Np mrd loader

Showing NP-Card for Glycylproline (NP0001231)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2020-11-24 22:21:50 UTC
NP-MRD IDNP0001231
Secondary Accession NumbersNone
Natural Product Identification
Common NameGlycylproline
DescriptionGlycylproline is an end product of collagen metabolism that is further cleaved by prolidase (EC 3.4.13.9); The resulting proline molecules are recycled into collagen or other proteins. Prolidase deficiency is a rare autosomal recessive disease characterized by chronic ulcerative dermatitis, mental retardation, frequent infections and massive urinary excretion of iminodipeptides. The disease has been confirmed to be due to hereditary prolidase deficiency. It has been reported that the activity of the enzyme against glycylproline (Gly-Pro) is almost totally deficient in patients with prolidase deficiency, whereas the activity against other substrates is not so deficient. Some patients with prolidase deficiency have a marked urinary excretion of the iminodipeptide Glycylproline. The urine from patients with pressure sores contains significantly more Glycylproline than the urine from the control (PMID: 16009141 , 7629169 , 1536787 , 10582130 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001231 (Glycylproline)


     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.6226   -0.0777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -3.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444   -0.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5915   -1.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   -0.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538    2.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2722    2.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932    2.6714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9482   -0.7796    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5676    1.4213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792    0.3477    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -2.1455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719   -2.5555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7944   -2.9006    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8804    0.2838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5975   -1.7035    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7456    1.9733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    1.3323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772    0.7286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    4.1680    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9  5  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  6
  2 16  1  0
  6 17  1  6
  6 18  1  0
  7 19  1  6
  7 20  1  0
  8 21  1  6
  8 22  1  0
  9 23  1  1
 12 24  1  0
M  END
Download

3D MOL for NP0001231 (Glycylproline)

HMDB0000721
     RDKit          3D
Glycylproline
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.7128   -0.1500    0.4336 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577    0.2697    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3804   -0.7771    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7744   -1.8726    1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046   -0.5544    0.5023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.4380    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801   -1.2644   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    0.1810   -0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261    0.6548   -0.0137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8357    1.6132    1.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849    1.3182    2.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086    2.8476    0.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741   -1.1696    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827    0.3826   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    1.2075    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397    0.4810   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -2.4961    0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208   -1.2240    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.8904   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055   -1.4598    0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644    0.2834   -1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7574    0.8167   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0531    1.1602   -0.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    3.0805   -0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9  5  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  6
 12 24  1  0
M  END
Download

3D SDF for NP0001231 (Glycylproline)


     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   -3.6226   -0.0777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -0.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362   -3.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444   -0.9700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5915   -1.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354   -0.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335    0.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538    2.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2722    2.8070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932    2.6714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9482   -0.7796    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5676    1.4213    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7792    0.3477    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1490   -2.1455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719   -2.5555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7944   -2.9006    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8804    0.2838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5975   -1.7035    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7456    1.9733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    1.3323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772    0.7286    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0952    4.1680    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9  5  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  6
  2 16  1  0
  6 17  1  6
  6 18  1  0
  7 19  1  6
  7 20  1  0
  8 21  1  6
  8 22  1  0
  9 23  1  1
 12 24  1  0
M  END
> <DATABASE_ID>
NP0001231

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC(=O)N1CCC[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1

> <INCHI_KEY>
KZNQNBZMBZJQJO-YFKPBYRVSA-N

> <FORMULA>
C7H12N2O3

> <MOLECULAR_WEIGHT>
172.1818

> <EXACT_MASS>
172.08479226

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.750521460427823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-2.65

> <JCHEM_LOGP>
-3.676007803741153

> <ALOGPS_LOGS>
0.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6122621941395576

> <JCHEM_PKA_STRONGEST_BASIC>
8.132394754718373

> <JCHEM_POLAR_SURFACE_AREA>
83.63

> <JCHEM_REFRACTIVITY>
40.9899

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.79e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glycylproline

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001231 (Glycylproline)

HMDB0000721
     RDKit          3D
Glycylproline
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.7128   -0.1500    0.4336 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577    0.2697    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3804   -0.7771    0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7744   -1.8726    1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0046   -0.5544    0.5023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0812   -1.4380    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801   -1.2644   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    0.1810   -0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6261    0.6548   -0.0137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8357    1.6132    1.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849    1.3182    2.2732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086    2.8476    0.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7741   -1.1696    0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827    0.3826   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719    1.2075    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397    0.4810   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -2.4961    0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208   -1.2240    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7884   -1.8904   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1055   -1.4598    0.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644    0.2834   -1.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7574    0.8167   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0531    1.1602   -0.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    3.0805   -0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9  5  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  6
 12 24  1  0
M  END
Download

PDB for NP0001231 (Glycylproline)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    4665.9154668.246   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4664.5804669.015   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4663.2344668.269   0.000  0.00  0.00           N+0
HETATM    4  O   UNK     0    4667.2504669.015   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4668.7644666.701   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    4670.0994665.933   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    4668.7644668.242   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0    4665.8824666.683   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0    4664.6364665.777   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4665.1124664.313   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    4666.6524664.313   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    4667.1284665.777   0.000  0.00  0.00           C+0
CONECT    1    2    4    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2                                                            
CONECT    4    1                                                            
CONECT    5    6    7   12                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    9   12    1                                                  
CONECT    9   10    8                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8    5                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
Download

3D PDB for NP0001231 (Glycylproline)

COMPND    HMDB0000721
HETATM    1  N1  UNL     1       3.713  -0.150   0.434  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.358   0.270   0.224  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.380  -0.777   0.631  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.774  -1.873   1.094  1.00  0.00           O  
HETATM    5  N2  UNL     1      -0.005  -0.554   0.502  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.081  -1.438   0.839  1.00  0.00           C  
HETATM    7  C4  UNL     1      -2.080  -1.264  -0.275  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.891   0.181  -0.656  1.00  0.00           C  
HETATM    9  C6  UNL     1      -0.626   0.655  -0.014  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.836   1.613   1.086  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.485   1.318   2.273  1.00  0.00           O  
HETATM   12  O3  UNL     1      -1.409   2.848   0.887  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.774  -1.170   0.163  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.383   0.383  -0.145  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.172   1.207   0.786  1.00  0.00           H  
HETATM   16  H4  UNL     1       2.240   0.481  -0.877  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.759  -2.496   0.837  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.521  -1.224   1.837  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.788  -1.890  -1.125  1.00  0.00           H  
HETATM   20  H8  UNL     1      -3.105  -1.460   0.093  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.764   0.283  -1.762  1.00  0.00           H  
HETATM   22  H10 UNL     1      -2.757   0.817  -0.392  1.00  0.00           H  
HETATM   23  H11 UNL     1       0.053   1.160  -0.752  1.00  0.00           H  
HETATM   24  H12 UNL     1      -1.739   3.080  -0.034  1.00  0.00           H  
CONECT    1    2   13   14
CONECT    2    3   15   16
CONECT    3    4    4    5
CONECT    5    6    9
CONECT    6    7   17   18
CONECT    7    8   19   20
CONECT    8    9   21   22
CONECT    9   10   23
CONECT   10   11   11   12
CONECT   12   24
END
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SMILES for NP0001231 (Glycylproline)

NCC(=O)N1CCC[C@H]1C(O)=O
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INCHI for NP0001231 (Glycylproline)

InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1
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Synonyms
ValueSource
1-(Aminoacetyl)prolineChEBI
1-GlycylprolineChEBI
Gly-L-proChEBI
GPChEBI
N-Glycyl-L-prolineChEBI
N-GlycylprolineChEBI
Glycyl-L-prolineHMDB
(S)-1-(2-Aminoacetyl)pyrrolidine-2-carboxylic acidHMDB
1-Glycyl-L-prolineHMDB
g-p DipeptideHMDB
GP DipeptideHMDB
Gly-proHMDB
Glycine proline dipeptideHMDB
Glycine-proline dipeptideHMDB
Glycyl-prolineHMDB
NSC 97929HMDB
GlycylprolineChEBI
Chemical FormulaC7H12N2O3
Average Mass172.1818 Da
Monoisotopic Mass172.08479 Da
IUPAC Name(2S)-1-(2-aminoacetyl)pyrrolidine-2-carboxylic acid
Traditional Nameglycylproline
CAS Registry Number704-15-4
SMILES
NCC(=O)N1CCC[C@H]1C(O)=O
InChI Identifier
InChI=1S/C7H12N2O3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4,8H2,(H,11,12)/t5-/m0/s1
InChI KeyKZNQNBZMBZJQJO-YFKPBYRVSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Proline or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-l-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • N-acylpyrrolidine
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine carboxylic acid
  • Tertiary carboxylic acid amide
  • Pyrrolidine
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point155 - 158 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility279 g/LALOGPS
logP-2.6ALOGPS
logP-3.7ChemAxon
logS0.21ALOGPS
pKa (Strongest Acidic)3.61ChemAxon
pKa (Strongest Basic)8.13ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.63 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.99 m³·mol⁻¹ChemAxon
Polarizability16.75 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000721
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022202
KNApSAcK IDNot Available
Chemspider ID2282246
KEGG Compound IDNot Available
BioCyc IDCPD-10814
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3013625
PDB IDNot Available
ChEBI ID70744
Good Scents IDNot Available
References
General References
  1. Shoemaker JD, Elliott WH: Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J Chromatogr. 1991 Jan 2;562(1-2):125-38. [PubMed:2026685 ]
  2. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
  3. Barshop BA: Metabolomic approaches to mitochondrial disease: correlation of urine organic acids. Mitochondrion. 2004 Sep;4(5-6):521-7. Epub 2004 Sep 30. [PubMed:16120410 ]
  4. Krepela E, Kasafirek E, Vicar J, Kraml J: An assay of dipeptidyl peptidase IV activity in human serum and serum of pregnant women with glycyl-L-proline-1-naphthylamide and other glycyl-L-proline-arylamides as substrates. Physiol Bohemoslov. 1983;32(4):334-45. [PubMed:6353449 ]
  5. Liu G, Nakayama K, Sagara Y, Awata S, Yamashita K, Manabe M, Kodama H: Characterization of prolidase activity in erythrocytes from a patient with prolidase deficiency: comparison with prolidase I and II purified from normal human erythrocytes. Clin Biochem. 2005 Jul;38(7):625-31. [PubMed:16009141 ]
  6. Mock WL, Liu Y: Hydrolysis of picolinylprolines by prolidase. A general mechanism for the dual-metal ion containing aminopeptidases. J Biol Chem. 1995 Aug 4;270(31):18437-46. [PubMed:7629169 ]
  7. Berardesca E, Fideli D, Bellosta M, Dyne KM, Zanaboni G, Cetta G: Blood transfusions in the therapy of a case of prolidase deficiency. Br J Dermatol. 1992 Feb;126(2):193-5. [PubMed:1536787 ]
  8. Le J, Perier C, Peyroche S, Rascle F, Blanchon MA, Gonthier R, Frey J, Chamson A: Urine glycyl-L-proline increase and skin trophicity. Amino Acids. 1999;17(3):315-22. [PubMed:10582130 ]