NP-MRD: Showing NP-Card for 3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid (NP0211086)

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Record Information

Version

2.0

Created at

2022-09-05 09:11:53 UTC

Updated at

2022-09-05 09:11:53 UTC

NP-MRD ID

NP0211086

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid

Description

3-[(3S,6R,9S,12S,15R,18S,21S)-3-[(2S)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic 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 3-[(3S,6R,9S,12S,15R,18S,21S)-3-[(2S)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052211112D          

 75 75  0  0  1  0            999 V2000
    1.1462   -6.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939   -5.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -4.7026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3688   -4.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -4.1974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3020   -4.9820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -5.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -4.1974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0342   -4.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978   -4.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4500   -4.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091   -3.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2368   -4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4377   -4.1094    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  1  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  4  0  0  0
 38 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 40 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  4  0  0  0
 46 48  1  0  0  0  0
 48 49  1  1  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 48 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  4  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 70 72  1  0  0  0  0
 58 73  1  0  0  0  0
 73 74  1  0  0  0  0
  5 74  1  0  0  0  0
 74 75  2  0  0  0  0
M  END


  Mrv1652309052211112D          

 75 75  0  0  1  0            999 V2000
    1.1462   -6.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939   -5.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -4.7026    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3688   -4.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470   -4.1974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3020   -4.9820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -5.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -4.1974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0342   -4.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978   -4.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4500   -4.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9091   -3.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2368   -4.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4377   -4.1094    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  1  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  4  0  0  0
 38 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 40 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  4  0  0  0
 46 48  1  0  0  0  0
 48 49  1  1  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 51 53  1  0  0  0  0
 48 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  4  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  1  0  0  0  0
 70 72  1  0  0  0  0
 58 73  1  0  0  0  0
 73 74  1  0  0  0  0
  5 74  1  0  0  0  0
 74 75  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0211086

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@@H]1N=C(O)[C@@H](CC(C)C)N=C(O)[C@H](CC(O)=O)N=C(O)[C@H](CC(C)C)NC[C@@H](CC(C)C)N=C(O)[C@H](CC(C)C)N=C(O)[C@H](CCC(O)=O)N=C(O)CC(CCCCCCCCCCCC(C)C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C56H101N7O12/c1-13-39(12)50-56(74)75-41(24-22-20-18-16-14-15-17-19-21-23-34(2)3)31-47(64)59-42(25-26-48(65)66)51(69)60-44(29-37(8)9)53(71)58-40(27-35(4)5)33-57-43(28-36(6)7)52(70)62-46(32-49(67)68)54(72)61-45(30-38(10)11)55(73)63-50/h34-46,50,57H,13-33H2,1-12H3,(H,58,71)(H,59,64)(H,60,69)(H,61,72)(H,62,70)(H,63,73)(H,65,66)(H,67,68)/t39-,40+,41?,42-,43-,44-,45+,46-,50-/m0/s1

> <INCHI_KEY>
JIQZGDSEMGSRJT-XLDBFYDFSA-N

> <FORMULA>
C56H101N7O12

> <MOLECULAR_WEIGHT>
1064.461

> <EXACT_MASS>
1063.75082172

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
176

> <JCHEM_AVERAGE_POLARIZABILITY>
123.0657188261722

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(3S,6R,9S,12S,15R,18S,21S)-3-[(2S)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid

> <JCHEM_LOGP>
13.081486216000002

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.5412584906429556

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.106865814599277

> <JCHEM_POLAR_SURFACE_AREA>
308.46999999999997

> <JCHEM_REFRACTIVITY>
288.8301000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
27

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3S,6R,9S,12S,15R,18S,21S)-3-[(2S)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       2.140 -11.247   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.922 -10.304   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.130  -8.778   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.555  -8.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.088  -7.835   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.564  -9.300   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.104  -9.300   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.009 -10.546   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.580  -7.835   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.797  -8.778   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.222  -8.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.440  -9.138   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.430  -6.669   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -6.042  -8.337   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      -5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      -8.002  -0.000   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      -8.002   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      -6.668   3.850   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -5.335   6.160   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      -4.001   2.310   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   54  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   55  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      14.670  -3.850   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   75  O   UNK     0       2.684  -7.671   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   74                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   40   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   54                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   48   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58                                                       
CONECT   58   57   59   73                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69                                                       
CONECT   69   68   70                                                       
CONECT   70   69   71   72                                                  
CONECT   71   70                                                            
CONECT   72   70                                                            
CONECT   73   58   74                                                       
CONECT   74   73    5   75                                                  
CONECT   75   74                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  150    0
END

View in JSmol

Synonyms

Value	Source
3-[(3S,6R,9S,12S,15R,18S,21S)-3-[(2S)-Butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoate	Generator

Chemical Formula

C₅₆H₁₀₁N₇O₁₂

Average Mass

1064.4610 Da

Monoisotopic Mass

1063.75082 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@@H]1N=C(O)[C@@H](CC(C)C)N=C(O)[C@H](CC(O)=O)N=C(O)[C@H](CC(C)C)NC[C@@H](CC(C)C)N=C(O)[C@H](CC(C)C)N=C(O)[C@H](CCC(O)=O)N=C(O)CC(CCCCCCCCCCCC(C)C)OC1=O

InChI Identifier

InChI=1S/C56H101N7O12/c1-13-39(12)50-56(74)75-41(24-22-20-18-16-14-15-17-19-21-23-34(2)3)31-47(64)59-42(25-26-48(65)66)51(69)60-44(29-37(8)9)53(71)58-40(27-35(4)5)33-57-43(28-36(6)7)52(70)62-46(32-49(67)68)54(72)61-45(30-38(10)11)55(73)63-50/h34-46,50,57H,13-33H2,1-12H3,(H,58,71)(H,59,64)(H,60,69)(H,61,72)(H,62,70)(H,63,73)(H,65,66)(H,67,68)/t39-,40+,41?,42-,43-,44-,45+,46-,50-/m0/s1

InChI Key

JIQZGDSEMGSRJT-XLDBFYDFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Cyclic depsipeptide
Macrolide lactam
Macrolactam
Alpha-amino acid ester
Alpha-amino acid amide
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Amino acid
Secondary carboxylic acid amide
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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
logP	13.08	ChemAxon
pKa (Strongest Acidic)	3.11	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	308.47 Å²	ChemAxon
Rotatable Bond Count	27	ChemAxon
Refractivity	288.83 m³·mol⁻¹	ChemAxon
Polarizability	123.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

101174696

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid (NP0211086)

MOL for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

3D MOL for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

3D SDF for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

3D-SDF for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

PDB for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

3D PDB for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

SMILES for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

INCHI for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

Structure for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)

3D Structure for NP0211086 (3-[(3s,6r,9s,12s,15r,18s,21s)-3-[(2s)-butan-2-yl]-9-(carboxymethyl)-5,8,11,17,20,23-hexahydroxy-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2-oxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,16,19,22-hexaen-21-yl]propanoic acid)