NP-MRD: Showing NP-Card for (3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone (NP0180408)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 18:45:48 UTC

Updated at

2022-09-03 18:45:49 UTC

NP-MRD ID

NP0180408

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone

Description

Zoanthamide belongs to the class of organic compounds known as piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone. (3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone was first documented in 2017 (PMID: 28496473). Based on a literature review very few articles have been published on Zoanthamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032220452D          

 38 43  0  0  1  0            999 V2000
    0.8889   -1.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -4.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9690   -4.8591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -5.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -5.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7792   -2.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -1.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -1.1173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0225   -0.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7289    0.1125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7992    0.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3525   -0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1560   -0.2405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0316   -1.1876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1672   -4.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9188   -4.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9347   -5.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1552   -5.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154   -6.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6574   -5.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 18 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 11 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 31 36  1  0  0  0  0
 12 37  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  1  1  0  0  0
  2 38  1  0  0  0  0
M  END

     RDKit          3D

 75 80  0  0  0  0  0  0  0  0999 V2000
   -2.7758    3.9332   -2.8792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9634    3.1630   -1.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1683    2.8563   -1.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4034    2.0984    0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5415    1.7111    0.3283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657    1.8633    0.8731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3400    1.0320    2.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7929    0.7038    2.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.2329    2.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7160   -1.0401    2.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5997   -0.5106    1.0016 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9720    0.7324    0.4656 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2428    1.5609    1.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0302    0.3856   -0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5453   -0.7854   -0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5277   -1.0297   -1.7242 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026   -0.0156   -2.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2239    0.7038   -2.0864 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3547   -0.2741   -1.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2967    0.6267   -1.0082 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1221   -0.1485   -0.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3256    1.5411   -0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5918    2.3616    0.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599    1.3563   -0.8709 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0144   -2.3694   -1.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454   -2.8025   -2.9614 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470   -3.2702   -0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5186   -2.6132    0.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189   -1.9571    0.1324 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5635   -2.9027   -0.7931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6628   -1.6245    1.3109 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4842   -2.8570    1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -3.2030    2.9670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0360   -2.7127    3.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -3.2274    4.0473 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926   -1.4277    2.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1237    1.5062   -0.1243 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7503    2.7482   -0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9777    4.6741   -2.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583    4.3816   -3.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5377    3.1781   -3.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0381    3.1707   -1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9094    2.9198    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771    1.5834    2.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2269   -0.0614    1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893    1.5903    2.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7400    0.1763    3.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2335   -0.8985    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8368    1.2768    1.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630    1.5643    2.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2221    2.6190    1.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600    1.1803   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657   -0.5406   -3.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2765    0.7034   -2.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149    1.3792   -2.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149   -1.0573   -1.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7994   -0.6937   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9293    1.1668   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1503    0.2611   -0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1335   -1.2384   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7426    0.0411    1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465   -3.3345   -0.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8064   -4.2966   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3905   -3.3258    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2190   -1.7659    0.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -2.7955   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4316   -2.6066   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1957   -3.9354   -0.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1008   -3.7600    1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5693   -2.7232    1.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1521   -1.1344    2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4418   -0.6857    3.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960    0.8123   -0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6036    3.5595   -0.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591    2.7357   -1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  6
 29 15  1  0
 15 14  2  0
 14 12  1  0
 12 13  1  1
 12 37  1  0
 37 38  1  0
 38  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 31  1  0
 31 32  1  1
 32 33  1  0
 33 34  1  0
 34 35  2  0
 34 36  1  0
 18 24  1  0
 24 22  1  0
 22 23  2  0
 22 20  1  0
 15 16  1  0
 11 12  1  0
 36 31  1  0
 31 29  1  0
  6 37  1  0
 21 59  1  0
 21 60  1  0
 21 61  1  0
 20 58  1  6
 19 56  1  0
 19 57  1  0
 18 55  1  6
 17 53  1  0
 17 54  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 28 65  1  0
 30 66  1  0
 30 67  1  0
 30 68  1  0
 14 52  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 37 73  1  6
 38 74  1  0
 38 75  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  6 43  1  1
  7 44  1  1
  8 45  1  0
  8 46  1  0
  8 47  1  0
 11 48  1  6
 32 69  1  0
 32 70  1  0
 36 71  1  0
 36 72  1  0
M  END


  Mrv1652309032220452D          

 38 43  0  0  1  0            999 V2000
    0.8889   -1.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -4.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9690   -4.8591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -5.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -5.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7792   -2.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -1.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2096   -1.1173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0225   -0.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7289    0.1125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7992    0.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3525   -0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1560   -0.2405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0316   -1.1876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2897   -2.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1672   -4.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9188   -4.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9347   -5.6119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1552   -5.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154   -6.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6574   -5.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  4  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 18 24  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 11 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 31 36  1  0  0  0  0
 12 37  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  1  1  0  0  0
  2 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0180408

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@H](CN2C(=O)CC[C@]3(C)C2=C[C@@]2(C)[C@@H]4CC(C)=CC(=O)[C@H]4[C@@H](C)C(=O)[C@@H]2[C@@]32COC(=O)C2)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H37NO7/c1-15-8-19-24(20(32)9-15)17(3)25(35)26-28(19,4)11-21-29(5,30(26)12-23(34)37-14-30)7-6-22(33)31(21)13-18-10-16(2)27(36)38-18/h9,11,16-19,24,26H,6-8,10,12-14H2,1-5H3/t16-,17+,18-,19+,24-,26-,28-,29+,30+/m0/s1

> <INCHI_KEY>
QARQPZGYTXSOTK-MIOONVICSA-N

> <FORMULA>
C30H37NO7

> <MOLECULAR_WEIGHT>
523.626

> <EXACT_MASS>
523.257002535

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.52358069519532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4'aS,5'aS,7'R,7'aR,11'aR,11'bR)-4'a,7',10',11'b-tetramethyl-1'-{[(2S,4S)-4-methyl-5-oxooxolan-2-yl]methyl}-2',3',4',4'a,5'a,6',7',7'a,8',11',11'a,11'b-dodecahydro-1'H-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone

> <JCHEM_LOGP>
2.331781795666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.711323563984024

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.886387083389675

> <JCHEM_PKA_STRONGEST_BASIC>
-3.651873696334548

> <JCHEM_POLAR_SURFACE_AREA>
107.05000000000001

> <JCHEM_REFRACTIVITY>
138.7702

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4'aS,5'aS,7'R,7'aR,11'aR,11'bR)-4'a,7',10',11'b-tetramethyl-1'-{[(2S,4S)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'H-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       1.659  -3.250   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.163  -4.705   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.155  -5.869   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.659  -7.324   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.651  -8.488   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.171  -7.615   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.676  -9.070   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667 -10.234   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.188  -9.361   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.692 -10.817   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.196  -8.197   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.692  -6.742   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.188  -5.287   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.700  -5.578   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.212  -5.869   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       9.220  -4.705   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       8.716  -3.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.725  -2.086   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.375  -0.586   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.694   0.210   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.825   1.744   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.858  -0.798   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.358  -0.449   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      11.259  -2.217   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.733  -4.996   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.741  -3.832   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.237  -6.451   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.229  -7.615   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.716  -7.324   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.645  -8.552   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.708  -8.488   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.182  -8.936   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.211 -10.475   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.756 -10.980   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       7.309 -12.453   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.827  -9.751   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.180  -6.451   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.676  -4.996   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   37                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   31                                                  
CONECT   12   11   13   14   37                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   29                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   18                                                       
CONECT   25   16   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   15   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   11   32   36                                             
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   31                                                       
CONECT   37   12    6   38                                                  
CONECT   38   37    2                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₇NO₇

Average Mass

523.6260 Da

Monoisotopic Mass

523.25700 Da

IUPAC Name

(3R,4'aS,5'aS,7'R,7'aR,11'aR,11'bR)-4'a,7',10',11'b-tetramethyl-1'-{[(2S,4S)-4-methyl-5-oxooxolan-2-yl]methyl}-2',3',4',4'a,5'a,6',7',7'a,8',11',11'a,11'b-dodecahydro-1'H-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone

Traditional Name

(3R,4'aS,5'aS,7'R,7'aR,11'aR,11'bR)-4'a,7',10',11'b-tetramethyl-1'-{[(2S,4S)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'H-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@H](CN2C(=O)CC[C@]3(C)C2=C[C@@]2(C)[C@@H]4CC(C)=CC(=O)[C@H]4[C@@H](C)C(=O)[C@@H]2[C@@]32COC(=O)C2)OC1=O

InChI Identifier

InChI=1S/C30H37NO7/c1-15-8-19-24(20(32)9-15)17(3)25(35)26-28(19,4)11-21-29(5,30(26)12-23(34)37-14-30)7-6-22(33)31(21)13-18-10-16(2)27(36)38-18/h9,11,16-19,24,26H,6-8,10,12-14H2,1-5H3/t16-,17+,18-,19+,24-,26-,28-,29+,30+/m0/s1

InChI Key

QARQPZGYTXSOTK-MIOONVICSA-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 piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Piperidinones

Direct Parent

Piperidinones

Alternative Parents

Substituents

Delta-lactam
Cyclohexenone
Piperidinone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Tertiary carboxylic acid amide
Oxolane
Carboxamide group
Carboxylic acid ester
Ketone
Lactone
Lactam
Carboxylic acid derivative
Oxacycle
Azacycle
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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	2.33	ChemAxon
pKa (Strongest Acidic)	17.89	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	107.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	138.77 m³·mol⁻¹	ChemAxon
Polarizability	55.52 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10280603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21671073

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Farrokhnia M, Mahnam K: Molecular Dynamics and Docking Investigations of Several Zoanthamine-Type Marine Alkaloids as Matrix Metaloproteinase-1 Inhibitors. Iran J Pharm Res. 2017 Winter;16(1):173-186. [PubMed:28496473 ]
LOTUS database [Link]

Showing NP-Card for (3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone (NP0180408)

MOL for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

3D MOL for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

3D SDF for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

3D-SDF for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

PDB for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

3D PDB for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

SMILES for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

INCHI for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

Structure for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)

3D Structure for NP0180408 ((3r,4'as,5'as,7'r,7'ar,11'ar,11'br)-4'a,7',10',11'b-tetramethyl-1'-{[(2s,4s)-4-methyl-5-oxooxolan-2-yl]methyl}-4',5'a,7',7'a,11',11'a-hexahydro-3'h-1'-azaspiro[oxolane-3,5'-tetraphene]-2',5,6',8'-tetrone)