NP-MRD: Showing NP-Card for Vobparicine (NP0068206)

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Record Information

Version

2.0

Created at

2022-04-28 13:12:49 UTC

Updated at

2022-04-28 13:12:49 UTC

NP-MRD ID

NP0068206

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Vobparicine

Description

Methyl (1R,12S,14S,15Z,18S)-15-ethylidene-12-{[(12E,13S,14Z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]Heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]Octadeca-3(11),4,6,8-tetraene-18-carboxylate belongs to the class of organic compounds known as vobasan alkaloids. These are alkaloids containing the vobasan skeleton. Vobparicine is found in Tabernaemontana africana and Tabernaemontana chippii Pichon. Based on a literature review very few articles have been published on methyl (1R,12S,14S,15Z,18S)-15-ethylidene-12-{[(12E,13S,14Z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]Heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]Octadeca-3(11),4,6,8-tetraene-18-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215122D          

 45 52  0  0  1  0            999 V2000
    0.9795   -3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1713   -2.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0628   -1.5182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576   -2.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2922   -2.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5259   -3.4554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1  2  2  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
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  7  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
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 39 45  2  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304282215122D          

 45 52  0  0  1  0            999 V2000
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   -0.0628   -1.5182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9576   -2.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7724   -2.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2922   -2.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5259   -3.4554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2765   -3.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769   -4.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2343   -4.9817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9955   -4.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464   -4.7866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7096   -4.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886   -3.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9102   -3.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476   -5.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8955   -6.1336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0425   -6.2848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2707   -6.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685   -6.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093   -5.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945   -5.9901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660   -6.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1065   -7.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0056   -7.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6642   -8.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238   -8.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5247   -7.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8783   -5.5443    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1394   -5.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6144   -6.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -5.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3610   -5.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4404   -6.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2101   -2.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0557   -2.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9937   -2.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -3.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -3.6459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -3.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6298   -2.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134   -1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -1.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 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
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 25 30  2  0  0  0  0
 20 31  1  0  0  0  0
 14 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 19 36  1  0  0  0  0
  9 37  1  0  0  0  0
 37 38  1  0  0  0  0
  4 38  1  0  0  0  0
  2 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
  1 41  1  0  0  0  0
 40 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 39 45  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0068206

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1[C@H]2CC3=C(NC4=CC=CC=C34)[C@@H](C[C@@H]1\C(CN2C)=C\C)\C=C1/[C@H]2CCN(C\C2=C/C)CC2=C1NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C39H44N4O2/c1-5-23-20-42(3)35-19-31-27-11-7-9-13-33(27)40-37(31)25(17-29(23)36(35)39(44)45-4)18-30-26-15-16-43(21-24(26)6-2)22-32-28-12-8-10-14-34(28)41-38(30)32/h5-14,18,25-26,29,35-36,40-41H,15-17,19-22H2,1-4H3/b23-5+,24-6+,30-18+/t25-,26-,29+,35+,36-/m0/s1

> <INCHI_KEY>
HAQRVKGZOXRLGV-HECXMLBQSA-N

> <FORMULA>
C39H44N4O2

> <MOLECULAR_WEIGHT>
600.807

> <EXACT_MASS>
600.346426673

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
69.72506890877483

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,12S,14S,15Z,18S)-15-ethylidene-12-{[(12E,13S,14Z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0^{3,11}.0^{4,9}]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8-tetraene-18-carboxylate

> <ALOGPS_LOGP>
6.05

> <JCHEM_LOGP>
5.9541536950000005

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
15.628177531631572

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.736826607467918

> <JCHEM_PKA_STRONGEST_BASIC>
7.909516280681611

> <JCHEM_POLAR_SURFACE_AREA>
64.36000000000001

> <JCHEM_REFRACTIVITY>
184.97999999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,12S,14S,15Z,18S)-15-ethylidene-12-{[(12E,13S,14Z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0^{3,11}.0^{4,9}]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8-tetraene-18-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       1.828  -6.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.186  -4.504   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.381  -3.192   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.117  -2.834   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.430  -3.640   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.788  -5.138   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.308  -5.380   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.279  -4.184   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.982  -6.450   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.516  -6.808   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.890  -8.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.437  -9.299   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.858  -8.569   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.447  -8.935   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.058  -8.798   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.765  -7.347   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.299  -7.028   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.062 -10.015   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -5.405 -11.449   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -3.813 -11.732   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.372 -12.494   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.688 -11.974   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.017 -10.834   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       1.483 -11.181   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       1.617 -12.716   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.199 -13.317   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.010 -14.845   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.240 -15.773   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.658 -15.171   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.846 -13.643   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.506 -10.349   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.127 -11.030   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.147 -12.351   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.130  -9.881   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.674  -9.787   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.422 -12.753   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.392  -5.317   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.104  -4.111   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.722  -4.382   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.312  -5.804   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       3.142  -6.806   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       5.839  -6.004   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.776  -4.781   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.185  -3.359   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.658  -3.159   0.000  0.00  0.00           C+0
CONECT    1    2   10   41                                                  
CONECT    2    1    3   39                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   38                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   37                                                  
CONECT   10    9    1   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   31                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20   36                                                  
CONECT   20   19   21   31                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   12   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   22   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   20   14   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34                                                            
CONECT   36   19                                                            
CONECT   37    9   38                                                       
CONECT   38   37    4                                                       
CONECT   39    2   40   45                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40    1                                                       
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   39                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  104    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1R,12S,14S,15Z,18S)-15-ethylidene-12-{[(12E,13S,14Z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0,.0,]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0,.0,]octadeca-3(11),4,6,8-tetraene-18-carboxylic acid	Generator

Chemical Formula

C₃₉H₄₄N₄O₂

Average Mass

600.8070 Da

Monoisotopic Mass

600.34643 Da

IUPAC Name

methyl (1R,12S,14S,15Z,18S)-15-ethylidene-12-{[(12E,13S,14Z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0^{3,11}.0^{4,9}]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8-tetraene-18-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1[C@H]2CC3=C(NC4=CC=CC=C34)[C@@H](C[C@@H]1\C(CN2C)=C\C)\C=C1/[C@H]2CCN(C\C2=C/C)CC2=C1NC1=CC=CC=C21

InChI Identifier

InChI=1S/C39H44N4O2/c1-5-23-20-42(3)35-19-31-27-11-7-9-13-33(27)40-37(31)25(17-29(23)36(35)39(44)45-4)18-30-26-15-16-43(21-24(26)6-2)22-32-28-12-8-10-14-34(28)41-38(30)32/h5-14,18,25-26,29,35-36,40-41H,15-17,19-22H2,1-4H3/b23-5+,24-6+,30-18+/t25-,26-,29+,35+,36-/m0/s1

InChI Key

HAQRVKGZOXRLGV-HECXMLBQSA-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
Tabernaemontana africana	LOTUS Database	35616633
Tabernaemontana chippii Pichon	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vobasan alkaloids. These are alkaloids containing the vobasan skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Vobasan alkaloids

Sub Class

Not Available

Direct Parent

Vobasan alkaloids

Alternative Parents

Substituents

Vobasan skeleton
Vallesaman-skeleton
3-alkylindole
Piperidinecarboxylic acid
Indole or derivatives
Indole
Aralkylamine
Benzenoid
Piperidine
Heteroaromatic compound
Methyl ester
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
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	6.05	ALOGPS
logP	5.95	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.74	ChemAxon
pKa (Strongest Basic)	7.91	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	184.98 m³·mol⁻¹	ChemAxon
Polarizability	69.73 Å³	ChemAxon
Number of Rings	8	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

163190907

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Vobparicine (NP0068206)

MOL for NP0068206 (Vobparicine)

3D MOL for NP0068206 (Vobparicine)

3D SDF for NP0068206 (Vobparicine)

3D-SDF for NP0068206 (Vobparicine)

PDB for NP0068206 (Vobparicine)

3D PDB for NP0068206 (Vobparicine)

SMILES for NP0068206 (Vobparicine)

INCHI for NP0068206 (Vobparicine)

Structure for NP0068206 (Vobparicine)

3D Structure for NP0068206 (Vobparicine)