NP-MRD: Showing NP-Card for Bravomicin A (NP0008671)

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Record Information

Version

2.0

Created at

2020-12-09 06:12:34 UTC

Updated at

2021-07-15 17:01:05 UTC

NP-MRD ID

NP0008671

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bravomicin A

Provided By

NPAtlas

Description

4-{2-[3-(Butan-2-yl)-9,14-dihydroxy-8-methoxy-1,5,10,15,16-pentaoxo-1,2,5,10,15,16-hexahydro-2-azahexaphen-2-yl]acetyl}-6-hydroxy-5-methyl-2,3,4,5-tetrahydropyrazine-2-carboxylic acid belongs to the class of organic compounds known as naphthacenes. Naphthacenes are compounds containing a naphthacene moiety, which is a polyaromatic hydrocarbon made of four linearly fused benzene rings. Bravomicin A is found in Micromonospora echinospora. Bravomicin A was first documented in 2009 (PMID: 19680283). Based on a literature review very few articles have been published on 4-{2-[3-(butan-2-yl)-9,14-dihydroxy-8-methoxy-1,5,10,15,16-pentaoxo-1,2,5,10,15,16-hexahydro-2-azahexaphen-2-yl]acetyl}-6-hydroxy-5-methyl-2,3,4,5-tetrahydropyrazine-2-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652307012119573D          

 84 90  0  0  0  0            999 V2000
   -3.0100   -4.8857    2.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419   -4.0172    2.3147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0753   -3.4357    0.9174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0355   -4.5352   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493   -2.6379    0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792   -3.3667    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4880   -2.7092    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -3.4069    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6493   -4.6636    0.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698   -2.7357    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278   -3.4367   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281   -2.7993   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807   -1.4374   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5078   -0.7940   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5933   -1.6347   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7837   -1.9675   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.5621   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379    1.1733   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075    0.5389   -0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8785    2.5698   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1326    3.1776   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1844    2.5350   -0.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2313    4.5497    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807    5.2653    0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    4.6636    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363    3.2874    0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972    2.6744    0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290    3.3580    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533    1.3075    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    0.6757    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.4219    0.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150   -0.6731    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988   -1.3339    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506   -0.6447    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755    0.5668    0.6069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -1.3409    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5930    0.5722    0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8473   -1.3218    0.9108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030   -0.5454    1.1652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6401    0.0513   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.8068   -0.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7197    1.3852   -0.3955 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019    2.4459    0.4350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2830    3.5038    0.6945 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8257    4.8119    0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134    5.3970   -0.6931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    5.3690    0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5280    3.1637    0.0510 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5255    2.5975   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794    2.7455   -2.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3105    1.8051   -1.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -5.0929   -4.6193    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0226   -2.8512    0.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.4065    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -4.8857   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5290   -4.2119   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -4.4342    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -4.5168   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -3.3837   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7783   -2.2065   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -2.7813   -2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1532   -1.0471   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3921   -0.2987   -0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090    5.0262   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1261    6.3398    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    5.2835    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056    4.3419    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335   -1.1083    1.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.3006    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7293    2.1431    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4178    2.9609   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4405    3.5661    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239    5.8086   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164    3.3449    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    2.5594   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6682    0.1921   -2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.2537   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982    0.0244   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 13 14  1  0  0  0  0
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 33 34  1  0  0  0  0
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M  END

     RDKit          3D

 84 90  0  0  0  0  0  0  0  0999 V2000
   -3.0100   -4.8857    2.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419   -4.0172    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0753   -3.4357    0.9174 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.8493   -2.6379    0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792   -3.3667    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4880   -2.7092    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -3.4069    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6493   -4.6636    0.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698   -2.7357    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278   -3.4367   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0226   -2.8512    0.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.4065    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -4.8857   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5290   -4.2119   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -4.4342    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -4.5168   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -3.3837   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7783   -2.2065   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -2.7813   -2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1532   -1.0471   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3921   -0.2987   -0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090    5.0262   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1261    6.3398    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    5.2835    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056    4.3419    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335   -1.1083    1.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.3006    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7293    2.1431    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4178    2.9609   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4405    3.5661    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239    5.8086   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164    3.3449    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    2.5594   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6682    0.1921   -2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.2537   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982    0.0244   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
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 29 30  1  0
 30 31  2  0
 30 32  1  0
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 34 35  2  0
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 36 37  1  0
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 39 40  1  0
 40 41  1  0
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 43 44  1  0
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 46 47  2  0
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 49 50  1  0
 50 51  2  0
 50 52  1  0
 52 53  1  0
 39  5  1  0
 52 43  1  0
 36  7  2  0
 33 10  1  0
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 29 17  1  0
 26 20  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  2 57  1  0
  2 58  1  0
  3 59  1  6
  4 60  1  0
  4 61  1  0
  4 62  1  0
  6 63  1  0
 11 64  1  0
 12 65  1  0
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 16 67  1  0
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 19 69  1  0
 23 70  1  0
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 25 72  1  0
 28 73  1  0
 40 74  1  0
 40 75  1  0
 44 76  1  0
 44 77  1  0
 45 78  1  1
 48 79  1  0
 49 80  1  0
 52 81  1  6
 53 82  1  0
 53 83  1  0
 53 84  1  0
M  END


