NP-MRD: Showing NP-Card for (1s,2r,4r,12s,18r)-14,14,18-trimethyl-10-[(1s,2r,4r,15s,18r)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-16-one (NP0300460)

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Record Information

Version

2.0

Created at

2022-09-10 12:52:24 UTC

Updated at

2022-09-10 12:52:25 UTC

NP-MRD ID

NP0300460

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,4r,12s,18r)-14,14,18-trimethyl-10-[(1s,2r,4r,15s,18r)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-16-one

Description

Bisaristone A belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. (1s,2r,4r,12s,18r)-14,14,18-trimethyl-10-[(1s,2r,4r,15s,18r)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-16-one is found in Aristotelia australasica. Based on a literature review very few articles have been published on Bisaristone A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102214522D          

 46 57  0  0  1  0            999 V2000
    6.7228    1.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801    0.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7293    0.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3824    0.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7782   -0.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3697   -1.0060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6983   -1.1379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9468   -2.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3338   -2.0030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7645   -2.6721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511   -2.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -2.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241   -2.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816   -1.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738   -1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314   -0.4324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8146    0.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6210   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    0.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9226    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162    1.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5622    0.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0180    1.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8410   -0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3648    0.0014    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1738   -0.1607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6983   -0.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2458   -0.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8348    0.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0192    0.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5069    1.6633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3228    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0141    0.5114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3688    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007    2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0111    2.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086   -1.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6946   -1.3681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1291   -0.6376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4837   -1.6964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0467   -2.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2779   -1.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3186   -0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1258    0.0398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 27 26  1  1  0  0  0
 23 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 35 34  1  6  0  0  0
 25 35  1  0  0  0  0
 28 35  1  0  0  0  0
 33 36  1  0  0  0  0
 24 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 15 39  2  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
  9 40  1  0  0  0  0
 40 41  1  6  0  0  0
  7 41  1  0  0  0  0
  2 41  1  0  0  0  0
  9 42  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
  4 45  1  0  0  0  0
 45 46  2  0  0  0  0
M  END

     RDKit          3D

 92103  0  0  0  0  0  0  0  0999 V2000
    1.8965    0.7418   -2.9877 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    0.8118   -1.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9133    1.9945   -0.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    1.1633   -1.8257 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8340    0.0225   -2.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5791   -1.1135   -1.4084 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0858   -1.4816   -1.5203 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0881   -2.4715   -0.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186   -1.3676    0.6466 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3902   -1.7207    1.9740 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9851   -2.0511    2.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3989   -2.9441    2.9668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0320   -3.1198    2.9175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -2.4057    2.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0847   -1.4684    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9518   -0.7620    0.2631 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2747   -1.2660   -1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -1.9912   -2.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -2.3096   -3.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -1.8882   -3.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1612   -1.1681   -2.5933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627   -0.8692   -1.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0653   -0.1861   -0.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8323    0.9590   -0.4440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9758    2.0818   -0.4227 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6050    1.4270   -0.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112    0.4045    0.3493 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8767    1.2197    1.5346 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5819    1.8140    1.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5460    0.6442    2.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906    0.4257    2.5667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4899   -0.5676    3.0743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7568    1.4196    1.7902 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9236    2.6895    1.8033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6904    2.4256    1.0271 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0064    1.0512    0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7728   -0.2475    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8985    2.1382   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -1.2917    1.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2557   -0.4866    0.4365 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2470   -0.4319   -0.9692 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7101   -0.7857    0.0721 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9116   -1.6153    0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0209    0.6179    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6790    1.6358   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9677    2.7878   -0.4310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -0.0199   -3.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0550    1.7257   -3.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8488    0.4760   -2.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6550    2.6741   -0.4169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2939    2.5438   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501    1.5774   -0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154    1.9748   -2.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5445   -0.2670   -3.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8848    0.3478   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1261   -2.0327   -1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7957   -1.8928   -2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8563   -3.2372   -0.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817   -2.8330   -0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0839   -1.7586    2.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9974   -3.5227    3.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133   -3.8290    3.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6189   -2.8659   -3.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8851   -2.1244   -4.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2423    1.1269    2.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7240    1.5658    2.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8771   -0.0813    0.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7 57  1  6
  8 58  1  0
  8 59  1  0
 10 60  1  0
 12 61  1  0
 13 62  1  0
 14 63  1  0
 18 64  1  0
 19 65  1  0
 20 66  1  0
 21 67  1  0
 23 68  1  1
 25 69  1  6
 26 70  1  0
 26 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 33 77  1  1
 34 78  1  0
 34 79  1  0
 35 80  1  6
 37 81  1  0
 37 82  1  0
 37 83  1  0
 38 84  1  0
 38 85  1  0
 38 86  1  0
 40 87  1  1
  1 47  1  0
  1 48  1  0
  1 49  1  0
  3 50  1  0
  3 51  1  0
  3 52  1  0
M  END


