NP-MRD: Showing NP-Card for Jomthonic acid A (NP0010806)

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Record Information

Version

2.0

Created at

2021-01-05 20:38:35 UTC

Updated at

2021-07-15 17:07:07 UTC

NP-MRD ID

NP0010806

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Jomthonic acid A

Provided By

NPAtlas

Description

(2R,3R)-3-{[(2S,3R)-2-{[(2E,4E)-1-hydroxy-4-methylhexa-2,4-dien-1-ylidene]amino}-3-phenylbutanoyl]oxy}-2-methylbutanoic acid belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating. Jomthonic acid A is found in Streptomyces caniferus and Streptomyces sp.. Jomthonic acid A was first documented in 2012 (PMID: 22583058). Based on a literature review very few articles have been published on (2R,3R)-3-{[(2S,3R)-2-{[(2E,4E)-1-hydroxy-4-methylhexa-2,4-dien-1-ylidene]amino}-3-phenylbutanoyl]oxy}-2-methylbutanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107413D          

 57 57  0  0  0  0            999 V2000
    7.2760   -2.9212   -1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462   -2.4404   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -1.5110   -1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.8882   -2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893   -1.0775   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3255   -0.1551   -1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    0.3329   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.2124   -1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140   -0.1823    0.0878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154    0.2479    0.5774 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1761   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5264   -1.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.1925   -0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -0.5703   -0.7788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2855    0.5469   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8929   -1.8823   -0.2864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3482   -1.7807    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0452   -2.3064   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4234   -1.6108   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -3.4880   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143    1.7184    0.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3319    1.9116    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    2.3622    1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5524    2.0277    2.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637    2.7055    3.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2605    3.7213    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    4.0653    1.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    3.3866    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793   -3.6005   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9845   -2.0712   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1732   -3.4236   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -2.8712    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -1.3527   -2.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.0931   -3.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.1939   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6060   -1.5359    0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058    0.2527   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.9134    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072   -0.2319    1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9710   -0.7917   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.6416   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623    0.5496    0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010    1.5084   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -2.6844   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -1.7015    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8562   -0.9637    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -2.7411    1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -4.2579   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5561    2.3123   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    2.1062    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    0.9554    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389    2.7067    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    1.2267    3.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1019    2.4217    3.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415    4.2521    2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    4.8616    0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1870    3.7154   -0.3093 H   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 23  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  6 37  1  0  0  0  0
  9 38  1  0  0  0  0
 10 39  1  1  0  0  0
 14 40  1  6  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 16 44  1  1  0  0  0
 17 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 20 48  1  0  0  0  0
 21 49  1  6  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 22 52  1  0  0  0  0
 24 53  1  0  0  0  0
 25 54  1  0  0  0  0
 26 55  1  0  0  0  0
 27 56  1  0  0  0  0
 28 57  1  0  0  0  0
M  END

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
    7.2760   -2.9212   -1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462   -2.4404   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -1.5110   -1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.8882   -2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893   -1.0775   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3255   -0.1551   -1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    0.3329   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.2124   -1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140   -0.1823    0.0878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154    0.2479    0.5774 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1761   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5264   -1.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.1925   -0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -0.5703   -0.7788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2855    0.5469   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8929   -1.8823   -0.2864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3482   -1.7807    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0452   -2.3064   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4234   -1.6108   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -3.4880   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143    1.7184    0.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3319    1.9116    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    2.3622    1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5524    2.0277    2.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637    2.7055    3.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2605    3.7213    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    4.0653    1.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    3.3866    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793   -3.6005   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9845   -2.0712   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1732   -3.4236   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -2.8712    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -1.3527   -2.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.0931   -3.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.1939   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6060   -1.5359    0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058    0.2527   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.9134    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072   -0.2319    1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9710   -0.7917   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.6416   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623    0.5496    0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010    1.5084   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -2.6844   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -1.7015    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8562   -0.9637    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -2.7411    1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -4.2579   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5561    2.3123   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    2.1062    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    0.9554    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389    2.7067    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1019    2.4217    3.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1489    4.8616    0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1870    3.7154   -0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 10 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  9 38  1  0
 10 39  1  1
 14 40  1  6
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 15 42  1  0
 15 43  1  0
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 17 46  1  0
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 20 48  1  0
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 22 50  1  0
 22 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
M  END


  Mrv1652306242107413D          

 57 57  0  0  0  0            999 V2000
    7.2760   -2.9212   -1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462   -2.4404   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -1.5110   -1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.8882   -2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893   -1.0775   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3255   -0.1551   -1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    0.3329   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.2124   -1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140   -0.1823    0.0878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154    0.2479    0.5774 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1761   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5264   -1.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.1925   -0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -0.5703   -0.7788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2855    0.5469   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8929   -1.8823   -0.2864 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -5.0452   -2.3064   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4234   -1.6108   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -3.4880   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143    1.7184    0.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3319    1.9116    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    2.3622    1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5524    2.0277    2.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637    2.7055    3.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2605    3.7213    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    4.0653    1.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    3.3866    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793   -3.6005   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9845   -2.0712   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1732   -3.4236   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -2.8712    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -1.3527   -2.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.0931   -3.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.1939   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6060   -1.5359    0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058    0.2527   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.9134    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072   -0.2319    1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9710   -0.7917   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.6416   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623    0.5496    0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010    1.5084   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -2.6844   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -1.7015    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8562   -0.9637    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -2.7411    1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -4.2579   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5561    2.3123   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    2.1062    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    0.9554    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389    2.7067    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    1.2267    3.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1019    2.4217    3.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415    4.2521    2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    4.8616    0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1870    3.7154   -0.3093 H   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 23  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  6 37  1  0  0  0  0
  9 38  1  0  0  0  0
 10 39  1  1  0  0  0
 14 40  1  6  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 16 44  1  1  0  0  0
 17 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 20 48  1  0  0  0  0
 21 49  1  6  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 22 52  1  0  0  0  0
 24 53  1  0  0  0  0
 25 54  1  0  0  0  0
 26 55  1  0  0  0  0
 27 56  1  0  0  0  0
 28 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010806

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(C([H])([H])[H])[C@]([H])(OC(=O)[C@@]([H])(N([H])C(=O)C(\[H])=C(/[H])\C(=C(/[H])C([H])([H])[H])\C([H])([H])[H])[C@@]([H])(C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO5/c1-6-14(2)12-13-19(24)23-20(16(4)18-10-8-7-9-11-18)22(27)28-17(5)15(3)21(25)26/h6-13,15-17,20H,1-5H3,(H,23,24)(H,25,26)/b13-12+,14-6+/t15-,16-,17-,20+/m1/s1

> <INCHI_KEY>
VVPVXDHEFAYPAR-ZZSCLJTRSA-N

> <FORMULA>
C22H29NO5

> <MOLECULAR_WEIGHT>
387.476

> <EXACT_MASS>
387.204573038

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.87035334004737

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2-methyl-3-{[(2S,3R)-2-[(2E,4E)-4-methylhexa-2,4-dienamido]-3-phenylbutanoyl]oxy}butanoic acid

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
3.995390832666665

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.996289378164267

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.175773320988332

> <JCHEM_PKA_STRONGEST_BASIC>
-0.35303800945480235

> <JCHEM_POLAR_SURFACE_AREA>
92.7

> <JCHEM_REFRACTIVITY>
108.49990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-methyl-3-{[(2S,3R)-2-[(2E,4E)-4-methylhexa-2,4-dienamido]-3-phenylbutanoyl]oxy}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
    7.2760   -2.9212   -1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462   -2.4404   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -1.5110   -1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.8882   -2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893   -1.0775   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3255   -0.1551   -1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    0.3329   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.2124   -1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140   -0.1823    0.0878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154    0.2479    0.5774 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1761   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5264   -1.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.1925   -0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -0.5703   -0.7788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2855    0.5469   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8929   -1.8823   -0.2864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3482   -1.7807    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0452   -2.3064   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4234   -1.6108   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -3.4880   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143    1.7184    0.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3319    1.9116    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    2.3622    1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5524    2.0277    2.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637    2.7055    3.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2605    3.7213    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    4.0653    1.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    3.3866    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793   -3.6005   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9845   -2.0712   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1732   -3.4236   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -2.8712    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -1.3527   -2.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.0931   -3.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.1939   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6060   -1.5359    0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058    0.2527   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.9134    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072   -0.2319    1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9710   -0.7917   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.6416   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623    0.5496    0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010    1.5084   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -2.6844   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -1.7015    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8562   -0.9637    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -2.7411    1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -4.2579   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5561    2.3123   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    2.1062    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    0.9554    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389    2.7067    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    1.2267    3.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1019    2.4217    3.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415    4.2521    2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    4.8616    0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1870    3.7154   -0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 10 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  9 38  1  0
 10 39  1  1
 14 40  1  6
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  0
 22 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  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       7.276  -2.921  -1.184  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.946  -2.440  -0.745  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.309  -1.511  -1.395  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.892  -0.888  -2.612  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.989  -1.077  -0.886  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.325  -0.155  -1.527  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.004   0.333  -1.083  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.490   1.212  -1.824  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.414  -0.182   0.088  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.115   0.248   0.577  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.868  -0.176  -0.417  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.599  -0.526  -1.583  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.191  -0.193  -0.013  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.297  -0.570  -0.779  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.285   0.547  -0.820  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.893  -1.882  -0.286  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.348  -1.781   1.141  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.045  -2.306  -1.113  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.423  -1.611  -2.091  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.698  -3.488  -0.785  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.214   1.718   0.830  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.332   1.912   1.866  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.972   2.362   1.381  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.552   2.028   2.599  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.664   2.705   3.027  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.260   3.721   2.315  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.688   4.065   1.092  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.563   3.387   0.648  0.00  0.00           C+0
HETATM   29  H   UNK     0       7.679  -3.600  -0.374  0.00  0.00           H+0
HETATM   30  H   UNK     0       7.984  -2.071  -1.304  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.173  -3.424  -2.151  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.482  -2.871   0.142  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.863  -1.353  -2.805  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.238  -1.093  -3.489  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.955   0.194  -2.406  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.606  -1.536   0.003  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.806   0.253  -2.434  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.891  -0.913   0.680  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.107  -0.232   1.548  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.971  -0.792  -1.842  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.848   0.642  -1.775  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.962   0.550   0.076  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.701   1.508  -0.696  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.094  -2.684  -0.284  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.469  -1.702   1.172  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.856  -0.964   1.706  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.131  -2.741   1.696  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.189  -4.258  -0.318  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.556   2.312  -0.069  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.887   2.106   2.872  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.902   0.955   1.987  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.039   2.707   1.570  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.113   1.227   3.197  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.102   2.422   3.993  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.141   4.252   2.668  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.149   4.862   0.524  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.187   3.715  -0.309  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3   32                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   33   34   35                                             
CONECT    5    3    6   36                                                  
CONECT    6    5    7   37                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   38                                                  
CONECT   10    9   11   21   39                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16   40                                             
CONECT   15   14   41   42   43                                             
CONECT   16   14   17   18   44                                             
CONECT   17   16   45   46   47                                             
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   48                                                       
CONECT   21   10   22   23   49                                             
CONECT   22   21   50   51   52                                             
CONECT   23   21   24   28                                                  
CONECT   24   23   25   53                                                  
CONECT   25   24   26   54                                                  
CONECT   26   25   27   55                                                  
CONECT   27   26   28   56                                                  
CONECT   28   27   23   57                                                  
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   14                                                            
CONECT   41   15                                                            
CONECT   42   15                                                            
CONECT   43   15                                                            
CONECT   44   16                                                            
CONECT   45   17                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   26                                                            
CONECT   56   27                                                            
CONECT   57   28                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  114    0
END

RDKit          3D

57 57  0  0  0  0  0  0  0  0999 V2000
    7.2760   -2.9212   -1.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462   -2.4404   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3087   -1.5110   -1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.8882   -2.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9893   -1.0775   -0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3255   -0.1551   -1.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    0.3329   -1.0825 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4899    1.2124   -1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140   -0.1823    0.0878 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1154    0.2479    0.5774 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1761   -0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5264   -1.5832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1907   -0.1925   -0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972   -0.5703   -0.7788 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2855    0.5469   -0.8202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8929   -1.8823   -0.2864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3482   -1.7807    1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0452   -2.3064   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4234   -1.6108   -2.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -3.4880   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143    1.7184    0.8296 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3319    1.9116    1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723    2.3622    1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5524    2.0277    2.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637    2.7055    3.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2605    3.7213    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878    4.0653    1.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625    3.3866    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793   -3.6005   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9845   -2.0712   -1.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1732   -3.4236   -2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816   -2.8712    0.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -1.3527   -2.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.0931   -3.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9546    0.1939   -2.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6060   -1.5359    0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058    0.2527   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905   -0.9134    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072   -0.2319    1.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9710   -0.7917   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.6416   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9623    0.5496    0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010    1.5084   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0941   -2.6844   -0.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -1.7015    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8562   -0.9637    1.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314   -2.7411    1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -4.2579   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5561    2.3123   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8874    2.1062    2.8716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    0.9554    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389    2.7067    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    1.2267    3.1971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1019    2.4217    3.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415    4.2521    2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489    4.8616    0.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1870    3.7154   -0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 10 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  6 37  1  0
  9 38  1  0
 10 39  1  1
 14 40  1  6
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 17 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  0
 22 51  1  0
 22 52  1  0
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
(2R,3R)-3-{[(2S,3R)-2-{[(2E,4E)-1-hydroxy-4-methylhexa-2,4-dien-1-ylidene]amino}-3-phenylbutanoyl]oxy}-2-methylbutanoate	Generator
Jomthonate a	Generator
Jomthonic acid	MeSH

Chemical Formula

C₂₂H₂₉NO₅

Average Mass

387.4760 Da

Monoisotopic Mass

387.20457 Da

IUPAC Name

(2R,3R)-2-methyl-3-{[(2S,3R)-2-[(2E,4E)-4-methylhexa-2,4-dienamido]-3-phenylbutanoyl]oxy}butanoic acid

Traditional Name

(2R,3R)-2-methyl-3-{[(2S,3R)-2-[(2E,4E)-4-methylhexa-2,4-dienamido]-3-phenylbutanoyl]oxy}butanoic acid

CAS Registry Number

Not Available

SMILES

C\C=C(/C)\C=C\C(=O)N[C@@H]([C@H](C)C1=CC=CC=C1)C(=O)O[C@H](C)[C@@H](C)C(O)=O

InChI Identifier

InChI=1S/C22H29NO5/c1-6-14(2)12-13-19(24)23-20(16(4)18-10-8-7-9-11-18)22(27)28-17(5)15(3)21(25)26/h6-13,15-17,20H,1-5H3,(H,23,24)(H,25,26)/b13-12+,14-6+/t15-,16-,17-,20+/m1/s1

InChI Key

VVPVXDHEFAYPAR-ZZSCLJTRSA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Streptomyces caniferus	LOTUS Database	35616633
Streptomyces sp.	NPAtlas	22583058

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Depsipeptides

Alternative Parents

Substituents

Depsipeptide
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Fatty acid ester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
N-acyl-amine
Benzenoid
Fatty acyl
Carboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.9	ALOGPS
logP	4	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.18	ChemAxon
pKa (Strongest Basic)	-0.35	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.7 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	108.5 m³·mol⁻¹	ChemAxon
Polarizability	42.87 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA010628

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28511338

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

59051357

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Igarashi Y, Yu L, Ikeda M, Oikawa T, Kitani S, Nihira T, Bayanmunkh B, Panbangred W: Jomthonic acid , a modified amino acid from a soil-derived Streptomyces. J Nat Prod. 2012 May 25;75(5):986-90. doi: 10.1021/np200742c. Epub 2012 May 14. [PubMed:22583058 ]

Showing NP-Card for Jomthonic acid A (NP0010806)

MOL for NP0010806 (Jomthonic acid A)

3D MOL for NP0010806 (Jomthonic acid A)

3D SDF for NP0010806 (Jomthonic acid A)

3D-SDF for NP0010806 (Jomthonic acid A)

PDB for NP0010806 (Jomthonic acid A)

3D PDB for NP0010806 (Jomthonic acid A)

SMILES for NP0010806 (Jomthonic acid A)

INCHI for NP0010806 (Jomthonic acid A)

Structure for NP0010806 (Jomthonic acid A)

3D Structure for NP0010806 (Jomthonic acid A)