NP-MRD: Showing NP-Card for Aspergillazine A (NP0005613)

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Record Information

Version

2.0

Created at

2020-12-09 02:49:12 UTC

Updated at

2021-07-15 16:52:30 UTC

NP-MRD ID

NP0005613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspergillazine A

Provided By

NPAtlas

Description

(1S,4S,5R,8R,9R)-N-(7,8-dimethoxy-2-oxo-2H-chromen-3-yl)-5,9-dihydroxy-3-oxa-11-thia-2-azatricyclo[6.2.1.0⁴,⁹]Undec-6-ene-1-carboximidic acid belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Aspergillazine A is found in Aspergillus unilateralis and Trichoderma virens. Based on a literature review very few articles have been published on (1S,4S,5R,8R,9R)-N-(7,8-dimethoxy-2-oxo-2H-chromen-3-yl)-5,9-dihydroxy-3-oxa-11-thia-2-azatricyclo[6.2.1.0⁴,⁹]Undec-6-ene-1-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118213D          

 51 55  0  0  0  0            999 V2000
    8.2018    1.0483   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    0.1496   -1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8355    0.3151   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045    1.4187   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    1.5825    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383    0.6343   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632    0.7555   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880   -0.2126   -0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -0.1432   -0.2622 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    0.8663    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    1.8782    0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    0.7584    0.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0200   -0.5133    1.3610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5136   -0.5717    1.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0383   -1.6631    1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133    0.6984    1.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4318    1.7643    1.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185    1.8401    1.2930 N   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0996    1.1886    0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0858    2.0584    0.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469    0.1381   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899   -0.8975   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5386   -0.9794   -0.3802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4655    0.3813   -0.9997 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788   -1.3128   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -2.2325   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -1.3710   -1.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423   -0.4790   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932   -0.6239   -1.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.7232   -2.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7489   -2.9250   -1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3257    1.7393   -1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1779    0.5142   -0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9954    1.6733    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    2.2046    0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760    2.4320    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    1.6260    0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.9552   -0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8151   -0.3566    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -1.3882    0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693   -2.4992    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161    0.5121    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748    2.1862    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580    1.8368   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4750    1.7106    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6603    0.2408   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2772   -1.6697   -1.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -1.9462   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8353   -2.8279   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -3.1249   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6415   -3.7360   -2.1784 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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 12 13  1  0  0  0  0
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  8 25  1  0  0  0  0
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 29 30  1  0  0  0  0
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 28  6  1  0  0  0  0
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  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  7 37  1  0  0  0  0
  9 38  1  0  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 15 41  1  0  0  0  0
 16 42  1  1  0  0  0
 18 43  1  0  0  0  0
 19 44  1  6  0  0  0
 20 45  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 48  1  1  0  0  0
 31 49  1  0  0  0  0
 31 50  1  0  0  0  0
 31 51  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    8.2018    1.0483   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    0.1496   -1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8355    0.3151   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045    1.4187   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    1.5825    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383    0.6343   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632    0.7555   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880   -0.2126   -0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -0.1432   -0.2622 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    0.8663    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    1.8782    0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    0.7584    0.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0200   -0.5133    1.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136   -0.5717    1.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0383   -1.6631    1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133    0.6984    1.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4318    1.7643    1.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185    1.8401    1.2930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0996    1.1886    0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0858    2.0584    0.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469    0.1381   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899   -0.8975   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5386   -0.9794   -0.3802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4655    0.3813   -0.9997 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788   -1.3128   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -2.2325   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -1.3710   -1.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423   -0.4790   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932   -0.6239   -1.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.7232   -2.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7489   -2.9250   -1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3257    1.7393   -1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1779    0.5142   -0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9954    1.6733    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    2.2046    0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760    2.4320    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    1.6260    0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8151   -0.3566    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -1.3882    0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693   -2.4992    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161    0.5121    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748    2.1862    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580    1.8368   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4750    1.7106    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6603    0.2408   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2772   -1.6697   -1.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -1.9462   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8353   -2.8279   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -3.1249   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6415   -3.7360   -2.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
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M  END


  Mrv1652306242118213D          

 51 55  0  0  0  0            999 V2000
    8.2018    1.0483   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    0.1496   -1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8355    0.3151   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045    1.4187   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    1.5825    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383    0.6343   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632    0.7555   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880   -0.2126   -0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -0.1432   -0.2622 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    0.8663    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    1.8782    0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    0.7584    0.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0200   -0.5133    1.3610 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5136   -0.5717    1.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0383   -1.6631    1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133    0.6984    1.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -6.0996    1.1886    0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.5386   -0.9794   -0.3802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4655    0.3813   -0.9997 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788   -1.3128   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -2.2325   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -1.3710   -1.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423   -0.4790   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3440   -1.7232   -2.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7489   -2.9250   -1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3257    1.7393   -1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1779    0.5142   -0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9954    1.6733    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    2.2046    0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760    2.4320    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    1.6260    0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.9552   -0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8151   -0.3566    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -1.3882    0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693   -2.4992    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161    0.5121    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748    2.1862    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580    1.8368   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4750    1.7106    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6603    0.2408   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2772   -1.6697   -1.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -1.9462   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8353   -2.8279   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -3.1249   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6415   -3.7360   -2.1784 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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 12 10  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29  3  1  0  0  0  0
 28  6  1  0  0  0  0
 18 12  1  0  0  0  0
 24 12  1  0  0  0  0
 23 14  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  7 37  1  0  0  0  0
  9 38  1  0  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 15 41  1  0  0  0  0
 16 42  1  1  0  0  0
 18 43  1  0  0  0  0
 19 44  1  6  0  0  0
 20 45  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 48  1  1  0  0  0
 31 49  1  0  0  0  0
 31 50  1  0  0  0  0
 31 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005613

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])=C([H])[C@@]2([H])S[C@]3(N([H])O[C@]1([H])[C@]2(O[H])C3([H])[H])C(=O)N([H])C1=C([H])C2=C([H])C([H])=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20N2O8S/c1-27-12-5-3-9-7-10(17(24)29-14(9)15(12)28-2)21-18(25)20-8-19(26)13(31-20)6-4-11(23)16(19)30-22-20/h3-7,11,13,16,22-23,26H,8H2,1-2H3,(H,21,25)/t11-,13-,16+,19+,20+/m1/s1

> <INCHI_KEY>
BORNJBKYDWJXSF-JKRAONCPSA-N

> <FORMULA>
C20H20N2O8S

> <MOLECULAR_WEIGHT>
448.45

> <EXACT_MASS>
448.094036786

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
44.04011466891442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,5R,8R,9R)-N-(7,8-dimethoxy-2-oxo-2H-chromen-3-yl)-5,9-dihydroxy-3-oxa-11-thia-2-azatricyclo[6.2.1.0^{4,9}]undec-6-ene-1-carboxamide

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
0.35067927566666696

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.968106503526037

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.062522876158136

> <JCHEM_PKA_STRONGEST_BASIC>
1.3542356068122174

> <JCHEM_POLAR_SURFACE_AREA>
135.58

> <JCHEM_REFRACTIVITY>
119.9026

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,5R,8R,9R)-N-(7,8-dimethoxy-2-oxochromen-3-yl)-5,9-dihydroxy-3-oxa-11-thia-2-azatricyclo[6.2.1.0^{4,9}]undec-6-ene-1-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    8.2018    1.0483   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    0.1496   -1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8355    0.3151   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045    1.4187   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    1.5825    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383    0.6343   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632    0.7555   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880   -0.2126   -0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -0.1432   -0.2622 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    0.8663    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    1.8782    0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    0.7584    0.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0200   -0.5133    1.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136   -0.5717    1.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0383   -1.6631    1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133    0.6984    1.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4318    1.7643    1.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185    1.8401    1.2930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0996    1.1886    0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0858    2.0584    0.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469    0.1381   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899   -0.8975   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5386   -0.9794   -0.3802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4655    0.3813   -0.9997 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788   -1.3128   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -2.2325   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -1.3710   -1.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423   -0.4790   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932   -0.6239   -1.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.7232   -2.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7489   -2.9250   -1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3257    1.7393   -1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1779    0.5142   -0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9954    1.6733    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    2.2046    0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760    2.4320    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    1.6260    0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.9552   -0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8151   -0.3566    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -1.3882    0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693   -2.4992    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161    0.5121    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748    2.1862    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580    1.8368   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4750    1.7106    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6603    0.2408   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2772   -1.6697   -1.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -1.9462   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8353   -2.8279   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -3.1249   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6415   -3.7360   -2.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 12 10  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
  8 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 29  3  1  0
 28  6  1  0
 18 12  1  0
 24 12  1  0
 23 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  1
 18 43  1  0
 19 44  1  6
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  1
 31 49  1  0
 31 50  1  0
 31 51  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       8.202   1.048  -0.864  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.182   0.150  -1.231  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.835   0.315  -0.938  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.404   1.419  -0.242  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.049   1.583   0.052  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.138   0.634  -0.356  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.763   0.756  -0.083  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.888  -0.213  -0.509  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.496  -0.143  -0.262  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.180   0.866   0.424  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.650   1.878   0.931  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.652   0.758   0.582  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.020  -0.513   1.361  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.514  -0.572   1.105  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.038  -1.663   1.800  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.213   0.698   1.362  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.432   1.764   1.734  0.00  0.00           O+0
HETATM   18  N   UNK     0      -3.219   1.840   1.293  0.00  0.00           N+0
HETATM   19  C   UNK     0      -6.100   1.189   0.244  0.00  0.00           C+0
HETATM   20  O   UNK     0      -7.086   2.058   0.715  0.00  0.00           O+0
HETATM   21  C   UNK     0      -6.647   0.138  -0.629  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.890  -0.898  -0.923  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.539  -0.979  -0.380  0.00  0.00           C+0
HETATM   24  S   UNK     0      -3.466   0.381  -1.000  0.00  0.00           S+0
HETATM   25  C   UNK     0       1.379  -1.313  -1.212  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.587  -2.232  -1.621  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.659  -1.371  -1.434  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.542  -0.479  -1.054  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.893  -0.624  -1.337  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.344  -1.723  -2.033  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.749  -2.925  -1.423  0.00  0.00           C+0
HETATM   32  H   UNK     0       8.326   1.739  -1.751  0.00  0.00           H+0
HETATM   33  H   UNK     0       9.178   0.514  -0.805  0.00  0.00           H+0
HETATM   34  H   UNK     0       7.995   1.673   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.056   2.205   0.111  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.676   2.432   0.594  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.474   1.626   0.458  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.075  -0.955  -0.645  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.815  -0.357   2.436  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.536  -1.388   0.926  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.969  -2.499   1.273  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.916   0.512   2.231  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.575   2.186   2.008  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.458   1.837  -0.426  0.00  0.00           H+0
HETATM   45  H   UNK     0      -7.475   1.711   1.561  0.00  0.00           H+0
HETATM   46  H   UNK     0      -7.660   0.241  -1.010  0.00  0.00           H+0
HETATM   47  H   UNK     0      -6.277  -1.670  -1.560  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.044  -1.946  -0.455  0.00  0.00           H+0
HETATM   49  H   UNK     0       6.835  -2.828  -1.186  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.142  -3.125  -0.515  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.641  -3.736  -2.178  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5   35                                                  
CONECT    5    4    6   36                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8   37                                                  
CONECT    8    7    9   25                                                  
CONECT    9    8   10   38                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18   24                                             
CONECT   13   12   14   39   40                                             
CONECT   14   13   15   16   23                                             
CONECT   15   14   41                                                       
CONECT   16   14   17   19   42                                             
CONECT   17   16   18                                                       
CONECT   18   17   12   43                                                  
CONECT   19   16   20   21   44                                             
CONECT   20   19   45                                                       
CONECT   21   19   22   46                                                  
CONECT   22   21   23   47                                                  
CONECT   23   22   24   14   48                                             
CONECT   24   23   12                                                       
CONECT   25    8   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29    6                                                  
CONECT   29   28   30    3                                                  
CONECT   30   29   31                                                       
CONECT   31   30   49   50   51                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    7                                                            
CONECT   38    9                                                            
CONECT   39   13                                                            
CONECT   40   13                                                            
CONECT   41   15                                                            
CONECT   42   16                                                            
CONECT   43   18                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   21                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   31                                                            
CONECT   50   31                                                            
CONECT   51   31                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  110    0
END

RDKit          3D

51 55  0  0  0  0  0  0  0  0999 V2000
    8.2018    1.0483   -0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    0.1496   -1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8355    0.3151   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4045    1.4187   -0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    1.5825    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1383    0.6343   -0.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632    0.7555   -0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880   -0.2126   -0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -0.1432   -0.2622 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795    0.8663    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    1.8782    0.9308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6520    0.7584    0.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0200   -0.5133    1.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136   -0.5717    1.1052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0383   -1.6631    1.7999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2133    0.6984    1.3620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4318    1.7643    1.7345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2185    1.8401    1.2930 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0996    1.1886    0.2441 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0858    2.0584    0.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6469    0.1381   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8899   -0.8975   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5386   -0.9794   -0.3802 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4655    0.3813   -0.9997 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3788   -1.3128   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5870   -2.2325   -1.6210 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589   -1.3710   -1.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5423   -0.4790   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8932   -0.6239   -1.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.7232   -2.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7489   -2.9250   -1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3257    1.7393   -1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1779    0.5142   -0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9954    1.6733    0.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555    2.2046    0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760    2.4320    0.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4745    1.6260    0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -0.9552   -0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8151   -0.3566    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5356   -1.3882    0.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693   -2.4992    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9161    0.5121    2.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748    2.1862    2.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4580    1.8368   -0.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4750    1.7106    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6603    0.2408   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2772   -1.6697   -1.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0439   -1.9462   -0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8353   -2.8279   -1.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -3.1249   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6415   -3.7360   -2.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 12 10  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
  8 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 29  3  1  0
 28  6  1  0
 18 12  1  0
 24 12  1  0
 23 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  1
 18 43  1  0
 19 44  1  6
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  1
 31 49  1  0
 31 50  1  0
 31 51  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1S,4S,5R,8R,9R)-N-(7,8-Dimethoxy-2-oxo-2H-chromen-3-yl)-5,9-dihydroxy-3-oxa-11-thia-2-azatricyclo[6.2.1.0,]undec-6-ene-1-carboximidate	Generator
Aspergillazine C	MeSH
Aspergillazine b	MeSH
Aspergillazine D	MeSH
Aspergillazine e	MeSH

Chemical Formula

C₂₀H₂₀N₂O₈S

Average Mass

448.4500 Da

Monoisotopic Mass

448.09404 Da

IUPAC Name

(1S,4S,5R,8R,9R)-N-(7,8-dimethoxy-2-oxo-2H-chromen-3-yl)-5,9-dihydroxy-3-oxa-11-thia-2-azatricyclo[6.2.1.0^{4,9}]undec-6-ene-1-carboxamide

Traditional Name

(1S,4S,5R,8R,9R)-N-(7,8-dimethoxy-2-oxochromen-3-yl)-5,9-dihydroxy-3-oxa-11-thia-2-azatricyclo[6.2.1.0^{4,9}]undec-6-ene-1-carboxamide

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=C(C=C1)C=C(NC(=O)[C@]13C[C@]4(O)[C@H](S1)C=C[C@@H](O)[C@@H]4ON3)C(=O)O2

InChI Identifier

InChI=1S/C20H20N2O8S/c1-27-12-5-3-9-7-10(17(24)29-14(9)15(12)28-2)21-18(25)20-8-19(26)13(31-20)6-4-11(23)16(19)30-22-20/h3-7,11,13,16,22-23,26H,8H2,1-2H3,(H,21,25)/t11-,13-,16+,19+,20+/m1/s1

InChI Key

BORNJBKYDWJXSF-JKRAONCPSA-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
Aspergillus unilateralis	LOTUS Database	35616633
Trichoderma virens	NPAtlas	15602607

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Alpha-amino acid or derivatives
Benzopyran
1-benzopyran
Anisole
Phenol ether
N-arylamide
Pyranone
Alkyl aryl ether
1,2-oxazinane
Pyran
Benzenoid
Oxazinane
Thiolane
Heteroaromatic compound
Tertiary alcohol
Carboxamide group
Lactone
Secondary alcohol
Secondary carboxylic acid amide
Oxacycle
Azacycle
Carboxylic acid derivative
N-organohydroxylamine
Ether
Organoheterocyclic compound
Dialkylthioether
Thioether
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.52	ALOGPS
logP	0.35	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	12.06	ChemAxon
pKa (Strongest Basic)	1.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	135.58 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	119.9 m³·mol⁻¹	ChemAxon
Polarizability	44.04 Å³	ChemAxon
Number of Rings	5	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

NPA007691

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9594383

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15975698

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Aspergillazine A (NP0005613)

MOL for NP0005613 (Aspergillazine A)

3D MOL for NP0005613 (Aspergillazine A)

3D SDF for NP0005613 (Aspergillazine A)

3D-SDF for NP0005613 (Aspergillazine A)

PDB for NP0005613 (Aspergillazine A)

3D PDB for NP0005613 (Aspergillazine A)

SMILES for NP0005613 (Aspergillazine A)

INCHI for NP0005613 (Aspergillazine A)

Structure for NP0005613 (Aspergillazine A)

3D Structure for NP0005613 (Aspergillazine A)