NP-MRD: Showing NP-Card for Beauveriolide V (NP0005197)

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Record Information

Version

2.0

Created at

2020-12-09 02:30:50 UTC

Updated at

2021-07-15 16:51:19 UTC

NP-MRD ID

NP0005197

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Beauveriolide V

Provided By

NPAtlas

Description

(6S,9S)-3-[(2S)-butan-2-yl]-13-(hexan-2-yl)-5,8,11-trihydroxy-6-methyl-9-(propan-2-yl)-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-2-one belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Beauveriolide V is found in Beauveria. Beauveriolide V was first documented in 2004 (PMID: 15032479). Based on a literature review very few articles have been published on (6S,9S)-3-[(2S)-butan-2-yl]-13-(hexan-2-yl)-5,8,11-trihydroxy-6-methyl-9-(propan-2-yl)-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118173D          

 72 72  0  0  0  0            999 V2000
    6.1258    0.1169    1.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.4937    0.3322 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9198   -0.0329   -0.4559 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6147   -0.4404    0.2412 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5013    0.0544   -0.6067 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6401   -0.6085   -1.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267   -0.2934   -0.1038 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9136   -1.7862   -0.0056 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2404   -2.1931    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8694    2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -2.9223    1.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -2.6925    0.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2975   -4.0433   -0.4310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1009   -4.7284   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539   -3.9331   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.2700    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -3.0469    1.8319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9098   -1.0867    0.5871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1409    0.1111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4158    0.9421   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511    0.8920    1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541    1.0158    2.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    1.4640    1.2153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    2.3166    0.2090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6045    3.4990   -0.0545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7235    4.2524    1.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654    4.5016   -1.0377 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1600    5.1580   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    1.5214   -0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678    2.1338   -2.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108    0.2375   -0.8996 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8114    1.1763    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4484   -0.4343    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1582    0.1243    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134   -0.0834   -0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2313   -1.5868    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035   -0.4497   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019    1.0718   -0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.5455    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    0.0396    1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296    1.1430   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6649   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.6681   -2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636   -0.0930   -2.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    0.1178    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -2.1261   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -2.3723   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.6439    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661   -1.9393   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -4.6592    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -4.4283   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2522   -5.8460   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212   -4.4851   -2.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3849   -4.0630   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210   -4.7571   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965   -2.9900   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421   -1.1259    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -0.0750   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1089    0.2323   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896    1.6342    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9987    1.5529   -1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331    1.2534    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    2.7285    0.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    3.2111   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    5.2548    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4689    3.7602    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    4.3280    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3100    4.2602   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9075    5.3630   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    4.9698    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    4.7536   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568    6.2560   -0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31  7  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  0  0  0  0
  2 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  5 41  1  6  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  6 44  1  0  0  0  0
  7 45  1  1  0  0  0
  8 46  1  0  0  0  0
  8 47  1  0  0  0  0
 11 48  1  0  0  0  0
 12 49  1  6  0  0  0
 13 50  1  1  0  0  0
 14 51  1  0  0  0  0
 14 52  1  0  0  0  0
 14 53  1  0  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
 18 57  1  0  0  0  0
 19 58  1  6  0  0  0
 20 59  1  0  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 23 62  1  0  0  0  0
 24 63  1  1  0  0  0
 25 64  1  6  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 26 67  1  0  0  0  0
 27 68  1  0  0  0  0
 27 69  1  0  0  0  0
 28 70  1  0  0  0  0
 28 71  1  0  0  0  0
 28 72  1  0  0  0  0
M  END

     RDKit          3D

 72 72  0  0  0  0  0  0  0  0999 V2000
    6.1258    0.1169    1.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.4937    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198   -0.0329   -0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147   -0.4404    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013    0.0544   -0.6067 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6401   -0.6085   -1.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267   -0.2934   -0.1038 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9136   -1.7862   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -2.1931    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8694    2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -2.9223    1.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -2.6925    0.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2975   -4.0433   -0.4310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1009   -4.7284   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539   -3.9331   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.2700    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -3.0469    1.8319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9098   -1.0867    0.5871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1409    0.1111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4158    0.9421   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511    0.8920    1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541    1.0158    2.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    1.4640    1.2153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    2.3166    0.2090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6045    3.4990   -0.0545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7235    4.2524    1.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654    4.5016   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1600    5.1580   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    1.5214   -0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678    2.1338   -2.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108    0.2375   -0.8996 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8114    1.1763    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4484   -0.4343    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1582    0.1243    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134   -0.0834   -0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2313   -1.5868    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035   -0.4497   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019    1.0718   -0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.5455    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    0.0396    1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296    1.1430   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6649   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.6681   -2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636   -0.0930   -2.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    0.1178    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -2.1261   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -2.3723   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.6439    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661   -1.9393   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -4.6592    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -4.4283   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2522   -5.8460   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212   -4.4851   -2.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3849   -4.0630   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9987    1.5529   -1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331    1.2534    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    2.7285    0.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    3.2111   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    5.2548    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5252    4.9698    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    4.7536   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568    6.2560   -0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
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 16 18  1  0
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 19 20  1  0
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 31  7  1  0
  1 32  1  0
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  3 37  1  0
  3 38  1  0
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  4 40  1  0
  5 41  1  6
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  1
  8 46  1  0
  8 47  1  0
 11 48  1  0
 12 49  1  6
 13 50  1  1
 14 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 19 58  1  6
 20 59  1  0
 20 60  1  0
 20 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  6
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END


  Mrv1652306242118173D          

 72 72  0  0  0  0            999 V2000
    6.1258    0.1169    1.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.4937    0.3322 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9198   -0.0329   -0.4559 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6147   -0.4404    0.2412 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5013    0.0544   -0.6067 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6401   -0.6085   -1.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267   -0.2934   -0.1038 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9136   -1.7862   -0.0056 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2404   -2.1931    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8694    2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -2.9223    1.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -2.6925    0.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2975   -4.0433   -0.4310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1009   -4.7284   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539   -3.9331   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.2700    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -3.0469    1.8319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9098   -1.0867    0.5871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1409    0.1111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4158    0.9421   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511    0.8920    1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541    1.0158    2.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    1.4640    1.2153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    2.3166    0.2090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6045    3.4990   -0.0545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7235    4.2524    1.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654    4.5016   -1.0377 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1600    5.1580   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    1.5214   -0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678    2.1338   -2.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108    0.2375   -0.8996 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8114    1.1763    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4484   -0.4343    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1582    0.1243    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134   -0.0834   -0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2313   -1.5868    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035   -0.4497   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019    1.0718   -0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.5455    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    0.0396    1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296    1.1430   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6649   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.6681   -2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636   -0.0930   -2.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    0.1178    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -2.1261   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -2.3723   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.6439    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661   -1.9393   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -4.6592    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -4.4283   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2522   -5.8460   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212   -4.4851   -2.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3849   -4.0630   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210   -4.7571   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965   -2.9900   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421   -1.1259    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -0.0750   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1089    0.2323   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896    1.6342    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9987    1.5529   -1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331    1.2534    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    2.7285    0.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    3.2111   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    5.2548    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4689    3.7602    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    4.3280    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3100    4.2602   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9075    5.3630   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    4.9698    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    4.7536   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568    6.2560   -0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31  7  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  0  0  0  0
  2 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  5 41  1  6  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  6 44  1  0  0  0  0
  7 45  1  1  0  0  0
  8 46  1  0  0  0  0
  8 47  1  0  0  0  0
 11 48  1  0  0  0  0
 12 49  1  6  0  0  0
 13 50  1  1  0  0  0
 14 51  1  0  0  0  0
 14 52  1  0  0  0  0
 14 53  1  0  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 15 56  1  0  0  0  0
 18 57  1  0  0  0  0
 19 58  1  6  0  0  0
 20 59  1  0  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 23 62  1  0  0  0  0
 24 63  1  1  0  0  0
 25 64  1  6  0  0  0
 26 65  1  0  0  0  0
 26 66  1  0  0  0  0
 26 67  1  0  0  0  0
 27 68  1  0  0  0  0
 27 69  1  0  0  0  0
 28 70  1  0  0  0  0
 28 71  1  0  0  0  0
 28 72  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005197

