NP-MRD: Showing NP-Card for leuconodine E (NP0043410)

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Record Information

Version

2.0

Created at

2021-06-21 00:49:35 UTC

Updated at

2021-06-30 00:19:04 UTC

NP-MRD ID

NP0043410

Secondary Accession Numbers

None

Natural Product Identification

Common Name

leuconodine E

Provided By

JEOL Database JEOL Logo

Description

Leuconodine E belongs to the class of organic compounds known as rhazinilam alkaloids. These are alkaloids with a structure based on the rhazinilam skeleton, a tetracyclic compound with a complex tetracyclic carbon skeleton containing pyrrole ring embedded in its indolizine core. leuconodine E is found in Leuconotis grif f ithii. It was first documented in 2002 (PMID: 29437326). Based on a literature review a significant number of articles have been published on leuconodine E (PMID: 25946614) (PMID: 27466641) (PMID: 31535552) (PMID: 24754345).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102493D          

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     RDKit          3D

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 22 47  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
 16 43  1  0  0  0  0
 15 42  1  0  0  0  0
 14 41  1  0  0  0  0
 13 40  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 11 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043410

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]12C3=C([H])C([H])=C([H])C([H])=C3N3C(=O)C([H])([H])C([H])([H])[C@@]4(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])N(C([H])([H])C1([H])[H])[C@@]234

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2O2/c1-2-17-9-5-12-20-13-11-18(23)14-6-3-4-7-15(14)21(19(17,18)20)16(22)8-10-17/h3-4,6-7,23H,2,5,8-13H2,1H3/t17-,18-,19-/m1/s1

> <INCHI_KEY>
DUUKAPWRHRHNBO-GUDVDZBRSA-N

> <FORMULA>
C19H24N2O2

> <MOLECULAR_WEIGHT>
312.413

> <EXACT_MASS>
312.183778021

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.96350370643698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8R,15R,19R)-15-ethyl-8-hydroxy-1,11-diazapentacyclo[9.7.1.0^{2,7}.0^{8,19}.0^{15,19}]nonadeca-2,4,6-trien-18-one

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
2.417097435666666

> <ALOGPS_LOGS>
-1.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.785201263148075

