NP-MRD: Showing NP-Card for 2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate (NP0154529)

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Record Information

Version

2.0

Created at

2022-09-02 11:27:34 UTC

Updated at

2022-09-02 11:27:34 UTC

NP-MRD ID

NP0154529

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate

Description

2-{2-[(4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]Oct-2-en-2-yl]-1H-indol-3-yl}ethyl acetate belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate is found in Ciliosemina pedunculata. Based on a literature review very few articles have been published on 2-{2-[(4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]Oct-2-en-2-yl]-1H-indol-3-yl}ethyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213272D          

 25 28  0  0  1  0            999 V2000
    1.2949   -4.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -3.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093   -3.3395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0093   -2.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -2.1020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -2.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -3.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -3.7520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4383   -3.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4383   -2.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1527   -2.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2390   -1.2815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0460   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -0.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835   -0.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6960   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835   -1.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -1.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9064   -2.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0779   -3.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4649   -3.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364   -4.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -4.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0341   -4.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925   -5.6654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  2  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  0  0  0  0
 23 25  2  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    4.0836    2.0481    2.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251    1.2518    1.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0950    1.2698    0.4571 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6352    1.7149    0.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.6035   -0.8722 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0720    0.8085   -2.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5051    0.2180   -1.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4013   -0.0737   -0.2286 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3639   -1.1116   -0.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -0.6504   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0526   -1.5159   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179   -2.7394    0.2302 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2012   -3.3158    0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6266   -4.5685    0.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9457   -4.8809    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8698   -3.9960   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4716   -2.7571   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1200   -2.4370   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704   -1.3256   -0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9136   -0.0963   -1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0746    0.9376   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5869    2.1550   -0.6138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8010    3.2185    0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3359    4.5263   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5393    3.0957    1.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335    2.0887    3.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7094    2.7380    1.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270    0.5906    2.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7809    1.9987    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375    1.9086    0.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    2.6621   -0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2601    1.8557   -2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7109    0.3068   -3.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6509   -0.6980   -2.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    1.0208   -1.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3942   -0.4228    0.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913   -2.0738    0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8700   -3.2469    0.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132   -5.2692    1.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2499   -5.8647    0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8882   -4.3271   -0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1455   -2.0334   -0.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -0.2478   -1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737    0.3414   -1.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    1.0935    0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8323    0.5962    0.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708    5.2699   -0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0595    4.9436    0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9220    4.3895   -1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  2  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 18 19  1  0
  5 10  1  0
 18 13  1  0
  3  8  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
 21 45  1  0
 21 46  1  0
 20 43  1  0
 20 44  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
  9 37  1  0
  8 36  1  1
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
  4 30  1  0
  4 31  1  0
  3 29  1  6
  2 28  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652309022213272D          

 25 28  0  0  1  0            999 V2000
    1.2949   -4.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -3.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093   -3.3395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0093   -2.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -2.1020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -2.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613   -3.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -3.7520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4383   -3.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4383   -2.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1527   -2.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2390   -1.2815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0460   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -0.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835   -0.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6960   -1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2835   -1.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4585   -1.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9064   -2.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0779   -3.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4649   -3.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364   -4.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -4.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0341   -4.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925   -5.6654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  2  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  0  0  0  0
 23 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0154529

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCCC1=C(NC2=CC=CC=C12)C1=C[C@H]2CCN1C[C@H]2C=C

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O2/c1-3-15-13-23-10-8-16(15)12-20(23)21-18(9-11-25-14(2)24)17-6-4-5-7-19(17)22-21/h3-7,12,15-16,22H,1,8-11,13H2,2H3/t15-,16-/m1/s1

> <INCHI_KEY>
NTXQPCRTNMYFJX-HZPDHXFCSA-N

> <FORMULA>
C21H24N2O2

> <MOLECULAR_WEIGHT>
336.435

> <EXACT_MASS>
336.183778021

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.18286721188875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[(4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1H-indol-3-yl}ethyl acetate

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
2.7927588646666672

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.768386780371461

> <JCHEM_PKA_STRONGEST_BASIC>
8.283567159295423

> <JCHEM_POLAR_SURFACE_AREA>
45.33

> <JCHEM_REFRACTIVITY>
101.52639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[(4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1H-indol-3-yl}ethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       2.417  -8.544   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.417  -7.004   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.751  -6.234   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.751  -4.694   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.084  -3.924   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.341  -4.950   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.341  -5.977   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.084  -7.004   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.418  -6.234   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.418  -4.694   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.752  -3.924   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       7.913  -2.392   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       9.419  -2.072   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.189  -0.738   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.729  -0.738   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.499  -2.072   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.729  -3.406   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.189  -3.406   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.159  -4.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.479  -6.056   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.334  -7.087   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.655  -8.593   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.119  -9.069   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.264  -8.039   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.439 -10.575   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   11   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
2-{2-[(4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1H-indol-3-yl}ethyl acetic acid	Generator

Chemical Formula

C₂₁H₂₄N₂O₂

Average Mass

336.4350 Da

Monoisotopic Mass

336.18378 Da

IUPAC Name

2-{2-[(4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1H-indol-3-yl}ethyl acetate

Traditional Name

2-{2-[(4S,5S)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1H-indol-3-yl}ethyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCCC1=C(NC2=CC=CC=C12)C1=C[C@H]2CCN1C[C@H]2C=C

InChI Identifier

InChI=1S/C21H24N2O2/c1-3-15-13-23-10-8-16(15)12-20(23)21-18(9-11-25-14(2)24)17-6-4-5-7-19(17)22-21/h3-7,12,15-16,22H,1,8-11,13H2,2H3/t15-,16-/m1/s1

InChI Key

NTXQPCRTNMYFJX-HZPDHXFCSA-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
Ciliosemina pedunculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Tetrahydropyridine
Piperidine
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Enamine
Monocarboxylic acid or derivatives
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	3.74	ALOGPS
logP	2.79	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	14.77	ChemAxon
pKa (Strongest Basic)	8.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.33 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.53 m³·mol⁻¹	ChemAxon
Polarizability	38.18 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

163191092

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate (NP0154529)

MOL for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

3D MOL for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

3D SDF for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

3D-SDF for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

PDB for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

3D PDB for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

SMILES for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

INCHI for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

Structure for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)

3D Structure for NP0154529 (2-{2-[(4s,5s)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-en-2-yl]-1h-indol-3-yl}ethyl acetate)