NP-MRD: Showing NP-Card for Paraherquamide I (NP0006283)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 03:20:38 UTC

Updated at

2021-07-15 16:54:21 UTC

NP-MRD ID

NP0006283

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Paraherquamide I

Provided By

NPAtlas

Description

Paraherquamide I belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. Paraherquamide I is found in Penicillium. It was first documented in 2006 (PMID: 16608209). Based on a literature review very few articles have been published on Paraherquamide I.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242121123D          

 67 73  0  0  0  0            999 V2000
   -6.7923    0.7147   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7250    0.1470    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -0.1211    2.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6783    2.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0535    3.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.7426    1.4089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039   -1.1675    1.1455 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0391   -1.0065   -0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6630   -1.2548   -0.7656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0094    0.1126   -0.9607 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4700    0.1222   -2.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0011   -3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    0.3000   -2.3453 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    0.3904   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1830    0.2776   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.3387    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    0.5087    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7583    0.6215    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5571    0.5622   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.6569   -1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969    0.6569   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5874    0.5444   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379    0.3877    1.1882 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2447    1.1969    1.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -1.0723    1.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    0.7868    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.1443   -0.7223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0040    2.1062   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    1.9855    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3335    0.3865   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5525    0.9697   -0.2256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3973   -0.2182    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3648   -1.3301   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968   -1.7402   -1.3471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -1.8538   -0.9779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   -3.0313   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7660    0.2596    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349    0.4798   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282    1.8336   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6841    0.0410    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.7576    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -2.2829    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6315   -1.8871   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -1.7545    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    0.3583   -3.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    0.2580    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174    0.5536    2.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4388    0.7621   -2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798    0.5714   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    2.1268    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7488    1.4832    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1616    0.6039    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477   -1.2380    2.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -1.7258    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526   -1.4380    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.3141   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    3.0768   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    1.7268   -2.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223    1.5889    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    2.3432    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.9374    0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581    0.2627   -1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.5504   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807    1.5913    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.4845   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.8224   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -2.8283   -2.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32  2  1  0  0  0  0
 32  6  1  0  0  0  0
 30  8  1  0  0  0  0
  8 35  1  6  0  0  0
 15 10  1  0  0  0  0
 26 18  1  0  0  0  0
 19 14  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  3 40  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 13 45  1  0  0  0  0
 16 46  1  0  0  0  0
 17 47  1  0  0  0  0
 21 48  1  0  0  0  0
 22 49  1  0  0  0  0
 24 50  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 28 56  1  0  0  0  0
 28 57  1  0  0  0  0
 28 58  1  0  0  0  0
 29 59  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
 30 62  1  6  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
 36 65  1  0  0  0  0
 36 66  1  0  0  0  0
 36 67  1  0  0  0  0
M  END

     RDKit          3D

 67 73  0  0  0  0  0  0  0  0999 V2000
   -6.7923    0.7147   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7250    0.1470    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -0.1211    2.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6783    2.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0535    3.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.7426    1.4089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039   -1.1675    1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -1.0065   -0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6630   -1.2548   -0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    0.1126   -0.9607 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4700    0.1222   -2.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0011   -3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    0.3000   -2.3453 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    0.3904   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1830    0.2776   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.3387    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    0.5087    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7583    0.6215    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5571    0.5622   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.6569   -1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969    0.6569   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5874    0.5444   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379    0.3877    1.1882 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2447    1.1969    1.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -1.0723    1.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    0.7868    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.1443   -0.7223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0040    2.1062   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    1.9855    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3335    0.3865   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5525    0.9697   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3973   -0.2182    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3648   -1.3301   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968   -1.7402   -1.3471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -1.8538   -0.9779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   -3.0313   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7660    0.2596    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349    0.4798   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282    1.8336   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6841    0.0410    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.7576    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -2.2829    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6315   -1.8871   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -1.7545    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    0.3583   -3.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    0.2580    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174    0.5536    2.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4388    0.7621   -2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798    0.5714   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    2.1268    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7488    1.4832    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1616    0.6039    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477   -1.2380    2.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -1.7258    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526   -1.4380    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.3141   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    3.0768   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    1.7268   -2.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223    1.5889    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    2.3432    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.9374    0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581    0.2627   -1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.5504   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807    1.5913    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.4845   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.8224   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -2.8283   -2.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 23 26  1  0
 10 27  1  0
 27 28  1  6
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 33 34  2  0
 33 35  1  0
 35 36  1  0
 32  2  1  0
 32  6  1  0
 30  8  1  0
  8 35  1  6
 15 10  1  0
 26 18  1  0
 19 14  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
  9 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  6
 31 63  1  0
 31 64  1  0
 36 65  1  0
 36 66  1  0
 36 67  1  0
M  END


  Mrv1652306242121123D          

 67 73  0  0  0  0            999 V2000
   -6.7923    0.7147   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7250    0.1470    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -0.1211    2.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6783    2.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0535    3.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.7426    1.4089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039   -1.1675    1.1455 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0391   -1.0065   -0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6630   -1.2548   -0.7656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0094    0.1126   -0.9607 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4700    0.1222   -2.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0011   -3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    0.3000   -2.3453 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    0.3904   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1830    0.2776   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.3387    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    0.5087    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7583    0.6215    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5571    0.5622   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.6569   -1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969    0.6569   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5874    0.5444   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379    0.3877    1.1882 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2447    1.1969    1.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -1.0723    1.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    0.7868    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.1443   -0.7223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0040    2.1062   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    1.9855    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3335    0.3865   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5525    0.9697   -0.2256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3973   -0.2182    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3648   -1.3301   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968   -1.7402   -1.3471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -1.8538   -0.9779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   -3.0313   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7660    0.2596    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349    0.4798   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282    1.8336   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6841    0.0410    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.7576    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -2.2829    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6315   -1.8871   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -1.7545    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    0.3583   -3.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    0.2580    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174    0.5536    2.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4388    0.7621   -2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798    0.5714   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    2.1268    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7488    1.4832    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1616    0.6039    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477   -1.2380    2.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -1.7258    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526   -1.4380    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.3141   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    3.0768   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    1.7268   -2.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223    1.5889    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    2.3432    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.9374    0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581    0.2627   -1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.5504   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807    1.5913    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.4845   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.8224   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -2.8283   -2.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32  2  1  0  0  0  0
 32  6  1  0  0  0  0
 30  8  1  0  0  0  0
  8 35  1  6  0  0  0
 15 10  1  0  0  0  0
 26 18  1  0  0  0  0
 19 14  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  3 40  1  0  0  0  0
  7 41  1  0  0  0  0
  7 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 13 45  1  0  0  0  0
 16 46  1  0  0  0  0
 17 47  1  0  0  0  0
 21 48  1  0  0  0  0
 22 49  1  0  0  0  0
 24 50  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 28 56  1  0  0  0  0
 28 57  1  0  0  0  0
 28 58  1  0  0  0  0
 29 59  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
 30 62  1  6  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
 36 65  1  0  0  0  0
 36 66  1  0  0  0  0
 36 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006283

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)[C@]2(C3=C1C1=C(OC(C([H])=C([H])O1)(C([H])([H])[H])C([H])([H])[H])C([H])=C3[H])C([H])([H])[C@@]13N(C(=O)[C@@]4(N(C(=O)C([H])=C4C([H])([H])[H])C1([H])[H])C([H])([H])[C@@]3([H])C2(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H31N3O5/c1-15-11-19(32)31-14-26-13-27(25(4,5)18(26)12-28(15,31)23(34)30(26)6)16-7-8-17-21(20(16)29-22(27)33)35-10-9-24(2,3)36-17/h7-11,18H,12-14H2,1-6H3,(H,29,33)/t18-,26+,27+,28+/m0/s1

> <INCHI_KEY>
JGNFKKUKKXSBJH-VZCHTHDKSA-N

> <FORMULA>
C28H31N3O5

> <MOLECULAR_WEIGHT>
489.572

> <EXACT_MASS>
489.22637111

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
52.9926802415466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,3'S,7'S,8R)-4,4,4',4',12',14'-hexamethyl-9,10-dihydro-4H-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecan]-11'-ene-9,10',13'-trione

