NP-MRD: Showing NP-Card for A-503083 F (NP0005648)

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Record Information

Version

2.0

Created at

2020-12-09 02:50:41 UTC

Updated at

2021-07-15 16:52:36 UTC

NP-MRD ID

NP0005648

Secondary Accession Numbers

None

Natural Product Identification

Common Name

A-503083 F

Provided By

NPAtlas

Description

3,4-Dihydroxy-2-{[5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-4-(C-hydroxycarbonimidoyloxy)-3-methoxyoxolan-2-yl](C-hydroxycarbonimidoyl)methoxy}-3,4-dihydro-2H-pyran-6-carboxylic acid belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). A-503083 F is found in Streptomyces sp. SANK 62799. Based on a literature review very few articles have been published on 3,4-dihydroxy-2-{[5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-4-(C-hydroxycarbonimidoyloxy)-3-methoxyoxolan-2-yl](C-hydroxycarbonimidoyl)methoxy}-3,4-dihydro-2H-pyran-6-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118213D          

 57 59  0  0  0  0            999 V2000
   -3.0938   -2.9522   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6341   -1.6678   -1.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -1.3470   -0.8776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3286   -0.9746   -1.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9086   -1.5469   -1.0961 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1661   -1.0963    0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3591   -0.3917    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1245    0.9436    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    1.6343    1.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238    2.8293    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    3.2738    1.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    3.4825    3.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    1.1674    1.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205   -0.0503    1.3433 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5740   -0.6305    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -1.0107    1.2427 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7949   -1.0866    2.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -3.0278   -1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -3.7746   -2.2219 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9736   -3.6783    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    0.3961   -1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1534    0.9369   -0.9018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1876    1.7808   -1.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.6530   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7928    3.4775   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    3.3621   -2.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    4.1108   -2.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    2.4819   -3.2135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    1.6829   -2.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    0.8515   -3.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886   -0.1619   -0.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0650   -0.2148    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -0.1114    2.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.1624    3.7005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731    0.0393    2.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052   -3.1782   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -3.0472   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -3.7227   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2429   -2.2117   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214   -1.3655   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687   -1.2178   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152   -0.3810   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    2.9234    3.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310    1.6525    2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7909    0.1958    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -0.5383    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -1.9736    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7037    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778   -3.3934   -3.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -4.7443   -2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    1.5911   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.7262    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    4.1888   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    2.4119   -4.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7824   -0.0241    0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.3807    4.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7865    3.8279 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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  2  0  0  0  0
 13 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
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31  3  1  0  0  0  0
 16  7  1  0  0  0  0
 29 23  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  3 39  1  1  0  0  0
  4 40  1  6  0  0  0
  5 41  1  6  0  0  0
  7 42  1  6  0  0  0
 12 43  1  0  0  0  0
 13 44  1  0  0  0  0
 14 45  1  6  0  0  0
 15 46  1  0  0  0  0
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 17 48  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
 22 51  1  1  0  0  0
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 25 53  1  0  0  0  0
 28 54  1  0  0  0  0
 31 55  1  1  0  0  0
 34 56  1  0  0  0  0
 34 57  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -3.0938   -2.9522   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6341   -1.6678   -1.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -1.3470   -0.8776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3286   -0.9746   -1.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9086   -1.5469   -1.0961 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1661   -1.0963    0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3591   -0.3917    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1245    0.9436    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    1.6343    1.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238    2.8293    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    3.2738    1.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    3.4825    3.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    1.1674    1.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205   -0.0503    1.3433 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5740   -0.6305    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -1.0107    1.2427 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7949   -1.0866    2.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -3.0278   -1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -3.7746   -2.2219 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9736   -3.6783    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    0.3961   -1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1534    0.9369   -0.9018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1876    1.7808   -1.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.6530   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7928    3.4775   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    3.3621   -2.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    4.1108   -2.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    2.4819   -3.2135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    1.6829   -2.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    0.8515   -3.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7273   -0.1114    2.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.1624    3.7005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731    0.0393    2.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052   -3.1782   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -3.0472   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -3.7227   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2429   -2.2117   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214   -1.3655   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687   -1.2178   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152   -0.3810   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    2.9234    3.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310    1.6525    2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7909    0.1958    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -0.5383    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -1.9736    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7037    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778   -3.3934   -3.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -4.7443   -2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    1.5911   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.7262    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    4.1888   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4282    0.3807    4.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7865    3.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
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  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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  2  0
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 21 22  1  0
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 25 26  1  0
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 31 32  1  0
 32 33  1  0
 33 34  1  0
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 31  3  1  0
 16  7  1  0
 29 23  1  0
  1 36  1  0
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  3 39  1  1
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 22 51  1  1
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 25 53  1  0
 28 54  1  0
 31 55  1  1
 34 56  1  0
 34 57  1  0
M  END


