NP-MRD: Showing NP-Card for kopsofinone (NP0033467)

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Record Information

Version

2.0

Created at

2021-06-20 00:00:11 UTC

Updated at

2021-06-30 00:03:15 UTC

NP-MRD ID

NP0033467

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kopsofinone

Provided By

JEOL Database JEOL Logo

Description

Methyl (1S,12R,19S,21R,24R)-21-hydroxy-20-oxo-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.1¹²,¹⁵.0¹,¹².0³,¹¹.0⁴,⁸.0¹⁹,²⁴]Tetracosa-3(11),4(8),9-triene-21-carboxylate belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond. kopsofinone is found in Kopsia singapurensis. kopsofinone was first documented in 2008 (Subramaniam, G., et al.). Based on a literature review very few articles have been published on methyl (1S,12R,19S,21R,24R)-21-hydroxy-20-oxo-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.1¹²,¹⁵.0¹,¹².0³,¹¹.0⁴,⁸.0¹⁹,²⁴]Tetracosa-3(11),4(8),9-triene-21-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202102003D          

 54 60  0  0  0  0            999 V2000
    4.6888   -2.1708    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728   -1.4234    1.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -1.7715    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -2.6811   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -0.9063    1.2746 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3553   -0.8993    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1550   -1.4799    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -2.6411    1.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252   -0.4596    0.5072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6039   -1.1138    0.3580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6580   -1.9990   -0.8875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2592   -1.2231   -2.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9926   -0.5090   -2.0392 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.2025   -1.3234   -2.2168 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2985   -0.3286   -1.8557 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6835    0.6067   -0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1815    1.9994   -1.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    2.8679   -2.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090    4.0673   -2.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603    4.3334   -1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246    3.4730   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287    2.3099   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228    1.3161    0.7466 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.1776    0.5368    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1296    1.3178    1.6304 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2266    0.5982    1.6288 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9665    3.9372    0.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    5.1787   -0.3504 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3426    5.4481   -1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166    0.2695   -0.8109 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7989   -2.0402   -0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5895   -1.7888    1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -3.2294    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -1.8305    3.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -1.7115    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3760   -0.3381    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -2.3877   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -2.8707   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -1.8945   -3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0427   -0.4838   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -1.6694   -3.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.1973   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5355    0.2291   -2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.7940   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    2.6075   -2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548    4.7677   -3.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    1.5254    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    1.4259    2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226    2.3462    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    0.1288    2.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.3297    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    5.9984    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661    5.1488   -0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173    1.1836   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 21 20  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 16 17  1  0  0  0  0
 22 21  2  0  0  0  0
 16 30  1  0  0  0  0
 20 29  1  0  0  0  0
 29 28  1  0  0  0  0
 28 27  1  0  0  0  0
 27 21  1  0  0  0  0
 24 25  1  0  0  0  0
 16 15  1  6  0  0  0
 25 26  1  0  0  0  0
 24  5  1  0  0  0  0
 26  9  1  0  0  0  0
  9  7  1  1  0  0  0
 30  9  1  0  0  0  0
  7  8  2  0  0  0  0
  5  7  1  0  0  0  0
 30 54  1  6  0  0  0
 20 19  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 17 22  1  0  0  0  0
  5  6  1  1  0  0  0
 19 18  1  0  0  0  0
  5  3  1  0  0  0  0
 18 17  2  0  0  0  0
  3  2  1  0  0  0  0
 16 24  1  0  0  0  0
  2  1  1  0  0  0  0
 30 13  1  0  0  0  0
  3  4  2  0  0  0  0
 23 47  1  0  0  0  0
 19 46  1  0  0  0  0
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 25 48  1  0  0  0  0
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 10 35  1  0  0  0  0
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 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
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 28 52  1  0  0  0  0
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 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
  6 34  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
M  END

     RDKit          3D

 54 60  0  0  0  0  0  0  0  0999 V2000
    4.6888   -2.1708    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728   -1.4234    1.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -1.7715    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -2.6811   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -0.9063    1.2746 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3553   -0.8993    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1550   -1.4799    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -2.6411    1.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252   -0.4596    0.5072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6039   -1.1138    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -1.9990   -0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -1.2231   -2.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926   -0.5090   -2.0392 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025   -1.3234   -2.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2985   -0.3286   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835    0.6067   -0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1815    1.9994   -1.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    2.8679   -2.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090    4.0673   -2.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603    4.3334   -1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246    3.4730   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287    2.3099   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228    1.3161    0.7466 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776    0.5368    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1296    1.3178    1.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    0.5982    1.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    3.9372    0.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    5.1787   -0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3426    5.4481   -1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3760   -0.3381    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -2.3877   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2502   -1.8945   -3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0427   -0.4838   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -1.6694   -3.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.1973   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5355    0.2291   -2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.7940   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    2.6075   -2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548    4.7677   -3.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    1.5254    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    1.4259    2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226    2.3462    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4173    1.1836   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
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 10 11  1  0
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 21 20  1  0
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  2  1  1  0
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  1 32  1  0
  1 33  1  0
M  END


  Mrv1652306202102003D          

 54 60  0  0  0  0            999 V2000
    4.6888   -2.1708    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728   -1.4234    1.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -1.7715    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -2.6811   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -0.9063    1.2746 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3553   -0.8993    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1550   -1.4799    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -2.6411    1.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252   -0.4596    0.5072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6039   -1.1138    0.3580 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6580   -1.9990   -0.8875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2592   -1.2231   -2.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.2025   -1.3234   -2.2168 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2985   -0.3286   -1.8557 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6835    0.6067   -0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.2287    2.3099   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228    1.3161    0.7466 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.1776    0.5368    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1296    1.3178    1.6304 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2266    0.5982    1.6288 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9665    3.9372    0.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    5.1787   -0.3504 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3426    5.4481   -1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166    0.2695   -0.8109 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7989   -2.0402   -0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5895   -1.7888    1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -3.2294    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -1.8305    3.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -1.7115    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3760   -0.3381    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -2.3877   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -2.8707   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -1.8945   -3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0427   -0.4838   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -1.6694   -3.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.1973   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5355    0.2291   -2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.7940   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    2.6075   -2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548    4.7677   -3.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    1.5254    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    1.4259    2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226    2.3462    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    0.1288    2.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.3297    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    5.9984    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661    5.1488   -0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173    1.1836   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 21 20  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 16 17  1  0  0  0  0
 22 21  2  0  0  0  0
 16 30  1  0  0  0  0
 20 29  1  0  0  0  0
 29 28  1  0  0  0  0
 28 27  1  0  0  0  0
 27 21  1  0  0  0  0
 24 25  1  0  0  0  0
 16 15  1  6  0  0  0
 25 26  1  0  0  0  0
 24  5  1  0  0  0  0
 26  9  1  0  0  0  0
  9  7  1  1  0  0  0
 30  9  1  0  0  0  0
  7  8  2  0  0  0  0
  5  7  1  0  0  0  0
 30 54  1  6  0  0  0
 20 19  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 17 22  1  0  0  0  0
  5  6  1  1  0  0  0
 19 18  1  0  0  0  0
  5  3  1  0  0  0  0
 18 17  2  0  0  0  0
  3  2  1  0  0  0  0
 16 24  1  0  0  0  0
  2  1  1  0  0  0  0
 30 13  1  0  0  0  0
  3  4  2  0  0  0  0
 23 47  1  0  0  0  0
 19 46  1  0  0  0  0
 18 45  1  0  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 28 52  1  0  0  0  0
 28 53  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
  6 34  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033467

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(C(=O)OC([H])([H])[H])C(=O)[C@@]23C([H])([H])C([H])([H])C([H])([H])N4C([H])([H])C([H])([H])[C@@]5(C6=C([H])C([H])=C7OC([H])([H])OC7=C6N([H])[C@]15C([H])([H])C2([H])[H])[C@]34[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O6/c1-28-18(26)22(27)17(25)19-5-2-9-24-10-8-20(16(19)24)12-3-4-13-15(30-11-29-13)14(12)23-21(20,22)7-6-19/h3-4,16,23,27H,2,5-11H2,1H3/t16-,19-,20+,21-,22+/m0/s1

> <INCHI_KEY>
JVVDRTHBTYJZSQ-GSNCRSPSSA-N

> <FORMULA>
C22H24N2O6

> <MOLECULAR_WEIGHT>
412.442

> <EXACT_MASS>
412.163436501

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.8559547427619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,12R,19S,21R,24R)-21-hydroxy-20-oxo-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.1^{12,15}.0^{1,12}.0^{3,11}.0^{4,8}.0^{19,24}]tetracosa-3,8,10-triene-21-carboxylate

> <ALOGPS_LOGP>
1.61

> <JCHEM_LOGP>
0.8902525481649809

> <ALOGPS_LOGS>
-2.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.854530928069542

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.051439029037383

> <JCHEM_PKA_STRONGEST_BASIC>
8.821449141372526

> <JCHEM_POLAR_SURFACE_AREA>
97.33000000000001

> <JCHEM_REFRACTIVITY>
104.7944

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,12R,19S,21R,24R)-21-hydroxy-20-oxo-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.1^{12,15}.0^{1,12}.0^{3,11}.0^{4,8}.0^{19,24}]tetracosa-3,8,10-triene-21-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 54 60  0  0  0  0  0  0  0  0999 V2000
    4.6888   -2.1708    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728   -1.4234    1.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -1.7715    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -2.6811   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -0.9063    1.2746 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3553   -0.8993    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1550   -1.4799    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -2.6411    1.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252   -0.4596    0.5072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6039   -1.1138    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -1.9990   -0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -1.2231   -2.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926   -0.5090   -2.0392 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025   -1.3234   -2.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2985   -0.3286   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835    0.6067   -0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1815    1.9994   -1.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    2.8679   -2.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090    4.0673   -2.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603    4.3334   -1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246    3.4730   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287    2.3099   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228    1.3161    0.7466 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776    0.5368    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1296    1.3178    1.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    0.5982    1.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    3.9372    0.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    5.1787   -0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3426    5.4481   -1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166    0.2695   -0.8109 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7989   -2.0402   -0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5895   -1.7888    1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -3.2294    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -1.8305    3.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -1.7115    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3760   -0.3381    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -2.3877   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -2.8707   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -1.8945   -3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0427   -0.4838   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -1.6694   -3.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.1973   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5355    0.2291   -2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.7940   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    2.6075   -2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548    4.7677   -3.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    1.5254    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    1.4259    2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226    2.3462    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    0.1288    2.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.3297    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    5.9984    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661    5.1488   -0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173    1.1836   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 21 20  1  0
 22 23  1  0
 24 23  1  6
 16 17  1  0
 22 21  2  0
 16 30  1  0
 20 29  1  0
 29 28  1  0
 28 27  1  0
 27 21  1  0
 24 25  1  0
 16 15  1  6
 25 26  1  0
 24  5  1  0
 26  9  1  0
  9  7  1  1
 30  9  1  0
  7  8  2  0
  5  7  1  0
 30 54  1  6
 20 19  2  0
 13 14  1  0
 14 15  1  0
 17 22  1  0
  5  6  1  1
 19 18  1  0
  5  3  1  0
 18 17  2  0
  3  2  1  0
 16 24  1  0
  2  1  1  0
 30 13  1  0
  3  4  2  0
 23 47  1  0
 19 46  1  0
 18 45  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 28 52  1  0
 28 53  1  0
 15 43  1  0
 15 44  1  0
 14 41  1  0
 14 42  1  0
  6 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  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       4.689  -2.171   0.796  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.573  -1.423   1.279  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.375  -1.772   0.723  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.239  -2.681  -0.086  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.242  -0.906   1.275  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.355  -0.899   2.721  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.155  -1.480   0.999  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.437  -2.641   1.303  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.225  -0.460   0.507  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.604  -1.114   0.358  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.658  -1.999  -0.888  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.259  -1.223  -2.140  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.993  -0.509  -2.039  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.203  -1.323  -2.217  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.299  -0.329  -1.856  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.684   0.607  -0.785  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.182   1.999  -1.110  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.804   2.868  -2.135  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.509   4.067  -2.286  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.560   4.333  -1.418  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.925   3.473  -0.406  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.229   2.310  -0.221  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.423   1.316   0.747  0.00  0.00           N+0
HETATM   24  C   UNK     0       1.178   0.537   0.721  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.130   1.318   1.630  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.227   0.598   1.629  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.966   3.937   0.329  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.240   5.179  -0.350  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.343   5.448  -1.448  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.817   0.270  -0.811  0.00  0.00           C+0
HETATM   31  H   UNK     0       4.799  -2.040  -0.286  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.590  -1.789   1.284  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.579  -3.229   1.050  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.264  -1.831   3.006  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.857  -1.712   1.242  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.376  -0.338   0.273  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.676  -2.388  -1.010  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.005  -2.871  -0.766  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.250  -1.895  -3.008  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.043  -0.484  -2.351  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.310  -1.669  -3.250  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.216  -2.197  -1.561  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.536   0.229  -2.774  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.240  -0.794  -1.567  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.003   2.607  -2.820  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.255   4.768  -3.075  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.930   1.525   1.600  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.500   1.426   2.658  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.023   2.346   1.278  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.397   0.129   2.606  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.032   1.330   1.488  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.162   5.998   0.373  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.266   5.149  -0.736  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.417   1.184  -0.912  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5   24    7    6    3                                             
CONECT    6    5   34                                                       
CONECT    7    9    8    5                                                  
CONECT    8    7                                                            
CONECT    9   10   26    7   30                                             
CONECT   10    9   11   35   36                                             
CONECT   11   10   12   37   38                                             
CONECT   12   11   13   39   40                                             
CONECT   13   12   14   30                                                  
CONECT   14   13   15   41   42                                             
CONECT   15   16   14   43   44                                             
CONECT   16   17   30   15   24                                             
CONECT   17   16   22   18                                                  
CONECT   18   19   17   45                                                  
CONECT   19   20   18   46                                                  
CONECT   20   21   29   19                                                  
CONECT   21   20   22   27                                                  
CONECT   22   23   21   17                                                  
CONECT   23   22   24   47                                                  
CONECT   24   23   25    5   16                                             
CONECT   25   24   26   48   49                                             
CONECT   26   25    9   50   51                                             
CONECT   27   28   21                                                       
CONECT   28   29   27   52   53                                             
CONECT   29   20   28                                                       
CONECT   30   16    9   54   13                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    6                                                            
CONECT   35   10                                                            
CONECT   36   10                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   23                                                            
CONECT   48   25                                                            
CONECT   49   25                                                            
CONECT   50   26                                                            
CONECT   51   26                                                            
CONECT   52   28                                                            
CONECT   53   28                                                            
CONECT   54   30                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  120    0
END

RDKit          3D

54 60  0  0  0  0  0  0  0  0999 V2000
    4.6888   -2.1708    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5728   -1.4234    1.2790 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3747   -1.7715    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -2.6811   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -0.9063    1.2746 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3553   -0.8993    2.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1550   -1.4799    0.9992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4368   -2.6411    1.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2252   -0.4596    0.5072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6039   -1.1138    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -1.9990   -0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -1.2231   -2.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9926   -0.5090   -2.0392 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025   -1.3234   -2.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2985   -0.3286   -1.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6835    0.6067   -0.7846 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1815    1.9994   -1.1099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043    2.8679   -2.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5090    4.0673   -2.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603    4.3334   -1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246    3.4730   -0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287    2.3099   -0.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228    1.3161    0.7466 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776    0.5368    0.7211 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1296    1.3178    1.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2266    0.5982    1.6288 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    3.9372    0.3294 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    5.1787   -0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3426    5.4481   -1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166    0.2695   -0.8109 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7989   -2.0402   -0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5895   -1.7888    1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785   -3.2294    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643   -1.8305    3.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -1.7115    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3760   -0.3381    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757   -2.3877   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0054   -2.8707   -0.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502   -1.8945   -3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0427   -0.4838   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099   -1.6694   -3.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.1973   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5355    0.2291   -2.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397   -0.7940   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028    2.6075   -2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548    4.7677   -3.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9300    1.5254    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5005    1.4259    2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0226    2.3462    1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    0.1288    2.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318    1.3297    1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621    5.9984    0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661    5.1488   -0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173    1.1836   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 21 20  1  0
 22 23  1  0
 24 23  1  6
 16 17  1  0
 22 21  2  0
 16 30  1  0
 20 29  1  0
 29 28  1  0
 28 27  1  0
 27 21  1  0
 24 25  1  0
 16 15  1  6
 25 26  1  0
 24  5  1  0
 26  9  1  0
  9  7  1  1
 30  9  1  0
  7  8  2  0
  5  7  1  0
 30 54  1  6
 20 19  2  0
 13 14  1  0
 14 15  1  0
 17 22  1  0
  5  6  1  1
 19 18  1  0
  5  3  1  0
 18 17  2  0
  3  2  1  0
 16 24  1  0
  2  1  1  0
 30 13  1  0
  3  4  2  0
 23 47  1  0
 19 46  1  0
 18 45  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 28 52  1  0
 28 53  1  0
 15 43  1  0
 15 44  1  0
 14 41  1  0
 14 42  1  0
  6 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Methyl (1S,12R,19S,21R,24R)-21-hydroxy-20-oxo-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.1,.0,.0,.0,.0,]tetracosa-3(11),4(8),9-triene-21-carboxylic acid	Generator

Chemical Formula

C₂₂H₂₄N₂O₆

Average Mass

412.4420 Da

Monoisotopic Mass

412.16344 Da

IUPAC Name

methyl (1S,12R,19S,21R,24R)-21-hydroxy-20-oxo-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.1^{12,15}.0^{1,12}.0^{3,11}.0^{4,8}.0^{19,24}]tetracosa-3,8,10-triene-21-carboxylate

Traditional Name

methyl (1S,12R,19S,21R,24R)-21-hydroxy-20-oxo-5,7-dioxa-2,15-diazaheptacyclo[17.2.2.1^{12,15}.0^{1,12}.0^{3,11}.0^{4,8}.0^{19,24}]tetracosa-3,8,10-triene-21-carboxylate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1(C(=O)OC([H])([H])[H])C(=O)[C@@]23C([H])([H])C([H])([H])C([H])([H])N4C([H])([H])C([H])([H])[C@@]5(C6=C([H])C([H])=C7OC([H])([H])OC7=C6N([H])[C@]15C([H])([H])C2([H])[H])[C@]34[H]

InChI Identifier

InChI=1S/C22H24N2O6/c1-28-18(26)22(27)17(25)19-5-2-9-24-10-8-20(16(19)24)12-3-4-13-15(30-11-29-13)14(12)23-21(20,22)7-6-19/h3-4,16,23,27H,2,5-11H2,1H3/t16-,19-,20+,21-,22+/m0/s1

InChI Key

JVVDRTHBTYJZSQ-GSNCRSPSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kopsia singapurensis	JEOL database	Subramaniam, G., et al, J. Nat. Prod. 71, 53 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidofractine alkaloids

Sub Class

Not Available

Direct Parent

Aspidofractine alkaloids

Alternative Parents

Substituents

Aspidofractine skeleton
Aspidosperma alkaloid
Carbazole
Azaspirodecane
Quinolidine
Benzodioxole
Indole or derivatives
Dihydroindole
Indolizidine
Aralkylamine
Secondary aliphatic/aromatic amine
Acyloin
Piperidine
N-alkylpyrrolidine
Benzenoid
Tertiary alcohol
Pyrrolidine
Methyl ester
Cyclic alcohol
Tertiary amine
Tertiary aliphatic amine
Ketone
Amino acid or derivatives
Carboxylic acid ester
Secondary amine
Organoheterocyclic compound
Acetal
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Carboxylic acid derivative
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
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	1.61	ALOGPS
logP	0.89	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	10.05	ChemAxon
pKa (Strongest Basic)	8.82	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	97.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.79 m³·mol⁻¹	ChemAxon
Polarizability	41.86 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

24770361

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Subramaniam, G., et al. (2008). Subramaniam, G., et al, J. Nat. Prod. 71, 53 (2008). J. Nat. Prod..

Showing NP-Card for kopsofinone (NP0033467)

MOL for NP0033467 (kopsofinone)

3D MOL for NP0033467 (kopsofinone)

3D SDF for NP0033467 (kopsofinone)

3D-SDF for NP0033467 (kopsofinone)

PDB for NP0033467 (kopsofinone)

3D PDB for NP0033467 (kopsofinone)

SMILES for NP0033467 (kopsofinone)

INCHI for NP0033467 (kopsofinone)

Structure for NP0033467 (kopsofinone)

3D Structure for NP0033467 (kopsofinone)