NP-MRD: Showing NP-Card for tabernine A (NP0034511)

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Record Information

Version

2.0

Created at

2021-06-20 18:13:14 UTC

Updated at

2021-06-30 00:04:56 UTC

NP-MRD ID

NP0034511

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tabernine A

Provided By

JEOL Database JEOL Logo

Description

tabernine A is found in Tabernaemontana elegans. tabernine A was first documented in 2009 (Mansoor, T. A., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120133D          

 37 40  0  0  0  0            999 V2000
    3.6224   -3.6040   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.4865   -2.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -1.2043   -1.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -0.1281   -2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177   -0.3782   -3.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8893    0.8427   -3.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3420    1.8496   -2.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    3.2188   -2.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778    4.0186   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    3.4692   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8322    2.0974   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2111    1.2696   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244   -1.6559   -3.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.6914   -3.0776 N   0  3  0  0  0  4  0  0  0  0  0  0
    1.6011   -4.0918   -3.5352 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5376   -4.7078   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390   -4.1362   -4.9490 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.0860   -3.3001   -5.2375 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4094   -1.8529   -4.9238 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2909   -3.9955   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -3.2535   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -4.4096   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635   -1.0337   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468    0.9972   -4.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    3.6569   -3.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    5.0885   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    4.1132   -0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.6864   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -4.6662   -3.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.8080   -1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -5.7088   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675   -4.0944   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -5.1006   -5.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744   -3.3887   -6.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983   -3.6321   -4.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5260   -1.2856   -4.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.4258   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  5 13  2  0  0  0  0
 11 12  2  0  0  0  0
 14  2  2  0  0  0  0
 12  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
 14 13  1  0  0  0  0
  8  9  1  0  0  0  0
  7  8  2  0  0  0  0
  9 10  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  4 12  1  0  0  0  0
 14 15  1  0  0  0  0
 13 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
 15 16  1  0  0  0  0
  8 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  0  0  0  0
  6 24  1  0  0  0  0
  3 23  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 17 33  1  0  0  0  0
 15 29  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
M  CHG  1  14   1
M  END

     RDKit          3D

 37 40  0  0  0  0  0  0  0  0999 V2000
    3.6224   -3.6040   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.4865   -2.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -1.2043   -1.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -0.1281   -2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177   -0.3782   -3.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8893    0.8427   -3.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3420    1.8496   -2.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    3.2188   -2.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778    4.0186   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    3.4692   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8322    2.0974   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2111    1.2696   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244   -1.6559   -3.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.6914   -3.0776 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.6011   -4.0918   -3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376   -4.7078   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390   -4.1362   -4.9490 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -3.3001   -5.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094   -1.8529   -4.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -3.9955   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -3.2535   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -4.4096   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635   -1.0337   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468    0.9972   -4.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    3.6569   -3.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    5.0885   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    4.1132   -0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.6864   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -4.6662   -3.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.8080   -1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -5.7088   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675   -4.0944   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -5.1006   -5.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744   -3.3887   -6.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983   -3.6321   -4.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5260   -1.2856   -4.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.4258   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5 13  2  0
 11 12  2  0
 14  2  2  0
 12  7  1  0
  2  3  1  0
  3  4  2  0
 14 13  1  0
  8  9  1  0
  7  8  2  0
  9 10  2  0
  7  6  1  0
  6  5  1  0
  4 12  1  0
 14 15  1  0
 13 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
  2  1  1  0
 10 11  1  0
 15 16  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
  6 24  1  0
  3 23  1  0
 19 36  1  0
 19 37  1  0
 18 34  1  0
 18 35  1  0
 17 33  1  0
 15 29  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  CHG  1  14   1
M  END


  Mrv1652306202120133D          

 37 40  0  0  0  0            999 V2000
    3.6224   -3.6040   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.4865   -2.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -1.2043   -1.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -0.1281   -2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177   -0.3782   -3.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8893    0.8427   -3.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3420    1.8496   -2.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    3.2188   -2.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778    4.0186   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    3.4692   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8322    2.0974   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2111    1.2696   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244   -1.6559   -3.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.6914   -3.0776 N   0  3  0  0  0  4  0  0  0  0  0  0
    1.6011   -4.0918   -3.5352 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5376   -4.7078   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390   -4.1362   -4.9490 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.0860   -3.3001   -5.2375 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4094   -1.8529   -4.9238 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2909   -3.9955   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -3.2535   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -4.4096   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635   -1.0337   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468    0.9972   -4.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    3.6569   -3.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    5.0885   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    4.1132   -0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.6864   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -4.6662   -3.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.8080   -1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -5.7088   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675   -4.0944   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -5.1006   -5.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744   -3.3887   -6.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983   -3.6321   -4.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5260   -1.2856   -4.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.4258   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  5 13  2  0  0  0  0
 11 12  2  0  0  0  0
 14  2  2  0  0  0  0
 12  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
 14 13  1  0  0  0  0
  8  9  1  0  0  0  0
  7  8  2  0  0  0  0
  9 10  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  4 12  1  0  0  0  0
 14 15  1  0  0  0  0
 13 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
  2  1  1  0  0  0  0
 10 11  1  0  0  0  0
 15 16  1  0  0  0  0
  8 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 11 28  1  0  0  0  0
  6 24  1  0  0  0  0
  3 23  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 17 33  1  0  0  0  0
 15 29  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 16 32  1  0  0  0  0
M  CHG  1  14   1
M  END
> <DATABASE_ID>
NP0034511

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C2=C([H])C([H])=C([H])C([H])=C2C2=C([H])C(=[N+]3C(=C12)C([H])([H])C([H])([H])N([H])[C@]3([H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N3/c1-10-9-13-12-5-3-4-6-14(12)18-16(13)15-7-8-17-11(2)19(10)15/h3-6,9,11,17H,7-8H2,1-2H3/p+1/t11-/m0/s1

> <INCHI_KEY>
VBMLQDYYOPHOCB-NSHDSACASA-O

> <FORMULA>
C16H18N3

> <MOLECULAR_WEIGHT>
252.34

> <EXACT_MASS>
252.149524012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.588143756002978

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S)-6,8-dimethyl-5,7lambda5,17-triazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,7,9,11,13,15-hexaen-7-ylium

> <ALOGPS_LOGP>
-1.08

> <JCHEM_LOGP>
-2.8255409934717455

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.112551408618891

> <JCHEM_PKA_STRONGEST_BASIC>
6.473729146125523

> <JCHEM_POLAR_SURFACE_AREA>
31.699999999999996

> <JCHEM_REFRACTIVITY>
77.6692

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-6,8-dimethyl-5,7lambda5,17-triazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,7,9,11,13,15-hexaen-7-ylium

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 37 40  0  0  0  0  0  0  0  0999 V2000
    3.6224   -3.6040   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.4865   -2.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -1.2043   -1.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -0.1281   -2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177   -0.3782   -3.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8893    0.8427   -3.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3420    1.8496   -2.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    3.2188   -2.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778    4.0186   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    3.4692   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8322    2.0974   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2111    1.2696   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244   -1.6559   -3.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.6914   -3.0776 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.6011   -4.0918   -3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376   -4.7078   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390   -4.1362   -4.9490 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -3.3001   -5.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094   -1.8529   -4.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -3.9955   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -3.2535   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -4.4096   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635   -1.0337   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468    0.9972   -4.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    3.6569   -3.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    5.0885   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    4.1132   -0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.6864   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -4.6662   -3.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.8080   -1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -5.7088   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675   -4.0944   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -5.1006   -5.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744   -3.3887   -6.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983   -3.6321   -4.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5260   -1.2856   -4.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.4258   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5 13  2  0
 11 12  2  0
 14  2  2  0
 12  7  1  0
  2  3  1  0
  3  4  2  0
 14 13  1  0
  8  9  1  0
  7  8  2  0
  9 10  2  0
  7  6  1  0
  6  5  1  0
  4 12  1  0
 14 15  1  0
 13 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
  2  1  1  0
 10 11  1  0
 15 16  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
  6 24  1  0
  3 23  1  0
 19 36  1  0
 19 37  1  0
 18 34  1  0
 18 35  1  0
 17 33  1  0
 15 29  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  CHG  1  14   1
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.622  -3.604  -1.491  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.780  -2.486  -2.056  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.967  -1.204  -1.521  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.260  -0.128  -2.058  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.418  -0.378  -3.130  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.889   0.843  -3.504  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.342   1.850  -2.686  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.054   3.219  -2.699  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.678   4.019  -1.738  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.555   3.469  -0.806  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.832   2.097  -0.810  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.211   1.270  -1.767  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.224  -1.656  -3.672  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.890  -2.691  -3.078  0.00  0.00           N+1
HETATM   15  C   UNK     0       1.601  -4.092  -3.535  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.538  -4.708  -2.620  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.239  -4.136  -4.949  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.086  -3.300  -5.237  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.409  -1.853  -4.924  0.00  0.00           C+0
HETATM   20  H   UNK     0       4.291  -3.995  -2.264  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.253  -3.253  -0.666  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.002  -4.410  -1.095  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.664  -1.034  -0.704  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.247   0.997  -4.270  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.374   3.657  -3.424  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.477   5.088  -1.719  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.030   4.113  -0.069  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.520   1.686  -0.076  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.527  -4.666  -3.452  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.904  -4.808  -1.594  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.257  -5.709  -2.965  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.368  -4.094  -2.564  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.034  -5.101  -5.219  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.174  -3.389  -6.298  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.798  -3.632  -4.683  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.526  -1.286  -4.853  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.985  -1.426  -5.755  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2   14    3    1                                                  
CONECT    3    2    4   23                                                  
CONECT    4    5    3   12                                                  
CONECT    5    4   13    6                                                  
CONECT    6    7    5   24                                                  
CONECT    7   12    8    6                                                  
CONECT    8    9    7   25                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   27                                                  
CONECT   11   12   10   28                                                  
CONECT   12   11    7    4                                                  
CONECT   13    5   14   19                                                  
CONECT   14    2   13   15                                                  
CONECT   15   14   17   16   29                                             
CONECT   16   15   30   31   32                                             
CONECT   17   18   15   33                                                  
CONECT   18   19   17   34   35                                             
CONECT   19   13   18   36   37                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    6                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   16                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

RDKit          3D

37 40  0  0  0  0  0  0  0  0999 V2000
    3.6224   -3.6040   -1.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.4865   -2.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666   -1.2043   -1.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -0.1281   -2.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4177   -0.3782   -3.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8893    0.8427   -3.5044 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3420    1.8496   -2.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    3.2188   -2.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6778    4.0186   -1.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5549    3.4692   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8322    2.0974   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2111    1.2696   -1.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2244   -1.6559   -3.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904   -2.6914   -3.0776 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.6011   -4.0918   -3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5376   -4.7078   -2.6196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390   -4.1362   -4.9490 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0860   -3.3001   -5.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094   -1.8529   -4.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2909   -3.9955   -2.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2525   -3.2535   -0.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -4.4096   -1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635   -1.0337   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468    0.9972   -4.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    3.6569   -3.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4770    5.0885   -1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302    4.1132   -0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5200    1.6864   -0.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5273   -4.6662   -3.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.8080   -1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -5.7088   -2.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675   -4.0944   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -5.1006   -5.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1744   -3.3887   -6.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983   -3.6321   -4.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5260   -1.2856   -4.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -1.4258   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5 13  2  0
 11 12  2  0
 14  2  2  0
 12  7  1  0
  2  3  1  0
  3  4  2  0
 14 13  1  0
  8  9  1  0
  7  8  2  0
  9 10  2  0
  7  6  1  0
  6  5  1  0
  4 12  1  0
 14 15  1  0
 13 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
  2  1  1  0
 10 11  1  0
 15 16  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
  6 24  1  0
  3 23  1  0
 19 36  1  0
 19 37  1  0
 18 34  1  0
 18 35  1  0
 17 33  1  0
 15 29  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
 16 30  1  0
 16 31  1  0
 16 32  1  0
M  CHG  1  14   1
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈N₃

Average Mass

252.3400 Da

Monoisotopic Mass

252.14952 Da

IUPAC Name

(6S)-6,8-dimethyl-5,7lambda5,17-triazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,7,9,11,13,15-hexaen-7-ylium

Traditional Name

(6S)-6,8-dimethyl-5,7lambda5,17-triazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,7,9,11,13,15-hexaen-7-ylium

CAS Registry Number

Not Available

SMILES

[H]N1C2=C([H])C([H])=C([H])C([H])=C2C2=C([H])C(=[N+]3C(=C12)C([H])([H])C([H])([H])N([H])[C@]3([H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C16H17N3/c1-10-9-13-12-5-3-4-6-14(12)18-16(13)15-7-8-17-11(2)19(10)15/h3-6,9,11,17H,7-8H2,1-2H3/p+1/t11-/m0/s1

InChI Key

VBMLQDYYOPHOCB-NSHDSACASA-O

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tabernaemontana elegans	JEOL database	Mansoor, T. A., et al, J. Nat. Prod. 72, 1147 (2009)

Chemical Taxonomy

Classification

Not classified

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	-1.1	ALOGPS
logP	-2.8	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	6.47	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	31.7 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	77.67 m³·mol⁻¹	ChemAxon
Polarizability	29.59 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Mansoor, T. A., et al. (2009). Mansoor, T. A., et al, J. Nat. Prod. 72, 1147 (2009). J. Nat. Prod..

Showing NP-Card for tabernine A (NP0034511)

MOL for NP0034511 (tabernine A)

3D MOL for NP0034511 (tabernine A)

3D SDF for NP0034511 (tabernine A)

3D-SDF for NP0034511 (tabernine A)

PDB for NP0034511 (tabernine A)

3D PDB for NP0034511 (tabernine A)

SMILES for NP0034511 (tabernine A)

INCHI for NP0034511 (tabernine A)

Structure for NP0034511 (tabernine A)

3D Structure for NP0034511 (tabernine A)