NP-MRD: Showing NP-Card for 10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol (NP0144155)

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Record Information

Version

2.0

Created at

2022-09-01 23:03:01 UTC

Updated at

2022-09-01 23:03:02 UTC

NP-MRD ID

NP0144155

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol

Description

10-Ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]Heptadeca-2,4,6,8,10-pentaen-6-ol 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. 10-Ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]Heptadeca-2,4,6,8,10-pentaen-6-ol is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161504252D          

 43 51  0  0  0  0            999 V2000
    1.1356   -7.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7604   -7.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5394   -7.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -7.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9121   -7.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278   -7.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5750   -6.5989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4685   -6.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0259   -5.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -5.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1076   -4.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    4.6419   -2.4402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656   -3.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9129   -3.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -5.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076   -5.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -5.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2023   -5.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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    3.4472   -1.6562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7913   -1.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
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  9 21  2  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 15 23  1  0  0  0  0
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 31 36  1  0  0  0  0
 35 37  1  0  0  0  0
 23 37  1  0  0  0  0
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 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 34 43  1  0  0  0  0
 38 43  1  0  0  0  0
M  END

     RDKit          3D

 87 95  0  0  0  0  0  0  0  0999 V2000
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    1.4627   -0.7483   -1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4576   -0.2101   -0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9877    0.2508    1.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2219    0.5904    2.2531 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8890    0.4879    2.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0267    0.8258    3.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370    0.7314    3.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    1.0728    4.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3309    0.0471    0.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 69  1  0
 30 70  1  0
 10 48  1  0
  8 47  1  0
M  END


  Mrv1533004161504252D          

 43 51  0  0  0  0            999 V2000
    1.1356   -7.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7604   -7.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5394   -7.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -7.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9121   -7.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278   -7.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5750   -6.5989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4685   -6.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0259   -5.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -5.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1076   -4.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    4.6419   -2.4402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656   -3.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9129   -3.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -5.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076   -5.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5550   -5.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2023   -5.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865   -6.4851    0.0000 C   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
  3  8  1  0  0  0  0
  7  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  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
  9 21  2  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 15 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
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 25 36  1  0  0  0  0
 31 36  1  0  0  0  0
 35 37  1  0  0  0  0
 23 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 34 43  1  0  0  0  0
 38 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0144155

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC12CCCN(C1)C1=C(C2)C(C=C)=C2C=C(C3CC4(CC)CCCN5CCC6=C(C45)N3C3=CC=CC=C63)C(O)=CC2=N1

> <INCHI_IDENTIFIER>
InChI=1S/C38H44N4O/c1-4-24-27-19-28(33(43)20-30(27)39-36-29(24)21-37(5-2)14-9-17-41(36)23-37)32-22-38(6-3)15-10-16-40-18-13-26-25-11-7-8-12-31(25)42(32)34(26)35(38)40/h4,7-8,11-12,19-20,32,35,43H,1,5-6,9-10,13-18,21-23H2,2-3H3

> <INCHI_KEY>
ZEWZJFWYVWSQKO-UHFFFAOYSA-N

> <FORMULA>
C38H44N4O

> <MOLECULAR_WEIGHT>
572.797

> <EXACT_MASS>
572.351512053

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
66.91780107079013

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,5,7,9-pentaen-6-ol

> <ALOGPS_LOGP>
6.73

> <JCHEM_LOGP>
8.279923778045937

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.783221656661368

> <JCHEM_PKA_STRONGEST_BASIC>
7.396751307917768

> <JCHEM_POLAR_SURFACE_AREA>
44.53

> <JCHEM_REFRACTIVITY>
176.18639999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),3,5,7,9-pentaen-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       2.120 -13.144   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.286 -14.150   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.740 -13.643   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.765 -14.792   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.303 -14.880   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.452 -13.855   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.540 -12.318   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.474 -12.505   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.515 -11.169   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       8.360  -9.881   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       7.667  -8.506   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.512  -7.218   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.820  -5.843   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.665  -4.555   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.282  -5.755   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.437  -7.042   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.130  -8.418   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.285  -9.705   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.748  -9.617   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.903 -10.905   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.978 -11.081   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.828 -12.105   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.590  -4.379   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.052  -4.291   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.360  -2.916   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.515  -4.203   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.977  -4.115   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.822  -2.827   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.130  -1.452   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.975  -0.164   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       3.512  -0.253   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       4.357   1.035   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.895   0.947   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.587  -0.429   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.742  -1.716   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.205  -1.628   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       6.435  -3.092   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       8.146  -2.373   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.515  -3.078   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.810  -2.246   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.737  -0.707   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.368  -0.002   0.000  0.00  0.00           C+0
HETATM   43  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    8   22                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18    9   22                                                  
CONECT   22   21    3                                                       
CONECT   23   15   24   37                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28   36                                             
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35   25   31                                                  
CONECT   37   35   23   38                                                  
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   34   38                                                  
MASTER        0    0    0    0    0    0    0    0   43    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₄₄N₄O

Average Mass

572.7970 Da

Monoisotopic Mass

572.35151 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CCC12CCCN(C1)C1=C(C2)C(C=C)=C2C=C(C3CC4(CC)CCCN5CCC6=C(C45)N3C3=CC=CC=C63)C(O)=CC2=N1

InChI Identifier

InChI=1S/C38H44N4O/c1-4-24-27-19-28(33(43)20-30(27)39-36-29(24)21-37(5-2)14-9-17-41(36)23-37)32-22-38(6-3)15-10-16-40-18-13-26-25-11-7-8-12-31(25)42(32)34(26)35(38)40/h4,7-8,11-12,19-20,32,35,43H,1,5-6,9-10,13-18,21-23H2,2-3H3

InChI Key

ZEWZJFWYVWSQKO-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

Not Available

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
Pyridoindole
Beta-carboline
Aminoquinoline
Diazanaphthalene
Quinoline
3-alkylindole
Naphthyridine
Indole
Indole or derivatives
Dialkylarylamine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Imidolactam
Pyridine
Benzenoid
Piperidine
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen 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	6.73	ALOGPS
logP	8.28	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	8.78	ChemAxon
pKa (Strongest Basic)	7.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	176.19 m³·mol⁻¹	ChemAxon
Polarizability	66.92 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol (NP0144155)

MOL for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

3D MOL for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

3D SDF for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

3D-SDF for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

PDB for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

3D PDB for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

SMILES for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

INCHI for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

Structure for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)

3D Structure for NP0144155 (10-ethenyl-13-ethyl-7-{15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraen-17-yl}-1,3-diazatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2,4,6,8,10-pentaen-6-ol)