NP-MRD: Showing NP-Card for Notoamide S (NP0017357)

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Record Information

Version

2.0

Created at

2021-01-06 02:05:33 UTC

Updated at

2021-07-15 17:25:17 UTC

NP-MRD ID

NP0017357

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Notoamide S

Provided By

NPAtlas

Description

Notoamide S is found in Aspergillus amoenus. Notoamide S was first documented in 2010 (PMID: 21796227). Based on a literature review a small amount of articles have been published on notoamide S (PMID: 29235872) (PMID: 22188465).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104233D          

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M  END


  Mrv1652306242104233D          

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   -7.1217   -1.5967    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7567   -0.1004   -2.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6946   -1.5256   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6665   -3.2692    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0653   -0.9685    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  3  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  3  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 20  6  2  0  0  0  0
 31 22  1  0  0  0  0
 19  8  1  0  0  0  0
 30 26  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  0  0  0  0
  4 36  1  0  0  0  0
  4 37  1  0  0  0  0
  4 38  1  0  0  0  0
  5 39  1  0  0  0  0
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 28 62  1  0  0  0  0
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 29 64  1  0  0  0  0
 29 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0017357

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C(N([H])C(=C2C([H])([H])[C@]2([H])N([H])C(=O)[C@@]3([H])N(C2=O)C([H])([H])C([H])([H])C3([H])[H])C(C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])[H])=C1C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H33N3O3/c1-6-26(4,5)23-18(14-19-25(32)29-13-7-8-20(29)24(31)27-19)16-11-12-21(30)17(22(16)28-23)10-9-15(2)3/h6,9,11-12,19-20,28,30H,1,7-8,10,13-14H2,2-5H3,(H,27,31)/t19-,20-/m0/s1

> <INCHI_KEY>
ZGWIWQJHQKPWGB-PMACEKPBSA-N

> <FORMULA>
C26H33N3O3

> <MOLECULAR_WEIGHT>
435.568

> <EXACT_MASS>
435.252191935

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.80976104975362

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,8aS)-3-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-octahydropyrrolo[1,2-a]pyrazine-1,4-dione

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
3.985355694333334

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.382627259041906

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.837526660595039

> <JCHEM_PKA_STRONGEST_BASIC>
-4.044504690451125

> <JCHEM_POLAR_SURFACE_AREA>
85.43

> <JCHEM_REFRACTIVITY>
127.40159999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,8aS)-3-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 29 64  1  0
 29 65  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.621   4.700   1.271  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.264   3.759   0.414  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.041   2.912   0.646  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.090   3.653   0.034  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.080   2.877   2.187  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.304   1.559   0.160  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.520   1.154  -0.323  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.499  -0.140  -0.630  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.485  -0.979  -1.145  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.835  -0.429  -1.446  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.649  -0.206  -0.228  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.814  -0.811  -0.104  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.664  -0.614   1.107  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.312  -1.702  -1.174  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.140  -2.293  -1.355  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.082  -3.176  -1.868  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.873  -2.758  -1.067  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.087  -1.908  -0.557  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.236  -0.588  -0.339  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.535   0.476   0.161  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.938   0.339   0.503  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.905   0.672  -0.641  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.673  -0.194  -1.768  0.00  0.00           N+0
HETATM   24  C   UNK     0       3.625  -1.115  -2.194  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.550  -1.688  -3.349  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.769  -1.503  -1.381  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.638  -2.825  -0.669  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.840  -2.744   0.281  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.089  -1.242   0.489  0.00  0.00           C+0
HETATM   30  N   UNK     0       5.043  -0.619  -0.281  0.00  0.00           N+0
HETATM   31  C   UNK     0       4.314   0.576  -0.154  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.848   1.574   0.375  0.00  0.00           O+0
HETATM   33  H   UNK     0      -2.497   5.288   1.082  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.017   4.866   2.149  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.869   3.623  -0.472  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.062   3.494   0.524  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.094   3.438  -1.058  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.897   4.763   0.102  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.432   1.841   2.431  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.968   2.924   2.584  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.710   3.676   2.567  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.379   1.748  -0.446  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.379  -1.056  -2.172  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.652   0.589  -1.894  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.304   0.453   0.573  0.00  0.00           H+0
HETATM   46  H   UNK     0      -7.429   0.130   0.840  0.00  0.00           H+0
HETATM   47  H   UNK     0      -7.122  -1.597   1.332  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.016  -0.318   1.949  0.00  0.00           H+0
HETATM   49  H   UNK     0      -7.381  -2.002  -0.968  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.692  -2.584  -1.349  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.401  -1.072  -2.102  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.838  -4.137  -2.023  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.588  -3.789  -1.226  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.087  -2.253  -0.324  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.203  -0.742   0.739  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.280   0.875   1.417  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.746   1.706  -0.953  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.757  -0.100  -2.253  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.695  -1.526  -2.021  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.715  -2.782  -0.052  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.677  -3.705  -1.307  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.707  -3.185  -0.236  0.00  0.00           H+0
HETATM   63  H   UNK     0       5.667  -3.269   1.220  0.00  0.00           H+0
HETATM   64  H   UNK     0       7.065  -0.969   0.036  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.051  -1.043   1.559  0.00  0.00           H+0
CONECT    1    2   33   34                                                  
CONECT    2    1    3   35                                                  
CONECT    3    2    4    5    6                                             
CONECT    4    3   36   37   38                                             
CONECT    5    3   39   40   41                                             
CONECT    6    3    7   20                                                  
CONECT    7    6    8   42                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   43   44                                             
CONECT   11   10   12   45                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   46   47   48                                             
CONECT   14   12   49   50   51                                             
CONECT   15    9   16   17                                                  
CONECT   16   15   52                                                       
CONECT   17   15   18   53                                                  
CONECT   18   17   19   54                                                  
CONECT   19   18   20    8                                                  
CONECT   20   19   21    6                                                  
CONECT   21   20   22   55   56                                             
CONECT   22   21   23   31   57                                             
CONECT   23   22   24   58                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   30   59                                             
CONECT   27   26   28   60   61                                             
CONECT   28   27   29   62   63                                             
CONECT   29   28   30   64   65                                             
CONECT   30   29   31   26                                                  
CONECT   31   30   32   22                                                  
CONECT   32   31                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    7                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   14                                                            
CONECT   51   14                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   26                                                            
CONECT   60   27                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   29                                                            
CONECT   65   29                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  136    0
END

RDKit          3D

65 68  0  0  0  0  0  0  0  0999 V2000
   -1.6209    4.7001    1.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2642    3.7594    0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407    2.9119    0.6464 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0900    3.6528    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799    2.8765    2.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037    1.5585    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195    1.1538   -0.3230 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4989   -0.1399   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853   -0.9786   -1.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8351   -0.4292   -1.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494   -0.2056   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8136   -0.8107   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6639   -0.6135    1.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3120   -1.7023   -1.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1397   -2.2935   -1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0819   -3.1756   -1.8678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728   -2.7577   -1.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0867   -1.9077   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2356   -0.5881   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353    0.4762    0.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9383    0.3389    0.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    0.6715   -0.6411 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6730   -0.1939   -1.7676 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249   -1.1152   -2.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5503   -1.6877   -3.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -1.5031   -1.3812 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6377   -2.8251   -0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399   -2.7442    0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0889   -1.2420    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430   -0.6190   -0.2810 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3139    0.5761   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8483    1.5737    0.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    5.2879    1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    4.8661    2.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    3.6228   -0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0617    3.4938    0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0938    3.4377   -1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966    4.7633    0.1016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4323    1.8411    2.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9676    2.9239    2.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102    3.6758    2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3794    1.7481   -0.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3788   -1.0564   -2.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6518    0.5890   -1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3038    0.4529    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4291    0.1295    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1217   -1.5967    1.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0158   -0.3184    1.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3811   -2.0018   -0.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6917   -2.5842   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4012   -1.0723   -2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8377   -4.1367   -2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879   -3.7892   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0871   -2.2535   -0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027   -0.7420    0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2803    0.8747    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7464    1.7060   -0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567   -0.1004   -2.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6946   -1.5256   -2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7146   -2.7821   -0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6768   -3.7046   -1.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7068   -3.1854   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6665   -3.2692    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0653   -0.9685    0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0510   -1.0426    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 20  6  2  0
 31 22  1  0
 19  8  1  0
 30 26  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  5 41  1  0
  7 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 14 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  6
 23 58  1  0
 26 59  1  6
 27 60  1  0
 27 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₆H₃₃N₃O₃

Average Mass

435.5680 Da

Monoisotopic Mass

435.25219 Da

IUPAC Name

(3S,8aS)-3-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-octahydropyrrolo[1,2-a]pyrazine-1,4-dione

Traditional Name

(3S,8aS)-3-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C=CC2=C1NC(=C2C[C@@H]1NC(=O)[C@@H]2CCCN2C1=O)C(C)(C)C=C

InChI Identifier

InChI=1S/C26H33N3O3/c1-6-26(4,5)23-18(14-19-25(32)29-13-7-8-20(29)24(31)27-19)16-11-12-21(30)17(22(16)28-23)10-9-15(2)3/h6,9,11-12,19-20,28,30H,1,7-8,10,13-14H2,2-5H3,(H,27,31)/t19-,20-/m0/s1

InChI Key

ZGWIWQJHQKPWGB-PMACEKPBSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aspergillus amoenus	NPAtlas	29235872

Species Where Detected

Species Name	Source	Reference
Aspergillus sp. MF297-2	KNApSAcK Database	22123792
Aspergillus versicolor NRRL35600	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	3.88	ALOGPS
logP	3.99	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.84	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	85.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	127.4 m³·mol⁻¹	ChemAxon
Polarizability	49.81 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA020208

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00051826

Chemspider ID

58837837

KEGG Compound ID

Not Available

BioCyc ID

CPD-17357

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

38363979

PDB ID

Not Available

ChEBI ID

145683

Good Scents ID

Not Available

References

General References

Kato H, Nakahara T, Sugimoto K, Matsuo K, Kagiyama I, Frisvad JC, Sherman DH, Williams RM, Tsukamoto S: Correction to "Isolation of Notoamide S and Enantiomeric 6-epi-Stephacidin A from the Terrestrial Fungus Aspergillus amoenus: Biogenetic Implications". Org Lett. 2018 Jan 5;20(1):315. doi: 10.1021/acs.orglett.7b03781. Epub 2017 Dec 13. [PubMed:29235872 ]
McAfoos TJ, Li S, Tsukamoto S, Sherman DH, Williams RM: STUDIES ON THE BIOSYNTHESIS OF THE STEPHACIDINS AND NOTOAMIDES. TOTAL SYNTHESIS OF NOTOAMIDE S. Heterocycles. 2010 Dec 31;82(1):461-472. doi: 10.3987/COM-10-S(E)19. [PubMed:21796227 ]
Li S, Finefield JM, Sunderhaus JD, McAfoos TJ, Williams RM, Sherman DH: Biochemical characterization of NotB as an FAD-dependent oxidase in the biosynthesis of notoamide indole alkaloids. J Am Chem Soc. 2012 Jan 18;134(2):788-91. doi: 10.1021/ja2093212. Epub 2011 Dec 28. [PubMed:22188465 ]

Showing NP-Card for Notoamide S (NP0017357)

MOL for NP0017357 (Notoamide S)

3D MOL for NP0017357 (Notoamide S)

3D SDF for NP0017357 (Notoamide S)

3D-SDF for NP0017357 (Notoamide S)

PDB for NP0017357 (Notoamide S)

3D PDB for NP0017357 (Notoamide S)

SMILES for NP0017357 (Notoamide S)

INCHI for NP0017357 (Notoamide S)

Structure for NP0017357 (Notoamide S)

3D Structure for NP0017357 (Notoamide S)