NP-MRD: Showing NP-Card for Prodigiosin R2 (NP0017485)

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Record Information

Version

2.0

Created at

2021-01-06 02:11:14 UTC

Updated at

2021-07-15 17:25:37 UTC

NP-MRD ID

NP0017485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Prodigiosin R2

Provided By

NPAtlas

Description

15-{4-Methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}-13-(propan-2-yl)-2-azatricyclo[10.2.1.1³,¹⁴]Hexadeca-1(15),2,14(16)-triene belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. Prodigiosin R2 is found in Streptomyces griseoviridis. Prodigiosin R2 was first documented in 2018 (PMID: 29348526). Based on a literature review very few articles have been published on 15-{4-methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}-13-(propan-2-yl)-2-azatricyclo[10.2.1.1³,¹⁴]Hexadeca-1(15),2,14(16)-triene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104243D          

 66 70  0  0  0  0            999 V2000
   -3.6033   -2.1935    2.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790   -1.6772    1.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -0.5971    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8399    0.0628    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5180    1.0409   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4369    2.0194   -1.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7898    2.1380   -1.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2304    3.1892   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1661    3.6892   -2.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0925    2.9684   -2.1586 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211    0.9463   -0.8885 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -0.0500   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073   -0.3962   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7442   -0.6302    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517   -0.3419    1.8522 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -0.9854    2.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7557   -1.5741    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821   -1.8852   -1.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2766   -3.0327   -1.1962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2479   -3.4014   -2.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -4.2006   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3500    0.4712   -1.9472 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1767    1.7640   -1.1954 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5419    2.2738   -0.7795 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.9942   -0.7186    3.3247 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3732   -3.2000    2.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7940   -1.5298    3.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5279   -2.1903    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8177   -0.1588    0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3642    1.5113   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2841    3.5134   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6795    1.5498   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2147   -2.9038   -2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5052   -3.1423   -3.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -4.5155   -2.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9665   -4.3671   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2865   -5.0891   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0503   -3.9029    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791   -0.8672   -2.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    0.1006   -1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7358    3.2023   -1.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7263    2.3353    1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330    0.8454    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835    1.7079    3.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693    2.5159    3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3568   -1.5282    3.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046   -0.2281    3.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 10  6  1  0  0  0  0
 18 14  1  0  0  0  0
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  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  4 35  1  0  0  0  0
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 17 41  1  0  0  0  0
 19 42  1  6  0  0  0
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 21 46  1  0  0  0  0
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 23 50  1  6  0  0  0
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 29 62  1  0  0  0  0
 30 63  1  0  0  0  0
 30 64  1  0  0  0  0
 31 65  1  0  0  0  0
 31 66  1  0  0  0  0
M  END

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
   -3.6033   -2.1935    2.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790   -1.6772    1.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5180    1.0409   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242104243D          

 66 70  0  0  0  0            999 V2000
   -3.6033   -2.1935    2.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790   -1.6772    1.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1767    1.7640   -1.1954 C   0  0  1  0  0  0  0  0  0  0  0  0
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  3  4  1  0  0  0  0
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 31 66  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0017485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C([H])C([H])=C1C1=C([H])C(OC([H])([H])[H])=C(N1[H])C1=C2N=C3C([H])=C2[C@@]([H])(C([H])(C([H])([H])[H])C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H35N3O/c1-17(2)24-19-12-9-7-5-4-6-8-11-18-15-20(24)26(29-18)25(19)27-23(31-3)16-22(30-27)21-13-10-14-28-21/h10,13-17,19,24,28,30H,4-9,11-12H2,1-3H3/t19-,24-/m0/s1

> <INCHI_KEY>
WFQBWWYLMSACAV-UHFFFAOYSA-N

> <FORMULA>
C27H35N3O

> <MOLECULAR_WEIGHT>
417.597

> <EXACT_MASS>
417.278012759

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.16180846322889

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(12S,13S)-15-{4-methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}-13-(propan-2-yl)-2-azatricyclo[10.2.1.1^{3,14}]hexadeca-1(15),2,14(16)-triene

> <ALOGPS_LOGP>
6.35

> <JCHEM_LOGP>
5.800330980333334

> <ALOGPS_LOGS>
-5.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.945416338461204

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.375277724009415

> <JCHEM_PKA_STRONGEST_BASIC>
6.328978395183905

> <JCHEM_POLAR_SURFACE_AREA>
53.17

> <JCHEM_REFRACTIVITY>
129.10219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12S,13S)-13-isopropyl-15-{4-methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}-2-azatricyclo[10.2.1.1^{3,14}]hexadeca-1(15),2,14(16)-triene

