NP-MRD: Showing NP-Card for tenuicausine (NP0043040)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-21 00:33:10 UTC

Updated at

2021-06-30 00:18:30 UTC

NP-MRD ID

NP0043040

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tenuicausine

Provided By

JEOL Database JEOL Logo

Description

Mekongenine B belongs to the class of organic compounds known as eburnan-type alkaloids. These are alkaloids with a structure based on the eburnan skeleton, that arises from rearrangement of the aspidospermidine ring system, involving migration of C-21 from C-7 to C-2, fission of the 2,16-bond, and attachment of C-16 to N-1. tenuicausine is found in Melodinus suaveolens and Melodinus tenuicaudatus. It was first documented in 2021 (PMID: 34130356). Based on a literature review very few articles have been published on Mekongenine B (PMID: 34130335) (PMID: 34130218) (PMID: 34130164) (PMID: 34130154).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102333D          

 94103  0  0  0  0            999 V2000
   -2.7001   -4.5320    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313   -5.1018   -0.0136 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7046   -4.0754   -1.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7350   -4.9262   -2.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8678   -5.0877   -3.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1811   -4.4419   -2.7995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2207   -3.7737   -1.4858 N   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3308   -2.7818   -1.4223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2057   -1.5180   -2.3308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7770   -1.1575   -2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589   -1.9148   -2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -1.4614   -2.5162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954   -0.4028   -3.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9209    0.3678   -4.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3995   -4.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241    1.6497   -4.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6957    0.8662   -4.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -0.1716   -3.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -2.1512   -2.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1577   -1.1898   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.0861   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6145    0.7825   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    0.5632   -1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -0.5464   -2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -1.4294   -2.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3325   -2.5621   -3.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -2.8300   -3.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.5810   -0.8257 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260    2.6017   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    3.9222   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    4.4061   -0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4101    3.7427   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8103    5.6792   -0.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    6.2290   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1700    4.9101   -0.0292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1890    4.4098   -0.6183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1591    4.2417   -2.1718 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3308    5.4453   -2.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946    5.4125   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    5.1412    0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    3.8753    1.4990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9453    3.2317    1.4151 N   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7974    1.9589    2.0875 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6025    1.5797    1.6207 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6447    2.0275    0.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5352    3.0188    0.0084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4137   -3.2176   -1.1321 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9349   -3.1110   -1.1538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7925   -3.9528    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -3.9042    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142   -5.3534    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6258   -5.7346   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -5.7825   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283   -5.4395   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602   -5.7072   -4.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -5.2209   -2.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277   -3.7594   -3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4056   -2.4431   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2867   -3.2805   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6796   -1.7245   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7397   -0.6792   -1.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    0.1817   -4.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    2.0100   -5.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    2.4520   -5.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7644    1.0544   -4.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -2.6448   -3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138    0.0934   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2259   -0.6907   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.0307   -4.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3478   -2.9949   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5812   -3.7525   -4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546    1.7860   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    6.2709   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1283    7.2487   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    5.6462   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    5.8847   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    5.0892    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642    3.3855   -2.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704    3.9933   -2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    6.3408   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2535    5.2311   -4.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    5.6682   -2.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    6.3701   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0125    5.8673    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540    3.2232    1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513    4.1384    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433    2.0519    3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    1.2234    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    0.5109    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    2.1312    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    2.5516   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.7025   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5265   -3.8658   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.7122   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 18 13  2  0  0  0  0
 22 23  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 45 22  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 20 25  2  0  0  0  0
  7  6  1  0  0  0  0
 25 24  1  0  0  0  0
 24 23  2  0  0  0  0
  3  4  1  0  0  0  0
 22 21  2  0  0  0  0
 21 20  1  0  0  0  0
 45 29  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  3 48  1  0  0  0  0
 29 30  2  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 46 36  1  0  0  0  0
 13 12  1  0  0  0  0
 10 18  1  0  0  0  0
 10 11  2  0  0  0  0
 16 15  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 30 31  1  0  0  0  0
 15 14  2  0  0  0  0
 31 32  2  0  0  0  0
  3 47  1  0  0  0  0
 31 33  1  0  0  0  0
 48 11  1  0  0  0  0
 33 34  1  0  0  0  0
 11 12  1  0  0  0  0
 36 37  1  6  0  0  0
 45 46  1  0  0  0  0
 12 19  1  0  0  0  0
 19 47  1  0  0  0  0
 10  9  1  0  0  0  0
 48 94  1  1  0  0  0
  7  8  1  0  0  0  0
 46 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  1  0  0  0
  3  2  1  1  0  0  0
 37 38  1  0  0  0  0
  8  9  1  0  0  0  0
 25 26  1  0  0  0  0
 20 19  1  0  0  0  0
  2  1  1  0  0  0  0
 19 66  1  6  0  0  0
  7 48  1  0  0  0  0
 26 27  1  0  0  0  0
 17 65  1  0  0  0  0
 16 64  1  0  0  0  0
 15 63  1  0  0  0  0
 14 62  1  0  0  0  0
  8 58  1  0  0  0  0
  8 59  1  0  0  0  0
  9 60  1  0  0  0  0
  9 61  1  0  0  0  0
  4 54  1  0  0  0  0
  5 55  1  0  0  0  0
  6 56  1  0  0  0  0
  6 57  1  0  0  0  0
 47 92  1  0  0  0  0
 47 93  1  0  0  0  0
  2 52  1  0  0  0  0
  2 53  1  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
  1 51  1  0  0  0  0
 28 72  1  0  0  0  0
 24 68  1  0  0  0  0
 21 67  1  0  0  0  0
 35 76  1  0  0  0  0
 35 77  1  0  0  0  0
 39 83  1  0  0  0  0
 40 84  1  0  0  0  0
 41 85  1  0  0  0  0
 41 86  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
 34 75  1  0  0  0  0
 37 78  1  0  0  0  0
 37 79  1  0  0  0  0
 46 91  1  6  0  0  0
 43 87  1  0  0  0  0
 43 88  1  0  0  0  0
 44 89  1  0  0  0  0
 44 90  1  0  0  0  0
 38 80  1  0  0  0  0
 38 81  1  0  0  0  0
 38 82  1  0  0  0  0
 27 69  1  0  0  0  0
 27 70  1  0  0  0  0
 27 71  1  0  0  0  0
M  END

