NP-MRD: Showing NP-Card for methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate (NP0324751)

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Record Information

Version

2.0

Created at

2022-09-12 05:01:13 UTC

Updated at

2022-09-12 05:01:14 UTC

NP-MRD ID

NP0324751

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate

Description

CHEMBL2375160 belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate is found in Daphniphyllum macropodum. Based on a literature review very few articles have been published on CHEMBL2375160.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122593D          

 58 62  0  0  0  0            999 V2000
    4.1909    4.5593   -3.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    3.2424   -3.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698    3.0825   -2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9052    3.9600   -1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807    1.6531   -2.6552 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4329    1.6010   -2.7000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0736    0.9931   -1.3451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5728   -0.4573   -1.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868   -1.0698   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -1.0055   -0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -0.4927    0.6487 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5469    1.0389    0.7379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6841    1.4653    1.9517 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8000    1.0651    1.9793 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5828    0.9310    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.8750   -0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    0.7440   -1.5028 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5668    1.0812   -0.6095 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0824    0.7910    0.8145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2335    1.7736   -0.6264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8581    3.2678   -0.2845 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7252    4.1316   -1.4094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695    1.8741   -1.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5925    1.1571   -1.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9997   -0.1178   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -0.0963   -0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5791   -1.4032   -1.8164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7492   -2.3761   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -2.0320   -1.0952 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1197    4.5777   -3.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    5.2895   -3.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    4.8117   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727    1.2655   -3.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0096    2.5798   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    0.9923   -3.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -0.9039    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -0.9264    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5724    1.3231    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7671    2.5446    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1448    1.0349    2.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3107    1.7962    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862    0.1095    2.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.2962   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8705    2.1310   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4477    0.4821   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477   -0.2240    1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    1.5071    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485    3.7078    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    3.3405    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    4.3101   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071    2.7360   -2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3111    1.4882   -2.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823   -1.1415   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -3.2768   -2.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6002   -1.9143   -2.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0914   -2.6821   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.7432   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -2.5948   -0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0  0  0  0
  5  6  1  0  0  0  0
 25 24  1  0  0  0  0
 23 24  2  0  0  0  0
  7  6  1  6  0  0  0
  8 10  1  0  0  0  0
 16 15  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 20  1  0  0  0  0
 10 29  1  0  0  0  0
 13 14  1  0  0  0  0
 25 27  1  0  0  0  0
 27 29  1  0  0  0  0
 14 15  1  0  0  0  0
 27 28  1  0  0  0  0
  7 16  1  0  0  0  0
 20 21  1  1  0  0  0
  7 20  1  0  0  0  0
  5  3  1  0  0  0  0
 15 19  1  0  0  0  0
  3  2  1  0  0  0  0
 19 18  1  0  0  0  0
  3  4  2  0  0  0  0
 18 17  1  0  0  0  0
  2  1  1  0  0  0  0
 17 16  1  0  0  0  0
 17 43  1  6  0  0  0
  8  9  2  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
 25 26  2  0  0  0  0
 17  5  1  0  0  0  0
 21 22  1  0  0  0  0
 12 38  1  1  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
  5 33  1  6  0  0  0
  6 34  1  0  0  0  0
  6 35  1  0  0  0  0
 19 46  1  0  0  0  0
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 18 44  1  0  0  0  0
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 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 29 57  1  0  0  0  0
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 21 48  1  0  0  0  0
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  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 22 50  1  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    4.1909    4.5593   -3.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    3.2424   -3.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698    3.0825   -2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9052    3.9600   -1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807    1.6531   -2.6552 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4329    1.6010   -2.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    0.9931   -1.3451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5728   -0.4573   -1.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4254   -1.0055   -0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -0.4927    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469    1.0389    0.7379 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.8000    1.0651    1.9793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    0.9310    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.8750   -0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    0.7440   -1.5028 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5668    1.0812   -0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5176    1.5071    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485    3.7078    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    3.3405    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 32  1  0
 22 50  1  0
M  END


  Mrv1652306202122593D          

 58 62  0  0  0  0            999 V2000
    4.1909    4.5593   -3.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    3.2424   -3.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698    3.0825   -2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9052    3.9600   -1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4329    1.6010   -2.7000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0736    0.9931   -1.3451 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.4254   -1.0055   -0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5828    0.9310    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.8750   -0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5668    1.0812   -0.6095 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.4695    1.8741   -1.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5925    1.1571   -1.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9997   -0.1178   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -0.0963   -0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5791   -1.4032   -1.8164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7492   -2.3761   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -2.0320   -1.0952 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1197    4.5777   -3.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    5.2895   -3.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    4.8117   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727    1.2655   -3.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0096    2.5798   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    0.9923   -3.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -0.9039    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -0.9264    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5724    1.3231    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7671    2.5446    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1448    1.0349    2.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3107    1.7962    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862    0.1095    2.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.2962   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8705    2.1310   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4477    0.4821   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477   -0.2240    1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    1.5071    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485    3.7078    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    3.3405    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    4.3101   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071    2.7360   -2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3111    1.4882   -2.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823   -1.1415   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -3.2768   -2.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6002   -1.9143   -2.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0914   -2.6821   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.7432   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -2.5948   -0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0  0  0  0
  5  6  1  0  0  0  0
 25 24  1  0  0  0  0
 23 24  2  0  0  0  0
  7  6  1  6  0  0  0
  8 10  1  0  0  0  0
 16 15  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 20  1  0  0  0  0
 10 29  1  0  0  0  0
 13 14  1  0  0  0  0
 25 27  1  0  0  0  0
 27 29  1  0  0  0  0
 14 15  1  0  0  0  0
 27 28  1  0  0  0  0
  7 16  1  0  0  0  0
 20 21  1  1  0  0  0
  7 20  1  0  0  0  0
  5  3  1  0  0  0  0
 15 19  1  0  0  0  0
  3  2  1  0  0  0  0
 19 18  1  0  0  0  0
  3  4  2  0  0  0  0
 18 17  1  0  0  0  0
  2  1  1  0  0  0  0
 17 16  1  0  0  0  0
 17 43  1  6  0  0  0
  8  9  2  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
 25 26  2  0  0  0  0
 17  5  1  0  0  0  0
 21 22  1  0  0  0  0
 12 38  1  1  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
  5 33  1  6  0  0  0
  6 34  1  0  0  0  0
  6 35  1  0  0  0  0
 19 46  1  0  0  0  0
 19 47  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
 23 51  1  0  0  0  0
 24 52  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 29 57  1  0  0  0  0
 29 58  1  0  0  0  0
 27 53  1  6  0  0  0
 28 54  1  0  0  0  0
 28 55  1  0  0  0  0
 28 56  1  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 22 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324751

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]12\C([H])=C([H])/C(=O)[C@]([H])(C([H])([H])[H])C([H])([H])N3C(=O)[C@]11C4=C(C([H])([H])C([H])([H])[C@]4([H])[C@]([H])(C(=O)OC([H])([H])[H])C1([H])[H])C([H])([H])C([H])([H])[C@]2([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H29NO5/c1-13-10-24-11-15-5-3-14-4-6-16-17(20(27)29-2)9-23(19(14)16,21(24)28)22(15,12-25)8-7-18(13)26/h7-8,13,15-17,25H,3-6,9-12H2,1-2H3/b8-7-/t13-,15-,16-,17-,22-,23+/m1/s1

> <INCHI_KEY>
AFHHOCAMBXRKGP-PIHZIMBRSA-N

> <FORMULA>
C23H29NO5

> <MOLECULAR_WEIGHT>
399.487

> <EXACT_MASS>
399.204573038

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.33553784435067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,3R,4R,10S,14R,16Z,18R)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1^{1,4}.0^{10,18}.0^{7,20}]icosa-7(20),16-diene-3-carboxylate

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
0.959563352666668

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.77608417055608

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.012704545312591

> <JCHEM_PKA_STRONGEST_BASIC>
1.398466452666442

> <JCHEM_POLAR_SURFACE_AREA>
83.91

> <JCHEM_REFRACTIVITY>
107.96229999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,3R,4R,10S,14R,16Z,18R)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1^{1,4}.0^{10,18}.0^{7,20}]icosa-7(20),16-diene-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    4.1909    4.5593   -3.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    3.2424   -3.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698    3.0825   -2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9052    3.9600   -1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807    1.6531   -2.6552 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4329    1.6010   -2.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    0.9931   -1.3451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5728   -0.4573   -1.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868   -1.0698   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -1.0055   -0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -0.4927    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469    1.0389    0.7379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6841    1.4653    1.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    1.0651    1.9793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    0.9310    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.8750   -0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    0.7440   -1.5028 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5668    1.0812   -0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0824    0.7910    0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2335    1.7736   -0.6264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8581    3.2678   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252    4.1316   -1.4094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695    1.8741   -1.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5925    1.1571   -1.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9997   -0.1178   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -0.0963   -0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5791   -1.4032   -1.8164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7492   -2.3761   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -2.0320   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1197    4.5777   -3.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    5.2895   -3.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    4.8117   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727    1.2655   -3.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0096    2.5798   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    0.9923   -3.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -0.9039    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -0.9264    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5724    1.3231    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7671    2.5446    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1448    1.0349    2.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3107    1.7962    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862    0.1095    2.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.2962   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8705    2.1310   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4477    0.4821   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477   -0.2240    1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    1.5071    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485    3.7078    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    3.3405    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    4.3101   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071    2.7360   -2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3111    1.4882   -2.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823   -1.1415   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -3.2768   -2.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6002   -1.9143   -2.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0914   -2.6821   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.7432   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -2.5948   -0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0
  5  6  1  0
 25 24  1  0
 23 24  2  0
  7  6  1  6
  8 10  1  0
 16 15  2  0
 10 11  1  0
 12 11  1  0
 12 20  1  0
 10 29  1  0
 13 14  1  0
 25 27  1  0
 27 29  1  0
 14 15  1  0
 27 28  1  0
  7 16  1  0
 20 21  1  1
  7 20  1  0
  5  3  1  0
 15 19  1  0
  3  2  1  0
 19 18  1  0
  3  4  2  0
 18 17  1  0
  2  1  1  0
 17 16  1  0
 17 43  1  6
  8  9  2  0
  7  8  1  0
 12 13  1  0
 25 26  2  0
 17  5  1  0
 21 22  1  0
 12 38  1  1
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
  5 33  1  6
  6 34  1  0
  6 35  1  0
 19 46  1  0
 19 47  1  0
 18 44  1  0
 18 45  1  0
 23 51  1  0
 24 52  1  0
 11 36  1  0
 11 37  1  0
 29 57  1  0
 29 58  1  0
 27 53  1  6
 28 54  1  0
 28 55  1  0
 28 56  1  0
 21 48  1  0
 21 49  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 22 50  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       4.191   4.559  -3.103  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.644   3.242  -3.186  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.470   3.083  -2.513  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.905   3.960  -1.871  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.981   1.653  -2.655  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.433   1.601  -2.700  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.074   0.993  -1.345  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.573  -0.457  -1.643  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.287  -1.070  -2.673  0.00  0.00           O+0
HETATM   10  N   UNK     0      -1.425  -1.006  -0.700  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.503  -0.493   0.649  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.547   1.039   0.738  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.684   1.465   1.952  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.800   1.065   1.979  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.583   0.931   0.712  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.212   0.875  -0.573  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.379   0.744  -1.503  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.567   1.081  -0.610  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.082   0.791   0.815  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.234   1.774  -0.626  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.858   3.268  -0.285  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.725   4.132  -1.409  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.470   1.874  -1.575  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.592   1.157  -1.760  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.000  -0.118  -1.111  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.656  -0.096  -0.073  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.579  -1.403  -1.816  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.749  -2.376  -1.902  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.380  -2.032  -1.095  0.00  0.00           C+0
HETATM   30  H   UNK     0       5.120   4.578  -3.679  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.500   5.290  -3.535  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.423   4.812  -2.063  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.373   1.266  -3.604  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.010   2.580  -2.925  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.133   0.992  -3.561  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.382  -0.904   1.159  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.644  -0.926   1.171  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.572   1.323   1.016  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.767   2.545   2.121  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.145   1.035   2.853  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.311   1.796   2.620  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.886   0.110   2.514  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.445  -0.296  -1.848  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.870   2.131  -0.676  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.448   0.482  -0.864  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.348  -0.224   1.130  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.518   1.507   1.519  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.649   3.708   0.336  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.076   3.341   0.279  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.236   4.310  -1.517  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.407   2.736  -2.247  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.311   1.488  -2.506  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.282  -1.141  -2.841  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.466  -3.277  -2.456  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.600  -1.914  -2.415  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.091  -2.682  -0.908  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.888  -2.743  -1.769  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.688  -2.595  -0.206  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3   17   33                                             
CONECT    6    5    7   34   35                                             
CONECT    7    6   16   20    8                                             
CONECT    8   10    9    7                                                  
CONECT    9    8                                                            
CONECT   10    8   11   29                                                  
CONECT   11   10   12   36   37                                             
CONECT   12   11   20   13   38                                             
CONECT   13   14   12   39   40                                             
CONECT   14   13   15   41   42                                             
CONECT   15   16   14   19                                                  
CONECT   16   15    7   17                                                  
CONECT   17   18   16   43    5                                             
CONECT   18   19   17   44   45                                             
CONECT   19   15   18   46   47                                             
CONECT   20   23   12   21    7                                             
CONECT   21   20   22   48   49                                             
CONECT   22   21   50                                                       
CONECT   23   20   24   51                                                  
CONECT   24   25   23   52                                                  
CONECT   25   24   27   26                                                  
CONECT   26   25                                                            
CONECT   27   25   29   28   53                                             
CONECT   28   27   54   55   56                                             
CONECT   29   10   27   57   58                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35    6                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   13                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   17                                                            
CONECT   44   18                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   19                                                            
CONECT   48   21                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   27                                                            
CONECT   54   28                                                            
CONECT   55   28                                                            
CONECT   56   28                                                            
CONECT   57   29                                                            
CONECT   58   29                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

RDKit          3D

58 62  0  0  0  0  0  0  0  0999 V2000
    4.1909    4.5593   -3.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6442    3.2424   -3.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4698    3.0825   -2.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9052    3.9600   -1.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807    1.6531   -2.6552 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4329    1.6010   -2.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0736    0.9931   -1.3451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5728   -0.4573   -1.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2868   -1.0698   -2.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4254   -1.0055   -0.6999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5028   -0.4927    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469    1.0389    0.7379 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6841    1.4653    1.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000    1.0651    1.9793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828    0.9310    0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.8750   -0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    0.7440   -1.5028 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5668    1.0812   -0.6095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0824    0.7910    0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2335    1.7736   -0.6264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8581    3.2678   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252    4.1316   -1.4094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695    1.8741   -1.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5925    1.1571   -1.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9997   -0.1178   -1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6558   -0.0963   -0.0730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5791   -1.4032   -1.8164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7492   -2.3761   -1.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3801   -2.0320   -1.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1197    4.5777   -3.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4996    5.2895   -3.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4229    4.8117   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3727    1.2655   -3.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0096    2.5798   -2.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    0.9923   -3.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3822   -0.9039    1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -0.9264    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5724    1.3231    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7671    2.5446    2.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1448    1.0349    2.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3107    1.7962    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862    0.1095    2.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.2962   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8705    2.1310   -0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4477    0.4821   -0.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477   -0.2240    1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    1.5071    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485    3.7078    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    3.3405    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356    4.3101   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4071    2.7360   -2.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3111    1.4882   -2.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2823   -1.1415   -2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656   -3.2768   -2.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6002   -1.9143   -2.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0914   -2.6821   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.7432   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6878   -2.5948   -0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 23  1  0
  5  6  1  0
 25 24  1  0
 23 24  2  0
  7  6  1  6
  8 10  1  0
 16 15  2  0
 10 11  1  0
 12 11  1  0
 12 20  1  0
 10 29  1  0
 13 14  1  0
 25 27  1  0
 27 29  1  0
 14 15  1  0
 27 28  1  0
  7 16  1  0
 20 21  1  1
  7 20  1  0
  5  3  1  0
 15 19  1  0
  3  2  1  0
 19 18  1  0
  3  4  2  0
 18 17  1  0
  2  1  1  0
 17 16  1  0
 17 43  1  6
  8  9  2  0
  7  8  1  0
 12 13  1  0
 25 26  2  0
 17  5  1  0
 21 22  1  0
 12 38  1  1
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
  5 33  1  6
  6 34  1  0
  6 35  1  0
 19 46  1  0
 19 47  1  0
 18 44  1  0
 18 45  1  0
 23 51  1  0
 24 52  1  0
 11 36  1  0
 11 37  1  0
 29 57  1  0
 29 58  1  0
 27 53  1  6
 28 54  1  0
 28 55  1  0
 28 56  1  0
 21 48  1  0
 21 49  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 22 50  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₉NO₅

Average Mass

399.4870 Da

Monoisotopic Mass

399.20457 Da

IUPAC Name

methyl (1R,3R,4R,10S,14R,16Z,18R)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1^{1,4}.0^{10,18}.0^{7,20}]icosa-7(20),16-diene-3-carboxylate

Traditional Name

methyl (1R,3R,4R,10S,14R,16Z,18R)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1^{1,4}.0^{10,18}.0^{7,20}]icosa-7(20),16-diene-3-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]12\C([H])=C([H])/C(=O)[C@]([H])(C([H])([H])[H])C([H])([H])N3C(=O)[C@]11C4=C(C([H])([H])C([H])([H])[C@]4([H])[C@]([H])(C(=O)OC([H])([H])[H])C1([H])[H])C([H])([H])C([H])([H])[C@]2([H])C3([H])[H]

InChI Identifier

InChI=1S/C23H29NO5/c1-13-10-24-11-15-5-3-14-4-6-16-17(20(27)29-2)9-23(19(14)16,21(24)28)22(15,12-25)8-7-18(13)26/h7-8,13,15-17,25H,3-6,9-12H2,1-2H3/b8-7-/t13-,15-,16-,17-,22-,23+/m1/s1

InChI Key

AFHHOCAMBXRKGP-PIHZIMBRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Daphniphyllum macropodum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Azaspirodecane
Delta-lactam
Piperidinone
Piperidine
Tertiary carboxylic acid amide
Methyl ester
Carboxamide group
Carboxylic acid ester
Ketone
Lactam
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.48	ALOGPS
logP	0.96	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	15.01	ChemAxon
pKa (Strongest Basic)	1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.96 m³·mol⁻¹	ChemAxon
Polarizability	42.34 Å³	ChemAxon
Number of Rings	5	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

30811905

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73356413

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate (NP0324751)

MOL for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

3D MOL for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

3D SDF for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

3D-SDF for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

PDB for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

3D PDB for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

SMILES for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

INCHI for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

Structure for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)

3D Structure for NP0324751 (methyl (1r,3r,4r,10s,14r,16e,18r)-18-(hydroxymethyl)-14-methyl-15,19-dioxo-12-azapentacyclo[10.6.1.1¹,⁴.0¹⁰,¹⁸.0⁷,²⁰]icosa-7(20),16-diene-3-carboxylate)