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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:25:07 UTC

Update Date

2021-09-26 23:06:16 UTC

HMDB ID

HMDB0253196

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bisbenzimide

Description

2'-(4-ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-2,5'-bibenzimidazole, also known as hoe 33342 or bisbenzimide, belongs to the class of organic compounds known as phenylbenzimidazoles. Phenylbenzimidazoles are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group. Based on a literature review very few articles have been published on 2'-(4-ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-2,5'-bibenzimidazole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bisbenzimide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bisbenzimide 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

  Mrv0541 05041405272D          

 34 39  0  0  0  0            999 V2000
   -5.6457   -3.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878   -0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3196   -0.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -2.2295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  4  2  0  0  0  0
 18  5  1  0  0  0  0
 19  6  1  0  0  0  0
 19 16  2  0  0  0  0
 20  7  1  0  0  0  0
 20 17  2  0  0  0  0
 21  8  2  0  0  0  0
 21  9  1  0  0  0  0
 22 10  1  0  0  0  0
 23 11  1  0  0  0  0
 24 16  1  0  0  0  0
 24 22  2  0  0  0  0
 25 17  1  0  0  0  0
 25 23  2  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 22  1  0  0  0  0
 28 26  1  0  0  0  0
 29 23  1  0  0  0  0
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 31 25  1  0  0  0  0
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 32  2  1  0  0  0  0
 32 12  1  0  0  0  0
 32 13  1  0  0  0  0
 33 14  1  0  0  0  0
 33 15  1  0  0  0  0
 33 20  1  0  0  0  0
 34  3  1  0  0  0  0
 34 21  1  0  0  0  0
M  END

HMDB0253196
     RDKit          3D
Bisbenzimide
 62 67  0  0  0  0  0  0  0  0999 V2000
   10.9363    0.3109    2.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3001    0.7428    1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6246    0.0286    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2542   -0.0256    0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3461    0.6312    0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9818    0.5415    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819   -0.2208   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0416   -0.3274   -0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436    0.2315    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -0.1026   -0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307    0.2123   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -0.2940   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956    0.0338   -0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.8270    0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6189    0.9384    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    1.6043    1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8919    1.5063    1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3960    0.7504    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673    0.6390   -0.1584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2720   -0.2997   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7477   -0.5722   -0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0997   -0.6438    0.4492 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5457   -0.7114    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6347    0.4209    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7472    1.4260    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4615    0.0845   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1024    0.1723   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226   -0.3689   -1.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.1152   -1.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -1.4361   -2.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -0.9269   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.0452   -1.5850 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3893   -0.8663   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7525   -0.7799   -0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8352   -0.0663    3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1207   -0.4491    2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5671    1.1887    3.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1466    1.8383    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3941    0.5191    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7003    1.2317    1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2636    1.0516    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243    0.8660    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1248    2.2056    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976    2.0649    1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1774    0.1962   -2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6914   -1.2345   -1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3908    0.1345   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9395   -1.5846   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9968    0.2317    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8084   -0.8576    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9747   -1.5386   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0460    0.0690    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4945    1.0548    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3871    2.0111   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3749    2.1110    1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8238   -0.5111   -1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0620   -0.9958   -1.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238   -1.5104   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3528   -2.0834   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -1.6080   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0567   -1.4853   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4552   -1.2986   -1.5628 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
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 22 23  1  0
 22 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 27 28  1  0
 12 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
  7 33  1  0
 33 34  2  0
 34  4  1  0
 32  8  1  0
 31 10  1  0
 28 13  1  0
 27 15  1  0
 25 19  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  5 40  1  0
  6 41  1  0
 11 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
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 25 54  1  0
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 26 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 32 60  1  0
 33 61  1  0
 34 62  1  0
M  END

  Mrv0541 05041405272D          

 34 39  0  0  0  0            999 V2000
   -5.6457   -3.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -3.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878   -0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0733   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9871    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3196   -0.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312   -2.2295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 18  4  2  0  0  0  0
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 21  9  1  0  0  0  0
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 23 11  1  0  0  0  0
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 24 22  2  0  0  0  0
 25 17  1  0  0  0  0
 25 23  2  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 22  1  0  0  0  0
 28 26  1  0  0  0  0
 29 23  1  0  0  0  0
 29 27  2  0  0  0  0
 30 24  1  0  0  0  0
 30 26  2  0  0  0  0
 31 25  1  0  0  0  0
 31 27  1  0  0  0  0
 32  2  1  0  0  0  0
 32 12  1  0  0  0  0
 32 13  1  0  0  0  0
 33 14  1  0  0  0  0
 33 15  1  0  0  0  0
 33 20  1  0  0  0  0
 34  3  1  0  0  0  0
 34 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253196