     RDKit          3D

 94103  0  0  0  0  0  0  0  0999 V2000
   -2.7001   -4.5320    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313   -5.1018   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7046   -4.0754   -1.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7350   -4.9262   -2.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8678   -5.0877   -3.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1811   -4.4419   -2.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207   -3.7737   -1.4858 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3308   -2.7818   -1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -1.5180   -2.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770   -1.1575   -2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589   -1.9148   -2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -1.4614   -2.5162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954   -0.4028   -3.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9209    0.3678   -4.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3995   -4.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241    1.6497   -4.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6957    0.8662   -4.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -0.1716   -3.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -2.1512   -2.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1577   -1.1898   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.0861   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6145    0.7825   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    0.5632   -1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -0.5464   -2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -1.4294   -2.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3325   -2.5621   -3.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -2.8300   -3.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.5810   -0.8257 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260    2.6017   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    3.9222   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    4.4061   -0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4101    3.7427   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8103    5.6792   -0.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    6.2290   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1700    4.9101   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1890    4.4098   -0.6183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1591    4.2417   -2.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308    5.4453   -2.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946    5.4125   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    5.1412    0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    3.8753    1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453    3.2317    1.4151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    1.9589    2.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6025    1.5797    1.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447    2.0275    0.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5352    3.0188    0.0084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4137   -3.2176   -1.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9349   -3.1110   -1.1538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7925   -3.9528    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -3.9042    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142   -5.3534    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6258   -5.7346   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -5.7825   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283   -5.4395   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602   -5.7072   -4.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -5.2209   -2.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277   -3.7594   -3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4056   -2.4431   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2867   -3.2805   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6796   -1.7245   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7397   -0.6792   -1.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    0.1817   -4.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    2.0100   -5.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    2.4520   -5.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7644    1.0544   -4.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -2.6448   -3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138    0.0934   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2259   -0.6907   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.0307   -4.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3478   -2.9949   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5812   -3.7525   -4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546    1.7860   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    6.2709   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1283    7.2487   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    5.6462   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    5.8847   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    5.0892    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642    3.3855   -2.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704    3.9933   -2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    6.3408   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2535    5.2311   -4.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    5.6682   -2.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    6.3701   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0125    5.8673    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540    3.2232    1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513    4.1384    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433    2.0519    3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    1.2234    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    0.5109    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    2.1312    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    2.5516   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.7025   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5265   -3.8658   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.7122   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 18 13  2  0
 22 23  1  0
 23 28  1  0
 28 29  1  0
 45 22  1  0
 17 16  2  0
 18 17  1  0
 20 25  2  0
  7  6  1  0
 25 24  1  0
 24 23  2  0
  3  4  1  0
 22 21  2  0
 21 20  1  0
 45 29  1  0
  4  5  2  0
  5  6  1  0
  3 48  1  0
 29 30  2  0
 30 35  1  0
 35 36  1  0
 46 36  1  0
 13 12  1  0
 10 18  1  0
 10 11  2  0
 16 15  1  0
 36 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 30 31  1  0
 15 14  2  0
 31 32  2  0
  3 47  1  0
 31 33  1  0
 48 11  1  0
 33 34  1  0
 11 12  1  0
 36 37  1  6
 45 46  1  0
 12 19  1  0
 19 47  1  0
 10  9  1  0
 48 94  1  1
  7  8  1  0
 46 42  1  0
 42 43  1  0
 43 44  1  0
 45 44  1  1
  3  2  1  1
 37 38  1  0
  8  9  1  0
 25 26  1  0
 20 19  1  0
  2  1  1  0
 19 66  1  6
  7 48  1  0
 26 27  1  0
 17 65  1  0
 16 64  1  0
 15 63  1  0
 14 62  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
  4 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
 47 92  1  0
 47 93  1  0
  2 52  1  0
  2 53  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
 28 72  1  0
 24 68  1  0
 21 67  1  0
 35 76  1  0
 35 77  1  0
 39 83  1  0
 40 84  1  0
 41 85  1  0
 41 86  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
 37 78  1  0
 37 79  1  0
 46 91  1  6
 43 87  1  0
 43 88  1  0
 44 89  1  0
 44 90  1  0
 38 80  1  0
 38 81  1  0
 38 82  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
M  END


