NP-MRD: Showing NP-Card for N,N'-pentylenebis(cantharimide) (NP0032744)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 23:27:58 UTC

Updated at

2021-06-30 00:02:07 UTC

NP-MRD ID

NP0032744

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N,N'-pentylenebis(cantharimide)

Provided By

JEOL Database JEOL Logo

Description

N,N'-Pentamethylenebis[(1beta,4beta)-2,3-dimethyl-7-oxabicyclo[2.2.1]Heptane-2beta,3beta-dicarbimide] belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. N,N'-pentylenebis(cantharimide) is found in Mylabris phalerate. N,N'-pentylenebis(cantharimide) was first documented in 2007 (Nakatani, T., et al.). Based on a literature review very few articles have been published on N,N'-Pentamethylenebis[(1beta,4beta)-2,3-dimethyl-7-oxabicyclo[2.2.1]Heptane-2beta,3beta-dicarbimide].

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101273D          

 67 72  0  0  0  0            999 V2000
    3.2322   -0.1790   -6.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -0.2244   -5.9849 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1929    1.1959   -5.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    2.0513   -6.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    1.3619   -4.8139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    2.6151   -4.4597 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7679    3.6242   -3.8340 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5097    3.0578   -2.6217 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2732    4.1385   -1.8536 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2236    3.5572   -0.7990 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5558    2.6680    0.1330 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    3.1077    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    4.2756    1.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2433    1.9173    1.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2683    2.0773    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.7908    3.2755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4851    0.6223    4.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0131   -0.5910    3.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7401    0.0637    2.1775 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2626    1.2443    2.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    0.6963    1.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7620   -0.2594    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018    1.3059    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.6590   -0.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.2335   -4.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478    0.1175   -2.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1563   -0.8750   -4.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1550   -1.4194   -3.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.9118   -5.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8775   -3.0864   -5.9558 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4300   -2.4391   -7.2298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9632   -0.9898   -7.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3232   -1.2145   -6.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.4731   -5.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.2224   -7.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -1.1654   -6.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249    2.4155   -3.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    3.0524   -5.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003    4.5160   -3.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022    3.9445   -4.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141    2.2875   -2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7889    2.5779   -1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    4.8099   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    4.7485   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    4.3818   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0353    3.0141   -1.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557    1.1901    2.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178    2.2745    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    2.9251    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    2.7252    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9550    0.6472    5.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4032    0.6056    4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -1.2941    3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -1.1326    3.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.5382    1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613   -1.1154    0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754    0.2372   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6521    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -2.1476   -4.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.6121   -3.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.9114   -2.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449   -2.1987   -4.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -3.5667   -5.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458   -3.8542   -6.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5102   -2.5542   -7.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.9040   -8.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450   -0.4557   -8.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
 32  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  5  1  0  0  0  0
  5 25  1  0  0  0  0
 17 16  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 14 16  1  0  0  0  0
 14 21  1  0  0  0  0
 25 27  1  0  0  0  0
 27 29  1  0  0  0  0
 25 26  2  0  0  0  0
 27  2  1  0  0  0  0
  3  4  2  0  0  0  0
 21 23  1  0  0  0  0
 23 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  2  0  0  0  0
 27 28  1  1  0  0  0
 23 24  2  0  0  0  0
 30 31  1  0  0  0  0
 14 15  1  1  0  0  0
  2  1  1  6  0  0  0
 21 22  1  6  0  0  0
 30 29  1  0  0  0  0
 16 20  1  0  0  0  0
 19 20  1  0  0  0  0
 29 33  1  0  0  0  0
 11 10  1  0  0  0  0
 32 33  1  0  0  0  0
 10  9  1  0  0  0  0
  5  6  1  0  0  0  0
  9  8  1  0  0  0  0
 31 32  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
 31 65  1  0  0  0  0
 31 66  1  0  0  0  0
 32 67  1  6  0  0  0
 29 62  1  1  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 28 61  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 18 53  1  0  0  0  0
 18 54  1  0  0  0  0
 19 55  1  6  0  0  0
 16 50  1  1  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 15 49  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 22 58  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  7 39  1  0  0  0  0
  7 40  1  0  0  0  0
M  END

