NP-MRD: Showing NP-Card for Apovincamine (NP0050835)

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Record Information

Version

2.0

Created at

2022-04-27 22:14:12 UTC

Updated at

2022-04-27 22:14:13 UTC

NP-MRD ID

NP0050835

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Apovincamine

Description

Apovincamine 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. Apovincamine is found in Tabernaemontana riedelii, Tabernaemontana rigida and Vinca erecta Rgl.et Schmalh.. Based on a literature review very few articles have been published on Apovincamine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200142D          

 25 29  0  0  1  0            999 V2000
    5.8117    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4665   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0392    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1617    1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7907    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434   -0.1829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0487   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5961   -0.2772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9671    0.4596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5144    1.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7091    1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251   -1.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4014   -1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250   -1.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540   -2.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -1.5624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013   -2.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  8  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 12 20  1  1  0  0  0
 20 21  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -2.1095   -3.3743    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0463   -1.9016    1.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3895   -1.0950   -0.1065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0637   -1.6719   -0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1327   -1.1183   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862   -1.9201   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0566   -3.1697   -0.7952 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -1.6978   -0.4636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478   -2.5982   -0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237    0.2711    0.1404 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142    0.8766    0.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528    2.1892    0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5063    2.3988    0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421    3.5197    0.8049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105    3.4525    0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2115    2.2612    0.4000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719    1.0935    0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082    1.1611    0.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723    2.9769    0.8776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2165    2.5201    0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1202    1.2240   -0.5540 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    0.7642   -0.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459   -0.6889   -1.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1901   -1.2979   -1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3849    0.3354    0.3204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1307   -3.8830    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6696   -3.8208    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7319   -3.6313   -0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0593   -1.5359    1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4593   -1.7789    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -2.7403   -0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0237   -3.0117    0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5073   -2.1433   -1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3166   -3.4500   -1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534    4.4373    1.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592    4.2970    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2937    2.1777    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9937    0.2152   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414    2.7899    1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8852    4.0693    0.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3591    3.2973   -0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664    2.5193    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7138    1.3299   -1.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2038    1.0290   -0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0828   -0.8394   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -1.2238   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -0.7205   -2.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2309   -2.3543   -1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8108    0.4605    1.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 12  1  0
 12 11  2  0
 11 25  1  0
 11 10  1  0
 10 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
 10  5  1  0
  5  4  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
 25  3  1  0
 13 18  1  0
  4  3  1  0
 25 21  1  0
 13 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
 24 47  1  0
 24 48  1  0
 23 45  1  0
 23 46  1  0
 22 43  1  0
 22 44  1  0
 20 41  1  0
 20 42  1  0
 19 39  1  0
 19 40  1  0
 25 49  1  1
 17 38  1  0
 16 37  1  0
 15 36  1  0
 14 35  1  0
  4 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
M  END


  Mrv1652304282200142D          

 25 29  0  0  1  0            999 V2000
    5.8117    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4665   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7333   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0392    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1617    1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7907    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434   -0.1829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8724   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0487   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5961   -0.2772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9671    0.4596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5144    1.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8854    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7091    1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251   -1.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4014   -1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250   -1.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540   -2.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -1.5624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6013   -2.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  8  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 12 20  1  1  0  0  0
 20 21  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050835

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12CCCN3CCC4=C([C@H]13)N(C1=CC=CC=C41)C(=C2)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O2/c1-3-21-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(18(15)19(21)22)17(13-21)20(24)25-2/h4-5,7-8,13,19H,3,6,9-12H2,1-2H3/t19-,21+/m1/s1

> <INCHI_KEY>
OZDNDGXASTWERN-CTNGQTDRSA-N

> <FORMULA>
C21H24N2O2

> <MOLECULAR_WEIGHT>
336.435

> <EXACT_MASS>
336.183778021

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.387812235430424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate

> <ALOGPS_LOGP>
3.82

> <JCHEM_LOGP>
3.710212531666667

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
6.9428866509822935

> <JCHEM_POLAR_SURFACE_AREA>
34.47

> <JCHEM_REFRACTIVITY>
99.4898

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate

> <JCHEM_VEBER_RULE>
1

$$$$

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      10.849   2.308   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.144   1.476   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.071  -0.063   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.702  -0.768   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.407   0.064   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.480   1.603   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.769   2.322   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.076   0.946   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.921  -0.341   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.228  -1.717   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.691  -1.805   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.846  -0.517   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.539   0.858   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.694   2.146   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       5.386   3.521   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.924   3.609   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.156   2.057   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.464   0.682   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.309  -0.606   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.153  -1.893   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.616  -1.981   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.073  -3.004   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.381  -4.380   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.611  -2.916   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.456  -4.204   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8    5   10                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19   20                                             
CONECT   13   12    8   14                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    7                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   12                                                       
CONECT   20   12   21                                                       
CONECT   21   20                                                            
CONECT   22   10   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Value	Source
Apovincamine, (16alpha)-isomer	MeSH

Chemical Formula

C₂₁H₂₄N₂O₂

Average Mass

336.4350 Da

Monoisotopic Mass

336.18378 Da

IUPAC Name

methyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate

Traditional Name

methyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate

CAS Registry Number

Not Available

SMILES

CC[C@@]12CCCN3CCC4=C([C@H]13)N(C1=CC=CC=C41)C(=C2)C(=O)OC

InChI Identifier

InChI=1S/C21H24N2O2/c1-3-21-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(18(15)19(21)22)17(13-21)20(24)25-2/h4-5,7-8,13,19H,3,6,9-12H2,1-2H3/t19-,21+/m1/s1

InChI Key

OZDNDGXASTWERN-CTNGQTDRSA-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 riedelii	Plant	KNApSAcK
Tabernaemontana rigida	Plant	KNApSAcK
Vinca erecta Rgl.et Schmalh.	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
Indolo[3,2-1de][1,5]naphthyridine
Beta-carboline
Pyridoindole
Diazanaphthalene
Alpha-amino acid or derivatives
Naphthyridine
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Benzenoid
Piperidine
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Heteroaromatic compound
Methyl ester
Pyrrole
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alkaloid (CHEBI:2787 )
Indole alkaloids (C09035 )

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	3.82	ALOGPS
logP	3.71	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	6.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.47 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.49 m³·mol⁻¹	ChemAxon
Polarizability	38.39 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

C00001688

Chemspider ID

64340

KEGG Compound ID

C09035

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vinca alkaloid

METLIN ID

Not Available

PubChem Compound

71204

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Apovincamine (NP0050835)

MOL for NP0050835 (Apovincamine)

3D MOL for NP0050835 (Apovincamine)

3D SDF for NP0050835 (Apovincamine)

3D-SDF for NP0050835 (Apovincamine)

PDB for NP0050835 (Apovincamine)

3D PDB for NP0050835 (Apovincamine)

SMILES for NP0050835 (Apovincamine)

INCHI for NP0050835 (Apovincamine)

Structure for NP0050835 (Apovincamine)

3D Structure for NP0050835 (Apovincamine)