NP-MRD: Showing NP-Card for peniamidienone (NP0029783)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 21:18:55 UTC

Updated at

2021-06-29 23:57:22 UTC

NP-MRD ID

NP0029783

Secondary Accession Numbers

None

Natural Product Identification

Common Name

peniamidienone

Provided By

JEOL Database JEOL Logo

Description

peniamidienone is found in Penicillium sp. No. 13 and Penicillium sp. No.13. peniamidienone was first documented in 2000 (Kimura, Y., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123183D          

 46 47  0  0  0  0            999 V2000
    4.6062    7.6613   -2.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    6.5800   -1.7428 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3808    6.9321   -1.5778 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6498    5.8672   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423    5.1422   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494    4.1243   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.4033   -1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    2.3254   -0.3029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2879    2.6970   -0.1239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1353    2.3685   -1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.4434   -2.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5611    0.6296   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -0.2962   -2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.9811   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    0.1076   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -1.1299   -1.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580   -2.0435   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.0501    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -3.2995    0.1145 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7670   -3.0647   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -4.0572   -0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6872   -3.3428   -1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -3.7135   -2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868    7.7931   -3.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613    7.3903   -2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    8.6207   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    6.4491   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613    5.6274   -2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    7.0821   -2.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    7.8800   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    5.7068    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    5.3119   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826    3.9506    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.5830   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    2.2749    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    3.7676    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013    2.1626    0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0737    2.9053   -1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4238    1.2065   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.3803    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9784   -1.4040   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.2520    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -3.8592    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -4.0216   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -2.4690    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8987   -2.5519   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0  0  0  0
 12 13  2  0  0  0  0
 17 18  2  0  0  0  0
  8  7  1  0  0  0  0
  7  6  2  0  0  0  0
 18 19  1  0  0  0  0
  6  5  1  0  0  0  0
 19 21  1  0  0  0  0
  5  4  2  0  0  0  0
 21 22  1  0  0  0  0
  4  3  1  0  0  0  0
 22 17  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  2  0  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14  8  1  0  0  0  0
 19 20  1  0  0  0  0
  8  9  1  0  0  0  0
 22 23  2  0  0  0  0
 18 42  1  0  0  0  0
 19 43  1  0  0  0  0
 10 38  1  0  0  0  0
 11 39  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
  7 34  1  0  0  0  0
  6 33  1  0  0  0  0
  5 32  1  0  0  0  0
  4 31  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 15 40  1  0  0  0  0
 16 41  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
M  END

     RDKit          3D

 46 47  0  0  0  0  0  0  0  0999 V2000
    4.6062    7.6613   -2.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    6.5800   -1.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3808    6.9321   -1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    5.8672   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423    5.1422   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494    4.1243   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.4033   -1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    2.3254   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879    2.6970   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353    2.3685   -1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.4434   -2.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5611    0.6296   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -0.2962   -2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.9811   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    0.1076   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -1.1299   -1.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580   -2.0435   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.0501    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -3.2995    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670   -3.0647   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -4.0572   -0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6872   -3.3428   -1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -3.7135   -2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868    7.7931   -3.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613    7.3903   -2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    8.6207   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    6.4491   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613    5.6274   -2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    7.0821   -2.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    7.8800   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    5.7068    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    5.3119   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826    3.9506    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.5830   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    2.2749    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    3.7676    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013    2.1626    0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0737    2.9053   -1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4238    1.2065   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.3803    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9784   -1.4040   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.2520    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -3.8592    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -4.0216   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -2.4690    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8987   -2.5519   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
 12 13  2  0
 17 18  2  0
  8  7  1  0
  7  6  2  0
 18 19  1  0
  6  5  1  0
 19 21  1  0
  5  4  2  0
 21 22  1  0
  4  3  1  0
 22 17  1  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
 11 12  1  0
 14 15  2  0
 12 14  1  0
 15 16  1  0
 16 17  1  0
 14  8  1  0
 19 20  1  0
  8  9  1  0
 22 23  2  0
 18 42  1  0
 19 43  1  0
 10 38  1  0
 11 39  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  7 34  1  0
  6 33  1  0
  5 32  1  0
  4 31  1  0
  3 29  1  0
  3 30  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 15 40  1  0
 16 41  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END


  Mrv1652306192123183D          

 46 47  0  0  0  0            999 V2000
    4.6062    7.6613   -2.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    6.5800   -1.7428 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3808    6.9321   -1.5778 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6498    5.8672   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423    5.1422   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494    4.1243   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.4033   -1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    2.3254   -0.3029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2879    2.6970   -0.1239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1353    2.3685   -1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.4434   -2.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5611    0.6296   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -0.2962   -2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.9811   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    0.1076   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -1.1299   -1.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580   -2.0435   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.0501    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -3.2995    0.1145 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7670   -3.0647   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -4.0572   -0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6872   -3.3428   -1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -3.7135   -2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868    7.7931   -3.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613    7.3903   -2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    8.6207   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    6.4491   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613    5.6274   -2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    7.0821   -2.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    7.8800   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    5.7068    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    5.3119   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826    3.9506    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.5830   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    2.2749    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    3.7676    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013    2.1626    0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0737    2.9053   -1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4238    1.2065   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.3803    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9784   -1.4040   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.2520    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -3.8592    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -4.0216   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -2.4690    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8987   -2.5519   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0  0  0  0
 12 13  2  0  0  0  0
 17 18  2  0  0  0  0
  8  7  1  0  0  0  0
  7  6  2  0  0  0  0
 18 19  1  0  0  0  0
  6  5  1  0  0  0  0
 19 21  1  0  0  0  0
  5  4  2  0  0  0  0
 21 22  1  0  0  0  0
  4  3  1  0  0  0  0
 22 17  1  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
 14 15  2  0  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14  8  1  0  0  0  0
 19 20  1  0  0  0  0
  8  9  1  0  0  0  0
 22 23  2  0  0  0  0
 18 42  1  0  0  0  0
 19 43  1  0  0  0  0
 10 38  1  0  0  0  0
 11 39  1  0  0  0  0
  8 35  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
  7 34  1  0  0  0  0
  6 33  1  0  0  0  0
  5 32  1  0  0  0  0
  4 31  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 15 40  1  0  0  0  0
 16 41  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 20 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029783

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(\C([H])=C1/C(=O)C([H])=C([H])C([H])([H])[C@]1([H])C(\[H])=C(/[H])\C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])[H])C1=C([H])[C@@]([H])(OC1=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H23NO3/c1-3-4-5-6-7-9-15-10-8-11-18(21)16(15)13-20-17-12-14(2)23-19(17)22/h5-9,11-15,20H,3-4,10H2,1-2H3/b6-5+,9-7+,16-13-/t14-,15-/m0/s1

> <INCHI_KEY>
AGEGFCGROUIHGU-FEACTNAASA-N

> <FORMULA>
C19H23NO3

> <MOLECULAR_WEIGHT>
313.397

> <EXACT_MASS>
313.167793605

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.947511164829926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-3-({[(1Z,6R)-6-[(1E,3E)-hepta-1,3-dien-1-yl]-2-oxocyclohex-3-en-1-ylidene]methyl}amino)-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
3.86

> <JCHEM_LOGP>
3.7957110746666656

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.536643579721353

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.912418486093788

> <JCHEM_PKA_STRONGEST_BASIC>
-4.995996055161068

> <JCHEM_POLAR_SURFACE_AREA>
55.4

> <JCHEM_REFRACTIVITY>
95.8885

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-3-({[(1Z,6R)-6-[(1E,3E)-hepta-1,3-dien-1-yl]-2-oxocyclohex-3-en-1-ylidene]methyl}amino)-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 46 47  0  0  0  0  0  0  0  0999 V2000
    4.6062    7.6613   -2.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    6.5800   -1.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3808    6.9321   -1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    5.8672   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423    5.1422   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494    4.1243   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.4033   -1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    2.3254   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879    2.6970   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353    2.3685   -1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.4434   -2.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5611    0.6296   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -0.2962   -2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.9811   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    0.1076   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -1.1299   -1.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580   -2.0435   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.0501    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -3.2995    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670   -3.0647   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -4.0572   -0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6872   -3.3428   -1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -3.7135   -2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868    7.7931   -3.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613    7.3903   -2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    8.6207   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    6.4491   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613    5.6274   -2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    7.0821   -2.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    7.8800   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    5.7068    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    5.3119   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826    3.9506    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.5830   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    2.2749    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    3.7676    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013    2.1626    0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0737    2.9053   -1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4238    1.2065   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.3803    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9784   -1.4040   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.2520    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -3.8592    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -4.0216   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -2.4690    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8987   -2.5519   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
 12 13  2  0
 17 18  2  0
  8  7  1  0
  7  6  2  0
 18 19  1  0
  6  5  1  0
 19 21  1  0
  5  4  2  0
 21 22  1  0
  4  3  1  0
 22 17  1  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
 11 12  1  0
 14 15  2  0
 12 14  1  0
 15 16  1  0
 16 17  1  0
 14  8  1  0
 19 20  1  0
  8  9  1  0
 22 23  2  0
 18 42  1  0
 19 43  1  0
 10 38  1  0
 11 39  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  7 34  1  0
  6 33  1  0
  5 32  1  0
  4 31  1  0
  3 29  1  0
  3 30  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 15 40  1  0
 16 41  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       4.606   7.661  -2.508  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.859   6.580  -1.743  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.381   6.932  -1.578  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650   5.867  -0.810  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.642   5.142  -1.319  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.049   4.124  -0.563  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.061   3.403  -1.073  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.802   2.325  -0.303  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.288   2.697  -0.124  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.135   2.369  -1.317  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.793   1.443  -2.222  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.561   0.630  -2.084  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.356  -0.296  -2.863  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.627   0.981  -0.971  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.672   0.108  -0.602  0.00  0.00           C+0
HETATM   16  N   UNK     0      -0.397  -1.130  -1.125  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.558  -2.043  -0.778  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.510  -2.050   0.152  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.297  -3.300   0.115  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.767  -3.065  -0.192  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.709  -4.057  -0.942  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.687  -3.343  -1.492  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.014  -3.713  -2.417  0.00  0.00           O+0
HETATM   24  H   UNK     0       4.187   7.793  -3.511  0.00  0.00           H+0
HETATM   25  H   UNK     0       5.661   7.390  -2.614  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.553   8.621  -1.984  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.328   6.449  -0.760  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.961   5.627  -2.277  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.925   7.082  -2.564  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.282   7.880  -1.035  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.976   5.707   0.216  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.322   5.312  -2.345  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.283   3.951   0.458  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.386   3.583  -2.097  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.376   2.275   0.710  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.382   3.768   0.098  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.701   2.163   0.741  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.074   2.905  -1.430  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.424   1.206  -3.071  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.000   0.380   0.208  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.978  -1.404  -1.932  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.694  -1.252   0.854  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.186  -3.859   1.049  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.294  -4.022  -0.276  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.248  -2.469   0.590  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.899  -2.552  -1.152  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1   27   28                                             
CONECT    3    4    2   29   30                                             
CONECT    4    5    3   31                                                  
CONECT    5    6    4   32                                                  
CONECT    6    7    5   33                                                  
CONECT    7    8    6   34                                                  
CONECT    8    7   14    9   35                                             
CONECT    9   10    8   36   37                                             
CONECT   10   11    9   38                                                  
CONECT   11   10   12   39                                                  
CONECT   12   13   11   14                                                  
CONECT   13   12                                                            
CONECT   14   15   12    8                                                  
CONECT   15   14   16   40                                                  
CONECT   16   15   17   41                                                  
CONECT   17   18   22   16                                                  
CONECT   18   17   19   42                                                  
CONECT   19   18   21   20   43                                             
CONECT   20   19   44   45   46                                             
CONECT   21   19   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    2                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   15                                                            
CONECT   41   16                                                            
CONECT   42   18                                                            
CONECT   43   19                                                            
CONECT   44   20                                                            
CONECT   45   20                                                            
CONECT   46   20                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   94    0
END

RDKit          3D

46 47  0  0  0  0  0  0  0  0999 V2000
    4.6062    7.6613   -2.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8594    6.5800   -1.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3808    6.9321   -1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    5.8672   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6423    5.1422   -1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0494    4.1243   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0608    3.4033   -1.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8020    2.3254   -0.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2879    2.6970   -0.1239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353    2.3685   -1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.4434   -2.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5611    0.6296   -2.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3557   -0.2962   -2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6272    0.9811   -0.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721    0.1076   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -1.1299   -1.1251 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5580   -2.0435   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096   -2.0501    0.1522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -3.2995    0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7670   -3.0647   -0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7094   -4.0572   -0.9422 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6872   -3.3428   -1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -3.7135   -2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868    7.7931   -3.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6613    7.3903   -2.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529    8.6207   -1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279    6.4491   -0.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613    5.6274   -2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    7.0821   -2.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    7.8800   -1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    5.7068    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3215    5.3119   -2.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826    3.9506    0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.5830   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3757    2.2749    0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    3.7676    0.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013    2.1626    0.7413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0737    2.9053   -1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4238    1.2065   -3.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004    0.3803    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9784   -1.4040   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6936   -1.2520    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -3.8592    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -4.0216   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -2.4690    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8987   -2.5519   -1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
 12 13  2  0
 17 18  2  0
  8  7  1  0
  7  6  2  0
 18 19  1  0
  6  5  1  0
 19 21  1  0
  5  4  2  0
 21 22  1  0
  4  3  1  0
 22 17  1  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
 11 12  1  0
 14 15  2  0
 12 14  1  0
 15 16  1  0
 16 17  1  0
 14  8  1  0
 19 20  1  0
  8  9  1  0
 22 23  2  0
 18 42  1  0
 19 43  1  0
 10 38  1  0
 11 39  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  7 34  1  0
  6 33  1  0
  5 32  1  0
  4 31  1  0
  3 29  1  0
  3 30  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 15 40  1  0
 16 41  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₃NO₃

Average Mass

313.3970 Da

Monoisotopic Mass

313.16779 Da

IUPAC Name

(5S)-3-({[(1Z,6R)-6-[(1E,3E)-hepta-1,3-dien-1-yl]-2-oxocyclohex-3-en-1-ylidene]methyl}amino)-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

(5S)-3-({[(1Z,6R)-6-[(1E,3E)-hepta-1,3-dien-1-yl]-2-oxocyclohex-3-en-1-ylidene]methyl}amino)-5-methyl-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

[H]N(\C([H])=C1/C(=O)C([H])=C([H])C([H])([H])[C@]1([H])C(\[H])=C(/[H])\C(\[H])=C(/[H])C([H])([H])C([H])([H])C([H])([H])[H])C1=C([H])[C@@]([H])(OC1=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C19H23NO3/c1-3-4-5-6-7-9-15-10-8-11-18(21)16(15)13-20-17-12-14(2)23-19(17)22/h5-9,11-15,20H,3-4,10H2,1-2H3/b6-5+,9-7+,16-13-/t14-,15-/m0/s1

InChI Key

AGEGFCGROUIHGU-FEACTNAASA-N

Experimental Spectra

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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium sp. No. 13	JEOL database	Kimura, Y., et al, Phytochemistry 53, 829(2000)
Penicillium sp. No.13	Fungi	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	3.86	ALOGPS
logP	3.8	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	13.91	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	95.89 m³·mol⁻¹	ChemAxon
Polarizability	35.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Kimura, Y., et al. (2000). Kimura, Y., et al, Phytochemistry 53, 829(2000). Phytochem..

Showing NP-Card for peniamidienone (NP0029783)

MOL for NP0029783 (peniamidienone)

3D MOL for NP0029783 (peniamidienone)

3D SDF for NP0029783 (peniamidienone)

3D-SDF for NP0029783 (peniamidienone)

PDB for NP0029783 (peniamidienone)

3D PDB for NP0029783 (peniamidienone)

SMILES for NP0029783 (peniamidienone)

INCHI for NP0029783 (peniamidienone)

Structure for NP0029783 (peniamidienone)

3D Structure for NP0029783 (peniamidienone)