NP-MRD: Showing NP-Card for Belladonnine (NP0051315)

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Record Information

Version

2.0

Created at

2022-04-27 22:41:28 UTC

Updated at

2022-04-27 22:41:28 UTC

NP-MRD ID

NP0051315

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Belladonnine

Description

Belladonnine is found in Atropa bella-donna, Atropa belladonna , Hyoscyamus niger and Physochliana alaica.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282200412D          

 40 46  0  0  1  0            999 V2000
   10.7812   -1.5662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -1.0051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5098   -1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7134   -2.4622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4654   -2.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1995   -2.4252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3630   -1.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8327   -0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0814   -2.9925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2246   -3.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9999   -4.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5927   -4.3353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1802   -3.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3552   -3.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427   -4.3353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3552   -5.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1802   -5.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5927   -5.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1802   -6.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3552   -6.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427   -5.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1177   -4.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7052   -5.0498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7052   -3.6208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802   -3.6208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5222   -2.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7179   -2.6939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4862   -3.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7179   -4.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5222   -4.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -4.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -3.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6612   -3.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2246   -4.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9999   -4.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6319   -5.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4886   -5.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7134   -6.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0814   -5.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4132   -1.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  4  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  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  2  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 28  1  1  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  1  0  0  0  0
 12 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END


  Mrv1652304282200412D          

 40 46  0  0  1  0            999 V2000
   10.7812   -1.5662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -1.0051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5098   -1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7134   -2.4622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4654   -2.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1995   -2.4252    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3630   -1.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8327   -0.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0814   -2.9925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2246   -3.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9999   -4.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5927   -4.3353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1802   -3.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3552   -3.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427   -4.3353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3552   -5.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1802   -5.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5927   -5.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1802   -6.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3552   -6.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427   -5.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1177   -4.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7052   -5.0498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7052   -3.6208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802   -3.6208    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5222   -2.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7179   -2.6939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4862   -3.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7179   -4.5477    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5222   -4.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -4.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729   -3.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6612   -3.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2246   -4.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9999   -4.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6319   -5.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4886   -5.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7134   -6.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0814   -5.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4132   -1.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  4  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  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  2  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  1  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 29 28  1  1  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  1  0  0  0  0
 12 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
  1 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051315

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H]2CC[C@H]1CC(C2)OC(=O)[C@H]1CC[C@](C(=O)O[C@H]2C[C@@H]3CC[C@H](C2)N3C)(C2=CC=CC=C2)C2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C34H42N2O4/c1-35-23-12-13-24(35)19-27(18-23)39-32(37)30-16-17-34(22-8-4-3-5-9-22,31-11-7-6-10-29(30)31)33(38)40-28-20-25-14-15-26(21-28)36(25)2/h3-11,23-28,30H,12-21H2,1-2H3/t23-,24-,25-,26+,28-,30-,34-/m0/s1

> <INCHI_KEY>
GERIGMSHTUAXSI-JYXAOCMISA-N

> <FORMULA>
C34H42N2O4

> <MOLECULAR_WEIGHT>
542.72

> <EXACT_MASS>
542.31445784

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
36.38238509834488

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 4-(1S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (1S,4S)-1-phenyl-1,2,3,4-tetrahydronaphthalene-1,4-dicarboxylate

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
4.956870902666665

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.686592504402588

> <JCHEM_POLAR_SURFACE_AREA>
59.080000000000005

> <JCHEM_REFRACTIVITY>
154.69869999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 4-(1S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (1S,4S)-1-phenyl-3,4-dihydro-2H-naphthalene-1,4-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  N   UNK     0      20.125  -2.924   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      18.681  -1.876   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.752  -3.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.132  -4.596   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.535  -5.230   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.906  -4.527   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.211  -3.017   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.221  -1.838   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      16.952  -5.586   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      17.219  -7.103   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      18.666  -7.629   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.040  -8.093   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.270  -6.759   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.730  -6.759   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.960  -8.093   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.730  -9.426   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.270  -9.426   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.040 -10.760   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.270 -12.094   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.730 -12.094   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.960 -10.760   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.420  -8.093   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.650  -9.426   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.650  -6.759   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.110  -6.759   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.441  -5.371   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.940  -5.029   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       6.508  -6.759   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       6.940  -8.489   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.441  -8.146   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.736  -7.529   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.736  -5.989   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.968  -6.759   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.219  -9.082   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.666  -8.556   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.846  -9.546   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      19.579 -11.062   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.132 -11.589   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.952 -10.599   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.305  -1.934   0.000  0.00  0.00           C+0
CONECT    1    2    6   40                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    4   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17   34                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   15   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   25                                                       
CONECT   31   29   32                                                       
CONECT   32   31   27                                                       
CONECT   33   28                                                            
CONECT   34   12   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40    1                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₂N₂O₄

Average Mass

542.7200 Da

Monoisotopic Mass

542.31446 Da

IUPAC Name

1-(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 4-(1S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (1S,4S)-1-phenyl-1,2,3,4-tetrahydronaphthalene-1,4-dicarboxylate

Traditional Name

1-(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 4-(1S,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (1S,4S)-1-phenyl-3,4-dihydro-2H-naphthalene-1,4-dicarboxylate

CAS Registry Number

Not Available

SMILES

CN1[C@H]2CC[C@H]1CC(C2)OC(=O)[C@H]1CC[C@](C(=O)O[C@H]2C[C@@H]3CC[C@H](C2)N3C)(C2=CC=CC=C2)C2=C1C=CC=C2

InChI Identifier

InChI=1S/C34H42N2O4/c1-35-23-12-13-24(35)19-27(18-23)39-32(37)30-16-17-34(22-8-4-3-5-9-22,31-11-7-6-10-29(30)31)33(38)40-28-20-25-14-15-26(21-28)36(25)2/h3-11,23-28,30H,12-21H2,1-2H3/t23-,24-,25-,26+,28-,30-,34-/m0/s1

InChI Key

GERIGMSHTUAXSI-JYXAOCMISA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Atropa bella-donna	Plant	KNApSAcK
Atropa belladonna	Plant	KNApSAcK
Hyoscyamus niger	Plant	KNApSAcK
Physochliana alaica	-	KNApSAcK

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	5.32	ALOGPS
logP	4.96	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	9.69	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.08 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	154.7 m³·mol⁻¹	ChemAxon
Polarizability	36.38 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Belladonnine (NP0051315)

MOL for NP0051315 (Belladonnine)

3D MOL for NP0051315 (Belladonnine)

3D SDF for NP0051315 (Belladonnine)

3D-SDF for NP0051315 (Belladonnine)

PDB for NP0051315 (Belladonnine)

3D PDB for NP0051315 (Belladonnine)

SMILES for NP0051315 (Belladonnine)

INCHI for NP0051315 (Belladonnine)

Structure for NP0051315 (Belladonnine)

3D Structure for NP0051315 (Belladonnine)