  Mrv1652307012119573D          

 84 90  0  0  0  0            999 V2000
   -3.0100   -4.8857    2.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419   -4.0172    2.3147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0753   -3.4357    0.9174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0355   -4.5352   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493   -2.6379    0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792   -3.3667    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4880   -2.7092    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -3.4069    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6493   -4.6636    0.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698   -2.7357    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278   -3.4367   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281   -2.7993   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807   -1.4374   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5078   -0.7940   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5933   -1.6347   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7837   -1.9675   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.5621   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379    1.1733   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075    0.5389   -0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8785    2.5698   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1326    3.1776   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1844    2.5350   -0.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2313    4.5497    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807    5.2653    0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    4.6636    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363    3.2874    0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972    2.6744    0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290    3.3580    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533    1.3075    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    0.6757    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.4219    0.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150   -0.6731    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988   -1.3339    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506   -0.6447    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755    0.5668    0.6069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -1.3409    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -0.6719    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5930    0.5722    0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8473   -1.3218    0.9108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030   -0.5454    1.1652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6401    0.0513   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.8068   -0.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7197    1.3852   -0.3955 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019    2.4459    0.4350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2830    3.5038    0.6945 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8257    4.8119    0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134    5.3970   -0.6931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    5.3690    0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5280    3.1637    0.0510 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5255    2.5975   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794    2.7455   -2.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3105    1.8051   -1.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7720    0.7307   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7883   -5.7473    2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702   -4.2637    2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2699   -3.1881    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0929   -4.6193    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0226   -2.8512    0.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.4065    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -4.8857   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5290   -4.2119   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -4.4342    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -4.5168   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -3.3837   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7783   -2.2065   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -2.7813   -2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1532   -1.0471   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3921   -0.2987   -0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090    5.0262   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1261    6.3398    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    5.2835    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056    4.3419    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335   -1.1083    1.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.3006    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7293    2.1431    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4178    2.9609   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4405    3.5661    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239    5.8086   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164    3.3449    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    2.5594   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6682    0.1921   -2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.2537   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982    0.0244   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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 34 35  2  0  0  0  0
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 36 37  1  0  0  0  0
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 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
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 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 39  5  1  0  0  0  0
 52 43  1  0  0  0  0
 36  7  2  0  0  0  0
 33 10  1  0  0  0  0
 32 13  1  0  0  0  0
 29 17  1  0  0  0  0
 26 20  1  0  0  0  0
  1 54  1  0  0  0  0
  1 55  1  0  0  0  0
  1 56  1  0  0  0  0
  2 57  1  0  0  0  0
  2 58  1  0  0  0  0
  3 59  1  6  0  0  0
  4 60  1  0  0  0  0
  4 61  1  0  0  0  0
  4 62  1  0  0  0  0
  6 63  1  0  0  0  0
 11 64  1  0  0  0  0
 12 65  1  0  0  0  0
 16 66  1  0  0  0  0
 16 67  1  0  0  0  0
 16 68  1  0  0  0  0
 19 69  1  0  0  0  0
 23 70  1  0  0  0  0
 24 71  1  0  0  0  0
 25 72  1  0  0  0  0
 28 73  1  0  0  0  0
 40 74  1  0  0  0  0
 40 75  1  0  0  0  0
 44 76  1  0  0  0  0
 44 77  1  0  0  0  0
 45 78  1  1  0  0  0
 48 79  1  0  0  0  0
 49 80  1  0  0  0  0
 52 81  1  6  0  0  0
 53 82  1  0  0  0  0
 53 83  1  0  0  0  0
 53 84  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008671

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]1([H])N([H])C(=O)[C@@]([H])(N(C(=O)C([H])([H])N2C(=O)C3=C(C([H])=C2[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])C(=O)C2=C([H])C([H])=C4C(OC([H])([H])[H])=C5C(O[H])=C6C(=O)C([H])=C([H])C([H])=C6C(O[H])=C5C(=O)C4=C2C3=O)C1([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C38H31N3O12/c1-5-14(2)21-11-19-27(37(50)41(21)13-23(43)40-12-20(38(51)52)39-36(49)15(40)3)33(47)25-17(30(19)44)9-10-18-26(25)34(48)28-29(35(18)53-4)32(46)24-16(31(28)45)7-6-8-22(24)42/h6-11,14-15,20,45-46H,5,12-13H2,1-4H3,(H,39,49)(H,51,52)/t14-,15-,20-/m0/s1

> <INCHI_KEY>
VNIZMUALEAHAJX-UHFFFAOYSA-N

> <FORMULA>
C38H31N3O12

> <MOLECULAR_WEIGHT>
721.675

> <EXACT_MASS>
721.19077345

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
74.22259193333173

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S)-4-(2-{3-[(2S)-butan-2-yl]-9,14-dihydroxy-8-methoxy-1,5,10,15,16-pentaoxo-1,2,5,10,15,16-hexahydro-2-azahexaphen-2-yl}acetyl)-5-methyl-6-oxopiperazine-2-carboxylic acid

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
-0.9402863626666663

> <ALOGPS_LOGS>
-4.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.485914854831744

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4493666431810532

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6350872733885224

> <JCHEM_POLAR_SURFACE_AREA>
224.98999999999998

> <JCHEM_REFRACTIVITY>
191.7950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S)-4-(2-{3-[(2S)-butan-2-yl]-9,14-dihydroxy-8-methoxy-1,5,10,15,16-pentaoxo-2-azahexaphen-2-yl}acetyl)-5-methyl-6-oxopiperazine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 84 90  0  0  0  0  0  0  0  0999 V2000
   -3.0100   -4.8857    2.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419   -4.0172    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0753   -3.4357    0.9174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0355   -4.5352   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493   -2.6379    0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4880   -2.7092    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0278   -3.4367   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1990    0.6757    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.4219    0.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8988   -1.3339    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506   -0.6447    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755    0.5668    0.6069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -1.3409    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -0.6719    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5930    0.5722    0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8473   -1.3218    0.9108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030   -0.5454    1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401    0.0513   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.8068   -0.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7197    1.3852   -0.3955 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019    2.4459    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2830    3.5038    0.6945 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8257    4.8119    0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134    5.3970   -0.6931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    5.3690    0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5280    3.1637    0.0510 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5255    2.5975   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794    2.7455   -2.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3105    1.8051   -1.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7720    0.7307   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7883   -5.7473    2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702   -4.2637    2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434   -5.2988    3.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -3.1881    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0929   -4.6193    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0226   -2.8512    0.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.4065    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -4.8857   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5290   -4.2119   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -4.4342    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -4.5168   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -3.3837   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7783   -2.2065   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -2.7813   -2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1532   -1.0471   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3921   -0.2987   -0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090    5.0262   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1261    6.3398    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    5.2835    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056    4.3419    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335   -1.1083    1.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.3006    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7293    2.1431    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4178    2.9609   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4405    3.5661    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239    5.8086   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164    3.3449    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    2.5594   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6682    0.1921   -2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.2537   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982    0.0244   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
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  8 10  1  0
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 33 34  1  0
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 34 36  1  0
 36 37  1  0
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 37 39  1  0
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 53 82  1  0
 53 83  1  0
 53 84  1  0
M  END

HEADER    PROTEIN                                 01-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUL-21         0                                  
HETATM    1  C   UNK     0      -3.010  -4.886   2.715  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.142  -4.017   2.315  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.075  -3.436   0.917  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.035  -4.535  -0.120  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.849  -2.638   0.778  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.679  -3.367   0.539  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.488  -2.709   0.438  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.673  -3.407   0.202  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.649  -4.664   0.077  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.870  -2.736   0.099  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.028  -3.437  -0.138  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.228  -2.799  -0.245  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.281  -1.437  -0.115  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.508  -0.794  -0.224  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.593  -1.635  -0.480  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.784  -1.968  -1.884  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.602   0.562  -0.091  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.838   1.173  -0.175  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.008   0.539  -0.386  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.878   2.570  -0.019  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.133   3.178  -0.112  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.184   2.535  -0.322  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.231   4.550   0.032  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.081   5.265   0.263  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.827   4.664   0.357  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.736   3.287   0.212  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.497   2.674   0.302  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.329   3.358   0.533  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.453   1.308   0.149  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.199   0.676   0.259  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.249   1.422   0.470  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.115  -0.673   0.130  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.899  -1.334   0.238  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.751  -0.645   0.472  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.676   0.567   0.607  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.468  -1.341   0.575  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.654  -0.672   0.810  0.00  0.00           C+0
HETATM   38  O   UNK     0      -1.593   0.572   0.929  0.00  0.00           O+0
HETATM   39  N   UNK     0      -2.847  -1.322   0.911  0.00  0.00           N+0
HETATM   40  C   UNK     0      -4.003  -0.545   1.165  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.640   0.051  -0.038  0.00  0.00           C+0
HETATM   42  O   UNK     0      -5.170  -0.807  -0.819  0.00  0.00           O+0
HETATM   43  N   UNK     0      -4.720   1.385  -0.396  0.00  0.00           N+0
HETATM   44  C   UNK     0      -4.202   2.446   0.435  0.00  0.00           C+0
HETATM   45  C   UNK     0      -5.283   3.504   0.695  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.826   4.812   0.172  0.00  0.00           C+0
HETATM   47  O   UNK     0      -5.513   5.397  -0.693  0.00  0.00           O+0
HETATM   48  O   UNK     0      -3.632   5.369   0.655  0.00  0.00           O+0
HETATM   49  N   UNK     0      -6.528   3.164   0.051  0.00  0.00           N+0
HETATM   50  C   UNK     0      -6.526   2.598  -1.243  0.00  0.00           C+0
HETATM   51  O   UNK     0      -7.479   2.745  -2.018  0.00  0.00           O+0
HETATM   52  C   UNK     0      -5.311   1.805  -1.641  0.00  0.00           C+0
HETATM   53  C   UNK     0      -5.772   0.731  -2.554  0.00  0.00           C+0
HETATM   54  H   UNK     0      -2.788  -5.747   2.093  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.070  -4.264   2.773  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.143  -5.299   3.756  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.270  -3.188   3.051  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.093  -4.619   2.424  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.023  -2.851   0.822  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.483  -5.407   0.260  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.056  -4.886  -0.384  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.529  -4.212  -1.051  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.712  -4.434   0.429  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.930  -4.517  -0.233  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.108  -3.384  -0.421  0.00  0.00           H+0
HETATM   66  H   UNK     0       5.778  -2.207  -2.332  0.00  0.00           H+0
HETATM   67  H   UNK     0       7.498  -2.781  -2.003  0.00  0.00           H+0
HETATM   68  H   UNK     0       7.153  -1.047  -2.371  0.00  0.00           H+0
HETATM   69  H   UNK     0       8.392  -0.299  -0.500  0.00  0.00           H+0
HETATM   70  H   UNK     0       9.209   5.026  -0.041  0.00  0.00           H+0
HETATM   71  H   UNK     0       7.126   6.340   0.378  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.979   5.284   0.538  0.00  0.00           H+0
HETATM   73  H   UNK     0       3.306   4.342   0.651  0.00  0.00           H+0
HETATM   74  H   UNK     0      -4.833  -1.108   1.692  0.00  0.00           H+0
HETATM   75  H   UNK     0      -3.812   0.301   1.879  0.00  0.00           H+0
HETATM   76  H   UNK     0      -3.729   2.143   1.363  0.00  0.00           H+0
HETATM   77  H   UNK     0      -3.418   2.961  -0.206  0.00  0.00           H+0
HETATM   78  H   UNK     0      -5.441   3.566   1.803  0.00  0.00           H+0
HETATM   79  H   UNK     0      -3.024   5.809  -0.024  0.00  0.00           H+0
HETATM   80  H   UNK     0      -7.416   3.345   0.558  0.00  0.00           H+0
HETATM   81  H   UNK     0      -4.665   2.559  -2.164  0.00  0.00           H+0
HETATM   82  H   UNK     0      -6.668   0.192  -2.190  0.00  0.00           H+0
HETATM   83  H   UNK     0      -6.160   1.254  -3.490  0.00  0.00           H+0
HETATM   84  H   UNK     0      -4.998   0.024  -2.908  0.00  0.00           H+0
CONECT    1    2   54   55   56                                             
CONECT    2    1    3   57   58                                             
CONECT    3    2    4    5   59                                             
CONECT    4    3   60   61   62                                             
CONECT    5    3    6   39                                                  
CONECT    6    5    7   63                                                  
CONECT    7    6    8   36                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   33                                                  
CONECT   11   10   12   64                                                  
CONECT   12   11   13   65                                                  
CONECT   13   12   14   32                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   66   67   68                                             
CONECT   17   14   18   29                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   69                                                       
CONECT   20   18   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   70                                                  
CONECT   24   23   25   71                                                  
CONECT   25   24   26   72                                                  
CONECT   26   25   27   20                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   73                                                       
CONECT   29   27   30   17                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   13                                                  
CONECT   33   32   34   10                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37    7                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40    5                                                  
CONECT   40   39   41   74   75                                             
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   52                                                  
CONECT   44   43   45   76   77                                             
CONECT   45   44   46   49   78                                             
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   79                                                       
CONECT   49   45   50   80                                                  
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53   43   81                                             
CONECT   53   52   82   83   84                                             
CONECT   54    1                                                            
CONECT   55    1                                                            
CONECT   56    1                                                            
CONECT   57    2                                                            
CONECT   58    2                                                            
CONECT   59    3                                                            
CONECT   60    4                                                            
CONECT   61    4                                                            
CONECT   62    4                                                            
CONECT   63    6                                                            
CONECT   64   11                                                            
CONECT   65   12                                                            
CONECT   66   16                                                            
CONECT   67   16                                                            
CONECT   68   16                                                            
CONECT   69   19                                                            
CONECT   70   23                                                            
CONECT   71   24                                                            
CONECT   72   25                                                            
CONECT   73   28                                                            
CONECT   74   40                                                            
CONECT   75   40                                                            
CONECT   76   44                                                            
CONECT   77   44                                                            
CONECT   78   45                                                            
CONECT   79   48                                                            
CONECT   80   49                                                            
CONECT   81   52                                                            
CONECT   82   53                                                            
CONECT   83   53                                                            
CONECT   84   53                                                            
MASTER        0    0    0    0    0    0    0    0   84    0  180    0
END

RDKit          3D

84 90  0  0  0  0  0  0  0  0999 V2000
   -3.0100   -4.8857    2.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419   -4.0172    2.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0753   -3.4357    0.9174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0355   -4.5352   -0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493   -2.6379    0.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792   -3.3667    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4880   -2.7092    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731   -3.4069    0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6493   -4.6636    0.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698   -2.7357    0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278   -3.4367   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2281   -2.7993   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807   -1.4374   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5078   -0.7940   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5933   -1.6347   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7837   -1.9675   -1.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.5621   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379    1.1733   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075    0.5389   -0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8785    2.5698   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1326    3.1776   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1844    2.5350   -0.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2313    4.5497    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0807    5.2653    0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8275    4.6636    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363    3.2874    0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972    2.6744    0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290    3.3580    0.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533    1.3075    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1990    0.6757    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.4219    0.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150   -0.6731    0.1301 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8988   -1.3339    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7506   -0.6447    0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6755    0.5668    0.6069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -1.3409    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -0.6719    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5930    0.5722    0.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8473   -1.3218    0.9108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030   -0.5454    1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401    0.0513   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1700   -0.8068   -0.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7197    1.3852   -0.3955 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019    2.4459    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2830    3.5038    0.6945 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8257    4.8119    0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5134    5.3970   -0.6931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    5.3690    0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5280    3.1637    0.0510 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5255    2.5975   -1.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4794    2.7455   -2.0183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3105    1.8051   -1.6406 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7720    0.7307   -2.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7883   -5.7473    2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0702   -4.2637    2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1434   -5.2988    3.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -3.1881    3.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0929   -4.6193    2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0226   -2.8512    0.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -5.4065    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0561   -4.8857   -0.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5290   -4.2119   -1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -4.4342    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297   -4.5168   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -3.3837   -0.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7783   -2.2065   -2.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4979   -2.7813   -2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1532   -1.0471   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3921   -0.2987   -0.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2090    5.0262   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1261    6.3398    0.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9787    5.2835    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056    4.3419    0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8335   -1.1083    1.6917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.3006    1.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7293    2.1431    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4178    2.9609   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4405    3.5661    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239    5.8086   -0.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4164    3.3449    0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    2.5594   -2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6682    0.1921   -2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604    1.2537   -3.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982    0.0244   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  2  0
 46 48  1  0
 45 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 52 53  1  0
 39  5  1  0
 52 43  1  0
 36  7  2  0
 33 10  1  0
 32 13  1  0
 29 17  1  0
 26 20  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  2 57  1  0
  2 58  1  0
  3 59  1  6
  4 60  1  0
  4 61  1  0
  4 62  1  0
  6 63  1  0
 11 64  1  0
 12 65  1  0
 16 66  1  0
 16 67  1  0
 16 68  1  0
 19 69  1  0
 23 70  1  0
 24 71  1  0
 25 72  1  0
 28 73  1  0
 40 74  1  0
 40 75  1  0
 44 76  1  0
 44 77  1  0
 45 78  1  1
 48 79  1  0
 49 80  1  0
 52 81  1  6
 53 82  1  0
 53 83  1  0
 53 84  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
4-{2-[3-(butan-2-yl)-9,14-dihydroxy-8-methoxy-1,5,10,15,16-pentaoxo-1,2,5,10,15,16-hexahydro-2-azahexaphen-2-yl]acetyl}-6-hydroxy-5-methyl-2,3,4,5-tetrahydropyrazine-2-carboxylate	Generator