  Mrv1652306212102333D          

 94103  0  0  0  0            999 V2000
   -2.7001   -4.5320    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313   -5.1018   -0.0136 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7046   -4.0754   -1.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7350   -4.9262   -2.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8678   -5.0877   -3.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1811   -4.4419   -2.7995 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2207   -3.7737   -1.4858 N   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3308   -2.7818   -1.4223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2057   -1.5180   -2.3308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7770   -1.1575   -2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589   -1.9148   -2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -1.4614   -2.5162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954   -0.4028   -3.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9209    0.3678   -4.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3995   -4.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241    1.6497   -4.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6957    0.8662   -4.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -0.1716   -3.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -2.1512   -2.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1577   -1.1898   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.0861   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6145    0.7825   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    0.5632   -1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -0.5464   -2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -1.4294   -2.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3325   -2.5621   -3.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -2.8300   -3.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.5810   -0.8257 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260    2.6017   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    3.9222   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    4.4061   -0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4101    3.7427   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8103    5.6792   -0.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    6.2290   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1700    4.9101   -0.0292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1890    4.4098   -0.6183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1591    4.2417   -2.1718 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3308    5.4453   -2.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946    5.4125   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    5.1412    0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    3.8753    1.4990 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9453    3.2317    1.4151 N   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7974    1.9589    2.0875 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6025    1.5797    1.6207 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6447    2.0275    0.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5352    3.0188    0.0084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4137   -3.2176   -1.1321 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9349   -3.1110   -1.1538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7925   -3.9528    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -3.9042    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142   -5.3534    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6258   -5.7346   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -5.7825   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283   -5.4395   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602   -5.7072   -4.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -5.2209   -2.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277   -3.7594   -3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4056   -2.4431   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2867   -3.2805   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6796   -1.7245   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7397   -0.6792   -1.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    0.1817   -4.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    2.0100   -5.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    2.4520   -5.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7644    1.0544   -4.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -2.6448   -3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138    0.0934   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2259   -0.6907   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.0307   -4.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3478   -2.9949   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5812   -3.7525   -4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546    1.7860   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    6.2709   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1283    7.2487   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    5.6462   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    5.8847   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    5.0892    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642    3.3855   -2.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704    3.9933   -2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    6.3408   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2535    5.2311   -4.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    5.6682   -2.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    6.3701   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0125    5.8673    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540    3.2232    1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513    4.1384    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433    2.0519    3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    1.2234    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    0.5109    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    2.1312    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    2.5516   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.7025   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5265   -3.8658   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.7122   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0  0  0  0
 18 13  2  0  0  0  0
 22 23  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 45 22  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 20 25  2  0  0  0  0
  7  6  1  0  0  0  0
 25 24  1  0  0  0  0
 24 23  2  0  0  0  0
  3  4  1  0  0  0  0
 22 21  2  0  0  0  0
 21 20  1  0  0  0  0
 45 29  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  3 48  1  0  0  0  0
 29 30  2  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 46 36  1  0  0  0  0
 13 12  1  0  0  0  0
 10 18  1  0  0  0  0
 10 11  2  0  0  0  0
 16 15  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 30 31  1  0  0  0  0
 15 14  2  0  0  0  0
 31 32  2  0  0  0  0
  3 47  1  0  0  0  0
 31 33  1  0  0  0  0
 48 11  1  0  0  0  0
 33 34  1  0  0  0  0
 11 12  1  0  0  0  0
 36 37  1  6  0  0  0
 45 46  1  0  0  0  0
 12 19  1  0  0  0  0
 19 47  1  0  0  0  0
 10  9  1  0  0  0  0
 48 94  1  1  0  0  0
  7  8  1  0  0  0  0
 46 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  1  0  0  0
  3  2  1  1  0  0  0
 37 38  1  0  0  0  0
  8  9  1  0  0  0  0
 25 26  1  0  0  0  0
 20 19  1  0  0  0  0
  2  1  1  0  0  0  0
 19 66  1  6  0  0  0
  7 48  1  0  0  0  0
 26 27  1  0  0  0  0
 17 65  1  0  0  0  0
 16 64  1  0  0  0  0
 15 63  1  0  0  0  0
 14 62  1  0  0  0  0
  8 58  1  0  0  0  0
  8 59  1  0  0  0  0
  9 60  1  0  0  0  0
  9 61  1  0  0  0  0
  4 54  1  0  0  0  0
  5 55  1  0  0  0  0
  6 56  1  0  0  0  0
  6 57  1  0  0  0  0
 47 92  1  0  0  0  0
 47 93  1  0  0  0  0
  2 52  1  0  0  0  0
  2 53  1  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
  1 51  1  0  0  0  0
 28 72  1  0  0  0  0
 24 68  1  0  0  0  0
 21 67  1  0  0  0  0
 35 76  1  0  0  0  0
 35 77  1  0  0  0  0
 39 83  1  0  0  0  0
 40 84  1  0  0  0  0
 41 85  1  0  0  0  0
 41 86  1  0  0  0  0
 34 73  1  0  0  0  0
 34 74  1  0  0  0  0
 34 75  1  0  0  0  0
 37 78  1  0  0  0  0
 37 79  1  0  0  0  0
 46 91  1  6  0  0  0
 43 87  1  0  0  0  0
 43 88  1  0  0  0  0
 44 89  1  0  0  0  0
 44 90  1  0  0  0  0
 38 80  1  0  0  0  0
 38 81  1  0  0  0  0
 38 82  1  0  0  0  0
 27 69  1  0  0  0  0
 27 70  1  0  0  0  0
 27 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043040

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C2=C([H])C(OC([H])([H])[H])=C(C([H])=C2[C@]23C1=C(C(=O)OC([H])([H])[H])C([H])([H])[C@@]1(C([H])=C([H])C([H])([H])N(C([H])([H])C2([H])[H])[C@]31[H])C([H])([H])C([H])([H])[H])[C@]1([H])N2C3=C(C([H])=C([H])C([H])=C3[H])C3=C2[C@@]2([H])N(C([H])([H])C([H])=C([H])[C@@]2(C([H])([H])C([H])([H])[H])C1([H])[H])C([H])([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C41H46N4O3/c1-5-39-14-9-17-43-19-13-26-25-11-7-8-12-31(25)45(34(26)36(39)43)32(24-39)27-21-29-30(22-33(27)47-3)42-35-28(37(46)48-4)23-40(6-2)15-10-18-44-20-16-41(29,35)38(40)44/h7-12,14-15,21-22,32,36,38,42H,5-6,13,16-20,23-24H2,1-4H3/t32-,36-,38+,39+,40+,41+/m1/s1

> <INCHI_KEY>
ZQWXPMGCNIJOIB-NKFPNAPDSA-N

> <FORMULA>
C41H46N4O3

> <MOLECULAR_WEIGHT>
642.844

> <EXACT_MASS>
642.356991357

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
73.3397484617509

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,12R,19S)-12-ethyl-4-[(15R,17R,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2(7),3,5,8(18),13-pentaen-17-yl]-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

> <ALOGPS_LOGP>
6.16

> <JCHEM_LOGP>
5.856239316666668

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.862459046117998

> <JCHEM_PKA_STRONGEST_BASIC>
8.858385686685054

> <JCHEM_POLAR_SURFACE_AREA>
58.970000000000006

> <JCHEM_REFRACTIVITY>
194.22069999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,12R,19S)-12-ethyl-4-[(15R,17R,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2(7),3,5,8(18),13-pentaen-17-yl]-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 94103  0  0  0  0  0  0  0  0999 V2000
   -2.7001   -4.5320    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313   -5.1018   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7046   -4.0754   -1.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7350   -4.9262   -2.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8678   -5.0877   -3.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1811   -4.4419   -2.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207   -3.7737   -1.4858 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3308   -2.7818   -1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -1.5180   -2.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770   -1.1575   -2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589   -1.9148   -2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -1.4614   -2.5162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954   -0.4028   -3.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9209    0.3678   -4.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3995   -4.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241    1.6497   -4.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6957    0.8662   -4.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -0.1716   -3.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -2.1512   -2.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1577   -1.1898   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.0861   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6145    0.7825   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    0.5632   -1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -0.5464   -2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -1.4294   -2.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3325   -2.5621   -3.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -2.8300   -3.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.5810   -0.8257 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260    2.6017   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    3.9222   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    4.4061   -0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4101    3.7427   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8103    5.6792   -0.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    6.2290   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1700    4.9101   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1890    4.4098   -0.6183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1591    4.2417   -2.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308    5.4453   -2.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946    5.4125   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    5.1412    0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    3.8753    1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453    3.2317    1.4151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    1.9589    2.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6025    1.5797    1.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447    2.0275    0.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5352    3.0188    0.0084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4137   -3.2176   -1.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9349   -3.1110   -1.1538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7925   -3.9528    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -3.9042    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142   -5.3534    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6258   -5.7346   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -5.7825   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283   -5.4395   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602   -5.7072   -4.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -5.2209   -2.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277   -3.7594   -3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4056   -2.4431   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2867   -3.2805   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6796   -1.7245   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7397   -0.6792   -1.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    0.1817   -4.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    2.0100   -5.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    2.4520   -5.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7644    1.0544   -4.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -2.6448   -3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138    0.0934   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2259   -0.6907   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.0307   -4.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3478   -2.9949   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5812   -3.7525   -4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546    1.7860   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    6.2709   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1283    7.2487   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    5.6462   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    5.8847   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    5.0892    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642    3.3855   -2.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704    3.9933   -2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    6.3408   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2535    5.2311   -4.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    5.6682   -2.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    6.3701   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0125    5.8673    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540    3.2232    1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513    4.1384    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433    2.0519    3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    1.2234    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    0.5109    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    2.1312    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    2.5516   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.7025   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5265   -3.8658   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.7122   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 18 13  2  0
 22 23  1  0
 23 28  1  0
 28 29  1  0
 45 22  1  0
 17 16  2  0
 18 17  1  0
 20 25  2  0
  7  6  1  0
 25 24  1  0
 24 23  2  0
  3  4  1  0
 22 21  2  0
 21 20  1  0
 45 29  1  0
  4  5  2  0
  5  6  1  0
  3 48  1  0
 29 30  2  0
 30 35  1  0
 35 36  1  0
 46 36  1  0
 13 12  1  0
 10 18  1  0
 10 11  2  0
 16 15  1  0
 36 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 30 31  1  0
 15 14  2  0
 31 32  2  0
  3 47  1  0
 31 33  1  0
 48 11  1  0
 33 34  1  0
 11 12  1  0
 36 37  1  6
 45 46  1  0
 12 19  1  0
 19 47  1  0
 10  9  1  0
 48 94  1  1
  7  8  1  0
 46 42  1  0
 42 43  1  0
 43 44  1  0
 45 44  1  1
  3  2  1  1
 37 38  1  0
  8  9  1  0
 25 26  1  0
 20 19  1  0
  2  1  1  0
 19 66  1  6
  7 48  1  0
 26 27  1  0
 17 65  1  0
 16 64  1  0
 15 63  1  0
 14 62  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
  4 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
 47 92  1  0
 47 93  1  0
  2 52  1  0
  2 53  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
 28 72  1  0
 24 68  1  0
 21 67  1  0
 35 76  1  0
 35 77  1  0
 39 83  1  0
 40 84  1  0
 41 85  1  0
 41 86  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
 37 78  1  0
 37 79  1  0
 46 91  1  6
 43 87  1  0
 43 88  1  0
 44 89  1  0
 44 90  1  0
 38 80  1  0
 38 81  1  0
 38 82  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.700  -4.532   1.401  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.731  -5.102  -0.014  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.705  -4.075  -1.192  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.735  -4.926  -2.454  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.868  -5.088  -3.155  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.181  -4.442  -2.800  0.00  0.00           C+0
HETATM    7  N   UNK     0      -5.221  -3.774  -1.486  0.00  0.00           N+0
HETATM    8  C   UNK     0      -6.331  -2.782  -1.422  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.206  -1.518  -2.331  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.777  -1.157  -2.567  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.759  -1.915  -2.038  0.00  0.00           C+0
HETATM   12  N   UNK     0      -2.562  -1.461  -2.516  0.00  0.00           N+0
HETATM   13  C   UNK     0      -2.795  -0.403  -3.383  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.921   0.368  -4.169  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.457   1.399  -4.946  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.824   1.650  -4.959  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.696   0.866  -4.197  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.181  -0.172  -3.394  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.288  -2.151  -2.251  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.158  -1.190  -1.871  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.418  -0.086  -1.033  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.615   0.783  -0.740  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.910   0.563  -1.239  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.207  -0.546  -2.002  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.169  -1.429  -2.330  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.333  -2.562  -3.089  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.635  -2.830  -3.594  0.00  0.00           C+0
HETATM   28  N   UNK     0       2.771   1.581  -0.826  0.00  0.00           N+0
HETATM   29  C   UNK     0       2.026   2.602  -0.259  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.286   3.922  -0.269  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.613   4.406  -0.724  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.410   3.743  -1.374  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.810   5.679  -0.298  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.073   6.229  -0.674  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.170   4.910  -0.029  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.189   4.410  -0.618  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.159   4.242  -2.172  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.331   5.445  -2.971  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.295   5.412  -0.249  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.232   5.141   0.680  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.245   3.875   1.499  0.00  0.00           C+0
HETATM   42  N   UNK     0      -0.945   3.232   1.415  0.00  0.00           N+0
HETATM   43  C   UNK     0      -0.797   1.959   2.087  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.603   1.580   1.621  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.645   2.027   0.135  0.00  0.00           C+0
HETATM   46  C   UNK     0      -0.535   3.019   0.008  0.00  0.00           C+0
HETATM   47  C   UNK     0      -1.414  -3.218  -1.132  0.00  0.00           C+0
HETATM   48  C   UNK     0      -3.935  -3.111  -1.154  0.00  0.00           C+0
HETATM   49  H   UNK     0      -1.793  -3.953   1.589  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.570  -3.904   1.609  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.714  -5.353   2.126  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.626  -5.735  -0.095  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.874  -5.782  -0.112  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.828  -5.439  -2.763  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.860  -5.707  -4.047  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.953  -5.221  -2.800  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.428  -3.759  -3.622  0.00  0.00           H+0
HETATM   58  H   UNK     0      -6.406  -2.443  -0.380  0.00  0.00           H+0
HETATM   59  H   UNK     0      -7.287  -3.281  -1.627  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.680  -1.724  -3.298  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.740  -0.679  -1.871  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.852   0.182  -4.182  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.791   2.010  -5.552  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.222   2.452  -5.575  0.00  0.00           H+0
HETATM   65  H   UNK     0      -5.764   1.054  -4.229  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.065  -2.645  -3.206  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.414   0.093  -0.636  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.226  -0.691  -2.338  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.971  -2.031  -4.263  0.00  0.00           H+0
HETATM   70  H   UNK     0       3.348  -2.995  -2.780  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.581  -3.753  -4.181  0.00  0.00           H+0
HETATM   72  H   UNK     0       3.655   1.786  -1.284  0.00  0.00           H+0
HETATM   73  H   UNK     0       5.163   6.271  -1.764  0.00  0.00           H+0
HETATM   74  H   UNK     0       5.128   7.249  -0.283  0.00  0.00           H+0
HETATM   75  H   UNK     0       5.890   5.646  -0.239  0.00  0.00           H+0
HETATM   76  H   UNK     0       1.404   5.885  -0.473  0.00  0.00           H+0
HETATM   77  H   UNK     0       1.091   5.089   1.052  0.00  0.00           H+0
HETATM   78  H   UNK     0       0.464   3.385  -2.454  0.00  0.00           H+0
HETATM   79  H   UNK     0      -1.170   3.993  -2.523  0.00  0.00           H+0
HETATM   80  H   UNK     0      -0.263   6.341  -2.772  0.00  0.00           H+0
HETATM   81  H   UNK     0       0.254   5.231  -4.042  0.00  0.00           H+0
HETATM   82  H   UNK     0       1.381   5.668  -2.761  0.00  0.00           H+0
HETATM   83  H   UNK     0      -1.321   6.370  -0.761  0.00  0.00           H+0
HETATM   84  H   UNK     0      -3.013   5.867   0.887  0.00  0.00           H+0
HETATM   85  H   UNK     0      -3.054   3.223   1.149  0.00  0.00           H+0
HETATM   86  H   UNK     0      -2.451   4.138   2.543  0.00  0.00           H+0
HETATM   87  H   UNK     0      -0.843   2.052   3.177  0.00  0.00           H+0
HETATM   88  H   UNK     0      -1.541   1.223   1.758  0.00  0.00           H+0
HETATM   89  H   UNK     0       0.790   0.511   1.775  0.00  0.00           H+0
HETATM   90  H   UNK     0       1.345   2.131   2.214  0.00  0.00           H+0
HETATM   91  H   UNK     0      -1.364   2.552  -0.544  0.00  0.00           H+0
HETATM   92  H   UNK     0      -1.386  -2.703  -0.163  0.00  0.00           H+0
HETATM   93  H   UNK     0      -0.527  -3.866  -1.150  0.00  0.00           H+0
HETATM   94  H   UNK     0      -4.021  -2.712  -0.135  0.00  0.00           H+0
CONECT    1    2   49   50   51                                             
CONECT    2    3    1   52   53                                             
CONECT    3    4   48   47    2                                             
CONECT    4    3    5   54                                                  
CONECT    5    4    6   55                                                  
CONECT    6    7    5   56   57                                             
CONECT    7    6    8   48                                                  
CONECT    8    7    9   58   59                                             
CONECT    9   10    8   60   61                                             
CONECT   10   18   11    9                                                  
CONECT   11   10   48   12                                                  
CONECT   12   13   11   19                                                  
CONECT   13   14   18   12                                                  
CONECT   14   13   15   62                                                  
CONECT   15   16   14   63                                                  
CONECT   16   17   15   64                                                  
CONECT   17   16   18   65                                                  
CONECT   18   13   17   10                                                  
CONECT   19   12   47   20   66                                             
CONECT   20   25   21   19                                                  
CONECT   21   22   20   67                                                  
CONECT   22   23   45   21                                                  
CONECT   23   22   28   24                                                  
CONECT   24   25   23   68                                                  
CONECT   25   20   24   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   69   70   71                                             
CONECT   28   23   29   72                                                  
CONECT   29   28   45   30                                                  
CONECT   30   29   35   31                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   73   74   75                                             
CONECT   35   30   36   76   77                                             
CONECT   36   35   46   39   37                                             
CONECT   37   36   38   78   79                                             
CONECT   38   37   80   81   82                                             
CONECT   39   36   40   83                                                  
CONECT   40   39   41   84                                                  
CONECT   41   40   42   85   86                                             
CONECT   42   41   46   43                                                  
CONECT   43   42   44   87   88                                             
CONECT   44   43   45   89   90                                             
CONECT   45   22   29   46   44                                             
CONECT   46   36   45   42   91                                             
CONECT   47    3   19   92   93                                             
CONECT   48    3   11   94    7                                             
CONECT   49    1                                                            
CONECT   50    1                                                            
CONECT   51    1                                                            
CONECT   52    2                                                            
CONECT   53    2                                                            
CONECT   54    4                                                            
CONECT   55    5                                                            
CONECT   56    6                                                            
CONECT   57    6                                                            
CONECT   58    8                                                            
CONECT   59    8                                                            
CONECT   60    9                                                            
CONECT   61    9                                                            
CONECT   62   14                                                            
CONECT   63   15                                                            
CONECT   64   16                                                            
CONECT   65   17                                                            
CONECT   66   19                                                            
CONECT   67   21                                                            
CONECT   68   24                                                            
CONECT   69   27                                                            
CONECT   70   27                                                            
CONECT   71   27                                                            
CONECT   72   28                                                            
CONECT   73   34                                                            
CONECT   74   34                                                            
CONECT   75   34                                                            
CONECT   76   35                                                            
CONECT   77   35                                                            
CONECT   78   37                                                            
CONECT   79   37                                                            
CONECT   80   38                                                            
CONECT   81   38                                                            
CONECT   82   38                                                            
CONECT   83   39                                                            
CONECT   84   40                                                            
CONECT   85   41                                                            
CONECT   86   41                                                            
CONECT   87   43                                                            
CONECT   88   43                                                            
CONECT   89   44                                                            
CONECT   90   44                                                            
CONECT   91   46                                                            
CONECT   92   47                                                            
CONECT   93   47                                                            
CONECT   94   48                                                            
MASTER        0    0    0    0    0    0    0    0   94    0  206    0
END

RDKit          3D

94103  0  0  0  0  0  0  0  0999 V2000
   -2.7001   -4.5320    1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7313   -5.1018   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7046   -4.0754   -1.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7350   -4.9262   -2.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8678   -5.0877   -3.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1811   -4.4419   -2.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2207   -3.7737   -1.4858 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3308   -2.7818   -1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2057   -1.5180   -2.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770   -1.1575   -2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7589   -1.9148   -2.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -1.4614   -2.5162 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954   -0.4028   -3.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9209    0.3678   -4.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3995   -4.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8241    1.6497   -4.9592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6957    0.8662   -4.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -0.1716   -3.3941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2875   -2.1512   -2.2507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1577   -1.1898   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184   -0.0861   -1.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6145    0.7825   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    0.5632   -1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -0.5464   -2.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1685   -1.4294   -2.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3325   -2.5621   -3.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -2.8300   -3.5943 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7711    1.5810   -0.8257 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0260    2.6017   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    3.9222   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    4.4061   -0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4101    3.7427   -1.3738 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8103    5.6792   -0.2979 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0727    6.2290   -0.6743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1700    4.9101   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1890    4.4098   -0.6183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1591    4.2417   -2.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308    5.4453   -2.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946    5.4125   -0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2316    5.1412    0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    3.8753    1.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453    3.2317    1.4151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974    1.9589    2.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6025    1.5797    1.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447    2.0275    0.1352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5352    3.0188    0.0084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4137   -3.2176   -1.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9349   -3.1110   -1.1538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7925   -3.9528    1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5698   -3.9042    1.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7142   -5.3534    2.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6258   -5.7346   -0.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8739   -5.7825   -0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8283   -5.4395   -2.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602   -5.7072   -4.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -5.2209   -2.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4277   -3.7594   -3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4056   -2.4431   -0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2867   -3.2805   -1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6796   -1.7245   -3.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7397   -0.6792   -1.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    0.1817   -4.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    2.0100   -5.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    2.4520   -5.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7644    1.0544   -4.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -2.6448   -3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138    0.0934   -0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2259   -0.6907   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713   -2.0307   -4.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3478   -2.9949   -2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5812   -3.7525   -4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546    1.7860   -1.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631    6.2709   -1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1283    7.2487   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8904    5.6462   -0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    5.8847   -0.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    5.0892    1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642    3.3855   -2.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704    3.9933   -2.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    6.3408   -2.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2535    5.2311   -4.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3806    5.6682   -2.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    6.3701   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0125    5.8673    0.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540    3.2232    1.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513    4.1384    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8433    2.0519    3.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405    1.2234    1.7578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    0.5109    1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    2.1312    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3637    2.5516   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863   -2.7025   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5265   -3.8658   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206   -2.7122   -0.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 18 13  2  0
 22 23  1  0
 23 28  1  0
 28 29  1  0
 45 22  1  0
 17 16  2  0
 18 17  1  0
 20 25  2  0
  7  6  1  0
 25 24  1  0
 24 23  2  0
  3  4  1  0
 22 21  2  0
 21 20  1  0
 45 29  1  0
  4  5  2  0
  5  6  1  0
  3 48  1  0
 29 30  2  0
 30 35  1  0
 35 36  1  0
 46 36  1  0
 13 12  1  0
 10 18  1  0
 10 11  2  0
 16 15  1  0
 36 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  1  0
 30 31  1  0
 15 14  2  0
 31 32  2  0
  3 47  1  0
 31 33  1  0
 48 11  1  0
 33 34  1  0
 11 12  1  0
 36 37  1  6
 45 46  1  0
 12 19  1  0
 19 47  1  0
 10  9  1  0
 48 94  1  1
  7  8  1  0
 46 42  1  0
 42 43  1  0
 43 44  1  0
 45 44  1  1
  3  2  1  1
 37 38  1  0
  8  9  1  0
 25 26  1  0
 20 19  1  0
  2  1  1  0
 19 66  1  6
  7 48  1  0
 26 27  1  0
 17 65  1  0
 16 64  1  0
 15 63  1  0
 14 62  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
  4 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
 47 92  1  0
 47 93  1  0
  2 52  1  0
  2 53  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
 28 72  1  0
 24 68  1  0
 21 67  1  0
 35 76  1  0
 35 77  1  0
 39 83  1  0
 40 84  1  0
 41 85  1  0
 41 86  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
 37 78  1  0
 37 79  1  0
 46 91  1  6
 43 87  1  0
 43 88  1  0
 44 89  1  0
 44 90  1  0
 38 80  1  0
 38 81  1  0
 38 82  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₁H₄₆N₄O₃

Average Mass

642.8440 Da

Monoisotopic Mass

642.35699 Da

IUPAC Name

methyl (1R,12R,19S)-12-ethyl-4-[(15R,17R,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2(7),3,5,8(18),13-pentaen-17-yl]-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]N1C2=C([H])C(OC([H])([H])[H])=C(C([H])=C2[C@]23C1=C(C(=O)OC([H])([H])[H])C([H])([H])[C@@]1(C([H])=C([H])C([H])([H])N(C([H])([H])C2([H])[H])[C@]31[H])C([H])([H])C([H])([H])[H])[C@]1([H])N2C3=C(C([H])=C([H])C([H])=C3[H])C3=C2[C@@]2([H])N(C([H])([H])C([H])=C([H])[C@@]2(C([H])([H])C([H])([H])[H])C1([H])[H])C([H])([H])C3([H])[H]

InChI Identifier

InChI=1S/C41H46N4O3/c1-5-39-14-9-17-43-19-13-26-25-11-7-8-12-31(25)45(34(26)36(39)43)32(24-39)27-21-29-30(22-33(27)47-3)42-35-28(37(46)48-4)23-40(6-2)15-10-18-44-20-16-41(29,35)38(40)44/h7-12,14-15,21-22,32,36,38,42H,5-6,13,16-20,23-24H2,1-4H3/t32-,36-,38+,39+,40+,41+/m1/s1

InChI Key

ZQWXPMGCNIJOIB-NKFPNAPDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Melodinus suaveolens	JEOL database	Liu, Y. -P., et al, J. Nat. Prod. 76, 2322 (2013)
Melodinus tenuicaudatus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eburnan-type alkaloids. These are alkaloids with a structure based on the eburnan skeleton, that arises from rearrangement of the aspidospermidine ring system, involving migration of C-21 from C-7 to C-2, fission of the 2,16-bond, and attachment of C-16 to N-1.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Eburnan-type alkaloids

Sub Class

Not Available

Direct Parent

Eburnan-type alkaloids

Alternative Parents

Substituents

Eburna alkaloid
Plumeran-type alkaloid
Indolo[3,2-1de][1,5]naphthyridine
Pyridoindole
Beta-carboline
Carbazole
3-alkylindole
Naphthyridine
Dihydroindole
Indole
Indole or derivatives
Phenol ether
Anisole
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Heteroaromatic compound
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Pyrrole
Pyrrolidine
Tertiary amine
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Secondary amine
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Ether
Enamine
Carboxylic acid derivative
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organic oxide
Hydrocarbon derivative
Organonitrogen 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	6.16	ALOGPS
logP	5.86	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	8.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	194.22 m³·mol⁻¹	ChemAxon
Polarizability	73.34 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

31130292

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60166748

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Oude Voshaar RC, Dimitriadis M, vandenBrink RHS, Aprahamian I, Borges MK, Marijnissen RM, Hoogendijk EO, Rhebergen D, Jeuring HW: A 6-year prospective clinical cohort study on the bidirectional association between frailty and depressive disorder. Int J Geriatr Psychiatry. 2021 Jun 15. doi: 10.1002/gps.5588. [PubMed:34130356 ]
Li N, Yamamoto G, Fuji H, Kisseleva T: Interleukin-17 in Liver Disease Pathogenesis. Semin Liver Dis. 2021 Jun 15. doi: 10.1055/s-0041-1730926. [PubMed:34130335 ]
Narita K, Suganuma K, Murata T, Kondo R, Satoh H, Watanabe K, Sasaki K, Inoue N, Yoshimura Y: Synthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles. Bioorg Med Chem. 2021 Jul 15;42:116253. doi: 10.1016/j.bmc.2021.116253. Epub 2021 Jun 12. [PubMed:34130218 ]
Aparicio JD, Espindola D, Montesinos VN, Litter MI, Donati E, Benimeli CS, Polti MA: Evaluation of the sequential coupling of a bacterial treatment with a physicochemical process for the remediation of wastewater containing Cr and organic pollutants. J Hazard Mater. 2021 Jun 6;418:126307. doi: 10.1016/j.jhazmat.2021.126307. [PubMed:34130164 ]
Pandolfi EC, Hunt TJ, Goldsmith S, Hurlbut K, Silber SJ, Clark AT: Generation of three human induced pluripotent stem cell sublines (UCLAi005-A, UCLAi005-B and UCLAi005-C) for reproductive science research. Stem Cell Res. 2021 Jul;54:102409. doi: 10.1016/j.scr.2021.102409. Epub 2021 Jun 8. [PubMed:34130154 ]
Liu, Y. -P., et al. (2013). Liu, Y. -P., et al, J. Nat. Prod. 76, 2322 (2013). J. Nat. Prod..

Showing NP-Card for tenuicausine (NP0043040)

MOL for NP0043040 (tenuicausine)

3D MOL for NP0043040 (tenuicausine)

3D SDF for NP0043040 (tenuicausine)

3D-SDF for NP0043040 (tenuicausine)

PDB for NP0043040 (tenuicausine)

3D PDB for NP0043040 (tenuicausine)

SMILES for NP0043040 (tenuicausine)

INCHI for NP0043040 (tenuicausine)

Structure for NP0043040 (tenuicausine)

3D Structure for NP0043040 (tenuicausine)