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)C([H])([H])[C@]([H])(OC(=O)[C@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@]1([H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H41N3O5/c1-8-10-11-15(6)17-12-18(27)25-19(13(3)4)22(29)24-16(7)21(28)26-20(14(5)9-2)23(30)31-17/h13-17,19-20H,8-12H2,1-7H3,(H,24,29)(H,25,27)(H,26,28)/t14-,15+,16-,17-,19-,20+/m0/s1

> <INCHI_KEY>
JKWZZKTWWYRYDZ-IYCBGTDISA-N

> <FORMULA>
C23H41N3O5

> <MOLECULAR_WEIGHT>
439.597

> <EXACT_MASS>
439.304621432

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
48.8360463743839

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,6S,9S,13S)-3-[(2S)-butan-2-yl]-13-[(2R)-hexan-2-yl]-6-methyl-9-(propan-2-yl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.1086684573333336

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.752397380424945

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.985614943376987

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3422084618973202

> <JCHEM_POLAR_SURFACE_AREA>
113.60000000000001

> <JCHEM_REFRACTIVITY>
117.25489999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6S,9S,13S)-3-[(2S)-butan-2-yl]-13-[(2R)-hexan-2-yl]-9-isopropyl-6-methyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 72  0  0  0  0  0  0  0  0999 V2000
    6.1258    0.1169    1.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.4937    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198   -0.0329   -0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147   -0.4404    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013    0.0544   -0.6067 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6401   -0.6085   -1.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267   -0.2934   -0.1038 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9136   -1.7862   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -2.1931    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8694    2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -2.9223    1.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -2.6925    0.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2975   -4.0433   -0.4310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1009   -4.7284   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539   -3.9331   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.2700    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -3.0469    1.8319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9098   -1.0867    0.5871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1409    0.1111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4158    0.9421   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511    0.8920    1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541    1.0158    2.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    1.4640    1.2153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    2.3166    0.2090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6045    3.4990   -0.0545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7235    4.2524    1.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654    4.5016   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1600    5.1580   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    1.5214   -0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678    2.1338   -2.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108    0.2375   -0.8996 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8114    1.1763    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4484   -0.4343    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1582    0.1243    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134   -0.0834   -0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2313   -1.5868    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035   -0.4497   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019    1.0718   -0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.5455    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    0.0396    1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296    1.1430   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6649   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.6681   -2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636   -0.0930   -2.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    0.1178    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -2.1261   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -2.3723   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.6439    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661   -1.9393   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -4.6592    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -4.4283   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2522   -5.8460   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212   -4.4851   -2.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3849   -4.0630   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210   -4.7571   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965   -2.9900   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421   -1.1259    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -0.0750   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1089    0.2323   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896    1.6342    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9987    1.5529   -1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331    1.2534    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    2.7285    0.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    3.2111   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    5.2548    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4689    3.7602    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    4.3280    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3100    4.2602   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9075    5.3630   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    4.9698    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    4.7536   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568    6.2560   -0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  2  0
 29 31  1  0
 31  7  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  6
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  1
  8 46  1  0
  8 47  1  0
 11 48  1  0
 12 49  1  6
 13 50  1  1
 14 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 19 58  1  6
 20 59  1  0
 20 60  1  0
 20 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  6
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  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       6.126   0.117   1.718  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.125  -0.494   0.332  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.920  -0.033  -0.456  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.615  -0.440   0.241  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.501   0.054  -0.607  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.640  -0.609  -1.978  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.127  -0.293  -0.104  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.914  -1.786  -0.006  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.240  -2.193   1.247  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.776  -1.869   2.333  0.00  0.00           O+0
HETATM   11  N   UNK     0      -0.965  -2.922   1.207  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.946  -2.692   0.173  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.297  -4.043  -0.431  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.101  -4.728  -1.028  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.354  -3.933  -1.501  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.194  -2.270   0.909  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.554  -3.047   1.832  0.00  0.00           O+0
HETATM   18  N   UNK     0      -3.910  -1.087   0.587  0.00  0.00           N+0