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
1.9174611683333316

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.591616069814975

> <JCHEM_PKA_STRONGEST_BASIC>
-0.37341472767449846

> <JCHEM_POLAR_SURFACE_AREA>
88.17999999999999

> <JCHEM_REFRACTIVITY>
133.8013

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,3'S,7'S,8R)-4,4,4',4',12',14'-hexamethyl-10H-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecan]-11'-ene-9,10',13'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 67 73  0  0  0  0  0  0  0  0999 V2000
   -6.7923    0.7147   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7250    0.1470    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -0.1211    2.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6783    2.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0535    3.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.7426    1.4089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039   -1.1675    1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -1.0065   -0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6630   -1.2548   -0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    0.1126   -0.9607 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4700    0.1222   -2.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0011   -3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    0.3000   -2.3453 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    0.3904   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1830    0.2776   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.3387    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    0.5087    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7583    0.6215    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5571    0.5622   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.6569   -1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969    0.6569   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5874    0.5444   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379    0.3877    1.1882 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2447    1.1969    1.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -1.0723    1.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    0.7868    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.1443   -0.7223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0040    2.1062   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    1.9855    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3335    0.3865   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5525    0.9697   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3973   -0.2182    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3648   -1.3301   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968   -1.7402   -1.3471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -1.8538   -0.9779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   -3.0313   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7660    0.2596    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349    0.4798   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282    1.8336   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6841    0.0410    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.7576    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -2.2829    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6315   -1.8871   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -1.7545    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    0.3583   -3.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    0.2580    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174    0.5536    2.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4388    0.7621   -2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798    0.5714   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    2.1268    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7488    1.4832    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1616    0.6039    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477   -1.2380    2.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -1.7258    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526   -1.4380    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.3141   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    3.0768   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    1.7268   -2.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223    1.5889    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    2.3432    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.9374    0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581    0.2627   -1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.5504   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807    1.5913    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.4845   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.8224   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -2.8283   -2.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 23 26  1  0
 10 27  1  0
 27 28  1  6
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 33 34  2  0
 33 35  1  0
 35 36  1  0
 32  2  1  0
 32  6  1  0
 30  8  1  0
  8 35  1  6
 15 10  1  0
 26 18  1  0
 19 14  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
  9 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  6
 31 63  1  0
 31 64  1  0
 36 65  1  0
 36 66  1  0
 36 67  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      -6.792   0.715  -0.131  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.725   0.147   0.697  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.819  -0.121   2.007  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.558  -0.678   2.491  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.258  -1.054   3.661  0.00  0.00           O+0
HETATM    6  N   UNK     0      -3.671  -0.743   1.409  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.304  -1.167   1.145  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.039  -1.006  -0.326  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.663  -1.255  -0.766  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.009   0.113  -0.961  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.470   0.122  -2.357  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.193  -0.001  -3.427  0.00  0.00           O+0
HETATM   13  N   UNK     0       1.869   0.300  -2.345  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.269   0.390  -0.993  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.183   0.278  -0.159  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.401   0.339   1.195  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.674   0.509   1.705  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.758   0.622   0.870  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.557   0.562  -0.487  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.527   0.657  -1.474  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.897   0.657  -1.345  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.587   0.544  -0.234  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.238   0.388   1.188  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.245   1.197   1.996  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.444  -1.072   1.559  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.960   0.787   1.538  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.081   1.144  -0.722  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.004   2.106  -1.922  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.917   1.986   0.484  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.333   0.387  -0.841  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.553   0.970  -0.226  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.397  -0.218   0.255  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.365  -1.330  -0.761  0.00  0.00           C+0
HETATM   34  O   UNK     0      -5.397  -1.740  -1.347  0.00  0.00           O+0
HETATM   35  N   UNK     0      -3.055  -1.854  -0.978  0.00  0.00           N+0
HETATM   36  C   UNK     0      -2.731  -3.031  -1.717  0.00  0.00           C+0
HETATM   37  H   UNK     0      -7.766   0.260   0.147  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.635   0.480  -1.215  0.00  0.00           H+0
HETATM   39  H   UNK     0      -6.828   1.834  -0.057  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.684   0.041   2.630  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.564  -0.758   1.817  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.312  -2.283   1.331  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.632  -1.887  -1.650  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.088  -1.755   0.054  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.524   0.358  -3.190  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.603   0.258   1.920  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.817   0.554   2.773  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.439   0.762  -2.271  0.00  0.00           H+0
HETATM   49  H   UNK     0       7.680   0.571  -0.384  0.00  0.00           H+0
HETATM   50  H   UNK     0       7.468   2.127   1.433  0.00  0.00           H+0
HETATM   51  H   UNK     0       6.749   1.483   2.952  0.00  0.00           H+0
HETATM   52  H   UNK     0       8.162   0.604   2.202  0.00  0.00           H+0
HETATM   53  H   UNK     0       7.448  -1.238   2.024  0.00  0.00           H+0
HETATM   54  H   UNK     0       6.418  -1.726   0.652  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.653  -1.438   2.237  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.027   2.314  -2.208  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.457   3.077  -1.610  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.637   1.727  -2.746  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.322   1.589   1.419  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.122   2.343   0.588  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.508   2.937   0.309  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.558   0.263  -1.943  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.178   1.550  -0.929  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.381   1.591   0.659  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.823  -3.485  -1.221  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.507  -3.822  -1.650  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.445  -2.828  -2.755  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    1    3   32                                                  
CONECT    3    2    4   40                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   32                                                  
CONECT    7    6    8   41   42                                             
CONECT    8    7    9   30   35                                             
CONECT    9    8   10   43   44                                             
CONECT   10    9   11   27   15                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   45                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   10                                                  
CONECT   16   15   17   46                                                  
CONECT   17   16   18   47                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20   14                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   48                                                  
CONECT   22   21   23   49                                                  
CONECT   23   22   24   25   26                                             
CONECT   24   23   50   51   52                                             
CONECT   25   23   53   54   55                                             
CONECT   26   23   18                                                       
CONECT   27   10   28   29   30                                             
CONECT   28   27   56   57   58                                             
CONECT   29   27   59   60   61                                             
CONECT   30   27   31    8   62                                             
CONECT   31   30   32   63   64                                             
CONECT   32   31   33    2    6                                             
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36    8                                                  
CONECT   36   35   65   66   67                                             
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    3                                                            
CONECT   41    7                                                            
CONECT   42    7                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   13                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   21                                                            
CONECT   49   22                                                            
CONECT   50   24                                                            
CONECT   51   24                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   28                                                            
CONECT   57   28                                                            
CONECT   58   28                                                            
CONECT   59   29                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
CONECT   63   31                                                            
CONECT   64   31                                                            
CONECT   65   36                                                            
CONECT   66   36                                                            
CONECT   67   36                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  146    0
END

RDKit          3D

67 73  0  0  0  0  0  0  0  0999 V2000
   -6.7923    0.7147   -0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7250    0.1470    0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8194   -0.1211    2.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5575   -0.6783    2.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2575   -1.0535    3.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713   -0.7426    1.4089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039   -1.1675    1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0391   -1.0065   -0.3256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6630   -1.2548   -0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    0.1126   -0.9607 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4700    0.1222   -2.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0011   -3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8690    0.3000   -2.3453 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2693    0.3904   -0.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1830    0.2776   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.3387    1.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    0.5087    1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7583    0.6215    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5571    0.5622   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5265    0.6569   -1.4741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969    0.6569   -1.3448 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5874    0.5444   -0.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2379    0.3877    1.1882 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2447    1.1969    1.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4439   -1.0723    1.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602    0.7868    1.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0805    1.1443   -0.7223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0040    2.1062   -1.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    1.9855    0.4840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3335    0.3865   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5525    0.9697   -0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3973   -0.2182    0.2545 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3648   -1.3301   -0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3968   -1.7402   -1.3471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0548   -1.8538   -0.9779 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   -3.0313   -1.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7660    0.2596    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349    0.4798   -1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8282    1.8336   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6841    0.0410    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5641   -0.7576    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -2.2829    1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6315   -1.8871   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -1.7545    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244    0.3583   -3.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    0.2580    1.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174    0.5536    2.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4388    0.7621   -2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798    0.5714   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4679    2.1268    1.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7488    1.4832    2.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1616    0.6039    2.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477   -1.2380    2.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178   -1.7258    0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6526   -1.4380    2.2373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0265    2.3141   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4569    3.0768   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    1.7268   -2.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223    1.5889    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    2.3432    0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    2.9374    0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581    0.2627   -1.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1776    1.5504   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3807    1.5913    0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8226   -3.4845   -1.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.8224   -1.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -2.8283   -2.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  1
 23 25  1  0
 23 26  1  0
 10 27  1  0
 27 28  1  6
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 33 34  2  0
 33 35  1  0
 35 36  1  0
 32  2  1  0
 32  6  1  0
 30  8  1  0
  8 35  1  6
 15 10  1  0
 26 18  1  0
 19 14  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  3 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
  9 44  1  0
 13 45  1  0
 16 46  1  0
 17 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 30 62  1  6
 31 63  1  0
 31 64  1  0
 36 65  1  0
 36 66  1  0
 36 67  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₈H₃₁N₃O₅

Average Mass

489.5720 Da

Monoisotopic Mass

489.22637 Da

IUPAC Name

(1'R,3'S,7'S,8R)-4,4,4',4',12',14'-hexamethyl-9,10-dihydro-4H-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecan]-11'-ene-9,10',13'-trione

Traditional Name

(1'R,3'S,7'S,8R)-4,4,4',4',12',14'-hexamethyl-10H-9',14'-diazaspiro[[1,4]dioxepino[2,3-g]indole-8,5'-tetracyclo[5.5.2.0^{1,9}.0^{3,7}]tetradecan]-11'-ene-9,10',13'-trione

CAS Registry Number

Not Available

SMILES

CN1C(=O)[C@]23C[C@H]4C(C)(C)[C@@]5(C[C@]14CN2C(=O)C=C3C)C(=O)NC1=C5C=CC2=C1OC=CC(C)(C)O2

InChI Identifier

InChI=1S/C28H31N3O5/c1-15-11-19(32)31-14-26-13-27(25(4,5)18(26)12-28(15,31)23(34)30(26)6)16-7-8-17-21(20(16)29-22(27)33)35-10-9-24(2,3)36-17/h7-11,18H,12-14H2,1-6H3,(H,29,33)/t18-,26+,27+,28+/m0/s1

InChI Key

JGNFKKUKKXSBJH-VZCHTHDKSA-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	16608209

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Azaspirodecane
Indole or derivatives
Dihydroindole
1,4-dioxepine
Alkyl aryl ether
Delta-lactam
Dioxepine
Piperidinone
N-methylpiperazine
N-alkylpiperazine
Piperidine
Piperazine
Benzenoid
1,4-diazinane
Pyrroline
Tertiary carboxylic acid amide
Lactam
Carboxamide group
Secondary carboxylic acid amide
Oxacycle
Azacycle
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
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	3.24	ALOGPS
logP	1.92	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	11.59	ChemAxon
pKa (Strongest Basic)	-0.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.18 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	133.8 m³·mol⁻¹	ChemAxon
Polarizability	52.99 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA016554

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102183347

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lopez-Gresa MP, Gonzalez MC, Ciavatta L, Ayala I, Moya P, Primo J: Insecticidal activity of Paraherquamides, including paraherquamide H and paraherquamide I, two new alkaloids isolated from Penicillium cluniae. J Agric Food Chem. 2006 Apr 19;54(8):2921-5. doi: 10.1021/jf0530998. [PubMed:16608209 ]

Showing NP-Card for Paraherquamide I (NP0006283)

MOL for NP0006283 (Paraherquamide I)

3D MOL for NP0006283 (Paraherquamide I)

3D SDF for NP0006283 (Paraherquamide I)

3D-SDF for NP0006283 (Paraherquamide I)

PDB for NP0006283 (Paraherquamide I)

3D PDB for NP0006283 (Paraherquamide I)

SMILES for NP0006283 (Paraherquamide I)

INCHI for NP0006283 (Paraherquamide I)

Structure for NP0006283 (Paraherquamide I)

3D Structure for NP0006283 (Paraherquamide I)