NP-MRD: Showing NP-Card for Melanostatin (NP0006373)

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Record Information

Version

2.0

Created at

2020-12-09 03:24:27 UTC

Updated at

2021-07-15 16:54:37 UTC

NP-MRD ID

NP0006373

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Melanostatin

Provided By

NPAtlas

Description

Melanostatin belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Melanostatin is found in Streptomyces and Streptomyces clavifer. Melanostatin was first documented in 1991 (PMID: 1672125). Based on a literature review very few articles have been published on Melanostatin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118273D          

 44 44  0  0  0  0            999 V2000
   -2.3631   -3.5298   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4439   -2.4066   -0.1173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9950   -1.8775    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215   -1.3626   -1.1629 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4599   -0.1941   -0.8567 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8943   -0.5472   -0.5771 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -0.1361   -1.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    0.5502   -2.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.4946   -1.1579 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8339    0.0726    0.1456 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0239    0.9474   -0.2478 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6416    1.3289   -1.6635 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1809    0.0704   -2.2057 N   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9732    0.7381    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    1.0832    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    1.2673    0.1601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    2.1669    1.1858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1076    2.6171    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    3.5128    1.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137    2.2132    0.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -4.0715    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2937    4.2369    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3190    3.4304    2.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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    3.3680   -0.4946   -1.1579 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8339    0.0726    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0239    0.9474   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6416    1.3289   -1.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9732    0.7381    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4616   -1.6088   -1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242118273D          

 44 44  0  0  0  0            999 V2000
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   -1.4439   -2.4066   -0.1173 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.8137    2.2132    0.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0006373

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=O)C([H])([H])N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]1([H])N([H])C([H])([H])C([H])([H])C1([H])[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H24N4O3/c1-8(2)6-10(12(19)16-7-11(14)18)17-13(20)9-4-3-5-15-9/h8-10,15H,3-7H2,1-2H3,(H2,14,18)(H,16,19)(H,17,20)/t9-,10-/m0/s1

> <INCHI_KEY>
NOOJLZTTWSNHOX-UWVGGRQHSA-N

> <FORMULA>
C13H24N4O3

> <MOLECULAR_WEIGHT>
284.3547

> <EXACT_MASS>
284.184840654

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
30.58245228593397

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-(carbamoylmethyl)-4-methyl-2-{[(2S)-pyrrolidin-2-yl]formamido}pentanamide

> <ALOGPS_LOGP>
-0.82

> <JCHEM_LOGP>
-1.2917761033333337

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.053334219788375

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.46185886108194

> <JCHEM_PKA_STRONGEST_BASIC>
9.504155071199083

> <JCHEM_POLAR_SURFACE_AREA>
113.32

> <JCHEM_REFRACTIVITY>
73.661

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-prolyl-l-leucylglycinamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 44  0  0  0  0  0  0  0  0999 V2000
   -2.3631   -3.5298   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4439   -2.4066   -0.1173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9950   -1.8775    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215   -1.3626   -1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4599   -0.1941   -0.8567 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8943   -0.5472   -0.5771 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -0.1361   -1.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    0.5502   -2.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.4946   -1.1579 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8339    0.0726    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0239    0.9474   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6416    1.3289   -1.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1809    0.0704   -2.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    0.7381    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    1.0832    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    1.2673    0.1601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    2.1669    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1076    2.6171    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    3.5128    1.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137    2.2132    0.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -4.0715    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -4.2649   -1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1157   -3.1267   -1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4846   -2.8991    0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -1.2875    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285   -1.3438    1.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058   -2.7414    1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924   -1.8375   -2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -1.0093   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388    0.4205   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733   -1.1233    0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616   -1.6088   -1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114   -0.7126    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499    0.7651    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9478    0.3576   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0907    1.8247    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003    2.0257   -1.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5262    1.7210   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9920   -0.5497   -2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277    0.9887   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0272    3.0621    1.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5991    1.7240    2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2937    4.2369    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3190    3.4304    2.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 13  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.363  -3.530  -0.622  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.444  -2.407  -0.117  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.995  -1.878   1.184  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.321  -1.363  -1.163  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.460  -0.194  -0.857  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.894  -0.547  -0.577  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.942  -0.136  -1.432  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.647   0.550  -2.446  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.368  -0.495  -1.158  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.834   0.073   0.146  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.024   0.947  -0.248  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.642   1.329  -1.664  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.181   0.070  -2.206  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.973   0.738   0.163  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.198   1.083   1.091  0.00  0.00           O+0
HETATM   16  N   UNK     0      -2.282   1.267   0.160  0.00  0.00           N+0
HETATM   17  C   UNK     0      -2.701   2.167   1.186  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.108   2.617   1.016  0.00  0.00           C+0
HETATM   19  N   UNK     0      -4.622   3.513   1.982  0.00  0.00           N+0
HETATM   20  O   UNK     0      -4.814   2.213   0.045  0.00  0.00           O+0
HETATM   21  H   UNK     0      -2.798  -4.072   0.251  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.731  -4.265  -1.187  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.116  -3.127  -1.306  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.485  -2.899   0.114  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.919  -1.288   1.028  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.228  -1.344   1.748  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.306  -2.741   1.836  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.892  -1.837  -2.094  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.324  -1.009  -1.480  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.439   0.421  -1.822  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.173  -1.123   0.268  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.462  -1.609  -1.194  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.111  -0.713   0.859  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.050   0.765   0.519  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.948   0.358  -0.223  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.091   1.825   0.420  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.800   2.026  -1.599  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.526   1.721  -2.190  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.992  -0.550  -2.461  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.928   0.989  -0.600  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.027   3.062   1.153  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.599   1.724   2.205  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.294   4.237   1.694  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.319   3.430   2.961  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3    4   24                                             
CONECT    3    2   25   26   27                                             
CONECT    4    2    5   28   29                                             
CONECT    5    4    6   14   30                                             
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13   32                                             
CONECT   10    9   11   33   34                                             
CONECT   11   10   12   35   36                                             
CONECT   12   11   13   37   38                                             
CONECT   13   12    9   39                                                  
CONECT   14    5   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   40                                                  
CONECT   17   16   18   41   42                                             
CONECT   18   17   19   20                                                  
CONECT   19   18   43   44                                                  
CONECT   20   18                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    6                                                            
CONECT   32    9                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   11                                                            
CONECT   36   11                                                            
CONECT   37   12                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   16                                                            
CONECT   41   17                                                            
CONECT   42   17                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   88    0
END

RDKit          3D

44 44  0  0  0  0  0  0  0  0999 V2000
   -2.3631   -3.5298   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4439   -2.4066   -0.1173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9950   -1.8775    1.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215   -1.3626   -1.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4599   -0.1941   -0.8567 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8943   -0.5472   -0.5771 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9422   -0.1361   -1.4315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472    0.5502   -2.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.4946   -1.1579 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8339    0.0726    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0239    0.9474   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6416    1.3289   -1.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1809    0.0704   -2.2057 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9732    0.7381    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976    1.0832    1.0909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    1.2673    0.1601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7009    2.1669    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1076    2.6171    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    3.5128    1.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8137    2.2132    0.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7979   -4.0715    0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312   -4.2649   -1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1157   -3.1267   -1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4846   -2.8991    0.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -1.2875    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285   -1.3438    1.7478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3058   -2.7414    1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924   -1.8375   -2.0936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3244   -1.0093   -1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4388    0.4205   -1.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733   -1.1233    0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616   -1.6088   -1.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114   -0.7126    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499    0.7651    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9478    0.3576   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0907    1.8247    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003    2.0257   -1.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5262    1.7210   -2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9920   -0.5497   -2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9277    0.9887   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0272    3.0621    1.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5991    1.7240    2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2937    4.2369    1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3190    3.4304    2.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 13  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  6
  6 31  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 19 43  1  0
 19 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
7-9-Oxytocin	HMDB
L-Proline-L-leucine-glycine-amide	HMDB
L-Prolyl-L-leucylglycinamide	HMDB
L-Prolyl-L-leucylglycylamide	HMDB
Melanostatin I (ox)	HMDB
MIF-I	HMDB
MSH-Release inhibiting factor I	HMDB
Oxytocin c-terminal tripeptide	HMDB
Prolylleucylglycine amide	HMDB
MSH Release-inhibiting hormone	MeSH, HMDB
pro-Leu-gly-NH2	MeSH, HMDB
Prolylleucylglycinamide	MeSH, HMDB
MIF-1	MeSH, HMDB
Oxytocin (7-9)	MeSH, HMDB
Prol leu gly NH2	MeSH, HMDB
Prolyl leucyl glycinamide	MeSH, HMDB
pro-Leu-glyamide	MeSH, HMDB
Prolyl-leucyl-glycinamide	MeSH, HMDB
H-pro-Leu-gly-NH2	MeSH, HMDB
MSH Release-inhibiting factor	MeSH, HMDB
Prol-leu-gly-NH2	MeSH, HMDB
(2S)-2-({hydroxy[(2S)-pyrrolidin-2-yl]methylidene}amino)-N-[(C-hydroxycarbonimidoyl)methyl]-4-methylpentanimidate	Generator, HMDB
Melanostatin	MeSH

Chemical Formula

C₁₃H₂₄N₄O₃

Average Mass

284.3547 Da

Monoisotopic Mass

284.18484 Da

IUPAC Name

(2S)-N-(carbamoylmethyl)-4-methyl-2-{[(2S)-pyrrolidin-2-yl]formamido}pentanamide

Traditional Name

L-prolyl-l-leucylglycinamide

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](NC(=O)[C@@H]1CCCN1)C(=O)NCC(N)=O

InChI Identifier

InChI=1S/C13H24N4O3/c1-8(2)6-10(12(19)16-7-11(14)18)17-13(20)9-4-3-5-15-9/h8-10,15H,3-7H2,1-2H3,(H2,14,18)(H,16,19)(H,17,20)/t9-,10-/m0/s1

InChI Key

NOOJLZTTWSNHOX-UWVGGRQHSA-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

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Streptomyces	NPAtlas	1672125
Streptomyces clavifer	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteromonocyclic 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	-0.82	ALOGPS
logP	-1.3	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.46	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	113.32 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.66 m³·mol⁻¹	ChemAxon
Polarizability	30.58 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA020683

HMDB ID

HMDB0005764

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023754

KNApSAcK ID

Not Available

Chemspider ID

83871

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Melanocyte-inhibiting factor

METLIN ID

Not Available

PubChem Compound

92910

PDB ID

Not Available

ChEBI ID

259663

Good Scents ID

Not Available

References

General References

Ishihara Y, Oka M, Tsunakawa M, Tomita K, Hatori M, Yamamoto H, Kamei H, Miyaki T, Konishi M, Oki T: Melanostatin, a new melanin synthesis inhibitor. Production, isolation, chemical properties, structure and biological activity. J Antibiot (Tokyo). 1991 Jan;44(1):25-32. doi: 10.7164/antibiotics.44.25. [PubMed:1672125 ]

Showing NP-Card for Melanostatin (NP0006373)

MOL for NP0006373 (Melanostatin)

3D MOL for NP0006373 (Melanostatin)

3D SDF for NP0006373 (Melanostatin)

3D-SDF for NP0006373 (Melanostatin)

PDB for NP0006373 (Melanostatin)

3D PDB for NP0006373 (Melanostatin)

SMILES for NP0006373 (Melanostatin)

INCHI for NP0006373 (Melanostatin)

Structure for NP0006373 (Melanostatin)

3D Structure for NP0006373 (Melanostatin)