NP-MRD: Showing NP-Card for 2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate (NP0275425)

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Record Information

Version

2.0

Created at

2022-09-08 23:09:55 UTC

Updated at

2022-09-08 23:09:55 UTC

NP-MRD ID

NP0275425

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate

Description

Pleiocarpine belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond. 2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate is found in Kopsia arborea and Kopsia griffithii. 2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate was first documented in 2013 (PMID: 23720886). Based on a literature review a small amount of articles have been published on Pleiocarpine (PMID: 29664292) (PMID: 28950224).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092201092D          

 29 34  0  0  1  0            999 V2000
    2.0688   -1.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619   -1.5193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4551   -0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2482   -1.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -0.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3476   -0.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0041    0.8325    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1853    1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089    1.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7684    2.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    2.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    2.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7743    2.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7153    1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5675    1.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7089    2.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    2.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167    1.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9753    1.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007    0.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8179    0.1208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1306   -0.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259   -1.2951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9482   -0.7535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4529   -0.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0110    0.3879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3740    0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6657    0.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567    1.4041    0.0000 C   0  0  2  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
  7  6  1  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 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
 26 21  1  1  0  0  0
  5 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
 14 29  1  0  0  0  0
 29 11  1  6  0  0  0
  7 29  1  0  0  0  0
M  END

     RDKit          3D

 57 62  0  0  0  0  0  0  0  0999 V2000
   -0.3610    5.1708   -1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5712    4.0192   -0.2479 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0380    2.7952   -0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7474    2.8048   -1.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592    1.5852    0.2338 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6771    1.3113    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9264    0.1464   -0.7784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3928   -0.0312   -0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718   -1.4304   -0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4989   -1.7393    0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138   -1.0417    1.1765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -1.3735    2.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995   -0.7284    2.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0790   -0.8504    0.5416 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9062   -1.8773    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519   -3.2347    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546   -4.0115   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1495   -3.3738   -0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2081   -2.0046   -0.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014   -1.2308   -0.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8844    0.1842    0.1298 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8652    1.0953    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6959    2.3436    0.6841 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1869    0.6802    0.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2097    1.5614    1.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5188    0.3649   -0.1726 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3081    0.0746   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326    0.3107   -2.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4407   -1.0795   -0.0101 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5039    6.0969   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0496    5.0721   -1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6712    5.1509   -1.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    1.9037    1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2397    2.2044   -0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9751    0.9640    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9681    0.6676   -0.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7131    0.1187   -2.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799   -1.3998   -0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4909   -2.2042   -1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3477   -1.3113    1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4772   -2.8211    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747   -2.4296    2.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9526   -0.7760    3.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0838    0.2514    2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5325   -1.4064    2.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0822   -3.7778    0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581   -5.1051   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0030   -3.9901   -0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1709   -1.5020   -0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3617    2.3207    0.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417    0.9778    1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151    2.0688    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5794   -1.0147   -1.8411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    0.6965   -2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896   -0.4823   -2.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3294    1.2869   -2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691   -2.0010   -0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  1
 14 29  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 26 21  1  6
 26 27  1  0
 27 28  1  0
 26  5  1  0
 29  7  1  0
 20 15  1  0
 28  7  1  0
 29 11  1  0
 26 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  1
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 29 57  1  6
 16 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 25 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
M  END


  Mrv1652309092201092D          

 29 34  0  0  1  0            999 V2000
    2.0688   -1.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8619   -1.5193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4551   -0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2482   -1.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2551   -0.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3476   -0.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0041    0.8325    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1853    1.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1089    1.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7684    2.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897    2.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2526    2.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7743    2.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7153    1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5675    1.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7089    2.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    2.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167    1.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9753    1.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007    0.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8179    0.1208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1306   -0.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6259   -1.2951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9482   -0.7535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4529   -0.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0110    0.3879    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3740    0.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6657    0.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567    1.4041    0.0000 C   0  0  2  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
  7  6  1  6  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 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
 26 21  1  1  0  0  0
  5 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
 14 29  1  0  0  0  0
 29 11  1  6  0  0  0
  7 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0275425

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1C[C@]23CCCN4CCC5([C@H]24)C2=CC=CC=C2N(C(=O)OC)[C@]15CC3

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O4/c1-28-18(26)16-14-21-8-5-12-24-13-11-22(19(21)24)15-6-3-4-7-17(15)25(20(27)29-2)23(16,22)10-9-21/h3-4,6-7,16,19H,5,8-14H2,1-2H3/t16?,19-,21+,22?,23+/m0/s1

> <INCHI_KEY>
SQVLFJQJOPEBAA-NTZCFJRCSA-N

> <FORMULA>
C23H28N2O4

> <MOLECULAR_WEIGHT>
396.487

> <EXACT_MASS>
396.20490739

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.856161641121254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,18-dimethyl (1R,16R,21S)-2,12-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3,5,7-triene-2,18-dicarboxylate

> <JCHEM_LOGP>
2.534878320333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.783101553879337

> <JCHEM_POLAR_SURFACE_AREA>
59.08

> <JCHEM_REFRACTIVITY>
106.4452

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,18-dimethyl (1R,16R,21S)-2,12-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3,5,7-triene-2,18-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       3.862  -2.412   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.342  -2.836   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.449  -1.766   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.930  -2.190   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.076  -0.272   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.382  -0.059   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.741   1.554   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.213   2.087   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.070   3.666   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.301   4.664   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.834   4.232   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.071   5.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.045   4.024   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.935   2.419   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.526   2.607   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.790   4.125   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.236   4.655   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.418   3.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.154   2.150   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.708   1.620   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       8.993   0.226   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       9.577  -1.199   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.635  -2.418   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      11.103  -1.406   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      12.045  -0.188   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.487   0.724   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.298   1.359   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.976   0.939   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.146   2.621   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   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   28   29                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   26   29                                             
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21    5   14   27                                             
CONECT   27   26   28                                                       
CONECT   28   27    7                                                       
CONECT   29   14   11    7                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₈N₂O₄

Average Mass

396.4870 Da

Monoisotopic Mass

396.20491 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1C[C@]23CCCN4CCC5([C@H]24)C2=CC=CC=C2N(C(=O)OC)[C@]15CC3

InChI Identifier

InChI=1S/C23H28N2O4/c1-28-18(26)16-14-21-8-5-12-24-13-11-22(19(21)24)15-6-3-4-7-17(15)25(20(27)29-2)23(16,22)10-9-21/h3-4,6-7,16,19H,5,8-14H2,1-2H3/t16?,19-,21+,22?,23+/m0/s1

InChI Key

SQVLFJQJOPEBAA-NTZCFJRCSA-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
Kopsia arborea	LOTUS Database	35616633
Kopsia griffithii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidofractine alkaloids

Sub Class

Not Available

Direct Parent

Aspidofractine alkaloids

Alternative Parents

Substituents

Aspidofractine skeleton
Aspidosperma alkaloid
Carbazole
Indolecarboxylic acid derivative
Indolecarboxylic acid
Quinolidine
Azaspirodecane
Indolizidine
Indole or derivatives
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Piperidine
Methyl ester
Carbamic acid ester
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Carbonic acid derivative
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00024593

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pleiocarpine

METLIN ID

Not Available

PubChem Compound

137628534

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ndongo JT, Mbing JN, Monteillier A, Tala MF, Rutten M, Mombers D, Cuendet M, Pegnyemb DE, Dittrich B, Laatsch H: Carbazole-, Aspidofractinine-, and Aspidocarpamine-Type Alkaloids from Pleiocarpa pycnantha. J Nat Prod. 2018 May 25;81(5):1193-1202. doi: 10.1021/acs.jnatprod.7b00958. Epub 2018 Apr 17. [PubMed:29664292 ]
Ndongo JT, Mbing JN, Tala MF, Monteillier A, Pegnyemb DE, Cuendet M, Laatsch H: Indoline alkaloids from Tabernaemontana contorta with cancer chemopreventive activity. Phytochemistry. 2017 Dec;144:189-196. doi: 10.1016/j.phytochem.2017.09.013. Epub 2017 Sep 23. [PubMed:28950224 ]
Naaz H, Singh S, Pandey VP, Singh P, Dwivedi UN: Anti-cholinergic alkaloids as potential therapeutic agents for Alzheimer's disease: an in silico approach. Indian J Biochem Biophys. 2013 Apr;50(2):120-5. [PubMed:23720886 ]
LOTUS database [Link]

Showing NP-Card for 2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate (NP0275425)

MOL for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D MOL for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D SDF for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D-SDF for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

PDB for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D PDB for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

SMILES for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

INCHI for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

Structure for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)

3D Structure for NP0275425 (2,18-dimethyl (1r,16r,21s)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7-triene-2,18-dicarboxylate)