NP-MRD: Showing NP-Card for (1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate (NP0196700)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 14:49:49 UTC

Updated at

2022-09-04 14:49:50 UTC

NP-MRD ID

NP0196700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate

Description

(1R,2R,5S,7S,11R,12S,14R,15S,16R,17S)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]Nonadeca-3,9,18-trien-2-yl acetate belongs to the class of organic compounds known as isoindoles and derivatives. These are polycyclic compounds containing an isoindole moiety, which is structurally characterized by a cyclohexadiene fused to a pyrrole ring. Based on a literature review very few articles have been published on (1R,2R,5S,7S,11R,12S,14R,15S,16R,17S)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]Nonadeca-3,9,18-trien-2-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042216492D          

 36 40  0  0  1  0            999 V2000
    1.0824   -2.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1087   -2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2407   -3.6633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818   -1.9310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -1.0424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1482   -1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    0.0389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8658   -0.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002    0.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    1.1420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4640    1.5460    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0553    2.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230    1.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0363    1.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6457    1.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576    0.3772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6641    0.5510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4706    0.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178   -0.0606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0718   -0.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650   -0.8459    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6046   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585   -1.0197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7479   -1.7353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2084   -2.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -3.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -3.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151   -4.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209   -4.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2176   -3.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083   -2.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9405   -1.5660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8520   -0.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648    0.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.4081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 34  1  1  0  0  0
  5 36  1  0  0  0  0
 17 36  1  0  0  0  0
 24 36  1  0  0  0  0
M  END

     RDKit          3D

 73 77  0  0  0  0  0  0  0  0999 V2000
   -0.9614    1.9064   -4.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3511    1.2578   -3.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4804    0.7648   -2.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    1.2248   -2.0419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6905    0.6710   -0.8015 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6282    1.5203    0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6846    2.1371    0.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0238    1.9718    0.3695 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9273    3.0763    0.9537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7026    0.7066    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3956    0.1690   -0.1226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5929    0.0493    2.0392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9597    0.1251    2.7348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1409   -1.3684    2.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0869   -2.0054    0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9612   -2.0176   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7188   -1.3787    0.4232 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0302   -2.2803    1.3683 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6899   -1.4843    2.4324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3466   -2.2732    1.5451 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0088   -3.5606    2.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0611   -1.7737    0.3263 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9740   -2.9223   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101   -0.4821   -0.2425 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2180   -0.3326   -1.5720 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7495    1.0014   -1.9106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7852    1.4657   -0.9101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432    2.2434    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3837    2.6722    1.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6987    2.3090    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0508    1.5291   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1140    1.1157   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3120   -0.9759   -2.4419 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1399   -1.1873   -1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8209   -1.8259   -2.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -0.6698   -0.6111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1483    2.9946   -4.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    1.7004   -4.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994    1.3844   -5.1722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7639    0.2853   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133    1.7181    0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529    2.7613    1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708    2.1396   -0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9767    2.8963    0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060    4.0110    0.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282    3.2030    2.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9298    0.7011    2.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151    0.2348    3.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5732    0.9268    2.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761   -0.8338    2.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1787   -1.4165    2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8306   -2.0082    2.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0019   -2.4849    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0613   -2.5252   -1.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1127   -0.5298    1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6508   -3.0871    1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172   -3.6432    3.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4414   -4.3911    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0687   -3.6069    1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300   -1.6164    0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9083   -3.2302   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4071   -3.8075   -0.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5324   -2.8424   -1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160    0.3058    0.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2046   -0.9596   -1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0599    1.8424   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3539    0.8837   -2.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4482    2.5660    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1092    3.2831    1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4664    2.6226    1.6644 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1085    1.2453   -0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006    0.5046   -1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5933   -2.6060   -3.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 25 33  1  0
 33 34  2  0
 34 35  1  0
 36 34  1  6
 36 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 10  1  0
 10 11  2  0
 10  8  1  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 36 24  1  0
  5 36  1  0
 20 18  1  0
 32 27  1  0
 23 61  1  0
 23 62  1  0
 23 63  1  0
 22 60  1  1
 24 64  1  1
 25 65  1  1
 26 66  1  0
 26 67  1  0
 28 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
 32 72  1  0
 35 73  1  0
 17 55  1  1
 16 54  1  0
 15 53  1  0
 14 51  1  0
 14 52  1  0
 12 47  1  1
 13 48  1  0
 13 49  1  0
 13 50  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
  9 46  1  0
  7 42  1  0
  6 41  1  0
  5 40  1  6
  1 37  1  0
  1 38  1  0
  1 39  1  0
 18 56  1  1
 21 57  1  0
 21 58  1  0
 21 59  1  0
M  END


