NP-MRD: Showing NP-Card for (2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione (NP0241821)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 01:59:25 UTC

Updated at

2022-09-07 01:59:26 UTC

NP-MRD ID

NP0241821

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione

Description

Yanucamide B 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. Based on a literature review very few articles have been published on Yanucamide B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072203592D          

 44 45  0  0  1  0            999 V2000
   -2.0582   -0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3437    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293    0.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7997    0.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7997    1.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232    1.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4819    1.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065    1.8479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0176    2.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5518    3.9592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    4.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232    5.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0927    5.2818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9814    6.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2178    6.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    5.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    6.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    7.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572    7.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1064    7.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    4.9695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676    4.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5086    5.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972    6.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2722    5.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9244    5.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    5.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8131    6.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3835    4.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    3.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299    3.6436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8426    3.0223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6062    2.7100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7175    1.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2584    3.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0220    2.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    2.5172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016    1.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    1.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493    1.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3847    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  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
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  4  0  0  0
 40 42  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END

     RDKit          3D

 93 94  0  0  0  0  0  0  0  0999 V2000
    7.7569   -2.8648    0.9030 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9959   -3.1311    0.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0645   -3.4753   -1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8661   -2.5089   -1.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1280   -2.5591    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9353   -1.7000    0.3360 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2237   -1.9691    1.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5069   -3.0505    1.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6142   -3.6426    2.9687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5205   -3.5973    0.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7871   -2.8140    1.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3078   -2.3805   -0.0822 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096   -1.6626   -0.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3328   -1.5388   -1.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1940   -0.9021    0.2858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5807   -1.5220    0.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0883   -1.5870   -1.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8204   -2.7250   -1.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2668   -2.8287   -3.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9827   -1.8221   -3.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2548   -0.6768   -3.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8034   -0.5785   -1.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8616   -0.6478    1.6602 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3332   -1.5658    2.6697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0974    0.4751    2.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7944    0.5276    3.3641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202    1.5841    1.3016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4727    2.8292    1.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911    2.6052    1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392    3.3943    2.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758    1.2613   -0.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5327    1.9018   -0.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171    2.3197   -2.0182 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250    2.1660   -0.5790 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2237    3.5570   -1.1808 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4075    4.6096   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    3.8325   -0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1134    5.1666   -1.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622    1.1465   -1.1466 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4453    0.2450   -1.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8332   -0.4996   -2.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0906   -0.2242    0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5015    0.2953    0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381    0.4415    1.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4312   -2.6442    1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6100   -3.3647   -2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7061   -4.5296   -1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2282   -1.5536   -1.4448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2240   -2.9227   -1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124   -2.5213    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349   -3.6252    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198   -2.0531   -0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8102   -3.4743   -0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3693   -4.6947    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5932   -1.9309    1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4411   -3.5613    1.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0280   -2.2842   -2.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346    0.0761   -0.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6096   -2.5280    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -0.8865    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2614   -3.5411   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0441   -3.7433   -3.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3099   -1.9675   -4.8239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8161    0.1004   -3.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0067    0.3082   -1.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4766   -2.5804    2.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2279   -1.1297    3.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5318   -1.6156    3.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096    1.8966    1.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0315    3.5862    0.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5352    3.4468    1.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0106    2.4779   -0.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3394    1.6933    1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202    4.4713    2.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4325    3.3510    3.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2162    2.8944    3.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9672    2.3416    0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238    3.5140   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772    4.2921    0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9935    5.5591   -0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5585    4.7864   -0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220    3.0632   -1.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620    3.7544    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1871    5.2027   -1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4945    5.5187   -2.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105    5.9498   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670   -0.0852   -2.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2628   -0.3694    0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8074    0.6767   -0.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5820    1.2269    0.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598   -0.1690    2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8096    1.4448    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3696    0.2585    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  1  0
 37 35  1  0
 35 36  1  0
 35 34  1  0
 34 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  1  0
 42  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  3  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 31  1  0
 31 32  1  0
 32 33  2  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 32 34  1  0
 22 17  1  0
 38 84  1  0
 38 85  1  0
 38 86  1  0
 37 82  1  0
 37 83  1  0
 35 78  1  6
 36 79  1  0
 36 80  1  0
 36 81  1  0
 34 77  1  1
 41 87  1  0
 43 88  1  0
 43 89  1  0
 43 90  1  0
 44 91  1  0
 44 92  1  0
 44 93  1  0
  6 52  1  6
  5 50  1  0
  5 51  1  0
  4 48  1  0
  4 49  1  0
  3 46  1  0
  3 47  1  0
  1 45  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 14 57  1  0
 15 58  1  6
 16 59  1  0
 16 60  1  0
 18 61  1  0
 19 62  1  0
 20 63  1  0
 21 64  1  0
 22 65  1  0
 24 66  1  0
 24 67  1  0
 24 68  1  0
 27 69  1  1
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
M  END


  Mrv1652309072203592D          

 44 45  0  0  1  0            999 V2000
   -2.0582   -0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3437    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293    0.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852    0.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7997    0.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7997    1.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232    1.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4819    1.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065    1.8479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0176    2.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1005    3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5518    3.9592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4404    4.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232    5.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0927    5.2818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9814    6.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2178    6.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    5.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981    6.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    7.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572    7.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1064    7.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8563    4.9695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9676    4.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5086    5.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972    6.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2722    5.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9244    5.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    5.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8131    6.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3835    4.3449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7312    3.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9299    3.6436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8426    3.0223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6062    2.7100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7175    1.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2584    3.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0220    2.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903    2.5172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016    1.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652    1.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6493    1.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3847    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  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
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  4  0  0  0
 40 42  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241821

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@@H]1N=C(O)C(C)(C)C(CCCC#C)OC(=O)CCN=C(O)[C@@H](CC2=CC=CC=C2)N(C)C(=O)[C@@H](OC1=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C34H49N3O7/c1-9-11-13-18-26-34(6,7)33(42)36-28(23(5)10-2)32(41)44-29(22(3)4)31(40)37(8)25(21-24-16-14-12-15-17-24)30(39)35-20-19-27(38)43-26/h1,12,14-17,22-23,25-26,28-29H,10-11,13,18-21H2,2-8H3,(H,35,39)(H,36,42)/t23-,25+,26?,28-,29-/m0/s1

> <INCHI_KEY>
YGNYZDWBKLMWKA-CMOSHRNSSA-N

> <FORMULA>
C34H49N3O7

> <MOLECULAR_WEIGHT>
611.78

> <EXACT_MASS>
611.35705093

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
66.8008348807379

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,16S)-5-benzyl-16-[(2S)-butan-2-yl]-6,14-dihydroxy-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-2-(propan-2-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione

> <JCHEM_LOGP>
3.5968251332116514

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.673893180682657

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.114593648910412

> <JCHEM_PKA_STRONGEST_BASIC>
14.99998049962212

> <JCHEM_POLAR_SURFACE_AREA>
138.09

> <JCHEM_REFRACTIVITY>
166.43260000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5R,16S)-5-benzyl-16-[(2S)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.842  -0.280   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.508   0.490   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.175   1.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.159   0.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.493   1.260   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.493   2.800   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.043   2.279   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.900   3.497   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.439   3.449   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.033   4.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.188   6.448   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.030   7.391   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.822   8.916   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.603   9.499   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.040   9.859   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.832  11.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.406  11.968   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.811  11.025   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.236  11.608   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.444  13.134   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.227  14.077   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.199  13.494   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       3.465   9.276   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       3.673   7.751   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.683  10.219   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.475  11.745   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.108   9.636   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.326  10.579   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.751   9.996   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.118  12.105   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.316   8.110   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.098   7.168   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.602   6.801   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.306   5.642   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.731   5.059   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.939   3.533   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.949   6.002   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.374   5.419   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       4.089   4.699   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       4.296   3.173   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.722   2.590   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.079   2.230   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.999   0.995   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.585   0.771   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   42                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   15   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   27   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   34   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    6   43   44                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₉N₃O₇

Average Mass

611.7800 Da

Monoisotopic Mass

611.35705 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@@H]1N=C(O)C(C)(C)C(CCCC#C)OC(=O)CCN=C(O)[C@@H](CC2=CC=CC=C2)N(C)C(=O)[C@@H](OC1=O)C(C)C

InChI Identifier

InChI=1S/C34H49N3O7/c1-9-11-13-18-26-34(6,7)33(42)36-28(23(5)10-2)32(41)44-29(22(3)4)31(40)37(8)25(21-24-16-14-12-15-17-24)30(39)35-20-19-27(38)43-26/h1,12,14-17,22-23,25-26,28-29H,10-11,13,18-21H2,2-8H3,(H,35,39)(H,36,42)/t23-,25+,26?,28-,29-/m0/s1

InChI Key

YGNYZDWBKLMWKA-CMOSHRNSSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Secondary carboxylic acid amide
Oxacycle
Acetylide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00029244

Chemspider ID

10276181

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21668738

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione (NP0241821)

MOL for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

3D MOL for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

3D SDF for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

3D-SDF for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

PDB for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

3D PDB for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

SMILES for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

INCHI for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

Structure for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)

3D Structure for NP0241821 ((2s,5r,16s)-5-benzyl-16-[(2s)-butan-2-yl]-6,14-dihydroxy-2-isopropyl-4,13,13-trimethyl-12-(pent-4-yn-1-yl)-1,11-dioxa-4,7,15-triazacycloheptadeca-6,14-diene-3,10,17-trione)