NP-MRD: Showing NP-Card for 3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid (NP0274046)

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Record Information

Version

2.0

Created at

2022-09-08 21:17:34 UTC

Updated at

2022-09-08 21:17:34 UTC

NP-MRD ID

NP0274046

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid

Description

3-[(3S,6R,9R,12S,13S)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-13-[(2R)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. 3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid is found in Halorosellinia oceanica. Based on a literature review very few articles have been published on 3-[(3S,6R,9R,12S,13S)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-13-[(2R)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082223172D          

 44 46  0  0  1  0            999 V2000
   -3.2671   -2.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1237   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092   -2.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0197   -2.9074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.6983   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888   -1.6699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568   -3.1398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6350   -2.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 43  1  0  0  0  0
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M  END

     RDKit          3D

 86 88  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309082223172D          

 44 46  0  0  1  0            999 V2000
   -3.2671   -2.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0197   -2.9074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0197   -2.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342   -3.3199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8809   -2.5080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6983   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0888   -1.6699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568   -3.1398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6350   -2.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4337   -2.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8768   -3.5175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881   -4.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7517   -4.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3359   -4.8401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0995   -5.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241   -5.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2108   -5.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6149   -6.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9734   -7.2834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7908   -7.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4206   -7.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1970   -7.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3437   -6.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7140   -6.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9376   -6.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -5.6575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7949   -6.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9062   -6.9801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -5.8504    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3790   -6.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4904   -7.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8381   -7.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9494   -8.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -5.0329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1564   -4.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5041   -5.2257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0451   -3.9031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2749   -3.6075    0.0000 C   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  1  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 30  1  0  0  0  0
 25 30  1  0  0  0  0
 19 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  4  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 34 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  4  0  0  0
 41 43  1  0  0  0  0
  9 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0274046

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC[C@@H](C)[C@@H]1OC(=O)[C@H](CO)N=C(O)[C@@H](N=C(O)[C@@H](CCC(O)=O)N=C(O)[C@H]1C)C(=O)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C31H42N4O9/c1-4-5-6-7-10-17(2)27-18(3)28(40)33-22(13-14-24(37)38)29(41)35-25(30(42)34-23(16-36)31(43)44-27)26(39)20-15-32-21-12-9-8-11-19(20)21/h8-9,11-12,15,17-18,22-23,25,27,32,36H,4-7,10,13-14,16H2,1-3H3,(H,33,40)(H,34,42)(H,35,41)(H,37,38)/t17-,18+,22-,23+,25+,27+/m1/s1

> <INCHI_KEY>
AKOIRKAANAYPTN-KGHGARHZSA-N

> <FORMULA>
C31H42N4O9

> <MOLECULAR_WEIGHT>
614.696

> <EXACT_MASS>
614.295178948

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
64.76843268207358

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(3S,6R,9R,12S,13S)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-13-[(2R)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid

> <JCHEM_LOGP>
2.1003153883289576

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.754241254229222

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.06312952478607059

> <JCHEM_PKA_STRONGEST_BASIC>
7.74233675834581

> <JCHEM_POLAR_SURFACE_AREA>
214.45999999999995

> <JCHEM_REFRACTIVITY>
158.72820000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3S,6R,9R,12S,13S)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-13-[(2R)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.099  -5.427   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.765  -6.197   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.431  -5.427   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.098  -6.197   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.764  -5.427   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.570  -6.197   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.903  -5.427   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.903  -3.887   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.237  -6.197   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.511  -4.682   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.037  -4.474   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.766  -3.117   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.706  -5.861   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.785  -4.762   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.276  -5.148   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       7.237  -6.566   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       7.445  -8.092   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.870  -8.675   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.227  -9.035   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.652  -9.618   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.192  -9.571   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.860 -11.144   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.748 -12.209   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       7.417 -13.596   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.943 -13.388   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.118 -14.383   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.568 -13.862   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.842 -12.347   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.666 -11.352   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.217 -11.872   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       6.435 -10.561   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       5.217 -11.504   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.425 -13.030   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.792 -10.921   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.574 -11.864   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.782 -13.390   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.564 -14.332   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.139 -13.749   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.772 -15.858   0.000  0.00  0.00           O+0
HETATM   40  N   UNK     0       3.584  -9.395   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0       2.159  -8.812   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.941  -9.755   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       1.951  -7.286   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.513  -6.734   0.000  0.00  0.00           C+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    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   43                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   31                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   22   25                                                  
CONECT   31   19   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   34   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41    9   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Value	Source
3-[(3S,6R,9R,12S,13S)-5,8,11-Trihydroxy-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-13-[(2R)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoate	Generator

Chemical Formula

C₃₁H₄₂N₄O₉

Average Mass

614.6960 Da

Monoisotopic Mass

614.29518 Da

IUPAC Name

3-[(3S,6R,9R,12S,13S)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-13-[(2R)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid

Traditional Name

3-[(3S,6R,9R,12S,13S)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1H-indole-3-carbonyl)-12-methyl-13-[(2R)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC[C@@H](C)[C@@H]1OC(=O)[C@H](CO)N=C(O)[C@@H](N=C(O)[C@@H](CCC(O)=O)N=C(O)[C@H]1C)C(=O)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C31H42N4O9/c1-4-5-6-7-10-17(2)27-18(3)28(40)33-22(13-14-24(37)38)29(41)35-25(30(42)34-23(16-36)31(43)44-27)26(39)20-15-32-21-12-9-8-11-19(20)21/h8-9,11-12,15,17-18,22-23,25,27,32,36H,4-7,10,13-14,16H2,1-3H3,(H,33,40)(H,34,42)(H,35,41)(H,37,38)/t17-,18+,22-,23+,25+,27+/m1/s1

InChI Key

AKOIRKAANAYPTN-KGHGARHZSA-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
Halorosellinia oceanica	LOTUS Database	35616633

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
Macrolide lactam
Alpha-amino acid ester
Macrolactam
Alpha-amino acid or derivatives
Indole
Indole or derivatives
Aryl alkyl ketone
Aryl ketone
Dicarboxylic acid or derivatives
Substituted pyrrole
1,3-dicarbonyl compound
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous amide
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Ketone
Lactam
Lactone
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Azacycle
Oxacycle
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.1	ChemAxon
pKa (Strongest Acidic)	0.063	ChemAxon
pKa (Strongest Basic)	7.74	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	214.46 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	158.73 m³·mol⁻¹	ChemAxon
Polarizability	64.77 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8921678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10746350

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid (NP0274046)

MOL for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

3D MOL for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

3D SDF for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

3D-SDF for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

PDB for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

3D PDB for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

SMILES for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

INCHI for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

Structure for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)

3D Structure for NP0274046 (3-[(3s,6r,9r,12s,13s)-5,8,11-trihydroxy-3-(hydroxymethyl)-6-(1h-indole-3-carbonyl)-12-methyl-13-[(2r)-octan-2-yl]-2-oxo-1-oxa-4,7,10-triazacyclotrideca-4,7,10-trien-9-yl]propanoic acid)