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
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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      -3.603  -2.193   2.140  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.479  -1.677   1.429  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.691  -0.597   0.552  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.840   0.063   0.260  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.518   1.041  -0.658  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.437   2.019  -1.261  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.790   2.138  -1.014  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.230   3.189  -1.795  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.166   3.689  -2.496  0.00  0.00           C+0
HETATM   10  N   UNK     0      -4.093   2.968  -2.159  0.00  0.00           N+0
HETATM   11  N   UNK     0      -2.221   0.946  -0.889  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.633  -0.050  -0.173  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.207  -0.396  -0.184  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.744  -0.630   0.603  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.252  -0.342   1.852  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.392  -0.985   2.047  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.704  -1.774   0.868  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.756  -1.574   0.021  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.282  -1.885  -1.298  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.277  -3.033  -1.196  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.248  -3.401  -2.567  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.945  -4.201  -0.490  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.426  -0.606  -1.567  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.350   0.471  -1.947  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.177   1.764  -1.195  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.542   2.274  -0.780  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.614   2.604   0.706  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.764   1.810   1.342  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.572   1.686   2.835  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.090   0.338   3.287  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.994  -0.719   3.325  0.00  0.00           C+0
HETATM   32  H   UNK     0      -3.373  -3.200   2.560  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.794  -1.530   3.035  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.528  -2.190   1.564  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.818  -0.159   0.682  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.364   1.511  -0.333  0.00  0.00           H+0
HETATM   37  H   UNK     0      -7.284   3.513  -1.802  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.181   4.505  -3.181  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.092   3.074  -2.503  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.680   1.550  -1.540  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.587  -2.447   0.681  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.944  -1.986  -2.143  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.594  -2.744  -0.572  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.215  -2.904  -2.781  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.505  -3.142  -3.361  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.428  -4.516  -2.614  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.966  -4.367  -0.885  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.287  -5.089  -0.548  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.050  -3.903   0.581  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.279  -0.867  -2.329  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.413   0.101  -1.883  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.214   0.672  -3.038  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.678   2.484  -1.877  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.578   1.663  -0.267  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.350   1.564  -1.054  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.736   3.202  -1.355  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.667   2.396   1.241  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.821   3.684   0.849  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.726   2.335   1.091  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.833   0.845   0.815  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.483   1.708   3.088  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.069   2.516   3.384  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.507   0.502   4.306  0.00  0.00           H+0
HETATM   64  H   UNK     0       4.929   0.037   2.642  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.357  -1.528   3.963  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.205  -0.228   3.985  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5   35                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8   36                                                  
CONECT    8    7    9   37                                                  
CONECT    9    8   10   38                                                  
CONECT   10    9    6   39                                                  
CONECT   11    5   12   40                                                  
CONECT   12   11   13    3                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18   41                                                  
CONECT   18   17   19   14                                                  
CONECT   19   18   20   23   42                                             
CONECT   20   19   21   22   43                                             
CONECT   21   20   44   45   46                                             
CONECT   22   20   47   48   49                                             
CONECT   23   19   24   13   50                                             
CONECT   24   23   25   51   52                                             
CONECT   25   24   26   53   54                                             
CONECT   26   25   27   55   56                                             
CONECT   27   26   28   57   58                                             
CONECT   28   27   29   59   60                                             
CONECT   29   28   30   61   62                                             
CONECT   30   29   31   63   64                                             
CONECT   31   30   16   65   66                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    4                                                            
CONECT   36    7                                                            
CONECT   37    8                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   11                                                            
CONECT   41   17                                                            
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   21                                                            
CONECT   46   21                                                            
CONECT   47   22                                                            
CONECT   48   22                                                            
CONECT   49   22                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   26                                                            
CONECT   56   26                                                            
CONECT   57   27                                                            
CONECT   58   27                                                            
CONECT   59   28                                                            
CONECT   60   28                                                            
CONECT   61   29                                                            
CONECT   62   29                                                            
CONECT   63   30                                                            
CONECT   64   30                                                            
CONECT   65   31                                                            
CONECT   66   31                                                            
MASTER        0    0    0    0    0    0    0    0   66    0  140    0
END

RDKit          3D

66 70  0  0  0  0  0  0  0  0999 V2000
   -3.6033   -2.1935    2.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4790   -1.6772    1.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907   -0.5971    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8399    0.0628    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5180    1.0409   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4369    2.0194   -1.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7898    2.1380   -1.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2304    3.1892   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1661    3.6892   -2.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0925    2.9684   -2.1586 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211    0.9463   -0.8885 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -0.0500   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073   -0.3962   -0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7442   -0.6302    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517   -0.3419    1.8522 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -0.9854    2.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7037   -1.7741    0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7557   -1.5741    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821   -1.8852   -1.2976 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2766   -3.0327   -1.1962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2479   -3.4014   -2.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -4.2006   -0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4262   -0.6057   -1.5673 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3500    0.4712   -1.9472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767    1.7640   -1.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419    2.2738   -0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6143    2.6045    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7638    1.8101    1.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716    1.6855    2.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898    0.3381    3.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9942   -0.7186    3.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3732   -3.2000    2.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7940   -1.5298    3.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5279   -2.1903    1.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8177   -0.1588    0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3642    1.5113   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2841    3.5134   -1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1813    4.5048   -3.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0921    3.0742   -2.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6795    1.5498   -1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -2.4474    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9441   -1.9857   -2.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5937   -2.7444   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -2.9038   -2.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5052   -3.1423   -3.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -4.5155   -2.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9665   -4.3671   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2865   -5.0891   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0503   -3.9029    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2791   -0.8672   -2.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4131    0.1006   -1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2137    0.6718   -3.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6782    2.4841   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784    1.6630   -0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3505    1.5643   -1.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358    3.2023   -1.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    2.3963    1.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8213    3.6840    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    2.3353    1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330    0.8454    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835    1.7079    3.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693    2.5159    3.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5068    0.5017    4.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9287    0.0370    2.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3568   -1.5282    3.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046   -0.2281    3.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 12  3  2  0
 23 13  1  0
 10  6  1  0
 18 14  1  0
 31 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 17 41  1  0
 19 42  1  6
 20 43  1  1
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 22 49  1  0
 23 50  1  6
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  0
 27 58  1  0
 28 59  1  0
 28 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₇H₃₅N₃O

Average Mass

417.5970 Da

Monoisotopic Mass

417.27801 Da

IUPAC Name

(12S,13S)-15-{4-methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}-13-(propan-2-yl)-2-azatricyclo[10.2.1.1^{3,14}]hexadeca-1(15),2,14(16)-triene

Traditional Name

(12S,13S)-13-isopropyl-15-{4-methoxy-1H,1'H-[2,2'-bipyrrole]-5-yl}-2-azatricyclo[10.2.1.1^{3,14}]hexadeca-1(15),2,14(16)-triene

CAS Registry Number

Not Available

SMILES

COC1=C(NC(=C1)C1=CC=CN1)C1=C2N=C3CCCCCCCCC1C(C(C)C)C2=C3

InChI Identifier

InChI=1S/C27H35N3O/c1-17(2)24-19-12-9-7-5-4-6-8-11-18-15-20(24)26(29-18)25(19)27-23(31-3)16-22(30-27)21-13-10-14-28-21/h10,13-17,19,24,28,30H,4-9,11-12H2,1-3H3

InChI Key

WFQBWWYLMSACAV-UHFFFAOYSA-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
Streptomyces griseoviridis	NPAtlas	29348526

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

Alkyl aryl ether
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Ketimine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Imine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	6.35	ALOGPS
logP	5.8	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	14.38	ChemAxon
pKa (Strongest Basic)	6.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	53.17 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	129.1 m³·mol⁻¹	ChemAxon
Polarizability	50.16 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA021728

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435218

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kimata S, Matsuda T, Suizu Y, Hayakawa Y: Prodigiosin R2, a new prodigiosin from the roseophilin producer Streptomyces griseoviridis 2464-S5. J Antibiot (Tokyo). 2018 Mar;71(3):393-396. doi: 10.1038/s41429-017-0011-1. Epub 2018 Jan 18. [PubMed:29348526 ]

Showing NP-Card for Prodigiosin R2 (NP0017485)

MOL for NP0017485 (Prodigiosin R2)

3D MOL for NP0017485 (Prodigiosin R2)

3D SDF for NP0017485 (Prodigiosin R2)

3D-SDF for NP0017485 (Prodigiosin R2)

PDB for NP0017485 (Prodigiosin R2)

3D PDB for NP0017485 (Prodigiosin R2)

SMILES for NP0017485 (Prodigiosin R2)

INCHI for NP0017485 (Prodigiosin R2)

Structure for NP0017485 (Prodigiosin R2)

3D Structure for NP0017485 (Prodigiosin R2)