Chemical Formula

C₃₈H₃₁N₃O₁₂

Average Mass

721.6750 Da

Monoisotopic Mass

721.19077 Da

IUPAC Name

(2S,5S)-4-(2-{3-[(2S)-butan-2-yl]-9,14-dihydroxy-8-methoxy-1,5,10,15,16-pentaoxo-1,2,5,10,15,16-hexahydro-2-azahexaphen-2-yl}acetyl)-5-methyl-6-oxopiperazine-2-carboxylic acid

Traditional Name

(2S,5S)-4-(2-{3-[(2S)-butan-2-yl]-9,14-dihydroxy-8-methoxy-1,5,10,15,16-pentaoxo-2-azahexaphen-2-yl}acetyl)-5-methyl-6-oxopiperazine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C1=CC2=C(C(=O)N1CC(=O)N1CC(NC(=O)C1C)C(O)=O)C(=O)C1=C(C=CC3=C1C(=O)C1=C(O)C4=CC=CC(=O)C4=C(O)C1=C3OC)C2=O

InChI Identifier

InChI=1S/C38H31N3O12/c1-5-14(2)21-11-19-27(37(50)41(21)13-23(43)40-12-20(38(51)52)39-36(49)15(40)3)33(47)25-17(30(19)44)9-10-18-26(25)34(48)28-29(35(18)53-4)32(46)24-16(31(28)45)7-6-8-22(24)42/h6-11,14-15,20,45-46H,5,12-13H2,1-4H3,(H,39,49)(H,51,52)

InChI Key

VNIZMUALEAHAJX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Micromonospora echinospora	NPAtlas	19680283

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthacenes. Naphthacenes are compounds containing a naphthacene moiety, which is a polyaromatic hydrocarbon made of four linearly fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthacenes

Sub Class

Not Available

Direct Parent

Naphthacenes

Alternative Parents

Substituents

Tetracene
Phenanthrene
Isoquinoline quinone
1-naphthol
Isoquinolone
Isoquinoline
Alpha-amino acid or derivatives
Hydroquinone
Anisole
Pyridinone
Alkyl aryl ether
Pyridine
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	-0.94	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	224.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	191.8 m³·mol⁻¹	ChemAxon
Polarizability	74.22 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA001424

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78444537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135927984

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Banskota AH, Aouidate M, Sorensen D, Ibrahim A, Piraee M, Zazopoulos E, Alarco AM, Gourdeau H, Mellon C, Farnet CM, Falardeau P, McAlpine JB: TLN-05220, TLN-05223, new Echinosporamicin-type antibiotics, and proposed revision of the structure of bravomicins(*). J Antibiot (Tokyo). 2009 Oct;62(10):565-70. doi: 10.1038/ja.2009.77. Epub 2009 Aug 14. [PubMed:19680283 ]

Showing NP-Card for Bravomicin A (NP0008671)

MOL for NP0008671 (Bravomicin A)

3D MOL for NP0008671 (Bravomicin A)

3D SDF for NP0008671 (Bravomicin A)

3D-SDF for NP0008671 (Bravomicin A)

PDB for NP0008671 (Bravomicin A)

3D PDB for NP0008671 (Bravomicin A)

SMILES for NP0008671 (Bravomicin A)

INCHI for NP0008671 (Bravomicin A)

Structure for NP0008671 (Bravomicin A)

3D Structure for NP0008671 (Bravomicin A)