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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2018-06-07 00:53:50 UTC

Update Date

2022-03-07 03:18:15 UTC

HMDB ID

HMDB0240271

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ergoloid

Description

(2R,4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-methyl-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraene-4-carboximidic acid belongs to the class of organic compounds known as ergopeptines. These are ergoline derivatives that contain a tripeptide structure attached to the basic ergoline ring in the same location as the amide group of the lysergic acid derivatives. Based on a literature review very few articles have been published on (2R,4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-methyl-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraene-4-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306071803172D          

 42 48  0  0  1  0            999 V2000
   10.9222   -0.1289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0937    0.6780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4293    1.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2498    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4213    0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7068    0.1260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5353   -0.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1484   -1.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7507   -0.9359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5792   -1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1376   -0.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3171   -0.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9046   -1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9816    0.2836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2671   -0.1289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5526    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5526    1.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8381   -0.1289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8381   -0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -1.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -2.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4092   -0.9539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6947   -0.5414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6947   -1.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956   -1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107   -0.5414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956    0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    0.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6372    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218    1.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6947    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -0.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4092   -0.1289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4092    0.6961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5946    0.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3091    0.4231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3954    1.2436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4966    0.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8322    1.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7822    1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 20  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  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  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 25 33  1  0  0  0  0
 28 33  1  0  0  0  0
 34 32  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 18 36  1  0  0  0  0
 14 37  1  0  0  0  0
 38 37  1  0  0  0  0
  2 38  1  0  0  0  0
 38 11  1  0  0  0  0
 38 39  1  6  0  0  0
 14 40  1  1  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END

HMDB0240271
     RDKit          3D
Ergoloid
 76 82  0  0  0  0  0  0  0  0999 V2000
   -2.4748    2.0414   -2.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392    1.3654   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3899    2.3676   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831    0.2355   -0.7703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4958   -0.3681   -0.2134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4854   -0.9676   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -1.0149   -2.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -1.5701   -0.4082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3781   -0.4507    0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922   -0.7826    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4638    0.4693    1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7690    1.4751    1.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4865    2.6038    2.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8382    2.7495    1.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    1.7479    1.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7621    1.5422    0.7834 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8364    0.3258    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -0.2607    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7824    0.6386    0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9816   -1.5465   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005   -1.3183   -0.4853 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8856   -2.4831   -1.0419 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -3.5964   -0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635   -2.1269   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    0.7420    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632    0.0308    0.2947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5858   -0.7878    1.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.0019    0.3852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3031    1.1704    1.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5918    1.9359    1.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0730    1.3942    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0090    0.5252   -0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0447   -0.5851   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0341   -0.6989   -1.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9357   -1.5729   -1.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1964   -2.7105   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7253   -0.8452   -0.8401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4457   -0.7915   -1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1681   -1.5342   -2.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.2884   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    2.8629   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744    2.3872   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.0136   -2.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514    2.4010   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.1477    0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459    3.3785   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -0.3568    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3352   -2.3672    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588    0.4399   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484   -0.2694    1.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -1.4770    1.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7351    1.3343    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577    3.3930    2.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4038    3.6281    2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5587    2.2277    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7105   -0.1262   -0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914   -2.3086    0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4352   -1.7628   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4443   -0.5163   -1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630   -4.3240   -0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577   -4.1594   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -3.3496    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822   -1.3181   -2.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -2.9808   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5906   -0.2512    2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5765    2.0002    0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107    1.7424    2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6128    0.1958    2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3399    1.7743    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3223    2.9867    1.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692    2.2015   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0125    0.8693    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.9975   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1994   -3.1170   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1402   -2.4360    0.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4535   -3.5053   -0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 38 39  2  0
 38  4  1  0
 24  8  1  0
 37 26  1  0
 21 10  1  0
 32 28  1  0
 19 11  1  0
 19 15  2  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  5 47  1  0
  8 48  1  1
  9 49  1  0
  9 50  1  0
 10 51  1  1
 12 52  1  0
 13 53  1  0
 14 54  1  0
 16 55  1  0
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 20 57  1  0
 20 58  1  0
 21 59  1  6
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 24 63  1  0
 24 64  1  0
 27 65  1  0
 28 66  1  6
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
 31 72  1  0
 35 73  1  6
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END


