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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:46:35 UTC

Update Date

2021-09-26 23:00:01 UTC

HMDB ID

HMDB0249271

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bisnafide

Description

Bisnafide belongs to the class of organic compounds known as nitronaphthalenes. These are polycyclic aromatic compounds containing a naphthalene moiety substituted by one or more nitro groups. Based on a literature review very few articles have been published on Bisnafide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bisnafide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bisnafide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652309112105462D          

 46 51  0  0  0  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  5  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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  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
 18 23  1  0  0  0  0
 14 23  1  0  0  0  0
 22 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 32 41  1  0  0  0  0
 40 42  1  0  0  0  0
 29 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
M  CHG  4  26   1  28  -1  44   1  46  -1
M  END

HMDB0249271
     RDKit          3D
Bisnafide
 74 79  0  0  0  0  0  0  0  0999 V2000
    2.3065    3.4877   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205    2.2337   -1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4644    1.6311   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463    0.4483   -2.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216   -0.2571   -3.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -0.9226   -2.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729   -0.0636   -1.6092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    0.8092   -2.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6067    1.6856   -1.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5427    2.6305   -2.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691    0.9463   -0.4105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    1.0569    0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090    1.8082    1.4261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055    0.2922    1.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6515    0.4062    3.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871   -0.3053    4.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3962   -1.1496    3.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6522   -1.2659    2.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535   -2.1010    2.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9534   -2.2544    0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9945   -3.1256    0.3200 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.2256   -3.2321   -0.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7540   -3.8520    1.1959 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.2045   -1.5345   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1822   -0.6770    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9159   -0.5538    1.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4222    0.0622   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287   -0.1085   -1.9912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    1.3066   -0.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8608    0.7176    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6814    1.0258    1.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -0.2145    1.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280   -0.7901    2.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519   -1.6774    3.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1448   -2.0203    3.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -1.4461    1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9838   -1.7860    1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5691   -1.2391    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8910   -1.5673    0.1238 N   0  0  0  0  0  4  0  0  0  0  0  0
    9.3817   -1.0577   -0.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6517   -2.4374    0.8563 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.8136   -0.3623   -0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247   -0.0067    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -0.5636    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7806    0.9229   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3362    1.4035   -1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8123    4.1830   -1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    3.9842   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820    3.2243    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    2.5371   -2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0631    2.4132   -2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784    1.4189   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6439    0.6354   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    0.3628   -4.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -1.0827   -3.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2439   -1.7834   -1.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9413   -1.3973   -3.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -0.5361   -0.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.2576   -3.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    1.4841   -2.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537    2.3010   -0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.0363   -1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0026    3.5148   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    2.1145   -2.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572    1.0708    3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2112   -0.2375    5.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9997   -1.7279    4.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2510   -2.6759    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4313   -1.6474   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -0.5159    2.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -2.1114    4.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7344   -2.7159    3.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5608   -2.4804    2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2820    0.0711   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
  2 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 38 42  2  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  2  0
 27 11  1  0
 45 29  1  0
 26 14  1  0
 44 32  1  0
 26 18  1  0
 44 36  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  8 59  1  0
  8 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 10 64  1  0
 15 65  1  0
 16 66  1  0
 17 67  1  0
 19 68  1  0
 24 69  1  0
 33 70  1  0
 34 71  1  0
 35 72  1  0
 37 73  1  0
 42 74  1  0
M  CHG  4  21   1  23  -1  39   1  41  -1
M  END

  Mrv1652309112105462D          

 46 51  0  0  0  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   13.5749    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    0.0000    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  5  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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  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
 18 23  1  0  0  0  0
 14 23  1  0  0  0  0
 22 24  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 32 41  1  0  0  0  0
 40 42  1  0  0  0  0
 29 42  1  0  0  0  0
 42 43  2  0  0  0  0
 38 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
M  CHG  4  26   1  28  -1  44   1  46  -1
M  END
> <DATABASE_ID>
HMDB0249271

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CNCCNCC(C)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H28N6O8/c1-17(35-29(39)23-7-3-5-19-11-21(37(43)44)13-25(27(19)23)31(35)41)15-33-9-10-34-16-18(2)36-30(40)24-8-4-6-20-12-22(38(45)46)14-26(28(20)24)32(36)42/h3-8,11-14,17-18,33-34H,9-10,15-16H2,1-2H3

> <INCHI_KEY>
PXBZKHOQHTVCSQ-UHFFFAOYSA-N

> <FORMULA>
C32H28N6O8

> <MOLECULAR_WEIGHT>
624.61

> <EXACT_MASS>
624.196861886

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
63.16036431998094

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-nitro-3-[1-({2-[(2-{11-nitro-2,4-dioxo-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-3-yl}propyl)amino]ethyl}amino)propan-2-yl]-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
3.6259383760000006

> <ALOGPS_LOGS>
-5.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.283902820551146

> <JCHEM_POLAR_SURFACE_AREA>
185.1

> <JCHEM_REFRACTIVITY>
166.28179999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-nitro-3-[1-({2-[(2-{11-nitro-2,4-dioxo-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-3-yl}propyl)amino]ethyl}amino)propan-2-yl]-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249271
     RDKit          3D
Bisnafide
 74 79  0  0  0  0  0  0  0  0999 V2000
    2.3065    3.4877   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205    2.2337   -1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4644    1.6311   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463    0.4483   -2.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216   -0.2571   -3.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -0.9226   -2.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729   -0.0636   -1.6092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    0.8092   -2.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6067    1.6856   -1.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5427    2.6305   -2.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691    0.9463   -0.4105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    1.0569    0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090    1.8082    1.4261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055    0.2922    1.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6515    0.4062    3.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871   -0.3053    4.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3962   -1.1496    3.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6522   -1.2659    2.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535   -2.1010    2.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9534   -2.2544    0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9945   -3.1256    0.3200 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.2256   -3.2321   -0.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7540   -3.8520    1.1959 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.2045   -1.5345   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1822   -0.6770    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9159   -0.5538    1.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4222    0.0622   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287   -0.1085   -1.9912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    1.3066   -0.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8608    0.7176    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6814    1.0258    1.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -0.2145    1.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280   -0.7901    2.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519   -1.6774    3.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1448   -2.0203    3.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -1.4461    1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9838   -1.7860    1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5691   -1.2391    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8910   -1.5673    0.1238 N   0  0  0  0  0  4  0  0  0  0  0  0
    9.3817   -1.0577   -0.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6517   -2.4374    0.8563 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.8136   -0.3623   -0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247   -0.0067    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -0.5636    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7806    0.9229   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3362    1.4035   -1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8123    4.1830   -1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    3.9842   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820    3.2243    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    2.5371   -2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0631    2.4132   -2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784    1.4189   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6439    0.6354   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    0.3628   -4.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -1.0827   -3.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2439   -1.7834   -1.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9413   -1.3973   -3.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -0.5361   -0.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.2576   -3.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    1.4841   -2.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537    2.3010   -0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.0363   -1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0026    3.5148   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    2.1145   -2.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572    1.0708    3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2112   -0.2375    5.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9997   -1.7279    4.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2510   -2.6759    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4313   -1.6474   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -0.5159    2.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -2.1114    4.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7344   -2.7159    3.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5608   -2.4804    2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2820    0.0711   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
  2 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 38 42  2  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  2  0
 27 11  1  0
 45 29  1  0
 26 14  1  0
 44 32  1  0
 26 18  1  0
 44 36  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  8 59  1  0
  8 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 10 64  1  0
 15 65  1  0
 16 66  1  0
 17 67  1  0
 19 68  1  0
 24 69  1  0
 33 70  1  0
 34 71  1  0
 35 72  1  0
 37 73  1  0
 42 74  1  0
M  CHG  4  21   1  23  -1  39   1  41  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       9.336   2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      13.337   1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      17.338   2.310   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.004   4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.672   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.005   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.339   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.339   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.673   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.339   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.005   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.005   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.672   1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      18.672   0.000   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      24.006   1.540   0.000  0.00  0.00           N+1
HETATM   27  O   UNK     0      25.340   2.310   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      24.006   0.000   0.000  0.00  0.00           O-1
HETATM   29  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   44  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+1
HETATM   45  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   24                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   18   14                                                  
CONECT   24   22   11   25                                                  
CONECT   25   24                                                            
CONECT   26   20   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    2   30   42                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   41                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   44                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40   36   32                                                  
CONECT   42   40   29   43                                                  
CONECT   43   42                                                            
CONECT   44   38   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

COMPND    HMDB0249271
HETATM    1  C1  UNL     1       2.306   3.488  -0.553  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.721   2.234  -1.286  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.464   1.631  -1.913  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.846   0.448  -2.605  1.00  0.00           N  
HETATM    5  C4  UNL     1       0.822  -0.257  -3.292  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.212  -0.923  -2.454  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.973  -0.064  -1.609  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.844   0.809  -2.331  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.607   1.686  -1.368  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.543   2.630  -2.078  1.00  0.00           C  
HETATM   11  N3  UNL     1      -3.369   0.946  -0.410  1.00  0.00           N  
HETATM   12  C9  UNL     1      -3.115   1.057   0.984  1.00  0.00           C  
HETATM   13  O1  UNL     1      -2.209   1.808   1.426  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.905   0.292   1.972  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.652   0.406   3.322  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.387  -0.305   4.247  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.396  -1.150   3.845  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.652  -1.266   2.500  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.654  -2.101   2.075  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.953  -2.254   0.728  1.00  0.00           C  
HETATM   21  N4  UNL     1      -7.994  -3.126   0.320  1.00  0.00           N1+
HETATM   22  O2  UNL     1      -8.226  -3.232  -0.897  1.00  0.00           O  
HETATM   23  O3  UNL     1      -8.754  -3.852   1.196  1.00  0.00           O1-
HETATM   24  C17 UNL     1      -6.204  -1.535  -0.156  1.00  0.00           C  
HETATM   25  C18 UNL     1      -5.182  -0.677   0.212  1.00  0.00           C  
HETATM   26  C19 UNL     1      -4.916  -0.554   1.576  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.422   0.062  -0.789  1.00  0.00           C  
HETATM   28  O4  UNL     1      -4.729  -0.109  -1.991  1.00  0.00           O  
HETATM   29  N5  UNL     1       3.430   1.307  -0.449  1.00  0.00           N  
HETATM   30  C21 UNL     1       2.861   0.718   0.723  1.00  0.00           C  
HETATM   31  O5  UNL     1       1.681   1.026   1.033  1.00  0.00           O  
HETATM   32  C22 UNL     1       3.656  -0.215   1.517  1.00  0.00           C  
HETATM   33  C23 UNL     1       3.128  -0.790   2.646  1.00  0.00           C  
HETATM   34  C24 UNL     1       3.852  -1.677   3.424  1.00  0.00           C  
HETATM   35  C25 UNL     1       5.145  -2.020   3.092  1.00  0.00           C  
HETATM   36  C26 UNL     1       5.687  -1.446   1.956  1.00  0.00           C  
HETATM   37  C27 UNL     1       6.984  -1.786   1.618  1.00  0.00           C  
HETATM   38  C28 UNL     1       7.569  -1.239   0.494  1.00  0.00           C  
HETATM   39  N6  UNL     1       8.891  -1.567   0.124  1.00  0.00           N1+
HETATM   40  O6  UNL     1       9.382  -1.058  -0.890  1.00  0.00           O  
HETATM   41  O7  UNL     1       9.652  -2.437   0.856  1.00  0.00           O1-
HETATM   42  C29 UNL     1       6.814  -0.362  -0.250  1.00  0.00           C  
HETATM   43  C30 UNL     1       5.525  -0.007   0.061  1.00  0.00           C  
HETATM   44  C31 UNL     1       4.954  -0.564   1.190  1.00  0.00           C  
HETATM   45  C32 UNL     1       4.781   0.923  -0.762  1.00  0.00           C  
HETATM   46  O8  UNL     1       5.336   1.404  -1.774  1.00  0.00           O  
HETATM   47  H1  UNL     1       1.812   4.183  -1.235  1.00  0.00           H  
HETATM   48  H2  UNL     1       3.168   3.984  -0.090  1.00  0.00           H  
HETATM   49  H3  UNL     1       1.582   3.224   0.249  1.00  0.00           H  
HETATM   50  H4  UNL     1       3.396   2.537  -2.125  1.00  0.00           H  
HETATM   51  H5  UNL     1       1.063   2.413  -2.595  1.00  0.00           H  
HETATM   52  H6  UNL     1       0.778   1.419  -1.079  1.00  0.00           H  
HETATM   53  H7  UNL     1       2.644   0.635  -3.239  1.00  0.00           H  
HETATM   54  H8  UNL     1       0.353   0.363  -4.103  1.00  0.00           H  
HETATM   55  H9  UNL     1       1.337  -1.083  -3.868  1.00  0.00           H  
HETATM   56  H10 UNL     1       0.244  -1.783  -1.924  1.00  0.00           H  
HETATM   57  H11 UNL     1      -0.941  -1.397  -3.175  1.00  0.00           H  
HETATM   58  H12 UNL     1      -1.384  -0.536  -0.800  1.00  0.00           H  
HETATM   59  H13 UNL     1      -2.508   0.258  -3.024  1.00  0.00           H  
HETATM   60  H14 UNL     1      -1.226   1.484  -2.957  1.00  0.00           H  
HETATM   61  H15 UNL     1      -1.854   2.301  -0.833  1.00  0.00           H  
HETATM   62  H16 UNL     1      -4.313   3.036  -1.393  1.00  0.00           H  
HETATM   63  H17 UNL     1      -3.003   3.515  -2.497  1.00  0.00           H  
HETATM   64  H18 UNL     1      -4.096   2.115  -2.890  1.00  0.00           H  
HETATM   65  H19 UNL     1      -2.857   1.071   3.653  1.00  0.00           H  
HETATM   66  H20 UNL     1      -4.211  -0.237   5.317  1.00  0.00           H  
HETATM   67  H21 UNL     1      -6.000  -1.728   4.533  1.00  0.00           H  
HETATM   68  H22 UNL     1      -7.251  -2.676   2.779  1.00  0.00           H  
HETATM   69  H23 UNL     1      -6.431  -1.647  -1.220  1.00  0.00           H  
HETATM   70  H24 UNL     1       2.111  -0.516   2.902  1.00  0.00           H  
HETATM   71  H25 UNL     1       3.423  -2.111   4.297  1.00  0.00           H  
HETATM   72  H26 UNL     1       5.734  -2.716   3.688  1.00  0.00           H  
HETATM   73  H27 UNL     1       7.561  -2.480   2.221  1.00  0.00           H  
HETATM   74  H28 UNL     1       7.282   0.071  -1.142  1.00  0.00           H  
CONECT    1    2   47   48   49
CONECT    2    3   29   50
CONECT    3    4   51   52
CONECT    4    5   53
CONECT    5    6   54   55
CONECT    6    7   56   57
CONECT    7    8   58
CONECT    8    9   59   60
CONECT    9   10   11   61
CONECT   10   62   63   64
CONECT   11   12   27
CONECT   12   13   13   14
CONECT   14   15   15   26
CONECT   15   16   65
CONECT   16   17   17   66
CONECT   17   18   67
CONECT   18   19   19   26
CONECT   19   20   68
CONECT   20   21   24   24
CONECT   21   22   22   23
CONECT   24   25   69
CONECT   25   26   26   27
CONECT   27   28   28
CONECT   29   30   45
CONECT   30   31   31   32
CONECT   32   33   33   44
CONECT   33   34   70
CONECT   34   35   35   71
CONECT   35   36   72
CONECT   36   37   37   44
CONECT   37   38   73
CONECT   38   39   42   42
CONECT   39   40   40   41
CONECT   42   43   74
CONECT   43   44   44   45
CONECT   45   46   46
END

HMDB0249271
     RDKit          3D
Bisnafide
 74 79  0  0  0  0  0  0  0  0999 V2000
    2.3065    3.4877   -0.5530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7205    2.2337   -1.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4644    1.6311   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8463    0.4483   -2.6052 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8216   -0.2571   -3.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -0.9226   -2.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729   -0.0636   -1.6092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8439    0.8092   -2.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6067    1.6856   -1.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5427    2.6305   -2.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691    0.9463   -0.4105 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    1.0569    0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090    1.8082    1.4261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9055    0.2922    1.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6515    0.4062    3.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3871   -0.3053    4.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3962   -1.1496    3.8446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6522   -1.2659    2.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535   -2.1010    2.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9534   -2.2544    0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9945   -3.1256    0.3200 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.2256   -3.2321   -0.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7540   -3.8520    1.1959 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.2045   -1.5345   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1822   -0.6770    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9159   -0.5538    1.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4222    0.0622   -0.7892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287   -0.1085   -1.9912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    1.3066   -0.4486 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8608    0.7176    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6814    1.0258    1.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -0.2145    1.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280   -0.7901    2.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519   -1.6774    3.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1448   -2.0203    3.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866   -1.4461    1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9838   -1.7860    1.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5691   -1.2391    0.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8910   -1.5673    0.1238 N   0  0  0  0  0  4  0  0  0  0  0  0
    9.3817   -1.0577   -0.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6517   -2.4374    0.8563 O   0  0  0  0  0  1  0  0  0  0  0  0
    6.8136   -0.3623   -0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247   -0.0067    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -0.5636    1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7806    0.9229   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3362    1.4035   -1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8123    4.1830   -1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1678    3.9842   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5820    3.2243    0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    2.5371   -2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0631    2.4132   -2.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784    1.4189   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6439    0.6354   -3.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3532    0.3628   -4.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -1.0827   -3.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2439   -1.7834   -1.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9413   -1.3973   -3.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3841   -0.5361   -0.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5083    0.2576   -3.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    1.4841   -2.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537    2.3010   -0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3130    3.0363   -1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0026    3.5148   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    2.1145   -2.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572    1.0708    3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2112   -0.2375    5.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9997   -1.7279    4.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2510   -2.6759    2.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4313   -1.6474   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1106   -0.5159    2.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4231   -2.1114    4.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7344   -2.7159    3.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5608   -2.4804    2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2820    0.0711   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
  2 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 38 42  2  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  2  0
 27 11  1  0
 45 29  1  0
 26 14  1  0
 44 32  1  0
 26 18  1  0
 44 36  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  8 59  1  0
  8 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 10 64  1  0
 15 65  1  0
 16 66  1  0
 17 67  1  0
 19 68  1  0
 24 69  1  0
 33 70  1  0
 34 71  1  0
 35 72  1  0
 37 73  1  0
 42 74  1  0
M  CHG  4  21   1  23  -1  39   1  41  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₂H₂₈N₆O₈

