NP-MRD: Showing NP-Card for n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid (NP0247487)

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Record Information

Version

2.0

Created at

2022-09-07 09:21:41 UTC

Updated at

2022-09-07 09:21:42 UTC

NP-MRD ID

NP0247487

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid

Description

Isolappaconitine belongs to the class of organic compounds known as lappaconitine-type diterpenoid alkaloids. These are c18-bisnorditerpenoid alkaloids with a structure based on the heptacyclic lappaconitine skeleton. Lappaconitine similar to aconitane, with the difference that the former lacks a carbon atom at the 18-position. Based on a literature review very few articles have been published on Isolappaconitine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072211212D          

 42 48  0  0  1  0            999 V2000
   -1.4010    0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    0.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069   -0.0868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911   -1.6016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0643   -1.8895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015   -2.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -3.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9746   -2.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118   -3.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8849   -4.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5208   -3.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3836   -2.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105   -2.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733   -1.6519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1092   -1.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8823   -1.4142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0580   -2.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -2.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2722   -2.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0767   -2.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -2.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -1.1556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4081   -1.2240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3169   -0.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.0210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2937    0.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487   -0.1786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2326   -0.2113    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2339    0.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0465   -0.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -0.5916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4651   -0.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6885    0.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -1.4376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5718   -2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -1.5820    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3162   -1.0433    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9615   -1.7836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8892   -2.6054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648   -3.0789    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  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
  9 14  1  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
  5 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29  3  1  6  0  0  0
 24 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  1  0  0  0
 38 37  1  1  0  0  0
 24 38  1  0  0  0  0
 39 38  1  1  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 36 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 86 92  0  0  0  0  0  0  0  0999 V2000
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   -0.3880   -1.6244   -2.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -1.5131   -1.4703 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609   -1.3169   -1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455   -1.1563    0.2057 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9402   -0.6180    0.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6778   -0.3116    1.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211   -0.5434    2.4107 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007    0.2388    1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374    0.5426    2.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0134    1.0719    2.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5428    1.2936    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8296    0.9995   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5432    0.4658   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6644   -3.2509   -0.0364 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6250   -0.2876    0.8751 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4732    0.9555    0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7813    0.7575   -0.8113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5694    1.2102   -2.0879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.7257   -0.7138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8725    1.5382   -0.0856 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4141    2.8822   -0.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1935    1.4837   -0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2632    0.7076   -0.0571 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5018    1.2444   -0.3366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3521    0.4550   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    0.4427    1.4035 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1073   -0.7890    1.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7161   -0.2920    1.6305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8356    1.1799    1.3722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1751    1.4724    2.0649 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5131    2.7684    1.8309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6301    3.5131    3.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3026   -2.5130   -2.2833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0575   -2.3329   -4.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7137   -2.6831    1.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7364   -2.0791    2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4849   -2.7529    1.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6950   -4.8473   -0.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4920   -4.8590    0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0556    1.2395    3.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220    3.4542    3.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8045    4.5716    2.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 24 21  1  6
 24 38  1  0
 38 37  1  0
 37 36  1  0
 36 40  1  0
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 41 42  1  0
 40 39  1  0
 39 30  1  0
 30 31  1  1
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 32 33  1  0
 33 34  1  0
 34 35  1  0
 30 27  1  0
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  5  6  1  6
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
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 29  3  1  0
 14  9  1  0
 25  5  1  0
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 11 51  1  0
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 17 54  1  0
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 18 57  1  0
M  END


  Mrv1652309072211212D          

 42 48  0  0  1  0            999 V2000
   -1.4010    0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    0.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6538   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911   -1.6016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0643   -1.8895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015   -2.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -3.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3836   -2.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105   -2.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733   -1.6519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1092   -1.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8823   -1.4142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0580   -2.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -2.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2722   -2.0163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0767   -2.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -2.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -1.1556    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4081   -1.2240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3169   -0.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.0210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2937    0.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487   -0.1786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2326   -0.2113    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2339    0.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0465   -0.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -0.5916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4651   -0.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6885    0.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -1.4376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5718   -2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -1.5820    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3162   -1.0433    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9615   -1.7836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8892   -2.6054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648   -3.0789    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  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
  9 14  1  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
  5 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29  3  1  6  0  0  0
 24 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  1  0  0  0
 38 37  1  1  0  0  0
 24 38  1  0  0  0  0
 39 38  1  1  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 36 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0247487

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@@]2(CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC)[C@@](O)(C[C@H]23)[C@@H]14)OC(=O)C1=CC=CC=C1N=C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C32H44N2O8/c1-6-34-16-29(42-27(36)18-9-7-8-10-21(18)33-17(2)35)12-11-24(40-4)32-20-13-19-22(39-3)14-30(37,25(20)26(19)41-5)31(38,28(32)34)15-23(29)32/h7-10,19-20,22-26,28,37-38H,6,11-16H2,1-5H3,(H,33,35)/t19-,20-,22+,23-,24+,25-,26+,28-,29-,30-,31-,32-/m1/s1

> <INCHI_KEY>
VUTCZQISWNZQOW-ZYYSWALGSA-N

> <FORMULA>
C32H44N2O8

> <MOLECULAR_WEIGHT>
584.71

> <EXACT_MASS>
584.309766385

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
62.81765562550784

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17S)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid

> <JCHEM_LOGP>
-1.4128903518530416

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.884175221228492

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.268244908521901

> <JCHEM_PKA_STRONGEST_BASIC>
8.975544342528018

> <JCHEM_POLAR_SURFACE_AREA>
130.28

> <JCHEM_REFRACTIVITY>
154.92069999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17S)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.615   1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.078   1.214   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.386  -0.162   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.220  -1.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.543  -2.990   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.987  -3.527   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.243  -5.046   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.056  -6.027   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.686  -5.583   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.942  -7.102   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.385  -7.639   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.572  -6.658   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.316  -5.140   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.873  -4.602   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -4.617  -3.084   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -5.804  -2.102   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.548  -0.584   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.247  -2.640   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.108  -4.529   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.394  -4.958   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.375  -3.764   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.877  -4.105   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.332  -5.576   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.981  -2.157   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.762  -2.285   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.591  -0.598   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.473   0.039   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.415   1.578   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.398  -0.333   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.167  -0.394   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.170   1.146   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.687  -0.011   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.842  -1.104   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.335  -0.724   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.752   0.758   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.329  -2.683   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.801  -4.005   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.442  -2.953   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.324  -1.947   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.528  -3.329   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.393  -4.863   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       6.654  -5.747   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19   25                                             
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    5   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   29   38                                             
CONECT   25   24    5   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27    3   24                                                  
CONECT   30   27   31   32   39                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   40                                                  
CONECT   37   36   38                                                       
CONECT   38   37   24   39                                                  
CONECT   39   38   30   40                                                  
CONECT   40   39   36   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₄N₂O₈

Average Mass

584.7100 Da

Monoisotopic Mass

584.30977 Da

IUPAC Name

N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17S)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CCN1C[C@@]2(CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC)[C@@](O)(C[C@H]23)[C@@H]14)OC(=O)C1=CC=CC=C1N=C(C)O

InChI Identifier

InChI=1S/C32H44N2O8/c1-6-34-16-29(42-27(36)18-9-7-8-10-21(18)33-17(2)35)12-11-24(40-4)32-20-13-19-22(39-3)14-30(37,25(20)26(19)41-5)31(38,28(32)34)15-23(29)32/h7-10,19-20,22-26,28,37-38H,6,11-16H2,1-5H3,(H,33,35)/t19-,20-,22+,23-,24+,25-,26+,28-,29-,30-,31-,32-/m1/s1

InChI Key

VUTCZQISWNZQOW-ZYYSWALGSA-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 lappaconitine-type diterpenoid alkaloids. These are c18-bisnorditerpenoid alkaloids with a structure based on the heptacyclic lappaconitine skeleton. Lappaconitine similar to aconitane, with the difference that the former lacks a carbon atom at the 18-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Lappaconitine-type diterpenoid alkaloids

Alternative Parents

Substituents

Lappaconitine-type diterpenoid alkaloid
Acylaminobenzoic acid or derivatives
Quinolidine
Benzoate ester
Acetanilide
N-acetylarylamine
Alkaloid or derivatives
Anilide
Benzoic acid or derivatives
N-arylamide
Benzoyl
Azepane
Benzenoid
Piperidine
Monocyclic benzene moiety
Acetamide
Vinylogous amide
Tertiary alcohol
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
1,2-diol
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	-1.4	ChemAxon
pKa (Strongest Acidic)	5.27	ChemAxon
pKa (Strongest Basic)	8.98	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.28 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	154.92 m³·mol⁻¹	ChemAxon
Polarizability	62.82 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00050942

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

101611195

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid (NP0247487)

MOL for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

3D MOL for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

3D SDF for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

3D-SDF for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

PDB for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

3D PDB for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

SMILES for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

INCHI for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

Structure for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)

3D Structure for NP0247487 (n-[2-({[(1s,2r,3r,4s,5r,6s,8r,9r,10s,13s,16s,17s)-11-ethyl-8,9-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]oxy}carbonyl)phenyl]ethanimidic acid)