HETATM   19  C   UNK     0      -3.299   0.141   0.111  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.416   0.942  -0.543  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.651   0.892   1.217  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.354   1.016   2.260  0.00  0.00           O+0
HETATM   23  N   UNK     0      -1.363   1.464   1.215  0.00  0.00           N+0
HETATM   24  C   UNK     0      -0.768   2.317   0.209  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.605   3.499  -0.055  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.724   4.252   1.286  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.165   4.502  -1.038  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.160   5.158  -0.733  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.355   1.521  -0.978  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.468   2.134  -2.097  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.111   0.238  -0.900  0.00  0.00           O+0
HETATM   32  H   UNK     0       5.811   1.176   1.626  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.448  -0.434   2.401  0.00  0.00           H+0
HETATM   34  H   UNK     0       7.158   0.124   2.156  0.00  0.00           H+0
HETATM   35  H   UNK     0       7.013  -0.083  -0.192  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.231  -1.587   0.356  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.003  -0.450  -1.460  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.002   1.072  -0.536  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.668  -1.546   0.309  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.665   0.040   1.244  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.630   1.143  -0.765  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.973  -1.665  -1.881  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.621  -0.668  -2.439  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.364  -0.093  -2.617  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.047   0.118   0.923  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.328  -2.126  -0.911  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.855  -2.372  -0.064  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.176  -3.644   1.925  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.666  -1.939  -0.559  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.734  -4.659   0.390  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.171  -4.428  -0.502  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.252  -5.846  -0.968  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.021  -4.485  -2.119  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.385  -4.063  -1.113  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.221  -4.757  -2.258  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.297  -2.990  -2.071  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.942  -1.126   0.711  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.591  -0.075  -0.719  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.109   0.232  -0.996  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.890   1.634   0.183  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.999   1.553  -1.373  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.733   1.253   2.054  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.218   2.728   0.592  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.646   3.211  -0.293  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.137   5.255   1.051  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.469   3.760   1.943  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.733   4.328   1.736  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.310   4.260  -2.109  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.908   5.363  -0.910  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.525   4.970   0.271  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.905   4.754  -1.475  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.157   6.256  -0.897  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3   35   36                                             
CONECT    3    2    4   37   38                                             
CONECT    4    3    5   39   40                                             
CONECT    5    4    6    7   41                                             
CONECT    6    5   42   43   44                                             
CONECT    7    5    8   31   45                                             
CONECT    8    7    9   46   47                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   48                                                  
CONECT   12   11   13   16   49                                             
CONECT   13   12   14   15   50                                             
CONECT   14   13   51   52   53                                             
CONECT   15   13   54   55   56                                             
CONECT   16   12   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   57                                                  
CONECT   19   18   20   21   58                                             
CONECT   20   19   59   60   61                                             
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   62                                                  
CONECT   24   23   25   29   63                                             
CONECT   25   24   26   27   64                                             
CONECT   26   25   65   66   67                                             
CONECT   27   25   28   68   69                                             
CONECT   28   27   70   71   72                                             
CONECT   29   24   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    7                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    2                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    4                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    6                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47    8                                                            
CONECT   48   11                                                            
CONECT   49   12                                                            
CONECT   50   13                                                            
CONECT   51   14                                                            
CONECT   52   14                                                            
CONECT   53   14                                                            
CONECT   54   15                                                            
CONECT   55   15                                                            
CONECT   56   15                                                            
CONECT   57   18                                                            
CONECT   58   19                                                            
CONECT   59   20                                                            
CONECT   60   20                                                            
CONECT   61   20                                                            
CONECT   62   23                                                            
CONECT   63   24                                                            
CONECT   64   25                                                            
CONECT   65   26                                                            
CONECT   66   26                                                            
CONECT   67   26                                                            
CONECT   68   27                                                            
CONECT   69   27                                                            
CONECT   70   28                                                            
CONECT   71   28                                                            
CONECT   72   28                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  144    0
END

RDKit          3D

72 72  0  0  0  0  0  0  0  0999 V2000
    6.1258    0.1169    1.7178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1255   -0.4937    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198   -0.0329   -0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147   -0.4404    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013    0.0544   -0.6067 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6401   -0.6085   -1.9779 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1267   -0.2934   -0.1038 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9136   -1.7862   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2404   -2.1931    1.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755   -1.8694    2.3335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -2.9223    1.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -2.6925    0.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2975   -4.0433   -0.4310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1009   -4.7284   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3539   -3.9331   -1.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1938   -2.2700    0.9088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539   -3.0469    1.8319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9098   -1.0867    0.5871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994    0.1409    0.1111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4158    0.9421   -0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511    0.8920    1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3541    1.0158    2.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3629    1.4640    1.2153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677    2.3166    0.2090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6045    3.4990   -0.0545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7235    4.2524    1.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654    4.5016   -1.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1600    5.1580   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    1.5214   -0.9777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678    2.1338   -2.0972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1108    0.2375   -0.8996 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8114    1.1763    1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4484   -0.4343    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1582    0.1243    2.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134   -0.0834   -0.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2313   -1.5868    0.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0035   -0.4497   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019    1.0718   -0.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6676   -1.5455    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    0.0396    1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296    1.1430   -0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9734   -1.6649   -1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.6681   -2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636   -0.0930   -2.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    0.1178    0.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -2.1261   -0.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8548   -2.3723   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.6439    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6661   -1.9393   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7337   -4.6592    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -4.4283   -0.5019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2522   -5.8460   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212   -4.4851   -2.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3849   -4.0630   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2210   -4.7571   -2.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965   -2.9900   -2.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9421   -1.1259    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5913   -0.0750   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1089    0.2323   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8896    1.6342    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9987    1.5529   -1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331    1.2534    2.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177    2.7285    0.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457    3.2111   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    5.2548    1.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4689    3.7602    1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    4.3280    1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3100    4.2602   -2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9075    5.3630   -0.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    4.9698    0.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9052    4.7536   -1.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1568    6.2560   -0.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  2  0
 29 31  1  0
 31  7  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  6
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  1
  8 46  1  0
  8 47  1  0
 11 48  1  0
 12 49  1  6
 13 50  1  1
 14 51  1  0
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 19 58  1  6
 20 59  1  0
 20 60  1  0
 20 61  1  0
 23 62  1  0
 24 63  1  1
 25 64  1  6
 26 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 28 72  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₃H₄₁N₃O₅

Average Mass

439.5970 Da

Monoisotopic Mass

439.30462 Da

IUPAC Name

(3R,6S,9S,13S)-3-[(2S)-butan-2-yl]-13-[(2R)-hexan-2-yl]-6-methyl-9-(propan-2-yl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

Traditional Name

(3R,6S,9S,13S)-3-[(2S)-butan-2-yl]-13-[(2R)-hexan-2-yl]-9-isopropyl-6-methyl-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

CAS Registry Number

Not Available

SMILES

CCCCC(C)C1CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)NC([C@@H](C)CC)C(=O)O1

InChI Identifier

InChI=1S/C23H41N3O5/c1-8-10-11-15(6)17-12-18(27)25-19(13(3)4)22(29)24-16(7)21(28)26-20(14(5)9-2)23(30)31-17/h13-17,19-20H,8-12H2,1-7H3,(H,24,29)(H,25,27)(H,26,28)/t14-,15?,16-,17?,19-,20?/m0/s1

InChI Key

JKWZZKTWWYRYDZ-IYCBGTDISA-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
Beauveria	NPAtlas	15032479

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide
Macrolactam
Alpha-amino acid ester
Alpha-amino acid or derivatives
Cyclic carboximidic acid
Lactone
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

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	2.7	ALOGPS
logP	3.11	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	10.99	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	117.25 m³·mol⁻¹	ChemAxon
Polarizability	48.84 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

NPA014524

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78445265

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587136

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Matsuda D, Namatame I, Tomoda H, Kobayashi S, Zocher R, Kleinkauf H, Omura S: New beauveriolides produced by amino acid-supplemented fermentation of Beauveria sp. FO-6979. J Antibiot (Tokyo). 2004 Jan;57(1):1-9. doi: 10.7164/antibiotics.57.1. [PubMed:15032479 ]

Showing NP-Card for Beauveriolide V (NP0005197)

MOL for NP0005197 (Beauveriolide V)

3D MOL for NP0005197 (Beauveriolide V)

3D SDF for NP0005197 (Beauveriolide V)

3D-SDF for NP0005197 (Beauveriolide V)

PDB for NP0005197 (Beauveriolide V)

3D PDB for NP0005197 (Beauveriolide V)

SMILES for NP0005197 (Beauveriolide V)

INCHI for NP0005197 (Beauveriolide V)

Structure for NP0005197 (Beauveriolide V)

3D Structure for NP0005197 (Beauveriolide V)