  Mrv1652306242118213D          

 57 59  0  0  0  0            999 V2000
   -3.0938   -2.9522   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6341   -1.6678   -1.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -1.3470   -0.8776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3286   -0.9746   -1.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9086   -1.5469   -1.0961 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1661   -1.0963    0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3591   -0.3917    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1245    0.9436    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    1.6343    1.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238    2.8293    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    3.2738    1.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    3.4825    3.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    1.1674    1.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205   -0.0503    1.3433 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5740   -0.6305    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -1.0107    1.2427 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7949   -1.0866    2.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -3.0278   -1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -3.7746   -2.2219 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9736   -3.6783    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    0.3961   -1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1534    0.9369   -0.9018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1876    1.7808   -1.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.6530   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7928    3.4775   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    3.3621   -2.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    4.1108   -2.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    2.4819   -3.2135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    1.6829   -2.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    0.8515   -3.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886   -0.1619   -0.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0650   -0.2148    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -0.1114    2.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.1624    3.7005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731    0.0393    2.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052   -3.1782   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -3.0472   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -3.7227   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2429   -2.2117   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214   -1.3655   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687   -1.2178   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152   -0.3810   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    2.9234    3.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310    1.6525    2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7909    0.1958    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -0.5383    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -1.9736    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7037    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778   -3.3934   -3.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -4.7443   -2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    1.5911   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.7262    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    4.1888   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    2.4119   -4.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7824   -0.0241    0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.3807    4.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7865    3.8279 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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  2  0  0  0  0
 13 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
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31  3  1  0  0  0  0
 16  7  1  0  0  0  0
 29 23  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  3 39  1  1  0  0  0
  4 40  1  6  0  0  0
  5 41  1  6  0  0  0
  7 42  1  6  0  0  0
 12 43  1  0  0  0  0
 13 44  1  0  0  0  0
 14 45  1  6  0  0  0
 15 46  1  0  0  0  0
 16 47  1  6  0  0  0
 17 48  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
 22 51  1  1  0  0  0
 24 52  1  0  0  0  0
 25 53  1  0  0  0  0
 28 54  1  0  0  0  0
 31 55  1  1  0  0  0
 34 56  1  0  0  0  0
 34 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005648

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@@]([H])(O[C@@]([H])(C(=O)N([H])[H])[C@]2([H])O[C@@]([H])(N3C([H])=C([H])C(=O)N([H])C3=O)[C@]([H])(OC(=O)N([H])[H])[C@@]2([H])OC([H])([H])[H])O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N4O13/c1-31-9-10(11(13(19)26)34-16-8(25)5(23)4-6(32-16)15(27)28)33-14(12(9)35-17(20)29)22-3-2-7(24)21-18(22)30/h2-5,8-12,14,16,23,25H,1H3,(H2,19,26)(H2,20,29)(H,27,28)(H,21,24,30)/t5-,8-,9+,10-,11-,12-,14-,16-/m1/s1

> <INCHI_KEY>
RNRCUOCMUNIOMZ-UHFFFAOYSA-N

> <FORMULA>
C18H22N4O13

> <MOLECULAR_WEIGHT>
502.389

> <EXACT_MASS>
502.118336784

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
44.18913806141522

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R)-2-[(R)-carbamoyl[(2R,3S,4R,5R)-4-(carbamoyloxy)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-methoxyoxolan-2-yl]methoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

> <ALOGPS_LOGP>
-1.01

> <JCHEM_LOGP>
-3.4931711250000004

> <ALOGPS_LOGS>
-2.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.700324817461707

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.105109078268325

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4544967518750083

> <JCHEM_POLAR_SURFACE_AREA>
259.5

> <JCHEM_REFRACTIVITY>
105.43879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5R,6S)-6-[(R)-carbamoyl[(2R,3S,4R,5R)-4-(carbamoyloxy)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3-methoxyoxolan-2-yl]methoxy]-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -3.0938   -2.9522   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6341   -1.6678   -1.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -1.3470   -0.8776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3286   -0.9746   -1.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9086   -1.5469   -1.0961 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1661   -1.0963    0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3591   -0.3917    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1245    0.9436    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    1.6343    1.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238    2.8293    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    3.2738    1.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    3.4825    3.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    1.1674    1.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205   -0.0503    1.3433 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5740   -0.6305    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -1.0107    1.2427 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7949   -1.0866    2.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -3.0278   -1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -3.7746   -2.2219 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9736   -3.6783    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    0.3961   -1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1534    0.9369   -0.9018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1876    1.7808   -1.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.6530   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7928    3.4775   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    3.3621   -2.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    4.1108   -2.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    2.4819   -3.2135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    1.6829   -2.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    0.8515   -3.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886   -0.1619   -0.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0650   -0.2148    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -0.1114    2.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.1624    3.7005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731    0.0393    2.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052   -3.1782   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -3.0472   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -3.7227   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2429   -2.2117   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214   -1.3655   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687   -1.2178   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152   -0.3810   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    2.9234    3.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310    1.6525    2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7909    0.1958    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -0.5383    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -1.9736    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7037    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778   -3.3934   -3.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -4.7443   -2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    1.5911   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.7262    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    4.1888   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    2.4119   -4.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7824   -0.0241    0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.3807    4.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7865    3.8279 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  2  0
  4 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 22 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 31  3  1  0
 16  7  1  0
 29 23  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  1
  4 40  1  6
  5 41  1  6
  7 42  1  6
 12 43  1  0
 13 44  1  0
 14 45  1  6
 15 46  1  0
 16 47  1  6
 17 48  1  0
 19 49  1  0
 19 50  1  0
 22 51  1  1
 24 52  1  0
 25 53  1  0
 28 54  1  0
 31 55  1  1
 34 56  1  0
 34 57  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      -3.094  -2.952  -1.463  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.634  -1.668  -1.642  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.533  -1.347  -0.878  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.329  -0.975  -1.713  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.909  -1.547  -1.096  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.166  -1.096   0.172  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.359  -0.392   0.291  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.124   0.944   0.640  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.835   1.634   1.624  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.324   2.829   2.247  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.210   3.274   1.906  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.051   3.482   3.213  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.032   1.167   1.999  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.521  -0.050   1.343  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.574  -0.631   2.048  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.328  -1.011   1.243  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.795  -1.087   2.531  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.821  -3.028  -1.048  0.00  0.00           C+0
HETATM   19  N   UNK     0       0.562  -3.775  -2.222  0.00  0.00           N+0
HETATM   20  O   UNK     0       0.974  -3.678   0.034  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.310   0.396  -1.826  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.153   0.937  -0.902  0.00  0.00           C+0
HETATM   23  N   UNK     0      -2.188   1.781  -1.434  0.00  0.00           N+0
HETATM   24  C   UNK     0      -2.798   2.653  -0.589  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.793   3.478  -1.063  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.113   3.362  -2.398  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.027   4.111  -2.860  0.00  0.00           O+0
HETATM   28  N   UNK     0      -3.485   2.482  -3.213  0.00  0.00           N+0
HETATM   29  C   UNK     0      -2.514   1.683  -2.735  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.914   0.852  -3.483  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.689  -0.162  -0.011  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.065  -0.215   1.234  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.727  -0.111   2.437  0.00  0.00           C+0
HETATM   34  N   UNK     0      -1.117  -0.162   3.700  0.00  0.00           N+0
HETATM   35  O   UNK     0      -2.973   0.039   2.352  0.00  0.00           O+0
HETATM   36  H   UNK     0      -3.405  -3.178  -0.418  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.030  -3.047  -2.070  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.403  -3.723  -1.878  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.243  -2.212  -0.265  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.421  -1.365  -2.759  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.769  -1.218  -1.751  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.815  -0.381  -0.729  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.525   2.923   3.903  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.631   1.653   2.752  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.791   0.196   0.301  0.00  0.00           H+0
HETATM   46  H   UNK     0       6.424  -0.538   1.552  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.732  -1.974   0.924  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.381  -0.704   3.211  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.778  -3.393  -3.169  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.141  -4.744  -2.181  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.531   1.591  -0.222  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.530   2.726   0.458  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.310   4.189  -0.432  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.743   2.412  -4.217  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.782  -0.024   0.191  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.428   0.381   4.532  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.290  -0.787   3.828  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   31   39                                             
CONECT    4    3    5   21   40                                             
CONECT    5    4    6   18   41                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   16   42                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   43                                                       
CONECT   13    9   14   44                                                  
CONECT   14   13   15   16   45                                             
CONECT   15   14   46                                                       
CONECT   16   14   17    7   47                                             
CONECT   17   16   48                                                       
CONECT   18    5   19   20                                                  
CONECT   19   18   49   50                                                  
CONECT   20   18                                                            
CONECT   21    4   22                                                       
CONECT   22   21   23   31   51                                             
CONECT   23   22   24   29                                                  
CONECT   24   23   25   52                                                  
CONECT   25   24   26   53                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   54                                                  
CONECT   29   28   30   23                                                  
CONECT   30   29                                                            
CONECT   31   22   32    3   55                                             
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33   56   57                                                  
CONECT   35   33                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    3                                                            
CONECT   40    4                                                            
CONECT   41    5                                                            
CONECT   42    7                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   19                                                            
CONECT   50   19                                                            
CONECT   51   22                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   28                                                            
CONECT   55   31                                                            
CONECT   56   34                                                            
CONECT   57   34                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

RDKit          3D

57 59  0  0  0  0  0  0  0  0999 V2000
   -3.0938   -2.9522   -1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6341   -1.6678   -1.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5328   -1.3470   -0.8776 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3286   -0.9746   -1.7126 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9086   -1.5469   -1.0961 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1661   -1.0963    0.1720 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3591   -0.3917    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1245    0.9436    0.6401 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8352    1.6343    1.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238    2.8293    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    3.2738    1.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512    3.4825    3.2127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320    1.1674    1.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205   -0.0503    1.3433 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5740   -0.6305    2.0476 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3282   -1.0107    1.2427 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7949   -1.0866    2.5310 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -3.0278   -1.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620   -3.7746   -2.2219 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9736   -3.6783    0.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    0.3961   -1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1534    0.9369   -0.9018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1876    1.7808   -1.4344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7980    2.6530   -0.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7928    3.4775   -1.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1133    3.3621   -2.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    4.1108   -2.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    2.4819   -3.2135 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5144    1.6829   -2.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    0.8515   -3.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6886   -0.1619   -0.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0650   -0.2148    1.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -0.1114    2.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1169   -0.1624    3.7005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9731    0.0393    2.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4052   -3.1782   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302   -3.0472   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -3.7227   -1.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2429   -2.2117   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4214   -1.3655   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687   -1.2178   -1.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152   -0.3810   -0.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5250    2.9234    3.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310    1.6525    2.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7909    0.1958    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -0.5383    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -1.9736    0.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3813   -0.7037    3.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778   -3.3934   -3.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410   -4.7443   -2.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311    1.5911   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5297    2.7262    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3102    4.1888   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7428    2.4119   -4.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7824   -0.0241    0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.3807    4.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.7865    3.8279 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  2  0
  4 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 22 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 31  3  1  0
 16  7  1  0
 29 23  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  1
  4 40  1  6
  5 41  1  6
  7 42  1  6
 12 43  1  0
 13 44  1  0
 14 45  1  6
 15 46  1  0
 16 47  1  6
 17 48  1  0
 19 49  1  0
 19 50  1  0
 22 51  1  1
 24 52  1  0
 25 53  1  0
 28 54  1  0
 31 55  1  1
 34 56  1  0
 34 57  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3,4-Dihydroxy-2-{[5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)-4-(C-hydroxycarbonimidoyloxy)-3-methoxyoxolan-2-yl](C-hydroxycarbonimidoyl)methoxy}-3,4-dihydro-2H-pyran-6-carboxylate	Generator

Chemical Formula

C₁₈H₂₂N₄O₁₃

Average Mass

502.3890 Da

Monoisotopic Mass

502.11834 Da

IUPAC Name

(2S,3R,4R)-2-[(R)-carbamoyl[(2R,3S,4R,5R)-4-(carbamoyloxy)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-methoxyoxolan-2-yl]methoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid

Traditional Name

(4R,5R,6S)-6-[(R)-carbamoyl[(2R,3S,4R,5R)-4-(carbamoyloxy)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3-methoxyoxolan-2-yl]methoxy]-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1C(OC(N)=O)C(OC1C(OC1OC(=CC(O)C1O)C(O)=O)C(N)=O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C18H22N4O13/c1-31-9-10(11(13(19)26)34-16-8(25)5(23)4-6(32-16)15(27)28)33-14(12(9)35-17(20)29)22-3-2-7(24)21-18(22)30/h2-5,8-12,14,16,23,25H,1H3,(H2,19,26)(H2,20,29)(H,27,28)(H,21,24,30)

InChI Key

RNRCUOCMUNIOMZ-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
Streptomyces sp. SANK 62799	NPAtlas	15638324

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

Disaccharide
N-glycosyl compound
Hydroxypyrimidine
Pyrimidone
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Oxolane
1,2-diol
Secondary alcohol
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Azacycle
Alcohol
Organic oxide
Hydrocarbon derivative
Imine
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
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	ALOGPS
logP	-3.5	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	259.5 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	105.44 m³·mol⁻¹	ChemAxon
Polarizability	44.19 Å³	ChemAxon
Number of Rings	3	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

NPA000003

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78443850

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583085

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for A-503083 F (NP0005648)

MOL for NP0005648 (A-503083 F)

3D MOL for NP0005648 (A-503083 F)

3D SDF for NP0005648 (A-503083 F)

3D-SDF for NP0005648 (A-503083 F)

PDB for NP0005648 (A-503083 F)

3D PDB for NP0005648 (A-503083 F)

SMILES for NP0005648 (A-503083 F)

INCHI for NP0005648 (A-503083 F)

Structure for NP0005648 (A-503083 F)

3D Structure for NP0005648 (A-503083 F)