NP-MRD: Showing NP-Card for vincadifformine (NP0282225)

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Record Information

Version

2.0

Created at

2022-09-09 08:58:39 UTC

Updated at

2022-09-09 08:58:39 UTC

NP-MRD ID

NP0282225

Secondary Accession Numbers

None

Natural Product Identification

Common Name

vincadifformine

Description

Methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2,4,6,9-tetraene-10-carboxylate belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids. vincadifformine is found in Hunteria congolana, Hunteria umbellata, Kopsia arborea, Vinca difformis and Vinca minor. Methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2,4,6,9-tetraene-10-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161521042D          

 25 29  0  0  0  0            999 V2000
   -1.2812   -1.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107   -2.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6406   -1.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -0.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -0.3051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095   -0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0595   -0.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709   -2.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -2.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -2.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603   -3.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5197   -4.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9308   -3.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607   -4.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859   -2.3576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -1.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690   -0.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757   -1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
  7 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  3 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 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
 10 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    3.9328    0.0953    1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651   -0.3804    1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5576   -0.1388    0.3749 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0905   -0.9037   -0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6942   -2.3450   -0.8141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8825   -2.9040    0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1516   -2.0505    1.1004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2005   -2.2105    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208   -0.7729    1.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9964   -0.2855    0.2585 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0477    1.1440    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0642    1.8558    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0785    3.2912   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2011    3.8498   -0.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0109    4.1490   -0.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345    5.5340   -0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    1.3390    0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    1.3681   -0.2758 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190    0.1173   -0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0608   -0.0898   -1.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1898   -1.2610   -2.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1761   -2.1745   -2.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0365   -1.9215   -1.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8601   -0.7782   -0.7594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2409   -0.6545    0.8196 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6512   -0.7095    0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3600    0.6842    2.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9084    0.7899    0.2986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1593    0.2347    2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611   -1.4439    1.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2007   -0.8573   -0.7580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034   -0.3366   -1.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949   -2.4704   -1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937   -3.0094   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6192   -3.4616    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462   -3.7370   -0.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2526   -2.5618    2.5211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7769   -2.8286    0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8662   -0.7601    1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4177   -0.2074    2.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214    5.8333   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863    5.9845    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9811    5.9258   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569    1.6644   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8654    1.9003    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9151    2.2716   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8754    0.6236   -1.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1142   -1.4523   -2.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2905   -3.0779   -2.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2775   -2.6572   -1.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2104   -0.2141    1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 25  1  0
 10 11  1  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 11 12  2  0
 12 17  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 25  3  1  0
 24 19  1  0
 17  3  1  0
 25  7  1  0
 24 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 25 51  1  1
 18 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 17 44  1  0
 17 45  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
M  END


  Mrv1533004161521042D          

 25 29  0  0  0  0            999 V2000
   -1.2812   -1.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107   -2.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6406   -1.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -0.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406   -0.3051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095   -0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0595   -0.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709   -2.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -2.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598   -2.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603   -3.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5197   -4.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9308   -3.8588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607   -4.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859   -2.3576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -1.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690   -0.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757   -1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
  7 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  3 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 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
 10 25  1  0  0  0  0
 20 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282225

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC12CCCN3CCC4(C13)C(NC1=CC=CC=C41)=C(C2)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-5,7-8,19,22H,3,6,9-13H2,1-2H3

> <INCHI_KEY>
GIGFIWJRTMBSRP-UHFFFAOYSA-N

> <FORMULA>
C21H26N2O2

> <MOLECULAR_WEIGHT>
338.451

> <EXACT_MASS>
338.199428085

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.16397201306273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
2.7938316726666663

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.07548098900882

> <JCHEM_PKA_STRONGEST_BASIC>
10.160718977333453

> <JCHEM_POLAR_SURFACE_AREA>
41.57

> <JCHEM_REFRACTIVITY>
100.2852

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -2.392  -3.481   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.953  -4.031   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.243  -3.061   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.196  -2.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.438  -0.990   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.243  -0.019   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       1.196  -0.570   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.004  -0.152   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.844  -1.443   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.877  -2.641   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.438  -2.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.119  -4.162   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.923  -5.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.485  -4.582   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.166  -6.653   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.970  -7.623   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.604  -7.203   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.847  -8.724   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.640  -4.401   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.338  -3.028   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.825  -2.628   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.222  -1.140   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.132  -0.052   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.645  -0.452   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.248  -1.940   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11   14                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   25                                             
CONECT   11   10    3    7                                                  
CONECT   12   10   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    3                                                       
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   12   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   10   20                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Value	Source
Methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.0,.0,.0,]nonadeca-2,4,6,9-tetraene-10-carboxylic acid	Generator
Vincadifformine	MeSH

Chemical Formula

C₂₁H₂₆N₂O₂

Average Mass

338.4510 Da

Monoisotopic Mass

338.19943 Da

IUPAC Name

methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate

Traditional Name

methyl 12-ethyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate

CAS Registry Number

Not Available

SMILES

CCC12CCCN3CCC4(C13)C(NC1=CC=CC=C41)=C(C2)C(=O)OC

InChI Identifier

InChI=1S/C21H26N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-5,7-8,19,22H,3,6,9-13H2,1-2H3

InChI Key

GIGFIWJRTMBSRP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hunteria congolana	LOTUS Database	35616633
Hunteria umbellata	LOTUS Database	35616633
Kopsia arborea	LOTUS Database	35616633
Vinca difformis	LOTUS Database	35616633
Vinca minor	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidospermatan-type alkaloids

Sub Class

Not Available

Direct Parent

Aspidospermatan-type alkaloids

Alternative Parents

Substituents

Aspidosperma alkaloid
Plumeran-type alkaloid
Carbazole
Indole or derivatives
Dihydroindole
Indolizidine
Secondary aliphatic/aromatic amine
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Piperidine
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Monocarboxylic acid or derivatives
Enamine
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Secondary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
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	3.63	ALOGPS
logP	2.79	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.08	ChemAxon
pKa (Strongest Basic)	10.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.57 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.29 m³·mol⁻¹	ChemAxon
Polarizability	38.16 Å³	ChemAxon
Number of Rings	5	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

579873

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for vincadifformine (NP0282225)

MOL for NP0282225 (vincadifformine)

3D MOL for NP0282225 (vincadifformine)

3D SDF for NP0282225 (vincadifformine)

3D-SDF for NP0282225 (vincadifformine)

PDB for NP0282225 (vincadifformine)

3D PDB for NP0282225 (vincadifformine)

SMILES for NP0282225 (vincadifformine)

INCHI for NP0282225 (vincadifformine)

Structure for NP0282225 (vincadifformine)

3D Structure for NP0282225 (vincadifformine)