NP-MRD: Showing NP-Card for methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate (NP0281443)

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Record Information

Version

2.0

Created at

2022-09-09 07:47:29 UTC

Updated at

2022-09-09 07:47:30 UTC

NP-MRD ID

NP0281443

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

Description

Methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]Icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]Heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate belongs to the class of organic compounds known as vobasan alkaloids. These are alkaloids containing the vobasan skeleton. Based on a literature review very few articles have been published on methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]Icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]Heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092209472D          

 45 53  0  0  0  0            999 V2000
    9.8620    8.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0146    8.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5887    7.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684    7.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6904    6.2564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1685    5.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296    6.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0361    5.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2040    6.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8556    6.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032    6.8214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    6.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050    5.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    4.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    4.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120    4.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335    5.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0580    7.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3998    8.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002    7.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9195    7.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7249    7.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7076    6.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9536    6.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7575    6.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5366    7.5887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6582    8.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505    8.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    7.6943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464    7.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    6.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7756    6.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4059    6.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600    7.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    7.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723    8.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116    9.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   10.0028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   10.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6850   10.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    9.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958   10.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3677   11.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   12.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270   10.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 28 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 18 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  4  0  0  0
 42 45  1  0  0  0  0
 38 45  1  0  0  0  0
M  END

     RDKit          3D

 89 97  0  0  0  0  0  0  0  0999 V2000
    5.0430   -1.2951    3.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9382   -0.5566    2.9202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6726   -0.7223    1.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4684   -1.6687    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9071   -1.6757   -0.5688 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5279   -2.6501   -1.3982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832   -0.4059   -1.1993 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7159   -0.3532   -2.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3397   -0.2945   -1.7376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5985    0.3310   -0.7497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791   -0.0708   -0.7744 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8964   -1.6903   -2.2592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714   -2.5633   -3.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603   -2.7081   -3.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5321   -1.9903   -3.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4312   -1.1111   -2.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4940    0.5369    0.2443 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6058    1.6050    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.3382    0.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6784    0.8538    1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6222   -0.0751    0.8657 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4054    0.6694   -0.2147 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5978    1.3468    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7256    1.0581   -0.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938    2.3160    1.2645 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6157    2.9974    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    1.2085   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5413    1.6717   -1.5623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6505    2.2661   -2.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9658    2.8809   -3.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1979    3.4197   -3.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1249    3.3275   -2.4616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8421    2.7148   -1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5907    2.1835   -1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975    1.5203    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8572    1.3337    1.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759    0.0169    1.7507 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8104   -0.0350    2.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026    0.4002    2.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8549   -0.3857    1.3865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8750   -1.3807    1.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5968   -2.6705    1.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2464   -3.2220    1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2580   -0.9398    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3191   -0.8150    4.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9526   -1.3617    2.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010   -2.3520    3.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3376    0.1264    3.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5372   -1.4735    0.7946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2487   -2.7063    1.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7159   -3.1195   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1927   -2.1322   -2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0264   -3.4675   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7482   -0.1601   -1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8842    0.5871   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899   -1.1841   -2.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8396   -1.5398   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6764   -3.0779   -3.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -3.3989   -4.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -2.1423   -3.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5620    1.5790    1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    2.6350    0.5389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    2.3332   -0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0576    0.3291    2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1620    1.7564    1.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0370   -0.9432    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7938    1.4393   -0.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3093    3.9660    2.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3480    3.2631    0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0610    2.3442    2.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6469    1.5931   -2.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5706    2.6552   -0.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5744    2.0899    2.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8821   -1.0460    3.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2246    0.6692    3.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4472    1.4844    2.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7704    0.2113    3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9176   -0.9057    1.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030   -3.3536    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -3.1636    2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092   -4.2686    1.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4393   -2.6883    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9906   -1.7967    0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3985   -0.5597   -0.2819 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  0
  8  9  1  0
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 35 36  1  0
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  7 55  1  6
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 41 83  1  1
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 21 65  1  0
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 22 67  1  6
  4 50  1  0
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  6 52  1  0
  6 53  1  0
  6 54  1  0
  2 49  1  0
  1 46  1  0
  1 47  1  0
  1 48  1  0
M  END


  Mrv1652309092209472D          

 45 53  0  0  0  0            999 V2000
    9.8620    8.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0146    8.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5887    7.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684    7.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6904    6.2564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1685    5.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296    6.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0361    5.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2040    6.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8556    6.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0032    6.8214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    6.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050    5.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836    4.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871    4.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120    4.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335    5.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0580    7.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3998    8.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002    7.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9195    7.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7249    7.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7076    6.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9536    6.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7575    6.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5366    7.5887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6582    8.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505    8.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8475    7.6943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464    7.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005    6.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7756    6.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4059    6.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600    7.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    7.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1723    8.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116    9.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514   10.0028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   10.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6850   10.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350    9.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958   10.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3677   11.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   12.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270   10.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 28 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 18 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  4  0  0  0
 42 45  1  0  0  0  0
 38 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0281443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1C2CC3=C4C(CC5(C6CCN(CC6=CC)CC6=C5NC5=CC=CC=C65)N4C4=CC=CC=C34)CC1C(CN2C)=CC

> <INCHI_IDENTIFIER>
InChI=1S/C39H44N4O2/c1-5-23-20-41(3)34-18-29-27-12-8-10-14-33(27)43-36(29)25(17-28(23)35(34)38(44)45-4)19-39(43)31-15-16-42(21-24(31)6-2)22-30-26-11-7-9-13-32(26)40-37(30)39/h5-14,25,28,31,34-35,40H,15-22H2,1-4H3

> <INCHI_KEY>
ZMCFCLSHQFQSGT-UHFFFAOYSA-N

> <FORMULA>
C39H44N4O2

> <MOLECULAR_WEIGHT>
600.807

> <EXACT_MASS>
600.346426673

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
68.63246777614475

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1^{13,17}.0^{2,7}.0^{8,19}]icosane-9,12'-tetracyclo[11.2.2.0^{3,11}.0^{4,9}]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

> <JCHEM_LOGP>
5.881906942333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.19770279225478

> <JCHEM_PKA_STRONGEST_BASIC>
7.856038226935887

> <JCHEM_POLAR_SURFACE_AREA>
53.5

> <JCHEM_REFRACTIVITY>
182.21650000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1^{13,17}.0^{2,7}.0^{8,19}]icosane-9,12'-tetracyclo[11.2.2.0^{3,11}.0^{4,9}]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      18.409  16.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.827  15.891   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.032  14.458   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.928  13.090   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      16.222  11.679   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      17.114  10.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.615  11.572   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.134  10.911   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.581  11.358   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.930  12.799   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.339  12.733   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.016  11.208   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.663  10.473   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.623   8.934   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.936   8.129   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.289   8.864   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.329  10.404   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.575  14.631   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.080  15.171   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.387  14.292   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.916  14.906   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.420  14.401   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.387  12.972   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.980  13.041   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.614  11.675   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.202  14.166   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.429  15.760   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.214  15.858   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       1.582  14.363   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       0.273  13.551   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.001  12.035   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.448  11.513   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.624  12.507   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.352  14.022   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.903  14.545   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.322  15.971   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.328  17.136   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      -1.216  18.672   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       0.043  18.890   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.279  18.800   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.492  18.401   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.486  19.566   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.553  21.080   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.879  22.636   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -0.050  19.678   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    9   12                                                  
CONECT   18   11   19   28   41                                             
CONECT   19   18   20                                                       
CONECT   20   19   10   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    3   23                                                  
CONECT   23   22    7   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   18   29   36                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30   36                                                  
CONECT   36   35   28   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   45                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   18   42                                                  
CONECT   42   41   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45   42   38                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  106    0
END

View in JSmol

Synonyms

Value	Source
Methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1,.0,.0,]icosane-9,12'-tetracyclo[11.2.2.0,.0,]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylic acid	Generator

Chemical Formula

C₃₉H₄₄N₄O₂

Average Mass

600.8070 Da

Monoisotopic Mass

600.34643 Da

IUPAC Name

methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1^{13,17}.0^{2,7}.0^{8,19}]icosane-9,12'-tetracyclo[11.2.2.0^{3,11}.0^{4,9}]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C1C2CC3=C4C(CC5(C6CCN(CC6=CC)CC6=C5NC5=CC=CC=C65)N4C4=CC=CC=C34)CC1C(CN2C)=CC

InChI Identifier

InChI=1S/C39H44N4O2/c1-5-23-20-41(3)34-18-29-27-12-8-10-14-33(27)43-36(29)25(17-28(23)35(34)38(44)45-4)19-39(43)31-15-16-42(21-24(31)6-2)22-30-26-11-7-9-13-32(26)40-37(30)39/h5-14,25,28,31,34-35,40H,15-22H2,1-4H3

InChI Key

ZMCFCLSHQFQSGT-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vobasan alkaloids. These are alkaloids containing the vobasan skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Vobasan alkaloids

Sub Class

Not Available

Direct Parent

Vobasan alkaloids

Alternative Parents

Substituents

Vallesaman-skeleton
Vobasan skeleton
3-alkylindole
Indole
Indole or derivatives
Piperidinecarboxylic acid
Pyrrolizine
Aralkylamine
Piperidine
Benzenoid
Pyrrole
Heteroaromatic compound
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
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	5.88	ChemAxon
pKa (Strongest Acidic)	15.2	ChemAxon
pKa (Strongest Basic)	7.86	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.5 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	182.22 m³·mol⁻¹	ChemAxon
Polarizability	68.63 Å³	ChemAxon
Number of Rings	9	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

85111158

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate (NP0281443)

MOL for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

3D MOL for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

3D SDF for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

3D-SDF for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

PDB for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

3D PDB for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

SMILES for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

INCHI for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

Structure for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)

3D Structure for NP0281443 (methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate)