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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:47:26 UTC

Update Date

2021-09-26 23:00:02 UTC

HMDB ID

HMDB0249285

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bizelesin

Description

1,3-bis({2-[1-(chloromethyl)-5-hydroxy-8-methyl-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carbonyl]-1H-indol-5-yl})urea belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. 1,3-bis({2-[1-(chloromethyl)-5-hydroxy-8-methyl-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carbonyl]-1H-indol-5-yl})urea is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Bizelesin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bizelesin 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

  Mrv1533004261512442D          

 58 67  0  0  0  0            999 V2000
  -11.0613   -8.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4738   -8.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2943   -7.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4658   -7.1102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7513   -6.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5798   -5.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1929   -5.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7952   -5.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1821   -6.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3616   -6.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0260   -6.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6391   -7.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5529   -8.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2203   -8.7127    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -10.3536   -6.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1382   -7.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9491   -5.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3616   -4.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1241   -5.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6392   -4.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8546   -4.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1401   -4.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4256   -4.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7111   -4.5622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7111   -3.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4256   -3.3247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967   -3.3247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967   -2.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7111   -2.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7111   -1.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967   -0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252   -0.0427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047    0.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691   -0.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -1.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822   -2.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5922    0.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0047    1.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7672    0.7580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    0.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976    0.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698   -0.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9235    0.1962    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976    1.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    1.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538    2.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8407    2.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0122    3.5914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0561    2.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    2.9420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    2.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9359    1.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3484    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155    1.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4256   -5.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1401   -6.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8546   -5.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6392   -6.0546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
  2 16  1  0  0  0  0
  5 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 35 36  2  0  0  0  0
 28 36  1  0  0  0  0
 33 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 44 54  2  0  0  0  0
 49 54  1  0  0  0  0
 23 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  2  0  0  0  0
 21 57  1  0  0  0  0
 57 58  1  0  0  0  0
 19 58  1  0  0  0  0
M  END

HMDB0249285
     RDKit          3D
Bizelesin
 94103  0  0  0  0  0  0  0  0999 V2000
   13.7822    1.9592    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4347    0.5446    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3646   -0.4856    0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7847   -1.6568    0.4349 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4845   -1.4140    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4790   -2.2893   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7208   -3.6439   -0.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2458   -1.7501   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9850   -0.4027   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0011    0.4752   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2465   -0.0589    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4999    1.8493   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3938    2.4014    1.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2671    1.3664    2.2846 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0374    1.7258   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7798    0.3243   -0.7384 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5586   -0.2367   -1.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5153   -1.5044   -1.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3048    0.4504   -1.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0977   -0.1543   -1.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    0.7901   -1.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    0.7300   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0007    1.9007   -1.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5555    1.7959   -1.7795 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    0.8216   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409    0.2612   -0.2207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818    0.5150   -0.5269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    0.2195   -0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4055    1.1547   -0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327    0.9648   -0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2140   -0.1569    0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4812   -0.5818    0.3235 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4321   -1.7496    0.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5514   -2.5490    1.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2785   -3.7011    2.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8651   -2.1855    1.4542 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0325   -3.1346    1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6137   -2.5662    0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3116   -3.4877   -0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7748   -2.8735   -2.2002 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -10.8157   -1.2124    0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5653   -0.9380    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2741    0.3228    1.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1852    1.3484    1.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8847    2.6217    2.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3890    1.0572    1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4906    1.8457    0.7969 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4805    1.1572    0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0243   -0.1679    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8875   -1.2556   -0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7538   -0.1994    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036   -2.0787    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -1.0833    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9045    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    3.0795   -1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9916    3.1650   -1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124    1.9884   -1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0434    1.7434   -1.2173 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2119    2.6598    0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8431    2.1155    0.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6870    2.2256    1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3986   -0.3803    0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2028   -2.6039    0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9846   -4.3108   -0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4807   -2.4844   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9893    2.5456   -0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3319    2.5586    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8809    3.4058    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8797    2.3074   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649    2.0547    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911   -1.2212   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544   -0.1950   -2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    2.3771   -2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7246   -0.2463    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0003    2.0494   -1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4496    1.7075   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3071   -0.0407    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6537   -4.1130    1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6682   -2.9301    2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5938   -2.4341   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1590   -4.0729   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6194   -4.3612   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2885    0.5099    2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9932    2.8259    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4918    2.8575    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4590    1.5218   -0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9978   -1.2431   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9386   -1.0097   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7102   -2.2462   -0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7148   -2.9611    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -1.6525    0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024    3.9818   -1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    4.0954   -1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6688    2.5504   -1.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
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M  END

  Mrv1533004261512442D          

 58 67  0  0  0  0            999 V2000
  -11.0613   -8.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4738   -8.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.7513   -6.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5798   -5.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1929   -5.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4976    0.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
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  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
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  2 16  1  0  0  0  0
  5 16  1  0  0  0  0
 10 17  1  0  0  0  0
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 28 36  1  0  0  0  0
 33 37  1  0  0  0  0
 37 38  2  0  0  0  0
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 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
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 19 58  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249285

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CNC2=C(O)C=C3N(CC(CCl)C3=C12)C(=O)C1=CC2=CC(NC(=O)NC3=CC=C4NC(=CC4=C3)C(=O)N3CC(CCl)C4=C5C(C)=CNC5=C(O)C=C34)=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C43H36Cl2N8O5/c1-19-15-46-39-33(54)11-31-37(35(19)39)23(13-44)17-52(31)41(56)29-9-21-7-25(3-5-27(21)50-29)48-43(58)49-26-4-6-28-22(8-26)10-30(51-28)42(57)53-18-24(14-45)38-32(53)12-34(55)40-36(38)20(2)16-47-40/h3-12,15-16,23-24,46-47,50-51,54-55H,13-14,17-18H2,1-2H3,(H2,48,49,58)

> <INCHI_KEY>
FONKWHRXTPJODV-UHFFFAOYSA-N

> <FORMULA>
C43H36Cl2N8O5

> <MOLECULAR_WEIGHT>
815.71

> <EXACT_MASS>
814.2185717

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
86.70150202708558

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-bis({2-[1-(chloromethyl)-5-hydroxy-8-methyl-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carbonyl]-1H-indol-5-yl})urea

> <ALOGPS_LOGP>
5.62

> <JCHEM_LOGP>
6.413981862333332

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.043549091780791

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.443185986588738

> <JCHEM_PKA_STRONGEST_BASIC>
-6.286749890269189

> <JCHEM_POLAR_SURFACE_AREA>
185.36999999999998

> <JCHEM_REFRACTIVITY>
226.82099999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-bis({2-[1-(chloromethyl)-5-hydroxy-8-methyl-1H,2H,6H-pyrrolo[3,2-e]indole-3-carbonyl]-1H-indol-5-yl})urea

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249285
     RDKit          3D
Bizelesin
 94103  0  0  0  0  0  0  0  0999 V2000
   13.7822    1.9592    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4347    0.5446    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3646   -0.4856    0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7847   -1.6568    0.4349 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4845   -1.4140    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4790   -2.2893   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7208   -3.6439   -0.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2458   -1.7501   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9850   -0.4027   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0011    0.4752   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2465   -0.0589    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4999    1.8493   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3938    2.4014    1.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2671    1.3664    2.2846 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0374    1.7258   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7798    0.3243   -0.7384 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5586   -0.2367   -1.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5153   -1.5044   -1.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3048    0.4504   -1.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0977   -0.1543   -1.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    0.7901   -1.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0007    1.9007   -1.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5555    1.7959   -1.7795 N   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.7748   -2.8735   -2.2002 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  -11.3890    1.0572    1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -13.0243   -0.1679    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8875   -1.2556   -0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7538   -0.1994    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036   -2.0787    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -1.0833    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9045    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    3.0795   -1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9916    3.1650   -1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124    1.9884   -1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0434    1.7434   -1.2173 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2119    2.6598    0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8431    2.1155    0.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6870    2.2256    1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3986   -0.3803    0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2028   -2.6039    0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9846   -4.3108   -0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4807   -2.4844   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9893    2.5456   -0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3319    2.5586    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8809    3.4058    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8797    2.3074   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649    2.0547    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911   -1.2212   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544   -0.1950   -2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    2.3771   -2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7246   -0.2463    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0003    2.0494   -1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4496    1.7075   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3071   -0.0407    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6537   -4.1130    1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6682   -2.9301    2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5938   -2.4341   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1590   -4.0729   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6194   -4.3612   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2885    0.5099    2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9932    2.8259    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4918    2.8575    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4590    1.5218   -0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9978   -1.2431   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9386   -1.0097   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7102   -2.2462   -0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7148   -2.9611    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -1.6525    0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024    3.9818   -1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    4.0954   -1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6688    2.5504   -1.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
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 47 48  1  0
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 49 51  1  0
 33 52  2  0
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 55 56  1  0
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 11  2  1  0
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 58 94  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0     -20.648 -16.273   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -21.418 -14.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -22.949 -14.779   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0     -23.269 -13.272   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0     -21.936 -12.502   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -21.616 -10.996   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -22.760  -9.966   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -20.151 -10.520   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -19.007 -11.551   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0     -17.475 -11.390   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0     -16.849 -12.797   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -17.993 -13.827   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -17.832 -15.359   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0     -19.078 -16.264   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0     -19.327 -13.057   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -20.791 -13.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -16.705 -10.056   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -17.475  -8.722   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -15.165 -10.056   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.260  -8.810   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -12.795  -9.286   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.462  -8.516   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.128  -9.286   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      -8.794  -8.516   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      -8.794  -6.976   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -10.128  -6.206   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      -7.460  -6.206   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      -7.460  -4.666   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.794  -3.896   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.794  -2.356   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.460  -1.586   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      -7.140  -0.080   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      -5.609   0.081   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.982  -1.326   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.127  -2.356   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.127  -3.896   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.839   1.415   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -5.609   2.749   0.000  0.00  0.00           O+0
HETATM   39  N   UNK     0      -3.299   1.415   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0      -2.394   0.169   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.929   0.645   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.317  -0.260   0.000  0.00  0.00           C+0
HETATM   43 Cl   UNK     0       1.724   0.366   0.000  0.00  0.00          Cl+0
HETATM   44  C   UNK     0      -0.929   2.185   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.394   2.661   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -2.714   4.167   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -1.569   5.198   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -1.889   6.704   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -0.105   4.722   0.000  0.00  0.00           C+0
HETATM   50  N   UNK     0       1.229   5.492   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0       2.373   4.461   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       1.747   3.054   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.517   1.721   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.216   3.215   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -10.128 -10.826   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -11.462 -11.596   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -12.795 -10.826   0.000  0.00  0.00           C+0
HETATM   58  N   UNK     0     -14.260 -11.302   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12    9   16                                                  
CONECT   16   15    2    5                                                  
CONECT   17   10   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   58                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   57                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   55                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   36                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   37                                                  
CONECT   34   33   35                                                       
CONECT   35   34   31   36                                                  
CONECT   36   35   28                                                       
CONECT   37   33   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   45                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41   45   54                                                  
CONECT   45   44   39   46                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   54                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   44   49                                                  
CONECT   55   23   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   21   58                                                  
CONECT   58   57   19                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  134    0
END

COMPND    HMDB0249285
HETATM    1  C1  UNL     1      13.782   1.959   0.693  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.435   0.545   0.526  1.00  0.00           C  
HETATM    3  C3  UNL     1      14.365  -0.486   0.681  1.00  0.00           C  
HETATM    4  N1  UNL     1      13.785  -1.657   0.435  1.00  0.00           N  
HETATM    5  C4  UNL     1      12.485  -1.414   0.121  1.00  0.00           C  
HETATM    6  C5  UNL     1      11.479  -2.289  -0.227  1.00  0.00           C  
HETATM    7  O1  UNL     1      11.721  -3.644  -0.279  1.00  0.00           O  
HETATM    8  C6  UNL     1      10.246  -1.750  -0.516  1.00  0.00           C  
HETATM    9  C7  UNL     1       9.985  -0.403  -0.470  1.00  0.00           C  
HETATM   10  C8  UNL     1      11.001   0.475  -0.116  1.00  0.00           C  
HETATM   11  C9  UNL     1      12.246  -0.059   0.173  1.00  0.00           C  
HETATM   12  C10 UNL     1      10.500   1.849  -0.086  1.00  0.00           C  
HETATM   13  C11 UNL     1      10.394   2.401   1.341  1.00  0.00           C  
HETATM   14 CL1  UNL     1       9.267   1.366   2.285  1.00  0.00          CL  
HETATM   15  C12 UNL     1       9.037   1.726  -0.549  1.00  0.00           C  
HETATM   16  N2  UNL     1       8.780   0.324  -0.738  1.00  0.00           N  
HETATM   17  C13 UNL     1       7.559  -0.237  -1.122  1.00  0.00           C  
HETATM   18  O2  UNL     1       7.515  -1.504  -1.318  1.00  0.00           O  
HETATM   19  C14 UNL     1       6.305   0.450  -1.326  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.098  -0.154  -1.615  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.107   0.790  -1.675  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.757   0.730  -1.872  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.001   1.901  -1.812  1.00  0.00           C  
HETATM   24  N3  UNL     1       0.555   1.796  -1.779  1.00  0.00           N  
HETATM   25  C19 UNL     1       0.107   0.822  -0.813  1.00  0.00           C  
HETATM   26  O3  UNL     1       1.141   0.261  -0.221  1.00  0.00           O  
HETATM   27  N4  UNL     1      -1.182   0.515  -0.527  1.00  0.00           N  
HETATM   28  C20 UNL     1      -2.418   0.219  -0.251  1.00  0.00           C  
HETATM   29  C21 UNL     1      -3.405   1.155  -0.725  1.00  0.00           C  
HETATM   30  C22 UNL     1      -4.733   0.965  -0.578  1.00  0.00           C  
HETATM   31  C23 UNL     1      -5.214  -0.157   0.046  1.00  0.00           C  
HETATM   32  N5  UNL     1      -6.481  -0.582   0.323  1.00  0.00           N  
HETATM   33  C24 UNL     1      -6.432  -1.750   0.964  1.00  0.00           C  
HETATM   34  C25 UNL     1      -7.551  -2.549   1.485  1.00  0.00           C  
HETATM   35  O4  UNL     1      -7.278  -3.701   2.019  1.00  0.00           O  
HETATM   36  N6  UNL     1      -8.865  -2.186   1.454  1.00  0.00           N  
HETATM   37  C26 UNL     1     -10.033  -3.135   1.526  1.00  0.00           C  
HETATM   38  C27 UNL     1     -10.614  -2.566   0.182  1.00  0.00           C  
HETATM   39  C28 UNL     1     -11.312  -3.488  -0.599  1.00  0.00           C  
HETATM   40 CL2  UNL     1     -11.775  -2.873  -2.200  1.00  0.00          CL  
HETATM   41  C29 UNL     1     -10.816  -1.212   0.639  1.00  0.00           C  
HETATM   42  C30 UNL     1      -9.565  -0.938   1.261  1.00  0.00           C  
HETATM   43  C31 UNL     1      -9.274   0.323   1.718  1.00  0.00           C  
HETATM   44  C32 UNL     1     -10.185   1.348   1.593  1.00  0.00           C  
HETATM   45  O5  UNL     1      -9.885   2.622   2.049  1.00  0.00           O  
HETATM   46  C33 UNL     1     -11.389   1.057   1.002  1.00  0.00           C  
HETATM   47  N7  UNL     1     -12.491   1.846   0.797  1.00  0.00           N  
HETATM   48  C34 UNL     1     -13.480   1.157   0.234  1.00  0.00           C  
HETATM   49  C35 UNL     1     -13.024  -0.168   0.048  1.00  0.00           C  
HETATM   50  C36 UNL     1     -13.887  -1.256  -0.469  1.00  0.00           C  
HETATM   51  C37 UNL     1     -11.754  -0.199   0.513  1.00  0.00           C  
HETATM   52  C38 UNL     1      -5.104  -2.079   1.095  1.00  0.00           C  
HETATM   53  C39 UNL     1      -4.326  -1.083   0.520  1.00  0.00           C  
HETATM   54  C40 UNL     1      -2.973  -0.904   0.378  1.00  0.00           C  
