NP-MRD: Showing NP-Card for 17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene (NP0285729)

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Record Information

Version

2.0

Created at

2022-09-09 14:01:31 UTC

Updated at

2022-09-09 14:01:31 UTC

NP-MRD ID

NP0285729

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene

Description

17-Ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(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. 17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene is found in Hunteria umbellata, Hunteria zeylanica and Kopsia officinalis. 17-Ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(18)-tetraene is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241504412D          

 24 28  0  0  0  0            999 V2000
    4.5602   -3.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1892   -3.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656   -3.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946   -2.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7999   -1.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3473   -2.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -2.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -1.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053   -0.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -0.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -0.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -0.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -0.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -1.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3640   -1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -1.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248   -0.4469    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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  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  2  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 15 24  1  0  0  0  0
 19 24  1  0  0  0  0
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
    4.3076    2.6231    1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415    1.8016    0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2576    1.3628    0.9822 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198    0.6303    0.1538 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3970   -0.7809    0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3391   -1.6908    0.1377 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3349   -2.8924    1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6556   -3.5988    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424   -2.2039   -1.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853   -3.2711   -1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7748   -2.7614   -1.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -1.4593   -0.8944 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2464   -1.1215   -0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4614    0.2955   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708    1.0324    0.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9824    0.3661    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547    1.1582    0.1069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4235    2.4209    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    3.6445   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703    4.8370   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    4.7829   -0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5485    3.5274   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    2.3584   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0449   -1.1029    0.2124 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9314    3.2660    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177    3.2564    1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9643    1.9106    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8371    0.8480   -0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0611    2.3864   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412    0.6515   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -0.7363    1.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3913   -1.2757    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -2.4273    2.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333   -3.5335    0.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381   -4.4919    1.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078   -2.9603    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9793   -3.9884    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -1.3704   -1.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6668   -2.5808   -1.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2226   -4.1747   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2215   -3.5556   -2.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3364   -3.5148   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3198   -2.8294   -2.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323   -1.8111    0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -1.3798   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9901    0.2788    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1706    0.7778   -0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381    3.7463    0.0002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    5.8102   -0.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5837    5.6511   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6115    3.4552   -0.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5719   -1.3665    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 24  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17  4  1  0
 23 18  1  0
 24  6  1  0
 24 12  1  0
 23 15  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  6
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 24 52  1  1
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
M  END


  Mrv1533004241504412D          

 24 28  0  0  0  0            999 V2000
    4.5602   -3.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1892   -3.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656   -3.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946   -2.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7999   -1.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3473   -2.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -2.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763   -1.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053   -0.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -0.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -0.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -0.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -0.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -1.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3640   -1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -1.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248   -0.4469    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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  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  2  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 15 24  1  0  0  0  0
 19 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285729

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC1CC2(CC)CCCN3CCC4=C(C23)N1C1=CC=CC=C41

> <INCHI_IDENTIFIER>
InChI=1S/C21H28N2O/c1-3-21-11-7-12-22-13-10-16-15-8-5-6-9-17(15)23(19(16)20(21)22)18(14-21)24-4-2/h5-6,8-9,18,20H,3-4,7,10-14H2,1-2H3

> <INCHI_KEY>
NWLZCHIBFZGZTL-UHFFFAOYSA-N

> <FORMULA>
C21H28N2O

> <MOLECULAR_WEIGHT>
324.468

> <EXACT_MASS>
324.22016353

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.7176341626399

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene

> <ALOGPS_LOGP>
4.17

> <JCHEM_LOGP>
4.228121982333333

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.255823762672134

> <JCHEM_POLAR_SURFACE_AREA>
17.4

> <JCHEM_REFRACTIVITY>
97.96240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       8.512  -7.218   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.820  -5.843   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.282  -5.755   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.590  -4.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.052  -4.291   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.360  -2.916   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.515  -4.203   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.977  -4.115   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.822  -2.827   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.130  -1.452   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.975  -0.164   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.512  -0.253   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.357   1.035   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.895   0.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.587  -0.429   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.742  -1.716   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.205  -1.628   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.435  -3.092   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       8.146  -2.373   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.515  -3.078   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.810  -2.246   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.737  -0.707   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.368  -0.002   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.073  -0.834   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9   17                                             
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16    6   12                                                  
CONECT   18   16    4   19                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   15   19                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈N₂O

Average Mass

324.4680 Da

Monoisotopic Mass

324.22016 Da

IUPAC Name

17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene

Traditional Name

17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene

CAS Registry Number

Not Available

SMILES

CCOC1CC2(CC)CCCN3CCC4=C(C23)N1C1=CC=CC=C41

InChI Identifier

InChI=1S/C21H28N2O/c1-3-21-11-7-12-22-13-10-16-15-8-5-6-9-17(15)23(19(16)20(21)22)18(14-21)24-4-2/h5-6,8-9,18,20H,3-4,7,10-14H2,1-2H3

InChI Key

NWLZCHIBFZGZTL-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
Hunteria umbellata	LOTUS Database	35616633
Hunteria zeylanica	LOTUS Database	35616633
Kopsia officinalis	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
Indolo[3,2-1de][1,5]naphthyridine
Beta-carboline
Pyridoindole
Diazanaphthalene
Naphthyridine
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Piperidine
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
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	4.17	ALOGPS
logP	4.23	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	7.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.96 m³·mol⁻¹	ChemAxon
Polarizability	38.72 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene (NP0285729)

MOL for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D MOL for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D SDF for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D-SDF for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

PDB for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D PDB for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

SMILES for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

INCHI for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

Structure for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)

3D Structure for NP0285729 (17-ethoxy-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene)