NP-MRD: Showing NP-Card for 13-(S)-hydroxy-N-(O-methyl)septoriamycin A (NP0010781)

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Record Information

Version

2.0

Created at

2021-01-05 20:37:38 UTC

Updated at

2021-07-15 17:07:04 UTC

NP-MRD ID

NP0010781

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-(S)-hydroxy-N-(O-methyl)septoriamycin A

Provided By

NPAtlas

Description

4-Hydroxy-3-[(2R,3R,5S,6S)-6-[(2R,3S)-3-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenyl-1,2-dihydropyridin-2-one belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. 13-(S)-hydroxy-N-(O-methyl)septoriamycin A is found in Septoria and Septoria pistaciarum. 13-(S)-hydroxy-N-(O-methyl)septoriamycin A was first documented in 2012 (PMID: 22530813). Based on a literature review very few articles have been published on 4-hydroxy-3-[(2R,3R,5S,6S)-6-[(2R,3S)-3-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenyl-1,2-dihydropyridin-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107413D          

 60 62  0  0  0  0            999 V2000
    3.4563    4.3670   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555    3.3969   -1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.2240   -1.0645 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594    1.4799   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    0.3258    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7835   -0.6012    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723   -0.2147    2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980   -1.1178    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.3879    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -2.7734    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.8860    0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6677   -0.0532   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.1999    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    0.7164   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.3158   -1.1424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2591    0.1230    0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5820   -0.1247   -0.2686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5937    0.3135    0.7057 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5348    1.8775    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448   -0.1063    2.1302 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2311   -1.5115    2.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745    0.5422    2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7372   -1.3740   -1.0303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1185   -1.9313   -1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196   -1.0307   -2.4589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8055   -0.5587   -2.3125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4002    0.0996   -3.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.8543   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    2.6508   -2.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5210    4.3845    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    3.9610    0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    5.3576   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4628    1.7998    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    0.7683    2.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638   -0.7980    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0927   -3.1042    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120   -3.7546    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -2.1259   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -1.7650    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225    1.3369   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.7044   -1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    0.0765    0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977    2.1959    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    2.3038   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5428    2.2576    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3691    0.4196    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -1.8064    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000   -2.2700    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6097   -1.6033    3.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300   -0.1059    3.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634   -2.1946   -0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -1.1808   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3710   -2.4749   -0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0838   -2.7462   -1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8837   -0.2524   -2.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444   -2.0008   -2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127   -1.5415   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6277    0.4993   -3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196   -0.6658   -4.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223    0.9097   -3.8309 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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28  3  1  0  0  0  0
 11  6  1  0  0  0  0
 26 15  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  4 33  1  0  0  0  0
  7 34  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  0  0  0  0
 10 37  1  0  0  0  0
 11 38  1  0  0  0  0
 13 39  1  0  0  0  0
 15 40  1  6  0  0  0
 17 41  1  6  0  0  0
 18 42  1  6  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
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 21 47  1  0  0  0  0
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 26 57  1  1  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    3.4563    4.3670   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555    3.3969   -1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.2240   -1.0645 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594    1.4799   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    0.3258    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7835   -0.6012    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723   -0.2147    2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980   -1.1178    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.3879    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -2.7734    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.8860    0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6677   -0.0532   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.1999    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    0.7164   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.3158   -1.1424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2591    0.1230    0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5348    1.8775    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448   -0.1063    2.1302 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.2745    0.5422    2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4002    0.0996   -3.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.8543   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    2.6508   -2.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5210    4.3845    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    3.9610    0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    5.3576   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4628    1.7998    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    0.7683    2.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638   -0.7980    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0927   -3.1042    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120   -3.7546    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -2.1259   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -1.7650    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225    1.3369   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5958    0.0765    0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977    2.1959    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    2.3038   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3691    0.4196    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8000   -2.2700    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3710   -2.4749   -0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4196   -0.6658   -4.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223    0.9097   -3.8309 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  2  0
  5  6  1  0
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  8  9  2  0
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 11  6  1  0
 26 15  1  0
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  4 33  1  0
  7 34  1  0
  8 35  1  0
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 13 39  1  0
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 27 60  1  0
M  END


  Mrv1652306242107413D          

 60 62  0  0  0  0            999 V2000
    3.4563    4.3670   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555    3.3969   -1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.2240   -1.0645 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594    1.4799   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    0.3258    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7835   -0.6012    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723   -0.2147    2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980   -1.1178    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.3879    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -2.7734    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.8860    0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6677   -0.0532   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.1999    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    0.7164   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.3158   -1.1424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2591    0.1230    0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5820   -0.1247   -0.2686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5937    0.3135    0.7057 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5348    1.8775    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448   -0.1063    2.1302 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2311   -1.5115    2.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745    0.5422    2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7372   -1.3740   -1.0303 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.2196   -1.0307   -2.4589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8055   -0.5587   -2.3125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4002    0.0996   -3.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.8543   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    2.6508   -2.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5210    4.3845    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    3.9610    0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    5.3576   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4628    1.7998    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    0.7683    2.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638   -0.7980    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0927   -3.1042    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120   -3.7546    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -2.1259   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -1.7650    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225    1.3369   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.7044   -1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    0.0765    0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977    2.1959    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    2.3038   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5428    2.2576    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3691    0.4196    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -1.8064    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6097   -1.6033    3.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300   -0.1059    3.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634   -2.1946   -0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -1.1808   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0838   -2.7462   -1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8837   -0.2524   -2.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444   -2.0008   -2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127   -1.5415   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6277    0.4993   -3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196   -0.6658   -4.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223    0.9097   -3.8309 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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28  3  1  0  0  0  0
 11  6  1  0  0  0  0
 26 15  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  4 33  1  0  0  0  0
  7 34  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  0  0  0  0
 10 37  1  0  0  0  0
 11 38  1  0  0  0  0
 13 39  1  0  0  0  0
 15 40  1  6  0  0  0
 17 41  1  6  0  0  0
 18 42  1  6  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 19 45  1  0  0  0  0
 20 46  1  1  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
 22 50  1  0  0  0  0
 23 51  1  1  0  0  0
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 24 53  1  0  0  0  0
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 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 26 57  1  1  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)N(OC([H])([H])[H])C([H])=C1C1=C([H])C([H])=C([H])C([H])=C1[H])[C@]1([H])O[C@]([H])([C@]([H])(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H31NO5/c1-13-11-14(2)22(29-21(13)15(3)16(4)25)19-20(26)18(12-24(28-5)23(19)27)17-9-7-6-8-10-17/h6-10,12-16,21-22,25-26H,11H2,1-5H3/t13-,14+,15+,16-,21-,22+/m0/s1

> <INCHI_KEY>
SHGAESAOOZYSHY-FNUUGWLLSA-N

> <FORMULA>
C23H31NO5

> <MOLECULAR_WEIGHT>
401.503

> <EXACT_MASS>
401.220223102

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.71187017180725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-3-[(3R,5S)-6-[(2R,3S)-3-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenyl-1,2-dihydropyridin-2-one

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
3.2320339803333322

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.196379841930408

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.510294559186683

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7129038604998357

> <JCHEM_POLAR_SURFACE_AREA>
79.23000000000002

> <JCHEM_REFRACTIVITY>
111.86300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-3-[(3R,5S)-6-[(2R,3S)-3-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenylpyridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    3.4563    4.3670   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4594    1.4799   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    0.3258    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7835   -0.6012    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723   -0.2147    2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980   -1.1178    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.3879    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -2.7734    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.8860    0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6677   -0.0532   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.1999    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    0.7164   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5937    0.3135    0.7057 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5348    1.8775    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448   -0.1063    2.1302 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2311   -1.5115    2.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745    0.5422    2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7372   -1.3740   -1.0303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1185   -1.9313   -1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196   -1.0307   -2.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8055   -0.5587   -2.3125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4002    0.0996   -3.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.8543   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    2.6508   -2.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5210    4.3845    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    3.9610    0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    5.3576   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4628    1.7998    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    0.7683    2.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638   -0.7980    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0927   -3.1042    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120   -3.7546    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -2.1259   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -1.7650    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225    1.3369   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.7044   -1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    0.0765    0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977    2.1959    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    2.3038   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5428    2.2576    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3691    0.4196    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -1.8064    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000   -2.2700    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6097   -1.6033    3.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300   -0.1059    3.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634   -2.1946   -0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -1.1808   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3710   -2.4749   -0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0838   -2.7462   -1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8837   -0.2524   -2.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444   -2.0008   -2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127   -1.5415   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6277    0.4993   -3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196   -0.6658   -4.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223    0.9097   -3.8309 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 17 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 14 28  1  0
 28 29  2  0
 28  3  1  0
 11  6  1  0
 26 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  6
 17 41  1  6
 18 42  1  6
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  1
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  1
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  1
 27 58  1  0
 27 59  1  0
 27 60  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       3.456   4.367  -0.460  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.256   3.397  -1.508  0.00  0.00           O+0
HETATM    3  N   UNK     0       2.671   2.224  -1.065  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.459   1.480  -0.233  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.940   0.326   0.270  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.784  -0.601   1.047  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.372  -0.215   2.195  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.198  -1.118   2.841  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.442  -2.388   2.369  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.819  -2.773   1.173  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.005  -1.886   0.531  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.668  -0.053  -0.061  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.130  -1.200   0.440  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.852   0.716  -0.922  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.560   0.316  -1.142  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.259   0.123   0.016  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.582  -0.125  -0.269  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.594   0.314   0.706  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.535   1.878   0.792  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.345  -0.106   2.130  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.231  -1.512   2.496  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.274   0.542   2.977  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.737  -1.374  -1.030  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.119  -1.931  -1.142  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.220  -1.031  -2.459  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.806  -0.559  -2.313  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.400   0.100  -3.608  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.418   1.854  -1.394  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.773   2.651  -2.187  0.00  0.00           O+0
HETATM   30  H   UNK     0       2.521   4.385   0.132  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.248   3.961   0.167  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.680   5.358  -0.898  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.463   1.800   0.018  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.232   0.768   2.636  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.664  -0.798   3.755  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.093  -3.104   2.872  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.012  -3.755   0.813  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.504  -2.126  -0.395  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.658  -1.765   1.077  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.022   1.337  -1.514  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.748   0.704  -1.121  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.596   0.077   0.403  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.798   2.196   1.515  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.371   2.304  -0.214  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.543   2.258   1.102  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.369   0.420   2.427  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.129  -1.806   2.616  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.800  -2.270   1.966  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.610  -1.603   3.566  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.030  -0.106   3.125  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.063  -2.195  -0.708  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.865  -1.181  -1.474  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.371  -2.475  -0.220  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.084  -2.746  -1.931  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.884  -0.252  -2.913  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.244  -2.001  -2.978  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.213  -1.542  -2.210  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.628   0.499  -3.525  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.420  -0.666  -4.452  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.122   0.910  -3.831  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5   33                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8   34                                                  
CONECT    8    7    9   35                                                  
CONECT    9    8   10   36                                                  
CONECT   10    9   11   37                                                  
CONECT   11   10    6   38                                                  
CONECT   12    5   13   14                                                  
CONECT   13   12   39                                                       
CONECT   14   12   15   28                                                  
CONECT   15   14   16   26   40                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   23   41                                             
CONECT   18   17   19   20   42                                             
CONECT   19   18   43   44   45                                             
CONECT   20   18   21   22   46                                             
CONECT   21   20   47   48   49                                             
CONECT   22   20   50                                                       
CONECT   23   17   24   25   51                                             
CONECT   24   23   52   53   54                                             
CONECT   25   23   26   55   56                                             
CONECT   26   25   27   15   57                                             
CONECT   27   26   58   59   60                                             
CONECT   28   14   29    3                                                  
CONECT   29   28                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    4                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   13                                                            
CONECT   40   15                                                            
CONECT   41   17                                                            
CONECT   42   18                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
CONECT   45   19                                                            
CONECT   46   20                                                            
CONECT   47   21                                                            
CONECT   48   21                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   24                                                            
CONECT   54   24                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

