NP-MRD: Showing NP-Card for subenniatin A (NP0042284)

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Record Information

Version

2.0

Created at

2021-06-20 23:59:03 UTC

Updated at

2021-06-30 00:17:17 UTC

NP-MRD ID

NP0042284

Secondary Accession Numbers

None

Natural Product Identification

Common Name

subenniatin A

Provided By

JEOL Database JEOL Logo

Description

(2S)-2-[(2R)-2-{[(2R)-2-[(2R)-2-hydroxy-N,3-dimethylbutanamido]-3-methylbutanoyl]oxy}-N,3-dimethylbutanamido]-3-methylbutanoic acid belongs to the class of organic compounds known as depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids), commonly but not necessarily regularly alternating. subenniatin A is found in Fusarium begoniae and Fusarium tricinctum. subenniatin A was first documented in 2013 (Wang, J.-p., et al.). Based on a literature review very few articles have been published on (2S)-2-[(2R)-2-{[(2R)-2-[(2R)-2-hydroxy-N,3-dimethylbutanamido]-3-methylbutanoyl]oxy}-N,3-dimethylbutanamido]-3-methylbutanoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101593D          

 71 70  0  0  0  0            999 V2000
    0.0894    5.2152   -1.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134    4.0989   -2.1542 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6130    4.5351   -3.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6741    2.7093   -1.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4959    2.7997   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    3.2919   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647    2.2803    0.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5388    1.8535   -1.3169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7750    2.4726   -0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079    0.4731   -1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.0100   -1.8073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -0.4777   -0.6246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6972   -0.6949    0.6768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -0.0009    1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    0.6724    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785   -0.1746    3.0153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2315   -0.6078    4.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8925    0.6086    4.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3090   -1.6559    3.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645   -0.9923    2.8400 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7348   -2.4468    2.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0651   -0.3201    2.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1360    0.9180    2.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637   -1.1301    2.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5062   -0.3399    2.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -1.6262    0.9206 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7462   -0.4933   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5748   -2.6820    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.8446   -1.3401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9731   -1.6963   -2.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458   -2.8288   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7266    4.9457   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584    5.4758   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141    6.1233   -1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311    4.0058   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154    4.6668   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8287    3.7934   -3.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    5.4859   -3.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243    2.1529   -2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    2.1761    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462    2.8143    0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233    1.7926   -0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310    3.3182   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.0740   -0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    0.8459    3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550   -1.0316    4.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.3081    5.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    1.3471    5.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    1.0995    4.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -1.9865    4.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1003   -1.2554    3.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996   -2.5440    3.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6474   -2.9623    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759   -2.7816    3.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0483   -2.7411    2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783   -1.9702    3.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    0.5758    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -2.0964    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9670    0.2711   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7113   -0.0111    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7605   -0.8777   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6272   -3.0715   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3776   -3.5276    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -2.2697    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -2.2838   -1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.2570   -2.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442   -1.0586   -3.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0474   -2.6713   -3.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611   -2.4439   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -3.0196    0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -3.7918   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0  0  0  0
 26 24  1  0  0  0  0
 22 23  2  0  0  0  0
 12 10  1  0  0  0  0
 21 20  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  1  0  0  0  0
 20 22  1  0  0  0  0
 29 31  1  0  0  0  0
 16 17  1  0  0  0  0
 10 11  2  0  0  0  0
 22 24  1  0  0  0  0
 10  8  1  0  0  0  0
 16 14  1  0  0  0  0
  8  4  1  0  0  0  0
  4  2  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  1  0  0  0  0
 26 28  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  2  0  0  0  0
  4  5  1  0  0  0  0
 26 27  1  0  0  0  0
  5  6  2  0  0  0  0
 17 18  1  0  0  0  0
  5  7  1  0  0  0  0
 24 25  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 16 20  1  0  0  0  0
 26 58  1  6  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 27 61  1  0  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 21 55  1  0  0  0  0
 24 56  1  1  0  0  0
 28 62  1  0  0  0  0
 28 63  1  0  0  0  0
 28 64  1  0  0  0  0
 25 57  1  0  0  0  0
 16 45  1  1  0  0  0
 17 46  1  1  0  0  0
 18 47  1  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 12 44  1  1  0  0  0
 29 65  1  6  0  0  0
 30 66  1  0  0  0  0
 30 67  1  0  0  0  0
 30 68  1  0  0  0  0
 31 69  1  0  0  0  0
 31 70  1  0  0  0  0
 31 71  1  0  0  0  0
  4 39  1  6  0  0  0
  2 35  1  6  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  7 40  1  0  0  0  0
  9 41  1  0  0  0  0
  9 42  1  0  0  0  0
  9 43  1  0  0  0  0
M  END