     RDKit          3D

 67 72  0  0  0  0  0  0  0  0999 V2000
    3.2322   -0.1790   -6.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -0.2244   -5.9849 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1929    1.1959   -5.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    2.0513   -6.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    1.3619   -4.8139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    2.6151   -4.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    3.6242   -3.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5097    3.0578   -2.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2732    4.1385   -1.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236    3.5572   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5558    2.6680    0.1330 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    3.1077    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    4.2756    1.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2433    1.9173    1.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2683    2.0773    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.7908    3.2755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4851    0.6223    4.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131   -0.5910    3.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7401    0.0637    2.1775 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2626    1.2443    2.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    0.6963    1.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7620   -0.2594    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018    1.3059    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.6590   -0.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.2335   -4.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478    0.1175   -2.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1563   -0.8750   -4.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1550   -1.4194   -3.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.9118   -5.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8775   -3.0864   -5.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -2.4391   -7.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632   -0.9898   -7.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3232   -1.2145   -6.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.4731   -5.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.2224   -7.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -1.1654   -6.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249    2.4155   -3.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    3.0524   -5.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003    4.5160   -3.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022    3.9445   -4.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141    2.2875   -2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7889    2.5779   -1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    4.8099   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    4.7485   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    4.3818   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0353    3.0141   -1.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557    1.1901    2.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178    2.2745    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    2.9251    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    2.7252    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9550    0.6472    5.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4032    0.6056    4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -1.2941    3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -1.1326    3.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.5382    1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613   -1.1154    0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754    0.2372   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6521    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -2.1476   -4.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.6121   -3.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.9114   -2.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449   -2.1987   -4.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -3.5667   -5.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458   -3.8542   -6.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5102   -2.5542   -7.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.9040   -8.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450   -0.4557   -8.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 32  2  1  0
  2  3  1  0
  3  5  1  0
  5 25  1  0
 17 16  1  0
 18 19  1  0
 19 21  1  0
 14 16  1  0
 14 21  1  0
 25 27  1  0
 27 29  1  0
 25 26  2  0
 27  2  1  0
  3  4  2  0
 21 23  1  0
 23 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 27 28  1  1
 23 24  2  0
 30 31  1  0
 14 15  1  1
  2  1  1  6
 21 22  1  6
 30 29  1  0
 16 20  1  0
 19 20  1  0
 29 33  1  0
 11 10  1  0
 32 33  1  0
 10  9  1  0
  5  6  1  0
  9  8  1  0
 31 32  1  0
  8  7  1  0
  7  6  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  6
 29 62  1  1
 28 59  1  0
 28 60  1  0
 28 61  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  6 38  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  6
 16 50  1  1
 15 47  1  0
 15 48  1  0
 15 49  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 10 45  1  0
 10 46  1  0
  9 43  1  0
  9 44  1  0
  8 41  1  0
  8 42  1  0
  7 39  1  0
  7 40  1  0
M  END


  Mrv1652306202101273D          

 67 72  0  0  0  0            999 V2000
    3.2322   -0.1790   -6.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -0.2244   -5.9849 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1929    1.1959   -5.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    2.0513   -6.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    1.3619   -4.8139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    2.6151   -4.4597 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7679    3.6242   -3.8340 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5097    3.0578   -2.6217 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2732    4.1385   -1.8536 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2236    3.5572   -0.7990 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5558    2.6680    0.1330 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    3.1077    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    4.2756    1.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2433    1.9173    1.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2683    2.0773    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.7908    3.2755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4851    0.6223    4.1255 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0131   -0.5910    3.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7401    0.0637    2.1775 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2626    1.2443    2.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    0.6963    1.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7620   -0.2594    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018    1.3059    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.6590   -0.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.2335   -4.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478    0.1175   -2.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1563   -0.8750   -4.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1550   -1.4194   -3.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.9118   -5.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8775   -3.0864   -5.9558 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4300   -2.4391   -7.2298 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9632   -0.9898   -7.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3232   -1.2145   -6.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.4731   -5.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.2224   -7.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -1.1654   -6.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249    2.4155   -3.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    3.0524   -5.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003    4.5160   -3.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022    3.9445   -4.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141    2.2875   -2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7889    2.5779   -1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    4.8099   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    4.7485   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    4.3818   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0353    3.0141   -1.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557    1.1901    2.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178    2.2745    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    2.9251    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    2.7252    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9550    0.6472    5.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4032    0.6056    4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -1.2941    3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -1.1326    3.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.5382    1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613   -1.1154    0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754    0.2372   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6521    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -2.1476   -4.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.6121   -3.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.9114   -2.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449   -2.1987   -4.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -3.5667   -5.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458   -3.8542   -6.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5102   -2.5542   -7.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.9040   -8.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450   -0.4557   -8.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
 32  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  5  1  0  0  0  0
  5 25  1  0  0  0  0
 17 16  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 14 16  1  0  0  0  0
 14 21  1  0  0  0  0
 25 27  1  0  0  0  0
 27 29  1  0  0  0  0
 25 26  2  0  0  0  0
 27  2  1  0  0  0  0
  3  4  2  0  0  0  0
 21 23  1  0  0  0  0
 23 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  2  0  0  0  0
 27 28  1  1  0  0  0
 23 24  2  0  0  0  0
 30 31  1  0  0  0  0
 14 15  1  1  0  0  0
  2  1  1  6  0  0  0
 21 22  1  6  0  0  0
 30 29  1  0  0  0  0
 16 20  1  0  0  0  0
 19 20  1  0  0  0  0
 29 33  1  0  0  0  0
 11 10  1  0  0  0  0
 32 33  1  0  0  0  0
 10  9  1  0  0  0  0
  5  6  1  0  0  0  0
  9  8  1  0  0  0  0
 31 32  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
 31 65  1  0  0  0  0
 31 66  1  0  0  0  0
 32 67  1  6  0  0  0
 29 62  1  1  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 28 61  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
 17 51  1  0  0  0  0
 17 52  1  0  0  0  0
 18 53  1  0  0  0  0
 18 54  1  0  0  0  0
 19 55  1  6  0  0  0
 16 50  1  1  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 15 49  1  0  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 22 58  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  7 39  1  0  0  0  0
  7 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032744

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])([H])[C@@]12C(=O)N(C(=O)[C@]1(C([H])([H])[H])[C@]1([H])O[C@@]2([H])C([H])([H])C1([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N1C(=O)[C@@]2(C([H])([H])[H])[C@@]3([H])O[C@]([H])(C([H])([H])C3([H])[H])[C@]2(C1=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H34N2O6/c1-22-14-8-9-15(32-14)23(22,2)19(29)26(18(22)28)12-6-5-7-13-27-20(30)24(3)16-10-11-17(33-16)25(24,4)21(27)31/h14-17H,5-13H2,1-4H3/t14-,15+,16-,17+,22+,23-,24+,25-

> <INCHI_KEY>
OFKGXRFADYVJRK-OJMQINQWSA-N

> <FORMULA>
C25H34N2O6

> <MOLECULAR_WEIGHT>
458.555

> <EXACT_MASS>
458.241686823

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
47.25462611604107

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,6R,7S)-4-{5-[(1R,2S,6R,7S)-2,6-dimethyl-3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]pentyl}-2,6-dimethyl-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
1.957763193666666

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8784004535514662

> <JCHEM_POLAR_SURFACE_AREA>
93.22000000000001

> <JCHEM_REFRACTIVITY>
116.64159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6R,7S)-4-{5-[(1R,2S,6R,7S)-2,6-dimethyl-3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]pentyl}-2,6-dimethyl-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 67 72  0  0  0  0  0  0  0  0999 V2000
    3.2322   -0.1790   -6.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -0.2244   -5.9849 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1929    1.1959   -5.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    2.0513   -6.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    1.3619   -4.8139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    2.6151   -4.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    3.6242   -3.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5097    3.0578   -2.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2732    4.1385   -1.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236    3.5572   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5558    2.6680    0.1330 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    3.1077    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    4.2756    1.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2433    1.9173    1.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2683    2.0773    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.7908    3.2755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4851    0.6223    4.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131   -0.5910    3.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7401    0.0637    2.1775 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2626    1.2443    2.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    0.6963    1.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7620   -0.2594    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018    1.3059    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.6590   -0.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.2335   -4.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478    0.1175   -2.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1563   -0.8750   -4.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1550   -1.4194   -3.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.9118   -5.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8775   -3.0864   -5.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -2.4391   -7.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632   -0.9898   -7.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3232   -1.2145   -6.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.4731   -5.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.2224   -7.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -1.1654   -6.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249    2.4155   -3.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    3.0524   -5.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003    4.5160   -3.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022    3.9445   -4.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141    2.2875   -2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7889    2.5779   -1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    4.8099   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    4.7485   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    4.3818   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0353    3.0141   -1.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557    1.1901    2.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178    2.2745    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    2.9251    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    2.7252    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9550    0.6472    5.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4032    0.6056    4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -1.2941    3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -1.1326    3.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.5382    1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613   -1.1154    0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754    0.2372   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6521    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -2.1476   -4.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.6121   -3.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.9114   -2.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449   -2.1987   -4.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -3.5667   -5.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458   -3.8542   -6.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5102   -2.5542   -7.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.9040   -8.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450   -0.4557   -8.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 32  2  1  0
  2  3  1  0
  3  5  1  0
  5 25  1  0
 17 16  1  0
 18 19  1  0
 19 21  1  0
 14 16  1  0
 14 21  1  0
 25 27  1  0
 27 29  1  0
 25 26  2  0
 27  2  1  0
  3  4  2  0
 21 23  1  0
 23 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 27 28  1  1
 23 24  2  0
 30 31  1  0
 14 15  1  1
  2  1  1  6
 21 22  1  6
 30 29  1  0
 16 20  1  0
 19 20  1  0
 29 33  1  0
 11 10  1  0
 32 33  1  0
 10  9  1  0
  5  6  1  0
  9  8  1  0
 31 32  1  0
  8  7  1  0
  7  6  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  6
 29 62  1  1
 28 59  1  0
 28 60  1  0
 28 61  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  6 38  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  6
 16 50  1  1
 15 47  1  0
 15 48  1  0
 15 49  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 10 45  1  0
 10 46  1  0
  9 43  1  0
  9 44  1  0
  8 41  1  0
  8 42  1  0
  7 39  1  0
  7 40  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       3.232  -0.179  -6.151  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.718  -0.224  -5.985  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.193   1.196  -5.937  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.434   2.051  -6.778  0.00  0.00           O+0
HETATM    5  N   UNK     0       0.436   1.362  -4.814  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.204   2.615  -4.460  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.768   3.624  -3.834  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.510   3.058  -2.622  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.273   4.138  -1.854  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.224   3.557  -0.799  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.556   2.668   0.133  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.803   3.108   1.182  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.588   4.276   1.478  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.243   1.917   1.934  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.268   2.077   2.045  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.986   1.791   3.276  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.485   0.622   4.125  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.013  -0.591   3.353  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.740   0.064   2.178  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.263   1.244   2.845  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.780   0.696   1.155  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.762  -0.259   0.546  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.602   1.306   0.038  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.197   0.659  -0.814  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.357   0.234  -4.048  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.248   0.118  -2.990  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.156  -0.875  -4.702  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.155  -1.419  -3.688  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.175  -1.912  -5.273  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.878  -3.086  -5.956  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.430  -2.439  -7.230  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.963  -0.990  -7.086  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.323  -1.214  -6.447  0.00  0.00           O+0
HETATM   34  H   UNK     0       3.693   0.473  -5.400  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.504   0.222  -7.135  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.695  -1.165  -6.060  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.025   2.416  -3.763  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.631   3.052  -5.369  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.200   4.516  -3.542  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.502   3.945  -4.583  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.214   2.288  -2.957  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.789   2.578  -1.949  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.552   4.810  -1.372  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.861   4.749  -2.550  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.668   4.382  -0.230  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.035   3.014  -1.296  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.756   1.190   2.459  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.718   2.275   1.065  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.523   2.925   2.692  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.124   2.725   3.826  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.955   0.647   5.116  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.403   0.606   4.273  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.230  -1.294   3.062  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.728  -1.133   3.985  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.548  -0.538   1.753  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.261  -1.115   0.078  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.175   0.237  -0.235  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.059  -0.652   1.285  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.844  -2.148  -4.125  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.759  -0.612  -3.258  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.638  -1.911  -2.856  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.645  -2.199  -4.609  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.645  -3.567  -5.345  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.146  -3.854  -6.234  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.510  -2.554  -7.342  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.954  -2.904  -8.102  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.845  -0.456  -8.032  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2   32    3   27    1                                             
CONECT    3    2    5    4                                                  
CONECT    4    3                                                            
CONECT    5    3   25    6                                                  
CONECT    6    5    7   37   38                                             
CONECT    7    8    6   39   40                                             
CONECT    8    9    7   41   42                                             
CONECT    9   10    8   43   44                                             
CONECT   10   11    9   45   46                                             
CONECT   11   23   12   10                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   16   21   12   15                                             
CONECT   15   14   47   48   49                                             
CONECT   16   17   14   20   50                                             
CONECT   17   18   16   51   52                                             
CONECT   18   17   19   53   54                                             
CONECT   19   18   21   20   55                                             
CONECT   20   16   19                                                       
CONECT   21   19   14   23   22                                             
CONECT   22   21   56   57   58                                             
CONECT   23   21   11   24                                                  
CONECT   24   23                                                            
CONECT   25    5   27   26                                                  
CONECT   26   25                                                            
CONECT   27   25   29    2   28                                             
CONECT   28   27   59   60   61                                             
CONECT   29   27   30   33   62                                             
CONECT   30   31   29   63   64                                             
CONECT   31   30   32   65   66                                             
CONECT   32    2   33   31   67                                             
CONECT   33   29   32                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   22                                                            
CONECT   59   28                                                            
CONECT   60   28                                                            
CONECT   61   28                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
CONECT   66   31                                                            
CONECT   67   32                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  144    0
END

RDKit          3D

67 72  0  0  0  0  0  0  0  0999 V2000
    3.2322   -0.1790   -6.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -0.2244   -5.9849 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1929    1.1959   -5.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4341    2.0513   -6.7782 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362    1.3619   -4.8139 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    2.6151   -4.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    3.6242   -3.8340 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5097    3.0578   -2.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2732    4.1385   -1.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2236    3.5572   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5558    2.6680    0.1330 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    3.1077    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    4.2756    1.4778 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2433    1.9173    1.9342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2683    2.0773    2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9863    1.7908    3.2755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4851    0.6223    4.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0131   -0.5910    3.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7401    0.0637    2.1775 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2626    1.2443    2.8452 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    0.6963    1.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7620   -0.2594    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018    1.3059    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.6590   -0.8139 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.2335   -4.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2478    0.1175   -2.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1563   -0.8750   -4.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1550   -1.4194   -3.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -1.9118   -5.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8775   -3.0864   -5.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -2.4391   -7.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632   -0.9898   -7.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3232   -1.2145   -6.4474 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.4731   -5.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5036    0.2224   -7.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -1.1654   -6.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249    2.4155   -3.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    3.0524   -5.3692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2003    4.5160   -3.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022    3.9445   -4.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141    2.2875   -2.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7889    2.5779   -1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519    4.8099   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    4.7485   -2.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678    4.3818   -0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0353    3.0141   -1.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557    1.1901    2.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178    2.2745    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5232    2.9251    2.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    2.7252    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9550    0.6472    5.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4032    0.6056    4.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -1.2941    3.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -1.1326    3.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -0.5382    1.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2613   -1.1154    0.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754    0.2372   -0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -0.6521    1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8436   -2.1476   -4.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -0.6121   -3.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379   -1.9114   -2.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449   -2.1987   -4.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450   -3.5667   -5.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1458   -3.8542   -6.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5102   -2.5542   -7.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9544   -2.9040   -8.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450   -0.4557   -8.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 32  2  1  0
  2  3  1  0
  3  5  1  0
  5 25  1  0
 17 16  1  0
 18 19  1  0
 19 21  1  0
 14 16  1  0
 14 21  1  0
 25 27  1  0
 27 29  1  0
 25 26  2  0
 27  2  1  0
  3  4  2  0
 21 23  1  0
 23 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 27 28  1  1
 23 24  2  0
 30 31  1  0
 14 15  1  1
  2  1  1  6
 21 22  1  6
 30 29  1  0
 16 20  1  0
 19 20  1  0
 29 33  1  0
 11 10  1  0
 32 33  1  0
 10  9  1  0
  5  6  1  0
  9  8  1  0
 31 32  1  0
  8  7  1  0
  7  6  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  6
 29 62  1  1
 28 59  1  0
 28 60  1  0
 28 61  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  6 38  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  6
 16 50  1  1
 15 47  1  0
 15 48  1  0
 15 49  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 10 45  1  0
 10 46  1  0
  9 43  1  0
  9 44  1  0
  8 41  1  0
  8 42  1  0
  7 39  1  0
  7 40  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
N,N'-pentamethylenebis[(1b,4b)-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2b,3b-dicarbimide]	Generator
N,N'-pentamethylenebis[(1β,4β)-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2β,3β-dicarbimide]	Generator

Chemical Formula

C₂₅H₃₄N₂O₆

Average Mass

458.5550 Da

Monoisotopic Mass

458.24169 Da

IUPAC Name

(1R,2S,6R,7S)-4-{5-[(1R,2S,6R,7S)-2,6-dimethyl-3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]pentyl}-2,6-dimethyl-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

Traditional Name

(1R,2S,6R,7S)-4-{5-[(1R,2S,6R,7S)-2,6-dimethyl-3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decan-4-yl]pentyl}-2,6-dimethyl-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione

CAS Registry Number

Not Available

SMILES

[H]C([H])([H])[C@@]12C(=O)N(C(=O)[C@]1(C([H])([H])[H])[C@]1([H])O[C@@]2([H])C([H])([H])C1([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N1C(=O)[C@@]2(C([H])([H])[H])[C@@]3([H])O[C@]([H])(C([H])([H])C3([H])[H])[C@]2(C1=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C25H34N2O6/c1-22-14-8-9-15(32-14)23(22,2)19(29)26(18(22)28)12-6-5-7-13-27-20(30)24(3)16-10-11-17(33-16)25(24,4)21(27)31/h14-17H,5-13H2,1-4H3/t14-,15+,16-,17+,22+,23-,24+,25-

InChI Key

OFKGXRFADYVJRK-OJMQINQWSA-N

Experimental Spectra

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

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mylabris phalerate	JEOL database	Nakatani, T., et al, Chem. Pharm. Bull. 55, 92 (2007)

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

Isoindolone
Carboxylic acid imide, n-substituted
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Carboxylic acid imide
Dicarboximide
Oxolane
Pyrrolidine
Lactam
Carboxylic acid derivative
Ether
Dialkyl ether
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	2.91	ALOGPS
logP	1.96	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	93.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.64 m³·mol⁻¹	ChemAxon
Polarizability	47.25 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

17263177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16105342

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nakatani, T., et al. (2007). Nakatani, T., et al, Chem. Pharm. Bull. 55, 92 (2007). Chem. Pharm. Bull..

Showing NP-Card for N,N'-pentylenebis(cantharimide) (NP0032744)

MOL for NP0032744 (N,N'-pentylenebis(cantharimide))

3D MOL for NP0032744 (N,N'-pentylenebis(cantharimide))

3D SDF for NP0032744 (N,N'-pentylenebis(cantharimide))

3D-SDF for NP0032744 (N,N'-pentylenebis(cantharimide))

PDB for NP0032744 (N,N'-pentylenebis(cantharimide))

3D PDB for NP0032744 (N,N'-pentylenebis(cantharimide))

SMILES for NP0032744 (N,N'-pentylenebis(cantharimide))

INCHI for NP0032744 (N,N'-pentylenebis(cantharimide))

Structure for NP0032744 (N,N'-pentylenebis(cantharimide))

3D Structure for NP0032744 (N,N'-pentylenebis(cantharimide))