  Mrv1652309102214522D          

 46 57  0  0  1  0            999 V2000
    6.7228    1.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4801    0.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7293    0.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3824    0.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7782   -0.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3697   -1.0060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6983   -1.1379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9468   -2.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3338   -2.0030    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7645   -2.6721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511   -2.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588   -2.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241   -2.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816   -1.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1738   -1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314   -0.4324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8146    0.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6210   -0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750    0.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9226    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162    1.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5622    0.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0180    1.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901    0.6519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8410   -0.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3648    0.0014    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1738   -0.1607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6983   -0.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2458   -0.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8348    0.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0192    0.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5069    1.6633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3228    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0141    0.5114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3688    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0007    2.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0111    2.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9086   -1.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6946   -1.3681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1291   -0.6376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4837   -1.6964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0467   -2.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2779   -1.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3186   -0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1258    0.0398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 27 26  1  1  0  0  0
 23 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 35 34  1  6  0  0  0
 25 35  1  0  0  0  0
 28 35  1  0  0  0  0
 33 36  1  0  0  0  0
 24 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 15 39  2  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
  9 40  1  0  0  0  0
 40 41  1  6  0  0  0
  7 41  1  0  0  0  0
  2 41  1  0  0  0  0
  9 42  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
  4 45  1  0  0  0  0
 45 46  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0300460

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CC(=O)C3C[C@@H]1[C@H]1C[C@@]22NC4=CC=CC(N5C6=CC=CC=C6C6N7[C@@H]8C[C@]56[C@]5(C)CC(=O)[C@@H](C[C@H]85)C7(C)C)=C4[C@@H]2N1C3(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H46N4O2/c1-35(2)24-15-22-29-17-40(38(22,6)19-31(24)46)33(43(29)35)20-10-7-8-12-26(20)42(40)27-13-9-11-25-32(27)34-39(41-25)16-28-21-14-23(36(3,4)44(28)34)30(45)18-37(21,39)5/h7-13,21-24,28-29,33-34,41H,14-19H2,1-6H3/t21-,22-,23?,24-,28-,29-,33?,34+,37-,38-,39+,40+/m1/s1

> <INCHI_KEY>
ZHHFRVSAZUOIGB-GPQJTZMNSA-N

> <FORMULA>
C40H46N4O2

> <MOLECULAR_WEIGHT>
614.834

> <EXACT_MASS>
614.362076737

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
68.33042037843411

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4R,12S,18R)-14,14,18-trimethyl-10-[(1S,2R,4R,15S,18R)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0^{2,13}.0^{4,12}.0^{4,18}.0^{6,11}]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0^{2,13}.0^{4,12}.0^{4,18}.0^{6,11}]nonadeca-6,8,10-trien-16-one

> <JCHEM_LOGP>
5.108141979666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
12

