NP-MRD: Showing NP-Card for Angucyclinone (NP0019451)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 04:57:42 UTC

Updated at

2021-07-15 17:31:00 UTC

NP-MRD ID

NP0019451

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Angucyclinone

Provided By

NPAtlas

Description

Angucyclinone belongs to the class of organic compounds known as 2-phenylindoles. These are indoles substituted at the 2-position with a phenyl group. Angucyclinone is found in Streptomyces. Angucyclinone was first documented in 2019 (PMID: 30924671). Based on a literature review very few articles have been published on Angucyclinone (PMID: 34170698) (PMID: 33807235) (PMID: 33534573) (PMID: 34384027) (PMID: 34234285) (PMID: 34227300).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120163D          

 51 55  0  0  0  0            999 V2000
    6.1344    0.1664   -0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -0.2453   -0.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.1693    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    1.0657    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    1.4477    1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.9065    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -0.0232    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -0.4536    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345   -1.7393    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.6262    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.6773    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735   -2.4035   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.0673   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -0.8078   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -0.0161   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1379   -0.3074    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201    0.3948    0.2101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    1.8064    0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    2.6151    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429    3.9781    1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6605    4.5518   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    3.7569   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    2.3765   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177   -4.0351    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -4.2049    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -3.0990    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -3.1984    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4863   -0.3722   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -1.2052   -1.3703 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1972   -1.6908   -1.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898   -0.5637   -0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.1525   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.1725   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    1.4535    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    2.1589    2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.1988    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -3.2272   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711   -1.4726   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752    0.2445   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559   -0.9518   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    1.0184   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    2.1780    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    4.6525    1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    5.6451   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428    4.2005   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    1.7460   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084   -4.8550    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338   -5.2077    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.5819   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933   -1.9806   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -1.0433   -2.2719 H   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 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  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  7 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28  3  1  0  0  0  0
 17  8  1  0  0  0  0
 23 18  1  0  0  0  0
 26  9  1  0  0  0  0
 16 10  2  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  0  0  0  0
 12 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 15 41  1  0  0  0  0
 19 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 44  1  0  0  0  0
 22 45  1  0  0  0  0
 23 46  1  0  0  0  0
 24 47  1  0  0  0  0
 25 48  1  0  0  0  0
 29 49  1  0  0  0  0
 29 50  1  0  0  0  0
 30 51  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    6.1344    0.1664   -0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -0.2453   -0.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.1693    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    1.0657    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    1.4477    1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.9065    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -0.0232    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -0.4536    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345   -1.7393    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.6262    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.6773    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735   -2.4035   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.0673   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -0.8078   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -0.0161   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1379   -0.3074    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201    0.3948    0.2101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    1.8064    0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    2.6151    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429    3.9781    1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6605    4.5518   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    3.7569   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    2.3765   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177   -4.0351    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -4.2049    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -3.0990    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -3.1984    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4863   -0.3722   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -1.2052   -1.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972   -1.6908   -1.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898   -0.5637   -0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.1525   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.1725   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    1.4535    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    2.1589    2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.1988    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -3.2272   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711   -1.4726   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752    0.2445   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559   -0.9518   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    1.0184   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    2.1780    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    4.6525    1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    5.6451   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428    4.2005   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    1.7460   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084   -4.8550    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338   -5.2077    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.5819   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933   -1.9806   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -1.0433   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  7 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
 17  8  1  0
 23 18  1  0
 26  9  1  0
 16 10  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 29 49  1  0
 29 50  1  0
 30 51  1  0
M  END


  Mrv1652306242120163D          

 51 55  0  0  0  0            999 V2000
    6.1344    0.1664   -0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -0.2453   -0.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.1693    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    1.0657    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    1.4477    1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.9065    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -0.0232    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -0.4536    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345   -1.7393    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.6262    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.6773    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735   -2.4035   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.0673   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -0.8078   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -0.0161   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1379   -0.3074    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201    0.3948    0.2101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    1.8064    0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    2.6151    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429    3.9781    1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6605    4.5518   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    3.7569   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    2.3765   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177   -4.0351    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -4.2049    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -3.0990    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -3.1984    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4863   -0.3722   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -1.2052   -1.3703 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1972   -1.6908   -1.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898   -0.5637   -0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.1525   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.1725   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    1.4535    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    2.1589    2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.1988    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -3.2272   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711   -1.4726   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752    0.2445   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559   -0.9518   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    1.0184   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    2.1780    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    4.6525    1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    5.6451   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428    4.2005   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    1.7460   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084   -4.8550    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338   -5.2077    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.5819   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933   -1.9806   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -1.0433   -2.2719 H   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 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  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  7 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28  3  1  0  0  0  0
 17  8  1  0  0  0  0
 23 18  1  0  0  0  0
 26  9  1  0  0  0  0
 16 10  2  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  0  0  0  0
 12 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 15 41  1  0  0  0  0
 19 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 44  1  0  0  0  0
 22 45  1  0  0  0  0
 23 46  1  0  0  0  0
 24 47  1  0  0  0  0
 25 48  1  0  0  0  0
 29 49  1  0  0  0  0
 29 50  1  0  0  0  0
 30 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0019451

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1=C(C([H])=C([H])C([H])=C1OC([H])([H])[H])C1=C2C3=C(C([H])=C(C([H])=C3C([H])=C([H])C2=O)C([H])([H])[H])N1C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H21NO3/c1-16-13-17-11-12-22(29)25-24(17)21(14-16)27(18-7-4-3-5-8-18)26(25)19-9-6-10-23(30-2)20(19)15-28/h3-14,28H,15H2,1-2H3

> <INCHI_KEY>
UQPMSQOXCBIZLA-UHFFFAOYSA-N

> <FORMULA>
C26H21NO3

> <MOLECULAR_WEIGHT>
395.458

> <EXACT_MASS>
395.15214354

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
44.1403158154401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-2-phenyl-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,6,8,10-pentaen-5-one

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
5.053102842333333

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.88743209398421

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.791844175422408

> <JCHEM_PKA_STRONGEST_BASIC>
-2.871821059164538

> <JCHEM_POLAR_SURFACE_AREA>
51.46

> <JCHEM_REFRACTIVITY>
130.2331

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-2-phenyl-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,6,8,10-pentaen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    6.1344    0.1664   -0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -0.2453   -0.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.1693    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    1.0657    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    1.4477    1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.9065    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -0.0232    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -0.4536    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345   -1.7393    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.6262    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.6773    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735   -2.4035   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.0673   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -0.8078   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -0.0161   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1379   -0.3074    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201    0.3948    0.2101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    1.8064    0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    2.6151    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429    3.9781    1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6605    4.5518   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    3.7569   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    2.3765   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177   -4.0351    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -4.2049    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -3.0990    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -3.1984    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4863   -0.3722   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -1.2052   -1.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972   -1.6908   -1.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898   -0.5637   -0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.1525   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.1725   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    1.4535    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    2.1589    2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.1988    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -3.2272   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711   -1.4726   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752    0.2445   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559   -0.9518   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    1.0184   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    2.1780    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    4.6525    1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    5.6451   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428    4.2005   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    1.7460   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084   -4.8550    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338   -5.2077    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.5819   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933   -1.9806   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -1.0433   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  7 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
 17  8  1  0
 23 18  1  0
 26  9  1  0
 16 10  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 29 49  1  0
 29 50  1  0
 30 51  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       6.134   0.166  -0.630  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.813  -0.245  -0.722  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.775   0.169   0.087  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.949   1.066   1.103  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874   1.448   1.884  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.641   0.907   1.617  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.419  -0.023   0.581  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.050  -0.454   0.453  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.435  -1.739   0.417  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.786  -1.626   0.148  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.637  -2.677   0.048  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.974  -2.404  -0.203  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.369  -1.067  -0.338  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.806  -0.808  -0.606  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.479  -0.016  -0.229  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.138  -0.307   0.023  0.00  0.00           C+0
HETATM   17  N   UNK     0      -1.020   0.395   0.210  0.00  0.00           N+0
HETATM   18  C   UNK     0      -0.922   1.806   0.171  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.474   2.615   1.125  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.343   3.978   1.029  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.661   4.552  -0.021  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.096   3.757  -0.995  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.242   2.377  -0.876  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.118  -4.035   0.236  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.813  -4.205   0.504  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.122  -3.099   0.616  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.328  -3.198   0.864  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.486  -0.372  -0.170  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.387  -1.205  -1.370  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.197  -1.691  -1.757  0.00  0.00           O+0
HETATM   31  H   UNK     0       6.790  -0.564  -0.076  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.319   1.153  -0.206  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.555   0.173  -1.669  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.949   1.454   1.264  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.064   2.159   2.669  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.817   1.199   2.214  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.648  -3.227  -0.283  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.471  -1.473  -0.017  0.00  0.00           H+0
HETATM   39  H   UNK     0      -6.075   0.245  -0.312  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.056  -0.952  -1.678  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.769   1.018  -0.331  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.024   2.178   1.973  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.781   4.652   1.790  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.570   5.645  -0.076  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.443   4.200  -1.824  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.205   1.746  -1.649  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.808  -4.855   0.153  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.434  -5.208   0.643  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.780  -0.582  -2.244  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.193  -1.981  -1.270  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.657  -1.043  -2.272  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6   35                                                  
CONECT    6    5    7   36                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   37                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   38   39   40                                             
CONECT   15   13   16   41                                                  
CONECT   16   15   17   10                                                  
CONECT   17   16   18    8                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20   42                                                  
CONECT   20   19   21   43                                                  
CONECT   21   20   22   44                                                  
CONECT   22   21   23   45                                                  
CONECT   23   22   18   46                                                  
CONECT   24   11   25   47                                                  
CONECT   25   24   26   48                                                  
CONECT   26   25   27    9                                                  
CONECT   27   26                                                            
CONECT   28    7   29    3                                                  
CONECT   29   28   30   49   50                                             
CONECT   30   29   51                                                       
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    6                                                            
CONECT   37   12                                                            
CONECT   38   14                                                            
CONECT   39   14                                                            
CONECT   40   14                                                            
CONECT   41   15                                                            
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   22                                                            
CONECT   46   23                                                            
CONECT   47   24                                                            
CONECT   48   25                                                            
CONECT   49   29                                                            
CONECT   50   29                                                            
CONECT   51   30                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  110    0
END

RDKit          3D

51 55  0  0  0  0  0  0  0  0999 V2000
    6.1344    0.1664   -0.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128   -0.2453   -0.7215 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7746    0.1693    0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    1.0657    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737    1.4477    1.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    0.9065    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -0.0232    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -0.4536    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345   -1.7393    0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7859   -1.6262    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6370   -2.6773    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735   -2.4035   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3693   -1.0673   -0.3377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8058   -0.8078   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -0.0161   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1379   -0.3074    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201    0.3948    0.2101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    1.8064    0.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    2.6151    1.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429    3.9781    1.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6605    4.5518   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0963    3.7569   -0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421    2.3765   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177   -4.0351    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -4.2049    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -3.0990    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -3.1984    0.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4863   -0.3722   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872   -1.2052   -1.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972   -1.6908   -1.7566 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898   -0.5637   -0.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.1525   -0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    0.1725   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9489    1.4535    1.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639    2.1589    2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167    1.1988    2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6478   -3.2272   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4711   -1.4726   -0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0752    0.2445   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559   -0.9518   -1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7694    1.0184   -0.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    2.1780    1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7810    4.6525    1.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5696    5.6451   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4428    4.2005   -1.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    1.7460   -1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8084   -4.8550    0.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4338   -5.2077    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -0.5819   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933   -1.9806   -1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6567   -1.0433   -2.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
  7 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
 17  8  1  0
 23 18  1  0
 26  9  1  0
 16 10  2  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
 12 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 29 49  1  0
 29 50  1  0
 30 51  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₆H₂₁NO₃

Average Mass

395.4580 Da

Monoisotopic Mass

395.15214 Da

IUPAC Name

3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-2-phenyl-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,6,8,10-pentaen-5-one

Traditional Name

3-[2-(hydroxymethyl)-3-methoxyphenyl]-10-methyl-2-phenyl-2-azatricyclo[6.3.1.0^{4,12}]dodeca-1(12),3,6,8,10-pentaen-5-one

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(C2=C3C4=C(C=C(C)C=C4C=CC3=O)N2C2=CC=CC=C2)=C1CO

InChI Identifier

InChI=1S/C26H21NO3/c1-16-13-17-11-12-22(29)25-24(17)21(14-16)27(18-7-4-3-5-8-18)26(25)19-9-6-10-23(30-2)20(19)15-28/h3-14,28H,15H2,1-2H3

InChI Key

UQPMSQOXCBIZLA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Streptomyces	NPAtlas	30924671

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-phenylindoles. These are indoles substituted at the 2-position with a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

2-phenylindoles

Alternative Parents

Substituents

2-phenylindole
1-phenylpyrrole
2-phenylpyrrole
Naphthalene
Isoindolone
Isoindole or derivatives
Phenoxy compound
Methoxybenzene
Aryl ketone
Phenol ether
Benzyl alcohol
Anisole
Alkyl aryl ether
Benzenoid
Substituted pyrrole
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Pyrrole
Ketone
Azacycle
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
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	4.4	ALOGPS
logP	5.05	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	14.79	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	130.23 m³·mol⁻¹	ChemAxon
Polarizability	44.14 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA026765

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

73930361

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146683184

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu T, Jin J, Yang X, Song J, Yu J, Geng T, Zhang Z, Ma X, Wang G, Xiao H, Ge Y, Sun X, Xing B, Ma X, Chi C, Kuang Y, Ye M, Wang H, Zhang Y, Yang D, Ma M: Discovery of a Phenylamine-Incorporated Angucyclinone from Marine Streptomyces sp. PKU-MA00218 and Generation of Derivatives with Phenylamine Analogues. Org Lett. 2019 Apr 19;21(8):2813-2817. doi: 10.1021/acs.orglett.9b00800. Epub 2019 Mar 29. [PubMed:30924671 ]
Zhang Y, Cheema MT, Ponomareva LV, Ye Q, Liu T, Sajid I, Rohr J, She QB, Voss SR, Thorson JS, Shaaban KA: Himalaquinones A-G, Angucyclinone-Derived Metabolites Produced by the Himalayan Isolate Streptomyces sp. PU-MM59. J Nat Prod. 2021 Jul 23;84(7):1930-1940. doi: 10.1021/acs.jnatprod.1c00192. Epub 2021 Jun 25. [PubMed:34170698 ]
Xiao H, Wang G, Wang Z, Kuang Y, Song J, Jin J, Ye M, Yang D, Ma M: Generation of Unusual Aromatic Polyketides by Incorporation of Phenylamine Analogues into a C-Ring-Cleaved Angucyclinone. Molecules. 2021 Mar 31;26(7). pii: molecules26071959. doi: 10.3390/molecules26071959. [PubMed:33807235 ]
Yang C, Huang C, Fang C, Zhang L, Chen S, Zhang Q, Zhang C, Zhang W: Inactivation of Flavoenzyme-Encoding Gene flsO1 in Fluostatin Biosynthesis Leads to Diversified Angucyclinone Derivatives. J Org Chem. 2021 Aug 20;86(16):11019-11028. doi: 10.1021/acs.joc.0c02517. Epub 2021 Feb 3. [PubMed:33534573 ]
Huang C, Yang C, Zhang W, Zhang L, Zhu Y, Zhang C: Discovery of an Unexpected 1,4-Oxazepine-Linked seco-Fluostatin Heterodimer by Inactivation of the Oxidoreductase-Encoding Gene flsP. J Nat Prod. 2021 Aug 12. doi: 10.1021/acs.jnatprod.1c00461. [PubMed:34384027 ]
Sakai K, Takao R, Koshino H, Futamura Y, Osada H, Takahashi S: 6,9-Dihydroxytetrangulol, a novel angucyclinone antibiotic accumulated in kiqO gene disruptant in the biosynthesis of kinanthraquinone. J Antibiot (Tokyo). 2021 Jul 7. pii: 10.1038/s41429-021-00442-1. doi: 10.1038/s41429-021-00442-1. [PubMed:34234285 ]
Zhang J, Duan Y, Zhu X, Yan X: [Novel angucycline/angucyclinone family of natural products discovered between 2010 and 2020]. Sheng Wu Gong Cheng Xue Bao. 2021 Jun 25;37(6):2147-2165. doi: 10.13345/j.cjb.210033. [PubMed:34227300 ]
Zhou B, Ji YY, Zhang HJ, Shen L: Gephyyamycin and cysrabelomycin, two new angucyclinone derivatives from the Streptomyces sp. HN-A124. Nat Prod Res. 2021 Jul;35(13):2117-2122. doi: 10.1080/14786419.2019.1660336. Epub 2019 Sep 6. [PubMed:34190022 ]
Kuhl M, Ruckert C, Glaser L, Beganovic S, Luzhetskyy A, Kalinowski J, Wittmann C: Microparticles enhance the formation of seven major classes of natural products in native and metabolically engineered actinobacteria through accelerated morphological development. Biotechnol Bioeng. 2021 Aug;118(8):3076-3093. doi: 10.1002/bit.27818. Epub 2021 May 25. [PubMed:33974270 ]

Showing NP-Card for Angucyclinone (NP0019451)

MOL for NP0019451 (Angucyclinone)

3D MOL for NP0019451 (Angucyclinone)

3D SDF for NP0019451 (Angucyclinone)

3D-SDF for NP0019451 (Angucyclinone)

PDB for NP0019451 (Angucyclinone)

3D PDB for NP0019451 (Angucyclinone)

SMILES for NP0019451 (Angucyclinone)

INCHI for NP0019451 (Angucyclinone)

Structure for NP0019451 (Angucyclinone)

3D Structure for NP0019451 (Angucyclinone)