  Mrv1652306071803172D          

 42 48  0  0  1  0            999 V2000
   10.9222   -0.1289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0937    0.6780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4293    1.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2498    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4213    0.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7068    0.1260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5353   -0.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1484   -1.2330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7507   -0.9359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5792   -1.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1376   -0.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3171   -0.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9046   -1.1846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9816    0.2836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2671   -0.1289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5526    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5526    1.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8381   -0.1289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8381   -0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -1.3664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -2.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4092   -0.9539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6947   -0.5414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6947   -1.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956   -1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7107   -0.5414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956    0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    0.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6372    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4218    1.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6947    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9803   -0.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4092   -0.1289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4092    0.6961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237    0.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5946    0.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3091    0.4231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3954    1.2436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4966    0.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8322    1.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7822    1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 16  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 20  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  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  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 25 33  1  0  0  0  0
 28 33  1  0  0  0  0
 34 32  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 18 36  1  0  0  0  0
 14 37  1  0  0  0  0
 38 37  1  0  0  0  0
  2 38  1  0  0  0  0
 38 11  1  0  0  0  0
 38 39  1  6  0  0  0
 14 40  1  1  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240271

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@H](C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H37N5O5/c1-15(2)28(27(37)34-16(3)26(36)33-10-6-9-23(33)29(34,38)39-28)31-25(35)18-11-20-19-7-5-8-21-24(19)17(13-30-21)12-22(20)32(4)14-18/h5,7-8,13,15-16,18,20,22-23,30,38H,6,9-12,14H2,1-4H3,(H,31,35)/t16-,18+,20+,22+,23-,28+,29-/m0/s1

> <INCHI_KEY>
MCGIZFOPUJLDEN-ZUQOLAOUSA-N

> <FORMULA>
C29H37N5O5

> <MOLECULAR_WEIGHT>
535.645

> <EXACT_MASS>
535.279469311

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
58.10426721774962

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-methyl-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxamide

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.171486253058365

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
11.677656938299661

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.712773195906788

> <JCHEM_PKA_STRONGEST_BASIC>
8.394779904361013

> <JCHEM_POLAR_SURFACE_AREA>
118.21000000000001

> <JCHEM_REFRACTIVITY>
143.66100000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-isopropyl-7-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240271
     RDKit          3D
Ergoloid
 76 82  0  0  0  0  0  0  0  0999 V2000
   -2.4748    2.0414   -2.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392    1.3654   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3899    2.3676   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831    0.2355   -0.7703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4958   -0.3681   -0.2134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4854   -0.9676   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -1.0149   -2.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -1.5701   -0.4082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3781   -0.4507    0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922   -0.7826    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4638    0.4693    1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7690    1.4751    1.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4865    2.6038    2.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8382    2.7495    1.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    1.7479    1.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7621    1.5422    0.7834 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8364    0.3258    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -0.2607    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7824    0.6386    0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9816   -1.5465   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005   -1.3183   -0.4853 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8856   -2.4831   -1.0419 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -3.5964   -0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635   -2.1269   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    0.7420    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632    0.0308    0.2947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5858   -0.7878    1.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.0019    0.3852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3031    1.1704    1.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5918    1.9359    1.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0730    1.3942    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0090    0.5252   -0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0447   -0.5851   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0341   -0.6989   -1.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9357   -1.5729   -1.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1964   -2.7105   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7253   -0.8452   -0.8401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4457   -0.7915   -1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1681   -1.5342   -2.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.2884   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    2.8629   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744    2.3872   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.0136   -2.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514    2.4010   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.1477    0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459    3.3785   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -0.3568    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3352   -2.3672    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588    0.4399   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484   -0.2694    1.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -1.4770    1.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7351    1.3343    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577    3.3930    2.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4038    3.6281    2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5587    2.2277    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7105   -0.1262   -0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914   -2.3086    0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4352   -1.7628   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4443   -0.5163   -1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630   -4.3240   -0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577   -4.1594   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -3.3496    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822   -1.3181   -2.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -2.9808   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5906   -0.2512    2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5765    2.0002    0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107    1.7424    2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6128    0.1958    2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3399    1.7743    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3223    2.9867    1.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692    2.2015   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0125    0.8693    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.9975   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1994   -3.1170   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1402   -2.4360    0.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4535   -3.5053   -0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 38 39  2  0
 38  4  1  0
 24  8  1  0
 37 26  1  0
 21 10  1  0
 32 28  1  0
 19 11  1  0
 19 15  2  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  5 47  1  0
  8 48  1  1
  9 49  1  0
  9 50  1  0
 10 51  1  1
 12 52  1  0
 13 53  1  0
 14 54  1  0
 16 55  1  0
 17 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  6
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 27 65  1  0
 28 66  1  6
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
 31 72  1  0
 35 73  1  6
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END

