NP-MRD: Showing NP-Card for 5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole (NP0226261)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 05:14:30 UTC

Updated at

2022-09-06 05:14:30 UTC

NP-MRD ID

NP0226261

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole

Description

5-[(1S,6S)-3,6-dimethyl-6-[(E)-2-[3-(2-methylbut-3-en-2-yl)-1H-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1H-indole 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. 5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole is found in Isolona cauliflora. Based on a literature review very few articles have been published on 5-[(1S,6S)-3,6-dimethyl-6-[(E)-2-[3-(2-methylbut-3-en-2-yl)-1H-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1H-indole.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062207142D          

 38 42  0  0  1  0            999 V2000
    3.8197   -4.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6267   -4.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8816   -3.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6662   -4.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0970   -3.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -3.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6516   -2.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -1.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6356   -1.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -2.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0646   -3.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0646   -4.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7790   -4.4790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2487   -5.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0612   -3.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8737   -3.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4040   -4.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2164   -4.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1218   -4.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3093   -5.1110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0272   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5575   -6.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2753   -7.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628   -7.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0257   -8.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2252   -7.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -7.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4680   -6.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9052   -5.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0308   -7.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7683   -6.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0399   -6.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9325   -6.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2147   -6.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6356   -3.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -2.8290    0.0000 C   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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  1  0  0  0
 15 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
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  2  0  0  0  0
 23 36  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  2  0  0  0  0
  6 38  1  0  0  0  0
  9 38  1  0  0  0  0
M  END

     RDKit          3D

 80 84  0  0  0  0  0  0  0  0999 V2000
    7.6727   -0.7328    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332    0.0355    1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4202    1.3463    0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7923    2.0278    0.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5733    2.2767    1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8704    1.2781   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3801    1.7430   -2.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5342    1.4637   -3.0187 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4449    0.8115   -2.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3034    0.3074   -3.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730   -0.3120   -2.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -0.4388   -0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424   -1.1051   -0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158   -1.6203   -0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5714   -2.2852    0.3087 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0673   -3.5343    0.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7537   -2.6923   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148   -3.3926    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877   -3.1028    1.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382   -3.8566    2.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9737   -2.2172    2.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -1.4326    1.4485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4885   -0.0906    1.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269    0.9924    1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0155    2.2844    1.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2788    2.5264    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9126    3.6695    0.1573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1525    3.3567   -0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3504    1.9994   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    1.2396   -0.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2805    0.2470   -1.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1400    0.5083    0.6685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6547    2.1457   -1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9217    1.7880   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    1.4855    0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7297    0.2115    0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7015    0.0681   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492    0.6931   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4085   -0.4011    0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8315   -1.6968    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9225   -0.3340    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3510    1.9415    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5687    3.0886    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3342    1.6069   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7561    1.7780    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    3.0634    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781    2.7918    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3276    2.2584   -2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.6851   -4.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1822    0.4218   -4.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4927   -0.6927   -2.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -1.1788    0.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1946   -1.5589   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569   -3.2602    1.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8377   -3.9177    0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6915   -4.2886    1.1347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159   -1.7674   -1.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3409   -3.3975   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982   -3.0839   -0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7230   -4.4892    0.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2351   -4.1375    3.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -4.8214    2.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6792   -3.2957    2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0215   -2.0681    3.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0819   -1.3472    2.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3714    0.7789    1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    3.1267    1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4870    4.6307    0.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8530    4.1024   -0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2029   -0.0090   -1.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8992   -0.6593   -1.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6736    0.6629   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4349   -0.5220    0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0544    0.9960    1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4015    0.5128    1.4981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4175    3.1407   -1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1838    0.8215   -0.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6877    2.4452   -1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4357   -0.5763    0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326   -0.0417    0.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 35  1  0
 35 36  2  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 33 34  2  3
 22 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 15 14  1  6
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6 38  1  0
 38 37  2  0
  6  3  1  0
  3  4  1  0
  3  5  1  0
  3  2  1  0
  2  1  2  3
 18 19  1  0
 37 12  1  0
 36 23  1  0
 38  9  1  0
 35 26  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 22 65  1  1
 24 66  1  0
 25 67  1  0
 27 68  1  0
 28 69  1  0
 36 79  1  0
 31 70  1  0
 31 71  1  0
 31 72  1  0
 32 73  1  0
 32 74  1  0
 32 75  1  0
 33 76  1  0
 34 77  1  0
 34 78  1  0
 16 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 14 53  1  0
 13 52  1  0
 11 51  1  0
 10 50  1  0
  8 49  1  0
  7 48  1  0
 37 80  1  0
  4 42  1  0
  4 43  1  0
  4 44  1  0
  5 45  1  0
  5 46  1  0
  5 47  1  0
  2 41  1  0
  1 39  1  0
  1 40  1  0
M  END


  Mrv1652309062207142D          

 38 42  0  0  1  0            999 V2000
    3.8197   -4.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6267   -4.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8816   -3.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6662   -4.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0970   -3.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -3.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6516   -2.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -1.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6356   -1.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -2.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0646   -3.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0646   -4.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7790   -4.4790    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2487   -5.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0612   -3.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8737   -3.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4040   -4.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2164   -4.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1218   -4.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3093   -5.1110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0272   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5575   -6.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2753   -7.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628   -7.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0257   -8.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2252   -7.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1676   -7.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4680   -6.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9052   -5.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0308   -7.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7683   -6.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0399   -6.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9325   -6.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2147   -6.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6356   -3.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -2.8290    0.0000 C   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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  1  0  0  0
 15 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
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  2  0  0  0  0
 23 36  1  0  0  0  0
 12 37  1  0  0  0  0
 37 38  2  0  0  0  0
  6 38  1  0  0  0  0
  9 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226261

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C[C@H](C2=CC=C3NC=C(C3=C2)C(C)(C)C=C)[C@@](C)(CC1)\C=C\C1=CC=C2NC=C(C2=C1)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C36H42N2/c1-9-34(4,5)30-22-37-32-13-11-25(20-27(30)32)16-18-36(8)17-15-24(3)19-29(36)26-12-14-33-28(21-26)31(23-38-33)35(6,7)10-2/h9-14,16,18-23,29,37-38H,1-2,15,17H2,3-8H3/b18-16+/t29-,36+/m1/s1

> <INCHI_KEY>
SYOHATBHOYMGBM-QDKTTXQISA-N

> <FORMULA>
C36H42N2

> <MOLECULAR_WEIGHT>
502.746

> <EXACT_MASS>
502.33479936

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
60.21479095952809

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(1S,6S)-3,6-dimethyl-6-[(E)-2-[3-(2-methylbut-3-en-2-yl)-1H-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1H-indole

> <JCHEM_LOGP>
9.869258421000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.352636847647346

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.747694336929644

> <JCHEM_POLAR_SURFACE_AREA>
31.58

> <JCHEM_REFRACTIVITY>
165.8805

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1S,6S)-3,6-dimethyl-6-[(E)-2-[3-(2-methylbut-3-en-2-yl)-1H-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1H-indole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       7.130  -9.006   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.636  -8.686   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.112  -7.221   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.577  -7.697   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.648  -6.745   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.588  -5.757   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.683  -4.511   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       9.588  -3.265   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      11.053  -3.741   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.387  -2.971   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.720  -3.741   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.720  -5.281   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.054  -6.051   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.054  -7.591   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.388  -8.361   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.398  -9.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.914  -6.914   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.431  -6.646   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.421  -7.826   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.937  -7.559   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.894  -9.273   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.377  -9.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.851 -10.988   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.841 -12.167   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.314 -13.614   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.797 -13.882   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      14.981 -15.188   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      13.487 -14.815   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.380 -13.279   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.074 -12.463   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.890 -11.157   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.257 -13.769   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.768 -11.647   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.408 -12.370   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.807 -12.702   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.334 -11.255   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.387  -6.051   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.053  -5.281   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   38                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   38                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   37                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   22                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22   24   36                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   35                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   34                                                       
CONECT   34   33                                                            
CONECT   35   29   26   36                                                  
CONECT   36   35   23                                                       
CONECT   37   12   38                                                       
CONECT   38   37    6    9                                                  
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₄₂N₂

Average Mass

502.7460 Da

Monoisotopic Mass

502.33480 Da

IUPAC Name

5-[(1S,6S)-3,6-dimethyl-6-[(E)-2-[3-(2-methylbut-3-en-2-yl)-1H-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1H-indole

Traditional Name

5-[(1S,6S)-3,6-dimethyl-6-[(E)-2-[3-(2-methylbut-3-en-2-yl)-1H-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1H-indole

CAS Registry Number

Not Available

SMILES

CC1=C[C@H](C2=CC=C3NC=C(C3=C2)C(C)(C)C=C)[C@@](C)(CC1)\C=C\C1=CC=C2NC=C(C2=C1)C(C)(C)C=C

InChI Identifier

InChI=1S/C36H42N2/c1-9-34(4,5)30-22-37-32-13-11-25(20-27(30)32)16-18-36(8)17-15-24(3)19-29(36)26-12-14-33-28(21-26)31(23-38-33)35(6,7)10-2/h9-14,16,18-23,29,37-38H,1-2,15,17H2,3-8H3/b18-16+/t29-,36+/m1/s1

InChI Key

SYOHATBHOYMGBM-QDKTTXQISA-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
Isolona cauliflora	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
Styrene
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	9.87	ChemAxon
pKa (Strongest Acidic)	15.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	31.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	165.88 m³·mol⁻¹	ChemAxon
Polarizability	60.21 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

163189388

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole (NP0226261)

MOL for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

3D MOL for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

3D SDF for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

3D-SDF for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

PDB for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

3D PDB for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

SMILES for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

INCHI for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

Structure for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)

3D Structure for NP0226261 (5-[(1s,6s)-3,6-dimethyl-6-[(1e)-2-[3-(2-methylbut-3-en-2-yl)-1h-indol-5-yl]ethenyl]cyclohex-2-en-1-yl]-3-(2-methylbut-3-en-2-yl)-1h-indole)