NP-MRD: Showing NP-Card for 3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile (NP0294252)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 02:42:06 UTC

Updated at

2022-09-10 02:42:06 UTC

NP-MRD ID

NP0294252

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile

Description

Pestahivin 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 Pestahivin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102204422D          

 68 70  0  0  1  0            999 V2000
   -0.7690   -4.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537   -4.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5184   -5.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3411   -5.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -5.8544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4479   -6.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -5.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -5.0494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8092   -4.9878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671   -5.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024   -6.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -5.7927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3478   -6.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8830   -7.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584   -7.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8271   -8.0343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5087   -8.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6195   -9.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3828   -9.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355   -9.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247   -8.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613   -7.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -5.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1532   -4.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -5.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5021   -6.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8200   -4.6899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6243   -4.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8675   -5.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6718   -5.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3064   -6.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5769   -3.9016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2219   -3.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9898   -3.6886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0989   -2.5714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7439   -2.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5119   -2.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1569   -1.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6348   -3.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309   -2.2700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493   -2.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309   -1.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0454   -1.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -1.0325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6165   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    0.2050    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3309    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0454   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7599    0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4743   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4743   -1.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9020   -1.4450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570   -0.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3799   -0.1148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -1.2320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8440   -0.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760   -1.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310   -0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860    0.0097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3661   -2.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617   -2.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -1.6266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186   -3.0197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5142   -3.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8797   -3.6245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6955   -3.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5218   -4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6991   -4.4295    0.0000 O   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  6  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  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
 14 22  1  0  0  0  0
 17 22  1  0  0  0  0
 12 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  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  4  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  1  6  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 44 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  4  0  0  0
 53 55  1  0  0  0  0
 55 56  1  6  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  3  0  0  0  0
 55 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  1  0  0  0
 63 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
  8 67  1  0  0  0  0
 67 68  2  0  0  0  0
M  END

     RDKit          3D

150152  0  0  0  0  0  0  0  0999 V2000
   -7.3123    1.7664   -3.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3130    2.2623   -2.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7479    3.3537   -1.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5426    3.0803   -0.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6259    2.0876    0.4779 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9848    0.6876    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4259    2.1681    1.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1029    1.9051    0.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0356    0.7040    0.0384 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9687   -0.3723   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2197   -0.6394   -1.8660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6179   -1.6472    0.2353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1492   -1.4115    1.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587   -2.7097    2.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -3.3456    2.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9842   -4.4954    3.1947 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2903   -4.6498    3.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0567   -5.6526    3.9427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4405   -5.5493    3.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0352   -4.4330    3.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2374   -3.4397    2.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8733   -3.5385    2.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8400   -2.6031   -0.4776 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5176   -3.9272   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5377   -2.5457   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6481   -3.3434   -0.4883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9406   -1.7286   -2.0838 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0011   -2.3761   -3.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -3.6320   -3.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6672   -4.8702   -2.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5709   -3.9622   -5.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2664   -1.1109   -1.8594 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3104   -0.5834   -1.6638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5687    0.8170   -1.8910 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5510   -1.2822   -1.1484 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4989   -1.6131    0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7730   -2.3747    0.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7159   -2.6564    2.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7790   -3.7172   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7604   -0.6214   -1.5807 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5361   -1.4215   -2.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126    0.6105   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9328    1.1678   -2.2908 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631    1.4432   -0.0570 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4024    1.1550    0.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8377    1.2629    0.5648 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2106    0.2945   -0.5225 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555    1.0881    1.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1962    1.2330    1.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1127    1.0537    2.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8386    2.0651    3.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0856    1.7199    0.4663 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2668    2.5690    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480    2.0631    1.3117 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716    4.0363    0.5872 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1057    4.6694   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8844    4.2029   -1.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8040    4.8368   -2.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5086    5.3520   -3.5296 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9238    4.4982    0.2608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3017    4.6664    0.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910    5.6210    1.3667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3783    3.6662    0.2992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3509    4.4758   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959    3.1720    1.4999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4958    3.6972    2.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0318    2.2446    1.6133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1037    1.5632    2.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3307    2.4467   -4.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2999    1.6554   -2.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6522    0.7548   -3.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7124    1.3905   -1.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1614    2.6824   -2.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5932    3.7843   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5025    4.2063   -2.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2173    4.0846   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7200    2.8022   -1.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4811    2.4603    1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7031    0.4531   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0784    0.4455    0.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5067   -0.0488    0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5176    1.3461    2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4416    3.1154    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1353    2.7331   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1423   -1.0055   -2.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6657   -2.0915    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2311   -0.8226    1.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295   -0.9465    2.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -2.9410    2.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523   -5.1763    3.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5470   -6.5080    4.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0565   -6.3354    4.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1098   -4.3350    3.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7726   -2.6004    2.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3670   -4.0402    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747   -4.0117   -1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8482   -4.7563   -0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7047   -0.8778   -2.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444   -1.5842   -4.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0941   -2.5005   -3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8304   -3.5066   -3.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427   -4.8502   -2.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1008   -5.1880   -2.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -5.7766   -3.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2198   -3.1235   -5.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0540   -4.8648   -5.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6440   -4.2070   -5.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494    1.0071   -2.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4464   -2.2883   -1.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6503   -2.3426    0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -0.8306    1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6676   -1.8599    0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5544   -3.3621    2.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536   -1.7256    2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7498   -3.0981    2.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8020   -3.8898   -0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8929   -4.5157    0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -3.8214   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9884   -0.7441   -3.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3017   -2.0333   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8858   -2.1118   -3.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7257    2.5100   -0.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2395    1.8435    1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2530    0.1342    1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0173    2.3060    0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0850   -0.3646   -0.2496 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4785    0.7391   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3973   -0.4675   -0.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6008    0.1140    2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5694    1.8828    2.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4288    2.2766    0.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5706    0.5029    0.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1374    1.2964    2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1437    0.0211    2.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4232    2.9956    3.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1337    1.5748    4.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7508    2.3005    4.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2157    1.7076    2.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5962    4.4400    1.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1432    4.7580   -0.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7532    5.7544   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319    4.4335   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098    3.1224   -1.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807    2.8586   -0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852    5.3603   -0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    3.9291   -1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774    4.8931    0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9912    4.6178    3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6702    2.9667    3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3973    3.8403    2.7663 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  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
 12 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 27 32  1  0
 32 33  2  3
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 35 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 42 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 44 52  1  0
 52 53  2  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  3  0
 55 60  1  0
 60 61  1  0
 61 62  2  0
 61 63  1  0
 63 64  1  0
 63 65  1  0
 65 66  1  0
 65 67  1  0
 67 68  2  0
 67  8  1  0
 22 14  1  0
 22 17  1  0
  1 69  1  0
  1 70  1  0
  1 71  1  0
  2 72  1  0
  2 73  1  0
  3 74  1  0
  3 75  1  0
  4 76  1  0
  4 77  1  0
  5 78  1  1
  6 79  1  0
  6 80  1  0
  6 81  1  0
  7 82  1  0
  7 83  1  0
  8 84  1  6
 11 85  1  0
 12 86  1  1
 13 87  1  0
 13 88  1  0
 15 89  1  0
 16 90  1  0
 18 91  1  0
 19 92  1  0
 20 93  1  0
 21 94  1  0
 24 95  1  0
 24 96  1  0
 24 97  1  0
 27 98  1  6
 28 99  1  0
 28100  1  0
 29101  1  0
 30102  1  0
 30103  1  0
 30104  1  0
 31105  1  0
 31106  1  0
 31107  1  0
 34108  1  0
 35109  1  6
 36110  1  0
 36111  1  0
 37112  1  0
 38113  1  0
 38114  1  0
 38115  1  0
 39116  1  0
 39117  1  0
 39118  1  0
 41119  1  0
 41120  1  0
 41121  1  0
 44122  1  6
 45123  1  0
 45124  1  0
 46125  1  6
 47126  1  0
 47127  1  0
 47128  1  0
 48129  1  0
 48130  1  0
 49131  1  0
 49132  1  0
 50133  1  0
 50134  1  0
 51135  1  0
 51136  1  0
 51137  1  0
 54138  1  0
 55139  1  1
 56140  1  0
 56141  1  0
 57142  1  0
 57143  1  0
 63144  1  6
 64145  1  0
 64146  1  0
 64147  1  0
 66148  1  0
 66149  1  0
 66150  1  0
M  END


  Mrv1652309102204422D          

 68 70  0  0  1  0            999 V2000
   -0.7690   -4.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537   -4.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5184   -5.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3411   -5.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -5.8544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4479   -6.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285   -5.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -5.0494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8092   -4.9878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671   -5.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024   -6.4127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -5.7927    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3478   -6.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8830   -7.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0584   -7.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8271   -8.0343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5087   -8.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6195   -9.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3828   -9.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0355   -9.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247   -8.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1613   -7.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -5.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1532   -4.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -5.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5021   -6.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8200   -4.6899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6243   -4.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8675   -5.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6718   -5.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3064   -6.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5769   -3.9016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2219   -3.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9898   -3.6886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0989   -2.5714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7439   -2.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5119   -2.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1569   -1.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6348   -3.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309   -2.2700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6493   -2.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309   -1.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0454   -1.0325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -1.0325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6165   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3309    0.2050    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3309    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0454   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7599    0.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4743   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4743   -1.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9020   -1.4450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570   -0.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3799   -0.1148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -1.2320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8440   -0.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0760   -1.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4310   -0.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860    0.0097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3661   -2.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617   -2.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -1.6266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3186   -3.0197    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5142   -3.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8797   -3.6245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6955   -3.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5218   -4.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6991   -4.4295    0.0000 O   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  6  0  0  0
  5  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  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
 14 22  1  0  0  0  0
 17 22  1  0  0  0  0
 12 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  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  4  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  1  6  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 44 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  4  0  0  0
 53 55  1  0  0  0  0
 55 56  1  6  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  3  0  0  0  0
 55 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  1  0  0  0
 63 65  1  0  0  0  0
 65 66  1  0  0  0  0
 65 67  1  0  0  0  0
  8 67  1  0  0  0  0
 67 68  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0294252

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC[C@@H](C)C[C@@H]1N=C(O)[C@H](CC2=CNC3=CC=CC=C23)N(C)C(=O)[C@H](CC(C)C)N=C(O)[C@H](CC(C)C)N(C)C(=O)[C@H](C[C@H](C)CCCC)N=C(O)[C@@H](CCC#N)OC(=O)[C@H](C)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C52H82N8O8/c1-13-15-20-34(7)28-41-49(64)58(10)36(9)52(67)68-45(24-19-25-53)48(63)57-42(29-35(8)21-16-14-2)51(66)59(11)43(27-33(5)6)46(61)55-40(26-32(3)4)50(65)60(12)44(47(62)56-41)30-37-31-54-39-23-18-17-22-38(37)39/h17-18,22-23,31-36,40-45,54H,13-16,19-21,24,26-30H2,1-12H3,(H,55,61)(H,56,62)(H,57,63)/t34-,35-,36+,40+,41+,42+,43+,44+,45-/m1/s1

> <INCHI_KEY>
JZGSPBVWRMFPMC-HGPNIOGMSA-N

> <FORMULA>
C52H82N8O8

> <MOLECULAR_WEIGHT>
947.276

> <EXACT_MASS>
946.625561632

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
150

> <JCHEM_AVERAGE_POLARIZABILITY>
105.63718823217592

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2R,5S,8S,11S,14S,17S,20S)-3,9,15-trihydroxy-14-[(1H-indol-3-yl)methyl]-7,13,19,20-tetramethyl-5,17-bis[(2R)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile

> <JCHEM_LOGP>
9.24710733833333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.373761189821445

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.535196445740879

> <JCHEM_PKA_STRONGEST_BASIC>
1.661203510142076

> <JCHEM_POLAR_SURFACE_AREA>
224.57999999999996

> <JCHEM_REFRACTIVITY>
263.16280000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2R,5S,8S,11S,14S,17S,20S)-3,9,15-trihydroxy-14-(1H-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2R)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.436  -8.614   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.100  -8.498   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.968  -9.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.503  -9.656   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.371 -10.928   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.703 -12.316   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.907 -10.813   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.575  -9.426   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.110  -9.311   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.779 -10.698   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.911 -11.970   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.314 -10.813   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.983 -12.201   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.115 -13.473   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.576 -13.519   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.144 -14.997   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       8.416 -15.865   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.623 -17.391   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.048 -17.975   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.266 -17.033   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.059 -15.507   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.635 -14.923   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      10.182  -9.541   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       9.619  -8.107   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.683  -9.883   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.137 -11.355   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.731  -8.755   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.232  -9.097   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.686 -10.569   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.187 -10.911   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.639 -11.698   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      12.277  -7.283   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      13.481  -6.323   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      14.914  -6.885   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.251  -4.800   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.455  -3.840   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.889  -4.402   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.093  -3.442   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.118  -5.925   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      11.818  -4.237   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      10.545  -5.105   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.818  -2.697   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      13.151  -1.927   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      10.484  -1.927   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.484  -0.387   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.818   0.383   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.818   1.923   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      13.151  -0.387   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      14.485   0.383   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      15.819  -0.387   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      15.819  -1.927   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0       9.150  -2.697   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0       7.946  -1.737   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       8.176  -0.214   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       6.513  -2.300   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.309  -1.340   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       3.875  -1.902   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       2.671  -0.942   0.000  0.00  0.00           C+0
HETATM   59  N   UNK     0       1.467   0.018   0.000  0.00  0.00           N+0
HETATM   60  O   UNK     0       6.283  -3.823   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       4.782  -4.165   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       3.734  -3.036   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       4.328  -5.637   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       2.827  -5.980   0.000  0.00  0.00           C+0
HETATM   65  N   UNK     0       5.375  -6.766   0.000  0.00  0.00           N+0
HETATM   66  C   UNK     0       6.898  -6.536   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       4.707  -8.153   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0       3.172  -8.268   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   67                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
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   14   17                                                  
CONECT   23   12   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   35   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   52                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50                                                            
CONECT   52   44   53                                                       
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   60                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58                                                            
CONECT   60   55   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66   67                                                  
CONECT   66   65                                                            
CONECT   67   65    8   68                                                  
CONECT   68   67                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₂H₈₂N₈O₈

Average Mass

947.2760 Da

Monoisotopic Mass

946.62556 Da

IUPAC Name

3-[(2R,5S,8S,11S,14S,17S,20S)-3,9,15-trihydroxy-14-[(1H-indol-3-yl)methyl]-7,13,19,20-tetramethyl-5,17-bis[(2R)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile

Traditional Name

3-[(2R,5S,8S,11S,14S,17S,20S)-3,9,15-trihydroxy-14-(1H-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2R)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile

CAS Registry Number

Not Available

SMILES

CCCC[C@@H](C)C[C@@H]1N=C(O)[C@H](CC2=CNC3=CC=CC=C23)N(C)C(=O)[C@H](CC(C)C)N=C(O)[C@H](CC(C)C)N(C)C(=O)[C@H](C[C@H](C)CCCC)N=C(O)[C@@H](CCC#N)OC(=O)[C@H](C)N(C)C1=O

InChI Identifier

InChI=1S/C52H82N8O8/c1-13-15-20-34(7)28-41-49(64)58(10)36(9)52(67)68-45(24-19-25-53)48(63)57-42(29-35(8)21-16-14-2)51(66)59(11)43(27-33(5)6)46(61)55-40(26-32(3)4)50(65)60(12)44(47(62)56-41)30-37-31-54-39-23-18-17-22-38(37)39/h17-18,22-23,31-36,40-45,54H,13-16,19-21,24,26-30H2,1-12H3,(H,55,61)(H,56,62)(H,57,63)/t34-,35-,36+,40+,41+,42+,43+,44+,45-/m1/s1

InChI Key

JZGSPBVWRMFPMC-HGPNIOGMSA-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
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Lactam
Lactone
Carboxylic acid ester
Carboxamide group
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Nitrile
Monocarboxylic acid or derivatives
Carbonitrile
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	9.25	ChemAxon
pKa (Strongest Acidic)	3.54	ChemAxon
pKa (Strongest Basic)	1.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	224.58 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	263.16 m³·mol⁻¹	ChemAxon
Polarizability	105.64 Å³	ChemAxon
Number of Rings	3	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

9106288

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10931051

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile (NP0294252)

MOL for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

3D MOL for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

3D SDF for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

3D-SDF for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

PDB for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

3D PDB for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

SMILES for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

INCHI for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

Structure for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)

3D Structure for NP0294252 (3-[(2r,5s,8s,11s,14s,17s,20s)-3,9,15-trihydroxy-14-(1h-indol-3-ylmethyl)-7,13,19,20-tetramethyl-5,17-bis[(2r)-2-methylhexyl]-8,11-bis(2-methylpropyl)-6,12,18,21-tetraoxo-1-oxa-4,7,10,13,16,19-hexaazacyclohenicosa-3,9,15-trien-2-yl]propanenitrile)