Average Molecular Weight

624.61

Monoisotopic Molecular Weight

624.196861886

IUPAC Name

11-nitro-3-[1-({2-[(2-{11-nitro-2,4-dioxo-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaen-3-yl}propyl)amino]ethyl}amino)propan-2-yl]-3-azatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(CNCCNCC(C)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O

InChI Identifier

InChI=1S/C32H28N6O8/c1-17(35-29(39)23-7-3-5-19-11-21(37(43)44)13-25(27(19)23)31(35)41)15-33-9-10-34-16-18(2)36-30(40)24-8-4-6-20-12-22(38(45)46)14-26(28(20)24)32(36)42/h3-8,11-14,17-18,33-34H,9-10,15-16H2,1-2H3

InChI Key

PXBZKHOQHTVCSQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitronaphthalenes. These are polycyclic aromatic compounds containing a naphthalene moiety substituted by one or more nitro groups.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

2-nitronaphthalene
Isoquinolone
Nitroaromatic compound
Carboxylic acid imide, n-substituted
Carboxylic acid imide
Amino acid or derivatives
C-nitro compound
Organic nitro compound
Carboxylic acid derivative
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Organic oxoazanium
Secondary amine
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.68	ALOGPS
logP	3.63	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	9.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	185.1 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	166.28 m³·mol⁻¹	ChemAxon
Polarizability	63.16 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	257.2	30932474
DeepCCS	[M+Na]+	231.259	30932474
AllCCS	[M+H]+	240.4	32859911
AllCCS	[M+H-H2O]+	239.5	32859911
AllCCS	[M+NH4]+	241.3	32859911
AllCCS	[M+Na]+	241.5	32859911
AllCCS	[M-H]-	220.5	32859911
AllCCS	[M+Na-2H]-	222.1	32859911
AllCCS	[M+HCOO]-	224.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisnafide	CC(CNCCNCC(C)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O	6962.5	Standard polar	33892256
Bisnafide	CC(CNCCNCC(C)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O	4840.8	Standard non polar	33892256
Bisnafide	CC(CNCCNCC(C)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O)N1C(=O)C2=CC=CC3=CC(=CC(C1=O)=C23)[N+]([O-])=O	5605.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bisnafide,1TMS,isomer #1	CC(CNCCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5123.9	Semi standard non polar	33892256
Bisnafide,1TMS,isomer #1	CC(CNCCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5427.3	Standard non polar	33892256
Bisnafide,1TMS,isomer #1	CC(CNCCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	7309.7	Standard polar	33892256
Bisnafide,2TMS,isomer #1	CC(CN(CCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C)[Si](C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5084.8	Semi standard non polar	33892256
Bisnafide,2TMS,isomer #1	CC(CN(CCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C)[Si](C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5418.4	Standard non polar	33892256
Bisnafide,2TMS,isomer #1	CC(CN(CCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C)[Si](C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	6987.5	Standard polar	33892256
Bisnafide,1TBDMS,isomer #1	CC(CNCCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C(C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5336.4	Semi standard non polar	33892256
Bisnafide,1TBDMS,isomer #1	CC(CNCCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C(C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5620.8	Standard non polar	33892256
Bisnafide,1TBDMS,isomer #1	CC(CNCCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C(C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	7229.5	Standard polar	33892256
Bisnafide,2TBDMS,isomer #1	CC(CN(CCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5576.0	Semi standard non polar	33892256
Bisnafide,2TBDMS,isomer #1	CC(CN(CCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	5770.7	Standard non polar	33892256
Bisnafide,2TBDMS,isomer #1	CC(CN(CCN(CC(C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N1C(=O)C2=CC=CC3=CC([N+](=O)[O-])=CC(=C23)C1=O	6858.0	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10618561

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19378226

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Bisnafide (HMDB0249271)

MOL for HMDB0249271 (Bisnafide)

3D MOL for HMDB0249271 (Bisnafide)

3D SDF for HMDB0249271 (Bisnafide)

3D-SDF for HMDB0249271 (Bisnafide)

PDB for HMDB0249271 (Bisnafide)

3D PDB for HMDB0249271 (Bisnafide)

SMILES for HMDB0249271 (Bisnafide)

INCHI for HMDB0249271 (Bisnafide)

Structure for HMDB0249271 (Bisnafide)

3D Structure for HMDB0249271 (Bisnafide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized