NP-MRD: Showing NP-Card for 2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid (NP0233016)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 14:27:26 UTC

Updated at

2022-09-06 14:27:26 UTC

NP-MRD ID

NP0233016

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid

Description

2-[6-Ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-N-[6,9,23-trihydroxy-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-10,13-bis(propan-2-yl)-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]Triacontan-14-yl]propanimidic acid belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. 2-[6-Ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-N-[6,9,23-trihydroxy-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-10,13-bis(propan-2-yl)-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]Triacontan-14-yl]propanimidic acid is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241509172D          

 67 71  0  0  0  0            999 V2000
    1.8403   -7.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -7.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192   -7.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0029   -8.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0169   -7.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331   -6.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518   -6.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681   -5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6657   -5.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3197   -4.6264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2471   -5.9607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308   -6.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -7.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3958   -8.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -4.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8140   -5.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723   -4.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0206   -4.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7671   -4.7848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9515   -3.6115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6290   -3.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4409   -3.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9734   -2.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7854   -2.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0649   -3.5788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3179   -2.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5974   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4093   -3.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5370   -3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1299   -2.3185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8020   -2.7970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7419   -1.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3603   -0.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5593   -1.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7054   -0.7310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5228   -0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8818   -1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2864   -1.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7852   -2.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9827   -2.6999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9783   -0.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2249   -0.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359    0.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1684    1.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8889    1.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0769    2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5444    1.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8239    0.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2914    0.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5709   -0.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4795    0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2000    0.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470   -0.4740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2264   -1.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1350   -0.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8555    0.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6025   -0.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9724   -0.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1962   -0.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -1.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6802   -2.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4564   -1.7700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820   -1.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922   -1.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7204   -4.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5324   -4.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879   -4.6930    0.0000 C   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
  3  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 35 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 43 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 57 62  1  0  0  0  0
 62 63  1  0  0  0  0
 21 63  1  0  0  0  0
 63 64  2  0  0  0  0
 22 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
M  END


  Mrv1533004241509172D          

 67 71  0  0  0  0            999 V2000
    1.8403   -7.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -7.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192   -7.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0029   -8.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0169   -7.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331   -6.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6518   -6.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681   -5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6657   -5.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3197   -4.6264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2471   -5.9607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308   -6.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6121   -7.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3958   -8.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3432   -4.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8140   -5.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723   -4.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0206   -4.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7671   -4.7848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9515   -3.6115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6290   -3.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4409   -3.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9734   -2.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7854   -2.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0649   -3.5788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3179   -2.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5974   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4093   -3.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5370   -3.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1299   -2.3185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8020   -2.7970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7419   -1.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3603   -0.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5593   -1.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7054   -0.7310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5228   -0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8818   -1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2864   -1.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7852   -2.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9827   -2.6999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9783   -0.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2249   -0.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6359    0.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1684    1.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8889    1.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0769    2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5444    1.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8239    0.6403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2914    0.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5709   -0.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4795    0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2000    0.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9470   -0.4740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2264   -1.2502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1350   -0.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8555    0.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6025   -0.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9724   -0.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1962   -0.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -1.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6802   -2.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4564   -1.7700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820   -1.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922   -1.1790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7204   -4.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5324   -4.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879   -4.6930    0.0000 C   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
  3  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 35 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 43 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 57 62  1  0  0  0  0
 62 63  1  0  0  0  0
 21 63  1  0  0  0  0
 63 64  2  0  0  0  0
 22 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0233016

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)CC1CCC(O)(OC1CC)C(C)(O)C(=O)NC1C(OC(=O)C(C(C)C)N(O)C(=O)C2N(CCC2(C)O)C(=O)C2CCCNN2C(=O)C(C)N(O)C(=O)C2CCCNN2C1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C45H76N8O14/c1-11-26(7)23-28-17-18-45(63,67-31(28)12-2)44(10,62)42(60)48-32-34(25(5)6)66-41(59)33(24(3)4)53(65)40(58)35-43(9,61)19-22-49(35)37(55)29-15-13-20-46-50(29)36(54)27(8)52(64)38(56)30-16-14-21-47-51(30)39(32)57/h24-35,46-47,61-65H,11-23H2,1-10H3,(H,48,60)

> <INCHI_KEY>
SJECZDQCXSPZOK-UHFFFAOYSA-N

> <FORMULA>
C45H76N8O14

> <MOLECULAR_WEIGHT>
953.145

> <EXACT_MASS>
952.548099159

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
143

> <JCHEM_AVERAGE_POLARIZABILITY>
98.54582213121958

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-N-[6,9,23-trihydroxy-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-10,13-bis(propan-2-yl)-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl]propanamide

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
0.9152695253333323

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.927875647491339

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.322216697476336

> <JCHEM_PKA_STRONGEST_BASIC>
4.157171366903372

> <JCHEM_POLAR_SURFACE_AREA>
291.39

> <JCHEM_REFRACTIVITY>
259.63220000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-N-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       3.435 -14.186   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.924 -13.793   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.009 -14.886   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.606 -16.372   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.498 -14.492   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.902 -13.006   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.817 -11.913   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.220 -10.427   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.709 -10.034   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.063  -8.636   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       9.795 -11.127   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.391 -12.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.476 -13.705   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.072 -15.192   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.974  -9.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.853 -10.419   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.095  -7.890   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.238  -8.276   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.632  -8.932   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      11.110  -6.741   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      12.374  -5.862   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.890  -6.135   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.884  -4.959   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      16.399  -5.232   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      16.921  -6.680   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      17.393  -4.055   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.915  -5.504   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      19.431  -5.777   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.802  -7.040   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      18.909  -4.328   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0      20.164  -5.221   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      20.052  -3.089   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      19.339  -1.724   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      21.577  -2.880   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      21.850  -1.365   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      23.376  -1.155   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      24.046  -2.542   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      22.935  -3.608   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.866  -4.835   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      22.368  -5.040   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      20.493  -0.637   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      19.086  -1.264   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      19.854   0.922   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      20.848   2.099   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      20.326   3.548   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.810   3.820   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0      17.816   2.644   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0      18.338   1.195   0.000  0.00  0.00           N+0
HETATM   49  C   UNK     0      17.344   0.019   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      17.866  -1.430   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      15.828   0.292   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      15.307   1.740   0.000  0.00  0.00           C+0
HETATM   53  N   UNK     0      14.834  -0.885   0.000  0.00  0.00           N+0
HETATM   54  O   UNK     0      15.356  -2.334   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      13.319  -0.612   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      12.797   0.837   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      12.325  -1.788   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      11.148  -0.794   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       9.699  -1.316   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       9.427  -2.832   0.000  0.00  0.00           C+0
HETATM   61  N   UNK     0      10.603  -3.826   0.000  0.00  0.00           N+0
HETATM   62  N   UNK     0      12.052  -3.304   0.000  0.00  0.00           N+0
HETATM   63  C   UNK     0      12.846  -3.237   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      13.985  -2.201   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      14.411  -7.584   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      15.927  -7.857   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      13.417  -8.760   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   15                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    9   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   63                                                  
CONECT   22   21   23   65                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   26   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   38                                                  
CONECT   35   34   36   41                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   34   39   40                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   35   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   43   49                                                  
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58   62                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   57   63                                                  
CONECT   63   62   21   64                                                  
CONECT   64   63                                                            
CONECT   65   22   66   67                                                  
CONECT   66   65                                                            
CONECT   67   65                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  142    0
END

View in JSmol

Synonyms

Value	Source
2-[6-Ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-N-[6,9,23-trihydroxy-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-10,13-bis(propan-2-yl)-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl]propanimidate	Generator

Chemical Formula

C₄₅H₇₆N₈O₁₄

Average Mass

953.1450 Da

Monoisotopic Mass

952.54810 Da

IUPAC Name

2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-N-[6,9,23-trihydroxy-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-10,13-bis(propan-2-yl)-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl]propanamide

Traditional Name

2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-N-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanamide

CAS Registry Number

Not Available

SMILES

CCC(C)CC1CCC(O)(OC1CC)C(C)(O)C(=O)NC1C(OC(=O)C(C(C)C)N(O)C(=O)C2N(CCC2(C)O)C(=O)C2CCCNN2C(=O)C(C)N(O)C(=O)C2CCCNN2C1=O)C(C)C

InChI Identifier

InChI=1S/C45H76N8O14/c1-11-26(7)23-28-17-18-45(63,67-31(28)12-2)44(10,62)42(60)48-32-34(25(5)6)66-41(59)33(24(3)4)53(65)40(58)35-43(9,61)19-22-49(35)37(55)29-15-13-20-46-50(29)36(54)27(8)52(64)38(56)30-16-14-21-47-51(30)39(32)57/h24-35,46-47,61-65H,11-23H2,1-10H3,(H,48,60)

InChI Key

SJECZDQCXSPZOK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Alpha-amino acid ester
Macrolactam
Macrolide
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
1,2-diazinane
Oxane
Tertiary carboxylic acid amide
Pyrrolidine
Tertiary alcohol
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Carboxylic acid hydrazide
Hemiacetal
Hydroxamic acid
Lactam
Lactone
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.68	ALOGPS
logP	0.92	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.32	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	291.39 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	259.63 m³·mol⁻¹	ChemAxon
Polarizability	98.55 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9812732

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid (NP0233016)

MOL for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

3D MOL for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

3D SDF for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

3D-SDF for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

PDB for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

3D PDB for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

SMILES for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

INCHI for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

Structure for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)

3D Structure for NP0233016 (2-[6-ethyl-2-hydroxy-5-(2-methylbutyl)oxan-2-yl]-2-hydroxy-n-{6,9,23-trihydroxy-10,13-diisopropyl-6,24-dimethyl-2,8,11,15,22,25-hexaoxo-12-oxa-3,9,16,17,23,26,27-heptaazatetracyclo[24.4.0.0³,⁷.0¹⁶,²¹]triacontan-14-yl}propanimidic acid)