HEADER    PROTEIN                                 07-JUN-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUN-18         0                                  
HETATM    1  H   UNK     0      20.388  -0.241   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      20.708   1.266   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.335   2.673   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.866   2.512   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.186   1.005   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      21.853   0.235   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      21.533  -1.271   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      22.677  -2.302   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      20.068  -1.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.748  -3.253   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      18.924  -0.717   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      17.392  -0.878   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.622  -2.211   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      16.766   0.529   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      15.432  -0.241   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      14.098   0.529   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.098   2.069   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.764  -0.241   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.764  -1.781   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      11.431  -2.551   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      11.431  -4.091   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.097  -1.781   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       8.763  -1.011   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       8.763  -2.551   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.430  -1.781   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.965  -2.257   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       5.060  -1.011   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       5.965   0.235   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.645   1.742   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.789   2.772   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.254   2.296   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.763   0.529   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.430  -0.241   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.097  -0.241   0.000  0.00  0.00           C+0
HETATM   35  H   UNK     0      10.097   1.299   0.000  0.00  0.00           H+0
HETATM   36  C   UNK     0      11.431   0.529   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      17.910   1.560   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      19.244   0.790   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      19.405   2.321   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      15.860   1.775   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.487   3.182   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.527   2.545   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   38                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   38                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   37   40                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   36                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24   34                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32   25   28                                                  
CONECT   34   32   22   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   18                                                       
CONECT   37   14   38                                                       
CONECT   38   37    2   11   39                                             
CONECT   39   38                                                            
CONECT   40   14   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

COMPND    HMDB0240271
HETATM    1  C1  UNL     1      -2.475   2.041  -2.309  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.239   1.365  -1.694  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.390   2.368  -0.958  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.683   0.236  -0.770  1.00  0.00           C  
HETATM    5  N1  UNL     1      -0.496  -0.368  -0.213  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.485  -0.968  -1.038  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.390  -1.015  -2.285  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.685  -1.570  -0.408  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.378  -0.451   0.349  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.792  -0.783   0.721  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.464   0.469   1.150  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.769   1.475   1.830  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.487   2.604   2.188  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.838   2.749   1.894  1.00  0.00           C  
HETATM   15  C13 UNL     1       6.513   1.748   1.222  1.00  0.00           C  
HETATM   16  N2  UNL     1       7.762   1.542   0.783  1.00  0.00           N  
HETATM   17  C14 UNL     1       7.836   0.326   0.168  1.00  0.00           C  
HETATM   18  C15 UNL     1       6.590  -0.261   0.217  1.00  0.00           C  
HETATM   19  C16 UNL     1       5.782   0.639   0.876  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.982  -1.546  -0.250  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.500  -1.318  -0.485  1.00  0.00           C  
HETATM   22  N3  UNL     1       3.886  -2.483  -1.042  1.00  0.00           N  
HETATM   23  C19 UNL     1       3.806  -3.596  -0.147  1.00  0.00           C  
HETATM   24  C20 UNL     1       2.563  -2.127  -1.492  1.00  0.00           C  
HETATM   25  O2  UNL     1      -2.499   0.742   0.229  1.00  0.00           O  
HETATM   26  C21 UNL     1      -3.663   0.031   0.295  1.00  0.00           C  
HETATM   27  O3  UNL     1      -3.586  -0.788   1.441  1.00  0.00           O  
HETATM   28  C22 UNL     1      -4.807   1.002   0.385  1.00  0.00           C  
HETATM   29  C23 UNL     1      -5.303   1.170   1.828  1.00  0.00           C  
HETATM   30  C24 UNL     1      -6.592   1.936   1.562  1.00  0.00           C  
HETATM   31  C25 UNL     1      -7.073   1.394   0.212  1.00  0.00           C  
HETATM   32  N4  UNL     1      -6.009   0.525  -0.247  1.00  0.00           N  
HETATM   33  C26 UNL     1      -6.045  -0.585  -1.131  1.00  0.00           C  
HETATM   34  O4  UNL     1      -7.034  -0.699  -1.896  1.00  0.00           O  
HETATM   35  C27 UNL     1      -4.936  -1.573  -1.135  1.00  0.00           C  
HETATM   36  C28 UNL     1      -5.196  -2.711  -0.191  1.00  0.00           C  
HETATM   37  N5  UNL     1      -3.725  -0.845  -0.840  1.00  0.00           N  
HETATM   38  C29 UNL     1      -2.446  -0.791  -1.484  1.00  0.00           C  
HETATM   39  O5  UNL     1      -2.168  -1.534  -2.457  1.00  0.00           O  
HETATM   40  H1  UNL     1      -3.313   1.288  -2.352  1.00  0.00           H  
HETATM   41  H2  UNL     1      -2.839   2.863  -1.657  1.00  0.00           H  
HETATM   42  H3  UNL     1      -2.274   2.387  -3.336  1.00  0.00           H  
HETATM   43  H4  UNL     1      -0.655   1.014  -2.561  1.00  0.00           H  
HETATM   44  H5  UNL     1       0.651   2.401  -1.329  1.00  0.00           H  
HETATM   45  H6  UNL     1      -0.351   2.148   0.148  1.00  0.00           H  
HETATM   46  H7  UNL     1      -0.846   3.379  -1.045  1.00  0.00           H  
HETATM   47  H8  UNL     1      -0.366  -0.357   0.835  1.00  0.00           H  
HETATM   48  H9  UNL     1       1.335  -2.367   0.300  1.00  0.00           H  
HETATM   49  H10 UNL     1       2.359   0.440  -0.304  1.00  0.00           H  
HETATM   50  H11 UNL     1       1.748  -0.269   1.260  1.00  0.00           H  
HETATM   51  H12 UNL     1       3.846  -1.477   1.586  1.00  0.00           H  
HETATM   52  H13 UNL     1       2.735   1.334   2.040  1.00  0.00           H  
HETATM   53  H14 UNL     1       3.958   3.393   2.718  1.00  0.00           H  
HETATM   54  H15 UNL     1       6.404   3.628   2.172  1.00  0.00           H  
HETATM   55  H16 UNL     1       8.559   2.228   0.904  1.00  0.00           H  
HETATM   56  H17 UNL     1       8.711  -0.126  -0.290  1.00  0.00           H  
HETATM   57  H18 UNL     1       6.191  -2.309   0.503  1.00  0.00           H  
HETATM   58  H19 UNL     1       6.435  -1.763  -1.238  1.00  0.00           H  
HETATM   59  H20 UNL     1       4.444  -0.516  -1.272  1.00  0.00           H  
HETATM   60  H21 UNL     1       3.063  -4.324  -0.575  1.00  0.00           H  
HETATM   61  H22 UNL     1       4.758  -4.159  -0.060  1.00  0.00           H  
HETATM   62  H23 UNL     1       3.467  -3.350   0.870  1.00  0.00           H  
HETATM   63  H24 UNL     1       2.682  -1.318  -2.256  1.00  0.00           H  
HETATM   64  H25 UNL     1       2.068  -2.981  -1.959  1.00  0.00           H  
HETATM   65  H26 UNL     1      -3.591  -0.251   2.273  1.00  0.00           H  
HETATM   66  H27 UNL     1      -4.576   2.000   0.019  1.00  0.00           H  
HETATM   67  H28 UNL     1      -4.611   1.742   2.443  1.00  0.00           H  
HETATM   68  H29 UNL     1      -5.613   0.196   2.258  1.00  0.00           H  
HETATM   69  H30 UNL     1      -7.340   1.774   2.356  1.00  0.00           H  
HETATM   70  H31 UNL     1      -6.322   2.987   1.397  1.00  0.00           H  
HETATM   71  H32 UNL     1      -7.169   2.202  -0.539  1.00  0.00           H  
HETATM   72  H33 UNL     1      -8.013   0.869   0.401  1.00  0.00           H  
HETATM   73  H34 UNL     1      -4.888  -1.998  -2.161  1.00  0.00           H  
HETATM   74  H35 UNL     1      -6.199  -3.117  -0.437  1.00  0.00           H  
HETATM   75  H36 UNL     1      -5.140  -2.436   0.869  1.00  0.00           H  
HETATM   76  H37 UNL     1      -4.454  -3.505  -0.368  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3    4   43
CONECT    3   44   45   46
CONECT    4    5   25   38
CONECT    5    6   47
CONECT    6    7    7    8
CONECT    8    9   24   48
CONECT    9   10   49   50
CONECT   10   11   21   51
CONECT   11   12   12   19
CONECT   12   13   52
CONECT   13   14   14   53
CONECT   14   15   54
CONECT   15   16   19   19
CONECT   16   17   55
CONECT   17   18   18   56
CONECT   18   19   20
CONECT   20   21   57   58
CONECT   21   22   59
CONECT   22   23   24
CONECT   23   60   61   62
CONECT   24   63   64
CONECT   25   26
CONECT   26   27   28   37
CONECT   27   65
CONECT   28   29   32   66
CONECT   29   30   67   68
CONECT   30   31   69   70
CONECT   31   32   71   72
CONECT   32   33
CONECT   33   34   34   35
CONECT   35   36   37   73
CONECT   36   74   75   76
CONECT   37   38
CONECT   38   39   39
END

HMDB0240271
     RDKit          3D
Ergoloid
 76 82  0  0  0  0  0  0  0  0999 V2000
   -2.4748    2.0414   -2.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2392    1.3654   -1.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3899    2.3676   -0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6831    0.2355   -0.7703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4958   -0.3681   -0.2134 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4854   -0.9676   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -1.0149   -2.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6853   -1.5701   -0.4082 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3781   -0.4507    0.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7922   -0.7826    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4638    0.4693    1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7690    1.4751    1.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4865    2.6038    2.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8382    2.7495    1.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    1.7479    1.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7621    1.5422    0.7834 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8364    0.3258    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -0.2607    0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7824    0.6386    0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9816   -1.5465   -0.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5005   -1.3183   -0.4853 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8856   -2.4831   -1.0419 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063   -3.5964   -0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635   -2.1269   -1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    0.7420    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632    0.0308    0.2947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5858   -0.7878    1.4415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    1.0019    0.3852 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3031    1.1704    1.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5918    1.9359    1.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0730    1.3942    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0090    0.5252   -0.2475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0447   -0.5851   -1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0341   -0.6989   -1.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9357   -1.5729   -1.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1964   -2.7105   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7253   -0.8452   -0.8401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4457   -0.7915   -1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1681   -1.5342   -2.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    1.2884   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8391    2.8629   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744    2.3872   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.0136   -2.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6514    2.4010   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.1477    0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8459    3.3785   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658   -0.3568    0.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3352   -2.3672    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588    0.4399   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484   -0.2694    1.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -1.4770    1.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7351    1.3343    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9577    3.3930    2.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4038    3.6281    2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5587    2.2277    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7105   -0.1262   -0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914   -2.3086    0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4352   -1.7628   -1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4443   -0.5163   -1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630   -4.3240   -0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577   -4.1594   -0.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -3.3496    0.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822   -1.3181   -2.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677   -2.9808   -1.9593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5906   -0.2512    2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5765    2.0002    0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107    1.7424    2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6128    0.1958    2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3399    1.7743    2.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3223    2.9867    1.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1692    2.2015   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0125    0.8693    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.9975   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1994   -3.1170   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1402   -2.4360    0.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4535   -3.5053   -0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
  4 25  1  0
 25 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 38 39  2  0
 38  4  1  0
 24  8  1  0
 37 26  1  0
 21 10  1  0
 32 28  1  0
 19 11  1  0
 19 15  2  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  5 47  1  0
  8 48  1  1
  9 49  1  0
  9 50  1  0
 10 51  1  1
 12 52  1  0
 13 53  1  0
 14 54  1  0
 16 55  1  0
 17 56  1  0
 20 57  1  0
 20 58  1  0
 21 59  1  6
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 27 65  1  0
 28 66  1  6
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 31 71  1  0
 31 72  1  0
 35 73  1  6
 36 74  1  0
 36 75  1  0
 36 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R,4R,7R)-N-[(1S,2S,4R,7S)-2-Hydroxy-7-methyl-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0,]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0,.0,]hexadeca-1(16),9,12,14-tetraene-4-carboximidate	Generator
(2R,4R,7R)-N-[(1S,2S,4R,7S)-2-Hydroxy-7-methyl-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0²,⁶]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraene-4-carboximidate	Generator, HMDB

