NP-MRD: Showing NP-Card for bidebiline E (NP0033250)

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Record Information

Version

2.0

Created at

2021-06-19 23:50:39 UTC

Updated at

2021-06-30 00:02:55 UTC

NP-MRD ID

NP0033250

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bidebiline E

Provided By

JEOL Database JEOL Logo

Description

16-Methoxy-13-{16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]Icosa-1(20),2(6),7,12,14(19),15,17-heptaen-13-yl}-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]Icosa-1(20),2(6),7,12,14(19),15,17-heptaene belongs to the class of organic compounds known as naphthylquinolines. These are polycyclic aromatic compounds containing a naphthene moiety linked to a quinoline through a CC or CN single bond. bidebiline E is found in Polyalthia cerasoides. bidebiline E was first documented in 2007 (Kanokmedhakul, S., et al.). Based on a literature review very few articles have been published on 16-methoxy-13-{16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]Icosa-1(20),2(6),7,12,14(19),15,17-heptaen-13-yl}-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]Icosa-1(20),2(6),7,12,14(19),15,17-heptaene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101503D          

 72 81  0  0  0  0            999 V2000
    0.5857   -4.6577   -1.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979   -4.5613   -1.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914   -3.3793   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -3.3458   -0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743   -2.1887   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607   -1.0048   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -1.0399   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -2.2358   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711    0.1154   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    0.0946   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461    0.4558   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    0.4506   -1.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3589    0.8747   -3.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7284    0.8929   -3.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5696    0.4714   -2.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1018    0.0622   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    0.0380   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1880   -0.3487    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851   -0.7746    1.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -1.1341    2.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892   -1.0830    3.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -1.4524    4.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -1.4094    4.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.6718    2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -0.3052    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1538   -0.2945   -0.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2868   -0.0642   -1.1659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9240    0.4239   -2.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3913   -4.1251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0422    0.7300   -3.9831 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4268    0.8258   -2.6178 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1899    1.3055    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820    1.3370    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    2.5191    1.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373    2.6043    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    1.5123    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7635    0.3572    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858    0.1944    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7490   -0.5762    0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9223    0.1144    0.8871 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6483    1.4443    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    3.6843    1.5454 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0602    3.7363    0.6421 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4035    2.4469    0.6003 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2174   -3.9502   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546   -5.6671   -2.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786   -4.5176   -0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -4.2219   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5504   -2.2477   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829   -2.2547   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1212    1.2290   -4.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0645   -0.8395    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -1.4516    3.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609   -2.1032    3.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744   -1.7304    5.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1052   -0.3898    4.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988   -0.6256    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9459    0.6673   -0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360   -1.0055   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    1.1952   -5.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.4778   -4.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    1.2095   -4.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0987   -0.3274   -4.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255    0.8265   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9820    3.4920    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3697   -0.4585    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6434    0.1666    0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8303    4.6304    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776    3.5588    2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    4.4935    1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.0268   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267    2.4223    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 36 41  1  0  0  0  0
  3  2  1  0  0  0  0
 41 40  1  0  0  0  0
  2  1  1  0  0  0  0
 16 17  1  0  0  0  0
 40 39  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 13 12  1  0  0  0  0
 39 37  1  0  0  0  0
 32 33  1  0  0  0  0
 34 42  1  0  0  0  0
 32 44  1  0  0  0  0
 13 29  1  0  0  0  0
 11 31  1  0  0  0  0
 31 30  1  0  0  0  0
 30 29  1  0  0  0  0
 16 15  2  0  0  0  0
 44 43  1  0  0  0  0
 43 42  1  0  0  0  0
 32  9  2  0  0  0  0
 33 38  2  0  0  0  0
 38  6  1  0  0  0  0
 15 28  1  0  0  0  0
 28 27  1  0  0  0  0
 27 26  1  0  0  0  0
 26 16  1  0  0  0  0
 11 12  2  0  0  0  0
  7  9  1  0  0  0  0
 37 36  2  0  0  0  0
 34 33  1  0  0  0  0
  7  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 25 10  2  0  0  0  0
 37 38  1  0  0  0  0
  6  5  2  0  0  0  0
 25 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5  4  1  0  0  0  0
 19 20  2  0  0  0  0
 34 35  2  0  0  0  0
 20 21  1  0  0  0  0
  4  3  2  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 35 36  1  0  0  0  0
 21 22  1  0  0  0  0
  3  8  1  0  0  0  0
 22 23  1  0  0  0  0
  9 10  1  0  0  0  0
 35 65  1  0  0  0  0
 44 72  1  0  0  0  0
 43 70  1  0  0  0  0
 43 71  1  0  0  0  0
 42 68  1  0  0  0  0
 42 69  1  0  0  0  0
 40 66  1  0  0  0  0
 40 67  1  0  0  0  0
  5 49  1  0  0  0  0
  4 48  1  0  0  0  0
  8 50  1  0  0  0  0
  1 45  1  0  0  0  0
  1 46  1  0  0  0  0
  1 47  1  0  0  0  0
 14 51  1  0  0  0  0
 31 64  1  0  0  0  0
 30 62  1  0  0  0  0
 30 63  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 19 52  1  0  0  0  0
 20 53  1  0  0  0  0
 24 57  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 23 56  1  0  0  0  0
M  END

     RDKit          3D

 72 81  0  0  0  0  0  0  0  0999 V2000
    0.5857   -4.6577   -1.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979   -4.5613   -1.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914   -3.3793   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -3.3458   -0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743   -2.1887   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607   -1.0048   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -1.0399   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -2.2358   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711    0.1154   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    0.0946   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461    0.4558   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    0.4506   -1.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3589    0.8747   -3.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7284    0.8929   -3.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5696    0.4714   -2.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1018    0.0622   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    0.0380   -0.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1880   -0.3487    0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851   -0.7746    1.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4526   -1.1341    2.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892   -1.0830    3.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -1.4524    4.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -1.4094    4.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.6718    2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -0.3052    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1538   -0.2945   -0.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2868   -0.0642   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9240    0.4239   -2.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3913   -4.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.7300   -3.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268    0.8258   -2.6178 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1899    1.3055    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820    1.3370    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    2.5191    1.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373    2.6043    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    1.5123    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7635    0.3572    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858    0.1944    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7490   -0.5762    0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9223    0.1144    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483    1.4443    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    3.6843    1.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    3.7363    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035    2.4469    0.6003 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2174   -3.9502   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546   -5.6671   -2.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786   -4.5176   -0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -4.2219   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5504   -2.2477   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829   -2.2547   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1212    1.2290   -4.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0645   -0.8395    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2609   -2.1032    3.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744   -1.7304    5.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7988   -0.6256    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9459    0.6673   -0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360   -1.0055   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    1.1952   -5.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.4778   -4.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    1.2095   -4.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0987   -0.3274   -4.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255    0.8265   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9820    3.4920    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3697   -0.4585    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6434    0.1666    0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8303    4.6304    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776    3.5588    2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    4.4935    1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.0268   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267    2.4223    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 36 41  1  0
  3  2  1  0
 41 40  1  0
  2  1  1  0
 16 17  1  0
 40 39  1  0
 13 14  2  0
 14 15  1  0
 13 12  1  0
 39 37  1  0
 32 33  1  0
 34 42  1  0
 32 44  1  0
 13 29  1  0
 11 31  1  0
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 16 15  2  0
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 25 18  1  0
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 19 20  2  0
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  4  3  2  0
 21 24  2  0
 24 25  1  0
 35 36  1  0
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 24 57  1  0
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 23 55  1  0
 23 56  1  0
M  END


  Mrv1652306202101503D          

 72 81  0  0  0  0            999 V2000
    0.5857   -4.6577   -1.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979   -4.5613   -1.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4914   -3.3793   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -3.3458   -0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743   -2.1887   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607   -1.0048   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -1.0399   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -2.2358   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711    0.1154   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    0.0946   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461    0.4558   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6812   -1.4524    4.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -1.4094    4.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.6718    2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849   -0.3052    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1538   -0.2945   -0.3139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2868   -0.0642   -1.1659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9240    0.4239   -2.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3913   -4.1251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0422    0.7300   -3.9831 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4268    0.8258   -2.6178 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1899    1.3055    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820    1.3370    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    2.5191    1.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373    2.6043    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    1.5123    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7635    0.3572    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858    0.1944    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7490   -0.5762    0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9223    0.1144    0.8871 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6483    1.4443    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    3.6843    1.5454 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0602    3.7363    0.6421 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4035    2.4469    0.6003 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2174   -3.9502   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4611   -4.2219   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0645   -0.8395    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2609   -2.1032    3.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7988   -0.6256    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9459    0.6673   -0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360   -1.0055   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    1.1952   -5.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.4778   -4.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    1.2095   -4.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0987   -0.3274   -4.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255    0.8265   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9820    3.4920    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3697   -0.4585    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6434    0.1666    0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8303    4.6304    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3578    4.4935    1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.0268   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267    2.4223    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 36 41  1  0  0  0  0
  3  2  1  0  0  0  0
 41 40  1  0  0  0  0
  2  1  1  0  0  0  0
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 13 14  2  0  0  0  0
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 32  9  2  0  0  0  0
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 38  6  1  0  0  0  0
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 11 12  2  0  0  0  0
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 23 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033250

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C2=C(C3=C([H])C(OC([H])([H])[H])=C([H])C([H])=C3C3=C2C(=C([H])C2=C3OC([H])([H])O2)C([H])([H])C1([H])[H])C1=C2C([H])=C(OC([H])([H])[H])C([H])=C([H])C2=C2C3=C(OC([H])([H])O3)C([H])=C3C2=C1N([H])C([H])([H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C36H28N2O6/c1-39-19-3-5-21-23(13-19)29(33-27-17(7-9-37-33)11-25-35(31(21)27)43-15-41-25)30-24-14-20(40-2)4-6-22(24)32-28-18(8-10-38-34(28)30)12-26-36(32)44-16-42-26/h3-6,11-14,37-38H,7-10,15-16H2,1-2H3

> <INCHI_KEY>
ORORFDPGSXPOAI-UHFFFAOYSA-N

> <FORMULA>
C36H28N2O6

> <MOLECULAR_WEIGHT>
584.628

> <EXACT_MASS>
584.19473663

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
64.01778256867115

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-methoxy-13-{16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,12,14,16,18-heptaen-13-yl}-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(19),2(6),7,12(20),13,15,17-heptaene

> <ALOGPS_LOGP>
5.47

> <JCHEM_LOGP>
5.534835876

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.932886417079665

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.932886417079665

> <JCHEM_PKA_STRONGEST_BASIC>
3.8950419947347927

> <JCHEM_POLAR_SURFACE_AREA>
79.44000000000001

> <JCHEM_REFRACTIVITY>
168.462

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-methoxy-13-{16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,12,14,16,18-heptaen-13-yl}-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(19),2(6),7,12(20),13,15,17-heptaene

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 81  0  0  0  0  0  0  0  0999 V2000
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    3.8590   -3.3458   -0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743   -2.1887   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607   -1.0048   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -1.0399   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -2.2358   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711    0.1154   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    0.0946   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461    0.4558   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7170   -1.4094    4.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1899    1.3055    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820    1.3370    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5373    2.6043    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    1.5123    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3858    0.1944    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7490   -0.5762    0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9223    0.1144    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483    1.4443    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    3.6843    1.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4035    2.4469    0.6003 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2174   -3.9502   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0786   -4.5176   -0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -4.2219   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5504   -2.2477   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829   -2.2547   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1164   -1.4516    3.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8744   -1.7304    5.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7988   -0.6256    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9459    0.6673   -0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360   -1.0055   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    1.1952   -5.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.4778   -4.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    1.2095   -4.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0987   -0.3274   -4.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3578    4.4935    1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.0268   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267    2.4223    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 36 41  1  0
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M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.586  -4.658  -1.801  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.998  -4.561  -1.657  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.491  -3.379  -1.183  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.859  -3.346  -0.996  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.474  -2.189  -0.510  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.761  -1.005  -0.189  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.355  -1.040  -0.393  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.757  -2.236  -0.885  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.571   0.115  -0.108  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.084   0.095  -0.313  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.446   0.456  -1.580  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.844   0.451  -1.802  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.359   0.875  -3.070  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.728   0.893  -3.342  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.570   0.471  -2.349  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.102   0.062  -1.116  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.730   0.038  -0.765  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.188  -0.349   0.522  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.985  -0.775   1.616  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.453  -1.134   2.857  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.089  -1.083   3.070  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.681  -1.452   4.320  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.717  -1.409   4.579  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.274  -0.672   2.021  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.785  -0.305   0.743  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.154  -0.295  -0.314  0.00  0.00           O+0
HETATM   27  C   UNK     0      -6.287  -0.064  -1.166  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.924   0.424  -2.464  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.405   1.391  -4.125  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.042   0.730  -3.983  0.00  0.00           C+0
HETATM   31  N   UNK     0       0.427   0.826  -2.618  0.00  0.00           N+0
HETATM   32  C   UNK     0       2.190   1.306   0.357  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.582   1.337   0.614  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.171   2.519   1.169  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.537   2.604   1.443  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.305   1.512   1.145  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.763   0.357   0.616  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.386   0.194   0.332  0.00  0.00           C+0
HETATM   39  O   UNK     0       6.749  -0.576   0.429  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.922   0.114   0.887  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.648   1.444   1.347  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.283   3.684   1.545  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.060   3.736   0.642  0.00  0.00           C+0
HETATM   44  N   UNK     0       1.403   2.447   0.600  0.00  0.00           N+0
HETATM   45  H   UNK     0       0.217  -3.950  -2.551  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.355  -5.667  -2.155  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.079  -4.518  -0.840  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.461  -4.222  -1.222  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.550  -2.248  -0.390  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.683  -2.255  -1.039  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.121   1.229  -4.295  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.064  -0.840   1.535  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.116  -1.452   3.657  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.261  -2.103   3.930  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.874  -1.730   5.614  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.105  -0.390   4.485  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.799  -0.626   2.184  0.00  0.00           H+0
HETATM   58  H   UNK     0      -6.946   0.667  -0.685  0.00  0.00           H+0
HETATM   59  H   UNK     0      -6.836  -1.006  -1.283  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.796   1.195  -5.130  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.315   2.478  -4.003  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.679   1.210  -4.654  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.099  -0.327  -4.271  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.426   0.827  -2.445  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.982   3.492   1.878  0.00  0.00           H+0
HETATM   66  H   UNK     0       8.370  -0.459   1.707  0.00  0.00           H+0
HETATM   67  H   UNK     0       8.643   0.167   0.063  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.830   4.630   1.464  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.978   3.559   2.592  0.00  0.00           H+0
HETATM   70  H   UNK     0       1.358   4.494   1.006  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.349   4.027  -0.376  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.427   2.422   0.328  0.00  0.00           H+0
CONECT    1    2   45   46   47                                             
CONECT    2    3    1                                                       
CONECT    3    2    4    8                                                  
CONECT    4    5    3   48                                                  
CONECT    5    6    4   49                                                  
CONECT    6   38    7    5                                                  
CONECT    7    8    9    6                                                  
CONECT    8    7    3   50                                                  
CONECT    9   32    7   10                                                  
CONECT   10   11   25    9                                                  
CONECT   11   31   12   10                                                  
CONECT   12   13   11   17                                                  
CONECT   13   14   12   29                                                  
CONECT   14   13   15   51                                                  
CONECT   15   14   16   28                                                  
CONECT   16   17   15   26                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   25   19                                                  
CONECT   19   18   20   52                                                  
CONECT   20   19   21   53                                                  
CONECT   21   20   24   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   54   55   56                                             
CONECT   24   21   25   57                                                  
CONECT   25   10   18   24                                                  
CONECT   26   27   16                                                       
CONECT   27   28   26   58   59                                             
CONECT   28   15   27                                                       
CONECT   29   13   30   60   61                                             
CONECT   30   31   29   62   63                                             
CONECT   31   11   30   64                                                  
CONECT   32   33   44    9                                                  
CONECT   33   32   38   34                                                  
CONECT   34   42   33   35                                                  
CONECT   35   34   36   65                                                  
CONECT   36   41   37   35                                                  
CONECT   37   39   36   38                                                  
CONECT   38   33    6   37                                                  
CONECT   39   40   37                                                       
CONECT   40   41   39   66   67                                             
CONECT   41   36   40                                                       
CONECT   42   34   43   68   69                                             
CONECT   43   44   42   70   71                                             
CONECT   44   32   43   72                                                  
CONECT   45    1                                                            
CONECT   46    1                                                            
CONECT   47    1                                                            
CONECT   48    4                                                            
CONECT   49    5                                                            
CONECT   50    8                                                            
CONECT   51   14                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   23                                                            
CONECT   57   24                                                            
CONECT   58   27                                                            
CONECT   59   27                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   30                                                            
CONECT   63   30                                                            
CONECT   64   31                                                            
CONECT   65   35                                                            
CONECT   66   40                                                            
CONECT   67   40                                                            
CONECT   68   42                                                            
CONECT   69   42                                                            
CONECT   70   43                                                            
CONECT   71   43                                                            
CONECT   72   44                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  162    0
END

RDKit          3D

72 81  0  0  0  0  0  0  0  0999 V2000
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    1.9979   -4.5613   -1.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8590   -3.3458   -0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743   -2.1887   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607   -1.0048   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -1.0399   -0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -2.2358   -0.8851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711    0.1154   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836    0.0946   -0.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461    0.4558   -1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8443    0.4506   -1.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3589    0.8747   -3.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7284    0.8929   -3.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5696    0.4714   -2.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4526   -1.1341    2.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892   -1.0830    3.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6812   -1.4524    4.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170   -1.4094    4.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2735   -0.6718    2.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2868   -0.0642   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9240    0.4239   -2.4644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4050    1.3913   -4.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422    0.7300   -3.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4268    0.8258   -2.6178 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1899    1.3055    0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820    1.3370    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707    2.5191    1.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5373    2.6043    1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    1.5123    1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7635    0.3572    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858    0.1944    0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7490   -0.5762    0.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9223    0.1144    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483    1.4443    1.3473 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2828    3.6843    1.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    3.7363    0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035    2.4469    0.6003 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2174   -3.9502   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546   -5.6671   -2.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786   -4.5176   -0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -4.2219   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5504   -2.2477   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829   -2.2547   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0645   -0.8395    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1164   -1.4516    3.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609   -2.1032    3.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8744   -1.7304    5.6136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1052   -0.3898    4.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988   -0.6256    2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9459    0.6673   -0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8360   -1.0055   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7962    1.1952   -5.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3146    2.4778   -4.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    1.2095   -4.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0987   -0.3274   -4.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255    0.8265   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9820    3.4920    1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3697   -0.4585    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6434    0.1666    0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8303    4.6304    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9776    3.5588    2.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578    4.4935    1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494    4.0268   -0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4267    2.4223    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0
 36 41  1  0
  3  2  1  0
 41 40  1  0
  2  1  1  0
 16 17  1  0
 40 39  1  0
 13 14  2  0
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 13 12  1  0
 39 37  1  0
 32 33  1  0
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  7  9  1  0
 37 36  2  0
 34 33  1  0
  7  6  1  0
 11 10  1  0
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 25 10  2  0
 37 38  1  0
  6  5  2  0
 25 18  1  0
 18 19  1  0
  5  4  1  0
 19 20  2  0
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  4  3  2  0
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 24 25  1  0
 35 36  1  0
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  3  8  1  0
 22 23  1  0
  9 10  1  0
 35 65  1  0
 44 72  1  0
 43 70  1  0
 43 71  1  0
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 42 69  1  0
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  5 49  1  0
  4 48  1  0
  8 50  1  0
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  1 46  1  0
  1 47  1  0
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 20 53  1  0
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 23 55  1  0
 23 56  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₂₈N₂O₆

Average Mass

584.6280 Da

Monoisotopic Mass

584.19474 Da

IUPAC Name

16-methoxy-13-{16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,12,14,16,18-heptaen-13-yl}-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(19),2(6),7,12(20),13,15,17-heptaene

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]N1C2=C(C3=C([H])C(OC([H])([H])[H])=C([H])C([H])=C3C3=C2C(=C([H])C2=C3OC([H])([H])O2)C([H])([H])C1([H])[H])C1=C2C([H])=C(OC([H])([H])[H])C([H])=C([H])C2=C2C3=C(OC([H])([H])O3)C([H])=C3C2=C1N([H])C([H])([H])C3([H])[H]

InChI Identifier

InChI=1S/C36H28N2O6/c1-39-19-3-5-21-23(13-19)29(33-27-17(7-9-37-33)11-25-35(31(21)27)43-15-41-25)30-24-14-20(40-2)4-6-22(24)32-28-18(8-10-38-34(28)30)12-26-36(32)44-16-42-26/h3-6,11-14,37-38H,7-10,15-16H2,1-2H3

InChI Key

ORORFDPGSXPOAI-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Huberantha cerasoides	JEOL database	Kanokmedhakul, S., et al, J. Nat. Prod. 70, 1536 (2007)
Polyalthia cerasoides	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthylquinolines. These are polycyclic aromatic compounds containing a naphthene moiety linked to a quinoline through a CC or CN single bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Phenylquinolines

Direct Parent

Naphthylquinolines

Alternative Parents

Substituents

Naphthylquinoline
Aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Benzodioxole
Alkaloid or derivatives
Anisole
Aralkylamine
Secondary aliphatic/aromatic amine
Alkyl aryl ether
Benzenoid
Secondary amine
Oxacycle
Azacycle
Acetal
Ether
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
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	5.47	ALOGPS
logP	5.53	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	19.93	ChemAxon
pKa (Strongest Basic)	3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	168.46 m³·mol⁻¹	ChemAxon
Polarizability	64.02 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

C00038593

Chemspider ID

23310892

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23642920

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kanokmedhakul, S., et al. (2007). Kanokmedhakul, S., et al, J. Nat. Prod. 70, 1536 (2007). J. Nat. Prod..

Showing NP-Card for bidebiline E (NP0033250)

MOL for NP0033250 (bidebiline E)

3D MOL for NP0033250 (bidebiline E)

3D SDF for NP0033250 (bidebiline E)

3D-SDF for NP0033250 (bidebiline E)

PDB for NP0033250 (bidebiline E)

3D PDB for NP0033250 (bidebiline E)

SMILES for NP0033250 (bidebiline E)

INCHI for NP0033250 (bidebiline E)

Structure for NP0033250 (bidebiline E)

3D Structure for NP0033250 (bidebiline E)