     RDKit          3D

 71 70  0  0  0  0  0  0  0  0999 V2000
    0.0894    5.2152   -1.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134    4.0989   -2.1542 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6130    4.5351   -3.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6741    2.7093   -1.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4959    2.7997   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    3.2919   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647    2.2803    0.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5388    1.8535   -1.3169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7750    2.4726   -0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079    0.4731   -1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.0100   -1.8073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -0.4777   -0.6246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6972   -0.6949    0.6768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -0.0009    1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    0.6724    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785   -0.1746    3.0153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2315   -0.6078    4.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8925    0.6086    4.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3090   -1.6559    3.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645   -0.9923    2.8400 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7348   -2.4468    2.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0651   -0.3201    2.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1360    0.9180    2.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637   -1.1301    2.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5062   -0.3399    2.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -1.6262    0.9206 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7462   -0.4933   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5748   -2.6820    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.8446   -1.3401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9731   -1.6963   -2.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458   -2.8288   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7266    4.9457   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584    5.4758   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141    6.1233   -1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311    4.0058   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154    4.6668   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8287    3.7934   -3.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    5.4859   -3.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243    2.1529   -2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    2.1761    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462    2.8143    0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233    1.7926   -0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310    3.3182   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.0740   -0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    0.8459    3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550   -1.0316    4.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.3081    5.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    1.3471    5.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    1.0995    4.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -1.9865    4.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1003   -1.2554    3.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996   -2.5440    3.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6474   -2.9623    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759   -2.7816    3.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3783   -1.9702    3.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    0.5758    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -2.0964    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9670    0.2711   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6272   -3.0715   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3776   -3.5276    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -2.2697    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -2.2838   -1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2611   -2.4439   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -3.0196    0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -3.7918   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 26 24  1  0
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 10  8  1  0
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  8  4  1  0
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  2  3  1  0
 14 15  2  0
  4  5  1  0
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  5  6  2  0
 17 18  1  0
  5  7  1  0
 24 25  1  0
  8  9  1  0
 12 13  1  0
 16 20  1  0
 26 58  1  6
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 27 60  1  0
 27 61  1  0
 21 53  1  0
 21 54  1  0
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 24 56  1  1
 28 62  1  0
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 28 64  1  0
 25 57  1  0
 16 45  1  1
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 12 44  1  1
 29 65  1  6
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 30 67  1  0
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 31 69  1  0
 31 70  1  0
 31 71  1  0
  4 39  1  6
  2 35  1  6
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
M  END


  Mrv1652306212101593D          

 71 70  0  0  0  0            999 V2000
    0.0894    5.2152   -1.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134    4.0989   -2.1542 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6130    4.5351   -3.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6741    2.7093   -1.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4959    2.7997   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    3.2919   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647    2.2803    0.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5388    1.8535   -1.3169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7750    2.4726   -0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079    0.4731   -1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.0100   -1.8073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -0.4777   -0.6246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6972   -0.6949    0.6768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -0.0009    1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    0.6724    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785   -0.1746    3.0153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2315   -0.6078    4.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8925    0.6086    4.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3090   -1.6559    3.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645   -0.9923    2.8400 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7348   -2.4468    2.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0651   -0.3201    2.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1360    0.9180    2.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637   -1.1301    2.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5062   -0.3399    2.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -1.6262    0.9206 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7462   -0.4933   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5748   -2.6820    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.8446   -1.3401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9731   -1.6963   -2.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458   -2.8288   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7266    4.9457   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584    5.4758   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141    6.1233   -1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311    4.0058   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154    4.6668   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8287    3.7934   -3.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    5.4859   -3.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243    2.1529   -2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    2.1761    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462    2.8143    0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233    1.7926   -0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310    3.3182   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.0740   -0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    0.8459    3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550   -1.0316    4.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.3081    5.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    1.3471    5.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    1.0995    4.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -1.9865    4.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1003   -1.2554    3.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996   -2.5440    3.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6474   -2.9623    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759   -2.7816    3.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0483   -2.7411    2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783   -1.9702    3.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    0.5758    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -2.0964    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9670    0.2711   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7113   -0.0111    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7605   -0.8777   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6272   -3.0715   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3776   -3.5276    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -2.2697    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -2.2838   -1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.2570   -2.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442   -1.0586   -3.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0474   -2.6713   -3.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611   -2.4439   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -3.0196    0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -3.7918   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0  0  0  0
 26 24  1  0  0  0  0
 22 23  2  0  0  0  0
 12 10  1  0  0  0  0
 21 20  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  1  0  0  0  0
 20 22  1  0  0  0  0
 29 31  1  0  0  0  0
 16 17  1  0  0  0  0
 10 11  2  0  0  0  0
 22 24  1  0  0  0  0
 10  8  1  0  0  0  0
 16 14  1  0  0  0  0
  8  4  1  0  0  0  0
  4  2  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  1  0  0  0  0
 26 28  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  2  0  0  0  0
  4  5  1  0  0  0  0
 26 27  1  0  0  0  0
  5  6  2  0  0  0  0
 17 18  1  0  0  0  0
  5  7  1  0  0  0  0
 24 25  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 16 20  1  0  0  0  0
 26 58  1  6  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 27 61  1  0  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 21 55  1  0  0  0  0
 24 56  1  1  0  0  0
 28 62  1  0  0  0  0
 28 63  1  0  0  0  0
 28 64  1  0  0  0  0
 25 57  1  0  0  0  0
 16 45  1  1  0  0  0
 17 46  1  1  0  0  0
 18 47  1  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 19 52  1  0  0  0  0
 12 44  1  1  0  0  0
 29 65  1  6  0  0  0
 30 66  1  0  0  0  0
 30 67  1  0  0  0  0
 30 68  1  0  0  0  0
 31 69  1  0  0  0  0
 31 70  1  0  0  0  0
 31 71  1  0  0  0  0
  4 39  1  6  0  0  0
  2 35  1  6  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  7 40  1  0  0  0  0
  9 41  1  0  0  0  0
  9 42  1  0  0  0  0
  9 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042284

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H40N2O7/c1-11(2)15(21(28)29)23(9)20(27)18(14(7)8)31-22(30)16(12(3)4)24(10)19(26)17(25)13(5)6/h11-18,25H,1-10H3,(H,28,29)/t15-,16+,17+,18+/m0/s1

> <INCHI_KEY>
DNNNUEHTBMXDJS-BSDSXHPESA-N

> <FORMULA>
C22H40N2O7

> <MOLECULAR_WEIGHT>
444.569

> <EXACT_MASS>
444.283551636

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
47.51891814628235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2R)-2-{[(2R)-2-[(2R)-2-hydroxy-N,3-dimethylbutanamido]-3-methylbutanoyl]oxy}-N,3-dimethylbutanamido]-3-methylbutanoic acid

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
2.645107110666667

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.94405201992953

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.731840091017652

> <JCHEM_PKA_STRONGEST_BASIC>
-3.698071549562594

> <JCHEM_POLAR_SURFACE_AREA>
124.45

> <JCHEM_REFRACTIVITY>
114.55799999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2R)-2-{[(2R)-2-[(2R)-2-hydroxy-N,3-dimethylbutanamido]-3-methylbutanoyl]oxy}-N,3-dimethylbutanamido]-3-methylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 70  0  0  0  0  0  0  0  0999 V2000
    0.0894    5.2152   -1.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4134    4.0989   -2.1542 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6130    4.5351   -3.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6741    2.7093   -1.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4959    2.7997   -0.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6090    3.2919   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647    2.2803    0.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5388    1.8535   -1.3169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7750    2.4726   -0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079    0.4731   -1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.0100   -1.8073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -0.4777   -0.6246 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6972   -0.6949    0.6768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2159   -0.0009    1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    0.6724    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785   -0.1746    3.0153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2315   -0.6078    4.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8925    0.6086    4.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3090   -1.6559    3.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645   -0.9923    2.8400 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7348   -2.4468    2.8367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0651   -0.3201    2.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1360    0.9180    2.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637   -1.1301    2.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5062   -0.3399    2.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -1.6262    0.9206 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7462   -0.4933   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5748   -2.6820    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.8446   -1.3401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9731   -1.6963   -2.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458   -2.8288   -0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7266    4.9457   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584    5.4758   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2141    6.1233   -1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4311    4.0058   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154    4.6668   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8287    3.7934   -3.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    5.4859   -3.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243    2.1529   -2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    2.1761    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462    2.8143    0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233    1.7926   -0.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310    3.3182   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.0740   -0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325    0.8459    3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5550   -1.0316    4.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.3081    5.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1405    1.3471    5.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6063    1.0995    4.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846   -1.9865    4.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1003   -1.2554    3.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996   -2.5440    3.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6474   -2.9623    2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4759   -2.7816    3.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0483   -2.7411    2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3783   -1.9702    3.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2911    0.5758    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5267   -2.0964    0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9670    0.2711   -0.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7113   -0.0111    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7605   -0.8777   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6272   -3.0715   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3776   -3.5276    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -2.2697    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -2.2838   -1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9761   -1.2570   -2.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3442   -1.0586   -3.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0474   -2.6713   -3.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611   -2.4439   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -3.0196    0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -3.7918   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 19  1  0
 26 24  1  0
 22 23  2  0
 12 10  1  0
 21 20  1  0
 12 29  1  0
 29 30  1  0
 20 22  1  0
 29 31  1  0
 16 17  1  0
 10 11  2  0
 22 24  1  0
 10  8  1  0
 16 14  1  0
  8  4  1  0
  4  2  1  0
 14 13  1  0
  2  1  1  0
 26 28  1  0
  2  3  1  0
 14 15  2  0
  4  5  1  0
 26 27  1  0
  5  6  2  0
 17 18  1  0
  5  7  1  0
 24 25  1  0
  8  9  1  0
 12 13  1  0
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 26 58  1  6
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 29 65  1  6
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 31 70  1  0
 31 71  1  0
  4 39  1  6
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  3 36  1  0
  3 37  1  0
  3 38  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.089   5.215  -1.154  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.413   4.099  -2.154  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.613   4.535  -3.009  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.674   2.709  -1.510  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.496   2.800  -0.204  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.609   3.292  -0.092  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.865   2.280   0.871  0.00  0.00           O+0
HETATM    8  N   UNK     0      -0.539   1.853  -1.317  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.775   2.473  -0.853  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.308   0.473  -1.327  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.734   0.010  -1.807  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.299  -0.478  -0.625  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.697  -0.695   0.677  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.216  -0.001   1.724  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.239   0.672   1.661  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.379  -0.175   3.015  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.232  -0.608   4.244  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.893   0.609   4.909  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.309  -1.656   3.942  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.865  -0.992   2.840  0.00  0.00           N+0
HETATM   21  C   UNK     0       0.735  -2.447   2.837  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.065  -0.320   2.611  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.136   0.918   2.599  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.364  -1.130   2.379  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.506  -0.340   2.717  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.472  -1.626   0.921  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.746  -0.493  -0.074  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.575  -2.682   0.798  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.389  -1.845  -1.340  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.973  -1.696  -2.748  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.246  -2.829  -0.534  0.00  0.00           C+0
HETATM   32  H   UNK     0      -0.727   4.946  -0.480  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.958   5.476  -0.541  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.214   6.123  -1.687  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.431   4.006  -2.849  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.515   4.667  -2.404  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.829   3.793  -3.785  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.404   5.486  -3.511  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.324   2.153  -2.197  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.550   2.176   1.579  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.646   2.814   0.177  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.623   1.793  -0.906  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.031   3.318  -1.494  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.307  -0.074  -0.540  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.033   0.846   3.221  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.555  -1.032   4.998  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.433   0.308   5.814  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.141   1.347   5.207  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.606   1.099   4.241  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.785  -1.986   4.872  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.100  -1.255   3.300  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.900  -2.544   3.457  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.647  -2.962   2.543  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.476  -2.782   3.844  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.048  -2.741   2.135  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.378  -1.970   3.079  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.291   0.576   2.449  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.527  -2.096   0.624  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.967   0.271  -0.021  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.711  -0.011   0.113  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.761  -0.878  -1.099  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.627  -3.071  -0.224  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.378  -3.528   1.466  0.00  0.00           H+0
HETATM   64  H   UNK     0       5.557  -2.270   1.053  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.386  -2.284  -1.422  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.976  -1.257  -2.716  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.344  -1.059  -3.377  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.047  -2.671  -3.241  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.261  -2.444  -0.390  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.813  -3.020   0.452  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.320  -3.792  -1.051  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    4    1    3   35                                             
CONECT    3    2   36   37   38                                             
CONECT    4    8    2    5   39                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5   40                                                       
CONECT    8   10    4    9                                                  
CONECT    9    8   41   42   43                                             
CONECT   10   12   11    8                                                  
CONECT   11   10                                                            
CONECT   12   10   29   13   44                                             
CONECT   13   14   12                                                       
CONECT   14   16   13   15                                                  
CONECT   15   14                                                            
CONECT   16   17   14   20   45                                             
CONECT   17   19   16   18   46                                             
CONECT   18   17   47   48   49                                             
CONECT   19   17   50   51   52                                             
CONECT   20   21   22   16                                                  
CONECT   21   20   53   54   55                                             
CONECT   22   23   20   24                                                  
CONECT   23   22                                                            
CONECT   24   26   22   25   56                                             
CONECT   25   24   57                                                       
CONECT   26   24   28   27   58                                             
CONECT   27   26   59   60   61                                             
CONECT   28   26   62   63   64                                             
CONECT   29   12   30   31   65                                             
CONECT   30   29   66   67   68                                             
CONECT   31   29   69   70   71                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    7                                                            
CONECT   41    9                                                            
CONECT   42    9                                                            
CONECT   43    9                                                            
CONECT   44   12                                                            
CONECT   45   16                                                            
CONECT   46   17                                                            
CONECT   47   18                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   19                                                            
CONECT   53   21                                                            
CONECT   54   21                                                            
CONECT   55   21                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   30                                                            
CONECT   67   30                                                            
CONECT   68   30                                                            
CONECT   69   31                                                            
CONECT   70   31                                                            
CONECT   71   31                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  140    0
END

RDKit          3D

71 70  0  0  0  0  0  0  0  0999 V2000
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    0.4134    4.0989   -2.1542 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6130    4.5351   -3.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6741    2.7093   -1.5104 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.6090    3.2919   -0.0919 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5388    1.8535   -1.3169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7750    2.4726   -0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3079    0.4731   -1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7342    0.0100   -1.8073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -0.4777   -0.6246 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.2159   -0.0009    1.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388    0.6724    1.6614 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0651   -0.3201    2.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1360    0.9180    2.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3637   -1.1301    2.3787 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.4719   -1.6262    0.9206 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7462   -0.4933   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5748   -2.6820    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892   -1.8446   -1.3401 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9731   -1.6963   -2.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7266    4.9457   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9584    5.4758   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8287    3.7934   -3.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4041    5.4859   -3.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5499    2.1761    1.5793 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2911    0.5758    2.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7113   -0.0111    0.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7605   -0.8777   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6272   -3.0715   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3776   -3.5276    1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -2.2697    1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5  7  1  0
 24 25  1  0
  8  9  1  0
 12 13  1  0
 16 20  1  0
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 27 61  1  0
 21 53  1  0
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 21 55  1  0
 24 56  1  1
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 16 45  1  1
 17 46  1  1
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 19 50  1  0
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 12 44  1  1
 29 65  1  6
 30 66  1  0
 30 67  1  0
 30 68  1  0
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 31 70  1  0
 31 71  1  0
  4 39  1  6
  2 35  1  6
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  7 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S)-2-[(2R)-2-{[(2R)-2-[(2R)-2-hydroxy-N,3-dimethylbutanamido]-3-methylbutanoyl]oxy}-N,3-dimethylbutanamido]-3-methylbutanoate	Generator

Chemical Formula

C₂₂H₄₀N₂O₇

Average Mass

444.5690 Da

Monoisotopic Mass

444.28355 Da

IUPAC Name

(2S)-2-[(2R)-2-{[(2R)-2-[(2R)-2-hydroxy-N,3-dimethylbutanamido]-3-methylbutanoyl]oxy}-N,3-dimethylbutanamido]-3-methylbutanoic acid

Traditional Name

(2S)-2-[(2R)-2-{[(2R)-2-[(2R)-2-hydroxy-N,3-dimethylbutanamido]-3-methylbutanoyl]oxy}-N,3-dimethylbutanamido]-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]([H])(N(C(=O)[C@]([H])(OC(=O)[C@]([H])(N(C(=O)[C@]([H])(O[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C22H40N2O7/c1-11(2)15(21(28)29)23(9)20(27)18(14(7)8)31-22(30)16(12(3)4)24(10)19(26)17(25)13(5)6/h11-18,25H,1-10H3,(H,28,29)/t15-,16+,17+,18+/m0/s1

InChI Key

DNNNUEHTBMXDJS-BSDSXHPESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fusarium begoniae	JEOL database	Wang, J.-p., et al, Tetrahedron Lett. 54, 2492 (2013)
Fusarium tricinctum	JEOL database	Wang, J.-p., et al, Tetrahedron Lett. 54, 2492 (2013)

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Depsipeptides

Alternative Parents

Substituents

Depsipeptide
Valine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid ester
Alpha-amino acid or derivatives
Methyl-branched fatty acid
Hydroxy fatty acid
Fatty acid ester
Branched fatty acid
Fatty acyl
N-acyl-amine
Dicarboxylic acid or derivatives
Tertiary carboxylic acid amide
Secondary alcohol
Carboxylic acid ester
Carboxamide group
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	2.35	ALOGPS
logP	2.65	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	124.45 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	114.56 m³·mol⁻¹	ChemAxon
Polarizability	47.52 Å³	ChemAxon
Number of Rings	0	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436968

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71665516

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, J.-p., et al. (2013). Wang, J.-p., et al, Tetrahedron Lett. 54, 2492 (2013). Tetrahedron Lett.

Showing NP-Card for subenniatin A (NP0042284)

MOL for NP0042284 (subenniatin A)

3D MOL for NP0042284 (subenniatin A)

3D SDF for NP0042284 (subenniatin A)

3D-SDF for NP0042284 (subenniatin A)

PDB for NP0042284 (subenniatin A)

3D PDB for NP0042284 (subenniatin A)

SMILES for NP0042284 (subenniatin A)

INCHI for NP0042284 (subenniatin A)

Structure for NP0042284 (subenniatin A)

3D Structure for NP0042284 (subenniatin A)