NP-MRD: Showing NP-Card for (7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione (NP0219217)

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Record Information

Version

2.0

Created at

2022-09-05 20:08:26 UTC

Updated at

2022-09-05 20:08:26 UTC

NP-MRD ID

NP0219217

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione

Description

Dominicin belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. (7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione is found in Prosuberites laughlini. (7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione was first documented in 2005 (PMID: 15787430). Based on a literature review very few articles have been published on Dominicin (PMID: 32484670).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052222082D          

 60 63  0  0  1  0            999 V2000
    3.4046   -2.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6359   -1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374   -1.0357    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0075   -1.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -0.2438    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4702   -0.0481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666   -0.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4382   -1.4767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6913   -0.7901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0877   -1.5137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9125   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6593   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8345   -2.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1197   -0.0851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9117   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1073   -1.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2998    0.0224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    9.4955   -0.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6716    5.4812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8126    4.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8263    2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668    2.7940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6248    1.5728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.0985    0.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2971    0.1569    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  6  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  1  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 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
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 18 19  1  6  0  0  0
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 20 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
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 29 30  1  0  0  0  0
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M  END


  Mrv1652309052222082D          

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    5.0075   -1.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8666   -0.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0877   -1.5137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.6593   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8345   -2.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8961    0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0543    2.2764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    8.2418    4.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0432    5.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6716    5.4812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8126    4.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2410    5.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9878    4.6394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4496    5.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886    4.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035    3.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5594    3.9343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7675    4.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3338    4.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1712    3.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3668    2.7940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8404    2.5872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 10 12  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0219217

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@H](N=C(O)[C@@H]2CCCN2C(=O)C2CCCN2C(=O)[C@@H](CC(C)C)N=C(O)[C@@H](N=C(O)[C@@H](N=C1O)[C@H](C)CC)[C@H](C)CC)C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C43H72N8O9/c1-10-24(6)32-38(55)44-28(22-23(4)5)41(58)51-21-15-18-31(51)42(59)49-19-13-16-29(49)37(54)48-35(27(9)52)43(60)50-20-14-17-30(50)36(53)45-33(25(7)11-2)39(56)47-34(26(8)12-3)40(57)46-32/h23-35,52H,10-22H2,1-9H3,(H,44,55)(H,45,53)(H,46,57)(H,47,56)(H,48,54)/t24-,25-,26-,27?,28-,29+,30+,31?,32+,33-,34+,35-/m1/s1

> <INCHI_KEY>
FVVRFBNEAGLTKU-URSOQGTLSA-N

> <FORMULA>
C43H72N8O9

> <MOLECULAR_WEIGHT>
845.096

> <EXACT_MASS>
844.54222593

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
132

> <JCHEM_AVERAGE_POLARIZABILITY>
91.95020156491968

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S,10R,16S,19R,22S,25S,28R)-19,22,25-tris[(2R)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0^{3,7}.0^{12,16}]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione

> <JCHEM_LOGP>
5.243832262666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.8605118305483845

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3844272817725103

> <JCHEM_PKA_STRONGEST_BASIC>
1.8007149246996714

> <JCHEM_POLAR_SURFACE_AREA>
244.10999999999999

> <JCHEM_REFRACTIVITY>
224.48090000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(7S,10R,16S,19R,22S,25S,28R)-19,22,25-tris[(2R)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0^{3,7}.0^{12,16}]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione

> <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       6.355  -3.777   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.787  -2.298   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.283  -1.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.347  -3.046   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.715  -0.455   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      10.211  -0.090   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.951  -1.440   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.151  -2.757   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.491  -1.475   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.230  -2.826   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.770  -2.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.431  -4.142   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.891  -4.107   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      13.290  -0.159   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      14.768  -0.591   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.134  -2.087   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.881   0.474   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.360   0.042   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.473   1.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.725  -1.454   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.612  -2.519   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      15.516   1.970   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      16.867   2.710   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      18.183   1.910   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      16.901   4.249   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.069   5.254   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.474   6.674   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.488   7.020   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      15.585   5.049   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      16.017   6.527   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      17.327   7.337   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.953   7.640   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.385   9.118   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.881   9.484   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.320  10.232   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0      13.457   7.275   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      12.717   8.626   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.516   9.942   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      11.177   8.660   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.173   9.827   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.752   9.233   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.406   7.246   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      10.378   7.344   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0       8.899   7.776   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       8.090   9.086   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       7.786   6.712   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.251   6.827   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.667   5.402   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       7.142   4.091   0.000  0.00  0.00           C+0
HETATM   50  N   UNK     0       8.151   5.216   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0       6.801   4.476   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       5.302   4.829   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       6.766   2.936   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       5.416   2.196   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       4.100   2.996   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       2.749   2.256   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       4.134   4.535   0.000  0.00  0.00           C+0
HETATM   58  N   UNK     0       8.082   2.136   0.000  0.00  0.00           N+0
HETATM   59  C   UNK     0       7.651   0.658   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       6.155   0.293   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   59                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25   30                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   36                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   32   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   39   44                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   50                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   46   51                                                  
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   58                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55                                                            
CONECT   58   53   59                                                       
CONECT   59   58    5   60                                                  
CONECT   60   59                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  126    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₃H₇₂N₈O₉

Average Mass

845.0960 Da

Monoisotopic Mass

844.54223 Da

IUPAC Name

(7S,10R,16S,19R,22S,25S,28R)-19,22,25-tris[(2R)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0^{3,7}.0^{12,16}]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@H]1N=C(O)[C@@H]2CCCN2C(=O)[C@H](N=C(O)[C@@H]2CCCN2C(=O)C2CCCN2C(=O)[C@@H](CC(C)C)N=C(O)[C@@H](N=C(O)[C@@H](N=C1O)[C@H](C)CC)[C@H](C)CC)C(C)O

InChI Identifier

InChI=1S/C43H72N8O9/c1-10-24(6)32-38(55)44-28(22-23(4)5)41(58)51-21-15-18-31(51)42(59)49-19-13-16-29(49)37(54)48-35(27(9)52)43(60)50-20-14-17-30(50)36(53)45-33(25(7)11-2)39(56)47-34(26(8)12-3)40(57)46-32/h23-35,52H,10-22H2,1-9H3,(H,44,55)(H,45,53)(H,46,57)(H,47,56)(H,48,54)/t24-,25-,26-,27?,28-,29+,30+,31?,32+,33-,34+,35-/m1/s1

InChI Key

FVVRFBNEAGLTKU-URSOQGTLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Prosuberites laughlini	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.24	ChemAxon
pKa (Strongest Acidic)	3.38	ChemAxon
pKa (Strongest Basic)	1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	244.11 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	224.48 m³·mol⁻¹	ChemAxon
Polarizability	91.95 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00042478

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

102212472

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Berube C, Borgia A, Gagnon D, Mukherjee A, Richard D, Voyer N: Total Synthesis and Antimalarial Activity of Dominicin, a Cyclic Octapeptide from a Marine Sponge. J Nat Prod. 2020 Jun 26;83(6):1778-1783. doi: 10.1021/acs.jnatprod.9b00936. Epub 2020 Jun 2. [PubMed:32484670 ]
Williams DE, Patrick BO, Behrisch HW, Van Soest R, Roberge M, Andersen RJ: Dominicin, a cyclic octapeptide, and laughine, a bromopyrrole alkaloid, isolated from the Caribbean marine sponge Eurypon laughlini. J Nat Prod. 2005 Mar;68(3):327-30. doi: 10.1021/np049711r. [PubMed:15787430 ]
LOTUS database [Link]

Showing NP-Card for (7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione (NP0219217)

MOL for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

3D MOL for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

3D SDF for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

3D-SDF for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

PDB for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

3D PDB for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

SMILES for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

INCHI for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

Structure for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)

3D Structure for NP0219217 ((7s,10r,16s,19r,22s,25s,28r)-19,22,25-tris[(2r)-butan-2-yl]-8,17,20,23,26-pentahydroxy-10-(1-hydroxyethyl)-28-(2-methylpropyl)-3,9,12,18,21,24,27,30-octaazatetracyclo[28.3.0.0³,⁷.0¹²,¹⁶]tritriaconta-8,17,20,23,26-pentaene-2,11,29-trione)