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC=C(C=C1)C1=NC2=C(N1)C=CC(=C2)C1=NC2=C(N1)C=C(C=C2)N1CCN(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C27H28N6O/c1-3-34-21-8-4-18(5-9-21)26-28-22-10-6-19(16-24(22)30-26)27-29-23-11-7-20(17-25(23)31-27)33-14-12-32(2)13-15-33/h4-11,16-17H,3,12-15H2,1-2H3,(H,28,30)(H,29,31)

> <INCHI_KEY>
PRDFBSVERLRRMY-UHFFFAOYSA-N

> <FORMULA>
C27H28N6O

> <MOLECULAR_WEIGHT>
452.5508

> <EXACT_MASS>
452.232459548

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
54.52063959640846

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-ethoxyphenyl)-5-[6-(4-methylpiperazin-1-yl)-1H-1,3-benzodiazol-2-yl]-1H-1,3-benzodiazole

> <ALOGPS_LOGP>
4.85

> <JCHEM_LOGP>
4.749602807333333

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.127486858458695

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.23605472554408

> <JCHEM_PKA_STRONGEST_BASIC>
7.8743089299352444

> <JCHEM_POLAR_SURFACE_AREA>
73.07000000000001

> <JCHEM_REFRACTIVITY>
155.7727

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hoechst 33342

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253196
     RDKit          3D
Bisbenzimide
 62 67  0  0  0  0  0  0  0  0999 V2000
   10.9363    0.3109    2.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3001    0.7428    1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6246    0.0286    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2542   -0.0256    0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3461    0.6312    0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9818    0.5415    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819   -0.2208   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0416   -0.3274   -0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436    0.2315    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -0.1026   -0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307    0.2123   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -0.2940   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956    0.0338   -0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.8270    0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6189    0.9384    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    1.6043    1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8919    1.5063    1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3960    0.7504    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673    0.6390   -0.1584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2720   -0.2997   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7477   -0.5722   -0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0997   -0.6438    0.4492 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5457   -0.7114    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6347    0.4209    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7472    1.4260    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4615    0.0845   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1024    0.1723   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226   -0.3689   -1.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.1152   -1.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -1.4361   -2.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -0.9269   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.0452   -1.5850 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3893   -0.8663   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7525   -0.7799   -0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8352   -0.0663    3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1207   -0.4491    2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5671    1.1887    3.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1466    1.8383    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3941    0.5191    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7003    1.2317    1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2636    1.0516    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243    0.8660    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1248    2.2056    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976    2.0649    1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1774    0.1962   -2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6914   -1.2345   -1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3908    0.1345   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9395   -1.5846   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9968    0.2317    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8084   -0.8576    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9747   -1.5386   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0460    0.0690    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4945    1.0548    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3871    2.0111   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3749    2.1110    1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8238   -0.5111   -1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0620   -0.9958   -1.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238   -1.5104   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3528   -2.0834   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -1.6080   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0567   -1.4853   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4552   -1.2986   -1.5628 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 27 28  1  0
 12 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
  7 33  1  0
 33 34  2  0
 34  4  1  0
 32  8  1  0
 31 10  1  0
 28 13  1  0
 27 15  1  0
 25 19  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  5 40  1  0
  6 41  1  0
 11 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 32 60  1  0
 33 61  1  0
 34 62  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   32                                                            
CONECT    3    1   34                                                       
CONECT    4    8   18                                                       
CONECT    5    9   18                                                       
CONECT    6   10   19                                                       
CONECT    7   11   20                                                       
CONECT    8    4   21                                                       
CONECT    9    5   21                                                       
CONECT   10    6   22                                                       
CONECT   11    7   23                                                       
CONECT   12   14   32                                                       
CONECT   13   15   32                                                       
CONECT   14   12   33                                                       
CONECT   15   13   33                                                       
CONECT   16   19   24                                                       
CONECT   17   20   25                                                       
CONECT   18    4    5   26                                                  
CONECT   19    6   16   27                                                  
CONECT   20    7   17   33                                                  
CONECT   21    8    9   34                                                  
CONECT   22   10   24   28                                                  
CONECT   23   11   25   29                                                  
CONECT   24   16   22   30                                                  
CONECT   25   17   23   31                                                  
CONECT   26   18   28   30                                                  
CONECT   27   19   29   31                                                  
CONECT   28   22   26                                                       
CONECT   29   23   27                                                       
CONECT   30   24   26                                                       
CONECT   31   25   27                                                       
CONECT   32    2   12   13                                                  
CONECT   33   14   15   20                                                  
CONECT   34    3   21                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

COMPND    HMDB0253196
HETATM    1  C1  UNL     1      10.936   0.311   2.663  1.00  0.00           C  
HETATM    2  C2  UNL     1      11.300   0.743   1.276  1.00  0.00           C  
HETATM    3  O1  UNL     1      10.625   0.029   0.278  1.00  0.00           O  
HETATM    4  C3  UNL     1       9.254  -0.026   0.107  1.00  0.00           C  
HETATM    5  C4  UNL     1       8.346   0.631   0.910  1.00  0.00           C  
HETATM    6  C5  UNL     1       6.982   0.542   0.692  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.482  -0.221  -0.352  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.042  -0.327  -0.597  1.00  0.00           C  
HETATM    9  N1  UNL     1       4.044   0.231   0.069  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.851  -0.103  -0.457  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.531   0.212  -0.135  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.485  -0.294  -0.877  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.896   0.034  -0.541  1.00  0.00           C  
HETATM   14  N2  UNL     1      -1.278   0.827   0.473  1.00  0.00           N  
HETATM   15  C12 UNL     1      -2.619   0.938   0.527  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.512   1.604   1.340  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.892   1.506   1.117  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.396   0.750   0.090  1.00  0.00           C  
HETATM   19  N3  UNL     1      -6.767   0.639  -0.158  1.00  0.00           N  
HETATM   20  C16 UNL     1      -7.272  -0.300  -1.151  1.00  0.00           C  
HETATM   21  C17 UNL     1      -8.748  -0.572  -0.932  1.00  0.00           C  
HETATM   22  N4  UNL     1      -9.100  -0.644   0.449  1.00  0.00           N  
HETATM   23  C18 UNL     1     -10.546  -0.711   0.552  1.00  0.00           C  
HETATM   24  C19 UNL     1      -8.635   0.421   1.277  1.00  0.00           C  
HETATM   25  C20 UNL     1      -7.747   1.426   0.522  1.00  0.00           C  
HETATM   26  C21 UNL     1      -4.462   0.084  -0.720  1.00  0.00           C  
HETATM   27  C22 UNL     1      -3.102   0.172  -0.511  1.00  0.00           C  
HETATM   28  N5  UNL     1      -2.023  -0.369  -1.147  1.00  0.00           N  
HETATM   29  C23 UNL     1       0.801  -1.115  -1.939  1.00  0.00           C  
HETATM   30  C24 UNL     1       2.103  -1.436  -2.270  1.00  0.00           C  
HETATM   31  C25 UNL     1       3.141  -0.927  -1.525  1.00  0.00           C  
HETATM   32  N6  UNL     1       4.483  -1.045  -1.585  1.00  0.00           N  
HETATM   33  C26 UNL     1       7.389  -0.866  -1.141  1.00  0.00           C  
HETATM   34  C27 UNL     1       8.752  -0.780  -0.927  1.00  0.00           C  
HETATM   35  H1  UNL     1      11.835  -0.066   3.218  1.00  0.00           H  
HETATM   36  H2  UNL     1      10.121  -0.449   2.678  1.00  0.00           H  
HETATM   37  H3  UNL     1      10.567   1.189   3.224  1.00  0.00           H  
HETATM   38  H4  UNL     1      11.147   1.838   1.186  1.00  0.00           H  
HETATM   39  H5  UNL     1      12.394   0.519   1.127  1.00  0.00           H  
HETATM   40  H6  UNL     1       8.700   1.232   1.728  1.00  0.00           H  
HETATM   41  H7  UNL     1       6.264   1.052   1.315  1.00  0.00           H  
HETATM   42  H8  UNL     1       1.324   0.866   0.713  1.00  0.00           H  
HETATM   43  H9  UNL     1      -3.125   2.206   2.155  1.00  0.00           H  
HETATM   44  H10 UNL     1      -5.498   2.065   1.813  1.00  0.00           H  
HETATM   45  H11 UNL     1      -7.177   0.196  -2.139  1.00  0.00           H  
HETATM   46  H12 UNL     1      -6.691  -1.235  -1.194  1.00  0.00           H  
HETATM   47  H13 UNL     1      -9.391   0.134  -1.500  1.00  0.00           H  
HETATM   48  H14 UNL     1      -8.940  -1.585  -1.375  1.00  0.00           H  
HETATM   49  H15 UNL     1     -10.997   0.232   0.180  1.00  0.00           H  
HETATM   50  H16 UNL     1     -10.808  -0.858   1.628  1.00  0.00           H  
HETATM   51  H17 UNL     1     -10.975  -1.539  -0.052  1.00  0.00           H  
HETATM   52  H18 UNL     1      -8.046   0.069   2.131  1.00  0.00           H  
HETATM   53  H19 UNL     1      -9.494   1.055   1.645  1.00  0.00           H  
HETATM   54  H20 UNL     1      -8.387   2.011  -0.196  1.00  0.00           H  
HETATM   55  H21 UNL     1      -7.375   2.111   1.297  1.00  0.00           H  
HETATM   56  H22 UNL     1      -4.824  -0.511  -1.527  1.00  0.00           H  
HETATM   57  H23 UNL     1      -2.062  -0.996  -1.973  1.00  0.00           H  
HETATM   58  H24 UNL     1      -0.024  -1.510  -2.518  1.00  0.00           H  
HETATM   59  H25 UNL     1       2.353  -2.083  -3.107  1.00  0.00           H  
HETATM   60  H26 UNL     1       5.043  -1.608  -2.288  1.00  0.00           H  
HETATM   61  H27 UNL     1       7.057  -1.485  -1.983  1.00  0.00           H  
HETATM   62  H28 UNL     1       9.455  -1.299  -1.563  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4
CONECT    4    5    5   34
CONECT    5    6   40
CONECT    6    7    7   41
CONECT    7    8   33
CONECT    8    9    9   32
CONECT    9   10
CONECT   10   11   11   31
CONECT   11   12   42
CONECT   12   13   29   29
CONECT   13   14   14   28
CONECT   14   15
CONECT   15   16   16   27
CONECT   16   17   43
CONECT   17   18   18   44
CONECT   18   19   26
CONECT   19   20   25
CONECT   20   21   45   46
CONECT   21   22   47   48
CONECT   22   23   24
CONECT   23   49   50   51
CONECT   24   25   52   53
CONECT   25   54   55
CONECT   26   27   27   56
CONECT   27   28
CONECT   28   57
CONECT   29   30   58
CONECT   30   31   31   59
CONECT   31   32
CONECT   32   60
CONECT   33   34   34   61
CONECT   34   62
END

HMDB0253196
     RDKit          3D
Bisbenzimide
 62 67  0  0  0  0  0  0  0  0999 V2000
   10.9363    0.3109    2.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3001    0.7428    1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6246    0.0286    0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2542   -0.0256    0.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3461    0.6312    0.9097 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9818    0.5415    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819   -0.2208   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0416   -0.3274   -0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436    0.2315    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -0.1026   -0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307    0.2123   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -0.2940   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956    0.0338   -0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.8270    0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6189    0.9384    0.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    1.6043    1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8919    1.5063    1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3960    0.7504    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7673    0.6390   -0.1584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2720   -0.2997   -1.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7477   -0.5722   -0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0997   -0.6438    0.4492 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5457   -0.7114    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6347    0.4209    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7472    1.4260    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4615    0.0845   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1024    0.1723   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226   -0.3689   -1.1472 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.1152   -1.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -1.4361   -2.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1411   -0.9269   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4832   -1.0452   -1.5850 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3893   -0.8663   -1.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7525   -0.7799   -0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8352   -0.0663    3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1207   -0.4491    2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5671    1.1887    3.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1466    1.8383    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3941    0.5191    1.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7003    1.2317    1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2636    1.0516    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3243    0.8660    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1248    2.2056    2.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4976    2.0649    1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1774    0.1962   -2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6914   -1.2345   -1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3908    0.1345   -1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9395   -1.5846   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9968    0.2317    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8084   -0.8576    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9747   -1.5386   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0460    0.0690    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4945    1.0548    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3871    2.0111   -0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3749    2.1110    1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8238   -0.5111   -1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0620   -0.9958   -1.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0238   -1.5104   -2.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3528   -2.0834   -3.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0428   -1.6080   -2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0567   -1.4853   -1.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4552   -1.2986   -1.5628 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 18 26  1  0
 26 27  2  0
 27 28  1  0
 12 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
  7 33  1  0
 33 34  2  0
 34  4  1  0
 32  8  1  0
 31 10  1  0
 28 13  1  0
 27 15  1  0
 25 19  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  5 40  1  0
  6 41  1  0
 11 42  1  0
 16 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  0
 32 60  1  0
 33 61  1  0
 34 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2'-(4-Ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bi-1H-benzimidazole	ChEBI
2'-(4-ETHOXYPHENYL)-5-(4-methyl-1-piperazinyl)-2,5'-bi-benzimidazole	ChEBI
2'-(p-Ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-2,5'-bibenzimidazole	ChEBI
Bisbenzimide	ChEBI
Hoe 33342	ChEBI
Hoechst 33342	ChEBI
Bisbenzimide H 33342	MeSH
Hoechst33342	MeSH
Bisbenzimide ethoxide trihydrochloride	MeSH
2,5'-Bi-1H-benzimidazole, 2'-(4-ethoxyphenyl)-5-(4-methyl-1-piperazinyl)-, trihydrochloride	MeSH

Chemical Formula

C₂₇H₂₈N₆O

Average Molecular Weight

452.5508

Monoisotopic Molecular Weight

452.232459548

IUPAC Name

2-(4-ethoxyphenyl)-5-[6-(4-methylpiperazin-1-yl)-1H-1,3-benzodiazol-2-yl]-1H-1,3-benzodiazole

Traditional Name

hoechst 33342

CAS Registry Number

Not Available

SMILES

CCOC1=CC=C(C=C1)C1=NC2=C(N1)C=CC(=C2)C1=NC2=C(N1)C=C(C=C2)N1CCN(C)CC1

InChI Identifier

InChI=1S/C27H28N6O/c1-3-34-21-8-4-18(5-9-21)26-28-22-10-6-19(16-24(22)30-26)27-29-23-11-7-20(17-25(23)31-27)33-14-12-32(2)13-15-33/h4-11,16-17H,3,12-15H2,1-2H3,(H,28,30)(H,29,31)

InChI Key

PRDFBSVERLRRMY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbenzimidazoles. Phenylbenzimidazoles are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Phenylbenzimidazoles

Direct Parent

Phenylbenzimidazoles

Alternative Parents

Substituents

Phenylbenzimidazole
N-arylpiperazine
2-phenylimidazole
Phenol ether
Phenoxy compound
Tertiary aliphatic/aromatic amine
Dialkylarylamine
N-alkylpiperazine
N-methylpiperazine
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Azole
Heteroaromatic compound
Imidazole
Tertiary aliphatic amine
Tertiary amine
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-methylpiperazine (CHEBI:51232 )
bibenzimidazole (CHEBI:51232 )
a small molecule (CPD0-1939 )

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	4.85	ALOGPS
logP	4.75	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	11.24	ChemAxon
pKa (Strongest Basic)	7.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	73.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	155.77 m³·mol⁻¹	ChemAxon
Polarizability	54.52 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	210.437	30932474
DeepCCS	[M-H]-	208.042	30932474
DeepCCS	[M-2H]-	240.927	30932474
DeepCCS	[M+Na]+	216.35	30932474
AllCCS	[M+H]+	215.3	32859911
AllCCS	[M+H-H2O]+	213.3	32859911
AllCCS	[M+NH4]+	217.1	32859911
AllCCS	[M+Na]+	217.6	32859911
AllCCS	[M-H]-	200.8	32859911
AllCCS	[M+Na-2H]-	200.4	32859911
AllCCS	[M+HCOO]-	200.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bisbenzimide	CCOC1=CC=C(C=C1)C1=NC2=C(N1)C=CC(=C2)C1=NC2=C(N1)C=C(C=C2)N1CCN(C)CC1	5314.9	Standard polar	33892256
Bisbenzimide	CCOC1=CC=C(C=C1)C1=NC2=C(N1)C=CC(=C2)C1=NC2=C(N1)C=C(C=C2)N1CCN(C)CC1	4073.5	Standard non polar	33892256
Bisbenzimide	CCOC1=CC=C(C=C1)C1=NC2=C(N1)C=CC(=C2)C1=NC2=C(N1)C=C(C=C2)N1CCN(C)CC1	5161.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bisbenzimide,1TMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5[NH]4)=CC=C3N2[Si](C)(C)C)C=C1	4593.0	Semi standard non polar	33892256
Bisbenzimide,1TMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5[NH]4)=CC=C3N2[Si](C)(C)C)C=C1	4277.9	Standard non polar	33892256
Bisbenzimide,1TMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5[NH]4)=CC=C3N2[Si](C)(C)C)C=C1	5300.7	Standard polar	33892256
Bisbenzimide,1TMS,isomer #2	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C)=CC=C3[NH]2)C=C1	4616.3	Semi standard non polar	33892256
Bisbenzimide,1TMS,isomer #2	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C)=CC=C3[NH]2)C=C1	4309.7	Standard non polar	33892256
Bisbenzimide,1TMS,isomer #2	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C)=CC=C3[NH]2)C=C1	5275.5	Standard polar	33892256
Bisbenzimide,2TMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C)=CC=C3N2[Si](C)(C)C)C=C1	4565.7	Semi standard non polar	33892256
Bisbenzimide,2TMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C)=CC=C3N2[Si](C)(C)C)C=C1	4112.8	Standard non polar	33892256
Bisbenzimide,2TMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C)=CC=C3N2[Si](C)(C)C)C=C1	5041.5	Standard polar	33892256
Bisbenzimide,1TBDMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5[NH]4)=CC=C3N2[Si](C)(C)C(C)(C)C)C=C1	4772.0	Semi standard non polar	33892256
Bisbenzimide,1TBDMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5[NH]4)=CC=C3N2[Si](C)(C)C(C)(C)C)C=C1	4487.5	Standard non polar	33892256
Bisbenzimide,1TBDMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5[NH]4)=CC=C3N2[Si](C)(C)C(C)(C)C)C=C1	5328.6	Standard polar	33892256
Bisbenzimide,1TBDMS,isomer #2	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C(C)(C)C)=CC=C3[NH]2)C=C1	4795.8	Semi standard non polar	33892256
Bisbenzimide,1TBDMS,isomer #2	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C(C)(C)C)=CC=C3[NH]2)C=C1	4528.9	Standard non polar	33892256
Bisbenzimide,1TBDMS,isomer #2	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C(C)(C)C)=CC=C3[NH]2)C=C1	5305.4	Standard polar	33892256
Bisbenzimide,2TBDMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C(C)(C)C)=CC=C3N2[Si](C)(C)C(C)(C)C)C=C1	4865.6	Semi standard non polar	33892256
Bisbenzimide,2TBDMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C(C)(C)C)=CC=C3N2[Si](C)(C)C(C)(C)C)C=C1	4518.7	Standard non polar	33892256
Bisbenzimide,2TBDMS,isomer #1	CCOC1=CC=C(C2=NC3=CC(C4=NC5=CC=C(N6CCN(C)CC6)C=C5N4[Si](C)(C)C(C)(C)C)=CC=C3N2[Si](C)(C)C(C)(C)C)C=C1	5092.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bisbenzimide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-1508900000-af72506068119704cf9d	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bisbenzimide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisbenzimide 10V, Positive-QTOF	splash10-0udi-0000900000-f7bb590465053013e6e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisbenzimide 20V, Positive-QTOF	splash10-0udi-0000900000-855895db3c8bac69ce03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisbenzimide 40V, Positive-QTOF	splash10-0ab9-4009400000-73818ac2fe7f1019378c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisbenzimide 10V, Negative-QTOF	splash10-0udi-0000900000-286dded6172655e77872	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisbenzimide 20V, Negative-QTOF	splash10-0udi-0000900000-511d439d81e30a4b2c78	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bisbenzimide 40V, Negative-QTOF	splash10-0l6r-0009500000-21d80b8a9643b386025c	2021-10-12	Wishart Lab	View Spectrum

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

1420

KEGG Compound ID

C11189

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

51232

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 Bisbenzimide (HMDB0253196)

MOL for HMDB0253196 (Bisbenzimide)

3D MOL for HMDB0253196 (Bisbenzimide)

3D SDF for HMDB0253196 (Bisbenzimide)

3D-SDF for HMDB0253196 (Bisbenzimide)

PDB for HMDB0253196 (Bisbenzimide)

3D PDB for HMDB0253196 (Bisbenzimide)

SMILES for HMDB0253196 (Bisbenzimide)

INCHI for HMDB0253196 (Bisbenzimide)

Structure for HMDB0253196 (Bisbenzimide)

3D Structure for HMDB0253196 (Bisbenzimide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra