NP-MRD: Showing NP-Card for melodinine H (NP0035328)

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Record Information

Version

2.0

Created at

2021-06-20 18:48:16 UTC

Updated at

2021-06-30 00:06:14 UTC

NP-MRD ID

NP0035328

Secondary Accession Numbers

None

Natural Product Identification

Common Name

melodinine H

Provided By

JEOL Database JEOL Logo

Description

Methyl (1R,9R,10R,12R,19S,20R)-4-[(15R,17R,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(18),13-pentaen-17-yl]-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]Icosa-2(7),3,5,13-tetraene-10-carboxylate 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. melodinine H is found in Melodinus tenuicaudatus. melodinine H was first documented in 2010 (Feng, T., et al.). Based on a literature review very few articles have been published on methyl (1R,9R,10R,12R,19S,20R)-4-[(15R,17R,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(18),13-pentaen-17-yl]-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]Icosa-2(7),3,5,13-tetraene-10-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120483D          

 90100  0  0  0  0            999 V2000
   -4.8577   -0.1030   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0252   -0.6955   -2.0218 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7015   -1.4147   -1.6016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0656   -2.6045   -0.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -3.8493   -1.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482   -4.1980   -2.6538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6070   -3.0479   -3.5634 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8468   -3.4209   -4.7886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3370   -3.7679   -4.6038 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2545   -3.0202   -3.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5144   -2.1832   -2.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -1.7316   -1.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978   -2.2898   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -2.1932   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7776   -2.8830   -1.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8387   -3.6602   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -3.7711   -3.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407   -3.0780   -2.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -0.9614   -0.5254 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5088    0.2117   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0840    1.1041   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584    2.1927   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0349    2.4003    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    1.5077    1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180    0.4296    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324    1.9056    3.0765 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7868    0.8067    3.7240 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3850    0.7588    5.2056 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0097    1.2410    5.2164 N   0  0  1  0  0  0  0  0  0  0  0  0
    0.4769    1.7180    6.4967 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1403    3.1128    6.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225    4.0497    5.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    3.6986    4.5104 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5696    4.0383    5.0053 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4501    3.9402    3.7412 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7455    3.1920    3.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1457    2.7533    5.0049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4414    3.1314    2.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888    2.4429    2.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388    3.3755    2.7527 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7648    3.4336    1.3415 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    4.2467    3.0803 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2396    5.7605    2.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8738    2.1997    4.1336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7755   -0.4227   -0.8505 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9630   -1.8839   -2.9034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7697    0.3453   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164    0.6867   -0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1620   -0.8642   -0.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7880    0.1187   -2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6657   -1.3926   -2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383   -2.4354    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3578   -4.6794   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5468   -4.8384   -3.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -4.8154   -2.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491   -4.2524   -5.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -2.5753   -5.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -3.5433   -5.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -4.8429   -4.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859   -1.5959    0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -2.8094   -0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7537   -4.1921   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761   -4.3933   -4.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352   -1.6897    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    0.9451   -2.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3003    2.8608   -1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984   -0.2408    2.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8602    0.9201    3.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5406   -0.1745    3.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4444   -0.2645    5.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    1.3693    5.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    1.6869    7.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3086    1.0147    6.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8160    3.3445    7.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141    5.0409    5.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6115    5.0659    5.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967    3.4079    5.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619    4.9515    3.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3662    2.9679    3.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5350    1.4094    3.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1401    2.4280    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9945    4.2792    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2790    3.9256    2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    6.0171    1.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    6.2392    3.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2808    6.2183    3.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1377    2.0791    3.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881    0.4845   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393   -0.0990    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9941   -1.0448   -3.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
 44 26  1  0  0  0  0
 42 43  1  0  0  0  0
 23 24  1  0  0  0  0
 36 38  1  0  0  0  0
 40 26  1  0  0  0  0
 36 37  2  0  0  0  0
 35 40  1  0  0  0  0
 38 39  1  0  0  0  0
 40 41  1  6  0  0  0
 20 19  1  0  0  0  0
 44 33  1  0  0  0  0
  7  8  1  0  0  0  0
 24 25  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  2  0  0  0  0
 13 12  1  0  0  0  0
 10 18  1  0  0  0  0
 25 20  1  0  0  0  0
 23 41  1  0  0  0  0
 13 18  2  0  0  0  0
 20 21  2  0  0  0  0
 18 17  1  0  0  0  0
 26 24  1  0  0  0  0
 17 16  2  0  0  0  0
 44 29  1  0  0  0  0
 16 15  1  0  0  0  0
 33 32  1  1  0  0  0
 15 14  2  0  0  0  0
 14 13  1  0  0  0  0
  7 46  1  0  0  0  0
 32 31  2  0  0  0  0
 31 30  1  0  0  0  0
 30 29  1  0  0  0  0
 21 22  1  0  0  0  0
  7  6  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  3 46  1  0  0  0  0
 29 28  1  0  0  0  0
 22 23  2  0  0  0  0
 28 27  1  0  0  0  0
 26 27  1  1  0  0  0
 34 35  1  0  0  0  0
  3 45  1  0  0  0  0
 46 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 19  1  0  0  0  0
 19 45  1  0  0  0  0
 35 36  1  0  0  0  0
 46 90  1  6  0  0  0
 34 33  1  0  0  0  0
  3  2  1  6  0  0  0
 33 42  1  0  0  0  0
 19 64  1  1  0  0  0
 40 42  1  0  0  0  0
  2  1  1  0  0  0  0
 25 67  1  0  0  0  0
 21 65  1  0  0  0  0
 22 66  1  0  0  0  0
 34 76  1  0  0  0  0
 34 77  1  0  0  0  0
 35 78  1  6  0  0  0
 41 82  1  0  0  0  0
 44 87  1  6  0  0  0
 32 75  1  0  0  0  0
 31 74  1  0  0  0  0
 30 72  1  0  0  0  0
 30 73  1  0  0  0  0
 28 70  1  0  0  0  0
 28 71  1  0  0  0  0
 27 68  1  0  0  0  0
 27 69  1  0  0  0  0
 42 83  1  6  0  0  0
 43 84  1  0  0  0  0
 43 85  1  0  0  0  0
 43 86  1  0  0  0  0
 39 79  1  0  0  0  0
 39 80  1  0  0  0  0
 39 81  1  0  0  0  0
  8 56  1  0  0  0  0
  8 57  1  0  0  0  0
  9 58  1  0  0  0  0
  9 59  1  0  0  0  0
 17 63  1  0  0  0  0
 16 62  1  0  0  0  0
 15 61  1  0  0  0  0
 14 60  1  0  0  0  0
  4 52  1  0  0  0  0
  5 53  1  0  0  0  0
  6 54  1  0  0  0  0
  6 55  1  0  0  0  0
 45 88  1  0  0  0  0
 45 89  1  0  0  0  0
  2 50  1  0  0  0  0
  2 51  1  0  0  0  0
  1 47  1  0  0  0  0
  1 48  1  0  0  0  0
  1 49  1  0  0  0  0
M  END

     RDKit          3D

 90100  0  0  0  0  0  0  0  0999 V2000
   -4.8577   -0.1030   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0252   -0.6955   -2.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7015   -1.4147   -1.6016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0656   -2.6045   -0.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -3.8493   -1.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482   -4.1980   -2.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6070   -3.0479   -3.5634 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8468   -3.4209   -4.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -3.7679   -4.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2545   -3.0202   -3.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5144   -2.1832   -2.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -1.7316   -1.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978   -2.2898   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -2.1932   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7776   -2.8830   -1.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8387   -3.6602   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -3.7711   -3.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407   -3.0780   -2.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -0.9614   -0.5254 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5088    0.2117   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0840    1.1041   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584    2.1927   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0349    2.4003    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    1.5077    1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180    0.4296    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324    1.9056    3.0765 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7868    0.8067    3.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3850    0.7588    5.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    1.2410    5.2164 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    1.7180    6.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1403    3.1128    6.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225    4.0497    5.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    3.6986    4.5104 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5696    4.0383    5.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501    3.9402    3.7412 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7455    3.1920    3.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1457    2.7533    5.0049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4414    3.1314    2.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888    2.4429    2.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388    3.3755    2.7527 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7648    3.4336    1.3415 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    4.2467    3.0803 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2396    5.7605    2.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8738    2.1997    4.1336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7755   -0.4227   -0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630   -1.8839   -2.9034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7697    0.3453   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


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M  END
> <DATABASE_ID>
NP0035328

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C2=C([H])C([H])=C(C([H])=C2[C@@]23C([H])([H])C([H])([H])N4C([H])([H])C([H])=C([H])[C@@]5(C([H])([H])[C@@]([H])(C(=O)OC([H])([H])[H])[C@@]12[C@]5([H])C([H])([H])[H])[C@@]34[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/C40H44N4O2/c1-4-37-14-7-17-42-19-13-27-26-9-5-6-10-31(26)44(33(27)34(37)42)32(23-37)25-11-12-30-28(21-25)39-16-20-43-18-8-15-38(36(39)43)22-29(35(45)46-3)40(39,41-30)24(38)2/h5-12,14-15,21,24,29,32,34,36,41H,4,13,16-20,22-23H2,1-3H3/t24-,29+,32-,34-,36+,37+,38+,39-,40-/m1/s1

> <INCHI_KEY>
NTCLEOOXPJPREQ-FVNDCLGZSA-N

> <FORMULA>
C40H44N4O2

> <MOLECULAR_WEIGHT>
612.818

> <EXACT_MASS>
612.346426673

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
70.71893547248277

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,9R,10R,12R,19S,20R)-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]-20-methyl-8,16-diazahexacyclo[10.6.1.1^{9,12}.0^{1,9}.0^{2,7}.0^{16,19}]icosa-2,4,6,13-tetraene-10-carboxylate

> <ALOGPS_LOGP>
5.35

> <JCHEM_LOGP>
5.427071946666667

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.808120016418187

> <JCHEM_PKA_STRONGEST_BASIC>
9.03593046058137

> <JCHEM_POLAR_SURFACE_AREA>
49.74

> <JCHEM_REFRACTIVITY>
184.3794

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,9R,10R,12R,19S,20R)-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]-20-methyl-8,16-diazahexacyclo[10.6.1.1^{9,12}.0^{1,9}.0^{2,7}.0^{16,19}]icosa-2,4,6,13-tetraene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 90100  0  0  0  0  0  0  0  0999 V2000
   -4.8577   -0.1030   -0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0252   -0.6955   -2.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7015   -1.4147   -1.6016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0656   -2.6045   -0.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0909   -3.8493   -1.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7482   -4.1980   -2.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6070   -3.0479   -3.5634 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8468   -3.4209   -4.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -3.7679   -4.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2545   -3.0202   -3.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5144   -2.1832   -2.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -1.7316   -1.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978   -2.2898   -1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -2.1932   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7776   -2.8830   -1.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8387   -3.6602   -2.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -3.7711   -3.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407   -3.0780   -2.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -0.9614   -0.5254 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5088    0.2117   -0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0840    1.1041   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8584    2.1927   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0349    2.4003    0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965    1.5077    1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180    0.4296    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9324    1.9056    3.0765 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7868    0.8067    3.7240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3850    0.7588    5.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    1.2410    5.2164 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    1.7180    6.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1403    3.1128    6.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1225    4.0497    5.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    3.6986    4.5104 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5696    4.0383    5.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501    3.9402    3.7412 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7455    3.1920    3.9346 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1457    2.7533    5.0049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4414    3.1314    2.7674 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888    2.4429    2.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4388    3.3755    2.7527 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7648    3.4336    1.3415 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500    4.2467    3.0803 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2396    5.7605    2.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8738    2.1997    4.1336 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7755   -0.4227   -0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630   -1.8839   -2.9034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7697    0.3453   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164    0.6867   -0.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1620   -0.8642   -0.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7880    0.1187   -2.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6657   -1.3926   -2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383   -2.4354    0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3578   -4.6794   -0.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5468   -4.8384   -3.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -4.8154   -2.6178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491   -4.2524   -5.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   -2.5753   -5.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084   -3.5433   -5.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2371   -4.8429   -4.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859   -1.5959    0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483   -2.8094   -0.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7537   -4.1921   -2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7761   -4.3933   -4.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4352   -1.6897    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    0.9451   -2.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3003    2.8608   -1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984   -0.2408    2.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8602    0.9201    3.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5406   -0.1745    3.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4444   -0.2645    5.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    1.3693    5.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    1.6869    7.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3086    1.0147    6.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8160    3.3445    7.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3141    5.0409    5.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6115    5.0659    5.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967    3.4079    5.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619    4.9515    3.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3662    2.9679    3.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5350    1.4094    3.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1401    2.4280    1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9945    4.2792    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2790    3.9256    2.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    6.0171    1.8722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9998    6.2392    3.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2808    6.2183    3.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1377    2.0791    3.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6881    0.4845   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393   -0.0990    0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9941   -1.0448   -3.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
 44 26  1  0
 42 43  1  0
 23 24  1  0
 36 38  1  0
 40 26  1  0
 36 37  2  0
 35 40  1  0
 38 39  1  0
 40 41  1  6
 20 19  1  0
 44 33  1  0
  7  8  1  0
 24 25  2  0
  8  9  1  0
  9 10  1  0
 11 10  2  0
 13 12  1  0
 10 18  1  0
 25 20  1  0
 23 41  1  0
 13 18  2  0
 20 21  2  0
 18 17  1  0
 26 24  1  0
 17 16  2  0
 44 29  1  0
 16 15  1  0
 33 32  1  1
 15 14  2  0
 14 13  1  0
  7 46  1  0
 32 31  2  0
 31 30  1  0
 30 29  1  0
 21 22  1  0
  7  6  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  3 46  1  0
 29 28  1  0
 22 23  2  0
 28 27  1  0
 26 27  1  1
 34 35  1  0
  3 45  1  0
 46 11  1  0
 11 12  1  0
 12 19  1  0
 19 45  1  0
 35 36  1  0
 46 90  1  6
 34 33  1  0
  3  2  1  6
 33 42  1  0
 19 64  1  1
 40 42  1  0
  2  1  1  0
 25 67  1  0
 21 65  1  0
 22 66  1  0
 34 76  1  0
 34 77  1  0
 35 78  1  6
 41 82  1  0
 44 87  1  6
 32 75  1  0
 31 74  1  0
 30 72  1  0
 30 73  1  0
 28 70  1  0
 28 71  1  0
 27 68  1  0
 27 69  1  0
 42 83  1  6
 43 84  1  0
 43 85  1  0
 43 86  1  0
 39 79  1  0
 39 80  1  0
 39 81  1  0
  8 56  1  0
  8 57  1  0
  9 58  1  0
  9 59  1  0
 17 63  1  0
 16 62  1  0
 15 61  1  0
 14 60  1  0
  4 52  1  0
  5 53  1  0
  6 54  1  0
  6 55  1  0
 45 88  1  0
 45 89  1  0
  2 50  1  0
  2 51  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.858  -0.103  -0.888  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.025  -0.696  -2.022  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.701  -1.415  -1.602  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.066  -2.604  -0.731  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.091  -3.849  -1.230  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.748  -4.198  -2.654  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.607  -3.048  -3.563  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.847  -3.421  -4.789  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.337  -3.768  -4.604  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.255  -3.020  -3.456  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.514  -2.183  -2.682  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.230  -1.732  -1.629  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.498  -2.290  -1.700  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.610  -2.193  -0.846  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.778  -2.883  -1.189  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.839  -3.660  -2.340  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.727  -3.771  -3.179  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.541  -3.078  -2.863  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.359  -0.961  -0.525  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.509   0.212  -0.081  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.084   1.104  -1.016  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.858   2.193  -0.601  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.035   2.400   0.751  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.496   1.508   1.687  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.718   0.430   1.292  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.932   1.906   3.076  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.787   0.807   3.724  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.385   0.759   5.206  0.00  0.00           C+0
HETATM   29  N   UNK     0       1.010   1.241   5.216  0.00  0.00           N+0
HETATM   30  C   UNK     0       0.477   1.718   6.497  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.140   3.113   6.492  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.123   4.050   5.559  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.120   3.699   4.510  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.570   4.038   5.005  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.450   3.940   3.741  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.745   3.192   3.935  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.146   2.753   5.005  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.441   3.131   2.767  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.689   2.443   2.857  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.439   3.376   2.753  0.00  0.00           C+0
HETATM   41  N   UNK     0       2.765   3.434   1.341  0.00  0.00           N+0
HETATM   42  C   UNK     0       1.150   4.247   3.080  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.240   5.761   2.915  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.874   2.200   4.134  0.00  0.00           C+0
HETATM   45  C   UNK     0      -1.776  -0.423  -0.851  0.00  0.00           C+0
HETATM   46  C   UNK     0      -1.963  -1.884  -2.903  0.00  0.00           C+0
HETATM   47  H   UNK     0      -5.770   0.345  -1.296  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.316   0.687  -0.360  0.00  0.00           H+0
HETATM   49  H   UNK     0      -5.162  -0.864  -0.164  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.788   0.119  -2.719  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.666  -1.393  -2.578  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.338  -2.435   0.307  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.358  -4.679  -0.582  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.547  -4.838  -3.047  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.843  -4.815  -2.618  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.349  -4.252  -5.299  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.918  -2.575  -5.487  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.208  -3.543  -5.527  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.237  -4.843  -4.411  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.586  -1.596   0.059  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.648  -2.809  -0.542  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.754  -4.192  -2.586  0.00  0.00           H+0
HETATM   63  H   UNK     0       2.776  -4.393  -4.067  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.435  -1.690   0.294  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.939   0.945  -2.083  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.300   2.861  -1.331  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.298  -0.241   2.038  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.860   0.920   3.575  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.541  -0.175   3.295  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.444  -0.265   5.591  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.060   1.369   5.808  0.00  0.00           H+0
HETATM   72  H   UNK     0       1.238   1.687   7.286  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.309   1.015   6.798  0.00  0.00           H+0
HETATM   74  H   UNK     0      -0.816   3.345   7.311  0.00  0.00           H+0
HETATM   75  H   UNK     0      -0.314   5.041   5.608  0.00  0.00           H+0
HETATM   76  H   UNK     0       2.611   5.066   5.391  0.00  0.00           H+0
HETATM   77  H   UNK     0       2.897   3.408   5.833  0.00  0.00           H+0
HETATM   78  H   UNK     0       3.762   4.952   3.447  0.00  0.00           H+0
HETATM   79  H   UNK     0       7.366   2.968   3.538  0.00  0.00           H+0
HETATM   80  H   UNK     0       6.535   1.409   3.183  0.00  0.00           H+0
HETATM   81  H   UNK     0       7.140   2.428   1.861  0.00  0.00           H+0
HETATM   82  H   UNK     0       2.994   4.279   0.839  0.00  0.00           H+0
HETATM   83  H   UNK     0       0.279   3.926   2.491  0.00  0.00           H+0
HETATM   84  H   UNK     0       1.450   6.017   1.872  0.00  0.00           H+0
HETATM   85  H   UNK     0       2.000   6.239   3.536  0.00  0.00           H+0
HETATM   86  H   UNK     0       0.281   6.218   3.182  0.00  0.00           H+0
HETATM   87  H   UNK     0      -0.138   2.079   3.716  0.00  0.00           H+0
HETATM   88  H   UNK     0      -1.688   0.485  -1.467  0.00  0.00           H+0
HETATM   89  H   UNK     0      -2.239  -0.099   0.091  0.00  0.00           H+0
HETATM   90  H   UNK     0      -1.994  -1.045  -3.615  0.00  0.00           H+0
CONECT    1    2   47   48   49                                             
CONECT    2    3    1   50   51                                             
CONECT    3    4   46   45    2                                             
CONECT    4    3    5   52                                                  
CONECT    5    4    6   53                                                  
CONECT    6    7    5   54   55                                             
CONECT    7    8   46    6                                                  
CONECT    8    7    9   56   57                                             
CONECT    9    8   10   58   59                                             
CONECT   10    9   11   18                                                  
CONECT   11   10   46   12                                                  
CONECT   12   13   11   19                                                  
CONECT   13   12   18   14                                                  
CONECT   14   15   13   60                                                  
CONECT   15   16   14   61                                                  
CONECT   16   17   15   62                                                  
CONECT   17   18   16   63                                                  
CONECT   18   10   13   17                                                  
CONECT   19   20   12   45   64                                             
CONECT   20   19   25   21                                                  
CONECT   21   20   22   65                                                  
CONECT   22   21   23   66                                                  
CONECT   23   24   41   22                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24   20   67                                                  
CONECT   26   44   40   24   27                                             
CONECT   27   28   26   68   69                                             
CONECT   28   29   27   70   71                                             
CONECT   29   44   30   28                                                  
CONECT   30   31   29   72   73                                             
CONECT   31   32   30   74                                                  
CONECT   32   33   31   75                                                  
CONECT   33   44   32   34   42                                             
CONECT   34   35   33   76   77                                             
CONECT   35   40   34   36   78                                             
CONECT   36   38   37   35                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   79   80   81                                             
CONECT   40   26   35   41   42                                             
CONECT   41   40   23   82                                                  
CONECT   42   43   33   40   83                                             
CONECT   43   42   84   85   86                                             
CONECT   44   26   33   29   87                                             
CONECT   45    3   19   88   89                                             
CONECT   46    7    3   11   90                                             
CONECT   47    1                                                            
CONECT   48    1                                                            
CONECT   49    1                                                            
CONECT   50    2                                                            
CONECT   51    2                                                            
CONECT   52    4                                                            
CONECT   53    5                                                            
CONECT   54    6                                                            
CONECT   55    6                                                            
CONECT   56    8                                                            
CONECT   57    8                                                            
CONECT   58    9                                                            
CONECT   59    9                                                            
CONECT   60   14                                                            
CONECT   61   15                                                            
CONECT   62   16                                                            
CONECT   63   17                                                            
CONECT   64   19                                                            
CONECT   65   21                                                            
CONECT   66   22                                                            
CONECT   67   25                                                            
CONECT   68   27                                                            
CONECT   69   27                                                            
CONECT   70   28                                                            
CONECT   71   28                                                            
CONECT   72   30                                                            
CONECT   73   30                                                            
CONECT   74   31                                                            
CONECT   75   32                                                            
CONECT   76   34                                                            
CONECT   77   34                                                            
CONECT   78   35                                                            
CONECT   79   39                                                            
CONECT   80   39                                                            
CONECT   81   39                                                            
CONECT   82   41                                                            
CONECT   83   42                                                            
CONECT   84   43                                                            
CONECT   85   43                                                            
CONECT   86   43                                                            
CONECT   87   44                                                            
CONECT   88   45                                                            
CONECT   89   45                                                            
CONECT   90   46                                                            
MASTER        0    0    0    0    0    0    0    0   90    0  200    0
END

RDKit          3D

90100  0  0  0  0  0  0  0  0999 V2000
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  1 47  1  0
  1 48  1  0
  1 49  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl (1R,9R,10R,12R,19S,20R)-4-[(15R,17R,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0,.0,.0,]nonadeca-2,4,6,8(18),13-pentaen-17-yl]-20-methyl-8,16-diazahexacyclo[10.6.1.1,.0,.0,.0,]icosa-2(7),3,5,13-tetraene-10-carboxylic acid	Generator

Chemical Formula

C₄₀H₄₄N₄O₂

Average Mass

612.8180 Da

Monoisotopic Mass

612.34643 Da

IUPAC Name

methyl (1R,9R,10R,12R,19S,20R)-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]-20-methyl-8,16-diazahexacyclo[10.6.1.1^{9,12}.0^{1,9}.0^{2,7}.0^{16,19}]icosa-2,4,6,13-tetraene-10-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]N1C2=C([H])C([H])=C(C([H])=C2[C@@]23C([H])([H])C([H])([H])N4C([H])([H])C([H])=C([H])[C@@]5(C([H])([H])[C@@]([H])(C(=O)OC([H])([H])[H])[C@@]12[C@]5([H])C([H])([H])[H])[C@@]34[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/C40H44N4O2/c1-4-37-14-7-17-42-19-13-27-26-9-5-6-10-31(26)44(33(27)34(37)42)32(23-37)25-11-12-30-28(21-25)39-16-20-43-18-8-15-38(36(39)43)22-29(35(45)46-3)40(39,41-30)24(38)2/h5-12,14-15,21,24,29,32,34,36,41H,4,13,16-20,22-23H2,1-3H3/t24-,29+,32-,34-,36+,37+,38+,39-,40-/m1/s1

InChI Key

NTCLEOOXPJPREQ-FVNDCLGZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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 tenuicaudatus	JEOL database	Feng, T., et al, J. Nat. Prod. 73, 1075 (2010)

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
Indolo[3,2-1de][1,5]naphthyridine
Beta-carboline
Carbazole
Pyridoindole
2,3-cyclopentanoindoline
Aromatic monoterpenoid
Monoterpenoid
Norbornane monoterpenoid
Naphthyridine
3-alkylindole
Indole
Indole or derivatives
Dihydroindole
Secondary aliphatic/aromatic amine
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Methyl ester
Pyrrolidine
Pyrrole
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Secondary amine
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organic oxygen 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	5.35	ALOGPS
logP	5.43	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	17.81	ChemAxon
pKa (Strongest Basic)	9.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.74 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	184.38 m³·mol⁻¹	ChemAxon
Polarizability	70.72 Å³	ChemAxon
Number of Rings	11	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

46850003

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Feng, T., et al. (2010). Feng, T., et al, J. Nat. Prod. 73, 1075 (2010). J. Nat. Prod..

Showing NP-Card for melodinine H (NP0035328)

MOL for NP0035328 (melodinine H)

3D MOL for NP0035328 (melodinine H)

3D SDF for NP0035328 (melodinine H)

3D-SDF for NP0035328 (melodinine H)

PDB for NP0035328 (melodinine H)

3D PDB for NP0035328 (melodinine H)

SMILES for NP0035328 (melodinine H)

INCHI for NP0035328 (melodinine H)

Structure for NP0035328 (melodinine H)

3D Structure for NP0035328 (melodinine H)