NP-MRD: Showing NP-Card for Platensimycin A5 methyl ester (NP0009700)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 19:17:14 UTC

Updated at

2021-07-15 17:04:00 UTC

NP-MRD ID

NP0009700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Platensimycin A5 methyl ester

Provided By

NPAtlas

Description

N-[2,6-dihydroxy-3-(methoxycarbonyl)phenyl]-3-[(1S,5S,10S)-10-hydroxy-10-(hydroxymethyl)-5-methyl-4-oxotricyclo[7.2.1.0¹,⁶]Dodec-2-en-5-yl]propanimidic acid belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. Platensimycin A5 methyl ester is found in Streptomyces and Streptomyces platensis. Based on a literature review very few articles have been published on N-[2,6-dihydroxy-3-(methoxycarbonyl)phenyl]-3-[(1S,5S,10S)-10-hydroxy-10-(hydroxymethyl)-5-methyl-4-oxotricyclo[7.2.1.0¹,⁶]Dodec-2-en-5-yl]propanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106523D          

 65 68  0  0  0  0            999 V2000
    8.3065   -1.1623    2.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -0.8478    1.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5487    0.1502    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6081    0.8242    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    0.4744   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8192    1.4918   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9230    1.8197   -2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361    1.1316   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    1.4565   -3.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.1119   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -0.6118   -1.4146 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079   -0.2563   -0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.7694   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.0035   -0.8557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4007   -0.0411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5151   -1.2679   -0.2370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668   -2.6386    0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -1.3650   -1.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -2.4139   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -0.1170   -2.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.6972   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.3682   -0.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8667   -0.1966   -0.4419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4058   -0.0095    0.9562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6882   -0.9973    1.8477 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5453   -1.6721    1.1554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6521   -0.6231    0.4737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9880    1.4096    1.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8614    1.6263    2.6347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.3675    0.6647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5536    3.6593    0.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    1.6353    0.5327 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3959   -0.2135   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -1.2407    0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3499   -1.1074    2.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2013   -0.3919    3.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232   -2.1497    3.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7519    2.0408   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1110    2.6247   -2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210    2.1928   -3.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -1.4808   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -2.0237   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.0191   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5532    0.6151   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.4344    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -2.5326    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9964   -3.2731    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349   -3.2007   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    0.1194   -3.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257    1.6539   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516   -1.2272   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800    0.4639   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.1433    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3170   -0.5479    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4391   -1.8013    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1592    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589   -2.4656    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.0702    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1847    2.3068    2.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0281    2.1938    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0247    2.2482   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    4.1419    1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.6818    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    2.5354   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -1.7459    0.5050 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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 28 32  1  0  0  0  0
 10 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33  5  1  0  0  0  0
 27 16  1  0  0  0  0
 27 22  1  0  0  0  0
 32 22  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
  9 40  1  0  0  0  0
 11 41  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 20 49  1  0  0  0  0
 21 50  1  0  0  0  0
 23 51  1  0  0  0  0
 23 52  1  0  0  0  0
 24 53  1  6  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 26 56  1  0  0  0  0
 26 57  1  0  0  0  0
 27 58  1  1  0  0  0
 29 59  1  0  0  0  0
 30 60  1  0  0  0  0
 30 61  1  0  0  0  0
 31 62  1  0  0  0  0
 32 63  1  0  0  0  0
 32 64  1  0  0  0  0
 34 65  1  0  0  0  0
M  END

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    8.3065   -1.1623    2.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -0.8478    1.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5487    0.1502    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6081    0.8242    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    0.4744   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8192    1.4918   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9230    1.8197   -2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361    1.1316   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    1.4565   -3.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.1119   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -0.6118   -1.4146 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079   -0.2563   -0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.7694   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.0035   -0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4007   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151   -1.2679   -0.2370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668   -2.6386    0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -1.3650   -1.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -2.4139   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -0.1170   -2.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.6972   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.3682   -0.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8667   -0.1966   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4058   -0.0095    0.9562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6882   -0.9973    1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -1.6721    1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -0.6231    0.4737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9880    1.4096    1.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8614    1.6263    2.6347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.3675    0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5536    3.6593    0.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    1.6353    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959   -0.2135   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -1.2407    0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3499   -1.1074    2.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2013   -0.3919    3.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232   -2.1497    3.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7519    2.0408   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1110    2.6247   -2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210    2.1928   -3.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -1.4808   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -2.0237   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.0191   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5532    0.6151   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.4344    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -2.5326    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9964   -3.2731    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349   -3.2007   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    0.1194   -3.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257    1.6539   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516   -1.2272   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800    0.4639   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.1433    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3170   -0.5479    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4391   -1.8013    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1592    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589   -2.4656    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.0702    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1847    2.3068    2.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0281    2.1938    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0247    2.2482   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    4.1419    1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.6818    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    2.5354   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -1.7459    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 15  1  6
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 22 21  1  6
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 28 32  1  0
 10 33  2  0
 33 34  1  0
 33  5  1  0
 27 16  1  0
 27 22  1  0
 32 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  6
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  1
 29 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
 32 64  1  0
 34 65  1  0
M  END


  Mrv1652306242106523D          

 65 68  0  0  0  0            999 V2000
    8.3065   -1.1623    2.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -0.8478    1.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5487    0.1502    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6081    0.8242    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    0.4744   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8192    1.4918   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9230    1.8197   -2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361    1.1316   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    1.4565   -3.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.1119   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -0.6118   -1.4146 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079   -0.2563   -0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.7694   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.0035   -0.8557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4007   -0.0411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5151   -1.2679   -0.2370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668   -2.6386    0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -1.3650   -1.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -2.4139   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -0.1170   -2.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.6972   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.3682   -0.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8667   -0.1966   -0.4419 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4058   -0.0095    0.9562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6882   -0.9973    1.8477 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5453   -1.6721    1.1554 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6521   -0.6231    0.4737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9880    1.4096    1.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8614    1.6263    2.6347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.3675    0.6647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5536    3.6593    0.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    1.6353    0.5327 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3959   -0.2135   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -1.2407    0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3499   -1.1074    2.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2013   -0.3919    3.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232   -2.1497    3.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7519    2.0408   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1110    2.6247   -2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210    2.1928   -3.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -1.4808   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -2.0237   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.0191   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5532    0.6151   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.4344    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -2.5326    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9964   -3.2731    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349   -3.2007   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    0.1194   -3.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257    1.6539   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516   -1.2272   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800    0.4639   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.1433    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3170   -0.5479    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4391   -1.8013    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1592    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589   -2.4656    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.0702    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1847    2.3068    2.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0281    2.1938    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0247    2.2482   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    4.1419    1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.6818    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    2.5354   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -1.7459    0.5050 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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 28 32  1  0  0  0  0
 10 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33  5  1  0  0  0  0
 27 16  1  0  0  0  0
 27 22  1  0  0  0  0
 32 22  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
  9 40  1  0  0  0  0
 11 41  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 20 49  1  0  0  0  0
 21 50  1  0  0  0  0
 23 51  1  0  0  0  0
 23 52  1  0  0  0  0
 24 53  1  6  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 26 56  1  0  0  0  0
 26 57  1  0  0  0  0
 27 58  1  1  0  0  0
 29 59  1  0  0  0  0
 30 60  1  0  0  0  0
 30 61  1  0  0  0  0
 31 62  1  0  0  0  0
 32 63  1  0  0  0  0
 32 64  1  0  0  0  0
 34 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C(=O)OC([H])([H])[H])C(O[H])=C1N([H])C(=O)C([H])([H])C([H])([H])[C@@]1(C(=O)C([H])=C([H])[C@@]23C([H])([H])[C@@]([H])(C([H])([H])C([H])([H])[C@@]12[H])[C@](O[H])(C([H])([H])O[H])C3([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H31NO8/c1-23(9-8-19(30)26-20-16(28)5-4-15(21(20)31)22(32)34-2)17-6-3-14-11-24(17,10-7-18(23)29)12-25(14,33)13-27/h4-5,7,10,14,17,27-28,31,33H,3,6,8-9,11-13H2,1-2H3,(H,26,30)/t14-,17+,23+,24+,25-/m1/s1

> <INCHI_KEY>
LNVBATHWLFVZRW-REHZGWCSSA-N

> <FORMULA>
C25H31NO8

> <MOLECULAR_WEIGHT>
473.522

> <EXACT_MASS>
473.204966962

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.421518051935244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2,4-dihydroxy-3-{3-[(1S,5S,6R,9R,10S)-10-hydroxy-10-(hydroxymethyl)-5-methyl-4-oxotricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl]propanamido}benzoate

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
2.6822539563333327

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.756630559470748

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.96305103445022

> <JCHEM_PKA_STRONGEST_BASIC>
-3.075995009849139

> <JCHEM_POLAR_SURFACE_AREA>
153.39

> <JCHEM_REFRACTIVITY>
125.04089999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2,4-dihydroxy-3-{3-[(1S,5S,6R,9R,10S)-10-hydroxy-10-(hydroxymethyl)-5-methyl-4-oxotricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl]propanamido}benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 68  0  0  0  0  0  0  0  0999 V2000
    8.3065   -1.1623    2.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -0.8478    1.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5487    0.1502    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6081    0.8242    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    0.4744   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8192    1.4918   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9230    1.8197   -2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361    1.1316   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    1.4565   -3.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.1119   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -0.6118   -1.4146 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079   -0.2563   -0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.7694   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.0035   -0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4007   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151   -1.2679   -0.2370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668   -2.6386    0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -1.3650   -1.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -2.4139   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -0.1170   -2.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.6972   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.3682   -0.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8667   -0.1966   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4058   -0.0095    0.9562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6882   -0.9973    1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -1.6721    1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -0.6231    0.4737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9880    1.4096    1.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8614    1.6263    2.6347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.3675    0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5536    3.6593    0.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    1.6353    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959   -0.2135   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -1.2407    0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3499   -1.1074    2.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2013   -0.3919    3.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232   -2.1497    3.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7519    2.0408   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1110    2.6247   -2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210    2.1928   -3.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -1.4808   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -2.0237   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.0191   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5532    0.6151   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.4344    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -2.5326    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9964   -3.2731    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349   -3.2007   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    0.1194   -3.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257    1.6539   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516   -1.2272   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800    0.4639   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.1433    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3170   -0.5479    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4391   -1.8013    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1592    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589   -2.4656    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.0702    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1847    2.3068    2.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0281    2.1938    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0247    2.2482   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    4.1419    1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.6818    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    2.5354   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -1.7459    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 15  1  6
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 22 21  1  6
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 28 32  1  0
 10 33  2  0
 33 34  1  0
 33  5  1  0
 27 16  1  0
 27 22  1  0
 32 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  6
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  1
 29 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
 32 64  1  0
 34 65  1  0
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       8.306  -1.162   2.812  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.368  -0.848   1.798  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.549   0.150   0.877  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.608   0.824   0.937  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.584   0.474  -0.167  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.819   1.492  -1.067  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.923   1.820  -2.064  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.736   1.132  -2.202  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.828   1.456  -3.205  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.491   0.112  -1.307  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.293  -0.612  -1.415  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.108  -0.256  -0.755  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.113   0.769  -0.022  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.837  -1.004  -0.856  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.262  -0.401  -0.041  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.515  -1.268  -0.237  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.167  -2.639   0.236  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.817  -1.365  -1.714  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.717  -2.414  -2.370  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.241  -0.117  -2.325  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.007   0.697  -1.647  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.443   0.368  -0.282  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.867  -0.197  -0.442  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.406  -0.010   0.956  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.688  -0.997   1.848  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.545  -1.672   1.155  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.652  -0.623   0.474  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.988   1.410   1.266  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.861   1.626   2.635  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.021   2.368   0.665  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.554   3.659   0.913  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.691   1.635   0.533  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.396  -0.214  -0.306  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.163  -1.241   0.606  0.00  0.00           O+0
HETATM   35  H   UNK     0       9.350  -1.107   2.442  0.00  0.00           H+0
HETATM   36  H   UNK     0       8.201  -0.392   3.603  0.00  0.00           H+0
HETATM   37  H   UNK     0       8.123  -2.150   3.260  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.752   2.041  -0.967  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.111   2.625  -2.775  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.021   2.193  -3.839  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.255  -1.481  -2.023  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.024  -2.024  -0.464  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.511  -1.019  -1.916  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.553   0.615  -0.381  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.019  -0.434   1.022  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.434  -2.533   1.087  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.996  -3.273   0.542  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.635  -3.201  -0.578  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.912   0.119  -3.353  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.326   1.654  -2.121  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.852  -1.227  -0.791  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.380   0.464  -1.179  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.500  -0.143   0.963  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.317  -0.548   2.785  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.439  -1.801   2.091  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.930  -2.159   1.969  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.859  -2.466   0.480  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.196  -0.070   1.354  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.185   2.307   2.834  0.00  0.00           H+0
HETATM   60  H   UNK     0      -7.028   2.194   1.069  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.025   2.248  -0.437  0.00  0.00           H+0
HETATM   62  H   UNK     0      -6.214   4.142   1.476  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.857   1.682   1.272  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.701   2.535  -0.102  0.00  0.00           H+0
HETATM   65  H   UNK     0       4.293  -1.746   0.505  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   33                                                  
CONECT    6    5    7   38                                                  
CONECT    7    6    8   39                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   40                                                       
CONECT   10    8   11   33                                                  
CONECT   11   10   12   41                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   42   43                                             
CONECT   15   14   16   44   45                                             
CONECT   16   15   17   18   27                                             
CONECT   17   16   46   47   48                                             
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   49                                                  
CONECT   21   20   22   50                                                  
CONECT   22   21   23   27   32                                             
CONECT   23   22   24   51   52                                             
CONECT   24   23   25   28   53                                             
CONECT   25   24   26   54   55                                             
CONECT   26   25   27   56   57                                             
CONECT   27   26   16   22   58                                             
CONECT   28   24   29   30   32                                             
CONECT   29   28   59                                                       
CONECT   30   28   31   60   61                                             
CONECT   31   30   62                                                       
CONECT   32   28   22   63   64                                             
CONECT   33   10   34    5                                                  
CONECT   34   33   65                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    9                                                            
CONECT   41   11                                                            
CONECT   42   14                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   15                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   20                                                            
CONECT   50   21                                                            
CONECT   51   23                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   25                                                            
CONECT   56   26                                                            
CONECT   57   26                                                            
CONECT   58   27                                                            
CONECT   59   29                                                            
CONECT   60   30                                                            
CONECT   61   30                                                            
CONECT   62   31                                                            
CONECT   63   32                                                            
CONECT   64   32                                                            
CONECT   65   34                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  136    0
END

RDKit          3D

65 68  0  0  0  0  0  0  0  0999 V2000
    8.3065   -1.1623    2.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678   -0.8478    1.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5487    0.1502    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6081    0.8242    0.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5839    0.4744   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8192    1.4918   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9230    1.8197   -2.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7361    1.1316   -2.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275    1.4565   -3.2046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    0.1119   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -0.6118   -1.4146 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1079   -0.2563   -0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.7694   -0.0221 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372   -1.0035   -0.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.4007   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5151   -1.2679   -0.2370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1668   -2.6386    0.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8170   -1.3650   -1.7135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -2.4139   -2.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414   -0.1170   -2.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0067    0.6972   -1.6465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431    0.3682   -0.2816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8667   -0.1966   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4058   -0.0095    0.9562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6882   -0.9973    1.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -1.6721    1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6521   -0.6231    0.4737 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9880    1.4096    1.2662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8614    1.6263    2.6347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    2.3675    0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5536    3.6593    0.9133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    1.6353    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3959   -0.2135   -0.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -1.2407    0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3499   -1.1074    2.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2013   -0.3919    3.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1232   -2.1497    3.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7519    2.0408   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1110    2.6247   -2.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210    2.1928   -3.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -1.4808   -2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -2.0237   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -1.0191   -1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5532    0.6151   -0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.4344    1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344   -2.5326    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9964   -3.2731    0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349   -3.2007   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9118    0.1194   -3.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257    1.6539   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8516   -1.2272   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3800    0.4639   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995   -0.1433    0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3170   -0.5479    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4391   -1.8013    2.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302   -2.1592    1.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589   -2.4656    0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1963   -0.0702    1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1847    2.3068    2.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0281    2.1938    1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0247    2.2482   -0.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2139    4.1419    1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574    1.6818    1.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    2.5354   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929   -1.7459    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 15  1  6
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 22 21  1  6
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 24 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 28 32  1  0
 10 33  2  0
 33 34  1  0
 33  5  1  0
 27 16  1  0
 27 22  1  0
 32 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 20 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  6
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  1
 29 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 32 63  1  0
 32 64  1  0
 34 65  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
N-[2,6-Dihydroxy-3-(methoxycarbonyl)phenyl]-3-[(1S,5S,10S)-10-hydroxy-10-(hydroxymethyl)-5-methyl-4-oxotricyclo[7.2.1.0,]dodec-2-en-5-yl]propanimidate	Generator

Chemical Formula

C₂₅H₃₁NO₈

Average Mass

473.5220 Da

Monoisotopic Mass

473.20497 Da

IUPAC Name

methyl 2,4-dihydroxy-3-{3-[(1S,5S,6R,9R,10S)-10-hydroxy-10-(hydroxymethyl)-5-methyl-4-oxotricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl]propanamido}benzoate

Traditional Name

methyl 2,4-dihydroxy-3-{3-[(1S,5S,6R,9R,10S)-10-hydroxy-10-(hydroxymethyl)-5-methyl-4-oxotricyclo[7.2.1.0^{1,6}]dodec-2-en-5-yl]propanamido}benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(O)C(NC(=O)CC[C@@]2(C)C3CCC4C[C@]3(C[C@@]4(O)CO)C=CC2=O)=C(O)C=C1

InChI Identifier

InChI=1S/C25H31NO8/c1-23(9-8-19(30)26-20-16(28)5-4-15(21(20)31)22(32)34-2)17-6-3-14-11-24(17,10-7-18(23)29)12-25(14,33)13-27/h4-5,7,10,14,17,27-28,31,33H,3,6,8-9,11-13H2,1-2H3,(H,26,30)/t14?,17?,23-,24-,25+/m0/s1

InChI Key

LNVBATHWLFVZRW-REHZGWCSSA-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
Streptomyces	NPAtlas	21214253
Streptomyces platensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

p-Hydroxybenzoic acid alkyl esters

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Salicylic acid or derivatives
Resorcinol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Phenol
Vinylogous acid
Methyl ester
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
Carboxylic acid ester
1,2-diol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.03	ALOGPS
logP	2.68	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	7.96	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.39 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	125.04 m³·mol⁻¹	ChemAxon
Polarizability	49.42 Å³	ChemAxon
Number of Rings	4	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

NPAtlas ID

NPA001876

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78440033

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583619

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Platensimycin A5 methyl ester (NP0009700)

MOL for NP0009700 (Platensimycin A5 methyl ester)

3D MOL for NP0009700 (Platensimycin A5 methyl ester)

3D SDF for NP0009700 (Platensimycin A5 methyl ester)

3D-SDF for NP0009700 (Platensimycin A5 methyl ester)

PDB for NP0009700 (Platensimycin A5 methyl ester)

3D PDB for NP0009700 (Platensimycin A5 methyl ester)

SMILES for NP0009700 (Platensimycin A5 methyl ester)

INCHI for NP0009700 (Platensimycin A5 methyl ester)

Structure for NP0009700 (Platensimycin A5 methyl ester)

3D Structure for NP0009700 (Platensimycin A5 methyl ester)