NP-MRD: Showing NP-Card for methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate (NP0166619)

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Record Information

Version

2.0

Created at

2022-09-03 02:02:19 UTC

Updated at

2022-09-03 02:02:19 UTC

NP-MRD ID

NP0166619

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

Description

Methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]Heptadeca-3(11),4,6,8-tetraene-12-carboxylate belongs to the class of organic compounds known as vallesaman alkaloids. These are alkaloids with a structure that is based on the vallesaman skeleton, a tetracyclic compound that contains a piperidine ring fused to an indole. methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate is found in Alstonia scholaris and Tabernaemontana citrifolia. Methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]Heptadeca-3(11),4,6,8-tetraene-12-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171514172D          

 25 28  0  0  0  0            999 V2000
    5.9246   -0.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4875   -0.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6630   -0.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2258    0.4518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756   -0.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8579    0.3903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0794   -1.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423   -2.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -3.1026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3309   -2.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5165   -1.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302   -1.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6192   -0.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902   -2.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8688   -0.9884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461   -1.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307   -2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2530   -2.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718   -2.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -2.2891    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
   -4.3440   -0.9244    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1484   -1.5014    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9442   -1.2575    0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728   -1.9259    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0929   -2.6924   -0.1083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8080   -2.6734   -1.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9267   -1.2749   -1.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517   -0.4098   -0.8602 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7250    0.7587   -0.6050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7953    1.5703   -1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088    2.7521   -1.8528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061    1.5826    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2978    1.2623    1.1801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509    2.8367    0.8209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912    3.6371    1.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6672    0.3539   -0.3003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5073    1.3775   -0.0853 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7509    0.9255    0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536    1.5527    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1086    0.8330    0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0908   -0.5404    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8965   -1.1617    0.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -0.4349    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4342   -0.7935   -0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2659   -2.2780   -0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6522    0.0152    0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180   -0.8669   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2136   -1.6245    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939   -2.1638    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1179   -2.6614    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1070   -1.2039    1.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070   -3.1303   -1.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2562   -3.2738   -2.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -1.3332   -2.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599   -0.9068   -2.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5351    0.0085   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    1.7601   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5137    0.9423   -2.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7550    3.4999   -1.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5238    3.8743    2.6349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    4.5983    1.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2063    3.2094    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3194    2.4152   -0.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0077    2.6467    0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595    1.3091    0.9538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9799   -1.1442    0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8604   -2.2350    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -2.6167   -1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8188   -2.6926    0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
  9 12  1  1
  9 10  1  0
 10 11  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  5 25  1  0
 25 24  1  0
 24 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16  9  1  0
 23 18  1  0
  3  8  1  0
 23 24  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
  8 36  1  6
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
  4 30  1  0
  4 31  1  0
  2 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 25 48  1  0
 25 49  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
M  END


  Mrv1533004171514172D          

 25 28  0  0  0  0            999 V2000
    5.9246   -0.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4875   -0.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6630   -0.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2258    0.4518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756   -0.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6723   -0.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8579    0.3903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0794   -1.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423   -2.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -3.1026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3309   -2.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5165   -1.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302   -1.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6192   -0.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3902   -2.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -1.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8688   -0.9884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461   -1.5296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307   -2.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2530   -2.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0718   -2.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -2.2891    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0166619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(CO)C2CCN(C\C2=C\C)CC2=C1NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N2O3/c1-3-13-10-22-9-8-16(13)20(12-23,19(24)25-2)18-15(11-22)14-6-4-5-7-17(14)21-18/h3-7,16,21,23H,8-12H2,1-2H3/b13-3-

> <INCHI_KEY>
JZKSIYFJGCTTET-DXNYSGJVSA-N

> <FORMULA>
C20H24N2O3

> <MOLECULAR_WEIGHT>
340.423

> <EXACT_MASS>
340.178692641

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.14709155289876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
1.8017152039999997

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.347438349148096

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.617419632539828

> <JCHEM_PKA_STRONGEST_BASIC>
7.1249535533693145

> <JCHEM_POLAR_SURFACE_AREA>
65.56

> <JCHEM_REFRACTIVITY>
98.02360000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      11.059  -1.715   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.243  -0.409   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.704  -0.463   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.888   0.843   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.981  -1.822   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.855  -0.772   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.201   0.728   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.482  -2.169   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.505  -3.446   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.226  -4.654   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.645  -5.791   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.951  -4.976   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.298  -3.475   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.816  -3.221   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.356  -1.779   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.144  -5.445   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.328  -4.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.675  -2.638   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.355  -1.845   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       4.193  -2.855   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.664  -2.668   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.737  -3.897   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.339  -5.315   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.867  -5.503   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.794  -4.273   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8   18                                             
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17    5   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   17   20                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0,.0,]heptadeca-3(11),4,6,8-tetraene-12-carboxylic acid	Generator
Methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylic acid	Generator

Chemical Formula

C₂₀H₂₄N₂O₃

Average Mass

340.4230 Da

Monoisotopic Mass

340.17869 Da

IUPAC Name

methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

Traditional Name

methyl (14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(CO)C2CCN(C\C2=C\C)CC2=C1NC1=CC=CC=C21

InChI Identifier

InChI=1S/C20H24N2O3/c1-3-13-10-22-9-8-16(13)20(12-23,19(24)25-2)18-15(11-22)14-6-4-5-7-17(14)21-18/h3-7,16,21,23H,8-12H2,1-2H3/b13-3-

InChI Key

JZKSIYFJGCTTET-DXNYSGJVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alstonia Alstonia scholaris	LOTUS Database	35616633
Tabernaemontana citrifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vallesaman alkaloids. These are alkaloids with a structure that is based on the vallesaman skeleton, a tetracyclic compound that contains a piperidine ring fused to an indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Vallesaman alkaloids

Sub Class

Not Available

Direct Parent

Vallesaman alkaloids

Alternative Parents

Substituents

Vallesaman-skeleton
3-alkylindole
Indole
Indole or derivatives
Beta-hydroxy acid
Aralkylamine
Hydroxy acid
Piperidine
Benzenoid
Heteroaromatic compound
Methyl ester
Pyrrole
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Amine
Primary alcohol
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	2.51	ALOGPS
logP	1.8	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	14.62	ChemAxon
pKa (Strongest Basic)	7.12	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.56 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.02 m³·mol⁻¹	ChemAxon
Polarizability	37.15 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

21599097

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate (NP0166619)

MOL for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

3D MOL for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

3D SDF for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

3D-SDF for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

PDB for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

3D PDB for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

SMILES for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

INCHI for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

Structure for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)

3D Structure for NP0166619 (methyl (14e)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate)