MiMeDB: Showing metabocard for LI-F08a (MMDBc0020411)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:26:07 UTC

Update Date

2022-08-31 06:46:48 UTC

Metabolite ID

MMDBc0020411

Metabolite Identification

Common Name

LI-F08a

Description

LI-F08a 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. LI-F08a is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152112262D          

 75 75  0  0  1  0            999 V2000
    7.8592  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3907   -8.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387  -11.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4403   -9.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -14.8500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8756   -9.0430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460  -11.9625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4582   -9.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -14.0250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315  -12.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9555   -9.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6207   -9.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7529   -8.6629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -10.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -11.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006   -9.0430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1815   -8.6939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6598  -10.8826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3033  -10.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7671  -10.7963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0849  -10.5096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -15.6750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0608   -9.1720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4270  -10.7327    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 24  3  1  1  0  0  0
 24  8  1  0  0  0  0
 25  4  1  6  0  0  0
 25  9  1  0  0  0  0
 26  5  1  1  0  0  0
 27  6  1  0  0  0  0
 28  7  1  6  0  0  0
 29 20  1  0  0  0  0
 29 22  1  0  0  0  0
 30 23  1  1  0  0  0
 31 23  1  0  0  0  0
 32 22  1  0  0  0  0
 33 24  1  1  0  0  0
 34 25  1  6  0  0  0
 35 27  1  6  0  0  0
 36 28  1  0  0  0  0
 37 30  1  0  0  0  0
 38 33  1  0  0  0  0
 39 34  1  0  0  0  0
 40 35  1  0  0  0  0
 41 36  1  0  0  0  0
 42 26  1  0  0  0  0
 44 31  2  0  0  0  0
 45 43  2  0  0  0  0
 46 43  1  0  0  0  0
 47 21  1  0  0  0  0
 47 43  1  0  0  0  0
 48 26  1  0  0  0  0
 48 37  2  0  0  0  0
 49 30  1  0  0  0  0
 49 40  2  0  0  0  0
 50 32  2  0  0  0  0
 36 50  1  6  0  0  0
 51 34  1  0  0  0  0
 51 38  2  0  0  0  0
 52 33  1  0  0  0  0
 52 41  2  0  0  0  0
 53 35  1  0  0  0  0
 53 39  2  0  0  0  0
 27 54  1  1  0  0  0
 55 29  1  0  0  0  0
 56 31  1  0  0  0  0
 32 57  1  4  0  0  0
 37 58  1  4  0  0  0
 38 59  1  4  0  0  0
 39 60  1  4  0  0  0
 40 61  1  4  0  0  0
 41 62  1  4  0  0  0
 63 42  2  0  0  0  0
 64 28  1  0  0  0  0
 64 42  1  0  0  0  0
 24 65  1  6  0  0  0
 25 66  1  1  0  0  0
 26 67  1  6  0  0  0
 27 68  1  6  0  0  0
 28 69  1  6  0  0  0
 70 29  1  0  0  0  0
 30 71  1  6  0  0  0
 33 72  1  6  0  0  0
 34 73  1  1  0  0  0
 35 74  1  6  0  0  0
 36 75  1  6  0  0  0
M  END


  Mrv1652305152112262D          

 75 75  0  0  1  0            999 V2000
    7.8592  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3907   -8.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387  -11.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4403   -9.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -14.8500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8756   -9.0430    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460  -11.9625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4582   -9.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4315  -14.0250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4315  -12.3750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9555   -9.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6207   -9.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7529   -8.6629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -10.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -11.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006   -9.0430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -10.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1815   -8.6939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6598  -10.8826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3033  -10.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7671  -10.7963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0849  -10.5096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -15.6750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0608   -9.1720    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -10.7250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158  -12.3750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4270  -10.7327    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -14.4375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -12.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
  9  2  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 24  3  1  1  0  0  0
 24  8  1  0  0  0  0
 25  4  1  6  0  0  0
 25  9  1  0  0  0  0
 26  5  1  1  0  0  0
 27  6  1  0  0  0  0
 28  7  1  6  0  0  0
 29 20  1  0  0  0  0
 29 22  1  0  0  0  0
 30 23  1  1  0  0  0
 31 23  1  0  0  0  0
 32 22  1  0  0  0  0
 33 24  1  1  0  0  0
 34 25  1  6  0  0  0
 35 27  1  6  0  0  0
 36 28  1  0  0  0  0
 37 30  1  0  0  0  0
 38 33  1  0  0  0  0
 39 34  1  0  0  0  0
 40 35  1  0  0  0  0
 41 36  1  0  0  0  0
 42 26  1  0  0  0  0
 44 31  2  0  0  0  0
 45 43  2  0  0  0  0
 46 43  1  0  0  0  0
 47 21  1  0  0  0  0
 47 43  1  0  0  0  0
 48 26  1  0  0  0  0
 48 37  2  0  0  0  0
 49 30  1  0  0  0  0
 49 40  2  0  0  0  0
 50 32  2  0  0  0  0
 36 50  1  6  0  0  0
 51 34  1  0  0  0  0
 51 38  2  0  0  0  0
 52 33  1  0  0  0  0
 52 41  2  0  0  0  0
 53 35  1  0  0  0  0
 53 39  2  0  0  0  0
 27 54  1  1  0  0  0
 55 29  1  0  0  0  0
 56 31  1  0  0  0  0
 32 57  1  4  0  0  0
 37 58  1  4  0  0  0
 38 59  1  4  0  0  0
 39 60  1  4  0  0  0
 40 61  1  4  0  0  0
 41 62  1  4  0  0  0
 63 42  2  0  0  0  0
 64 28  1  0  0  0  0
 64 42  1  0  0  0  0
 24 65  1  6  0  0  0
 25 66  1  1  0  0  0
 26 67  1  6  0  0  0
 27 68  1  6  0  0  0
 28 69  1  6  0  0  0
 70 29  1  0  0  0  0
 30 71  1  6  0  0  0
 33 72  1  6  0  0  0
 34 73  1  1  0  0  0
 35 74  1  6  0  0  0
 36 75  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020411

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O)[C@@]([H])(C)CC)[C@]([H])(C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C43H78N10O11/c1-8-24(3)33-38(59)51-34(25(4)9-2)39(60)53-35(27(6)54)40(61)49-30(23-31(44)56)37(58)48-26(5)42(63)64-28(7)36(41(62)52-33)50-32(57)22-29(55)20-18-16-14-12-10-11-13-15-17-19-21-47-43(45)46/h24-30,33-36,54-55H,8-23H2,1-7H3,(H2,44,56)(H,48,58)(H,49,61)(H,50,57)(H,51,59)(H,52,62)(H,53,60)(H4,45,46,47)/t24-,25+,26-,27-,28-,29?,30-,33-,34+,35-,36+/m1/s1

> <INCHI_KEY>
OVCBAIDIGSSWQK-KDSJKERTSA-N

> <FORMULA>
C43H78N10O11

> <MOLECULAR_WEIGHT>
911.156

> <EXACT_MASS>
910.585153372

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
142

> <JCHEM_AVERAGE_POLARIZABILITY>
99.68049091304762

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(3R,6R,9R,12S,15R,18S,19R)-15-[(2R)-butan-2-yl]-12-[(2S)-butan-2-yl]-5,8,11,14,17-pentahydroxy-6-[(C-hydroxycarbonimidoyl)methyl]-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2-oxo-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-18-yl]-15-carbamimidamido-3-hydroxypentadecanimidic acid

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
3.8769069143805583

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
3.2185730905932908

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7132099494025406

> <JCHEM_PKA_STRONGEST_BASIC>
12.265241458051788

> <JCHEM_POLAR_SURFACE_AREA>
368.2800000000001

> <JCHEM_REFRACTIVITY>
259.6337000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(3R,6R,9R,12S,15R,18S,19R)-15-[(2R)-butan-2-yl]-12-[(2S)-butan-2-yl]-5,8,11,14,17-pentahydroxy-6-(C-hydroxycarbonimidoylmethyl)-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2-oxo-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-18-yl]-15-carbamimidamido-3-hydroxypentadecanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      14.670 -28.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.673 -30.030   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.670 -25.410   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.005 -28.490   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.663 -15.634   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.673 -20.790   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.139 -20.629   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004 -27.720   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.673 -28.490   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667 -21.560   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334 -22.330   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001 -22.330   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000 -21.560   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335 -21.560   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334 -22.330   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668 -22.330   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667 -21.560   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002 -21.560   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001 -22.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336 -22.330   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335 -21.560   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003 -22.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.355 -18.509   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004 -26.180   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.339 -27.720   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.568 -16.880   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.673 -22.330   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.670 -20.790   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.669 -21.560   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.005 -19.250   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.389 -16.970   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.337 -21.560   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.338 -25.410   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      21.339 -26.180   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.339 -23.100   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.004 -21.560   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.584 -18.345   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.672 -26.180   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      22.673 -25.410   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.339 -21.560   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      16.004 -23.100   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.092 -18.345   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -8.002 -21.560   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      20.072 -16.171   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      -9.336 -22.330   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      -8.002 -20.020   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      -6.668 -22.330   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0      18.108 -16.880   0.000  0.00  0.00           N+0
HETATM   49  N   UNK     0      20.005 -20.790   0.000  0.00  0.00           N+0
HETATM   50  N   UNK     0      14.670 -22.330   0.000  0.00  0.00           N+0
HETATM   51  N   UNK     0      20.005 -25.410   0.000  0.00  0.00           N+0
HETATM   52  N   UNK     0      17.338 -23.870   0.000  0.00  0.00           N+0
HETATM   53  N   UNK     0      22.673 -23.870   0.000  0.00  0.00           N+0
HETATM   54  O   UNK     0      24.006 -23.100   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      10.669 -20.020   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      22.739 -16.229   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      12.432 -20.314   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      17.366 -19.288   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      18.672 -27.720   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      24.006 -26.180   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      21.965 -20.153   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      14.670 -23.870   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      16.959 -19.618   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      14.670 -19.250   0.000  0.00  0.00           O+0
HETATM   65  H   UNK     0      14.670 -26.950   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      21.339 -29.260   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      15.047 -17.121   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      24.006 -21.560   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      16.004 -20.020   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0      10.669 -23.100   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      21.330 -20.034   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      16.004 -24.640   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0      20.005 -26.950   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0      20.005 -23.870   0.000  0.00  0.00           H+0
HETATM   75  H   UNK     0      17.544 -21.560   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   28                                                            
CONECT    8    1   24                                                       
CONECT    9    2   25                                                       
CONECT   10   11   12                                                       
CONECT   11   10   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   29                                                       
CONECT   21   19   47                                                       
CONECT   22   29   32                                                       
CONECT   23   30   31                                                       
CONECT   24    3    8   33   65                                             
CONECT   25    4    9   34   66                                             
CONECT   26    5   42   48   67                                             
CONECT   27    6   35   54   68                                             
CONECT   28    7   36   64   69                                             
CONECT   29   20   22   55   70                                             
CONECT   30   23   37   49   71                                             
CONECT   31   23   44   56                                                  
CONECT   32   22   50   57                                                  
CONECT   33   24   38   52   72                                             
CONECT   34   25   39   51   73                                             
CONECT   35   27   40   53   74                                             
CONECT   36   28   41   50   75                                             
CONECT   37   30   48   58                                                  
CONECT   38   33   51   59                                                  
CONECT   39   34   53   60                                                  
CONECT   40   35   49   61                                                  
CONECT   41   36   52   62                                                  
CONECT   42   26   63   64                                                  
CONECT   43   45   46   47                                                  
CONECT   44   31                                                            
CONECT   45   43                                                            
CONECT   46   43                                                            
CONECT   47   21   43                                                       
CONECT   48   26   37                                                       
CONECT   49   30   40                                                       
CONECT   50   32   36                                                       
CONECT   51   34   38                                                       
CONECT   52   33   41                                                       
CONECT   53   35   39                                                       
CONECT   54   27                                                            
CONECT   55   29                                                            
CONECT   56   31                                                            
CONECT   57   32                                                            
CONECT   58   37                                                            
CONECT   59   38                                                            
CONECT   60   39                                                            
CONECT   61   40                                                            
CONECT   62   41                                                            
CONECT   63   42                                                            
CONECT   64   28   42                                                       
CONECT   65   24                                                            
CONECT   66   25                                                            
CONECT   67   26                                                            
CONECT   68   27                                                            
CONECT   69   28                                                            
CONECT   70   29                                                            
CONECT   71   30                                                            
CONECT   72   33                                                            
CONECT   73   34                                                            
CONECT   74   35                                                            
CONECT   75   36                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  150    0
END

Synonyms

Not Available

Molecular Formula

C₄₃H₇₈N₁₀O₁₁

Average Mass

911.156

Monoisotopic Mass

910.585153372

IUPAC Name

N-[(3R,6R,9R,12S,15R,18S,19R)-15-[(2R)-butan-2-yl]-12-[(2S)-butan-2-yl]-5,8,11,14,17-pentahydroxy-6-[(C-hydroxycarbonimidoyl)methyl]-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2-oxo-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-18-yl]-15-carbamimidamido-3-hydroxypentadecanimidic acid

Traditional Name

N-[(3R,6R,9R,12S,15R,18S,19R)-15-[(2R)-butan-2-yl]-12-[(2S)-butan-2-yl]-5,8,11,14,17-pentahydroxy-6-(C-hydroxycarbonimidoylmethyl)-9-[(1R)-1-hydroxyethyl]-3,19-dimethyl-2-oxo-1-oxa-4,7,10,13,16-pentaazacyclononadeca-4,7,10,13,16-pentaen-18-yl]-15-carbamimidamido-3-hydroxypentadecanimidic acid

CAS Registry Number

Not Available

SMILES

[H]C(O)(CCCCCCCCCCCCNC(N)=N)CC(O)=N[C@]1([H])C(O)=N[C@@]([H])(C(O)=N[C@]([H])(C(O)=N[C@@]([H])(C(O)=N[C@]([H])(CC(O)=N)C(O)=N[C@]([H])(C)C(=O)O[C@]1([H])C)[C@@]([H])(C)O)[C@@]([H])(C)CC)[C@]([H])(C)CC

InChI Identifier

InChI=1S/C43H78N10O11/c1-8-24(3)33-38(59)51-34(25(4)9-2)39(60)53-35(27(6)54)40(61)49-30(23-31(44)56)37(58)48-26(5)42(63)64-28(7)36(41(62)52-33)50-32(57)22-29(55)20-18-16-14-12-10-11-13-15-17-19-21-47-43(45)46/h24-30,33-36,54-55H,8-23H2,1-7H3,(H2,44,56)(H,48,58)(H,49,61)(H,50,57)(H,51,59)(H,52,62)(H,53,60)(H4,45,46,47)/t24-,25+,26-,27-,28-,29?,30-,33-,34+,35-,36+/m1/s1

InChI Key

OVCBAIDIGSSWQK-KDSJKERTSA-N

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
Alpha-amino acid or derivatives
Cyclic carboximidic acid
Secondary alcohol
Lactone
Guanidine
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	2.56	ALOGPS
logP	3.88	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
pKa (Strongest Basic)	12.27	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	368.28 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	259.63 m³·mol⁻¹	ChemAxon
Polarizability	99.68 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442860

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588818

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for LI-F08a (MMDBc0020411)

MOL for #<Metabolite:0x00007fecdfc6e728>

3D MOL for #<Metabolite:0x00007fecdfc6e728>

3D SDF for #<Metabolite:0x00007fecdfc6e728>

3D-SDF for #<Metabolite:0x00007fecdfc6e728>

PDB for #<Metabolite:0x00007fecdfc6e728>

3D PDB for #<Metabolite:0x00007fecdfc6e728>

SMILES for #<Metabolite:0x00007fecdfc6e728>

INCHI for #<Metabolite:0x00007fecdfc6e728>

Structure for #<Metabolite:0x00007fecdfc6e728>

3D Structure for #<Metabolite:0x00007fecdfc6e728>