NP-MRD: Showing NP-Card for A-500359 C (NP0004607)

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Record Information

Version

2.0

Created at

2020-12-09 02:03:12 UTC

Updated at

2021-07-15 16:49:39 UTC

NP-MRD ID

NP0004607

Secondary Accession Numbers

None

Natural Product Identification

Common Name

A-500359 C

Provided By

NPAtlas

Description

(2S,3S,4S)-2-[(R)-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl](C-hydroxycarbonimidoyl)methoxy]-3,4-dihydroxy-N-[(2R,6S)-7-hydroxy-2-methyl-3,4,5,6-tetrahydro-2H-azepin-6-yl]-3,4-dihydro-2H-pyran-6-carboximidic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. A-500359 C is found in Streptomyces and Streptomyces griseus. Based on a literature review very few articles have been published on (2S,3S,4S)-2-[(R)-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl](C-hydroxycarbonimidoyl)methoxy]-3,4-dihydroxy-N-[(2R,6S)-7-hydroxy-2-methyl-3,4,5,6-tetrahydro-2H-azepin-6-yl]-3,4-dihydro-2H-pyran-6-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118083D          

 71 74  0  0  0  0            999 V2000
    7.3164   -1.3164   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748   -1.2830   -2.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2332    0.0254   -3.4120 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7227   -0.0329   -3.2644 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2756    0.2360   -1.8655 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2418   -1.0354   -1.0197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4589   -0.8119    0.1895 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -1.4587    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -2.2922   -0.3893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -1.2083    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9222   -0.3733    2.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.0928    3.8302 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0742    0.1291    4.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7012   -1.2655    4.1360 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1423   -2.3904    4.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -1.4603    2.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3312   -0.3942    2.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -0.3794    2.5484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2093    0.7211    3.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    0.8861    3.5190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    1.4781    4.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1408   -0.0563    1.1368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6730    1.1451    0.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6129    1.0103   -0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9545    2.1010   -1.3548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472    3.3393   -1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    4.4838   -1.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.3746   -2.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3453    5.4129   -2.9632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    3.1601   -2.7304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9182    2.0403   -2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485    0.8997   -2.4594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -0.3268   -0.8957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3171   -0.9193   -2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590   -1.1283    0.1646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8839   -1.7293   -0.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -1.8877    1.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -1.4365   -0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113   -1.9048    0.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573   -1.3555   -1.5321 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5282   -2.2088   -4.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9449   -1.4290   -2.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312   -0.3776   -3.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3461   -2.1240   -3.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090    0.8121   -2.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5131    0.3116   -4.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121    0.7837   -3.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -0.9916   -3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536    0.9484   -1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514    0.6427   -1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -1.8258   -1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636   -0.1215    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629    0.1872    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847    0.8405    3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9363   -0.5863    5.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2180   -1.2346    5.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330   -3.0523    4.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -2.3136    3.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009   -1.2945    2.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0120    1.7208    4.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909    0.1892    3.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742   -0.0218    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6636    0.9610   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008    3.4605   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3345    5.4645   -1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5676    3.0122   -3.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9406   -0.4262   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5511   -1.8662   -1.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1237   -1.9083    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5992   -1.7883    0.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810   -1.3436   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
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 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 19 20  1  0  0  0  0
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 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 16 37  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40  2  1  0  0  0  0
 37 10  1  0  0  0  0
 35 22  1  0  0  0  0
 31 25  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  2 44  1  6  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  0  0  0  0
  5 50  1  0  0  0  0
  6 51  1  6  0  0  0
  7 52  1  0  0  0  0
 11 53  1  0  0  0  0
 12 54  1  6  0  0  0
 13 55  1  0  0  0  0
 14 56  1  1  0  0  0
 15 57  1  0  0  0  0
 16 58  1  1  0  0  0
 18 59  1  1  0  0  0
 20 60  1  0  0  0  0
 20 61  1  0  0  0  0
 22 62  1  1  0  0  0
 24 63  1  6  0  0  0
 26 64  1  0  0  0  0
 27 65  1  0  0  0  0
 30 66  1  0  0  0  0
 33 67  1  1  0  0  0
 34 68  1  0  0  0  0
 35 69  1  1  0  0  0
 36 70  1  0  0  0  0
 40 71  1  0  0  0  0
M  END

     RDKit          3D

 71 74  0  0  0  0  0  0  0  0999 V2000
    7.3164   -1.3164   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748   -1.2830   -2.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2332    0.0254   -3.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -0.0329   -3.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756    0.2360   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418   -1.0354   -1.0197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4589   -0.8119    0.1895 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -1.4587    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -2.2922   -0.3893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -1.2083    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9222   -0.3733    2.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.0928    3.8302 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0742    0.1291    4.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7012   -1.2655    4.1360 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1423   -2.3904    4.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -1.4603    2.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3312   -0.3942    2.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -0.3794    2.5484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2093    0.7211    3.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    0.8861    3.5190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    1.4781    4.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1408   -0.0563    1.1368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6730    1.1451    0.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6129    1.0103   -0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9545    2.1010   -1.3548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472    3.3393   -1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3148   -0.9916   -3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6810   -1.3436   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
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 24 33  1  0
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 16 37  1  0
  6 38  1  0
 38 39  2  0
 38 40  1  0
 40  2  1  0
 37 10  1  0
 35 22  1  0
 31 25  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  6
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  5 49  1  0
  5 50  1  0
  6 51  1  6
  7 52  1  0
 11 53  1  0
 12 54  1  6
 13 55  1  0
 14 56  1  1
 15 57  1  0
 16 58  1  1
 18 59  1  1
 20 60  1  0
 20 61  1  0
 22 62  1  1
 24 63  1  6
 26 64  1  0
 27 65  1  0
 30 66  1  0
 33 67  1  1
 34 68  1  0
 35 69  1  1
 36 70  1  0
 40 71  1  0
M  END


  Mrv1652306242118083D          

 71 74  0  0  0  0            999 V2000
    7.3164   -1.3164   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748   -1.2830   -2.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2332    0.0254   -3.4120 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7227   -0.0329   -3.2644 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2756    0.2360   -1.8655 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2418   -1.0354   -1.0197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4589   -0.8119    0.1895 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -1.4587    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -2.2922   -0.3893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -1.2083    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9222   -0.3733    2.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.0928    3.8302 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0742    0.1291    4.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7012   -1.2655    4.1360 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1423   -2.3904    4.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -1.4603    2.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3312   -0.3942    2.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -0.3794    2.5484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2093    0.7211    3.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    0.8861    3.5190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    1.4781    4.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1408   -0.0563    1.1368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6730    1.1451    0.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6129    1.0103   -0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9545    2.1010   -1.3548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472    3.3393   -1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    4.4838   -1.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.3746   -2.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3453    5.4129   -2.9632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    3.1601   -2.7304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9182    2.0403   -2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485    0.8997   -2.4594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -0.3268   -0.8957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3171   -0.9193   -2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590   -1.1283    0.1646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8839   -1.7293   -0.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -1.8877    1.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -1.4365   -0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113   -1.9048    0.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573   -1.3555   -1.5321 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5282   -2.2088   -4.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9449   -1.4290   -2.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312   -0.3776   -3.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3461   -2.1240   -3.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090    0.8121   -2.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5131    0.3116   -4.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121    0.7837   -3.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -0.9916   -3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536    0.9484   -1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514    0.6427   -1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -1.8258   -1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636   -0.1215    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629    0.1872    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847    0.8405    3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9363   -0.5863    5.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2180   -1.2346    5.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330   -3.0523    4.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -2.3136    3.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009   -1.2945    2.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0120    1.7208    4.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909    0.1892    3.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742   -0.0218    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6636    0.9610   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008    3.4605   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3345    5.4645   -1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5676    3.0122   -3.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9406   -0.4262   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5511   -1.8662   -1.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1237   -1.9083    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5992   -1.7883    0.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810   -1.3436   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 16 37  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40  2  1  0  0  0  0
 37 10  1  0  0  0  0
 35 22  1  0  0  0  0
 31 25  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  2 44  1  6  0  0  0
  3 45  1  0  0  0  0
  3 46  1  0  0  0  0
  4 47  1  0  0  0  0
  4 48  1  0  0  0  0
  5 49  1  0  0  0  0
  5 50  1  0  0  0  0
  6 51  1  6  0  0  0
  7 52  1  0  0  0  0
 11 53  1  0  0  0  0
 12 54  1  6  0  0  0
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 16 58  1  1  0  0  0
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 20 60  1  0  0  0  0
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 22 62  1  1  0  0  0
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 27 65  1  0  0  0  0
 30 66  1  0  0  0  0
 33 67  1  1  0  0  0
 34 68  1  0  0  0  0
 35 69  1  1  0  0  0
 36 70  1  0  0  0  0
 40 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004607

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@@]([H])(O[C@]([H])([C@@]([H])(O[C@@]2([H])OC(=C([H])[C@]([H])(O[H])[C@]2([H])O[H])C(=O)N([H])[C@]2([H])C(=O)N([H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])C2([H])[H])C(=O)N([H])[H])[C@@]1([H])O[H])N1C([H])=C([H])C(=O)N([H])C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H31N5O12/c1-8-3-2-4-9(19(35)25-8)26-20(36)11-7-10(29)13(31)22(38-11)40-17(18(24)34)16-14(32)15(33)21(39-16)28-6-5-12(30)27-23(28)37/h5-10,13-17,21-22,29,31-33H,2-4H2,1H3,(H2,24,34)(H,25,35)(H,26,36)(H,27,30,37)/t8-,9+,10+,13+,14+,15-,16+,17-,21-,22-/m1/s1

> <INCHI_KEY>
BFXPEJKKPCBJOT-PQXOLBNDSA-N

> <FORMULA>
C23H31N5O12

> <MOLECULAR_WEIGHT>
569.524

> <EXACT_MASS>
569.196921458

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
54.012838110571536

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S)-2-[(R)-carbamoyl[(2S,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy]-3,4-dihydroxy-N-[(3S,7R)-7-methyl-2-oxoazepan-3-yl]-3,4-dihydro-2H-pyran-6-carboxamide

> <ALOGPS_LOGP>
-1.17

> <JCHEM_LOGP>
-4.453529849000001

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.732955974425362

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.697216165447854

> <JCHEM_PKA_STRONGEST_BASIC>
-3.449894988566335

> <JCHEM_POLAR_SURFACE_AREA>
259.30999999999995

> <JCHEM_REFRACTIVITY>
128.68789999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5S,6S)-6-[(R)-carbamoyl[(2S,3S,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy]-4,5-dihydroxy-N-[(3S,7R)-7-methyl-2-oxoazepan-3-yl]-5,6-dihydro-4H-pyran-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 74  0  0  0  0  0  0  0  0999 V2000
    7.3164   -1.3164   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748   -1.2830   -2.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2332    0.0254   -3.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -0.0329   -3.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756    0.2360   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418   -1.0354   -1.0197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4589   -0.8119    0.1895 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -1.4587    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -2.2922   -0.3893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -1.2083    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9222   -0.3733    2.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.0928    3.8302 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0742    0.1291    4.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7012   -1.2655    4.1360 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1423   -2.3904    4.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -1.4603    2.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3312   -0.3942    2.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -0.3794    2.5484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2093    0.7211    3.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    0.8861    3.5190 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6730    1.1451    0.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6129    1.0103   -0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.9144    4.4838   -1.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9182    2.0403   -2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485    0.8997   -2.4594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -0.3268   -0.8957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3171   -0.9193   -2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590   -1.1283    0.1646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8839   -1.7293   -0.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8113   -1.9048    0.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573   -1.3555   -1.5321 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5282   -2.2088   -4.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6312   -0.3776   -3.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3461   -2.1240   -3.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5131    0.3116   -4.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121    0.7837   -3.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9536    0.9484   -1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514    0.6427   -1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -1.8258   -1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636   -0.1215    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629    0.1872    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847    0.8405    3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9363   -0.5863    5.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2180   -1.2346    5.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330   -3.0523    4.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -2.3136    3.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009   -1.2945    2.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0120    1.7208    4.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909    0.1892    3.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742   -0.0218    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6636    0.9610   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008    3.4605   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3345    5.4645   -1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5676    3.0122   -3.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9406   -0.4262   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5511   -1.8662   -1.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1237   -1.9083    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5992   -1.7883    0.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810   -1.3436   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  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  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
 24 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 16 37  1  0
  6 38  1  0
 38 39  2  0
 38 40  1  0
 40  2  1  0
 37 10  1  0
 35 22  1  0
 31 25  1  0
  1 41  1  0
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  1 43  1  0
  2 44  1  6
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  3 46  1  0
  4 47  1  0
  4 48  1  0
  5 49  1  0
  5 50  1  0
  6 51  1  6
  7 52  1  0
 11 53  1  0
 12 54  1  6
 13 55  1  0
 14 56  1  1
 15 57  1  0
 16 58  1  1
 18 59  1  1
 20 60  1  0
 20 61  1  0
 22 62  1  1
 24 63  1  6
 26 64  1  0
 27 65  1  0
 30 66  1  0
 33 67  1  1
 34 68  1  0
 35 69  1  1
 36 70  1  0
 40 71  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       7.316  -1.316  -3.405  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.875  -1.283  -2.972  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.233   0.025  -3.412  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.723  -0.033  -3.264  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.276   0.236  -1.865  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.242  -1.035  -1.020  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.459  -0.812   0.190  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.255  -1.459   0.463  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.811  -2.292  -0.389  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.501  -1.208   1.683  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.922  -0.373   2.584  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.190  -0.093   3.830  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.074   0.129   4.899  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.701  -1.266   4.136  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.142  -2.390   4.168  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.597  -1.460   2.928  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.331  -0.394   2.580  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.661  -0.379   2.548  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.209   0.721   3.410  0.00  0.00           C+0
HETATM   20  N   UNK     0      -5.616   0.886   3.519  0.00  0.00           N+0
HETATM   21  O   UNK     0      -3.446   1.478   4.021  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.141  -0.056   1.137  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.673   1.145   0.672  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.613   1.010  -0.716  0.00  0.00           C+0
HETATM   25  N   UNK     0      -2.954   2.101  -1.355  0.00  0.00           N+0
HETATM   26  C   UNK     0      -3.447   3.339  -1.072  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.914   4.484  -1.610  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.841   4.375  -2.466  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.345   5.413  -2.963  0.00  0.00           O+0
HETATM   30  N   UNK     0      -1.374   3.160  -2.730  0.00  0.00           N+0
HETATM   31  C   UNK     0      -1.918   2.040  -2.186  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.448   0.900  -2.459  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.011  -0.327  -0.896  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.317  -0.919  -2.118  0.00  0.00           O+0
HETATM   35  C   UNK     0      -3.759  -1.128   0.165  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.884  -1.729  -0.444  0.00  0.00           O+0
HETATM   37  O   UNK     0      -0.716  -1.888   1.891  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.633  -1.437  -0.696  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.811  -1.905   0.473  0.00  0.00           O+0
HETATM   40  N   UNK     0       5.757  -1.355  -1.532  0.00  0.00           N+0
HETATM   41  H   UNK     0       7.528  -2.209  -4.009  0.00  0.00           H+0
HETATM   42  H   UNK     0       7.945  -1.429  -2.486  0.00  0.00           H+0
HETATM   43  H   UNK     0       7.631  -0.378  -3.902  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.346  -2.124  -3.464  0.00  0.00           H+0
HETATM   45  H   UNK     0       5.609   0.812  -2.724  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.513   0.312  -4.430  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.312   0.784  -3.906  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.315  -0.992  -3.632  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.954   0.948  -1.355  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.251   0.643  -1.887  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.802  -1.826  -1.654  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.864  -0.122   0.852  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.863   0.187   2.479  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.385   0.841   3.635  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.936  -0.586   5.568  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.218  -1.235   5.087  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.133  -3.052   4.844  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.256  -2.314   3.148  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.201  -1.295   2.833  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.012   1.721   4.008  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.291   0.189   3.117  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.274  -0.022   1.120  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.664   0.961  -1.073  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.301   3.461  -0.394  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.334   5.465  -1.363  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.568   3.012  -3.366  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.941  -0.426  -0.619  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.551  -1.866  -1.976  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.124  -1.908   0.616  0.00  0.00           H+0
HETATM   70  H   UNK     0      -5.599  -1.788   0.244  0.00  0.00           H+0
HETATM   71  H   UNK     0       6.681  -1.344  -1.036  0.00  0.00           H+0
CONECT    1    2   41   42   43                                             
CONECT    2    1    3   40   44                                             
CONECT    3    2    4   45   46                                             
CONECT    4    3    5   47   48                                             
CONECT    5    4    6   49   50                                             
CONECT    6    5    7   38   51                                             
CONECT    7    6    8   52                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   37                                                  
CONECT   11   10   12   53                                                  
CONECT   12   11   13   14   54                                             
CONECT   13   12   55                                                       
CONECT   14   12   15   16   56                                             
CONECT   15   14   57                                                       
CONECT   16   14   17   37   58                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   22   59                                             
CONECT   19   18   20   21                                                  
CONECT   20   19   60   61                                                  
CONECT   21   19                                                            
CONECT   22   18   23   35   62                                             
CONECT   23   22   24                                                       
CONECT   24   23   25   33   63                                             
CONECT   25   24   26   31                                                  
CONECT   26   25   27   64                                                  
CONECT   27   26   28   65                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   66                                                  
CONECT   31   30   32   25                                                  
CONECT   32   31                                                            
CONECT   33   24   34   35   67                                             
CONECT   34   33   68                                                       
CONECT   35   33   36   22   69                                             
CONECT   36   35   70                                                       
CONECT   37   16   10                                                       
CONECT   38    6   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38    2   71                                                  
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    2                                                            
CONECT   45    3                                                            
CONECT   46    3                                                            
CONECT   47    4                                                            
CONECT   48    4                                                            
CONECT   49    5                                                            
CONECT   50    5                                                            
CONECT   51    6                                                            
CONECT   52    7                                                            
CONECT   53   11                                                            
CONECT   54   12                                                            
CONECT   55   13                                                            
CONECT   56   14                                                            
CONECT   57   15                                                            
CONECT   58   16                                                            
CONECT   59   18                                                            
CONECT   60   20                                                            
CONECT   61   20                                                            
CONECT   62   22                                                            
CONECT   63   24                                                            
CONECT   64   26                                                            
CONECT   65   27                                                            
CONECT   66   30                                                            
CONECT   67   33                                                            
CONECT   68   34                                                            
CONECT   69   35                                                            
CONECT   70   36                                                            
CONECT   71   40                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  148    0
END

RDKit          3D

71 74  0  0  0  0  0  0  0  0999 V2000
    7.3164   -1.3164   -3.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8748   -1.2830   -2.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2332    0.0254   -3.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7227   -0.0329   -3.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756    0.2360   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418   -1.0354   -1.0197 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4589   -0.8119    0.1895 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2547   -1.4587    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -2.2922   -0.3893 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5013   -1.2083    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9222   -0.3733    2.5845 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.0928    3.8302 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0742    0.1291    4.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7012   -1.2655    4.1360 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1423   -2.3904    4.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5972   -1.4603    2.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3312   -0.3942    2.5805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -0.3794    2.5484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2093    0.7211    3.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6163    0.8861    3.5190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459    1.4781    4.0208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1408   -0.0563    1.1368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6730    1.1451    0.6718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6129    1.0103   -0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9545    2.1010   -1.3548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472    3.3393   -1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9144    4.4838   -1.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.3746   -2.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3453    5.4129   -2.9632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    3.1601   -2.7304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9182    2.0403   -2.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485    0.8997   -2.4594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -0.3268   -0.8957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3171   -0.9193   -2.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590   -1.1283    0.1646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8839   -1.7293   -0.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -1.8877    1.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329   -1.4365   -0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113   -1.9048    0.4728 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573   -1.3555   -1.5321 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5282   -2.2088   -4.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9449   -1.4290   -2.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312   -0.3776   -3.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3461   -2.1240   -3.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090    0.8121   -2.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5131    0.3116   -4.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3121    0.7837   -3.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -0.9916   -3.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536    0.9484   -1.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514    0.6427   -1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -1.8258   -1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636   -0.1215    0.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8629    0.1872    2.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847    0.8405    3.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9363   -0.5863    5.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2180   -1.2346    5.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1330   -3.0523    4.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562   -2.3136    3.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009   -1.2945    2.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0120    1.7208    4.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909    0.1892    3.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2742   -0.0218    1.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6636    0.9610   -1.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008    3.4605   -0.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3345    5.4645   -1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5676    3.0122   -3.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9406   -0.4262   -0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5511   -1.8662   -1.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1237   -1.9083    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5992   -1.7883    0.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810   -1.3436   -1.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  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  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  2  0
 24 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 16 37  1  0
  6 38  1  0
 38 39  2  0
 38 40  1  0
 40  2  1  0
 37 10  1  0
 35 22  1  0
 31 25  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  6
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  5 49  1  0
  5 50  1  0
  6 51  1  6
  7 52  1  0
 11 53  1  0
 12 54  1  6
 13 55  1  0
 14 56  1  1
 15 57  1  0
 16 58  1  1
 18 59  1  1
 20 60  1  0
 20 61  1  0
 22 62  1  1
 24 63  1  6
 26 64  1  0
 27 65  1  0
 30 66  1  0
 33 67  1  1
 34 68  1  0
 35 69  1  1
 36 70  1  0
 40 71  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S,3S,4S)-2-[(R)-[(2S,3S,4R,5R)-3,4-Dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl](C-hydroxycarbonimidoyl)methoxy]-3,4-dihydroxy-N-[(2R,6S)-7-hydroxy-2-methyl-3,4,5,6-tetrahydro-2H-azepin-6-yl]-3,4-dihydro-2H-pyran-6-carboximidate	Generator

