NP-MRD: Showing NP-Card for strychnine N-oxide (NP0030461)

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Record Information

Version

1.0

Created at

2021-06-19 21:48:38 UTC

Updated at

2021-06-29 23:58:26 UTC

NP-MRD ID

NP0030461

Secondary Accession Numbers

None

Natural Product Identification

Common Name

strychnine N-oxide

Provided By

JEOL Database JEOL Logo

Description

SCHEMBL245921 belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton. strychnine N-oxide is found in Strychnos icaja, Strychnos ignatii, Strychnos lucida, Strychnos nux-vomica and Strychnos nux-vomica . It was first documented in 1999 (Hadden, C. E., et al.). Based on a literature review very few articles have been published on SCHEMBL245921.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123483D          

 48 54  0  0  0  0            999 V2000
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   -3.6255   -3.5820    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7502   -2.5647    0.4985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3335   -1.0881    0.7272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0801   -0.3286   -0.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0902    1.0746   -0.0093 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9592    1.6645   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5515    1.9460   -1.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5763    0.8767   -1.8366 N   0  3  2  0  0  4  0  0  0  0  0  0
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  9 33  1  0  0  0  0
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M  CHG  2  10   1  11  -1
M  END

     RDKit          3D

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M  CHG  2  10   1  11  -1
M  END


  Mrv1652306192123483D          

 48 54  0  0  0  0            999 V2000
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 23  4  1  0  0  0  0
 14 22  1  0  0  0  0
 23 24  1  0  0  0  0
  4  5  1  0  0  0  0
 15 20  1  0  0  0  0
 24  8  1  0  0  0  0
 17 18  2  0  0  0  0
  5  6  1  0  0  0  0
 14 26  1  0  0  0  0
  8  7  2  0  0  0  0
  6  7  1  0  0  0  0
 24 25  1  0  0  0  0
 14 13  1  6  0  0  0
 26 25  1  0  0  0  0
 13 12  1  0  0  0  0
 22 21  1  0  0  0  0
  8  9  1  0  0  0  0
 26 10  1  0  0  0  0
 12 10  1  0  0  0  0
  9 10  1  0  0  0  0
 20 21  1  0  0  0  0
  2  1  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 10 11  1  6  0  0  0
 17 40  1  0  0  0  0
 18 41  1  0  0  0  0
 19 42  1  0  0  0  0
 16 39  1  0  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 26 48  1  1  0  0  0
 22 43  1  6  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 29  1  1  0  0  0
 23 44  1  1  0  0  0
 24 45  1  1  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  7 32  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
M  CHG  2  10   1  11  -1
M  END
> <DATABASE_ID>
NP0030461

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C([H])=C2C(=C1[H])N1C(=O)C([H])([H])[C@]3([H])OC([H])([H])C([H])=C4C([H])([H])[N@+]5([O-])C([H])([H])C([H])([H])[C@@]22[C@]1([H])[C@@]3([H])[C@@]4([H])C([H])([H])[C@]52[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H22N2O3/c24-18-10-16-19-13-9-17-21(6-7-23(17,25)11-12(13)5-8-26-16)14-3-1-2-4-15(14)22(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+,23+/m0/s1

> <INCHI_KEY>
ADTDBAKUQAKBGZ-OJNQZCLCSA-N

> <FORMULA>
C21H22N2O3

> <MOLECULAR_WEIGHT>
350.418

> <EXACT_MASS>
350.163042576

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
36.71573839277523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,11S,17R,18S,20R,21R,22S)-9-oxo-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-17-ium-17-olate

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-0.1978538476666668

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.23738018784463

> <JCHEM_PKA_STRONGEST_BASIC>
3.3997924747304116

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
96.55260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,11S,17R,18S,20R,21R,22S)-9-oxo-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-17-ium-17-olate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 48 54  0  0  0  0  0  0  0  0999 V2000
   -3.7898   -4.7496    0.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6255   -3.5820    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7502   -2.5647    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3335   -1.0881    0.7272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0801   -0.3286   -0.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0902    1.0746   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592    1.6645   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658    1.4162   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515    1.9460   -1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763    0.8767   -1.8366 N   0  0  2  0  0  4  0  0  0  0  0  0
    0.5805    1.4702   -2.2771 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1817    0.0583   -2.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -1.3752   -2.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948   -1.4544   -1.1354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2405   -2.7308   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -3.0648   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879   -4.3364   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -5.2572    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -4.9181    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -3.6554   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693   -3.0717   -0.2347 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3591   -1.6668   -0.6409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8068   -0.8881    0.6028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2374    0.5366    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7061    0.3935    0.6523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2540   -0.1238   -0.7087 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3373   -2.8890    1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4065   -2.6600   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6621   -0.7886    1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0583    1.3321    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0328    1.4625   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2342    2.2906   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9111    2.4350   -2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9578    2.6835   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673    0.1926   -2.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864    0.4252   -3.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205   -1.5601   -3.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585   -2.0858   -3.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8613   -2.3682   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5381   -4.6199   -0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8362   -6.2452    0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5615   -5.6385    0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676   -1.5050   -1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3881   -1.3864    1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5349    1.0184    1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    1.3569    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828   -0.2935    1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8407   -0.2030   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 22 23  1  0
 21  2  1  0
  2  3  1  0
  4  3  1  0
 15 16  2  0
 16 17  1  0
 23  4  1  0
 14 22  1  0
 23 24  1  0
  4  5  1  0
 15 20  1  0
 24  8  1  0
 17 18  2  0
  5  6  1  0
 14 26  1  0
  8  7  2  0
  6  7  1  0
 24 25  1  0
 14 13  1  6
 26 25  1  0
 13 12  1  0
 22 21  1  0
  8  9  1  0
 26 10  1  0
 12 10  1  0
  9 10  1  0
 20 21  1  0
  2  1  2  0
 18 19  1  0
 19 20  2  0
 10 11  1  6
 17 40  1  0
 18 41  1  0
 19 42  1  0
 16 39  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  1
 22 43  1  6
  3 27  1  0
  3 28  1  0
  4 29  1  1
 23 44  1  1
 24 45  1  1
  6 30  1  0
  6 31  1  0
  7 32  1  0
 13 37  1  0
 13 38  1  0
 12 35  1  0
 12 36  1  0
  9 33  1  0
  9 34  1  0
M  CHG  2  10   1  11  -1
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -3.790  -4.750   0.669  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.626  -3.582   0.321  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.750  -2.565   0.499  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.333  -1.088   0.727  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.080  -0.329  -0.234  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.090   1.075  -0.009  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.959   1.665  -0.782  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.666   1.416  -0.512  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.552   1.946  -1.381  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.576   0.877  -1.837  0.00  0.00           N+1
HETATM   11  O   UNK     0       0.581   1.470  -2.277  0.00  0.00           O-1
HETATM   12  C   UNK     0      -1.182   0.058  -2.959  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.804  -1.375  -2.665  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.895  -1.454  -1.135  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.241  -2.731  -0.663  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.108  -3.065  -0.681  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.488  -4.336  -0.247  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.526  -5.257   0.191  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.829  -4.918   0.207  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.196  -3.655  -0.225  0.00  0.00           C+0
HETATM   21  N   UNK     0      -2.469  -3.072  -0.235  0.00  0.00           N+0
HETATM   22  C   UNK     0      -2.359  -1.667  -0.641  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.807  -0.888   0.603  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.237   0.537   0.645  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.706   0.394   0.652  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.254  -0.124  -0.709  0.00  0.00           C+0
HETATM   27  H   UNK     0      -5.337  -2.889   1.367  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.407  -2.660  -0.376  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.662  -0.789   1.731  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.058   1.332   1.055  0.00  0.00           H+0
HETATM   31  H   UNK     0      -6.033   1.462  -0.410  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.234   2.291  -1.628  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.911   2.435  -2.294  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.958   2.684  -0.827  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.267   0.193  -2.942  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.786   0.425  -3.912  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.221  -1.560  -3.015  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.458  -2.086  -3.181  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.861  -2.368  -1.039  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.538  -4.620  -0.257  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.836  -6.245   0.524  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.562  -5.638   0.556  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.068  -1.505  -1.464  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.388  -1.386   1.494  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.535   1.018   1.585  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.231   1.357   0.876  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.383  -0.294   1.444  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.841  -0.203  -0.712  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   21    3    1                                                  
CONECT    3    2    4   27   28                                             
CONECT    4    3   23    5   29                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   30   31                                             
CONECT    7    8    6   32                                                  
CONECT    8   24    7    9                                                  
CONECT    9    8   10   33   34                                             
CONECT   10   26   12    9   11                                             
CONECT   11   10                                                            
CONECT   12   13   10   35   36                                             
CONECT   13   14   12   37   38                                             
CONECT   14   15   22   26   13                                             
CONECT   15   14   16   20                                                  
CONECT   16   15   17   39                                                  
CONECT   17   16   18   40                                                  
CONECT   18   17   19   41                                                  
CONECT   19   18   20   42                                                  
CONECT   20   15   21   19                                                  
CONECT   21    2   22   20                                                  
CONECT   22   23   14   21   43                                             
CONECT   23   22    4   24   44                                             
CONECT   24   23    8   25   45                                             
CONECT   25   24   26   46   47                                             
CONECT   26   14   25   10   48                                             
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   16                                                            
CONECT   40   17                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   24                                                            
CONECT   46   25                                                            
CONECT   47   25                                                            
CONECT   48   26                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  108    0
END

RDKit          3D

48 54  0  0  0  0  0  0  0  0999 V2000
   -3.7898   -4.7496    0.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6255   -3.5820    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7502   -2.5647    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3335   -1.0881    0.7272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0801   -0.3286   -0.2335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0902    1.0746   -0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592    1.6645   -0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658    1.4162   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5515    1.9460   -1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763    0.8767   -1.8366 N   0  0  2  0  0  4  0  0  0  0  0  0
    0.5805    1.4702   -2.2771 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1817    0.0583   -2.9593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -1.3752   -2.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948   -1.4544   -1.1354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2405   -2.7308   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -3.0648   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879   -4.3364   -0.2470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5259   -5.2572    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -4.9181    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957   -3.6554   -0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4693   -3.0717   -0.2347 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3591   -1.6668   -0.6409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8068   -0.8881    0.6028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2374    0.5366    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7061    0.3935    0.6523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2540   -0.1238   -0.7087 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3373   -2.8890    1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4065   -2.6600   -0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6621   -0.7886    1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0583    1.3321    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0328    1.4625   -0.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2342    2.2906   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9111    2.4350   -2.2941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9578    2.6835   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673    0.1926   -2.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864    0.4252   -3.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2205   -1.5601   -3.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4585   -2.0858   -3.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8613   -2.3682   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5381   -4.6199   -0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8362   -6.2452    0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5615   -5.6385    0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676   -1.5050   -1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3881   -1.3864    1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5349    1.0184    1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2307    1.3569    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828   -0.2935    1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8407   -0.2030   -0.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  0
 22 23  1  0
 21  2  1  0
  2  3  1  0
  4  3  1  0
 15 16  2  0
 16 17  1  0
 23  4  1  0
 14 22  1  0
 23 24  1  0
  4  5  1  0
 15 20  1  0
 24  8  1  0
 17 18  2  0
  5  6  1  0
 14 26  1  0
  8  7  2  0
  6  7  1  0
 24 25  1  0
 14 13  1  6
 26 25  1  0
 13 12  1  0
 22 21  1  0
  8  9  1  0
 26 10  1  0
 12 10  1  0
  9 10  1  0
 20 21  1  0
  2  1  2  0
 18 19  1  0
 19 20  2  0
 10 11  1  6
 17 40  1  0
 18 41  1  0
 19 42  1  0
 16 39  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  1
 22 43  1  6
  3 27  1  0
  3 28  1  0
  4 29  1  1
 23 44  1  1
 24 45  1  1
  6 30  1  0
  6 31  1  0
  7 32  1  0
 13 37  1  0
 13 38  1  0
 12 35  1  0
 12 36  1  0
  9 33  1  0
  9 34  1  0
M  CHG  2  10   1  11  -1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂N₂O₃

Average Mass

350.4180 Da

Monoisotopic Mass

350.16304 Da

IUPAC Name

(1S,11S,17R,18S,20R,21R,22S)-9-oxo-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-17-ium-17-olate

Traditional Name

(1S,11S,17R,18S,20R,21R,22S)-9-oxo-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-17-ium-17-olate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C([H])=C2C(=C1[H])N1C(=O)C([H])([H])[C@]3([H])OC([H])([H])C([H])=C4C([H])([H])[N@+]5([O-])C([H])([H])C([H])([H])[C@@]22[C@]1([H])[C@@]3([H])[C@@]4([H])C([H])([H])[C@]52[H]

InChI Identifier

InChI=1S/C21H22N2O3/c24-18-10-16-19-13-9-17-21(6-7-23(17,25)11-12(13)5-8-26-16)14-3-1-2-4-15(14)22(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+,23+/m0/s1

InChI Key

ADTDBAKUQAKBGZ-OJNQZCLCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Strychnos icaja	Plant	KNApSAcK
Strychnos ignatii	LOTUS Database	35616633
Strychnos lucida	LOTUS Database	35616633
Strychnos nux-vomica	LOTUS Database	35616633
Strychnos nux-vomica L.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Strychnos alkaloids

Sub Class

Not Available

Direct Parent

Strychnos alkaloids

Alternative Parents

Substituents

Strychnan skeleton
Akuammicine-skeleton
Stemmadenine-skeleton
Carbazole
Quinolidine
Indole or derivatives
Indolizidine
Delta-lactam
Piperidinone
Benzenoid
Piperidine
N-alkylpyrrolidine
Trialkyl amine oxide
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Lactam
Oxacycle
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Dialkyl ether
Ether
N-oxide
Trisubstituted n-oxide
Carbonyl group
Organic nitrogen compound
Organic salt
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organic cation
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	-0.49	ALOGPS
logP	-0.2	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	17.24	ChemAxon
pKa (Strongest Basic)	3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	96.55 m³·mol⁻¹	ChemAxon
Polarizability	36.72 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10207548

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21589100

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hadden, C. E., et al. (1999). Hadden, C. E., et al, Magn. Reson. Chem. 37, 325 (1999). Mag. Reson. Chem..

Showing NP-Card for strychnine N-oxide (NP0030461)

MOL for NP0030461 (strychnine N-oxide)

3D MOL for NP0030461 (strychnine N-oxide)

3D SDF for NP0030461 (strychnine N-oxide)

3D-SDF for NP0030461 (strychnine N-oxide)

PDB for NP0030461 (strychnine N-oxide)

3D PDB for NP0030461 (strychnine N-oxide)

SMILES for NP0030461 (strychnine N-oxide)

INCHI for NP0030461 (strychnine N-oxide)

Structure for NP0030461 (strychnine N-oxide)

3D Structure for NP0030461 (strychnine N-oxide)