HETATM   55  C41 UNL     1       2.601   3.079  -1.571  1.00  0.00           C  
HETATM   56  C42 UNL     1       3.992   3.165  -1.365  1.00  0.00           C  
HETATM   57  C43 UNL     1       4.712   1.988  -1.423  1.00  0.00           C  
HETATM   58  N8  UNL     1       6.043   1.743  -1.217  1.00  0.00           N  
HETATM   59  H1  UNL     1      13.212   2.660   0.060  1.00  0.00           H  
HETATM   60  H2  UNL     1      14.843   2.116   0.443  1.00  0.00           H  
HETATM   61  H3  UNL     1      13.687   2.226   1.771  1.00  0.00           H  
HETATM   62  H4  UNL     1      15.399  -0.380   0.951  1.00  0.00           H  
HETATM   63  H5  UNL     1      14.203  -2.604   0.473  1.00  0.00           H  
HETATM   64  H6  UNL     1      10.985  -4.311  -0.531  1.00  0.00           H  
HETATM   65  H7  UNL     1       9.481  -2.484  -0.790  1.00  0.00           H  
HETATM   66  H8  UNL     1      10.989   2.546  -0.771  1.00  0.00           H  
HETATM   67  H9  UNL     1      11.332   2.559   1.833  1.00  0.00           H  
HETATM   68  H10 UNL     1       9.881   3.406   1.288  1.00  0.00           H  
HETATM   69  H11 UNL     1       8.880   2.307  -1.462  1.00  0.00           H  
HETATM   70  H12 UNL     1       8.365   2.055   0.284  1.00  0.00           H  
HETATM   71  H13 UNL     1       4.891  -1.221  -1.793  1.00  0.00           H  
HETATM   72  H14 UNL     1       2.254  -0.195  -2.085  1.00  0.00           H  
HETATM   73  H15 UNL     1       0.010   2.377  -2.389  1.00  0.00           H  
HETATM   74  H16 UNL     1      -0.725  -0.246   0.518  1.00  0.00           H  
HETATM   75  H17 UNL     1      -3.000   2.049  -1.218  1.00  0.00           H  
HETATM   76  H18 UNL     1      -5.450   1.707  -0.960  1.00  0.00           H  
HETATM   77  H19 UNL     1      -7.307  -0.041   0.028  1.00  0.00           H  
HETATM   78  H20 UNL     1      -9.654  -4.113   1.321  1.00  0.00           H  
HETATM   79  H21 UNL     1     -10.668  -2.930   2.360  1.00  0.00           H  
HETATM   80  H22 UNL     1      -9.594  -2.434  -0.403  1.00  0.00           H  
HETATM   81  H23 UNL     1     -12.159  -4.073  -0.133  1.00  0.00           H  
HETATM   82  H24 UNL     1     -10.619  -4.361  -0.863  1.00  0.00           H  
HETATM   83  H25 UNL     1      -8.289   0.510   2.176  1.00  0.00           H  
HETATM   84  H26 UNL     1      -8.993   2.826   2.496  1.00  0.00           H  
HETATM   85  H27 UNL     1     -12.492   2.858   1.075  1.00  0.00           H  
HETATM   86  H28 UNL     1     -14.459   1.522  -0.041  1.00  0.00           H  
HETATM   87  H29 UNL     1     -13.998  -1.243  -1.553  1.00  0.00           H  
HETATM   88  H30 UNL     1     -14.939  -1.010  -0.061  1.00  0.00           H  
HETATM   89  H31 UNL     1     -13.710  -2.246  -0.074  1.00  0.00           H  
HETATM   90  H32 UNL     1      -4.715  -2.961   1.561  1.00  0.00           H  
HETATM   91  H33 UNL     1      -2.320  -1.653   0.760  1.00  0.00           H  
HETATM   92  H34 UNL     1       2.002   3.982  -1.527  1.00  0.00           H  
HETATM   93  H35 UNL     1       4.455   4.095  -1.176  1.00  0.00           H  
HETATM   94  H36 UNL     1       6.669   2.550  -1.013  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3    3   11
CONECT    3    4   62
CONECT    4    5   63
CONECT    5    6    6   11
CONECT    6    7    8
CONECT    7   64
CONECT    8    9    9   65
CONECT    9   10   16
CONECT   10   11   11   12
CONECT   12   13   15   66
CONECT   13   14   67   68
CONECT   15   16   69   70
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   20   58
CONECT   20   21   71
CONECT   21   22   22   57
CONECT   22   23   72
CONECT   23   24   55   55
CONECT   24   25   73
CONECT   25   26   26   27
CONECT   27   28   74
CONECT   28   29   29   54
CONECT   29   30   75
CONECT   30   31   31   76
CONECT   31   32   53
CONECT   32   33   77
CONECT   33   34   52   52
CONECT   34   35   35   36
CONECT   36   37   42
CONECT   37   38   78   79
CONECT   38   39   41   80
CONECT   39   40   81   82
CONECT   41   42   42   51
CONECT   42   43
CONECT   43   44   44   83
CONECT   44   45   46
CONECT   45   84
CONECT   46   47   51   51
CONECT   47   48   85
CONECT   48   49   49   86
CONECT   49   50   51
CONECT   50   87   88   89
CONECT   52   53   90
CONECT   53   54   54
CONECT   54   91
CONECT   55   56   92
CONECT   56   57   57   93
CONECT   57   58
CONECT   58   94
END

