NP-MRD: Showing NP-Card for 12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium (NP0314992)

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Record Information

Version

2.0

Created at

2022-09-11 13:24:00 UTC

Updated at

2022-09-11 13:24:00 UTC

NP-MRD ID

NP0314992

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium

Description

Leptocarpinine belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom). 12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium is found in Hypecoum leptocarpum. 12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium was first documented in 2022 (PMID: 34130568). Based on a literature review very few articles have been published on Leptocarpinine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112215242D          

 29 33  0  0  0  0            999 V2000
    6.9415   -1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0645   -2.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8528   -2.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -3.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -3.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3917   -4.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -4.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -4.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7417   -4.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -4.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3212   -3.7370    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.5532   -4.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -2.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -2.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539   -2.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -2.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -1.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539   -1.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -1.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -1.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1898   -1.4358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -0.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0973   -0.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548   -1.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -2.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548   -2.7567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5313   -5.5027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2850   -5.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1987   -4.3467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  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
 11 13  2  0  0  0  0
  2 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  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  6 29  1  0  0  0  0
M  CHG  1  11   1
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -0.6228   -0.5857   -1.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810   -0.7082   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9182   -1.7903   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2783   -1.1964   -0.2791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1587   -1.7574   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4790   -1.2806   -1.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047   -0.2590   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609    0.3009    0.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5684   -0.1696    0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532    0.5097    1.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3715    0.8175    1.2657 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.0934    1.9486    2.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4768    0.3088    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486    0.8069    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1680    2.1711    0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783    2.6857   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841    1.8278   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0270    0.4844   -0.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8169    0.0126   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7700   -1.4408   -0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154   -2.1425   -0.7676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9188   -2.1775    0.6699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9545   -3.5940    0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3762    2.6222   -1.1038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2314    3.9075   -0.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    3.9909   -0.2096 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1525    0.0328   -0.4787 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7284   -1.0437   -1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6158   -1.6158   -1.8634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3016    0.2017   -1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010   -1.2736   -2.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7448   -2.3371    0.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8777   -2.5171   -1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9075   -2.5747   -1.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982    1.1138    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092   -0.1329    2.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937    1.4346    1.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170    2.9032    1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042    1.7317    3.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1026    1.8290    2.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4794    2.9176    0.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7706   -0.1576   -1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301   -4.0535   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453   -3.9634    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9530   -3.8999    1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5582    4.7002   -1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8256    3.9512    0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1762   -1.8054   -0.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676   -0.7333   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16 26  1  0
 26 25  1  0
 25 24  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6 29  1  0
 29 28  1  0
 28 27  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 14 19  1  0
  2 13  1  0
 24 17  1  0
  4  9  1  0
 27  7  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
 18 42  1  0
 25 46  1  0
 25 47  1  0
 15 41  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 10 36  1  0
 10 37  1  0
  8 35  1  0
 28 48  1  0
 28 49  1  0
  5 34  1  0
  3 32  1  0
  3 33  1  0
  1 30  1  0
  1 31  1  0
M  CHG  1  11   1
M  END


  Mrv1652309112215242D          

 29 33  0  0  0  0            999 V2000
    6.9415   -1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0645   -2.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8528   -2.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -3.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -3.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3917   -4.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -4.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -4.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7417   -4.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -4.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3212   -3.7370    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.5532   -4.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -2.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -2.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539   -2.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -2.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2394   -1.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9539   -1.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -1.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -1.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1898   -1.4358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3828   -0.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0973   -0.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548   -1.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -2.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548   -2.7567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5313   -5.5027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2850   -5.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1987   -4.3467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  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
 11 13  2  0  0  0  0
  2 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  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  6 29  1  0  0  0  0
M  CHG  1  11   1
M  END
> <DATABASE_ID>
NP0314992

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC2=C(OCO2)C=C1C1=[N+](C)CC2=CC3=C(OCO3)C=C2CC1=C

> <INCHI_IDENTIFIER>
InChI=1S/C22H20NO6/c1-12-4-13-5-17-18(27-10-26-17)6-14(13)9-23(2)21(12)15-7-19-20(29-11-28-19)8-16(15)22(24)25-3/h5-8H,1,4,9-11H2,2-3H3/q+1

> <INCHI_KEY>
QRIMLFRSYJBUBM-UHFFFAOYSA-N

> <FORMULA>
C22H20NO6

> <MOLECULAR_WEIGHT>
394.402

> <EXACT_MASS>
394.128513788

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
41.35698417717405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-[6-(methoxycarbonyl)-2H-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0^{3,7}]tetradeca-1,3(7),8,11-tetraen-11-ium

> <JCHEM_LOGP>
-0.017847993471744622

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4509770908392445

> <JCHEM_POLAR_SURFACE_AREA>
66.23

> <JCHEM_REFRACTIVITY>
115.3407

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
12-[6-(methoxycarbonyl)-2H-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0^{3,7}]tetradeca-1,3(7),8,11-tetraen-11-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      12.958  -3.050   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.187  -4.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.659  -5.026   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.221  -6.460   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.761  -6.460   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.531  -7.794   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.761  -9.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.221  -9.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.451  -7.794   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.928  -8.023   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      11.800  -6.976   0.000  0.00  0.00           N+1
HETATM   12  C   UNK     0      10.366  -7.538   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.915  -5.440   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.581  -4.670   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.247  -5.440   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.914  -4.670   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.914  -3.130   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.247  -2.360   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.581  -3.130   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.915  -2.360   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.421  -2.680   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.915  -0.820   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.248  -0.050   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.449  -2.654   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.544  -3.900   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.449  -5.146   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      17.792 -10.272   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      19.199  -9.645   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      19.038  -8.114   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    2   14                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   17   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   16                                                       
CONECT   27    7   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    6                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₀NO₆

Average Mass

394.4020 Da

Monoisotopic Mass

394.12851 Da

IUPAC Name

12-[6-(methoxycarbonyl)-2H-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0^{3,7}]tetradeca-1,3(7),8,11-tetraen-11-ium

Traditional Name

12-[6-(methoxycarbonyl)-2H-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0^{3,7}]tetradeca-1,3(7),8,11-tetraen-11-ium

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC2=C(OCO2)C=C1C1=[N+](C)CC2=CC3=C(OCO3)C=C2CC1=C

InChI Identifier

InChI=1S/C22H20NO6/c1-12-4-13-5-17-18(27-10-26-17)6-14(13)9-23(2)21(12)15-7-19-20(29-11-28-19)8-16(15)22(24)25-3/h5-8H,1,4,9-11H2,2-3H3/q+1

InChI Key

QRIMLFRSYJBUBM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hypecoum leptocarpum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Not Available

Direct Parent

Benzazepines

Alternative Parents

Substituents

Benzazepine
Benzodioxole
Azepine
Benzenoid
Methyl ester
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic cation
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	-0.018	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	115.34 m³·mol⁻¹	ChemAxon
Polarizability	41.36 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00027410

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

102004608

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sun B, Assani I, Wang CG, Wang MX, Liu LF, Li Y, Yan G, Yang YR, Chen Z, Liao ZX: Two new alkaloids from Tibetan medicine of Hypecoum leptocarpum. Nat Prod Res. 2022 Oct;36(20):5304-5310. doi: 10.1080/14786419.2021.1937154. Epub 2021 Jun 16. [PubMed:34130568 ]
LOTUS database [Link]

Showing NP-Card for 12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium (NP0314992)

MOL for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

3D MOL for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

3D SDF for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

3D-SDF for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

PDB for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

3D PDB for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

SMILES for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

INCHI for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

Structure for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)

3D Structure for NP0314992 (12-[6-(methoxycarbonyl)-2h-1,3-benzodioxol-5-yl]-11-methyl-13-methylidene-4,6-dioxa-11-azatricyclo[7.5.0.0³,⁷]tetradeca-1,3(7),8,11-tetraen-11-ium)