NP-MRD: Showing NP-Card for methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate (NP0210500)

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Record Information

Version

2.0

Created at

2022-09-05 08:20:37 UTC

Updated at

2022-09-05 08:20:37 UTC

NP-MRD ID

NP0210500

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate

Description

Methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-[(1H-indol-3-yl)methyl]-6,6a-dimethyl-1aH,2H,2aH,5H,5aH,6H,6aH-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Based on a literature review very few articles have been published on methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-[(1H-indol-3-yl)methyl]-6,6a-dimethyl-1aH,2H,2aH,5H,5aH,6H,6aH-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052210202D          

 41 45  0  0  0  0            999 V2000
    2.4098    5.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947    5.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5592    4.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387    4.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    3.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7085    3.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934    2.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0139    2.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    2.3899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -0.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044   -0.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3175    0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0320   -0.2466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8605   -1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3454   -1.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0098   -2.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1893   -2.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044   -1.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400   -1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 31  1  0  0  0  0
 32 31  1  4  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 35  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END

     RDKit          3D

 81 85  0  0  0  0  0  0  0  0999 V2000
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    1.1765    3.8882   -3.5337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0131    3.2051   -3.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686    3.8394   -3.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    1.7739   -2.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2114    1.7442   -1.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    0.3698   -0.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163   -0.5503   -1.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4197    0.0756    0.6407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5442   -1.3794    0.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5280   -2.3103    0.8811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -1.6987    1.1260 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -0.5628    1.0718 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7828   -0.6396    1.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4888   -1.9187    1.7004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4654   -3.0656    2.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2100   -4.0329    1.9266 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6160    1.3604    2.4326 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.5495    2.4494    2.2365 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9563    3.8721    2.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651    2.3077    3.2059 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191    1.9795    1.8576 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7473    0.5371    1.4557 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9896    0.2015    0.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179   -0.5942    1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -0.9982    0.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387   -0.4593   -0.9094 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2269   -0.9468   -1.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6368   -0.5865   -1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7181   -1.2306   -1.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8657   -1.0282   -2.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0253   -2.1494   -0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1930   -2.6955   -0.1885 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5030    5.8586   -3.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043    5.3866   -4.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1975    5.6723   -3.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7544   -1.0084    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -0.7447    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  9  7  1  6
  9 24  1  0
 24 13  1  0
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 22 23  2  0
 13 12  1  0
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 24 25  1  0
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 27 28  1  6
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 29 30  1  0
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 31 32  1  0
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 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  2  0
 10  9  1  0
 30 27  1  0
 31  9  1  0
 23 15  1  0
 23 18  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  5 45  1  0
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 11 49  1  0
 25 60  1  1
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 26 63  1  0
 28 64  1  0
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 30 67  1  6
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 35 73  1  1
 36 74  1  0
 36 75  1  0
 36 76  1  0
 37 77  1  0
 39 78  1  0
 39 79  1  0
 39 80  1  0
 40 81  1  0
M  END


  Mrv1652309052210202D          

 41 45  0  0  0  0            999 V2000
    2.4098    5.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8947    5.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5592    4.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387    4.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    3.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7085    3.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1934    2.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0139    2.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    2.3899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1274    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -0.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044   -0.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3175    0.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0320   -0.2466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8605   -1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1893   -2.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044   -1.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400   -1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
  9 31  1  0  0  0  0
 32 31  1  4  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 35  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0210500

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CCC(=O)C12C(C(CC3=CNC4=CC=CC=C34)N=C1O)C(C)C1(C)OC1C2C=CCC(C)C=C(C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H40N2O6/c1-19(15-20(2)18-36)9-8-11-24-30-32(4,41-30)21(3)29-26(16-22-17-34-25-12-7-6-10-23(22)25)35-31(39)33(24,29)27(37)13-14-28(38)40-5/h6-8,10-12,15,17-19,21,24,26,29-30,34H,9,13-14,16H2,1-5H3,(H,35,39)

> <INCHI_KEY>
PUUJOTFFKOBIPX-UHFFFAOYSA-N

> <FORMULA>
C33H40N2O6

> <MOLECULAR_WEIGHT>
560.691

> <EXACT_MASS>
560.288637016

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
61.37722597377572

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-[(1H-indol-3-yl)methyl]-6,6a-dimethyl-1aH,2H,2aH,5H,5aH,6H,6aH-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate

> <JCHEM_LOGP>
3.879189818371755

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.934280007568393

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.735037604228179

> <JCHEM_PKA_STRONGEST_BASIC>
5.390987467731193

> <JCHEM_POLAR_SURFACE_AREA>
121.35

> <JCHEM_REFRACTIVITY>
157.34540000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1H-indol-3-ylmethyl)-6,6a-dimethyl-1aH,2H,5H,5aH,6H-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       4.498  11.038   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.403   9.792   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.777   8.385   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.246   8.225   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.682   7.140   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.056   5.733   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.961   4.487   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.493   4.648   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.799   3.556   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.045   4.461   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       7.705   2.310   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.799   1.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.275  -0.401   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.782  -0.721   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.926   0.310   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      11.260  -0.460   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      10.940  -1.967   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.845  -3.212   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.218  -4.619   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.687  -4.780   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.782  -3.534   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.408  -2.128   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.897   0.206   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   24   31                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   15   18                                                  
CONECT   24   13    9   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   27   31                                                  
CONECT   31   30    9   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-[(1H-indol-3-yl)methyl]-6,6a-dimethyl-1ah,2H,2ah,5H,5ah,6H,6ah-oxireno[2,3-F]isoindol-2a-yl]-4-oxobutanoic acid	Generator

Chemical Formula

C₃₃H₄₀N₂O₆

Average Mass

560.6910 Da

Monoisotopic Mass

560.28864 Da

IUPAC Name

methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-[(1H-indol-3-yl)methyl]-6,6a-dimethyl-1aH,2H,2aH,5H,5aH,6H,6aH-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate

Traditional Name

methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1H-indol-3-ylmethyl)-6,6a-dimethyl-1aH,2H,5H,5aH,6H-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCC(=O)C12C(C(CC3=CNC4=CC=CC=C34)N=C1O)C(C)C1(C)OC1C2C=CCC(C)C=C(C)C=O

InChI Identifier

InChI=1S/C33H40N2O6/c1-19(15-20(2)18-36)9-8-11-24-30-32(4,41-30)21(3)29-26(16-22-17-34-25-12-7-6-10-23(22)25)35-31(39)33(24,29)27(37)13-14-28(38)40-5/h6-8,10-12,15,17-19,21,24,26,29-30,34H,9,13-14,16H2,1-5H3,(H,35,39)

InChI Key

PUUJOTFFKOBIPX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

3-alkylindole
Isoindolone
Isoindole
Indole or derivatives
Indole
Gamma-keto acid
Fatty acid methyl ester
Oxepane
Fatty acid ester
Fatty acyl
Benzenoid
Substituted pyrrole
2-pyrrolidone
Pyrrolidone
Keto acid
Heteroaromatic compound
Methyl ester
Pyrrolidine
Pyrrole
Enal
Alpha,beta-unsaturated aldehyde
Secondary carboxylic acid amide
Lactam
Ketone
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aldehyde
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	3.88	ChemAxon
pKa (Strongest Acidic)	2.74	ChemAxon
pKa (Strongest Basic)	5.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	121.35 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	157.35 m³·mol⁻¹	ChemAxon
Polarizability	61.38 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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

163042205

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate (NP0210500)

MOL for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

3D MOL for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

3D SDF for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

3D-SDF for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

PDB for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

3D PDB for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

SMILES for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

INCHI for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

Structure for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)

3D Structure for NP0210500 (methyl 4-[2-(4,6-dimethyl-7-oxohepta-1,5-dien-1-yl)-3-hydroxy-5-(1h-indol-3-ylmethyl)-6,6a-dimethyl-1ah,2h,5h,5ah,6h-oxireno[2,3-f]isoindol-2a-yl]-4-oxobutanoate)