NP-MRD: Showing NP-Card for (12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium (NP0306540)

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Record Information

Version

2.0

Created at

2022-09-10 23:04:30 UTC

Updated at

2022-09-10 23:04:30 UTC

NP-MRD ID

NP0306540

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium

Description

Fluorocurine belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. (12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium is found in Strychnos guianensis. Based on a literature review very few articles have been published on Fluorocurine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112201042D          

 24 28  0  0  0  0            999 V2000
    0.0873   -0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    0.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289    1.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0869    2.1859    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.4446    2.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5008    2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3373    2.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3034    2.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325    3.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9818    1.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910    2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3345    1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    0.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7160    1.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8775    1.0985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    0.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7082   -0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   -1.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4357    0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5810    0.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7596    1.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  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
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 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
 19 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
  5 24  1  0  0  0  0
M  CHG  1   5   1
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -2.8965    3.3452    0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    2.0046   -0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1310    1.0462   -0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4474   -0.2608   -0.6892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289   -1.3816   -0.0586 N   0  0  1  0  0  4  0  0  0  0  0  0
   -2.7892   -2.1589    0.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3816   -2.2740   -1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -1.5642   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -1.2118   -0.2079 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4388   -2.2411    0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -3.4303    0.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7285   -1.5926    0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683   -2.1518    0.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0770   -1.3590    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9064   -0.0079    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6439    0.5456    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313   -0.2462    0.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1607    0.0630   -0.1754 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3515    1.2363   -0.3548 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1068    2.5245   -0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1779    3.5784   -0.5733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8358    1.2919    0.5980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6893    0.1047    1.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6962   -1.1322    0.7417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3362    3.4331    1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9181    3.7431    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285    4.0164   -0.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9807    1.7759   -0.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5565   -0.4149   -0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -0.1701   -1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2808   -2.6837    1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2913   -2.9160    0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4889   -1.4429    1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0578   -2.2241   -1.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840   -3.2955   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3252   -0.7321   -2.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5739   -2.2602   -2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0699   -3.2159    0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347   -1.8204    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7754    0.6185    0.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566    1.5874   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152    1.1252   -1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7304    2.5509   -1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    2.7709    0.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7452    4.4113   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549    2.1816    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402    0.1547    2.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5595    0.0761    2.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5787   -1.9971    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 24  1  0
 24 23  1  0
 23 22  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  2  0
 22  3  1  0
 12 17  1  0
 24  5  1  0
 18  9  1  0
  9 10  1  1
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 24 49  1  1
 23 47  1  0
 23 48  1  0
 22 46  1  1
 19 42  1  6
 20 43  1  0
 20 44  1  0
 21 45  1  0
 16 41  1  0
 15 40  1  0
 14 39  1  0
 13 38  1  0
M  CHG  1   5   1
M  END


  Mrv1652309112201042D          

 24 28  0  0  0  0            999 V2000
    0.0873   -0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    0.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5990    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4289    1.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0869    2.1859    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.4446    2.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5008    2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3373    2.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    1.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3034    2.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325    3.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9818    1.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910    2.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3345    1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    0.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7160    1.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8775    1.0985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429    0.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7082   -0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   -1.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4357    0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5810    0.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7596    1.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  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
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 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
 19 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
  5 24  1  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
NP0306540

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C1\C[N+]2(C)CCC34C2CC1C(CO)N3C1=CC=CC=C1C4=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H25N2O2/c1-3-13-11-22(2)9-8-20-18(22)10-15(13)17(12-23)21(20)16-7-5-4-6-14(16)19(20)24/h3-7,15,17-18,23H,8-12H2,1-2H3/q+1/b13-3-

> <INCHI_KEY>
IMTBHUUDGATBHM-DXNYSGJVSA-N

> <FORMULA>
C20H25N2O2

> <MOLECULAR_WEIGHT>
325.431

> <EXACT_MASS>
325.191054473

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.219338489822974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(12E)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0^{1,9}.0^{3,8}.0^{14,17}]octadeca-3,5,7-trien-14-ium

> <JCHEM_LOGP>
-2.4184915854717466

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.07672940850064

> <JCHEM_PKA_STRONGEST_BASIC>
-2.765238556721819

> <JCHEM_POLAR_SURFACE_AREA>
40.540000000000006

> <JCHEM_REFRACTIVITY>
106.62870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(12E)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0^{1,9}.0^{3,8}.0^{14,17}]octadeca-3,5,7-trien-14-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       0.163  -1.103   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.078   0.418   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.118   1.387   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.801   3.017   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.029   4.080   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0       0.830   5.047   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.801   5.496   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.363   5.222   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.768   3.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.166   4.441   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.221   5.980   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.433   3.549   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.943   3.848   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.958   2.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.462   1.232   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.951   0.932   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.936   2.091   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.371   2.051   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.373   0.689   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.055  -0.692   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.200  -1.973   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.680   0.725   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.951   1.841   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.285   3.292   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7   24                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18   24                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17    9   19                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19    3   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    9    5                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₅N₂O₂

Average Mass

325.4310 Da

Monoisotopic Mass

325.19105 Da

IUPAC Name

(12E)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0^{1,9}.0^{3,8}.0^{14,17}]octadeca-3,5,7-trien-14-ium

Traditional Name

(12E)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0^{1,9}.0^{3,8}.0^{14,17}]octadeca-3,5,7-trien-14-ium

CAS Registry Number

Not Available

SMILES

C\C=C1\C[N+]2(C)CCC34C2CC1C(CO)N3C1=CC=CC=C1C4=O

InChI Identifier

InChI=1S/C20H25N2O2/c1-3-13-11-22(2)9-8-20-18(22)10-15(13)17(12-23)21(20)16-7-5-4-6-14(16)19(20)24/h3-7,15,17-18,23H,8-12H2,1-2H3/q+1/b13-3-

InChI Key

IMTBHUUDGATBHM-DXNYSGJVSA-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
Strychnos guianensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indolizidines

Sub Class

Not Available

Direct Parent

Indolizidines

Alternative Parents

Substituents

Indole or derivatives
Indolizidine
Dialkylarylamine
Aryl alkyl ketone
Aryl ketone
Tertiary aliphatic/aromatic amine
Piperidine
Benzenoid
N-alkylpyrrolidine
Tetraalkylammonium salt
Pyrrolidine
Quaternary ammonium salt
Vinylogous amide
1,2-aminoalcohol
Ketone
Tertiary amine
Azacycle
Hydrocarbon derivative
Primary alcohol
Organic oxide
Organooxygen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Amine
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	-2.4	ChemAxon
pKa (Strongest Acidic)	15.08	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	106.63 m³·mol⁻¹	ChemAxon
Polarizability	36.22 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00036939

Chemspider ID

4945489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6441304

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium (NP0306540)

MOL for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

3D MOL for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

3D SDF for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

3D-SDF for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

PDB for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

3D PDB for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

SMILES for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

INCHI for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

Structure for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)

3D Structure for NP0306540 ((12e)-12-ethylidene-10-(hydroxymethyl)-14-methyl-2-oxo-9,14-diazapentacyclo[9.5.2.0¹,⁹.0³,⁸.0¹⁴,¹⁷]octadeca-3,5,7-trien-14-ium)