NP-MRD: Showing NP-Card for [4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate (NP0173377)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 10:30:10 UTC

Updated at

2022-09-03 10:30:10 UTC

NP-MRD ID

NP0173377

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate

Description

[4-(3,7-Dimethylocta-1,6-dien-3-yl)-12-hydroxy-10-methyl-11-(propan-2-yl)-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]Hexadeca-1,5,7,9(16),12-pentaen-14-yl]methyl acetate belongs to the class of organic compounds known as aminoquinolines and derivatives. These are organic compounds containing an amino group attached to a quinoline ring system. [4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate is found in Stylocheilus longicauda. [4-(3,7-Dimethylocta-1,6-dien-3-yl)-12-hydroxy-10-methyl-11-(propan-2-yl)-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]Hexadeca-1,5,7,9(16),12-pentaen-14-yl]methyl acetate is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171515352D          

 36 38  0  0  0  0            999 V2000
    4.8934   -0.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182   -0.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749   -1.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -0.7752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150   -1.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150    2.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6902    2.6949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8335    3.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087    3.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    4.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    1.1877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5933    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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  2  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  2  0  0  0  0
 15 26  1  0  0  0  0
  7 26  1  0  0  0  0
 11 26  2  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END

     RDKit          3D

 79 81  0  0  0  0  0  0  0  0999 V2000
    3.6241    0.9906   -3.2638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7560    0.2090   -2.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0816    0.5161   -0.8839 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4679   -0.4771    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5938    1.8845   -0.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0487    2.0310   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6180    1.3366    0.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5978    0.4710    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1615    0.1708   -0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1308   -0.2058    1.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455    0.5990   -1.1202 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9638    1.7998   -1.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3139    1.8692   -0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0273    0.8192   -0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2041    1.4231    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2600    0.7174    1.0762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9006    1.5678    2.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736    2.7858    1.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9839    3.6596    2.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5176    4.9904    2.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0879    3.3219    3.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    0.4505    0.0396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -0.8102   -0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3590   -0.9227   -1.7905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046   -1.8846    0.2963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2961   -3.1748   -0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -3.4991   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7341   -2.8459   -0.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3093   -2.0609    0.5821 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1731   -2.8962    1.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1017   -1.7149   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -2.9065   -0.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8008   -2.9214   -1.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376   -1.7538   -1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101   -0.5814   -0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4679   -0.5129   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0453    1.9054   -3.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275    0.7167   -4.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3584   -0.6713   -2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7432   -0.0200    1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3436   -1.1004   -0.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6101   -1.1443    0.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3967    2.5967   -1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0353    2.2297    0.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5815    1.6763   -1.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2899    3.1321   -0.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2497    1.5386    1.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0777   -0.4727   -0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5149    1.0900   -1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4339   -0.3217   -1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0967   -1.3040    1.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4862   -0.0342    2.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1777    0.0627    2.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7865    1.8720   -2.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660    2.6704   -1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461    2.8885   -0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7198    2.1405   -0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780    2.2757    1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9108   -0.1725    1.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1163    1.7113    2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7098    0.9887    2.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6954    5.7254    2.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8811    4.9158    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3602    5.3185    2.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9902    1.1722   -0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2416   -1.8784    1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2174   -3.9663    0.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585   -2.7067   -1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -4.4664   -1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2856   -3.6439   -2.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3476   -3.7328   -0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073   -2.7913   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0742   -1.9103   -0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785   -3.5006    1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0261   -3.5495    1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0747   -2.1454    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8127   -3.9128   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963   -3.8575   -1.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4177   -1.7692   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 28  1  0
 26 25  1  0
 25 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 16 22  1  0
 22 23  1  0
 23 24  2  0
 14 13  2  0
 13 12  1  0
 12 11  1  0
 11  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3  2  1  6
  2  1  2  3
 23 25  1  0
 36 31  1  0
 11 35  1  0
 27 68  1  0
 27 69  1  0
 27 70  1  0
 26 67  1  0
 28 71  1  0
 28 72  1  0
 28 73  1  0
 25 66  1  1
 30 74  1  0
 30 75  1  0
 30 76  1  0
 32 77  1  0
 33 78  1  0
 34 79  1  0
 15 57  1  0
 15 58  1  0
 16 59  1  1
 17 60  1  0
 17 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 22 65  1  0
 13 56  1  0
 12 54  1  0
 12 55  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  9 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 10 53  1  0
  2 39  1  0
  1 37  1  0
  1 38  1  0
M  END


  Mrv1533004171515352D          

 36 38  0  0  0  0            999 V2000
    4.8934   -0.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1182   -0.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9749   -1.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717   -0.7752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150   -1.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    1.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150    2.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6902    2.6949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8335    3.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087    3.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    4.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862    1.1877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5933    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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  2  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  2  0  0  0  0
 15 26  1  0  0  0  0
  7 26  1  0  0  0  0
 11 26  2  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0173377

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1N(C)C2=CC=CC3=C2C(CC(COC(C)=O)NC1=O)=CCN3C(C)(CCC=C(C)C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H43N3O3/c1-9-30(7,16-11-12-20(2)3)33-17-15-23-18-24(19-36-22(6)34)31-29(35)28(21(4)5)32(8)25-13-10-14-26(33)27(23)25/h9-10,12-15,21,24,28H,1,11,16-19H2,2-8H3,(H,31,35)

> <INCHI_KEY>
ULXFKLAVFJFHTL-UHFFFAOYSA-N

> <FORMULA>
C30H43N3O3

> <MOLECULAR_WEIGHT>
493.692

> <EXACT_MASS>
493.330442257

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
57.946542354384604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[4-(3,7-dimethylocta-1,6-dien-3-yl)-10-methyl-12-oxo-11-(propan-2-yl)-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8-tetraen-14-yl]methyl acetate

> <ALOGPS_LOGP>
5.38

> <JCHEM_LOGP>
5.704174443666667

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.965839588013552

> <JCHEM_PKA_STRONGEST_BASIC>
2.600062797905446

> <JCHEM_POLAR_SURFACE_AREA>
61.88

> <JCHEM_REFRACTIVITY>
149.6911

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.52e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[4-(3,7-dimethylocta-1,6-dien-3-yl)-11-isopropyl-10-methyl-12-oxo-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8-tetraen-14-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       9.134  -1.140   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.687  -1.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.420  -3.184   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.508  -0.677   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.174  -1.447   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.441  -2.964   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.657  -1.180   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.657   2.720   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.174   2.987   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.441   4.504   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.888   5.030   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.156   6.547   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.603   7.074   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.976   7.537   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       6.508   2.217   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       7.034   0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.574   0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.104   0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.564  -2.104   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.334  -3.437   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   24                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17   24                                                       
CONECT   24   23    4   25                                                  
CONECT   25   24                                                            
CONECT   26   15    7   11                                                  
CONECT   27   12   28   29   35                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   27   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Value	Source
[4-(3,7-Dimethylocta-1,6-dien-3-yl)-12-hydroxy-10-methyl-11-(propan-2-yl)-4,10,13-triazatricyclo[7.6.1.0,]hexadeca-1,5,7,9(16),12-pentaen-14-yl]methyl acetic acid	Generator
[4-(3,7-Dimethylocta-1,6-dien-3-yl)-12-hydroxy-10-methyl-11-(propan-2-yl)-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5,7,9(16),12-pentaen-14-yl]methyl acetic acid	Generator

Chemical Formula

C₃₀H₄₃N₃O₃

Average Mass

493.6920 Da

Monoisotopic Mass

493.33044 Da

IUPAC Name

[4-(3,7-dimethylocta-1,6-dien-3-yl)-10-methyl-12-oxo-11-(propan-2-yl)-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8-tetraen-14-yl]methyl acetate

Traditional Name

[4-(3,7-dimethylocta-1,6-dien-3-yl)-11-isopropyl-10-methyl-12-oxo-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8-tetraen-14-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(C)C1N(C)C2=CC=CC3=C2C(CC(COC(C)=O)NC1=O)=CCN3C(C)(CCC=C(C)C)C=C

InChI Identifier

InChI=1S/C30H43N3O3/c1-9-30(7,16-11-12-20(2)3)33-17-15-23-18-24(19-36-22(6)34)31-29(35)28(21(4)5)32(8)25-13-10-14-26(33)27(23)25/h9-10,12-15,21,24,28H,1,11,16-19H2,2-8H3,(H,31,35)

InChI Key

ULXFKLAVFJFHTL-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
Stylocheilus longicauda	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminoquinolines and derivatives. These are organic compounds containing an amino group attached to a quinoline ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Aminoquinolines and derivatives

Direct Parent

Aminoquinolines and derivatives

Alternative Parents

Substituents

Aminoquinoline
Dihydroquinolone
Aromatic monoterpenoid
Dihydroquinoline
Monoterpenoid
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Benzenoid
Cyclic carboximidic acid
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen 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	5.38	ALOGPS
logP	5.7	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	61.88 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	149.69 m³·mol⁻¹	ChemAxon
Polarizability	57.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate (NP0173377)

MOL for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

3D MOL for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

3D SDF for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

3D-SDF for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

PDB for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

3D PDB for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

SMILES for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

INCHI for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

Structure for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)

3D Structure for NP0173377 ([4-(3,7-dimethylocta-1,6-dien-3-yl)-12-hydroxy-11-isopropyl-10-methyl-4,10,13-triazatricyclo[7.6.1.0⁵,¹⁶]hexadeca-1,5(16),6,8,12-pentaen-14-yl]methyl acetate)