NP-MRD: Showing NP-Card for Okaramine N (NP0003185)

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Record Information

Version

2.0

Created at

2020-12-09 00:31:38 UTC

Updated at

2021-07-15 16:45:44 UTC

NP-MRD ID

NP0003185

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Okaramine N

Provided By

NPAtlas

Description

Okaramine N is found in Penicillium and Penicillium simplicissimum. Okaramine N was first documented in 2003 (PMID: 12733890). Based on a literature review very few articles have been published on (1S,4R,12S,14S,17Z)-12-hydroxy-19,19-dimethyl-5-(2-methylbut-3-en-2-yl)-3,5,16,21-tetraazaheptacyclo[14.13.0.0³,¹⁴.0⁴,¹².0⁶,¹¹.0²⁰,²⁸.0²²,²⁷]Nonacosa-6,8,10,17,20(28),22,24,26-octaene-2,15-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117463D          

 73 79  0  0  0  0            999 V2000
    6.1175    1.4351    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    1.6350    1.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9608    1.6768    0.1830 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8078    2.6173    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7061    2.3489   -0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885    0.4152   -0.2980 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.8809    0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.3352    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406   -2.6667    1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -3.5879    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -3.1822   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -1.8348   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -1.1554   -1.9989 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0967   -1.0342   -2.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -1.7584   -2.5814 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7565   -0.6749   -2.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5196   -1.3671   -2.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -2.3463   -2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.0188   -1.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -1.9964   -1.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6176   -1.5498    0.1166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5882   -2.3415    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0065   -1.7098   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288   -0.1392    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861    0.6888    0.3848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9851    1.9540    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518    3.1586    0.7970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595    4.2965    1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082    4.1870    1.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280    2.9912    1.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270    1.8686    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2237    0.5801    0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    0.1775    1.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1326    0.1213   -0.3205 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3518    0.0613   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.1226    1.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715   -0.0664   -1.1441 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6477    0.2178   -1.4442 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5197    1.3067    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    1.3950    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    1.7651    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371    3.6874    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282    2.4632    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669    2.4996   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573    3.0551   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383    2.8045   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    1.5339   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.6175    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6646   -3.0154    2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -4.6348    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844   -3.8761   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650   -1.5844   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -2.0489   -3.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -2.6108   -1.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522    0.0467   -3.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911   -2.8023   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085   -3.0915   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6017   -2.5688    1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9718   -1.7904    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0787   -3.3158    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -0.9744   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7994   -1.5830    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1067   -2.7344   -0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3864    0.4767    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7197    3.1598    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896    5.2379    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681    5.0799    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8747    2.9025    1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3159    0.9415    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -0.8219    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965    1.0361   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990    0.9398   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  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  2  0  0  0  0
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 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
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 25 26  1  0  0  0  0
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 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39  6  1  0  0  0  0
 12  7  1  0  0  0  0
 39 13  1  0  0  0  0
 38 16  1  0  0  0  0
 35 19  1  0  0  0  0
 33 25  2  0  0  0  0
 32 27  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  2 42  1  0  0  0  0
  4 43  1  0  0  0  0
  4 44  1  0  0  0  0
  4 45  1  0  0  0  0
  5 46  1  0  0  0  0
  5 47  1  0  0  0  0
  5 48  1  0  0  0  0
  8 49  1  0  0  0  0
  9 50  1  0  0  0  0
 10 51  1  0  0  0  0
 11 52  1  0  0  0  0
 14 53  1  0  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
 16 56  1  6  0  0  0
 20 57  1  0  0  0  0
 21 58  1  0  0  0  0
 23 59  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 24 62  1  0  0  0  0
 24 63  1  0  0  0  0
 24 64  1  0  0  0  0
 26 65  1  0  0  0  0
 28 66  1  0  0  0  0
 29 67  1  0  0  0  0
 30 68  1  0  0  0  0
 31 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
 35 72  1  6  0  0  0
 39 73  1  6  0  0  0
M  END

     RDKit          3D

 73 79  0  0  0  0  0  0  0  0999 V2000
    6.1175    1.4351    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    1.6350    1.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9608    1.6768    0.1830 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8078    2.6173    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7061    2.3489   -0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885    0.4152   -0.2980 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.8809    0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.3352    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406   -2.6667    1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -3.5879    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -3.1822   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -1.8348   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -1.1554   -1.9989 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0967   -1.0342   -2.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -1.7584   -2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7565   -0.6749   -2.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5196   -1.3671   -2.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -2.3463   -2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.0188   -1.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -1.9964   -1.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6612   -2.1685   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -1.5498    0.1166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5882   -2.3415    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0065   -1.7098   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288   -0.1392    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861    0.6888    0.3848 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2715   -0.0664   -1.1441 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5197    1.3067    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    1.3950    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    1.7651    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371    3.6874    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282    2.4632    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669    2.4996   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573    3.0551   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383    2.8045   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    1.5339   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.6175    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2397   -4.6348    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844   -3.8761   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3159    0.9415    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -0.8219    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965    1.0361   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990    0.9398   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
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 12 13  1  0
 13 14  1  6
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 17 18  2  0
 17 19  1  0
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 20 21  2  0
 21 22  1  0
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 35 36  1  0
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 36 38  1  0
 38 39  1  0
 39  6  1  0
 12  7  1  0
 39 13  1  0
 38 16  1  0
 35 19  1  0
 33 25  2  0
 32 27  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  4 43  1  0
  4 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  5 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  6
 20 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 28 66  1  0
 29 67  1  0
 30 68  1  0
 31 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  6
 39 73  1  6
M  END


  Mrv1652306242117463D          

 73 79  0  0  0  0            999 V2000
    6.1175    1.4351    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    1.6350    1.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9608    1.6768    0.1830 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8078    2.6173    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7061    2.3489   -0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885    0.4152   -0.2980 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.8809    0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.3352    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406   -2.6667    1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -3.5879    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -3.1822   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -1.8348   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -1.1554   -1.9989 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0967   -1.0342   -2.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -1.7584   -2.5814 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7565   -0.6749   -2.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5196   -1.3671   -2.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -2.3463   -2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.0188   -1.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -1.9964   -1.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6612   -2.1685   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5882   -2.3415    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0065   -1.7098   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288   -0.1392    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861    0.6888    0.3848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9851    1.9540    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518    3.1586    0.7970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595    4.2965    1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082    4.1870    1.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280    2.9912    1.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270    1.8686    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2237    0.5801    0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    0.1775    1.0030 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1326    0.1213   -0.3205 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3518    0.0613   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.1226    1.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715   -0.0664   -1.1441 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6477    0.2178   -1.4442 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5197    1.3067    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    1.3950    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    1.7651    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371    3.6874    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282    2.4632    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669    2.4996   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573    3.0551   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383    2.8045   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    1.5339   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.6175    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6646   -3.0154    2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -4.6348    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844   -3.8761   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650   -1.5844   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -2.0489   -3.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -2.6108   -1.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522    0.0467   -3.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911   -2.8023   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085   -3.0915   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6017   -2.5688    1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9718   -1.7904    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0787   -3.3158    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -0.9744   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7994   -1.5830    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1067   -2.7344   -0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3864    0.4767    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7197    3.1598    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896    5.2379    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681    5.0799    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8747    2.9025    1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3159    0.9415    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -0.8219    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965    1.0361   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990    0.9398   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
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 35 36  1  0  0  0  0
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 38 39  1  0  0  0  0
 39  6  1  0  0  0  0
 12  7  1  0  0  0  0
 39 13  1  0  0  0  0
 38 16  1  0  0  0  0
 35 19  1  0  0  0  0
 33 25  2  0  0  0  0
 32 27  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  2 42  1  0  0  0  0
  4 43  1  0  0  0  0
  4 44  1  0  0  0  0
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  5 46  1  0  0  0  0
  5 47  1  0  0  0  0
  5 48  1  0  0  0  0
  8 49  1  0  0  0  0
  9 50  1  0  0  0  0
 10 51  1  0  0  0  0
 11 52  1  0  0  0  0
 14 53  1  0  0  0  0
 15 54  1  0  0  0  0
 15 55  1  0  0  0  0
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 23 60  1  0  0  0  0
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 29 67  1  0  0  0  0
 30 68  1  0  0  0  0
 31 69  1  0  0  0  0
 34 70  1  0  0  0  0
 34 71  1  0  0  0  0
 35 72  1  6  0  0  0
 39 73  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0003185

