NP-MRD: Showing NP-Card for (2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid (NP0187883)

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Record Information

Version

2.0

Created at

2022-09-04 04:07:33 UTC

Updated at

2022-09-04 04:07:33 UTC

NP-MRD ID

NP0187883

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Anabaenopeptin G 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. (2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid is found in Planktothrix agardhii. (2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid was first documented in 1999 (PMID: 10209871). Based on a literature review very few articles have been published on anabaenopeptin G.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042206072D          

 67 70  0  0  1  0            999 V2000
    1.5042    6.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249    7.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1467    7.7344    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3673    8.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480    7.5280    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8122    6.8460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071    6.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5379    5.4017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    6.4726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4694    5.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451    5.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451    4.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    3.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    3.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451    2.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2451    1.9351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    3.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    3.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3190    6.1675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4481    5.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713    6.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8600    7.4901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7349    6.3603    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8462    5.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6098    5.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7212    4.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0689    3.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1802    3.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9438    2.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5961    3.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4848    4.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3872    6.8654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1508    6.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2621    5.7357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8030    7.0583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5666    6.7460    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -6.2189    7.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1076    8.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6917    7.8757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2758    7.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    9.0055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4690    9.5106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3577   10.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5941   10.6404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0100   10.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8987   11.6507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5509   12.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4396   12.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0919   13.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9805   14.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1351   11.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0237   12.7804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4828   11.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0532    9.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009    8.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6373    9.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9850    8.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2214    8.9321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308    8.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875    8.7558    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  1  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  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
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 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
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 23 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  4  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  1  1  0  0  0
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 39 40  1  0  0  0  0
 36 41  1  0  0  0  0
 41 42  2  0  0  0  0
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 45 46  2  0  0  0  0
 46 47  1  4  0  0  0
 46 48  1  0  0  0  0
 49 48  1  1  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
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 49 58  1  0  0  0  0
 58 59  2  0  0  0  0
 58 60  1  0  0  0  0
 44 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 65 64  1  4  0  0  0
 65 66  2  0  0  0  0
  5 66  1  0  0  0  0
 66 67  1  0  0  0  0
M  END

     RDKit          3D

134137  0  0  0  0  0  0  0  0999 V2000
   -2.8228    6.0409    0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343    4.7127    0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9126    3.8161    1.1278 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0019    4.5165    2.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2469    2.4451    1.2944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9809    1.6089    2.1616 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6320    0.5819    2.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2009    0.1306    3.3608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949   -0.2594    0.9670 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3585   -0.0581    0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6891    1.3817    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309042206072D          

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M  END
> <DATABASE_ID>
NP0187883

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@@H]1N=C(O)[C@H](CCC2=CC=C(O)C=C2)N(C)C(=O)[C@H](CCC2=CC=C(O)C=C2)N=C(O)[C@@H](N=C(O)[C@@H](CCCCN=C1O)N=C(O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O)[C@@H](C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C49H67N7O11/c1-6-29(3)41-45(62)50-27-9-8-10-37(52-49(67)53-39(48(65)66)28-33-15-23-36(59)24-16-33)43(60)54-42(30(4)7-2)46(63)51-38(25-17-31-11-19-34(57)20-12-31)47(64)56(5)40(44(61)55-41)26-18-32-13-21-35(58)22-14-32/h11-16,19-24,29-30,37-42,57-59H,6-10,17-18,25-28H2,1-5H3,(H,50,62)(H,51,63)(H,54,60)(H,55,61)(H,65,66)(H2,52,53,67)/t29-,30-,37+,38-,39-,40-,41-,42-/m0/s1

> <INCHI_KEY>
HXYYQLNMRLHXGK-KORPHNGVSA-N

> <FORMULA>
C49H67N7O11

> <MOLECULAR_WEIGHT>
930.113

> <EXACT_MASS>
929.489856005

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
134

> <JCHEM_AVERAGE_POLARIZABILITY>
100.89849270390779

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
8.985573952

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.615997047306191

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.148259461894639

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958289328760036

> <JCHEM_POLAR_SURFACE_AREA>
293.28

> <JCHEM_REFRACTIVITY>
251.09500000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({[(3S,6S,9S,12S,15R)-3,12-bis[(2S)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-C-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic 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       2.808  11.855   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.220  13.339   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.141  14.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.552  15.922   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.650  14.052   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.516  12.779   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.573  11.562   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.004  10.083   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.876  12.082   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.876  10.542   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.458   9.772   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.458   8.232   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.791   7.462   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.791   5.922   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.458   5.152   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.458   3.612   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.876   5.922   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.876   7.462   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -2.462  11.513   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -2.703   9.992   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.680  12.456   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.472  13.981   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -5.105  11.873   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.313  10.347   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.738   9.764   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.946   8.238   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.729   7.295   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.936   5.769   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.362   5.186   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.570   3.660   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -8.579   6.129   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.372   7.655   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -6.323  12.815   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      -7.748  12.233   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -7.956  10.707   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -8.966  13.175   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -10.391  12.592   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -10.599  11.067   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -11.609  13.535   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -11.401  15.061   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      -8.758  14.701   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      -7.332  15.284   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -6.115  14.341   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -7.125  16.810   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      -8.342  17.753   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      -8.134  19.279   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -6.709  19.862   0.000  0.00  0.00           O+0
HETATM   48  N   UNK     0      -9.352  20.222   0.000  0.00  0.00           N+0
HETATM   49  C   UNK     0      -9.144  21.748   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -10.362  22.691   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -10.154  24.217   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -11.371  25.160   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -11.164  26.686   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -9.738  27.269   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -9.530  28.795   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -8.521  26.326   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -8.729  24.800   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -7.719  22.331   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -7.511  23.857   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -6.501  21.388   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -5.699  17.393   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -4.482  16.450   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      -3.056  17.033   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      -1.839  16.090   0.000  0.00  0.00           C+0
HETATM   65  N   UNK     0      -0.413  16.673   0.000  0.00  0.00           N+0
HETATM   66  C   UNK     0       0.804  15.730   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       2.217  16.344   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   66                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19    9   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   33                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   26                                                       
CONECT   33   23   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   41                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39                                                            
CONECT   41   36   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   61                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48   50   58                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   57                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56   51                                                       
CONECT   58   49   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58                                                            
CONECT   61   44   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65    5   67                                                  
CONECT   67   66                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  140    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₉H₆₇N₇O₁₁

Average Mass

930.1130 Da

Monoisotopic Mass

929.48986 Da

IUPAC Name

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

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@@H]1N=C(O)[C@H](CCC2=CC=C(O)C=C2)N(C)C(=O)[C@H](CCC2=CC=C(O)C=C2)N=C(O)[C@@H](N=C(O)[C@@H](CCCCN=C1O)N=C(O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O)[C@@H](C)CC

InChI Identifier

InChI=1S/C49H67N7O11/c1-6-29(3)41-45(62)50-27-9-8-10-37(52-49(67)53-39(48(65)66)28-33-15-23-36(59)24-16-33)43(60)54-42(30(4)7-2)46(63)51-38(25-17-31-11-19-34(57)20-12-31)47(64)56(5)40(44(61)55-41)26-18-32-13-21-35(58)22-14-32/h11-16,19-24,29-30,37-42,57-59H,6-10,17-18,25-28H2,1-5H3,(H,50,62)(H,51,63)(H,54,60)(H,55,61)(H,65,66)(H2,52,53,67)/t29-,30-,37+,38-,39-,40-,41-,42-/m0/s1

InChI Key

HXYYQLNMRLHXGK-KORPHNGVSA-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
Planktothrix agardhii	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
Tyrosine or derivatives
Phenylalanine or derivatives
Macrolactam
N-carbamoyl-alpha-amino acid
N-carbamoyl-alpha-amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Urea
Secondary carboxylic acid amide
Carbonic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Organonitrogen 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	8.99	ChemAxon
pKa (Strongest Acidic)	3.15	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	293.28 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	251.1 m³·mol⁻¹	ChemAxon
Polarizability	100.9 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

C00027846

Chemspider ID

10184078

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21575382

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Erhard M, von Dohren H, Jungblut PR: Rapid identification of the new anabaenopeptin G from Planktothrix agardhii HUB 011 using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Rapid Commun Mass Spectrom. 1999;13(5):337-43. doi: 10.1002/(SICI)1097-0231(19990315)13:5<337::AID-RCM488>3.0.CO;2-Q. [PubMed:10209871 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid (NP0187883)

MOL for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D MOL for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D SDF for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D-SDF for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

PDB for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D PDB for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

SMILES for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

INCHI for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

Structure for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)

3D Structure for NP0187883 ((2s)-2-({[(3s,6s,9s,12s,15r)-3,12-bis[(2s)-butan-2-yl]-2,5,11,14-tetrahydroxy-6,9-bis[2-(4-hydroxyphenyl)ethyl]-7-methyl-8-oxo-1,4,7,10,13-pentaazacyclononadeca-1,4,10,13-tetraen-15-yl]-c-hydroxycarbonimidoyl}amino)-3-(4-hydroxyphenyl)propanoic acid)