Chemical Formula

C₂₉H₃₇N₅O₅

Average Molecular Weight

535.645

Monoisotopic Molecular Weight

535.279469311

IUPAC Name

(2R,4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-methyl-5,8-dioxo-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxamide

Traditional Name

(2R,4R,7R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-isopropyl-7-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene-4-carboxamide

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@H](C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C

InChI Identifier

InChI=1S/C29H37N5O5/c1-15(2)28(27(37)34-16(3)26(36)33-10-6-9-23(33)29(34,38)39-28)31-25(35)18-11-20-19-7-5-8-21-24(19)17(13-30-21)12-22(20)32(4)14-18/h5,7-8,13,15-16,18,20,22-23,30,38H,6,9-12,14H2,1-4H3,(H,31,35)/t16-,18+,20+,22+,23-,28+,29-/m0/s1

InChI Key

MCGIZFOPUJLDEN-ZUQOLAOUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergopeptines. These are ergoline derivatives that contain a tripeptide structure attached to the basic ergoline ring in the same location as the amide group of the lysergic acid derivatives.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Ergopeptines

Alternative Parents

Substituents

Ergopeptine
Hybrid peptide
Alpha-dipeptide
Lysergic acid amide
Indoloquinoline
Benzoquinoline
Quinoline-3-carboxamide
N-acyl-alpha amino acid or derivatives
Pyrroloquinoline
Alpha-amino acid or derivatives
Quinoline
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
3-piperidinecarboxamide
Piperidinecarboxamide
N-alkylpiperazine
Aralkylamine
Benzenoid
Piperidine
1,4-diazinane
Piperazine
Oxazolidinone
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Heteroaromatic compound
Oxazolidine
Tertiary amine
Secondary carboxylic acid amide
Tertiary aliphatic amine
Carboxamide group
Lactam
Amino acid or derivatives
Orthocarboxylic acid derivative
Alkanolamine
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.66	ALOGPS
logP	2.17	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.71	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	118.21 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	143.66 m³·mol⁻¹	ChemAxon
Polarizability	58.1 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	224.155	31661259
AllCCS	[M-H]-	212.147	31661259
DeepCCS	[M-2H]-	246.281	30932474
DeepCCS	[M+Na]+	220.127	30932474
AllCCS	[M+H]+	224.2	32859911
AllCCS	[M+H-H2O]+	222.8	32859911
AllCCS	[M+NH4]+	225.4	32859911
AllCCS	[M+Na]+	225.7	32859911
AllCCS	[M-H]-	212.1	32859911
AllCCS	[M+Na-2H]-	213.7	32859911
AllCCS	[M+HCOO]-	215.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ergoloid	[H][C@@]12CCCN1C(=O)[C@H](C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C	5125.9	Standard polar	33892256
Ergoloid	[H][C@@]12CCCN1C(=O)[C@H](C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C	3961.5	Standard non polar	33892256
Ergoloid	[H][C@@]12CCCN1C(=O)[C@H](C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C	4866.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ergoloid,1TMS,isomer #1	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4292.4	Semi standard non polar	33892256
Ergoloid,1TMS,isomer #2	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4154.9	Semi standard non polar	33892256
Ergoloid,1TMS,isomer #3	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4289.4	Semi standard non polar	33892256
Ergoloid,2TMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4168.1	Semi standard non polar	33892256
Ergoloid,2TMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4485.2	Standard non polar	33892256
Ergoloid,2TMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5509.8	Standard polar	33892256
Ergoloid,2TMS,isomer #2	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4276.3	Semi standard non polar	33892256
Ergoloid,2TMS,isomer #2	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4426.0	Standard non polar	33892256
Ergoloid,2TMS,isomer #2	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5516.0	Standard polar	33892256
Ergoloid,2TMS,isomer #3	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4169.7	Semi standard non polar	33892256
Ergoloid,2TMS,isomer #3	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4418.3	Standard non polar	33892256
Ergoloid,2TMS,isomer #3	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5484.8	Standard polar	33892256
Ergoloid,3TMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4201.9	Semi standard non polar	33892256
Ergoloid,3TMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4438.0	Standard non polar	33892256
Ergoloid,3TMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C)O[C@@]2(O[Si](C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5255.3	Standard polar	33892256
Ergoloid,1TBDMS,isomer #1	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4517.5	Semi standard non polar	33892256
Ergoloid,1TBDMS,isomer #2	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4385.8	Semi standard non polar	33892256
Ergoloid,1TBDMS,isomer #3	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4484.5	Semi standard non polar	33892256
Ergoloid,2TBDMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4586.8	Semi standard non polar	33892256
Ergoloid,2TBDMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4968.4	Standard non polar	33892256
Ergoloid,2TBDMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5554.3	Standard polar	33892256
Ergoloid,2TBDMS,isomer #2	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4665.3	Semi standard non polar	33892256
Ergoloid,2TBDMS,isomer #2	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4880.5	Standard non polar	33892256
Ergoloid,2TBDMS,isomer #2	CC(C)[C@@]1(NC(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5580.1	Standard polar	33892256
Ergoloid,2TBDMS,isomer #3	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4558.2	Semi standard non polar	33892256
Ergoloid,2TBDMS,isomer #3	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4864.4	Standard non polar	33892256
Ergoloid,2TBDMS,isomer #3	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5553.2	Standard polar	33892256
Ergoloid,3TBDMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	4760.3	Semi standard non polar	33892256
Ergoloid,3TBDMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5066.4	Standard non polar	33892256
Ergoloid,3TBDMS,isomer #1	CC(C)[C@@]1(N(C(=O)[C@@H]2C[C@@H]3C4=CC=CC5=C4C(=CN5[Si](C)(C)C(C)(C)C)C[C@H]3N(C)C2)[Si](C)(C)C(C)(C)C)O[C@@]2(O[Si](C)(C)C(C)(C)C)[C@@H]3CCCN3C(=O)[C@H](C)N2C1=O	5283.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoloid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoloid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoloid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoloid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoloid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoloid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoloid GC-MS ("Ergoloid,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 10V, Positive-QTOF	splash10-000i-0040090000-3b0d85bb10d1188bcf78	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 20V, Positive-QTOF	splash10-0udi-3190130000-d3eb1e1745652a3cd566	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 40V, Positive-QTOF	splash10-0ufr-3490000000-faf290cea33deb84d6ee	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 10V, Negative-QTOF	splash10-0159-0029060000-0347bc6db28908102934	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 20V, Negative-QTOF	splash10-00li-4469350000-7a8c6b6e831c3a327ee8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 40V, Negative-QTOF	splash10-0600-9200000000-816c291b8523f7d9f873	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 10V, Positive-QTOF	splash10-000i-0000090000-44d01071bdeeb3d3d0b8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 20V, Positive-QTOF	splash10-000j-0561090000-7d4bdfc11c7e70661ac0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 40V, Positive-QTOF	splash10-00b9-1190020000-35bd310e61ba6646bd83	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 10V, Negative-QTOF	splash10-001i-0000090000-57bdd4ccccaf1e38c3a2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 20V, Negative-QTOF	splash10-001i-0407390000-b0891999aaef12f13a40	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoloid 40V, Negative-QTOF	splash10-0159-9683040000-6479552cb5205257efff	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57643381

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57059722

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Ergoloid (HMDB0240271)

MOL for HMDB0240271 (Ergoloid)

3D MOL for HMDB0240271 (Ergoloid)

3D SDF for HMDB0240271 (Ergoloid)

3D-SDF for HMDB0240271 (Ergoloid)

PDB for HMDB0240271 (Ergoloid)

3D PDB for HMDB0240271 (Ergoloid)

SMILES for HMDB0240271 (Ergoloid)

INCHI for HMDB0240271 (Ergoloid)

Structure for HMDB0240271 (Ergoloid)

3D Structure for HMDB0240271 (Ergoloid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra