NP-MRD: Showing NP-Card for Dankastatin B (NP0007579)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 04:25:22 UTC

Updated at

2021-07-15 16:57:58 UTC

NP-MRD ID

NP0007579

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dankastatin B

Provided By

NPAtlas

Description

(2E,4E,6R)-N-[(3S,4aS,8R,8aR)-6,8-dichloro-4a-hydroxy-7-oxo-3,4,4a,7,8,8a-hexahydro-2H-1-benzopyran-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Dankastatin B is found in Gymnascella sp., Gymnascella dankaliensis and Halichondria japonica. Based on a literature review very few articles have been published on (2E,4E,6R)-N-[(3S,4aS,8R,8aR)-6,8-dichloro-4a-hydroxy-7-oxo-3,4,4a,7,8,8a-hexahydro-2H-1-benzopyran-3-yl]-4,6-dimethyldodeca-2,4-dienimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118413D          

 63 64  0  0  0  0            999 V2000
    7.9695   -2.0363    2.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -2.0419    2.0593 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9936   -0.6119    1.9329 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5786    0.0821    0.7233 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2128   -0.5954   -0.5517 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7596   -0.6787   -0.7828 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0283    0.6661   -0.8622 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5241    1.5194   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.4163   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002    0.8699   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997    1.7278   -2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.4699   -0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.8564   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.3499   -0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.3887    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    0.7483   -1.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.3048   -0.7589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3924   -0.4752   -1.7485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3843   -1.1226   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -0.2442   -0.4145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2850   -0.9939    0.3606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4916   -2.6582   -0.2880 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.0052   -1.1068    1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8946   -1.5144    2.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7533    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0835   -1.5261    3.7955 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9983    0.1658    1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5839    0.7714    0.4761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5034    1.7582    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4203    1.4440   -0.2564 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2965   -2.8350    2.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830   -2.2814    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2848   -1.0537    2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1116   -2.6651    1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.4993    2.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1971   -0.0513    2.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8698   -0.5900    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    0.0530    0.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2688    1.1456    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -1.6624   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7919   -0.2094   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -1.3118    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -1.2312   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    1.1726    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0861    2.5272   -1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6352    1.0950   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503    1.7953   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.2652    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    2.7792   -2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710    1.4973   -3.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    1.7675   -2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2224   -0.1870    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    1.4896   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    1.3701   -2.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3807   -0.3542    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507   -1.2601   -2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    0.1827   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8048    0.3513   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3020   -0.5229    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0287    0.4413    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6247    1.8399    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    2.0948    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8189    1.9753   -1.1466 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
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 17  1  0  0  0  0
 28 20  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  7 44  1  1  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
  8 47  1  0  0  0  0
  9 48  1  0  0  0  0
 11 49  1  0  0  0  0
 11 50  1  0  0  0  0
 11 51  1  0  0  0  0
 12 52  1  0  0  0  0
 13 53  1  0  0  0  0
 16 54  1  0  0  0  0
 17 55  1  1  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 20 58  1  6  0  0  0
 21 59  1  1  0  0  0
 27 60  1  0  0  0  0
 29 61  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
M  END

     RDKit          3D

 63 64  0  0  0  0  0  0  0  0999 V2000
    7.9695   -2.0363    2.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -2.0419    2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9936   -0.6119    1.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5786    0.0821    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2128   -0.5954   -0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -0.6787   -0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    0.6661   -0.8622 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5241    1.5194   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.4163   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002    0.8699   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997    1.7278   -2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.4699   -0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.8564   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.3499   -0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.3887    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    0.7483   -1.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.3048   -0.7589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3924   -0.4752   -1.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3843   -1.1226   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -0.2442   -0.4145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2850   -0.9939    0.3606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4916   -2.6582   -0.2880 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.0052   -1.1068    1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8946   -1.5144    2.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7533    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0835   -1.5261    3.7955 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9983    0.1658    1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5839    0.7714    0.4761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5034    1.7582    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4203    1.4440   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2965   -2.8350    2.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830   -2.2814    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2848   -1.0537    2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1116   -2.6651    1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.4993    2.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1971   -0.0513    2.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8698   -0.5900    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    0.0530    0.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2688    1.1456    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -1.6624   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7919   -0.2094   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -1.3118    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -1.2312   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    1.1726    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0861    2.5272   -1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6352    1.0950   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503    1.7953   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.2652    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    2.7792   -2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710    1.4973   -3.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    1.7675   -2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2224   -0.1870    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    1.4896   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    1.3701   -2.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3807   -0.3542    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507   -1.2601   -2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    0.1827   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8048    0.3513   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3020   -0.5229    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0287    0.4413    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6247    1.8399    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    2.0948    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8189    1.9753   -1.1466 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
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 17  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  1
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 11 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 17 55  1  1
 18 56  1  0
 18 57  1  0
 20 58  1  6
 21 59  1  1
 27 60  1  0
 29 61  1  0
 30 62  1  0
 30 63  1  0
M  END


  Mrv1652306242118413D          

 63 64  0  0  0  0            999 V2000
    7.9695   -2.0363    2.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -2.0419    2.0593 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9936   -0.6119    1.9329 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5786    0.0821    0.7233 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2128   -0.5954   -0.5517 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7596   -0.6787   -0.7828 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0283    0.6661   -0.8622 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5241    1.5194   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.4163   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002    0.8699   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997    1.7278   -2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.4699   -0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.8564   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.3499   -0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.3887    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    0.7483   -1.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.3048   -0.7589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3924   -0.4752   -1.7485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3843   -1.1226   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -0.2442   -0.4145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2850   -0.9939    0.3606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4916   -2.6582   -0.2880 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.0052   -1.1068    1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8946   -1.5144    2.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7533    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0835   -1.5261    3.7955 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9983    0.1658    1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5839    0.7714    0.4761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5034    1.7582    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4203    1.4440   -0.2564 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2965   -2.8350    2.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830   -2.2814    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2848   -1.0537    2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1116   -2.6651    1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.4993    2.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1971   -0.0513    2.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8698   -0.5900    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    0.0530    0.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2688    1.1456    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -1.6624   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7919   -0.2094   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -1.3118    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -1.2312   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    1.1726    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0861    2.5272   -1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6352    1.0950   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503    1.7953   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.2652    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    2.7792   -2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710    1.4973   -3.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    1.7675   -2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2224   -0.1870    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    1.4896   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    1.3701   -2.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3807   -0.3542    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507   -1.2601   -2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    0.1827   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8048    0.3513   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3020   -0.5229    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0287    0.4413    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6247    1.8399    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    2.0948    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8189    1.9753   -1.1466 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
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 17  1  0  0  0  0
 28 20  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  2 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
  7 44  1  1  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
  8 47  1  0  0  0  0
  9 48  1  0  0  0  0
 11 49  1  0  0  0  0
 11 50  1  0  0  0  0
 11 51  1  0  0  0  0
 12 52  1  0  0  0  0
 13 53  1  0  0  0  0
 16 54  1  0  0  0  0
 17 55  1  1  0  0  0
 18 56  1  0  0  0  0
 18 57  1  0  0  0  0
 20 58  1  6  0  0  0
 21 59  1  1  0  0  0
 27 60  1  0  0  0  0
 29 61  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007579

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]12C([H])=C(Cl)C(=O)[C@]([H])(Cl)[C@]1([H])OC([H])([H])[C@@]([H])(N([H])C(=O)C(\[H])=C(/[H])\C(=C(/[H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])\C([H])([H])[H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H33Cl2NO4/c1-4-5-6-7-8-15(2)11-16(3)9-10-19(27)26-17-12-23(29)13-18(24)21(28)20(25)22(23)30-14-17/h9-11,13,15,17,20,22,29H,4-8,12,14H2,1-3H3,(H,26,27)/b10-9+,16-11+/t15-,17+,20+,22+,23+/m1/s1

> <INCHI_KEY>
FOYHOCBUHQKEDQ-HUWMOLIRSA-N

> <FORMULA>
C23H33Cl2NO4

> <MOLECULAR_WEIGHT>
458.42

> <EXACT_MASS>
457.1786639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
50.23513974495629

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E,6R)-N-[(3S,4aS,8R,8aR)-6,8-dichloro-4a-hydroxy-7-oxo-3,4,4a,7,8,8a-hexahydro-2H-1-benzopyran-3-yl]-4,6-dimethyldodeca-2,4-dienamide

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
4.769492162666666

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.59918153953971

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.358200941583195

> <JCHEM_PKA_STRONGEST_BASIC>
-0.14282123181607786

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
122.92159999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.85e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dankastatin B

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 63 64  0  0  0  0  0  0  0  0999 V2000
    7.9695   -2.0363    2.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -2.0419    2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9936   -0.6119    1.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5786    0.0821    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2128   -0.5954   -0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -0.6787   -0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    0.6661   -0.8622 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5241    1.5194   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.4163   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002    0.8699   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997    1.7278   -2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.4699   -0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.8564   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.3499   -0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.3887    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    0.7483   -1.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.3048   -0.7589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3924   -0.4752   -1.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3843   -1.1226   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -0.2442   -0.4145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2850   -0.9939    0.3606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4916   -2.6582   -0.2880 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.0052   -1.1068    1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8946   -1.5144    2.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7533    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0835   -1.5261    3.7955 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9983    0.1658    1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5839    0.7714    0.4761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5034    1.7582    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4203    1.4440   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2965   -2.8350    2.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830   -2.2814    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2848   -1.0537    2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1116   -2.6651    1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.4993    2.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1971   -0.0513    2.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8698   -0.5900    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    0.0530    0.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2688    1.1456    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -1.6624   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7919   -0.2094   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -1.3118    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -1.2312   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    1.1726    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0861    2.5272   -1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6352    1.0950   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503    1.7953   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.2652    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    2.7792   -2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710    1.4973   -3.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    1.7675   -2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2224   -0.1870    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    1.4896   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    1.3701   -2.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3807   -0.3542    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507   -1.2601   -2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    0.1827   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8048    0.3513   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3020   -0.5229    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0287    0.4413    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6247    1.8399    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    2.0948    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8189    1.9753   -1.1466 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
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 17  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  1
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 11 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 17 55  1  1
 18 56  1  0
 18 57  1  0
 20 58  1  6
 21 59  1  1
 27 60  1  0
 29 61  1  0
 30 62  1  0
 30 63  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       7.970  -2.036   2.180  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.466  -2.042   2.059  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.994  -0.612   1.933  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.579   0.082   0.723  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.213  -0.595  -0.552  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.760  -0.679  -0.783  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.028   0.666  -0.862  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.524   1.519  -1.931  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.624   0.416  -0.603  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.600   0.870  -1.270  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.700   1.728  -2.426  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.267   0.470  -0.786  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.837   0.856  -1.349  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.094   0.350  -0.720  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.083  -0.389   0.271  0.00  0.00           O+0
HETATM   16  N   UNK     0      -3.302   0.748  -1.303  0.00  0.00           N+0
HETATM   17  C   UNK     0      -4.552   0.305  -0.759  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.392  -0.475  -1.749  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.384  -1.123  -0.999  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.259  -0.244  -0.415  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.285  -0.994   0.361  0.00  0.00           C+0
HETATM   22 Cl   UNK     0      -8.492  -2.658  -0.288  0.00  0.00          Cl+0
HETATM   23  C   UNK     0      -8.005  -1.107   1.791  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.895  -1.514   2.568  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.708  -0.753   2.329  0.00  0.00           C+0
HETATM   26 Cl   UNK     0      -6.083  -1.526   3.796  0.00  0.00          Cl+0
HETATM   27  C   UNK     0      -5.998   0.166   1.696  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.584   0.771   0.476  0.00  0.00           C+0
HETATM   29  O   UNK     0      -7.503   1.758   0.777  0.00  0.00           O+0
HETATM   30  C   UNK     0      -5.420   1.444  -0.256  0.00  0.00           C+0
HETATM   31  H   UNK     0       8.297  -2.835   2.878  0.00  0.00           H+0
HETATM   32  H   UNK     0       8.383  -2.281   1.188  0.00  0.00           H+0
HETATM   33  H   UNK     0       8.285  -1.054   2.571  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.112  -2.665   1.217  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.066  -2.499   2.994  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.197  -0.051   2.868  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.870  -0.590   1.818  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.700   0.053   0.894  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.269   1.146   0.743  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.581  -1.662  -0.471  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.792  -0.209  -1.427  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.302  -1.312   0.004  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.582  -1.231  -1.744  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.395   1.173   0.114  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.086   2.527  -1.897  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.635   1.095  -2.945  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.650   1.795  -1.722  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.400  -0.265   0.303  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.830   2.779  -2.112  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.471   1.497  -3.181  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.699   1.768  -2.980  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.222  -0.187   0.095  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.879   1.490  -2.188  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.347   1.370  -2.138  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.381  -0.354   0.124  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.751  -1.260  -2.179  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.824   0.183  -2.530  0.00  0.00           H+0
HETATM   58  H   UNK     0      -7.805   0.351  -1.197  0.00  0.00           H+0
HETATM   59  H   UNK     0      -9.302  -0.523   0.259  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.029   0.441   2.084  0.00  0.00           H+0
HETATM   61  H   UNK     0      -7.625   1.840   1.776  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.909   2.095   0.458  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.819   1.975  -1.147  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3   34   35                                             
CONECT    3    2    4   36   37                                             
CONECT    4    3    5   38   39                                             
CONECT    5    4    6   40   41                                             
CONECT    6    5    7   42   43                                             
CONECT    7    6    8    9   44                                             
CONECT    8    7   45   46   47                                             
CONECT    9    7   10   48                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   49   50   51                                             
CONECT   12   10   13   52                                                  
CONECT   13   12   14   53                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   54                                                  
CONECT   17   16   18   30   55                                             
CONECT   18   17   19   56   57                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   28   58                                             
CONECT   21   20   22   23   59                                             
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   60                                                  
CONECT   28   27   29   30   20                                             
CONECT   29   28   61                                                       
CONECT   30   28   17   62   63                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    2                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46    8                                                            
CONECT   47    8                                                            
CONECT   48    9                                                            
CONECT   49   11                                                            
CONECT   50   11                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   16                                                            
CONECT   55   17                                                            
CONECT   56   18                                                            
CONECT   57   18                                                            
CONECT   58   20                                                            
CONECT   59   21                                                            
CONECT   60   27                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  128    0
END

RDKit          3D

63 64  0  0  0  0  0  0  0  0999 V2000
    7.9695   -2.0363    2.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -2.0419    2.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9936   -0.6119    1.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5786    0.0821    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2128   -0.5954   -0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -0.6787   -0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    0.6661   -0.8622 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5241    1.5194   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236    0.4163   -0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002    0.8699   -1.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6997    1.7278   -2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2668    0.4699   -0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    0.8564   -1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    0.3499   -0.7201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0831   -0.3887    0.2707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    0.7483   -1.3029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5519    0.3048   -0.7589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3924   -0.4752   -1.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3843   -1.1226   -0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -0.2442   -0.4145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.2850   -0.9939    0.3606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4916   -2.6582   -0.2880 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.0052   -1.1068    1.7910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8946   -1.5144    2.5681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.7533    2.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0835   -1.5261    3.7955 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.9983    0.1658    1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5839    0.7714    0.4761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5034    1.7582    0.7768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4203    1.4440   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2965   -2.8350    2.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3830   -2.2814    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2848   -1.0537    2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1116   -2.6651    1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.4993    2.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1971   -0.0513    2.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8698   -0.5900    1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    0.0530    0.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2688    1.1456    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5807   -1.6624   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7919   -0.2094   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3016   -1.3118    0.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820   -1.2312   -1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3953    1.1726    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0861    2.5272   -1.8965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6352    1.0950   -2.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6503    1.7953   -1.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.2652    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8300    2.7792   -2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710    1.4973   -3.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985    1.7675   -2.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2224   -0.1870    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8786    1.4896   -2.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    1.3701   -2.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3807   -0.3542    0.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7507   -1.2601   -2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236    0.1827   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8048    0.3513   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3020   -0.5229    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0287    0.4413    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6247    1.8399    1.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9085    2.0948    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8189    1.9753   -1.1466 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
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  1
 28 30  1  0
 30 17  1  0
 28 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  1
  8 45  1  0
  8 46  1  0
  8 47  1  0
  9 48  1  0
 11 49  1  0
 11 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 16 54  1  0
 17 55  1  1
 18 56  1  0
 18 57  1  0
 20 58  1  6
 21 59  1  1
 27 60  1  0
 29 61  1  0
 30 62  1  0
 30 63  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Value	Source
(2E,4E,6R)-N-[(3S,4AS,8R,8ar)-6,8-dichloro-4a-hydroxy-7-oxo-3,4,4a,7,8,8a-hexahydro-2H-1-benzopyran-3-yl]-4,6-dimethyldodeca-2,4-dienimidate	Generator

Chemical Formula

C₂₃H₃₃Cl₂NO₄

Average Mass

458.4200 Da

Monoisotopic Mass

457.17866 Da

IUPAC Name

(2E,4E,6R)-N-[(3S,4aS,8R,8aR)-6,8-dichloro-4a-hydroxy-7-oxo-3,4,4a,7,8,8a-hexahydro-2H-1-benzopyran-3-yl]-4,6-dimethyldodeca-2,4-dienamide

Traditional Name

dankastatin B

CAS Registry Number

Not Available

SMILES

CCCCCC[C@@H](C)\C=C(/C)\C=C\C(=O)N[C@@H]1CO[C@H]2[C@@H](Cl)C(=O)C(Cl)=C[C@@]2(O)C1

InChI Identifier

InChI=1S/C23H33Cl2NO4/c1-4-5-6-7-8-15(2)11-16(3)9-10-19(27)26-17-12-23(29)13-18(24)21(28)20(25)22(23)30-14-17/h9-11,13,15,17,20,22,29H,4-8,12,14H2,1-3H3,(H,26,27)/b10-9+,16-11+/t15-,17+,20+,22+,23+/m1/s1

InChI Key

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gymnascella sp.	NPAtlas	18284207
Gymnoascus dankaliensis	Fungi	KNApSAcK
Reniera japonica	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Gymnascella dankaliensis	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Cyclohexenone
N-acyl-amine
Oxane
Alpha-haloketone
Alpha-chloroketone
Tertiary alcohol
Carboxamide group
Ketone
Secondary carboxylic acid amide
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Chloroalkene
Haloalkene
Vinyl chloride
Vinyl halide
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Alkyl chloride
Organochloride
Organonitrogen compound
Organooxygen compound
Alkyl halide
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.82	ALOGPS
logP	4.77	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-0.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	122.92 m³·mol⁻¹	ChemAxon
Polarizability	50.24 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

NPAtlas ID

NPA001267

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23314380

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24854522

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Dankastatin B (NP0007579)

MOL for NP0007579 (Dankastatin B)

3D MOL for NP0007579 (Dankastatin B)

3D SDF for NP0007579 (Dankastatin B)

3D-SDF for NP0007579 (Dankastatin B)

PDB for NP0007579 (Dankastatin B)

3D PDB for NP0007579 (Dankastatin B)

SMILES for NP0007579 (Dankastatin B)

INCHI for NP0007579 (Dankastatin B)

Structure for NP0007579 (Dankastatin B)

3D Structure for NP0007579 (Dankastatin B)