Chemical Formula

C₂₃H₃₁N₅O₁₂

Average Mass

569.5240 Da

Monoisotopic Mass

569.19692 Da

IUPAC Name

(2S,3S,4S)-2-[(R)-carbamoyl[(2S,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy]-3,4-dihydroxy-N-[(3S,7R)-7-methyl-2-oxoazepan-3-yl]-3,4-dihydro-2H-pyran-6-carboxamide

Traditional Name

(4S,5S,6S)-6-[(R)-carbamoyl[(2S,3S,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy]-4,5-dihydroxy-N-[(3S,7R)-7-methyl-2-oxoazepan-3-yl]-5,6-dihydro-4H-pyran-2-carboxamide

CAS Registry Number

Not Available

SMILES

C[C@@H]1CCC[C@H](NC(=O)C2=C[C@H](O)[C@H](O)[C@@H](O[C@H]([C@H]3O[C@H]([C@H](O)[C@@H]3O)N3C=CC(=O)NC3=O)C(N)=O)O2)C(=O)N1

InChI Identifier

InChI=1S/C23H31N5O12/c1-8-3-2-4-9(19(35)25-8)26-20(36)11-7-10(29)13(31)22(38-11)40-17(18(24)34)16-14(32)15(33)21(39-16)28-6-5-12(30)27-23(28)37/h5-10,13-17,21-22,29,31-33H,2-4H2,1H3,(H2,24,34)(H,25,35)(H,26,36)(H,27,30,37)/t8-,9+,10+,13+,14+,15-,16+,17-,21-,22-/m1/s1

InChI Key

BFXPEJKKPCBJOT-PQXOLBNDSA-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
Streptomyces	NPAtlas	12760680
Streptomyces griseus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Disaccharide
Glycosyl compound
N-glycosyl compound
Caprolactam
Azepane
Pyrimidone
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Oxolane
Vinylogous amide
Carboxamide group
Lactam
Primary carboxylic acid amide
Urea
Secondary carboxylic acid amide
Secondary alcohol
Azacycle
Oxacycle
Acetal
Organoheterocyclic compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.2	ALOGPS
logP	-4.5	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.7	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	259.31 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	128.69 m³·mol⁻¹	ChemAxon
Polarizability	54.01 Å³	ChemAxon
Number of Rings	4	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

NPA024714

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8432898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10257415

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for A-500359 C (NP0004607)

MOL for NP0004607 (A-500359 C)

3D MOL for NP0004607 (A-500359 C)

3D SDF for NP0004607 (A-500359 C)

3D-SDF for NP0004607 (A-500359 C)

PDB for NP0004607 (A-500359 C)

3D PDB for NP0004607 (A-500359 C)

SMILES for NP0004607 (A-500359 C)

INCHI for NP0004607 (A-500359 C)

Structure for NP0004607 (A-500359 C)

3D Structure for NP0004607 (A-500359 C)