NP-MRD: Showing NP-Card for Paucivenine (NP0067350)

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Record Information

Version

2.0

Created at

2022-04-28 12:06:15 UTC

Updated at

2022-04-28 12:06:15 UTC

NP-MRD ID

NP0067350

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Paucivenine

Description

Methyl (1R,9S,10R,12R,19R)-12-ethyl-10-[(15S,16S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(18)-tetraen-16-yl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2,4,6,13-tetraene-10-carboxylate 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. Paucivenine is found in Melodinus balansae var.paucivenosus. Based on a literature review very few articles have been published on methyl (1R,9S,10R,12R,19R)-12-ethyl-10-[(15S,16S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]Nonadeca-2,4,6,8(18)-tetraen-16-yl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2,4,6,13-tetraene-10-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214062D          

 46 55  0  0  1  0            999 V2000
   -0.4395    4.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154    3.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8095    3.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    4.2683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7861    4.9759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0388    4.9624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630    5.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622    6.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626    6.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1868    5.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117    5.7106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4359    5.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0351    4.2819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4593    3.5743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0999    3.0544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9149    3.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853    2.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    1.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140    0.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173    1.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9700    2.2397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4885    1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384    0.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1477    2.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825    4.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8643    8.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6233    8.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    7.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6344    3.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    2.8396    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
  1  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  2  0  0  0  0
  5 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
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 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
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 15 23  1  0  0  0  0
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 27 26  1  6  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
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 14 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 26 32  1  0  0  0  0
 28 33  1  6  0  0  0
 33 34  1  0  0  0  0
 14 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
  9 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
 43 44  1  0  0  0  0
 39 44  2  0  0  0  0
  4 45  1  1  0  0  0
 45 46  1  0  0  0  0
M  END

     RDKit          3D

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  4 53  1  0
  2 50  1  0
  2 51  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 25 69  1  0
 25 70  1  0
 25 71  1  0
M  END


  Mrv1652304282214062D          

 46 55  0  0  1  0            999 V2000
   -0.4395    4.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154    3.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8095    3.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    4.2683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7861    4.9759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0388    4.9624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630    5.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622    6.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626    6.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1868    5.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0117    5.7106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4359    5.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0351    4.2819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4593    3.5743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0999    3.0544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9149    3.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853    2.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    1.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140    0.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173    1.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.2397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4885    1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384    0.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    1.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    1.9448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5589    2.4647    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6888    3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    2.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    2.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477    2.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825    4.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9259    4.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8623    3.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4855    4.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0636    6.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3046    7.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2049    7.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643    8.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6233    8.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7230    7.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6344    3.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    2.8396    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
  1  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  2  0  0  0  0
  5 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  1  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
 27 26  1  6  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 14 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 26 32  1  0  0  0  0
 28 33  1  6  0  0  0
 33 34  1  0  0  0  0
 14 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
  9 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
 43 44  1  0  0  0  0
 39 44  2  0  0  0  0
  4 45  1  1  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0067350

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12C[C@]([C@H]3NC4=CC=CC=C4[C@]33CCN(CC=C1)[C@H]23)([C@H]1CN2C3=CC=CC=C3C3=C2[C@H]2N(CCC[C@@]12CC)CC3)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C40H48N4O2/c1-4-37-17-10-21-43-23-19-39(35(37)43)28-13-7-8-14-29(28)41-34(39)40(25-37,36(45)46-3)31-24-44-30-15-9-6-12-26(30)27-16-22-42-20-11-18-38(31,5-2)33(42)32(27)44/h6-10,12-15,17,31,33-35,41H,4-5,11,16,18-25H2,1-3H3/t31-,33+,34-,35+,37-,38-,39+,40+/m0/s1

> <INCHI_KEY>
CUAUZYBIYIHENN-PSVXCKQSSA-N

> <FORMULA>
C40H48N4O2

> <MOLECULAR_WEIGHT>
616.85

> <EXACT_MASS>
616.377726802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
70.83468891739423

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,9S,10R,12R,19R)-12-ethyl-10-[(15S,16S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraen-16-yl]-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,13-tetraene-10-carboxylate

> <ALOGPS_LOGP>
6.06

> <JCHEM_LOGP>
6.019575675666667

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.58081537988306

> <JCHEM_PKA_STRONGEST_BASIC>
9.24271270273546

> <JCHEM_POLAR_SURFACE_AREA>
49.739999999999995

> <JCHEM_REFRACTIVITY>
185.13179999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,9S,10R,12R,19R)-12-ethyl-10-[(15S,16S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraen-16-yl]-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,13-tetraene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -0.820   7.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.029   6.596   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.511   6.621   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.259   7.968   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.467   9.288   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -0.072   9.263   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.864  10.584   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.116  11.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.424  11.955   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.215  10.635   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.755  10.660   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.547   9.339   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.799   7.993   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.591   6.672   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.786   5.702   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.308   5.941   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       8.005   4.568   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.493   4.168   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.890   2.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.799   1.592   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.312   1.992   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.915   3.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.544   4.181   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.512   2.983   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.672   1.692   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       3.863   2.110   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       4.106   3.630   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.910   4.601   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.152   6.122   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.472   4.050   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.229   2.530   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.425   1.559   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.714   5.571   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.276   5.021   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.754   7.681   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.462   9.193   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       7.210   7.178   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.373   8.187   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.852  12.513   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.435  13.117   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.249  14.645   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.480  15.571   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.897  14.968   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.083  13.439   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.051   6.647   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       2.303   5.301   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13   45                                             
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   40                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12   39                                                  
CONECT   12   11   13                                                       
CONECT   13   12    4   14                                                  
CONECT   14   13   15   29   35                                             
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   15   24   27                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   32                                                  
CONECT   27   26   23   28                                                  
CONECT   28   27   29   30   33                                             
CONECT   29   28   14                                                       
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   26                                                       
CONECT   33   28   34                                                       
CONECT   34   33                                                            
CONECT   35   14   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   11   40   44                                                  
CONECT   40   39    9   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   39                                                       
CONECT   45    4   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  110    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1R,9S,10R,12R,19R)-12-ethyl-10-[(15S,16S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0,.0,.0,]nonadeca-2,4,6,8(18)-tetraen-16-yl]-8,16-diazapentacyclo[10.6.1.0,.0,.0,]nonadeca-2,4,6,13-tetraene-10-carboxylic acid	Generator

Chemical Formula

C₄₀H₄₈N₄O₂

Average Mass

616.8500 Da

Monoisotopic Mass

616.37773 Da

IUPAC Name

methyl (1R,9S,10R,12R,19R)-12-ethyl-10-[(15S,16S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraen-16-yl]-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,13-tetraene-10-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@@]12C[C@]([C@H]3NC4=CC=CC=C4[C@]33CCN(CC=C1)[C@H]23)([C@H]1CN2C3=CC=CC=C3C3=C2[C@H]2N(CCC[C@@]12CC)CC3)C(=O)OC

InChI Identifier

InChI=1S/C40H48N4O2/c1-4-37-17-10-21-43-23-19-39(35(37)43)28-13-7-8-14-29(28)41-34(39)40(25-37,36(45)46-3)31-24-44-30-15-9-6-12-26(30)27-16-22-42-20-11-18-38(31,5-2)33(42)32(27)44/h6-10,12-15,17,31,33-35,41H,4-5,11,16,18-25H2,1-3H3/t31-,33+,34-,35+,37-,38-,39+,40+/m0/s1

InChI Key

CUAUZYBIYIHENN-PSVXCKQSSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Melodinus balansae var.paucivenosus	Plant	KNApSAcK

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
Plumeran-type alkaloid
Indolo[3,2-1de][1,5]naphthyridine
Pyridoindole
Carbazole
Beta-carboline
Diazanaphthalene
3-alkylindole
Naphthyridine
Dihydroindole
Indole or derivatives
Indole
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
N-alkylpyrrolidine
Piperidine
Heteroaromatic compound
Methyl ester
Pyrrolidine
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	6.06	ALOGPS
logP	6.02	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	18.58	ChemAxon
pKa (Strongest Basic)	9.24	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	185.13 m³·mol⁻¹	ChemAxon
Polarizability	70.83 Å³	ChemAxon
Number of Rings	10	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

163103744

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Paucivenine (NP0067350)

MOL for NP0067350 (Paucivenine)

3D MOL for NP0067350 (Paucivenine)

3D SDF for NP0067350 (Paucivenine)

3D-SDF for NP0067350 (Paucivenine)

PDB for NP0067350 (Paucivenine)

3D PDB for NP0067350 (Paucivenine)

SMILES for NP0067350 (Paucivenine)

INCHI for NP0067350 (Paucivenine)

Structure for NP0067350 (Paucivenine)

3D Structure for NP0067350 (Paucivenine)