NP-MRD: Showing NP-Card for (1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one (NP0196491)

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Record Information

Version

2.0

Created at

2022-09-04 14:35:40 UTC

Updated at

2022-09-04 14:35:40 UTC

NP-MRD ID

NP0196491

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one

Description

Schizogalin belongs to the class of organic compounds known as schizozygine alkaloids. These are alkaloids with a structure based o the hexacyclic schizozygine skeleton, consisting of quinolizidine, indole, and piperidine. (1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one is found in Schizozygia coffaeoides. Based on a literature review very few articles have been published on Schizogalin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042216352D          

 24 29  0  0  1  0            999 V2000
    7.2186   -1.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5246   -1.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -1.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248   -0.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3640   -1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343   -1.5785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946   -2.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656   -3.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7999   -1.5619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9763   -1.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053   -0.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -0.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -0.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -0.2296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0762   -0.9193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2859   -1.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919   -2.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.8721    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 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  6  1  1  0  0  0
 20 21  1  0  0  0  0
 21  9  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 23  1  6  0  0  0
 21 24  1  0  0  0  0
 24 17  1  6  0  0  0
 13 24  1  0  0  0  0
M  END

     RDKit          3D

 46 51  0  0  0  0  0  0  0  0999 V2000
    6.4560    0.6968    0.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2070    1.2504   -0.3269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.6217   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613   -0.5881    0.6617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522   -1.1900    0.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6441   -0.6256    0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6295    0.5800   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8145    1.2124   -0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057    0.9845   -0.3364 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    1.9568   -1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427    2.6088   -1.9393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8082    2.1864   -1.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5295    1.0693   -0.3303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9013    0.8588   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4198   -0.3447   -0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7304   -1.5607   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3907   -1.3456    0.0977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5502   -2.5040   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0964   -2.1836   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389   -1.0847    0.8156 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5531    0.1172    0.4599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1094    0.8833    1.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5025    1.2922    1.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7418   -0.2052   -0.4571 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2933    1.3980   -0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5663   -0.2538   -0.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4779    0.3747    1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0087   -1.0300    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9268   -2.1431    1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975    2.1503   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666    2.4123   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9189    3.1140   -0.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4669    1.7298   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4340   -0.4615   -1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7619   -2.3178   -1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2922   -2.0006    0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465   -2.9109   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7665   -3.3147    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.7457   -1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4900   -3.0995    0.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0770   -1.4372    1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002    0.3331    2.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5077    1.8110    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2397    0.6662    1.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589    2.3880    1.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3914   -0.3493   -1.5013 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
  4  5  1  0
  5  6  2  0
  6 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  2  0
 13 14  1  6
 13 23  1  0
 23 22  1  0
 21 22  1  1
 21 24  1  0
 21  9  1  0
  9  7  1  0
  7  8  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8  3  1  0
  7  6  1  0
 21 20  1  0
 24 17  1  0
 24 13  1  0
 12 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 20 41  1  1
 19 39  1  0
 19 40  1  0
 18 37  1  0
 18 38  1  0
 16 35  1  0
 16 36  1  0
 15 34  1  0
 14 33  1  0
 23 44  1  0
 23 45  1  0
 22 42  1  0
 22 43  1  0
 24 46  1  6
  8 30  1  0
 12 31  1  0
 12 32  1  0
M  END


  Mrv1652309042216352D          

 24 29  0  0  1  0            999 V2000
    7.2186   -1.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5246   -1.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -1.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -0.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248   -0.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3640   -1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5343   -1.5785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9946   -2.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656   -3.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -2.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7999   -1.5619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9763   -1.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053   -0.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579   -0.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -0.1353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -0.2296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0762   -0.9193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2859   -1.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5919   -2.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.8721    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 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  6  1  1  0  0  0
 20 21  1  0  0  0  0
 21  9  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 23  1  6  0  0  0
 21 24  1  0  0  0  0
 24 17  1  6  0  0  0
 13 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0196491

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2[C@@H]3CCN4CC=C[C@@]56CC[C@@]3([C@@H]45)N(C2=C1)C(=O)C6

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O2/c1-24-13-3-4-14-15-5-10-21-9-2-6-19-7-8-20(15,18(19)21)22(16(14)11-13)17(23)12-19/h2-4,6,11,15,18H,5,7-10,12H2,1H3/t15-,18-,19-,20+/m0/s1

> <INCHI_KEY>
SHYHYDUMGTVXAM-MVJPYGJCSA-N

> <FORMULA>
C20H22N2O2

> <MOLECULAR_WEIGHT>
322.408

> <EXACT_MASS>
322.168127956

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.51642001473695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,11S,15S,16R)-7-methoxy-4,14-diazahexacyclo[12.4.3.0^{1,15}.0^{4,16}.0^{5,10}.0^{11,16}]henicosa-5(10),6,8,19-tetraen-3-one

> <JCHEM_LOGP>
1.6166608196666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.59408560389466

> <JCHEM_PKA_STRONGEST_BASIC>
8.026002115617748

> <JCHEM_POLAR_SURFACE_AREA>
32.78

> <JCHEM_REFRACTIVITY>
92.26520000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,11S,15S,16R)-7-methoxy-4,14-diazahexacyclo[12.4.3.0^{1,15}.0^{4,16}.0^{5,10}.0^{11,16}]henicosa-5(10),6,8,19-tetraen-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      13.475  -2.119   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.179  -2.951   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.810  -2.246   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.737  -0.707   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.368  -0.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.073  -0.834   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.146  -2.373   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.515  -3.078   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.597  -2.947   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.590  -4.379   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.282  -5.755   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.052  -4.291   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.360  -2.916   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.822  -2.827   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.130  -1.452   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.975  -0.164   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.512  -0.253   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.357   1.035   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.895   0.947   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.587  -0.429   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.742  -1.716   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.134  -3.205   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.838  -4.038   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.205  -1.628   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   21                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   23   24                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    6   21                                                  
CONECT   21   20    9   22   24                                             
CONECT   22   21   23                                                       
CONECT   23   22   13                                                       
CONECT   24   21   17   13                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂N₂O₂

Average Mass

322.4080 Da

Monoisotopic Mass

322.16813 Da

IUPAC Name

(1S,11S,15S,16R)-7-methoxy-4,14-diazahexacyclo[12.4.3.0^{1,15}.0^{4,16}.0^{5,10}.0^{11,16}]henicosa-5(10),6,8,19-tetraen-3-one

Traditional Name

(1S,11S,15S,16R)-7-methoxy-4,14-diazahexacyclo[12.4.3.0^{1,15}.0^{4,16}.0^{5,10}.0^{11,16}]henicosa-5(10),6,8,19-tetraen-3-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C2[C@@H]3CCN4CC=C[C@@]56CC[C@@]3([C@@H]45)N(C2=C1)C(=O)C6

InChI Identifier

InChI=1S/C20H22N2O2/c1-24-13-3-4-14-15-5-10-21-9-2-6-19-7-8-20(15,18(19)21)22(16(14)11-13)17(23)12-19/h2-4,6,11,15,18H,5,7-10,12H2,1H3/t15-,18-,19-,20+/m0/s1

InChI Key

SHYHYDUMGTVXAM-MVJPYGJCSA-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
Schizozygia coffaeoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as schizozygine alkaloids. These are alkaloids with a structure based o the hexacyclic schizozygine skeleton, consisting of quinolizidine, indole, and piperidine.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Schizozygine alkaloids

Sub Class

Not Available

Direct Parent

Schizozygine alkaloids

Alternative Parents

Substituents

Schizozygine skeleton
Indolo[3,2-1de][1,5]naphthyridine
Beta-carboline
Pyridoindole
Azaspirodecane
Naphthyridine
Indole or derivatives
Anisole
Caprolactam
Phenol ether
Aralkylamine
Delta-lactam
Alkyl aryl ether
Azepane
Piperidinone
Benzenoid
Piperidine
Tertiary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Lactam
Amino acid or derivatives
Carboxamide group
Azacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	1.62	ChemAxon
pKa (Strongest Acidic)	19.59	ChemAxon
pKa (Strongest Basic)	8.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.78 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.27 m³·mol⁻¹	ChemAxon
Polarizability	35.52 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00025048

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

101967173

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one (NP0196491)

MOL for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

3D MOL for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

3D SDF for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

3D-SDF for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

PDB for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

3D PDB for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

SMILES for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

INCHI for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

Structure for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)

3D Structure for NP0196491 ((1s,11s,15s,16r)-7-methoxy-4,14-diazahexacyclo[12.4.3.0¹,¹⁵.0⁴,¹⁶.0⁵,¹⁰.0¹¹,¹⁶]henicosa-5,7,9,19-tetraen-3-one)