NP-MRD: Showing NP-Card for methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate (NP0282920)

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Record Information

Version

2.0

Created at

2022-09-09 09:57:11 UTC

Updated at

2022-09-09 09:57:11 UTC

NP-MRD ID

NP0282920

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate

Description

Methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2(7),3,5,9-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. Based on a literature review very few articles have been published on methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]Nonadeca-2(7),3,5,9-tetraene-10-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092211572D          

 42 47  0  0  1  0            999 V2000
    2.0785    5.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486    4.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    4.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3597    4.6838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4593    3.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0999    3.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149    3.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853    2.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    1.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0946    1.2213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3073    0.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140    0.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173    1.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.2397    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4885    1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0384    0.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    1.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    2.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    2.4647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9183    2.9846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1477    2.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0482    3.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1031    5.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2867    8.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2084    6.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490    6.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    5.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    1.9448    0.0000 C   0  0  1  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 16 15  1  6  0  0  0
  6 16  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 27 28  2  0  0  0  0
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 29 30  2  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  2  0  0  0  0
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 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
 29 40  1  0  0  0  0
 23 41  1  0  0  0  0
  5 41  1  0  0  0  0
 23 42  1  0  0  0  0
 42 19  1  1  0  0  0
 16 42  1  0  0  0  0
M  END

     RDKit          3D

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   -2.6672    0.0558   -2.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8941    0.3092   -1.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4940    1.4085   -0.4343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    1.1692    0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6083    2.0169    2.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2531    1.6967    3.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6113    2.5649    3.1146 O   0  0  0  0  0  0  0  0  0  0  0  0
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 39 75  1  0
 39 76  1  0
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 42 80  1  1
M  END


  Mrv1652309092211572D          

 42 47  0  0  1  0            999 V2000
    2.0785    5.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9486    4.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3597    4.6838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0999    3.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149    3.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853    2.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    1.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0946    1.2213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9173    1.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.2397    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4885    1.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2990    0.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    2.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    2.4647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9183    2.9846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1477    2.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0482    3.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    4.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3629    4.0243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375    5.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1031    5.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0268    6.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    6.9883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    7.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973    6.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    7.5780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867    8.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4379    6.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2084    6.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490    6.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3080    5.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    1.9448    0.0000 C   0  0  1  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 16 15  1  6  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
 29 40  1  0  0  0  0
 23 41  1  0  0  0  0
  5 41  1  0  0  0  0
 23 42  1  0  0  0  0
 42 19  1  1  0  0  0
 16 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282920

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2NC3=CC(OC)=CC=C3[C@@]22CCN3CCC[C@](C1)([C@H](C)OC(=O)C1=CC(OC)=C(OC)C(OC)=C1)[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C32H38N2O8/c1-18(42-28(35)19-14-24(38-3)26(40-5)25(15-19)39-4)31-10-7-12-34-13-11-32(30(31)34)22-9-8-20(37-2)16-23(22)33-27(32)21(17-31)29(36)41-6/h8-9,14-16,18,30,33H,7,10-13,17H2,1-6H3/t18-,30-,31-,32-/m0/s1

> <INCHI_KEY>
LUYXSVXUFFVNQZ-DDKLVFLJSA-N

> <FORMULA>
C32H38N2O8

> <MOLECULAR_WEIGHT>
578.662

> <EXACT_MASS>
578.262816192

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
61.88957157349898

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9-tetraene-10-carboxylate

> <JCHEM_LOGP>
3.3496816616666685

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.596820968044035

> <JCHEM_PKA_STRONGEST_BASIC>
9.79549209557631

> <JCHEM_POLAR_SURFACE_AREA>
104.79

> <JCHEM_REFRACTIVITY>
157.55249999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9-tetraene-10-carboxylate

> <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       3.880  10.684   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.637   9.163   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.833   8.193   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.271   8.743   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.591   6.672   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.786   5.702   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       7.308   5.941   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.005   4.568   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.493   4.168   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.890   2.680   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.377   2.280   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.774   0.792   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.799   1.592   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.312   1.992   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.915   3.480   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.544   4.181   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.512   2.983   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.672   1.692   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.863   2.110   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       2.425   1.559   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.229   2.530   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.472   4.050   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.910   4.601   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.714   5.571   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.276   5.021   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.957   7.092   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.761   8.062   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.677   7.512   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.003   9.583   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.192  10.554   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.050  12.074   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.146  13.045   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.903  14.566   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.488  12.625   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.731  14.146   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.535  15.116   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.684  11.654   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.122  12.205   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.318  11.234   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.442  10.134   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.152   6.122   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.106   3.630   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   41                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15    6   17   42                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   42                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   41   42                                             
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   40                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37   29                                                       
CONECT   41   23    5                                                       
CONECT   42   23   19   16                                                  
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0,.0,.0,]nonadeca-2(7),3,5,9-tetraene-10-carboxylic acid	Generator

Chemical Formula

C₃₂H₃₈N₂O₈

Average Mass

578.6620 Da

Monoisotopic Mass

578.26282 Da

IUPAC Name

methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9-tetraene-10-carboxylate

Traditional Name

methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,9-tetraene-10-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2NC3=CC(OC)=CC=C3[C@@]22CCN3CCC[C@](C1)([C@H](C)OC(=O)C1=CC(OC)=C(OC)C(OC)=C1)[C@@H]23

InChI Identifier

InChI=1S/C32H38N2O8/c1-18(42-28(35)19-14-24(38-3)26(40-5)25(15-19)39-4)31-10-7-12-34-13-11-32(30(31)34)22-9-8-20(37-2)16-23(22)33-27(32)21(17-31)29(36)41-6/h8-9,14-16,18,30,33H,7,10-13,17H2,1-6H3/t18-,30-,31-,32-/m0/s1

InChI Key

LUYXSVXUFFVNQZ-DDKLVFLJSA-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

Not Available

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
Gallic acid or derivatives
P-methoxybenzoic acid or derivatives
M-methoxybenzoic acid or derivatives
Benzoate ester
Indolizidine
Dihydroindole
Indole or derivatives
Benzoic acid or derivatives
Phenol ether
Anisole
Phenoxy compound
Benzoyl
Methoxybenzene
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Aralkylamine
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
N-alkylpyrrolidine
Piperidine
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Pyrrolidine
Tertiary aliphatic amine
Amino acid or derivatives
Tertiary amine
Carboxylic acid ester
Secondary amine
Ether
Enamine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organonitrogen compound
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	3.35	ChemAxon
pKa (Strongest Acidic)	13.6	ChemAxon
pKa (Strongest Basic)	9.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	104.79 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	157.55 m³·mol⁻¹	ChemAxon
Polarizability	61.89 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

162873912

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate (NP0282920)

MOL for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

3D MOL for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

3D SDF for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

3D-SDF for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

PDB for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

3D PDB for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

SMILES for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

INCHI for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

Structure for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)

3D Structure for NP0282920 (methyl (1r,12r,19r)-5-methoxy-12-[(1s)-1-(3,4,5-trimethoxybenzoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9-tetraene-10-carboxylate)