=1S/C18H18N2O3/c21-14-8-6-13(7-9-14)11-16-18(23)19-15(17(22)20-16)10-12-4-2-1-3-5-12/h1-9,15-16,21H,10-11H2,(H,19,23)(H,20,22)/t15-,16-/m0/s1

InChI Key

GRWVBLRIPRGGPD-HOTGVXAUSA-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

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
Dioxopiperazine
2,5-dioxopiperazine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Benzenoid
Secondary carboxylic acid amide
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

2,5-diketopiperazines (CHEBI:71611 )

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	2.5	ALOGPS
logP	3.15	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	5.37	ChemAxon
pKa (Strongest Basic)	3.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	85.41 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.86 m³·mol⁻¹	ChemAxon
Polarizability	32.67 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

11438306

PDB ID

Not Available

ChEBI ID

71611

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol (NP0280768)

MOL for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

3D MOL for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

3D SDF for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

3D-SDF for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

PDB for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

3D PDB for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

SMILES for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

INCHI for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

Structure for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)

3D Structure for NP0280768 ((3s,6s)-3-benzyl-6-[(4-hydroxyphenyl)methyl]-3,6-dihydropyrazine-2,5-diol)