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
18.449569424502386

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.698593005952436

> <JCHEM_PKA_STRONGEST_BASIC>
10.10218173300087

> <JCHEM_POLAR_SURFACE_AREA>
55.89

> <JCHEM_REFRACTIVITY>
178.5121

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4R,12S,18R)-14,14,18-trimethyl-10-[(1S,2R,4R,15S,18R)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0^{2,13}.0^{4,12}.0^{4,18}.0^{6,11}]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0^{2,13}.0^{4,12}.0^{4,18}.0^{6,11}]nonadeca-6,8,10-trien-16-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      12.549   2.139   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.096   0.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.695   1.122   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.780   0.448   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.519  -0.297   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.757  -1.878   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.504  -2.124   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.967  -3.908   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.823  -3.739   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      10.760  -4.988   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       9.242  -4.583   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.950  -5.421   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.578  -4.721   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.499  -3.183   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.791  -2.345   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.712  -0.807   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       8.987   0.100   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.493  -0.225   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.527   0.916   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.056   2.382   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.550   2.707   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.516   1.566   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.947   1.540   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.634   2.482   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       5.022   1.217   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.303  -0.603   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.281   0.003   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.058  -0.300   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.170  -1.702   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.326  -0.041   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.558   1.607   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.036   1.585   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.813   3.105   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.469   2.118   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.760   0.955   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.422   3.643   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.601   4.741   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.754   5.116   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.163  -3.045   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.630  -2.554   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      11.441  -1.190   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      13.970  -3.167   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.020  -4.424   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      15.452  -2.264   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      15.528  -0.449   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      17.035   0.074   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   41                                             
CONECT    3    2                                                            
CONECT    4    2    5   45                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   42                                                  
CONECT    7    6    8   41                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   40   42                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   39                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   39                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25   36                                                  
CONECT   25   24   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   23   16   28                                             
CONECT   28   27   29   30   35                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34   25   28                                                  
CONECT   36   33   24   37   38                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   15   11   40                                                  
CONECT   40   39    9   41                                                  
CONECT   41   40    7    2                                                  
CONECT   42    9    6   43   44                                             
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44    4   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₄₆N₄O₂

Average Mass

614.8340 Da

Monoisotopic Mass

614.36208 Da

IUPAC Name

(1S,2R,4R,12S,18R)-14,14,18-trimethyl-10-[(1S,2R,4R,15S,18R)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0^{2,13}.0^{4,12}.0^{4,18}.0^{6,11}]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0^{2,13}.0^{4,12}.0^{4,18}.0^{6,11}]nonadeca-6,8,10-trien-16-one

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@]12CC(=O)C3C[C@@H]1[C@H]1C[C@@]22NC4=CC=CC(N5C6=CC=CC=C6C6N7[C@@H]8C[C@]56[C@]5(C)CC(=O)[C@@H](C[C@H]85)C7(C)C)=C4[C@@H]2N1C3(C)C

InChI Identifier

InChI=1S/C40H46N4O2/c1-35(2)24-15-22-29-17-40(38(22,6)19-31(24)46)33(43(29)35)20-10-7-8-12-26(20)42(40)27-13-9-11-25-32(27)34-39(41-25)16-28-21-14-23(36(3,4)44(28)34)30(45)18-37(21,39)5/h7-13,21-24,28-29,33-34,41H,14-19H2,1-6H3/t21-,22-,23?,24-,28-,29-,33?,34+,37-,38-,39+,40+/m1/s1

InChI Key

ZHHFRVSAZUOIGB-GPQJTZMNSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Aristotelia australasica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Alkyldiarylamine
Isoquinolone
Indole
Dihydroindole
Indolizidine
Tertiary aliphatic/aromatic amine
Secondary aliphatic/aromatic amine
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Piperidine
Pyrrolidine
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Ketone
Secondary amine
Azacycle
Amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.11	ChemAxon
pKa (Strongest Acidic)	17.7	ChemAxon
pKa (Strongest Basic)	10.1	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.89 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	178.51 m³·mol⁻¹	ChemAxon
Polarizability	68.33 Å³	ChemAxon
Number of Rings	12	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

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

102149875

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

MOL for NP0300460 ((1s,2r,4r,12s,18r)-14,14,18-trimethyl-10-[(1s,2r,4r,15s,18r)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-16-one)

PDB for NP0300460 ((1s,2r,4r,12s,18r)-14,14,18-trimethyl-10-[(1s,2r,4r,15s,18r)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-16-one)

INCHI for NP0300460 ((1s,2r,4r,12s,18r)-14,14,18-trimethyl-10-[(1s,2r,4r,15s,18r)-14,14,18-trimethyl-16-oxo-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-5-yl]-5,13-diazahexacyclo[13.3.1.0²,¹³.0⁴,¹².0⁴,¹⁸.0⁶,¹¹]nonadeca-6,8,10-trien-16-one)