  Mrv1652309042216492D          

 36 40  0  0  1  0            999 V2000
    1.0824   -2.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1087   -2.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2407   -3.6633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818   -1.9310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -1.0424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1482   -1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4068   -0.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0211    0.0389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8658   -0.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002    0.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    1.1420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4640    1.5460    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0553    2.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2230    1.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0363    1.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6457    1.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576    0.3772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6641    0.5510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4706    0.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178   -0.0606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0718   -0.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9650   -0.8459    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6046   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1585   -1.0197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7479   -1.7353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2084   -2.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024   -3.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8058   -3.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151   -4.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209   -4.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2176   -3.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083   -2.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9405   -1.5660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8520   -0.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648    0.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.4081    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 25 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 36 34  1  1  0  0  0
  5 36  1  0  0  0  0
 17 36  1  0  0  0  0
 24 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0196700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2[C@H](CC3=CC=CC=C3)N=C(O)[C@@]22[C@@H](\C=C/C[C@H](C)C(=O)[C@@H](C)\C=C/[C@H]2OC(C)=O)[C@@H]2O[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H37NO5/c1-17-10-9-13-22-27-29(5,36-27)19(3)25-23(16-21-11-7-6-8-12-21)31-28(34)30(22,25)24(35-20(4)32)15-14-18(2)26(17)33/h6-9,11-15,17-19,22-25,27H,10,16H2,1-5H3,(H,31,34)/b13-9-,15-14-/t17-,18-,19-,22-,23-,24+,25-,27-,29+,30+/m0/s1

> <INCHI_KEY>
BKYYCQITLVBDMY-HPZAJDBKSA-N

> <FORMULA>
C30H37NO5

> <MOLECULAR_WEIGHT>
491.628

> <EXACT_MASS>
491.267173295

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
53.84582879364123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3Z,5S,7S,9Z,11R,12S,14R,15S,16R,17S)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0^{1,16}.0^{12,14}]nonadeca-3,9,18-trien-2-yl acetate

> <JCHEM_LOGP>
4.239505677269911

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.390266022911316

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2064475765020095

> <JCHEM_PKA_STRONGEST_BASIC>
5.5966663082893175

> <JCHEM_POLAR_SURFACE_AREA>
88.49000000000001

> <JCHEM_REFRACTIVITY>
138.80800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3Z,5S,7S,9Z,11R,12S,14R,15S,16R,17S)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0^{1,16}.0^{12,14}]nonadeca-3,9,18-trien-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       2.020  -5.070   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.936  -4.999   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.183  -6.838   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.446  -3.605   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.744  -1.946   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.143  -1.920   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.759  -1.244   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.039   0.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.616  -0.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.612   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.532   2.132   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.866   2.886   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.103   4.181   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.283   3.489   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.801   3.231   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.939   2.192   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.334   0.704   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.840   1.028   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.345   1.353   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.873  -0.113   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.467  -0.463   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.401  -1.579   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.595  -2.679   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.896  -1.903   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.129  -3.239   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.989  -4.760   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.858  -5.893   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.237  -7.385   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.135  -8.460   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.652  -8.043   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.273  -6.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.376  -5.475   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       3.622  -2.923   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       3.457  -1.392   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.921   0.069   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.862  -0.762   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   36                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   36                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   20                                                       
CONECT   20   19   18   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   36                                                  
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   25   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34    5   17   24                                             
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,5S,7S,11R,12S,14R,15S,16R,17S)-17-Benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0,.0,]nonadeca-3,9,18-trien-2-yl acetic acid	Generator

Chemical Formula

C₃₀H₃₇NO₅

Average Mass

491.6280 Da

Monoisotopic Mass

491.26717 Da

IUPAC Name

(1R,2R,3Z,5S,7S,9Z,11R,12S,14R,15S,16R,17S)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0^{1,16}.0^{12,14}]nonadeca-3,9,18-trien-2-yl acetate

Traditional Name

(1R,2R,3Z,5S,7S,9Z,11R,12S,14R,15S,16R,17S)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0^{1,16}.0^{12,14}]nonadeca-3,9,18-trien-2-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2[C@H](CC3=CC=CC=C3)N=C(O)[C@@]22[C@@H](\C=C/C[C@H](C)C(=O)[C@@H](C)\C=C/[C@H]2OC(C)=O)[C@@H]2O[C@]12C

InChI Identifier

InChI=1S/C30H37NO5/c1-17-10-9-13-22-27-29(5,36-27)19(3)25-23(16-21-11-7-6-8-12-21)31-28(34)30(22,25)24(35-20(4)32)15-14-18(2)26(17)33/h6-9,11-15,17-19,22-25,27H,10,16H2,1-5H3,(H,31,34)/b13-9-,15-14-/t17-,18-,19-,22-,23-,24+,25-,27-,29+,30+/m0/s1

InChI Key

BKYYCQITLVBDMY-HPZAJDBKSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindoles and derivatives. These are polycyclic compounds containing an isoindole moiety, which is structurally characterized by a cyclohexadiene fused to a pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Not Available

Direct Parent

Isoindoles and derivatives

Alternative Parents

Substituents

Isoindole or derivatives
Oxepane
Benzenoid
Monocyclic benzene moiety
Cyclic carboximidic acid
Pyrroline
Cyclic ketone
Ketone
Carboxylic acid ester
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	4.24	ChemAxon
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	5.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.49 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	138.81 m³·mol⁻¹	ChemAxon
Polarizability	53.85 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

Not Available

Chemspider ID

78437401

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585768

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate (NP0196700)

MOL for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

3D MOL for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

3D SDF for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

3D-SDF for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

PDB for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

3D PDB for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

SMILES for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

INCHI for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

Structure for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)

3D Structure for NP0196700 ((1r,2r,3z,5s,7s,9z,11r,12s,14r,15s,16r,17s)-17-benzyl-19-hydroxy-5,7,14,15-tetramethyl-6-oxo-13-oxa-18-azatetracyclo[9.8.0.0¹,¹⁶.0¹²,¹⁴]nonadeca-3,9,18-trien-2-yl acetate)