NP-MRD: Showing NP-Card for {25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid (NP0216569)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-05 16:35:46 UTC

Updated at

2022-09-05 16:35:47 UTC

NP-MRD ID

NP0216569

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid

Description

2-[3-(Butan-2-yl)-25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(C-hydroxycarbonimidoyl)ethyl]-6,15,18-tris(2-methylpropyl)-2-oxo-12-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl]acetic acid belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. 2-[3-(Butan-2-yl)-25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(C-hydroxycarbonimidoyl)ethyl]-6,15,18-tris(2-methylpropyl)-2-oxo-12-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl]acetic acid is a weakly acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 04121521072D          

 73 73  0  0  0  0            999 V2000
   -7.8822    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1677    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4532    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7387    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0243    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5953    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1664    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4519    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618    1.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741    2.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601    2.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968    1.9643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    2.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    3.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837    3.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9902    4.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6533    4.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335    4.7826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6975    2.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089    1.3558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498    2.6784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134    2.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021    3.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    3.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5862    2.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1271    4.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7657    2.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543    3.6887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5293    2.5589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1815    3.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0702    3.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7225    4.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6112    5.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4861    4.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9451    2.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5974    3.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0565    1.9343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8201    1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4723    2.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3610    2.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2359    1.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9314    0.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6950    0.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2791    0.2994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5155    0.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6269   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3905   -0.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0427   -0.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5018   -1.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633    0.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9746   -0.7109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0997    0.4189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4474   -0.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5587   -0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3223   -1.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1469   -1.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337   -2.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838    0.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725    1.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2679    0.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7270   -1.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429   -1.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156   -0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -1.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520   -0.1596    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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 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
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 43 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
 50 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 58 63  1  0  0  0  0
 63 64  2  0  0  0  0
 63 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
 67 69  1  0  0  0  0
 69 70  1  0  0  0  0
 66 71  1  0  0  0  0
 71 72  2  0  0  0  0
 71 73  1  0  0  0  0
 13 73  1  0  0  0  0
M  END


  Mrv0541 04121521072D          

 73 73  0  0  0  0            999 V2000
   -7.8822    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1677    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4532    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7387    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0243    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5953    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8809    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1664    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4519    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7374    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230    0.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915    0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618    1.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3741    2.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601    2.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968    1.9643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    2.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404    3.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0837    3.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9902    4.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6533    4.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2335    4.7826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6975    2.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8089    1.3558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498    2.6784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134    2.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021    3.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2385    3.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5862    2.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1271    4.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7657    2.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543    3.6887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5293    2.5589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1815    3.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0702    3.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7225    4.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6112    5.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4861    4.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9451    2.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5974    3.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0565    1.9343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8201    1.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4723    2.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3610    2.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2359    1.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9314    0.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6950    0.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2791    0.2994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5155    0.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6269   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3905   -0.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0427   -0.0129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5018   -1.3355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8633    0.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9746   -0.7109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0997    0.4189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4474   -0.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5587   -0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3223   -1.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1469   -1.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4337   -2.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838    0.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725    1.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2679    0.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7270   -1.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429   -1.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156   -0.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252   -1.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520   -0.1596    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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 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
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 43 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
 50 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 58 63  1  0  0  0  0
 63 64  2  0  0  0  0
 63 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
 67 69  1  0  0  0  0
 69 70  1  0  0  0  0
 66 71  1  0  0  0  0
 71 72  2  0  0  0  0
 71 73  1  0  0  0  0
 13 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216569

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCC1CC(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CC(O)=O)C(=O)NC(CC(C)C)C(=O)NC(C(C)CC)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C53H94N8O12/c1-12-14-15-16-17-18-19-20-21-22-23-36-29-43(63)55-37(24-25-42(54)62)47(66)56-38(26-31(3)4)48(67)57-39(27-32(5)6)50(69)60-45(34(9)10)52(71)59-41(30-44(64)65)49(68)58-40(28-33(7)8)51(70)61-46(35(11)13-2)53(72)73-36/h31-41,45-46H,12-30H2,1-11H3,(H2,54,62)(H,55,63)(H,56,66)(H,57,67)(H,58,68)(H,59,71)(H,60,69)(H,61,70)(H,64,65)

> <INCHI_KEY>
IJMDOTXFQGFKQU-UHFFFAOYSA-N

> <FORMULA>
C53H94N8O12

> <MOLECULAR_WEIGHT>
1035.379

> <EXACT_MASS>
1034.699120499

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
167

> <JCHEM_AVERAGE_POLARIZABILITY>
116.47540281690563

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[3-(butan-2-yl)-21-(2-carbamoylethyl)-25-dodecyl-6,15,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-12-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-9-yl]acetic acid

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
5.670025536999998

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.502745836993377

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.194620478775342

> <JCHEM_POLAR_SURFACE_AREA>
310.38999999999993

> <JCHEM_REFRACTIVITY>
273.84870000000024

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[21-(2-carbamoylethyl)-25-dodecyl-12-isopropyl-6,15,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-9-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0     -14.713   1.360   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.380   0.590   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.046   1.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.712   0.590   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.379   1.360   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.045   0.590   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.711   1.360   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.378   0.590   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.044   1.360   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.710   0.590   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.377   1.360   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.043   0.590   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.291   1.360   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.115   2.355   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.698   3.781   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.112   5.090   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       2.234   3.667   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.610   4.640   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.435   6.170   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.023   6.784   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.848   8.314   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.086   9.230   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0       0.436   8.927   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       5.035   4.057   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.243   2.531   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0       6.253   5.000   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       7.678   4.417   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.471   5.943   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.045   6.526   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.828   5.583   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.837   8.051   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.896   5.360   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.688   6.886   0.000  0.00  0.00           O+0
HETATM   34  N   UNK     0      10.321   4.777   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      11.539   5.720   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.331   7.245   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.549   8.188   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.341   9.714   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.974   7.605   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.964   5.137   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      14.182   6.079   0.000  0.00  0.00           O+0
HETATM   42  N   UNK     0      13.172   3.611   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      14.597   3.028   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      15.815   3.971   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      15.607   5.497   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.240   3.388   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      14.805   1.502   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      16.231   0.919   0.000  0.00  0.00           O+0
HETATM   49  N   UNK     0      13.588   0.559   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0      12.162   1.142   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      12.370  -0.384   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      13.796  -0.967   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      15.013  -0.024   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      14.003  -2.493   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      10.945   0.199   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      11.153  -1.327   0.000  0.00  0.00           O+0
HETATM   57  N   UNK     0       9.519   0.782   0.000  0.00  0.00           N+0
HETATM   58  C   UNK     0       8.302  -0.161   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       8.510  -1.687   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       9.935  -2.270   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      11.474  -2.223   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      10.143  -3.796   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       6.876   0.422   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       6.669   1.948   0.000  0.00  0.00           O+0
HETATM   65  N   UNK     0       5.659  -0.521   0.000  0.00  0.00           N+0
HETATM   66  C   UNK     0       4.233   0.062   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       4.441  -1.464   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       3.224  -2.407   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       5.867  -2.047   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       6.074  -3.573   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       3.016  -0.881   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0       2.287  -2.238   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0       1.590  -0.298   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   73                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   18   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   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                                                       
CONECT   43   42   44   47                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   43   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51   55                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52                                                            
CONECT   55   50   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58                                                       
CONECT   58   57   59   63                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60                                                            
CONECT   63   58   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66                                                       
CONECT   66   65   67   71                                                  
CONECT   67   66   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67   70                                                       
CONECT   70   69                                                            
CONECT   71   66   72   73                                                  
CONECT   72   71                                                            
CONECT   73   71   13                                                       
MASTER        0    0    0    0    0    0    0    0   73    0  146    0
END

View in JSmol

Synonyms

Value	Source
2-[3-(Butan-2-yl)-25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(C-hydroxycarbonimidoyl)ethyl]-6,15,18-tris(2-methylpropyl)-2-oxo-12-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl]acetate	Generator

Chemical Formula

C₅₃H₉₄N₈O₁₂

Average Mass

1035.3790 Da

Monoisotopic Mass

1034.69912 Da

IUPAC Name

2-[3-(butan-2-yl)-21-(2-carbamoylethyl)-25-dodecyl-6,15,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-12-(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-9-yl]acetic acid

Traditional Name

[21-(2-carbamoylethyl)-25-dodecyl-12-isopropyl-6,15,18-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-9-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC1CC(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CC(O)=O)C(=O)NC(CC(C)C)C(=O)NC(C(C)CC)C(=O)O1

InChI Identifier

InChI=1S/C53H94N8O12/c1-12-14-15-16-17-18-19-20-21-22-23-36-29-43(63)55-37(24-25-42(54)62)47(66)56-38(26-31(3)4)48(67)57-39(27-32(5)6)50(69)60-45(34(9)10)52(71)59-41(30-44(64)65)49(68)58-40(28-33(7)8)51(70)61-46(35(11)13-2)53(72)73-36/h31-41,45-46H,12-30H2,1-11H3,(H2,54,62)(H,55,63)(H,56,66)(H,57,67)(H,58,68)(H,59,71)(H,60,69)(H,61,70)(H,64,65)

InChI Key

IJMDOTXFQGFKQU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Alpha-amino acid ester
Macrolactam
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Cyclic carboximidic acid
Carboxylic acid ester
Lactone
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Polyol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organic oxide
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	3.5	ALOGPS
logP	5.67	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	310.39 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	273.85 m³·mol⁻¹	ChemAxon
Polarizability	116.48 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

74052773

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid (NP0216569)

MOL for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

3D MOL for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

3D SDF for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

3D-SDF for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

PDB for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

3D PDB for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

SMILES for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

INCHI for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

Structure for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)

3D Structure for NP0216569 ({25-dodecyl-5,8,11,14,17,20,23-heptahydroxy-21-[2-(c-hydroxycarbonimidoyl)ethyl]-12-isopropyl-6,15,18-tris(2-methylpropyl)-2-oxo-3-(sec-butyl)-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-9-yl}acetic acid)