NP-MRD: Showing NP-Card for Roquefortine E (NP0006115)

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Record Information

Version

2.0

Created at

2020-12-09 03:10:46 UTC

Updated at

2021-07-15 16:53:52 UTC

NP-MRD ID

NP0006115

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Roquefortine E

Provided By

NPAtlas

Description

Roquefortine E is found in Gymnoascus. Roquefortine E was first documented in 2005 (PMID: 16309319). Based on a literature review very few articles have been published on (1S,4E,7S,9R)-6-hydroxy-9-(2-methylbut-3-en-2-yl)-4-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}-2,5,16-triazatetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]Hexadeca-5,10,12,14-tetraen-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118253D          

 65 69  0  0  0  0            999 V2000
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    3.7923   -0.8132   -2.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END


  Mrv1652306242118253D          

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    1.8450    2.8340    1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2402    2.3064    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3144    0.7811    1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496   -0.9677    1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5429    2.2335   -1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1270   -1.1425   -3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4909   -2.2551   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -1.3138    1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  3  2  1  6  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  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  1  0  0  0
 22 23  2  3  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 10  6  2  0  0  0  0
 33 12  1  0  0  0  0
 32 16  1  0  0  0  0
 31 18  1  0  0  0  0
 29 24  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
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  5 41  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
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 25 60  1  0  0  0  0
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 27 62  1  0  0  0  0
 28 63  1  0  0  0  0
 30 64  1  0  0  0  0
 31 65  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0006115

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C([H])C(C1=C(N=C([H])N1[H])C(\[H])=C1\N([H])C(=O)[C@@]2([H])N(C1=O)[C@]1([H])N([H])C3=C([H])C([H])=C([H])C([H])=C3[C@@]1(C2([H])[H])C(C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H31N5O2/c1-7-25(3,4)21-18(28-15-29-21)13-19-23(34)32-20(22(33)30-19)14-27(26(5,6)8-2)16-11-9-10-12-17(16)31-24(27)32/h7-13,15,20,24,31H,1-2,14H2,3-6H3,(H,28,29)(H,30,33)/b19-13+/t20-,24-,27+/m0/s1

> <INCHI_KEY>
YOEIOWQHMDDCDD-HJILTBFVSA-N

> <FORMULA>
C27H31N5O2

> <MOLECULAR_WEIGHT>
457.578

> <EXACT_MASS>
457.247775258

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
50.50114579830934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4E,7S,9R)-9-(2-methylbut-3-en-2-yl)-4-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
3.1555401866666677

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.151548494806686

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.670617087130182

> <JCHEM_PKA_STRONGEST_BASIC>
5.745890784388882

> <JCHEM_POLAR_SURFACE_AREA>
90.12

> <JCHEM_REFRACTIVITY>
134.36450000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4E,7S,9R)-9-(2-methylbut-3-en-2-yl)-4-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 69  0  0  0  0  0  0  0  0999 V2000
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  1  2  2  3
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  8  9  2  0
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 19 20  1  0
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 22 23  2  3
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 29 30  1  0
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 10  6  2  0
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 32 16  1  0
 31 18  1  0
 29 24  1  0
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 26 61  1  0
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 28 63  1  0
 30 64  1  0
 31 65  1  1
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       7.600  -1.275  -0.568  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.502  -1.626   0.091  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.419  -0.660   0.388  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.033   0.637   0.822  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.635  -1.190   1.578  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.550  -0.506  -0.804  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.740  -1.159  -1.962  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.792  -0.813  -2.850  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.010   0.073  -2.210  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.428   0.293  -0.964  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.905   1.200   0.003  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.642   1.233   0.343  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.154   2.178   1.327  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.220   2.175   1.698  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.555   2.540   2.834  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.201   1.719   0.669  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.580   1.470   1.230  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.991   0.254   0.426  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.131  -0.460   1.050  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.849  -0.972   2.446  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.603  -1.613   0.201  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.274   0.497   1.195  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.497   0.081   1.510  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.270   0.543  -0.985  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.002   1.478  -1.691  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.085   1.508  -3.064  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.415   0.570  -3.817  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.670  -0.383  -3.132  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.591  -0.407  -1.752  0.00  0.00           C+0
HETATM   30  N   UNK     0      -1.869  -1.306  -0.930  0.00  0.00           N+0
HETATM   31  C   UNK     0      -1.733  -0.598   0.347  0.00  0.00           C+0
HETATM   32  N   UNK     0      -0.715   0.408   0.239  0.00  0.00           N+0
HETATM   33  C   UNK     0       0.636   0.326  -0.200  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.946  -0.533  -1.052  0.00  0.00           O+0
HETATM   35  H   UNK     0       8.399  -1.969  -0.791  0.00  0.00           H+0
HETATM   36  H   UNK     0       7.746  -0.253  -0.918  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.389  -2.648   0.423  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.876   1.448   0.067  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.691   0.967   1.835  0.00  0.00           H+0
HETATM   40  H   UNK     0       7.128   0.508   0.895  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.279  -1.077   2.474  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.443  -2.272   1.459  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.662  -0.679   1.687  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.497  -1.840  -2.179  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.654  -1.152  -3.873  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.545   1.933   0.526  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.845   2.834   1.732  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.209   2.448  -0.164  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.612   1.305   2.302  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.240   2.306   0.940  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.099  -1.763   2.483  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.696  -0.166   3.191  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.814  -1.461   2.775  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.405  -2.151   0.745  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.759  -2.351   0.095  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.999  -1.295  -0.764  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.128   1.559   1.050  0.00  0.00           H+0
HETATM   58  H   UNK     0      -7.314   0.781   1.611  0.00  0.00           H+0
HETATM   59  H   UNK     0      -6.750  -0.968   1.684  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.543   2.233  -1.146  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.668   2.251  -3.615  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.417   0.508  -4.883  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.127  -1.143  -3.714  0.00  0.00           H+0
HETATM   64  H   UNK     0      -1.491  -2.255  -1.118  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.622  -1.314   1.154  0.00  0.00           H+0
CONECT    1    2   35   36                                                  
CONECT    2    1    3   37                                                  
CONECT    3    2    4    5    6                                             
CONECT    4    3   38   39   40                                             
CONECT    5    3   41   42   43                                             
CONECT    6    3    7   10                                                  
CONECT    7    6    8   44                                                  
CONECT    8    7    9   45                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11    6                                                  
CONECT   11   10   12   46                                                  
CONECT   12   11   13   33                                                  
CONECT   13   12   14   47                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   32   48                                             
CONECT   17   16   18   49   50                                             
CONECT   18   17   19   24   31                                             
CONECT   19   18   20   21   22                                             
CONECT   20   19   51   52   53                                             
CONECT   21   19   54   55   56                                             
CONECT   22   19   23   57                                                  
CONECT   23   22   58   59                                                  
CONECT   24   18   25   29                                                  
CONECT   25   24   26   60                                                  
CONECT   26   25   27   61                                                  
CONECT   27   26   28   62                                                  
CONECT   28   27   29   63                                                  
CONECT   29   28   30   24                                                  
CONECT   30   29   31   64                                                  
CONECT   31   30   32   18   65                                             
CONECT   32   31   33   16                                                  
CONECT   33   32   34   12                                                  
CONECT   34   33                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    2                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    4                                                            
CONECT   41    5                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46   11                                                            
CONECT   47   13                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   17                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   23                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   28                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  138    0
END

RDKit          3D

65 69  0  0  0  0  0  0  0  0999 V2000
    7.6002   -1.2753   -0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5019   -1.6264    0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4189   -0.6601    0.3876 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0326    0.6365    0.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6351   -1.1903    1.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501   -0.5064   -0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7396   -1.1592   -1.9617 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923   -0.8132   -2.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0102    0.0725   -2.2096 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4275    0.2933   -0.9642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048    1.1999    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6422    1.2327    0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1541    2.1776    1.3275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2201    2.1745    1.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5552    2.5399    2.8341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2007    1.7194    0.6689 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5803    1.4700    1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9912    0.2536    0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1313   -0.4601    1.0499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8492   -0.9719    2.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6028   -1.6135    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2739    0.4965    1.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965    0.0810    1.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704    0.5434   -0.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0022    1.4775   -1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0855    1.5078   -3.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4150    0.5698   -3.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6702   -0.3827   -3.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5912   -0.4066   -1.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -1.3058   -0.9304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7331   -0.5984    0.3465 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7152    0.4080    0.2394 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6363    0.3262   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9457   -0.5332   -1.0515 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3987   -1.9693   -0.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7464   -0.2529   -0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3891   -2.6479    0.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8759    1.4476    0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6911    0.9671    1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1276    0.5084    0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2791   -1.0772    2.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431   -2.2725    1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6623   -0.6789    1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4965   -1.8398   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -1.1522   -3.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5452    1.9328    0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8450    2.8340    1.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2093    2.4477   -0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122    1.3048    2.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2402    2.3064    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0995   -1.7633    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6961   -0.1662    3.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8135   -1.4613    2.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4048   -2.1512    0.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7590   -2.3506    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9986   -1.2954   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1283    1.5587    1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3144    0.7811    1.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496   -0.9677    1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5429    2.2335   -1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6681    2.2505   -3.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170    0.5081   -4.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1270   -1.1425   -3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4909   -2.2551   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -1.3138    1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  6
  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  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 18 17  1  1
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  1
 22 23  2  3
 18 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 10  6  2  0
 33 12  1  0
 32 16  1  0
 31 18  1  0
 29 24  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  5 43  1  0
  7 44  1  0
  8 45  1  0
 11 46  1  0
 13 47  1  0
 16 48  1  6
 17 49  1  0
 17 50  1  0
 20 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 30 64  1  0
 31 65  1  1
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₇H₃₁N₅O₂

Average Mass

457.5780 Da

Monoisotopic Mass

457.24778 Da

IUPAC Name

(1S,4E,7S,9R)-9-(2-methylbut-3-en-2-yl)-4-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

Traditional Name

(1S,4E,7S,9R)-9-(2-methylbut-3-en-2-yl)-4-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}-2,5,16-triazatetracyclo[7.7.0.0^{2,7}.0^{10,15}]hexadeca-10,12,14-triene-3,6-dione

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C1=C(\C=C2\NC(=O)[C@@H]3C[C@@]4([C@@H](NC5=CC=CC=C45)N3C2=O)C(C)(C)C=C)N=CN1

InChI Identifier

InChI=1S/C27H31N5O2/c1-7-25(3,4)21-18(28-15-29-21)13-19-23(34)32-20(22(33)30-19)14-27(26(5,6)8-2)16-11-9-10-12-17(16)31-24(27)32/h7-13,15,20,24,31H,1-2,14H2,3-6H3,(H,28,29)(H,30,33)/b19-13+/t20-,24-,27+/m0/s1

InChI Key

YOEIOWQHMDDCDD-HJILTBFVSA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Gymnoascus	NPAtlas	16309319

Species Where Detected

Species Name	Source	Reference
Gymnoascus reessii	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	4.5	ALOGPS
logP	3.16	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	11.67	ChemAxon
pKa (Strongest Basic)	5.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.12 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	134.36 m³·mol⁻¹	ChemAxon
Polarizability	50.5 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA011123

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4483798

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5326324

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Clark B, Capon RJ, Lacey E, Tennant S, Gill JH: Roquefortine E, a diketopiperazine from an Australian isolate of Gymnoascus reessii. J Nat Prod. 2005 Nov;68(11):1661-4. doi: 10.1021/np0503101. [PubMed:16309319 ]

Showing NP-Card for Roquefortine E (NP0006115)

MOL for NP0006115 (Roquefortine E)

3D MOL for NP0006115 (Roquefortine E)

3D SDF for NP0006115 (Roquefortine E)

3D-SDF for NP0006115 (Roquefortine E)

PDB for NP0006115 (Roquefortine E)

3D PDB for NP0006115 (Roquefortine E)

SMILES for NP0006115 (Roquefortine E)

INCHI for NP0006115 (Roquefortine E)

Structure for NP0006115 (Roquefortine E)

3D Structure for NP0006115 (Roquefortine E)