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]12C3=C([H])C([H])=C([H])C([H])=C3N([C@]1([H])N1C(=O)[C@@]3([H])N(\C([H])=C([H])/C(C4=C(C5=C([H])C([H])=C([H])C([H])=C5N4[H])C3([H])[H])(C([H])([H])[H])C([H])([H])[H])C(=O)[C@]1([H])C2([H])[H])C(C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H34N4O3/c1-6-31(4,5)36-23-14-10-8-12-21(23)32(39)18-25-27(37)34-16-15-30(2,3)26-20(19-11-7-9-13-22(19)33-26)17-24(34)28(38)35(25)29(32)36/h6-16,24-25,29,33,39H,1,17-18H2,2-5H3/b16-15-/t24-,25-,29-,32-/m0/s1

> <INCHI_KEY>
DRFHLOQDCWUMLI-HTLHSIKDSA-N

> <FORMULA>
C32H34N4O3

> <MOLECULAR_WEIGHT>
522.649

> <EXACT_MASS>
522.263090971

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
58.39370913188271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,12S,14S,17Z)-12-hydroxy-19,19-dimethyl-5-(2-methylbut-3-en-2-yl)-3,5,16,21-tetraazaheptacyclo[14.13.0.0^{3,14}.0^{4,12}.0^{6,11}.0^{20,28}.0^{22,27}]nonacosa-6,8,10,17,20(28),22,24,26-octaene-2,15-dione

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
4.373238285666666

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.437580824027204

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.00706963277866

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6697568287582003

> <JCHEM_POLAR_SURFACE_AREA>
79.88

> <JCHEM_REFRACTIVITY>
151.02800000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,12S,14S,17Z)-12-hydroxy-19,19-dimethyl-5-(2-methylbut-3-en-2-yl)-3,5,16,21-tetraazaheptacyclo[14.13.0.0^{3,14}.0^{4,12}.0^{6,11}.0^{20,28}.0^{22,27}]nonacosa-6,8,10,17,20(28),22,24,26-octaene-2,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 79  0  0  0  0  0  0  0  0999 V2000
    6.1175    1.4351    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    1.6350    1.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9608    1.6768    0.1830 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8078    2.6173    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7061    2.3489   -0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885    0.4152   -0.2980 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.8809    0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.3352    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406   -2.6667    1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -3.5879    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -3.1822   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -1.8348   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -1.1554   -1.9989 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0967   -1.0342   -2.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -1.7584   -2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7565   -0.6749   -2.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.7658   -2.3463   -2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.0188   -1.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6612   -2.1685   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -1.5498    0.1166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5882   -2.3415    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0065   -1.7098   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288   -0.1392    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3861    0.6888    0.3848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9851    1.9540    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9280    2.9912    1.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270    1.8686    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2237    0.5801    0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    0.1775    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326    0.1213   -0.3205 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3518    0.0613   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.1226    1.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715   -0.0664   -1.1441 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6477    0.2178   -1.4442 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5197    1.3067    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    1.3950    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    1.7651    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371    3.6874    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282    2.4632    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669    2.4996   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573    3.0551   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3478   -0.6175    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6646   -3.0154    2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -4.6348    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844   -3.8761   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650   -1.5844   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -2.0489   -3.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -2.6108   -1.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522    0.0467   -3.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911   -2.8023   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085   -3.0915   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6017   -2.5688    1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9718   -1.7904    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0787   -3.3158    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -0.9744   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7994   -1.5830    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1067   -2.7344   -0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3864    0.4767    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7197    3.1598    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896    5.2379    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681    5.0799    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8747    2.9025    1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3159    0.9415    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -0.8219    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965    1.0361   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990    0.9398   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 39  6  1  0
 12  7  1  0
 39 13  1  0
 38 16  1  0
 35 19  1  0
 33 25  2  0
 32 27  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  4 43  1  0
  4 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  5 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  6
 20 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 28 66  1  0
 29 67  1  0
 30 68  1  0
 31 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  6
 39 73  1  6
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       6.117   1.435   1.247  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.815   1.635   1.374  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.961   1.677   0.183  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.808   2.617   0.508  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.706   2.349  -0.967  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.489   0.415  -0.298  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.743  -0.881   0.229  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.160  -1.335   1.479  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.341  -2.667   1.771  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.096  -3.588   0.780  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.687  -3.182  -0.455  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.508  -1.835  -0.741  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.077  -1.155  -1.999  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.097  -1.034  -2.917  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.827  -1.758  -2.581  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.757  -0.675  -2.383  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.520  -1.367  -2.149  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.766  -2.346  -2.935  0.00  0.00           O+0
HETATM   19  N   UNK     0      -1.462  -1.019  -1.131  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.468  -1.996  -1.291  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.661  -2.168  -0.800  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.618  -1.550   0.117  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.588  -2.341   1.421  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.006  -1.710  -0.479  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.329  -0.139   0.440  0.00  0.00           C+0
HETATM   26  N   UNK     0      -5.386   0.689   0.385  0.00  0.00           N+0
HETATM   27  C   UNK     0      -4.985   1.954   0.703  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.652   3.159   0.797  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.960   4.297   1.150  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.608   4.187   1.399  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.928   2.991   1.309  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.627   1.869   0.958  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.224   0.580   0.796  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.806   0.178   1.003  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.133   0.121  -0.321  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.352   0.061  -0.081  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.830   0.123   1.079  0.00  0.00           O+0
HETATM   38  N   UNK     0       1.272  -0.066  -1.144  0.00  0.00           N+0
HETATM   39  C   UNK     0       2.648   0.218  -1.444  0.00  0.00           C+0
HETATM   40  H   UNK     0       6.520   1.307   0.253  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.787   1.395   2.078  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.423   1.765   2.380  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.137   3.687   0.454  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.428   2.463   1.541  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.967   2.500  -0.175  0.00  0.00           H+0
HETATM   46  H   UNK     0       5.457   3.055  -0.615  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.938   2.805  -1.628  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.215   1.534  -1.518  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.348  -0.618   2.246  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.665  -3.015   2.743  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.240  -4.635   1.016  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.484  -3.876  -1.261  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.865  -1.584  -2.579  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.920  -2.049  -3.628  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.533  -2.611  -1.930  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.752   0.047  -3.199  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.191  -2.802  -1.990  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.109  -3.091  -1.208  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.602  -2.569   1.792  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.972  -1.790   2.172  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.079  -3.316   1.273  0.00  0.00           H+0
HETATM   62  H   UNK     0      -6.206  -0.974  -1.286  0.00  0.00           H+0
HETATM   63  H   UNK     0      -6.799  -1.583   0.271  0.00  0.00           H+0
HETATM   64  H   UNK     0      -6.107  -2.734  -0.884  0.00  0.00           H+0
HETATM   65  H   UNK     0      -6.386   0.477   0.145  0.00  0.00           H+0
HETATM   66  H   UNK     0      -6.720   3.160   0.584  0.00  0.00           H+0
HETATM   67  H   UNK     0      -5.490   5.238   1.221  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.068   5.080   1.675  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.875   2.902   1.503  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.316   0.942   1.620  0.00  0.00           H+0
HETATM   71  H   UNK     0      -1.725  -0.822   1.496  0.00  0.00           H+0
HETATM   72  H   UNK     0      -1.397   1.036  -0.893  0.00  0.00           H+0
HETATM   73  H   UNK     0       2.799   0.940  -2.248  0.00  0.00           H+0
CONECT    1    2   40   41                                                  
CONECT    2    1    3   42                                                  
CONECT    3    2    4    5    6                                             
CONECT    4    3   43   44   45                                             
CONECT    5    3   46   47   48                                             
CONECT    6    3    7   39                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   49                                                  
CONECT    9    8   10   50                                                  
CONECT   10    9   11   51                                                  
CONECT   11   10   12   52                                                  
CONECT   12   11   13    7                                                  
CONECT   13   12   14   15   39                                             
CONECT   14   13   53                                                       
CONECT   15   13   16   54   55                                             
CONECT   16   15   17   38   56                                             
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   35                                                  
CONECT   20   19   21   57                                                  
CONECT   21   20   22   58                                                  
CONECT   22   21   23   24   25                                             
CONECT   23   22   59   60   61                                             
CONECT   24   22   62   63   64                                             
CONECT   25   22   26   33                                                  
CONECT   26   25   27   65                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29   66                                                  
CONECT   29   28   30   67                                                  
CONECT   30   29   31   68                                                  
CONECT   31   30   32   69                                                  
CONECT   32   31   33   27                                                  
CONECT   33   32   34   25                                                  
CONECT   34   33   35   70   71                                             
CONECT   35   34   36   19   72                                             
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   16                                                  
CONECT   39   38    6   13   73                                             
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    2                                                            
CONECT   43    4                                                            
CONECT   44    4                                                            
CONECT   45    4                                                            
CONECT   46    5                                                            
CONECT   47    5                                                            
CONECT   48    5                                                            
CONECT   49    8                                                            
CONECT   50    9                                                            
CONECT   51   10                                                            
CONECT   52   11                                                            
CONECT   53   14                                                            
CONECT   54   15                                                            
CONECT   55   15                                                            
CONECT   56   16                                                            
CONECT   57   20                                                            
CONECT   58   21                                                            
CONECT   59   23                                                            
CONECT   60   23                                                            
CONECT   61   23                                                            
CONECT   62   24                                                            
CONECT   63   24                                                            
CONECT   64   24                                                            
CONECT   65   26                                                            
CONECT   66   28                                                            
CONECT   67   29                                                            
CONECT   68   30                                                            
CONECT   69   31                                                            
CONECT   70   34                                                            
CONECT   71   34                                                            
CONECT   72   35                                                            
CONECT   73   39                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  158    0
END

