NP-MRD: Showing NP-Card for Chrysamide A (NP0015578)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 00:47:19 UTC

Updated at

2021-07-15 17:20:22 UTC

NP-MRD ID

NP0015578

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Chrysamide A

Provided By

NPAtlas

Description

(1R,3R,4R,6R)-3,6-dimethyl-2,5-bis[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-7-oxa-2,5-diazabicyclo[2.2.1]Heptane belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. Chrysamide A is found in Penicillium and Penicillium chrysogenum. Based on a literature review very few articles have been published on (1R,3R,4R,6R)-3,6-dimethyl-2,5-bis[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-7-oxa-2,5-diazabicyclo[2.2.1]Heptane.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117203D          

 65 70  0  0  0  0            999 V2000
    0.2672   -2.5453   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.5842   -0.1518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5523   -2.4202    0.7557 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0328   -1.7756    1.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.6816    1.0911 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6621   -0.1417    0.6205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6114    0.8694   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -1.3235    0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -1.5315   -0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -2.6520   -0.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510   -0.5948   -0.0494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2342   -0.3386    1.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.6860   -0.6477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665   -0.1705   -1.1318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0287    0.4103   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    1.7564   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4888    2.2750   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    1.4277   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7955    1.9321   -0.0462 N   0  3  0  0  0  4  0  0  0  0  0  0
  -10.7018    1.1448    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0886    3.2736   -0.0925 O   0  5  0  0  0  1  0  0  0  0  0  0
   -8.2651    0.0600   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.4535   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654   -1.4616    0.2848 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -1.4595   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.4508   -0.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573   -0.4468    0.2099 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6299    0.9503   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205   -0.3676    1.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940   -0.8089    0.8652 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2603    0.0763    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2874   -0.3101   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4157    0.4509   -0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.6332    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8345    2.3574    0.3100 N   0  3  0  0  0  4  0  0  0  0  0  0
   10.6558    1.9576   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0728    3.4899    1.0422 O   0  5  0  0  0  1  0  0  0  0  0  0
    7.6208    2.0145    1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4666    1.2353    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -2.5252   -2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684   -1.6929   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393   -3.5188   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1620   -3.4949    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -3.3226    1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -0.0211    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2166    0.3154    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108    1.2264   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.5284   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.7808   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.5178    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7479   -1.3222    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -0.3046    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311   -0.5221   -2.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    2.4179   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6387    3.3199   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0486   -0.6131    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8244   -1.5259   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2983    0.9910   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.0405   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    1.7481    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3187   -1.9178    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647   -1.2152   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2212    0.1636   -0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781    2.9210    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906    1.5430    2.1663 H   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  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
 11 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  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 25  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  2  0  0  0  0
 24  2  1  0  0  0  0
 30 27  1  0  0  0  0
 39 31  1  0  0  0  0
  8  3  1  0  0  0  0
 14 11  1  0  0  0  0
 23 15  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  2 43  1  1  0  0  0
  3 44  1  1  0  0  0
  5 45  1  1  0  0  0
  6 46  1  1  0  0  0
  7 47  1  0  0  0  0
  7 48  1  0  0  0  0
  7 49  1  0  0  0  0
 12 50  1  0  0  0  0
 12 51  1  0  0  0  0
 12 52  1  0  0  0  0
 14 53  1  6  0  0  0
 16 54  1  0  0  0  0
 17 55  1  0  0  0  0
 22 56  1  0  0  0  0
 23 57  1  0  0  0  0
 28 58  1  0  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 30 61  1  1  0  0  0
 32 62  1  0  0  0  0
 33 63  1  0  0  0  0
 38 64  1  0  0  0  0
 39 65  1  0  0  0  0
M  CHG  4  19   1  21  -1  35   1  37  -1
M  END

     RDKit          3D

 65 70  0  0  0  0  0  0  0  0999 V2000
    0.2672   -2.5453   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.5842   -0.1518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5523   -2.4202    0.7557 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0328   -1.7756    1.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.6816    1.0911 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6621   -0.1417    0.6205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6114    0.8694   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -1.3235    0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -1.5315   -0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -2.6520   -0.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510   -0.5948   -0.0494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2342   -0.3386    1.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.6860   -0.6477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665   -0.1705   -1.1318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0287    0.4103   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    1.7564   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4888    2.2750   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    1.4277   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7955    1.9321   -0.0462 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.7018    1.1448    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0886    3.2736   -0.0925 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.2651    0.0600   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.4535   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654   -1.4616    0.2848 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -1.4595   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.4508   -0.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573   -0.4468    0.2099 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6299    0.9503   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205   -0.3676    1.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940   -0.8089    0.8652 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2603    0.0763    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2874   -0.3101   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4157    0.4509   -0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.6332    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8345    2.3574    0.3100 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.6558    1.9576   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0728    3.4899    1.0422 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.6208    2.0145    1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4666    1.2353    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -2.5252   -2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684   -1.6929   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393   -3.5188   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1620   -3.4949    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -3.3226    1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -0.0211    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2166    0.3154    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108    1.2264   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.5284   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.7808   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.5178    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7479   -1.3222    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -0.3046    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311   -0.5221   -2.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    2.4179   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6387    3.3199   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0486   -0.6131    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8244   -1.5259   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2983    0.9910   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.0405   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    1.7481    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3187   -1.9178    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647   -1.2152   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2212    0.1636   -0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781    2.9210    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906    1.5430    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 11  9  1  1
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
  5 24  1  0
 24 25  1  0
 25 26  2  0
 27 25  1  1
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 34 38  1  0
 38 39  2  0
 24  2  1  0
 30 27  1  0
 39 31  1  0
  8  3  1  0
 14 11  1  0
 23 15  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  1
  3 44  1  1
  5 45  1  1
  6 46  1  1
  7 47  1  0
  7 48  1  0
  7 49  1  0
 12 50  1  0
 12 51  1  0
 12 52  1  0
 14 53  1  6
 16 54  1  0
 17 55  1  0
 22 56  1  0
 23 57  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 30 61  1  1
 32 62  1  0
 33 63  1  0
 38 64  1  0
 39 65  1  0
M  CHG  4  19   1  21  -1  35   1  37  -1
M  END


  Mrv1652306242117203D          

 65 70  0  0  0  0            999 V2000
    0.2672   -2.5453   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.5842   -0.1518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5523   -2.4202    0.7557 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0328   -1.7756    1.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.6816    1.0911 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6621   -0.1417    0.6205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6114    0.8694   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -1.3235    0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -1.5315   -0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -2.6520   -0.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510   -0.5948   -0.0494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2342   -0.3386    1.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.6860   -0.6477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665   -0.1705   -1.1318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0287    0.4103   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    1.7564   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4888    2.2750   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    1.4277   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7955    1.9321   -0.0462 N   0  3  0  0  0  4  0  0  0  0  0  0
  -10.7018    1.1448    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0886    3.2736   -0.0925 O   0  5  0  0  0  1  0  0  0  0  0  0
   -8.2651    0.0600   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.4535   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654   -1.4616    0.2848 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -1.4595   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.4508   -0.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573   -0.4468    0.2099 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6299    0.9503   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205   -0.3676    1.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940   -0.8089    0.8652 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2603    0.0763    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2874   -0.3101   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4157    0.4509   -0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.6332    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8345    2.3574    0.3100 N   0  3  0  0  0  4  0  0  0  0  0  0
   10.6558    1.9576   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0728    3.4899    1.0422 O   0  5  0  0  0  1  0  0  0  0  0  0
    7.6208    2.0145    1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4666    1.2353    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -2.5252   -2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684   -1.6929   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393   -3.5188   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1620   -3.4949    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -3.3226    1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -0.0211    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2166    0.3154    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108    1.2264   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.5284   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.7808   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.5178    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7479   -1.3222    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -0.3046    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311   -0.5221   -2.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    2.4179   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6387    3.3199   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0486   -0.6131    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8244   -1.5259   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2983    0.9910   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.0405   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    1.7481    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3187   -1.9178    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647   -1.2152   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2212    0.1636   -0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781    2.9210    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906    1.5430    2.1663 H   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  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
 11 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  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 25  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  2  0  0  0  0
 24  2  1  0  0  0  0
 30 27  1  0  0  0  0
 39 31  1  0  0  0  0
  8  3  1  0  0  0  0
 14 11  1  0  0  0  0
 23 15  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
  2 43  1  1  0  0  0
  3 44  1  1  0  0  0
  5 45  1  1  0  0  0
  6 46  1  1  0  0  0
  7 47  1  0  0  0  0
  7 48  1  0  0  0  0
  7 49  1  0  0  0  0
 12 50  1  0  0  0  0
 12 51  1  0  0  0  0
 12 52  1  0  0  0  0
 14 53  1  6  0  0  0
 16 54  1  0  0  0  0
 17 55  1  0  0  0  0
 22 56  1  0  0  0  0
 23 57  1  0  0  0  0
 28 58  1  0  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 30 61  1  1  0  0  0
 32 62  1  0  0  0  0
 33 63  1  0  0  0  0
 38 64  1  0  0  0  0
 39 65  1  0  0  0  0
M  CHG  4  19   1  21  -1  35   1  37  -1
M  END
> <DATABASE_ID>
NP0015578

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)[C@@]1([H])O[C@@]1(C(=O)N1[C@]2([H])O[C@@]([H])(N(C(=O)[C@]3(O[C@]3([H])C3=C([H])C([H])=C(C([H])=C3[H])[N+]([O-])=O)C([H])([H])[H])[C@]2([H])C([H])([H])[H])[C@@]1([H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H26N4O9/c1-13-21-28(24(32)26(4)20(39-26)16-7-11-18(12-8-16)30(35)36)14(2)22(37-21)27(13)23(31)25(3)19(38-25)15-5-9-17(10-6-15)29(33)34/h5-14,19-22H,1-4H3/t13-,14-,19-,20-,21-,22-,25+,26+/m1/s1

> <INCHI_KEY>
SVFCQQXAVRBPAJ-TVSFNPFMSA-N

> <FORMULA>
C26H26N4O9

> <MOLECULAR_WEIGHT>
538.513

> <EXACT_MASS>
538.169978433

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
53.644438793374505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({4-[(2R,3S)-3-[(1R,3R,4R,6R)-3,6-dimethyl-5-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-7-oxa-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]-3-methyloxiran-2-yl]phenyl}nitro)-lambda1-oxidanyl

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.804083587666668

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8712125055552966

> <JCHEM_POLAR_SURFACE_AREA>
161.19

> <JCHEM_REFRACTIVITY>
131.0605

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-[(2R,3S)-3-[(1R,3R,4R,6R)-3,6-dimethyl-5-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-7-oxa-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]-3-methyloxiran-2-yl]phenylnitro}-lambda1-oxidanyl

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 70  0  0  0  0  0  0  0  0999 V2000
    0.2672   -2.5453   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.5842   -0.1518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5523   -2.4202    0.7557 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0328   -1.7756    1.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.6816    1.0911 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6621   -0.1417    0.6205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6114    0.8694   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -1.3235    0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -1.5315   -0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -2.6520   -0.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510   -0.5948   -0.0494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2342   -0.3386    1.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.6860   -0.6477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665   -0.1705   -1.1318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0287    0.4103   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    1.7564   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4888    2.2750   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    1.4277   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7955    1.9321   -0.0462 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.7018    1.1448    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0886    3.2736   -0.0925 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.2651    0.0600   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.4535   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654   -1.4616    0.2848 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -1.4595   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.4508   -0.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573   -0.4468    0.2099 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6299    0.9503   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205   -0.3676    1.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940   -0.8089    0.8652 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2603    0.0763    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2874   -0.3101   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4157    0.4509   -0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.6332    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8345    2.3574    0.3100 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.6558    1.9576   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0728    3.4899    1.0422 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.6208    2.0145    1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4666    1.2353    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -2.5252   -2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684   -1.6929   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393   -3.5188   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1620   -3.4949    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -3.3226    1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -0.0211    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2166    0.3154    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108    1.2264   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.5284   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.7808   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.5178    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7479   -1.3222    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -0.3046    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311   -0.5221   -2.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    2.4179   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6387    3.3199   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0486   -0.6131    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8244   -1.5259   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2983    0.9910   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.0405   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    1.7481    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3187   -1.9178    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647   -1.2152   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2212    0.1636   -0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781    2.9210    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906    1.5430    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 11  9  1  1
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
  5 24  1  0
 24 25  1  0
 25 26  2  0
 27 25  1  1
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 34 38  1  0
 38 39  2  0
 24  2  1  0
 30 27  1  0
 39 31  1  0
  8  3  1  0
 14 11  1  0
 23 15  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  1
  3 44  1  1
  5 45  1  1
  6 46  1  1
  7 47  1  0
  7 48  1  0
  7 49  1  0
 12 50  1  0
 12 51  1  0
 12 52  1  0
 14 53  1  6
 16 54  1  0
 17 55  1  0
 22 56  1  0
 23 57  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 30 61  1  1
 32 62  1  0
 33 63  1  0
 38 64  1  0
 39 65  1  0
M  CHG  4  19   1  21  -1  35   1  37  -1
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       0.267  -2.545  -1.597  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.599  -2.584  -0.152  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.552  -2.420   0.756  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.033  -1.776   1.876  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.628  -0.682   1.091  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.662  -0.142   0.621  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.611   0.869  -0.494  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.426  -1.323   0.307  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.733  -1.532  -0.149  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.010  -2.652  -0.711  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.851  -0.595  -0.049  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.234  -0.339   1.439  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.643   0.686  -0.648  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.667  -0.171  -1.132  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.029   0.410  -0.863  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.214   1.756  -0.986  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.489   2.275  -0.713  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.504   1.428  -0.335  0.00  0.00           C+0
HETATM   19  N   UNK     0      -9.796   1.932  -0.046  0.00  0.00           N+1
HETATM   20  O   UNK     0     -10.702   1.145   0.257  0.00  0.00           O+0
HETATM   21  O   UNK     0     -10.089   3.274  -0.093  0.00  0.00           O-1
HETATM   22  C   UNK     0      -8.265   0.060  -0.223  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.021  -0.454  -0.489  0.00  0.00           C+0
HETATM   24  N   UNK     0       1.465  -1.462   0.285  0.00  0.00           N+0
HETATM   25  C   UNK     0       2.831  -1.460  -0.099  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.282  -2.451  -0.795  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.857  -0.447   0.210  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.630   0.950  -0.333  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.021  -0.368   1.678  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.094  -0.809   0.865  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.260   0.076   0.783  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.287  -0.310  -0.102  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.416   0.451  -0.228  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.620   1.633   0.494  0.00  0.00           C+0
HETATM   35  N   UNK     0       9.835   2.357   0.310  0.00  0.00           N+1
HETATM   36  O   UNK     0      10.656   1.958  -0.514  0.00  0.00           O+0
HETATM   37  O   UNK     0      10.073   3.490   1.042  0.00  0.00           O-1
HETATM   38  C   UNK     0       7.621   2.014   1.358  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.467   1.235   1.484  0.00  0.00           C+0
HETATM   40  H   UNK     0       1.219  -2.525  -2.184  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.368  -1.693  -1.815  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.239  -3.519  -1.824  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.162  -3.495   0.151  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.081  -3.323   1.038  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.155  -0.021   1.826  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.217   0.315   1.515  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.411   1.226  -0.618  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.990   0.528  -1.464  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.184   1.781  -0.137  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.914   0.518   1.537  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.748  -1.322   1.755  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.319  -0.305   2.005  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.531  -0.522  -2.152  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.402   2.418  -1.289  0.00  0.00           H+0
HETATM   55  H   UNK     0      -7.639   3.320  -0.806  0.00  0.00           H+0
HETATM   56  H   UNK     0      -9.049  -0.613   0.070  0.00  0.00           H+0
HETATM   57  H   UNK     0      -6.824  -1.526  -0.401  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.298   0.991  -1.264  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.625   1.040  -0.694  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.019   1.748   0.304  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.319  -1.918   0.975  0.00  0.00           H+0
HETATM   62  H   UNK     0       7.165  -1.215  -0.676  0.00  0.00           H+0
HETATM   63  H   UNK     0       9.221   0.164  -0.913  0.00  0.00           H+0
HETATM   64  H   UNK     0       7.778   2.921   1.909  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.691   1.543   2.166  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    1    3   24   43                                             
CONECT    3    2    4    8   44                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   24   45                                             
CONECT    6    5    7    8   46                                             
CONECT    7    6   47   48   49                                             
CONECT    8    6    9    3                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11   50   51   52                                             
CONECT   13   11   14                                                       
CONECT   14   13   15   11   53                                             
CONECT   15   14   16   23                                                  
CONECT   16   15   17   54                                                  
CONECT   17   16   18   55                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23   56                                                  
CONECT   23   22   15   57                                                  
CONECT   24    5   25    2                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29   30                                             
CONECT   28   27   58   59   60                                             
CONECT   29   27   30                                                       
CONECT   30   29   31   27   61                                             
CONECT   31   30   32   39                                                  
CONECT   32   31   33   62                                                  
CONECT   33   32   34   63                                                  
CONECT   34   33   35   38                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   34   39   64                                                  
CONECT   39   38   31   65                                                  
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    2                                                            
CONECT   44    3                                                            
CONECT   45    5                                                            
CONECT   46    6                                                            
CONECT   47    7                                                            
CONECT   48    7                                                            
CONECT   49    7                                                            
CONECT   50   12                                                            
CONECT   51   12                                                            
CONECT   52   12                                                            
CONECT   53   14                                                            
CONECT   54   16                                                            
CONECT   55   17                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   28                                                            
CONECT   59   28                                                            
CONECT   60   28                                                            
CONECT   61   30                                                            
CONECT   62   32                                                            
CONECT   63   33                                                            
CONECT   64   38                                                            
CONECT   65   39                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  140    0
END

RDKit          3D

65 70  0  0  0  0  0  0  0  0999 V2000
    0.2672   -2.5453   -1.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990   -2.5842   -0.1518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5523   -2.4202    0.7557 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0328   -1.7756    1.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284   -0.6816    1.0911 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6621   -0.1417    0.6205 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6114    0.8694   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -1.3235    0.3068 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7335   -1.5315   -0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0099   -2.6520   -0.7105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510   -0.5948   -0.0494 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2342   -0.3386    1.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.6860   -0.6477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6665   -0.1705   -1.1318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0287    0.4103   -0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    1.7564   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4888    2.2750   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5035    1.4277   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7955    1.9321   -0.0462 N   0  0  0  0  0  4  0  0  0  0  0  0
  -10.7018    1.1448    0.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0886    3.2736   -0.0925 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.2651    0.0600   -0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -0.4535   -0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654   -1.4616    0.2848 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -1.4595   -0.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817   -2.4508   -0.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573   -0.4468    0.2099 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6299    0.9503   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205   -0.3676    1.6775 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940   -0.8089    0.8652 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2603    0.0763    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2874   -0.3101   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4157    0.4509   -0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.6332    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8345    2.3574    0.3100 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.6558    1.9576   -0.5136 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0728    3.4899    1.0422 O   0  0  0  0  0  1  0  0  0  0  0  0
    7.6208    2.0145    1.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4666    1.2353    1.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -2.5252   -2.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3684   -1.6929   -1.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393   -3.5188   -1.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1620   -3.4949    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -3.3226    1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -0.0211    1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2166    0.3154    1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108    1.2264   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.5284   -1.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1841    1.7808   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.5178    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7479   -1.3222    1.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3190   -0.3046    2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5311   -0.5221   -2.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4022    2.4179   -1.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6387    3.3199   -0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0486   -0.6131    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8244   -1.5259   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2983    0.9910   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6248    1.0405   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0185    1.7481    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3187   -1.9178    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1647   -1.2152   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2212    0.1636   -0.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781    2.9210    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906    1.5430    2.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 11  9  1  1
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  2  0
  5 24  1  0
 24 25  1  0
 25 26  2  0
 27 25  1  1
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 35 37  1  0
 34 38  1  0
 38 39  2  0
 24  2  1  0
 30 27  1  0
 39 31  1  0
  8  3  1  0
 14 11  1  0
 23 15  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  1
  3 44  1  1
  5 45  1  1
  6 46  1  1
  7 47  1  0
  7 48  1  0
  7 49  1  0
 12 50  1  0
 12 51  1  0
 12 52  1  0
 14 53  1  6
 16 54  1  0
 17 55  1  0
 22 56  1  0
 23 57  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 30 61  1  1
 32 62  1  0
 33 63  1  0
 38 64  1  0
 39 65  1  0
M  CHG  4  19   1  21  -1  35   1  37  -1
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₆H₂₆N₄O₉

Average Mass

538.5130 Da

Monoisotopic Mass

538.16998 Da

IUPAC Name

({4-[(2R,3S)-3-[(1R,3R,4R,6R)-3,6-dimethyl-5-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-7-oxa-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]-3-methyloxiran-2-yl]phenyl}nitro)-lambda1-oxidanyl

Traditional Name

{4-[(2R,3S)-3-[(1R,3R,4R,6R)-3,6-dimethyl-5-[(2S,3R)-2-methyl-3-(4-nitrophenyl)oxirane-2-carbonyl]-7-oxa-2,5-diazabicyclo[2.2.1]heptane-2-carbonyl]-3-methyloxiran-2-yl]phenylnitro}-lambda1-oxidanyl

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H]2O[C@H]([C@@H](C)N2C(=O)[C@@]2(C)O[C@@H]2C2=CC=C(C=C2)[N+]([O-])=O)N1C(=O)[C@@]1(C)O[C@@H]1C1=CC=C(C=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C26H26N4O9/c1-13-21-28(24(32)26(4)20(39-26)16-7-11-18(12-8-16)30(35)36)14(2)22(37-21)27(13)23(31)25(3)19(38-25)15-5-9-17(10-6-15)29(33)34/h5-14,19-22H,1-4H3/t13-,14-,19-,20-,21-,22-,25+,26+/m1/s1

InChI Key

SVFCQQXAVRBPAJ-TVSFNPFMSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Penicillium	NPAtlas	27440074
Penicillium chrysogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Nitroaromatic compound
Piperazine
Oxirane carboxylic acid or derivatives
1,4-diazinane
Tertiary carboxylic acid amide
Oxazolidine
Organic nitro compound
C-nitro compound
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
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
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	3.03	ALOGPS
logP	3.8	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	161.19 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	131.06 m³·mol⁻¹	ChemAxon
Polarizability	53.64 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	Yes	ChemAxon

External Links

NPAtlas ID

NPA004794

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58197099

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132515916

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Chrysamide A (NP0015578)

MOL for NP0015578 (Chrysamide A)

3D MOL for NP0015578 (Chrysamide A)

3D SDF for NP0015578 (Chrysamide A)

3D-SDF for NP0015578 (Chrysamide A)

PDB for NP0015578 (Chrysamide A)

3D PDB for NP0015578 (Chrysamide A)

SMILES for NP0015578 (Chrysamide A)

INCHI for NP0015578 (Chrysamide A)

Structure for NP0015578 (Chrysamide A)

3D Structure for NP0015578 (Chrysamide A)