HMDB0249285
     RDKit          3D
Bizelesin
 94103  0  0  0  0  0  0  0  0999 V2000
   13.7822    1.9592    0.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4347    0.5446    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3646   -0.4856    0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7847   -1.6568    0.4349 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4845   -1.4140    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4790   -2.2893   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7208   -3.6439   -0.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2458   -1.7501   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9850   -0.4027   -0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0011    0.4752   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2465   -0.0589    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4999    1.8493   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3938    2.4014    1.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2671    1.3664    2.2846 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0374    1.7258   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7798    0.3243   -0.7384 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5586   -0.2367   -1.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5153   -1.5044   -1.3177 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3048    0.4504   -1.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0977   -0.1543   -1.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    0.7901   -1.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    0.7300   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0007    1.9007   -1.8121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5555    1.7959   -1.7795 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1074    0.8216   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409    0.2612   -0.2207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1818    0.5150   -0.5269 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181    0.2195   -0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4055    1.1547   -0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7327    0.9648   -0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2140   -0.1569    0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4812   -0.5818    0.3235 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4321   -1.7496    0.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5514   -2.5490    1.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2785   -3.7011    2.0186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8651   -2.1855    1.4542 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0325   -3.1346    1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6137   -2.5662    0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3116   -3.4877   -0.5989 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7748   -2.8735   -2.2002 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -10.8157   -1.2124    0.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5653   -0.9380    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2741    0.3228    1.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1852    1.3484    1.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8847    2.6217    2.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3890    1.0572    1.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4906    1.8457    0.7969 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4805    1.1572    0.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0243   -0.1679    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8875   -1.2556   -0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7538   -0.1994    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036   -2.0787    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -1.0833    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9045    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    3.0795   -1.5714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9916    3.1650   -1.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124    1.9884   -1.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0434    1.7434   -1.2173 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2119    2.6598    0.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8431    2.1155    0.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6870    2.2256    1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3986   -0.3803    0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2028   -2.6039    0.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9846   -4.3108   -0.5314 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4807   -2.4844   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9893    2.5456   -0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3319    2.5586    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8809    3.4058    1.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8797    2.3074   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649    2.0547    0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911   -1.2212   -1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544   -0.1950   -2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    2.3771   -2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7246   -0.2463    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0003    2.0494   -1.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4496    1.7075   -0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3071   -0.0407    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6537   -4.1130    1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6682   -2.9301    2.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5938   -2.4341   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1590   -4.0729   -0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6194   -4.3612   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2885    0.5099    2.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9932    2.8259    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4918    2.8575    1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4590    1.5218   -0.0410 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9978   -1.2431   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9386   -1.0097   -0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7102   -2.2462   -0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7148   -2.9611    1.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3205   -1.6525    0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024    3.9818   -1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4547    4.0954   -1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6688    2.5504   -1.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
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  6  8  1  0
  8  9  2  0
  9 10  1  0
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 15 16  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
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 27 28  1  0
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 31 32  1  0
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 33 34  1  0
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 55 56  1  0
 56 57  2  0
 57 58  1  0
 11  2  1  0
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 51 41  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  3 62  1  0
  4 63  1  0
  7 64  1  0
  8 65  1  0
 12 66  1  0
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 15 69  1  0
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 37 78  1  0
 37 79  1  0
 38 80  1  0
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 45 84  1  0
 47 85  1  0
 48 86  1  0
 50 87  1  0
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 54 91  1  0
 55 92  1  0
 56 93  1  0
 58 94  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₃H₃₆Cl₂N₈O₅

Average Molecular Weight

815.71

Monoisotopic Molecular Weight

814.2185717

IUPAC Name

1,3-bis({2-[1-(chloromethyl)-5-hydroxy-8-methyl-1H,2H,3H,6H-pyrrolo[3,2-e]indole-3-carbonyl]-1H-indol-5-yl})urea

Traditional Name

1,3-bis({2-[1-(chloromethyl)-5-hydroxy-8-methyl-1H,2H,6H-pyrrolo[3,2-e]indole-3-carbonyl]-1H-indol-5-yl})urea

CAS Registry Number

Not Available

SMILES

CC1=CNC2=C(O)C=C3N(CC(CCl)C3=C12)C(=O)C1=CC2=CC(NC(=O)NC3=CC=C4NC(=CC4=C3)C(=O)N3CC(CCl)C4=C5C(C)=CNC5=C(O)C=C34)=CC=C2N1

InChI Identifier

InChI=1S/C43H36Cl2N8O5/c1-19-15-46-39-33(54)11-31-37(35(19)39)23(13-44)17-52(31)41(56)29-9-21-7-25(3-5-27(21)50-29)48-43(58)49-26-4-6-28-22(8-26)10-30(51-28)42(57)53-18-24(14-45)38-32(53)12-34(55)40-36(38)20(2)16-47-40/h3-12,15-16,23-24,46-47,50-51,54-55H,13-14,17-18H2,1-2H3,(H2,48,49,58)

InChI Key

FONKWHRXTPJODV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Indolecarboxamide derivative
Indolecarboxylic acid derivative
Pyrroloindole
3-methylindole
Hydroxyindole
3-alkylindole
Indole
2-heteroaryl carboxamide
Pyrrole-2-carboxamide
Pyrrole-2-carboxylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Tertiary carboxylic acid amide
Carboxamide group
Urea
Azacycle
Carboxylic acid derivative
Alkyl chloride
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Alkyl halide
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 (HMDB: HMDB0249285)

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	5.62	ALOGPS
logP	6.41	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	185.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	226.82 m³·mol⁻¹	ChemAxon
Polarizability	86.7 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	318.265	30932474
DeepCCS	[M+Na]+	292.039	30932474
AllCCS	[M+H]+	273.0	32859911
AllCCS	[M+H-H2O]+	273.1	32859911
AllCCS	[M+NH4]+	272.9	32859911
AllCCS	[M+Na]+	272.8	32859911
AllCCS	[M-H]-	207.9	32859911
AllCCS	[M+Na-2H]-	210.5	32859911
AllCCS	[M+HCOO]-	213.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bizelesin	CC1=CNC2=C(O)C=C3N(CC(CCl)C3=C12)C(=O)C1=CC2=CC(NC(=O)NC3=CC=C4NC(=CC4=C3)C(=O)N3CC(CCl)C4=C5C(C)=CNC5=C(O)C=C34)=CC=C2N1	8405.7	Standard polar	33892256
Bizelesin	CC1=CNC2=C(O)C=C3N(CC(CCl)C3=C12)C(=O)C1=CC2=CC(NC(=O)NC3=CC=C4NC(=CC4=C3)C(=O)N3CC(CCl)C4=C5C(C)=CNC5=C(O)C=C34)=CC=C2N1	6290.1	Standard non polar	33892256
Bizelesin	CC1=CNC2=C(O)C=C3N(CC(CCl)C3=C12)C(=O)C1=CC2=CC(NC(=O)NC3=CC=C4NC(=CC4=C3)C(=O)N3CC(CCl)C4=C5C(C)=CNC5=C(O)C=C34)=CC=C2N1	8760.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bizelesin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bizelesin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bizelesin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bizelesin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	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 - Bizelesin 10V, Positive-QTOF	splash10-016r-0001070090-4518dc42d266ebdfbd57	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bizelesin 20V, Positive-QTOF	splash10-014i-0003030090-d2db9a852367318094d9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bizelesin 40V, Positive-QTOF	splash10-05n0-0912110320-f39602cbd01bba095281	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bizelesin 10V, Negative-QTOF	splash10-03di-3001000190-cc04021cf8146c53e290	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bizelesin 20V, Negative-QTOF	splash10-01q9-9001010750-dc6e786543b95d383f45	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bizelesin 40V, Negative-QTOF	splash10-001i-9423110240-6d39258d1b6128746b12	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3764918

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 Bizelesin (HMDB0249285)

MOL for HMDB0249285 (Bizelesin)

3D MOL for HMDB0249285 (Bizelesin)

3D SDF for HMDB0249285 (Bizelesin)

3D-SDF for HMDB0249285 (Bizelesin)

PDB for HMDB0249285 (Bizelesin)

3D PDB for HMDB0249285 (Bizelesin)

SMILES for HMDB0249285 (Bizelesin)

INCHI for HMDB0249285 (Bizelesin)

Structure for HMDB0249285 (Bizelesin)

3D Structure for HMDB0249285 (Bizelesin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra