NP-MRD: Showing NP-Card for (-)-Largamide D (NP0073896)

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Record Information

Version

1.0

Created at

2022-04-28 19:06:43 UTC

Updated at

2022-04-28 19:06:43 UTC

NP-MRD ID

NP0073896

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Largamide D

Description

(2S)-N-[(1S)-1-{[(1S)-1-{[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-hydroxyphenyl)methyl]-15-[(2R)-butan-2-yl]-6,13,16,21-tetrahydroxy-2-[(1S)-1-hydroxyethyl]-4,11-dimethyl-3,9,22-trioxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]Docosa-6,13,16-trien-12-yl]-C-hydroxycarbonimidoyl}-2-methylpropyl]-C-hydroxycarbonimidoyl}ethyl]-5-(4-hydroxyphenyl)-2-{[(2R)-1,2,3-trihydroxypropylidene]amino}pentanimidic 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. Based on a literature review very few articles have been published on (2S)-N-[(1S)-1-{[(1S)-1-{[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-hydroxyphenyl)methyl]-15-[(2R)-butan-2-yl]-6,13,16,21-tetrahydroxy-2-[(1S)-1-hydroxyethyl]-4,11-dimethyl-3,9,22-trioxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]Docosa-6,13,16-trien-12-yl]-C-hydroxycarbonimidoyl}-2-methylpropyl]-C-hydroxycarbonimidoyl}ethyl]-5-(4-hydroxyphenyl)-2-{[(2R)-1,2,3-trihydroxypropylidene]amino}pentanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221062D          

 83 86  0  0  1  0            999 V2000
    1.4802   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6552   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    0.5230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6552    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6598    2.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4772    2.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4882    3.5596    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2027    3.9721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8158    3.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7547    2.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    3.3809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302    2.6664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9552    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1927    1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6052    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1927    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052   -0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552   -0.1914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1302   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177   -0.9059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927    0.5230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4802    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3677   -0.9059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1927   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    0.5230    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0802    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6677    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0802   -0.1914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3177   -0.9059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1427   -0.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5552   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -1.6204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7927   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0302   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2677   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5052   -3.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927   -3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2677   -3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7927   -0.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5552   -0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7927    0.5230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3802    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7927    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102    3.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    4.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6215    5.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    4.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    5.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134    6.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    6.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078    6.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808    6.7323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5533    5.0914    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654    3.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    1.9341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0100    2.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9790    1.2108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823    0.5230    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  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26  1  1  1  0  0  0
 26 27  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 29  1  1  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 18 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 36 40  1  6  0  0  0
 40 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  2  0  0  0  0
 45 47  1  0  0  0  0
 47 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
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 51 56  1  0  0  0  0
 54 57  1  0  0  0  0
 47 58  1  1  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 59 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 61 64  1  1  0  0  0
 43 65  1  1  0  0  0
 17 66  1  6  0  0  0
 13 67  1  6  0  0  0
 67 68  1  0  0  0  0
 67 69  1  0  0  0  0
  9 70  1  1  0  0  0
 70 71  1  0  0  0  0
 71 72  2  0  0  0  0
 72 73  1  0  0  0  0
 73 74  2  0  0  0  0
 74 75  1  0  0  0  0
 75 76  2  0  0  0  0
 71 76  1  0  0  0  0
 74 77  1  0  0  0  0
 73 78  1  0  0  0  0
  8 79  1  0  0  0  0
  5 80  1  1  0  0  0
 80 81  1  0  0  0  0
 80 82  1  1  0  0  0
  3 83  1  1  0  0  0
M  END

     RDKit          3D

165168  0  0  0  0  0  0  0  0999 V2000
   -1.7906   -0.2537    2.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3004   -1.1581    1.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2831   -2.1202    0.6647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7566   -3.0591    1.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7271   -2.8449   -0.5814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9732   -1.9611   -1.6629 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2769   -0.8720   -2.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2360   -0.8854   -3.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6011    0.2493   -1.6009 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8469   -0.0431   -1.5151 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6501    0.1944   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1281    0.6891    0.6445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0903   -0.1237   -0.3675 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6898    0.0957    0.9272 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9800    0.6209    1.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6995    0.9432    0.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4970    0.7828    2.5275 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9179    1.9651    3.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9569    0.9722    2.4194 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8037   -0.1162    2.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2712   -1.1999    3.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3044   -0.1109    2.6488 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9048    1.1856    2.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3749    1.2585    2.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9509    0.6467    0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4297    1.3443   -0.2465 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1690    2.4196   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7780    3.1274   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6332    2.7850   -2.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2269    3.4994   -3.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9204    1.7096   -2.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3050    0.9887   -0.9160 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8836   -1.2711    2.1005 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2061   -2.1866    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0117   -2.1030    0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9129   -3.4205    0.7388 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2274   -3.4428    1.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6535   -3.4658   -0.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2339   -2.3895   -1.3475 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -1.5509   -0.8470 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8270   -1.7789   -0.8366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092   -2.5544    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026    1.5217   -2.4497 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1880    1.3060   -3.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8080    2.2685   -2.4763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6271    2.9972   -1.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972    4.2201   -1.4693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6552    2.1430   -0.9121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1385    1.2238   -1.9997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0527    0.1383   -1.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8394    2.0692   -3.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6467    2.9395   -0.2935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7702    2.7021    0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7470    3.1785    1.6965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0440    2.0009    0.2239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.1723    3.0371    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0679    4.1964   -0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4315    5.3532   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3439    6.4722   -0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9107    6.4566   -2.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8198    7.5831   -2.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5525    5.3141   -2.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282221062D          

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   14.2677   -3.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302   -3.0493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7927   -0.9059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5552   -0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7927    0.5230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3802    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7927    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6052    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2102    3.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    4.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6215    5.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322    4.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    5.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7134    6.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403    6.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7078    6.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808    6.7323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5533    5.0914    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654    3.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821    1.9341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0100    2.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9790    1.2108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823    0.5230    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  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26  1  1  1  0  0  0
 26 27  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 29  1  1  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 18 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 36 40  1  6  0  0  0
 40 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  2  0  0  0  0
 45 47  1  0  0  0  0
 47 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
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 51 56  1  0  0  0  0
 54 57  1  0  0  0  0
 47 58  1  1  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 59 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 61 64  1  1  0  0  0
 43 65  1  1  0  0  0
 17 66  1  6  0  0  0
 13 67  1  6  0  0  0
 67 68  1  0  0  0  0
 67 69  1  0  0  0  0
  9 70  1  1  0  0  0
 70 71  1  0  0  0  0
 71 72  2  0  0  0  0
 72 73  1  0  0  0  0
 73 74  2  0  0  0  0
 74 75  1  0  0  0  0
 75 76  2  0  0  0  0
 71 76  1  0  0  0  0
 74 77  1  0  0  0  0
 73 78  1  0  0  0  0
  8 79  1  0  0  0  0
  5 80  1  1  0  0  0
 80 81  1  0  0  0  0
 80 82  1  1  0  0  0
  3 83  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0073896

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CCCC2=CC=C(O)C=C2)NC(=O)[C@H](O)CO)C(C)C)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@H](CC2=CC(Br)=C(O)C=C2)N(C)C(=O)[C@H]([C@H](C)O)N2[C@H](O)CC[C@H](NC1=O)C2=O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C56H82BrN9O17/c1-11-28(6)44-52(78)60-37-20-22-41(72)66(54(37)80)46(30(8)68)55(81)65(10)38(24-33-17-21-39(70)35(57)23-33)49(75)62-43(27(4)5)56(82)83-31(9)45(53(79)63-44)64-51(77)42(26(2)3)61-47(73)29(7)58-48(74)36(59-50(76)40(71)25-67)14-12-13-32-15-18-34(69)19-16-32/h15-19,21,23,26-31,36-38,40-46,67-72H,11-14,20,22,24-25H2,1-10H3,(H,58,74)(H,59,76)(H,60,78)(H,61,73)(H,62,75)(H,63,79)(H,64,77)/t28-,29+,30+,31-,36+,37+,38+,40-,41-,42+,43+,44+,45+,46+/m1/s1

> <INCHI_KEY>
HVMJVDFVKGNQLS-XBBIUFRRSA-N

> <FORMULA>
C56H82BrN9O17

> <MOLECULAR_WEIGHT>
1233.222

> <EXACT_MASS>
1231.501205

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
165

> <JCHEM_AVERAGE_POLARIZABILITY>
122.10990083219156

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(1S)-1-{[(1S)-1-{[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-hydroxyphenyl)methyl]-15-[(2R)-butan-2-yl]-21-hydroxy-2-[(1S)-1-hydroxyethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]-2-[(2R)-2,3-dihydroxypropanamido]-5-(4-hydroxyphenyl)pentanamide

> <ALOGPS_LOGP>
2.14

> <JCHEM_LOGP>
0.4302733919999988

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.269448079309088

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.11950619318095

> <JCHEM_PKA_STRONGEST_BASIC>
-5.4408171449691

> <JCHEM_POLAR_SURFACE_AREA>
392.00000000000006

> <JCHEM_REFRACTIVITY>
299.8314000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-N-[(1S)-1-{[(1S)-1-{[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-hydroxyphenyl)methyl]-15-[(2R)-butan-2-yl]-21-hydroxy-2-[(1S)-1-hydroxyethyl]-8-isopropyl-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]-2-[(2R)-2,3-dihydroxypropanamido]-5-(4-hydroxyphenyl)pentanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.763  -0.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.223  -0.357   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.453   0.976   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.223   2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.453   3.644   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.232   5.138   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.757   4.931   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       0.911   6.645   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.245   7.415   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.389   6.384   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.275   4.848   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       5.073   6.311   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.843   4.977   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.383   4.977   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.153   6.311   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.153   3.644   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.693   3.644   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.463   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.693   0.976   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.463  -0.357   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       8.153   0.976   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       7.383  -0.357   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.843  -0.357   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.073  -1.691   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       5.073   0.976   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       3.533   0.976   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.763   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.533   3.644   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.153  -1.691   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.693  -1.691   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.383  -3.025   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.843  -3.025   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      12.003   2.310   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      12.773   0.976   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      12.003  -0.357   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.313   0.976   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.083   2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.623   2.310   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.313   3.644   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      15.083  -0.357   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      16.623  -0.357   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      17.393   0.976   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      17.393  -1.691   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      18.933  -1.691   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0      19.703  -3.025   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      18.933  -4.358   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      21.243  -3.025   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      22.013  -4.358   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      23.553  -4.358   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      24.323  -5.692   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      25.863  -5.692   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      26.633  -4.358   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      28.173  -4.358   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      28.943  -5.692   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      28.173  -7.026   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      26.633  -7.026   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      30.483  -5.692   0.000  0.00  0.00           O+0
HETATM   58  N   UNK     0      22.013  -1.691   0.000  0.00  0.00           N+0
HETATM   59  C   UNK     0      21.243  -0.357   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      19.703  -0.357   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      22.013   0.976   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      21.243   2.310   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      22.013   3.644   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      23.553   0.976   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      16.623  -3.025   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      10.463   4.977   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       6.613   6.311   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       7.859   7.216   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       5.843   7.645   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       2.406   8.946   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       1.160   9.851   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      -0.247   9.225   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -1.493  10.130   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      -1.332  11.662   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       0.075  12.288   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0       1.321  11.383   0.000  0.00  0.00           C+0
HETATM   77  O   UNK     0      -2.577  12.567   0.000  0.00  0.00           O+0
HETATM   78 Br   UNK     0      -2.899   9.504   0.000  0.00  0.00          Br+0
HETATM   79  C   UNK     0      -0.495   7.271   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      -1.087   3.610   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      -1.885   4.927   0.000  0.00  0.00           C+0
HETATM   82  O   UNK     0      -1.827   2.260   0.000  0.00  0.00           O+0
HETATM   83  O   UNK     0      -1.087   0.976   0.000  0.00  0.00           O+0
CONECT    1    2   26                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   83                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6   80                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   79                                                  
CONECT    9    8   10   70                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   67                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   66                                                  
CONECT   18   17   19   33                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25    1   27                                                  
CONECT   27   26    4   28                                                  
CONECT   28   27                                                            
CONECT   29   22   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   18   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   40                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   36   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   65                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   58                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   56                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   57                                                  
CONECT   55   54   56                                                       
CONECT   56   55   51                                                       
CONECT   57   54                                                            
CONECT   58   47   59                                                       
CONECT   59   58   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59   62   64                                                  
CONECT   62   61   63                                                       
CONECT   63   62                                                            
CONECT   64   61                                                            
CONECT   65   43                                                            
CONECT   66   17                                                            
CONECT   67   13   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67                                                            
CONECT   70    9   71                                                       
CONECT   71   70   72   76                                                  
CONECT   72   71   73                                                       
CONECT   73   72   74   78                                                  
CONECT   74   73   75   77                                                  
CONECT   75   74   76                                                       
CONECT   76   75   71                                                       
CONECT   77   74                                                            
CONECT   78   73                                                            
CONECT   79    8                                                            
CONECT   80    5   81   82                                                  
CONECT   81   80                                                            
CONECT   82   80                                                            
CONECT   83    3                                                            
MASTER        0    0    0    0    0    0    0    0   83    0  172    0
END

View in JSmol

Synonyms

Value

Source

Generator

Chemical Formula

C₅₆H₈₂BrN₉O₁₇

Average Mass

1233.2220 Da

Monoisotopic Mass

1231.50120 Da

IUPAC Name

(2S)-N-[(1S)-1-{[(1S)-1-{[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-hydroxyphenyl)methyl]-15-[(2R)-butan-2-yl]-21-hydroxy-2-[(1S)-1-hydroxyethyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-(propan-2-yl)-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]-2-[(2R)-2,3-dihydroxypropanamido]-5-(4-hydroxyphenyl)pentanamide

Traditional Name

(2S)-N-[(1S)-1-{[(1S)-1-{[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-bromo-4-hydroxyphenyl)methyl]-15-[(2R)-butan-2-yl]-21-hydroxy-2-[(1S)-1-hydroxyethyl]-8-isopropyl-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentaazabicyclo[16.3.1]docosan-12-yl]carbamoyl}-2-methylpropyl]carbamoyl}ethyl]-2-[(2R)-2,3-dihydroxypropanamido]-5-(4-hydroxyphenyl)pentanamide

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CCCC2=CC=C(O)C=C2)NC(=O)[C@H](O)CO)C(C)C)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@H](CC2=CC(Br)=C(O)C=C2)N(C)C(=O)[C@H]([C@H](C)O)N2[C@H](O)CC[C@H](NC1=O)C2=O)C(C)C

InChI Identifier

InChI=1S/C56H82BrN9O17/c1-11-28(6)44-52(78)60-37-20-22-41(72)66(54(37)80)46(30(8)68)55(81)65(10)38(24-33-17-21-39(70)35(57)23-33)49(75)62-43(27(4)5)56(82)83-31(9)45(53(79)63-44)64-51(77)42(26(2)3)61-47(73)29(7)58-48(74)36(59-50(76)40(71)25-67)14-12-13-32-15-18-34(69)19-16-32/h15-19,21,23,26-31,36-38,40-46,67-72H,11-14,20,22,24-25H2,1-10H3,(H,58,74)(H,59,76)(H,60,78)(H,61,73)(H,62,75)(H,63,79)(H,64,77)/t28-,29+,30+,31-,36+,37+,38+,40-,41-,42+,43+,44+,45+,46+/m1/s1

InChI Key

HVMJVDFVKGNQLS-XBBIUFRRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

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
Macrolactam
Alpha-amino acid ester
Phenylbutylamine
Alpha-amino acid or derivatives
2-bromophenol
2-halophenol
1-hydroxy-2-unsubstituted benzenoid
Piperidinone
Phenol
Halobenzene
Delta-lactam
Bromobenzene
Benzenoid
Piperidine
Monocyclic benzene moiety
Aryl halide
Aryl bromide
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Secondary alcohol
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Carbonyl group
Alcohol
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	2.14	ALOGPS
logP	0.43	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.12	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	392 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	299.83 m³·mol⁻¹	ChemAxon
Polarizability	122.11 Å³	ChemAxon
Number of Rings	4	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

163104339

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Largamide D (NP0073896)

MOL for NP0073896 ((-)-Largamide D)

3D MOL for NP0073896 ((-)-Largamide D)

3D SDF for NP0073896 ((-)-Largamide D)

3D-SDF for NP0073896 ((-)-Largamide D)

PDB for NP0073896 ((-)-Largamide D)

3D PDB for NP0073896 ((-)-Largamide D)

SMILES for NP0073896 ((-)-Largamide D)

INCHI for NP0073896 ((-)-Largamide D)

Structure for NP0073896 ((-)-Largamide D)

3D Structure for NP0073896 ((-)-Largamide D)