> <JCHEM_PKA_STRONGEST_BASIC>
8.163171618115456

> <JCHEM_POLAR_SURFACE_AREA>
43.78

> <JCHEM_REFRACTIVITY>
88.0407

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8R,15R,19R)-15-ethyl-8-hydroxy-1,11-diazapentacyclo[9.7.1.0^{2,7}.0^{8,19}.0^{15,19}]nonadeca-2,4,6-trien-18-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
   -0.0127   -2.7778   -1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678   -2.4078   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908   -1.3370   -0.1522 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6816   -1.7833   -0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433   -0.8436   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -0.7588    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150   -0.3067    1.6660 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1876   -0.4965    3.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9343   -1.9725    3.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081   -2.3504    2.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1034   -3.6089    1.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856   -2.3152    3.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0309   -3.2541    4.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480   -2.9803    4.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9221   -1.7781    4.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899   -0.8352    3.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846   -1.1162    2.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126   -0.3480    1.9233 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961    0.8530    1.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7991    1.5703    1.8262 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8449    1.2241    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901    0.0165   -0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6823   -1.1142    1.3948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2358   -1.9052   -2.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324   -3.3115   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -3.4475   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5091   -3.3434    0.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712   -2.0550    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -2.8003   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -1.8172   -1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    0.1553   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7444   -1.2181   -1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548   -1.7388    1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -0.0502    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2017   -0.1940    3.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037    0.1251    3.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827   -2.1417    4.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378   -2.5608    3.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270   -4.1830    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5045   -4.1718    4.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734   -3.6963    5.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679   -1.5725    4.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.0890    3.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3115    2.0443   -0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8411    1.5996    0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1356   -0.1137   -1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779    0.2740   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 16 15  1  0
 19 21  1  0
 15 14  2  0
 21 22  1  0
 14 13  1  0
 13 12  2  0
 12 17  1  0
 22  3  1  0
 23  3  1  0
 17 18  1  0
 23 18  1  1
 10 12  1  0
 10 23  1  0
 23  7  1  0
  3  4  1  0
 10  9  1  0
  4  5  1  0
  7  8  1  0
  9  8  1  0
  5  6  1  0
 19 20  2  0
  6  7  1  0
  3  2  1  1
  2  1  1  0
 17 16  2  0
 10 11  1  6
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 16 43  1  0
 15 42  1  0
 14 41  1  0
 13 40  1  0
  9 37  1  0
  9 38  1  0
  8 35  1  0
  8 36  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 11 39  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.013  -2.778  -1.846  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.268  -2.408  -0.389  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.391  -1.337  -0.152  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.682  -1.783  -0.878  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.843  -0.844  -0.591  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.093  -0.759   0.902  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.915  -0.307   1.666  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.188  -0.497   3.105  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.934  -1.972   3.370  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.808  -2.350   2.395  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.103  -3.609   1.811  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.486  -2.315   3.122  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.031  -3.254   4.008  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.248  -2.980   4.633  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.922  -1.778   4.377  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.390  -0.835   3.493  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.185  -1.116   2.872  0.00  0.00           C+0
HETATM   18  N   UNK     0       0.513  -0.348   1.923  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.096   0.853   1.387  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.799   1.570   1.826  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.845   1.224   0.128  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.890   0.017  -0.808  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.682  -1.114   1.395  0.00  0.00           C+0
HETATM   24  H   UNK     0      -0.236  -1.905  -2.465  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.832  -3.312  -2.291  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.878  -3.447  -1.895  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.509  -3.343   0.117  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.671  -2.055   0.055  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.955  -2.800  -0.571  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.531  -1.817  -1.964  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.655   0.155  -1.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.744  -1.218  -1.091  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.455  -1.739   1.235  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.913  -0.050   1.073  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.202  -0.194   3.390  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.504   0.125   3.696  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.683  -2.142   4.423  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.838  -2.561   3.168  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.327  -4.183   1.922  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.504  -4.172   4.233  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.673  -3.696   5.332  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.868  -1.573   4.874  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.927   0.089   3.307  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.312   2.044  -0.366  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.841   1.600   0.376  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.136  -0.114  -1.177  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.478   0.274  -1.696  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1   27   28                                             
CONECT    3   22   23    4    2                                             
CONECT    4    3    5   29   30                                             
CONECT    5    4    6   31   32                                             
CONECT    6    5    7   33   34                                             
CONECT    7   23    8    6                                                  
CONECT    8    7    9   35   36                                             
CONECT    9   10    8   37   38                                             
CONECT   10   12   23    9   11                                             
CONECT   11   10   39                                                       
CONECT   12   13   17   10                                                  
CONECT   13   14   12   40                                                  
CONECT   14   15   13   41                                                  
CONECT   15   16   14   42                                                  
CONECT   16   15   17   43                                                  
CONECT   17   12   18   16                                                  
CONECT   18   19   17   23                                                  
CONECT   19   18   21   20                                                  
CONECT   20   19                                                            
CONECT   21   19   22   44   45                                             
CONECT   22   21    3   46   47                                             
CONECT   23    3   18   10    7                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    2                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    6                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38    9                                                            
CONECT   39   11                                                            
CONECT   40   13                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   16                                                            
CONECT   44   21                                                            
CONECT   45   21                                                            
CONECT   46   22                                                            
CONECT   47   22                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

RDKit          3D

47 51  0  0  0  0  0  0  0  0999 V2000
   -0.0127   -2.7778   -1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678   -2.4078   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3908   -1.3370   -0.1522 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6816   -1.7833   -0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433   -0.8436   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0926   -0.7588    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150   -0.3067    1.6660 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1876   -0.4965    3.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9343   -1.9725    3.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081   -2.3504    2.3946 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1034   -3.6089    1.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856   -2.3152    3.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0309   -3.2541    4.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480   -2.9803    4.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9221   -1.7781    4.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899   -0.8352    3.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846   -1.1162    2.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126   -0.3480    1.9233 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961    0.8530    1.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7991    1.5703    1.8262 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8449    1.2241    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901    0.0165   -0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6823   -1.1142    1.3948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2358   -1.9052   -2.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8324   -3.3115   -2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8781   -3.4475   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5091   -3.3434    0.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712   -2.0550    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -2.8003   -0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -1.8172   -1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    0.1553   -1.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7444   -1.2181   -1.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548   -1.7388    1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -0.0502    1.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2017   -0.1940    3.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5037    0.1251    3.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827   -2.1417    4.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8378   -2.5608    3.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270   -4.1830    1.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5045   -4.1718    4.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6734   -3.6963    5.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679   -1.5725    4.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.0890    3.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3115    2.0443   -0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8411    1.5996    0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1356   -0.1137   -1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4779    0.2740   -1.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 16 15  1  0
 19 21  1  0
 15 14  2  0
 21 22  1  0
 14 13  1  0
 13 12  2  0
 12 17  1  0
 22  3  1  0
 23  3  1  0
 17 18  1  0
 23 18  1  1
 10 12  1  0
 10 23  1  0
 23  7  1  0
  3  4  1  0
 10  9  1  0
  4  5  1  0
  7  8  1  0
  9  8  1  0
  5  6  1  0
 19 20  2  0
  6  7  1  0
  3  2  1  1
  2  1  1  0
 17 16  2  0
 10 11  1  6
 21 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 16 43  1  0
 15 42  1  0
 14 41  1  0
 13 40  1  0
  9 37  1  0
  9 38  1  0
  8 35  1  0
  8 36  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 11 39  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₄N₂O₂

Average Mass

312.4130 Da

Monoisotopic Mass

312.18378 Da

IUPAC Name

(8R,15R,19R)-15-ethyl-8-hydroxy-1,11-diazapentacyclo[9.7.1.0^{2,7}.0^{8,19}.0^{15,19}]nonadeca-2,4,6-trien-18-one

Traditional Name

(8R,15R,19R)-15-ethyl-8-hydroxy-1,11-diazapentacyclo[9.7.1.0^{2,7}.0^{8,19}.0^{15,19}]nonadeca-2,4,6-trien-18-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]12C3=C([H])C([H])=C([H])C([H])=C3N3C(=O)C([H])([H])C([H])([H])[C@@]4(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])N(C([H])([H])C1([H])[H])[C@@]234

InChI Identifier

InChI=1S/C19H24N2O2/c1-2-17-9-5-12-20-13-11-18(23)14-6-3-4-7-15(14)21(19(17,18)20)16(22)8-10-17/h3-4,6-7,23H,2,5,8-13H2,1H3/t17-,18-,19-/m1/s1

InChI Key

DUUKAPWRHRHNBO-GUDVDZBRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Leuconotis grif f ithii	JEOL database	Gan, C. -Y., et al, J. Nat. Prod. 76, 957 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhazinilam alkaloids. These are alkaloids with a structure based on the rhazinilam skeleton, a tetracyclic compound with a complex tetracyclic carbon skeleton containing pyrrole ring embedded in its indolizine core.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Rhazinilam alkaloids

Sub Class

Not Available

Direct Parent

Rhazinilam alkaloids

Alternative Parents

Substituents

Rhazinilam skeleton
Pyrroloindole
Diazanaphthalene
Azaspirodecane
Naphthyridine
Indole
Indole or derivatives
Indolizidine
Delta-lactam
Piperidinone
Piperidine
Benzenoid
N-alkylpyrrolidine
Tertiary carboxylic acid amide
Pyrrole
Pyrrolidine
Tertiary alcohol
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
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	1.92	ALOGPS
logP	2.42	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.79	ChemAxon
pKa (Strongest Basic)	8.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.78 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.04 m³·mol⁻¹	ChemAxon
Polarizability	33.96 Å³	ChemAxon
Number of Rings	5	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

76783027

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134155897

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xu Z, Wang Q, Zhu J: Total Syntheses of (-)-Mersicarpine, (-)-Scholarisine G, (+)-Melodinine E, (-)-Leuconoxine, (-)-Leuconolam, (-)-Leuconodine A, (+)-Leuconodine F, and (-)-Leuconodine C: Self-Induced Diastereomeric Anisochronism (SIDA) Phenomenon for Scholarisine G and Leuconodines A and C. J Am Chem Soc. 2015 May 27;137(20):6712-24. doi: 10.1021/jacs.5b03619. Epub 2015 May 14. [PubMed:25946614 ]
Authors unspecified: Childhood Cancer Genomics (PDQ(R)): Health Professional Version. 2002. [PubMed:27466641 ]
Zhang J, Han FS: A Total Synthesis of (+/-)-Leuconodines D and E. J Org Chem. 2019 Nov 1;84(21):13890-13896. doi: 10.1021/acs.joc.9b02054. Epub 2019 Oct 2. [PubMed:31535552 ]
Umehara A, Ueda H, Tokuyama H: Total syntheses of leuconoxine, leuconodine B, and melodinine E by oxidative cyclic aminal formation and diastereoselective ring-closing metathesis. Org Lett. 2014 May 2;16(9):2526-9. doi: 10.1021/ol500903e. Epub 2014 Apr 22. [PubMed:24754345 ]
Authors unspecified: Thyroid Cancer Screening (PDQ(R)): Patient Version. 2002. [PubMed:29437326 ]
Gan, C. -Y., et al. (2013). Gan, C. -Y., et al, J. Nat. Prod. 76, 957 (2013). J. Nat. Prod..

Showing NP-Card for leuconodine E (NP0043410)

MOL for NP0043410 (leuconodine E)

3D MOL for NP0043410 (leuconodine E)

3D SDF for NP0043410 (leuconodine E)

3D-SDF for NP0043410 (leuconodine E)

PDB for NP0043410 (leuconodine E)

3D PDB for NP0043410 (leuconodine E)

SMILES for NP0043410 (leuconodine E)

INCHI for NP0043410 (leuconodine E)

Structure for NP0043410 (leuconodine E)

3D Structure for NP0043410 (leuconodine E)