RDKit          3D

60 62  0  0  0  0  0  0  0  0999 V2000
    3.4563    4.3670   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555    3.3969   -1.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.2240   -1.0645 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594    1.4799   -0.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    0.3258    0.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7835   -0.6012    1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723   -0.2147    2.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1980   -1.1178    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.3879    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8186   -2.7734    1.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0051   -1.8860    0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6677   -0.0532   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300   -1.1999    0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8517    0.7164   -0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.3158   -1.1424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2591    0.1230    0.0161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5820   -0.1247   -0.2686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5937    0.3135    0.7057 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5348    1.8775    0.7915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448   -0.1063    2.1302 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2311   -1.5115    2.4960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745    0.5422    2.9770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7372   -1.3740   -1.0303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1185   -1.9313   -1.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2196   -1.0307   -2.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8055   -0.5587   -2.3125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4002    0.0996   -3.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    1.8543   -1.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    2.6508   -2.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5210    4.3845    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2483    3.9610    0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    5.3576   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4628    1.7998    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2319    0.7683    2.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638   -0.7980    3.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0927   -3.1042    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120   -3.7546    0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038   -2.1259   -0.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6581   -1.7650    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0225    1.3369   -1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482    0.7044   -1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5958    0.0765    0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977    2.1959    1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3710    2.3038   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5428    2.2576    1.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3691    0.4196    2.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -1.8064    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8000   -2.2700    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6097   -1.6033    3.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0300   -0.1059    3.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634   -2.1946   -0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -1.1808   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3710   -2.4749   -0.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0838   -2.7462   -1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8837   -0.2524   -2.9131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444   -2.0008   -2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2127   -1.5415   -2.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6277    0.4993   -3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196   -0.6658   -4.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223    0.9097   -3.8309 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 17 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 14 28  1  0
 28 29  2  0
 28  3  1  0
 11  6  1  0
 26 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 13 39  1  0
 15 40  1  6
 17 41  1  6
 18 42  1  6
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  1
 21 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  1
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  1
 27 58  1  0
 27 59  1  0
 27 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₃H₃₁NO₅

Average Mass

401.5030 Da

Monoisotopic Mass

401.22022 Da

IUPAC Name

4-hydroxy-3-[(3R,5S)-6-[(2R,3S)-3-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenyl-1,2-dihydropyridin-2-one

Traditional Name

4-hydroxy-3-[(3R,5S)-6-[(2R,3S)-3-hydroxybutan-2-yl]-3,5-dimethyloxan-2-yl]-1-methoxy-5-phenylpyridin-2-one

CAS Registry Number

Not Available

SMILES

CON1C=C(C(O)=C([C@@H]2O[C@H]([C@H](C)[C@H](C)O)[C@@H](C)C[C@H]2C)C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C23H31NO5/c1-13-11-14(2)22(29-21(13)15(3)16(4)25)19-20(26)18(12-24(28-5)23(19)27)17-9-7-6-8-10-17/h6-10,12-16,21-22,25-26H,11H2,1-5H3/t13-,14+,15+,16-,21-,22+/m0/s1

InChI Key

SHGAESAOOZYSHY-FNUUGWLLSA-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
Septoria	NPAtlas	22530813
Septoria pistaciarum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

3-phenylpyridine
Dihydropyridine
Pyridinone
Hydroxypyridine
Monocyclic benzene moiety
Hydropyridine
Oxane
Benzenoid
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Lactam
Azacycle
Dialkyl ether
Oxacycle
Ether
Organic oxide
Organonitrogen compound
Organooxygen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
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	2.67	ALOGPS
logP	3.23	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.86 m³·mol⁻¹	ChemAxon
Polarizability	44.71 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA000560

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442450

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583243

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kumarihamy M, Khan SI, Jacob M, Tekwani BL, Duke SO, Ferreira D, Nanayakkara NP: Antiprotozoal and antimicrobial compounds from the plant pathogen Septoria pistaciarum. J Nat Prod. 2012 May 25;75(5):883-9. doi: 10.1021/np200940b. Epub 2012 Apr 24. [PubMed:22530813 ]

Showing NP-Card for 13-(S)-hydroxy-N-(O-methyl)septoriamycin A (NP0010781)

MOL for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

3D MOL for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

3D SDF for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

3D-SDF for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

PDB for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

3D PDB for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

SMILES for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

INCHI for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

Structure for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)

3D Structure for NP0010781 (13-(S)-hydroxy-N-(O-methyl)septoriamycin A)