NP-MRD: Showing NP-Card for 15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene (NP0152282)

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Record Information

Version

2.0

Created at

2022-09-02 08:43:19 UTC

Updated at

2022-09-02 08:43:19 UTC

NP-MRD ID

NP0152282

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene

Description

15-Ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2(7),3,5,8(18)-tetraene belongs to the class of organic compounds known as eburnan-type alkaloids. These are alkaloids with a structure based on the eburnan skeleton, that arises from rearrangement of the aspidospermidine ring system, involving migration of C-21 from C-7 to C-2, fission of the 2,16-bond, and attachment of C-16 to N-1. 15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene is found in Strempeliopsis strempelioides. Based on a literature review very few articles have been published on 15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2(7),3,5,8(18)-tetraene.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022210432D          

 42 51  0  0  0  0            999 V2000
    1.6356   -3.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4593   -3.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8302   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0066   -4.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539   -5.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9249   -5.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486   -6.0249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432   -6.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959   -6.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -5.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776   -4.6926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2734   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9675   -4.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7007   -4.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7399   -5.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2829   -3.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2012   -5.3352    0.0000 C   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
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  3 41  1  0  0  0  0
 11 42  1  0  0  0  0
  7 42  1  0  0  0  0
  3 42  1  0  0  0  0
M  END

     RDKit          3D

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   -5.1505    1.1742   -1.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
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 37 84  1  1
M  END


  Mrv1652309022210432D          

 42 51  0  0  0  0            999 V2000
    1.6356   -3.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4593   -3.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8302   -4.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0066   -4.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539   -5.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9249   -5.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486   -6.0249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -6.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432   -6.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959   -6.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0249   -5.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4776   -4.6926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2734   -4.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9675   -4.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7007   -4.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7399   -5.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4732   -6.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1673   -5.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9005   -5.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8613   -5.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5554   -4.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5946   -5.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3279   -5.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3671   -6.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6730   -7.1785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2790   -8.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4554   -8.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2457   -7.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127   -8.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6288   -8.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3294   -9.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5140   -9.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9979   -8.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2972   -8.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9262   -7.4488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5124   -6.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9397   -6.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0459   -6.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3126   -5.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -3.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829   -3.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2012   -5.3352    0.0000 C   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 36  1  0  0  0  0
 28 36  1  0  0  0  0
 28 37  1  0  0  0  0
 25 37  1  0  0  0  0
 19 37  1  0  0  0  0
 16 38  1  0  0  0  0
 38 39  2  0  0  0  0
 10 39  1  0  0  0  0
 13 39  1  0  0  0  0
 12 40  1  0  0  0  0
 40 41  1  0  0  0  0
  3 41  1  0  0  0  0
 11 42  1  0  0  0  0
  7 42  1  0  0  0  0
  3 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152282

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC12CCCN3CCC4(C(NC5=CC=CC=C45)C(C1)C1=CC=C4N5CCC6(CC)CCCN7CCC(C4=C1)=C5C67)C23

> <INCHI_IDENTIFIER>
InChI=1S/C38H48N4/c1-3-36-14-7-18-40-20-13-26-27-23-25(11-12-31(27)42(22-16-36)32(26)34(36)40)28-24-37(4-2)15-8-19-41-21-17-38(35(37)41)29-9-5-6-10-30(29)39-33(28)38/h5-6,9-12,23,28,33-35,39H,3-4,7-8,13-22,24H2,1-2H3

> <INCHI_KEY>
YZEVLXSBHJDTCY-UHFFFAOYSA-N

> <FORMULA>
C38H48N4

> <MOLECULAR_WEIGHT>
560.83

> <EXACT_MASS>
560.387897562

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
69.20946132223642

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraene

> <ALOGPS_LOGP>
6.50

> <JCHEM_LOGP>
6.658450930333335

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.618447799619233

> <JCHEM_PKA_STRONGEST_BASIC>
10.646711672935943

> <JCHEM_POLAR_SURFACE_AREA>
23.439999999999998

> <JCHEM_REFRACTIVITY>
173.8543999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.41e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.053  -7.120   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.591  -7.208   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.283  -8.584   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.746  -8.496   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.901  -9.783   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.593 -11.159   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.131 -11.247   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.823 -12.622   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.361 -12.710   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.206 -11.423   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.513 -10.047   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       8.358  -8.760   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       9.844  -9.165   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.139  -8.333   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.508  -9.039   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.581 -10.577   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.950 -11.283   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.246 -10.450   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.614 -11.156   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.541  -9.618   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.837  -8.785   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.910 -10.323   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.279 -11.029   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.352 -12.567   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      18.056 -13.400   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      17.321 -15.104   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.783 -15.016   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.392 -13.527   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.144 -15.046   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.107 -16.248   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.548 -17.683   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.026 -17.916   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.063 -16.715   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.622 -15.280   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      12.929 -13.904   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      14.023 -12.821   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.688 -12.694   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.286 -11.409   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.917 -10.704   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.666  -7.384   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.128  -7.296   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.976  -9.959   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41   42                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   42                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   39                                                  
CONECT   11   10   12   42                                                  
CONECT   12   11   13   40                                                  
CONECT   13   12   14   39                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   38                                                  
CONECT   17   16   18   36                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22   37                                             
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   37                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   36   37                                             
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   17   28                                                  
CONECT   37   28   25   19                                                  
CONECT   38   16   39                                                       
CONECT   39   38   10   13                                                  
CONECT   40   12   41                                                       
CONECT   41   40    3                                                       
CONECT   42   11    7    3                                                  
MASTER        0    0    0    0    0    0    0    0   42    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₄₈N₄

Average Mass

560.8300 Da

Monoisotopic Mass

560.38790 Da

IUPAC Name

15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraene

Traditional Name

15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraene

CAS Registry Number

Not Available

SMILES

CCC12CCCN3CCC4(C(NC5=CC=CC=C45)C(C1)C1=CC=C4N5CCC6(CC)CCCN7CCC(C4=C1)=C5C67)C23

InChI Identifier

InChI=1S/C38H48N4/c1-3-36-14-7-18-40-20-13-26-27-23-25(11-12-31(27)42(22-16-36)32(26)34(36)40)28-24-37(4-2)15-8-19-41-21-17-38(35(37)41)29-9-5-6-10-30(29)39-33(28)38/h5-6,9-12,23,28,33-35,39H,3-4,7-8,13-22,24H2,1-2H3

InChI Key

YZEVLXSBHJDTCY-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Strempeliopsis strempelioides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eburnan-type alkaloids. These are alkaloids with a structure based on the eburnan skeleton, that arises from rearrangement of the aspidospermidine ring system, involving migration of C-21 from C-7 to C-2, fission of the 2,16-bond, and attachment of C-16 to N-1.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Eburnan-type alkaloids

Sub Class

Not Available

Direct Parent

Eburnan-type alkaloids

Alternative Parents

Substituents

Eburna alkaloid
Aspidosperma alkaloid
Plumeran-type alkaloid
Indolo[3,2-1de][1,5]naphthyridine
Beta-carboline
Carbazole
Pyridoindole
Diazanaphthalene
Naphthyridine
Quinolidine
3-alkylindole
Indole
Indole or derivatives
Dihydroindole
Indolizidine
Secondary aliphatic/aromatic amine
Aralkylamine
Piperidine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Pyrrole
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Secondary amine
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
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	6.5	ALOGPS
logP	6.66	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	19.62	ChemAxon
pKa (Strongest Basic)	10.65	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.44 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	173.85 m³·mol⁻¹	ChemAxon
Polarizability	69.21 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163192346

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene (NP0152282)

MOL for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D MOL for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D SDF for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D-SDF for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

PDB for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D PDB for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

SMILES for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

INCHI for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

Structure for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D Structure for NP0152282 (15-ethyl-5-{12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-10-yl}-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)