NP-MRD: Showing NP-Card for (2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid (NP0194963)

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Record Information

Version

2.0

Created at

2022-09-04 12:43:59 UTC

Updated at

2022-09-04 12:43:59 UTC

NP-MRD ID

NP0194963

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid

Description

Anabaenopeptin F belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. (2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid was first documented in 2008 (PMID: 19680862). Based on a literature review a small amount of articles have been published on anabaenopeptin F (PMID: 21488115) (PMID: 22280481) (PMID: 24031304) (PMID: 18008101).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042214442D          

 61 63  0  0  1  0            999 V2000
    9.8596    3.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6819    3.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1506    3.8648    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9729    3.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7970    4.6101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2150    4.0254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4791    4.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7449    4.0218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6062    5.2133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7960    5.0574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2559    5.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5260    6.4606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4458    5.5251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9057    6.1487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0956    5.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5555    6.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7454    6.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2053    7.0842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    6.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8551    7.5519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1251    6.1487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1758    6.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6357    7.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9859    7.0842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1459    5.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2840   11.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4608    8.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8335    9.7150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7355    8.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8137    6.9066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6954    4.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1613    4.0178    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  2  0  0  0  0
 11 12  1  4  0  0  0
 11 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  4  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
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 38 39  2  0  0  0  0
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  5 60  1  0  0  0  0
 60 61  1  4  0  0  0
M  END

     RDKit          3D

123125  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309042214442D          

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M  END
> <DATABASE_ID>
NP0194963

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)[C@@H]1N=C(O)[C@@H](CCCCN=C(O)[C@H](CC2=CC=CC=C2)N=C(O)[C@H](C)N(C)C(=O)[C@H](CCC2=CC=C(O)C=C2)N=C1O)N=C(O)N[C@@H](CCCNC(N)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C42H62N10O9/c1-5-25(2)34-38(57)47-31(21-18-27-16-19-29(53)20-17-27)39(58)52(4)26(3)35(54)48-33(24-28-12-7-6-8-13-28)36(55)45-22-10-9-14-30(37(56)51-34)49-42(61)50-32(40(59)60)15-11-23-46-41(43)44/h6-8,12-13,16-17,19-20,25-26,30-34,53H,5,9-11,14-15,18,21-24H2,1-4H3,(H,45,55)(H,47,57)(H,48,54)(H,51,56)(H,59,60)(H4,43,44,46)(H2,49,50,61)/t25-,26+,30-,31+,32+,33+,34+/m1/s1

> <INCHI_KEY>
RAUPUVQHUFXDQT-XNEPBORXSA-N

> <FORMULA>
C42H62N10O9

> <MOLECULAR_WEIGHT>
851.019

> <EXACT_MASS>
850.470123616

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
91.4205531952572

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-({[(3S,6S,9S,12S,15R)-3-benzyl-12-[(2R)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid

> <JCHEM_LOGP>
3.2605786844979416

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.6629388546750183

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1908254547225448

> <JCHEM_PKA_STRONGEST_BASIC>
12.12554825468085

> <JCHEM_POLAR_SURFACE_AREA>
314.72

> <JCHEM_REFRACTIVITY>
237.74239999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({[(3S,6S,9S,12S,15R)-3-benzyl-12-[(2R)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      18.405   6.071   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.940   5.947   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.815   7.214   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.350   7.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.154   8.606   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.068   7.514   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      17.694   8.210   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      16.324   7.507   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      17.932   9.731   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      16.419   9.440   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      15.411  10.605   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      15.915  12.060   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      13.899  10.314   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      12.891  11.478   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.378  11.187   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.370  12.351   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.858  12.060   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       7.850  13.224   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       6.338  12.933   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       5.329  14.097   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       5.834  11.478   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      13.395  12.933   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.387  14.097   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.907  13.224   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      17.072  11.181   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.768  12.555   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.926  13.845   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.622  15.218   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      16.780  16.508   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      17.476  17.882   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.634  19.171   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      19.014  17.966   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.710  19.340   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.868  20.629   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.330  20.545   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      16.488  21.835   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      17.184  23.209   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.722  23.293   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.564  22.003   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      19.856  16.677   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      21.393  16.761   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      22.089  18.135   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      22.235  15.471   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      23.773  15.556   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      21.539  14.098   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      20.002  14.013   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      22.381  12.808   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      23.919  12.892   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      21.685  11.434   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      23.223  11.518   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      24.065  10.229   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      25.603  10.313   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      26.299  11.687   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      27.836  11.771   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      28.678  10.482   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      30.216  10.566   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      27.982   9.108   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      26.445   9.024   0.000  0.00  0.00           C+0
HETATM   59  N   UNK     0      22.527  10.145   0.000  0.00  0.00           N+0
HETATM   60  C   UNK     0      21.831   8.771   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      22.701   7.500   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   60                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   25                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   14   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    9   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   40                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40   32   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   59                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   58                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   58                                                       
CONECT   58   57   52                                                       
CONECT   59   49   60                                                       
CONECT   60   59    5   61                                                  
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  126    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₆₂N₁₀O₉

Average Mass

851.0190 Da

Monoisotopic Mass

850.47012 Da

IUPAC Name

(2S)-2-({[(3S,6S,9S,12S,15R)-3-benzyl-12-[(2R)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)[C@@H]1N=C(O)[C@@H](CCCCN=C(O)[C@H](CC2=CC=CC=C2)N=C(O)[C@H](C)N(C)C(=O)[C@H](CCC2=CC=C(O)C=C2)N=C1O)N=C(O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI Identifier

InChI=1S/C42H62N10O9/c1-5-25(2)34-38(57)47-31(21-18-27-16-19-29(53)20-17-27)39(58)52(4)26(3)35(54)48-33(24-28-12-7-6-8-13-28)36(55)45-22-10-9-14-30(37(56)51-34)49-42(61)50-32(40(59)60)15-11-23-46-41(43)44/h6-8,12-13,16-17,19-20,25-26,30-34,53H,5,9-11,14-15,18,21-24H2,1-4H3,(H,45,55)(H,47,57)(H,48,54)(H,51,56)(H,59,60)(H4,43,44,46)(H2,49,50,61)/t25-,26+,30-,31+,32+,33+,34+/m1/s1

InChI Key

RAUPUVQHUFXDQT-XNEPBORXSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Arginine or derivatives
Macrolactam
Alpha-amino acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Cyclic carboximidic acid
Carboxamide group
Guanidine
Isourea
Lactam
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Carboximidamide
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Azacycle
Imine
Organic oxygen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	3.26	ChemAxon
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	12.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	314.72 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	237.74 m³·mol⁻¹	ChemAxon
Polarizability	91.42 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

C00027845

Chemspider ID

61716633

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15885032

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ferranti P, Nasi A, Bruno M, Basile A, Serpe L, Gallo P: A peptidomic approach for monitoring and characterising peptide cyanotoxins produced in Italian lakes by matrix-assisted laser desorption/ionisation and quadrupole time-of-flight mass spectrometry. Rapid Commun Mass Spectrom. 2011 May 15;25(9):1173-83. doi: 10.1002/rcm.4973. [PubMed:21488115 ]
Lifshits M, Carmeli S: Metabolites of Microcystis aeruginosa bloom material from Lake Kinneret, Israel. J Nat Prod. 2012 Feb 24;75(2):209-19. doi: 10.1021/np200909x. Epub 2012 Jan 26. [PubMed:22280481 ]
Ferranti P, Fabbrocino S, Cerulo MG, Bruno M, Serpe L, Gallo P: Characterisation of biotoxins produced by a cyanobacteria bloom in Lake Averno using two LC-MS-based techniques. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2008 Dec;25(12):1530-7. doi: 10.1080/02652030802136196. [PubMed:19680862 ]
de Carvalho LR, Pipole F, Werner VR, Laughinghouse Iv HD, de Camargo AC, Rangel M, Konno K, Sant' Anna CL: A toxic cyanobacterial bloom in an urban coastal lake, Rio Grande do Sul state, Southern Brazil. Braz J Microbiol. 2008 Oct;39(4):761-9. doi: 10.1590/S1517-838220080004000031. Epub 2008 Dec 1. [PubMed:24031304 ]
Sedmak B, Carmeli S, Elersek T: "Non-toxic" cyclic peptides induce lysis of cyanobacteria-an effective cell population density control mechanism in cyanobacterial blooms. Microb Ecol. 2008 Aug;56(2):201-9. doi: 10.1007/s00248-007-9336-9. Epub 2007 Nov 17. [PubMed:18008101 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid (NP0194963)

MOL for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

3D MOL for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

3D SDF for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

3D-SDF for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

PDB for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

3D PDB for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

SMILES for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

INCHI for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

Structure for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)

3D Structure for NP0194963 ((2s)-2-({[(3s,6s,9s,12s,15r)-3-benzyl-12-[(2r)-butan-2-yl]-2,5,11,14-tetrahydroxy-9-[2-(4-hydroxyphenyl)ethyl]-6,7-dimethyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-5-carbamimidamidopentanoic acid)