RDKit          3D

73 79  0  0  0  0  0  0  0  0999 V2000
    6.1175    1.4351    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    1.6350    1.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9608    1.6768    0.1830 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8078    2.6173    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7061    2.3489   -0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885    0.4152   -0.2980 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7431   -0.8809    0.2285 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -1.3352    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3406   -2.6667    1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0962   -3.5879    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -3.1822   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5079   -1.8348   -0.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -1.1554   -1.9989 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0967   -1.0342   -2.9170 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -1.7584   -2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7565   -0.6749   -2.3832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5196   -1.3671   -2.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -2.3463   -2.9347 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4683   -1.9964   -1.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6612   -2.1685   -0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -1.5498    0.1166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5882   -2.3415    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0065   -1.7098   -0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3861    0.6888    0.3848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9851    1.9540    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518    3.1586    0.7970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595    4.2965    1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082    4.1870    1.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280    2.9912    1.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270    1.8686    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2237    0.5801    0.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    0.1775    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326    0.1213   -0.3205 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3518    0.0613   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302    0.1226    1.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715   -0.0664   -1.1441 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6477    0.2178   -1.4442 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5197    1.3067    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873    1.3950    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4230    1.7651    2.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371    3.6874    0.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282    2.4632    1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9669    2.4996   -0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573    3.0551   -0.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383    2.8045   -1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    1.5339   -1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.6175    2.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6646   -3.0154    2.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397   -4.6348    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4844   -3.8761   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650   -1.5844   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9195   -2.0489   -3.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -2.6108   -1.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7522    0.0467   -3.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911   -2.8023   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085   -3.0915   -1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6017   -2.5688    1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9718   -1.7904    2.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0787   -3.3158    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -0.9744   -1.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7994   -1.5830    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1067   -2.7344   -0.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3864    0.4767    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7197    3.1598    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896    5.2379    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681    5.0799    1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8747    2.9025    1.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3159    0.9415    1.6203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -0.8219    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3965    1.0361   -0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990    0.9398   -2.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 39  6  1  0
 12  7  1  0
 39 13  1  0
 38 16  1  0
 35 19  1  0
 33 25  2  0
 32 27  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  4 43  1  0
  4 44  1  0
  4 45  1  0
  5 46  1  0
  5 47  1  0
  5 48  1  0
  8 49  1  0
  9 50  1  0
 10 51  1  0
 11 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  6
 20 57  1  0
 21 58  1  0
 23 59  1  0
 23 60  1  0
 23 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 28 66  1  0
 29 67  1  0
 30 68  1  0
 31 69  1  0
 34 70  1  0
 34 71  1  0
 35 72  1  6
 39 73  1  6
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₃₂H₃₄N₄O₃

Average Mass

522.6490 Da

Monoisotopic Mass

522.26309 Da

IUPAC Name

(1S,4R,12S,14S,17Z)-12-hydroxy-19,19-dimethyl-5-(2-methylbut-3-en-2-yl)-3,5,16,21-tetraazaheptacyclo[14.13.0.0^{3,14}.0^{4,12}.0^{6,11}.0^{20,28}.0^{22,27}]nonacosa-6,8,10,17,20(28),22,24,26-octaene-2,15-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)N1[C@@H]2N3[C@@H](C[C@]2(O)C2=CC=CC=C12)C(=O)N1\C=C/C(C)(C)C2=C(C[C@H]1C3=O)C1=CC=CC=C1N2

InChI Identifier

InChI=1S/C32H34N4O3/c1-6-31(4,5)36-23-14-10-8-12-21(23)32(39)18-25-27(37)34-16-15-30(2,3)26-20(19-11-7-9-13-22(19)33-26)17-24(34)28(38)35(25)29(32)36/h6-16,24-25,29,33,39H,1,17-18H2,2-5H3/b16-15-/t24-,25-,29-,32-/m0/s1

InChI Key

DRFHLOQDCWUMLI-HTLHSIKDSA-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
Penicillium	NPAtlas	10705454
Penicillium simplicissimum	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Penicillium simplicissimum (ATCC90288)	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	4.39	ALOGPS
logP	4.37	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.01	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.88 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	151.03 m³·mol⁻¹	ChemAxon
Polarizability	58.39 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA007250

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9960433

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11785753

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Baran PS, Guerrero CA, Corey EJ: Short, enantioselective total synthesis of okaramine N. J Am Chem Soc. 2003 May 14;125(19):5628-9. doi: 10.1021/ja034491+. [PubMed:12733890 ]

Showing NP-Card for Okaramine N (NP0003185)

MOL for NP0003185 (Okaramine N)

3D MOL for NP0003185 (Okaramine N)

3D SDF for NP0003185 (Okaramine N)

3D-SDF for NP0003185 (Okaramine N)

PDB for NP0003185 (Okaramine N)

3D PDB for NP0003185 (Okaramine N)

SMILES for NP0003185 (Okaramine N)

INCHI for NP0003185 (Okaramine N)

Structure for NP0003185 (Okaramine N)

3D Structure for NP0003185 (Okaramine N)