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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:22:43 UTC

Update Date

2021-09-26 23:09:18 UTC

HMDB ID

HMDB0254898

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Mosapramine

Description

Mosapramine belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Mosapramine (Cremin) is an atypical antipsychotic used in Japan. Mosapramine is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Mosapramine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mosapramine 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


  Mrv1572004221606212D          

 34 39  0  0  0  0            999 V2000
   14.6616    0.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8638    0.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7214    2.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4102    2.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8784    1.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2829    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4826    3.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6305    2.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2481    3.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2881    4.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5105    4.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5548    2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3201    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793    2.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1070    2.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5348    2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2515    2.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0168    3.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0330    3.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2975    2.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4381    3.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8829    4.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4997    1.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8105    3.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2960    3.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5370    4.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5891    3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1054    4.6229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7379    4.4663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9825    2.5544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8380    2.4357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8221    3.1340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1725    4.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 15  5  1  0  0  0  0
 16  5  1  0  0  0  0
 17  4  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 21  6  2  0  0  0  0
 21  9  1  0  0  0  0
 22 10  1  0  0  0  0
 22 11  1  0  0  0  0
 23 12  1  0  0  0  0
 23 20  2  0  0  0  0
 24  7  2  0  0  0  0
 24 21  1  0  0  0  0
 25 20  1  0  0  0  0
 25 22  2  0  0  0  0
 26  8  1  0  0  0  0
 28 13  1  0  0  0  0
 28 14  1  0  0  0  0
 28 27  1  0  0  0  0
 29 23  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  2  0  0  0  0
 31 15  1  0  0  0  0
 31 18  1  0  0  0  0
 31 19  1  0  0  0  0
 32 16  1  0  0  0  0
 32 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 17  1  0  0  0  0
 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
 34 27  1  0  0  0  0
M  END

HMDB0254898
     RDKit          3D
Mosapramine
 69 74  0  0  0  0  0  0  0  0999 V2000
    5.4989   -0.3229   -2.3168 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046   -0.5428   -1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7017   -1.0140   -0.0765 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8891   -1.1219    1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808   -0.8477    2.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757    0.4297    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8928    1.3032    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3915    1.2128    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922   -0.1033    0.8705 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6102   -0.2982   -0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7277   -1.4631   -0.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -0.9965   -0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9704   -0.2452   -1.7940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846   -0.3899   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091    0.0892   -1.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9346   -0.5081   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1824   -0.1919   -0.0956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2716   -1.1013   -0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268   -1.8482   -1.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9694   -2.7951   -1.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1166   -2.9544   -1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934   -2.2090   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4713   -1.2842    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8858   -0.5499    1.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9228    0.9573    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421    1.5001    1.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4858    2.6694    2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2983    3.3578    2.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690    2.8435    1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6093    3.6602    1.7755 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3980    0.9667    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0142    0.5690   -2.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103    0.9248   -1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0296    0.3480   -2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9406   -0.7105    3.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000    0.9445    3.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5037    0.1225    1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0952    2.3715    1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4402    1.2073    0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    1.5573    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173    1.9695    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -1.7573   -1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9291   -2.3514   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -1.8999   -0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652   -0.4352    0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -1.4969   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0916    0.0794   -3.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406    1.2153   -1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798    0.1800   -2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -0.4633    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885   -1.6420   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224   -1.7101   -2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819   -3.3807   -2.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8584   -3.6765   -1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3117   -2.3433    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828   -0.6752    2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8604   -0.8983    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5193    1.4178    2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836    1.1126    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3660    3.1000    2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    4.2838    2.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642    1.2833    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7242    1.6129   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3304    1.4038   -0.4074 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
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 13 14  1  0
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 16 17  1  0
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 23 24  1  0
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 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 13 33  1  0
 33 34  1  0
 10  2  1  0
 32 17  1  0
  9  4  1  0
 34 10  1  0
 23 18  1  0
 32 26  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
 11 45  1  0
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 19 55  1  0
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 25 61  1  0
 25 62  1  0
 27 63  1  0
 28 64  1  0
 31 65  1  0
 33 66  1  0
 33 67  1  0
 34 68  1  0
 34 69  1  0
M  END


  Mrv1572004221606212D          

 34 39  0  0  0  0            999 V2000
   14.6616    0.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8638    0.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7214    2.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4102    2.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8784    1.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2829    1.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4826    3.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6305    2.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2481    3.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2881    4.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5105    4.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5548    2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3201    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793    2.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1070    2.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5348    2.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2515    2.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0168    3.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0330    3.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2975    2.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4381    3.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8829    4.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4997    1.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8105    3.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2960    3.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5370    4.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5891    3.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1054    4.6229    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7379    4.4663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9825    2.5544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8380    2.4357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8221    3.1340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1725    4.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 15  5  1  0  0  0  0
 16  5  1  0  0  0  0
 17  4  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 21  6  2  0  0  0  0
 21  9  1  0  0  0  0
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 23 12  1  0  0  0  0
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 24 21  1  0  0  0  0
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 25 22  2  0  0  0  0
 26  8  1  0  0  0  0
 28 13  1  0  0  0  0
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 28 27  1  0  0  0  0
 29 23  1  0  0  0  0
 30 26  1  0  0  0  0
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 31 15  1  0  0  0  0
 31 18  1  0  0  0  0
 31 19  1  0  0  0  0
 32 16  1  0  0  0  0
 32 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 17  1  0  0  0  0
 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
 34 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254898

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NC2CCCCN2C11CCN(CCCN2C3=CC=CC=C3CCC3=C2C=C(Cl)C=C3)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C28H35ClN4O/c29-23-12-11-22-10-9-21-6-1-2-7-24(21)32(25(22)20-23)16-5-15-31-18-13-28(14-19-31)27(34)30-26-8-3-4-17-33(26)28/h1-2,6-7,11-12,20,26H,3-5,8-10,13-19H2,(H,30,34)

> <INCHI_KEY>
PXUIZULXJVRBPC-UHFFFAOYSA-N

> <FORMULA>
C28H35ClN4O

> <MOLECULAR_WEIGHT>
479.07

> <EXACT_MASS>
478.2499395

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
54.62691137339903

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1'-(3-{14-chloro-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)-6,7,8,8a-tetrahydro-5H-spiro[imidazo[1,2-a]pyridine-3,4'-piperidine]-2-ol

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
2.898661432097761

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.458834080108076

> <JCHEM_PKA_STRONGEST_BASIC>
9.310280150496128

> <JCHEM_POLAR_SURFACE_AREA>
42.31

> <JCHEM_REFRACTIVITY>
139.24749999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1'-(3-{14-chloro-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)-6,7,8,8a-tetrahydro-5H-spiro[imidazo[1,2-a]pyridine-3,4'-piperidine]-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254898
     RDKit          3D
Mosapramine
 69 74  0  0  0  0  0  0  0  0999 V2000
    5.4989   -0.3229   -2.3168 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046   -0.5428   -1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7017   -1.0140   -0.0765 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8891   -1.1219    1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808   -0.8477    2.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757    0.4297    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8928    1.3032    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3915    1.2128    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922   -0.1033    0.8705 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6102   -0.2982   -0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7277   -1.4631   -0.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -0.9965   -0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9704   -0.2452   -1.7940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846   -0.3899   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091    0.0892   -1.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9346   -0.5081   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1824   -0.1919   -0.0956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2716   -1.1013   -0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268   -1.8482   -1.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9694   -2.7951   -1.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1166   -2.9544   -1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934   -2.2090   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4713   -1.2842    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8858   -0.5499    1.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9228    0.9573    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421    1.5001    1.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4858    2.6694    2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2983    3.3578    2.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690    2.8435    1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6093    3.6602    1.7755 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394    1.6528    0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3980    0.9667    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0142    0.5690   -2.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103    0.9248   -1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0296    0.3480   -2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049   -2.0985    1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2813   -1.7259    2.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9406   -0.7105    3.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000    0.9445    3.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5037    0.1225    1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0952    2.3715    1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4402    1.2073    0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    1.5573    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173    1.9695    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -1.7573   -1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9291   -2.3514   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -1.8999   -0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652   -0.4352    0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -1.4969   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0916    0.0794   -3.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406    1.2153   -1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798    0.1800   -2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -0.4633    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885   -1.6420   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224   -1.7101   -2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819   -3.3807   -2.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8584   -3.6765   -1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3117   -2.3433    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828   -0.6752    2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8604   -0.8983    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5193    1.4178    2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836    1.1126    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3660    3.1000    2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    4.2838    2.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642    1.2833    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5974    1.5469   -2.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642    0.1601   -3.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7242    1.6129   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3304    1.4038   -0.4074 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 13 33  1  0
 33 34  1  0
 10  2  1  0
 32 17  1  0
  9  4  1  0
 34 10  1  0
 23 18  1  0
 32 26  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 25 62  1  0
 27 63  1  0
 28 64  1  0
 31 65  1  0
 33 66  1  0
 33 67  1  0
 34 68  1  0
 34 69  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      27.368   1.440   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.879   1.048   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.565   5.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.547   4.149   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.299   4.657   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.773   2.926   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.795   2.141   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.101   6.779   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.310   5.428   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.596   6.793   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.804   8.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.353   9.114   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.969   4.879   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.397   7.132   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.935   3.943   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.600   3.833   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.065   4.407   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.270   4.054   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.698   6.307   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.462   6.600   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.689   4.019   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      25.084   7.085   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.182   8.115   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.199   3.627   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.913   6.086   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.619   7.036   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.936   7.955   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.033   6.418   0.000  0.00  0.00           C+0
HETATM   29 Cl   UNK     0      20.730   8.629   0.000  0.00  0.00          Cl+0
HETATM   30  N   UNK     0      14.444   8.337   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      18.634   4.768   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      23.964   4.547   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      14.601   5.850   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      17.122   8.937   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    7                                                       
CONECT    3    4    8                                                       
CONECT    4    3   17                                                       
CONECT    5   15   16                                                       
CONECT    6    1   21                                                       
CONECT    7    2   24                                                       
CONECT    8    3   26                                                       
CONECT    9   10   21                                                       
CONECT   10    9   22                                                       
CONECT   11   12   22                                                       
CONECT   12   11   23                                                       
CONECT   13   18   28                                                       
CONECT   14   19   28                                                       
CONECT   15    5   31                                                       
CONECT   16    5   32                                                       
CONECT   17    4   33                                                       
CONECT   18   13   31                                                       
CONECT   19   14   31                                                       
CONECT   20   23   25                                                       
CONECT   21    6    9   24                                                  
CONECT   22   10   11   25                                                  
CONECT   23   12   20   29                                                  
CONECT   24    7   21   32                                                  
CONECT   25   20   22   32                                                  
CONECT   26    8   30   33                                                  
CONECT   27   28   30   34                                                  
CONECT   28   13   14   27   33                                             
CONECT   29   23                                                            
CONECT   30   26   27                                                       
CONECT   31   15   18   19                                                  
CONECT   32   16   24   25                                                  
CONECT   33   17   26   28                                                  
CONECT   34   27                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

COMPND    HMDB0254898
HETATM    1  O1  UNL     1       5.499  -0.323  -2.317  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.005  -0.543  -1.050  1.00  0.00           C  
HETATM    3  N1  UNL     1       5.702  -1.014  -0.077  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.889  -1.122   1.114  1.00  0.00           C  
HETATM    5  C3  UNL     1       5.681  -0.848   2.372  1.00  0.00           C  
HETATM    6  C4  UNL     1       6.476   0.430   2.272  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.893   1.303   1.222  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.391   1.213   1.082  1.00  0.00           C  
HETATM    9  N2  UNL     1       3.892  -0.103   0.870  1.00  0.00           N  
HETATM   10  C7  UNL     1       3.610  -0.298  -0.535  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.728  -1.463  -0.805  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.265  -0.996  -0.654  1.00  0.00           C  
HETATM   13  N3  UNL     1       0.970  -0.245  -1.794  1.00  0.00           N  
HETATM   14  C10 UNL     1      -0.185  -0.390  -2.499  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.509   0.089  -1.929  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.935  -0.508  -0.659  1.00  0.00           C  
HETATM   17  N4  UNL     1      -3.182  -0.192  -0.096  1.00  0.00           N  
HETATM   18  C13 UNL     1      -4.272  -1.101  -0.379  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.027  -1.848  -1.494  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.969  -2.795  -1.919  1.00  0.00           C  
HETATM   21  C16 UNL     1      -6.117  -2.954  -1.209  1.00  0.00           C  
HETATM   22  C17 UNL     1      -6.393  -2.209  -0.070  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.471  -1.284   0.343  1.00  0.00           C  
HETATM   24  C19 UNL     1      -5.886  -0.550   1.578  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.923   0.957   1.273  1.00  0.00           C  
HETATM   26  C21 UNL     1      -4.542   1.500   1.296  1.00  0.00           C  
HETATM   27  C22 UNL     1      -4.486   2.669   2.025  1.00  0.00           C  
HETATM   28  C23 UNL     1      -3.298   3.358   2.193  1.00  0.00           C  
HETATM   29  C24 UNL     1      -2.169   2.843   1.611  1.00  0.00           C  
HETATM   30 CL1  UNL     1      -0.609   3.660   1.775  1.00  0.00          CL  
HETATM   31  C25 UNL     1      -2.239   1.653   0.872  1.00  0.00           C  
HETATM   32  C26 UNL     1      -3.398   0.967   0.699  1.00  0.00           C  
HETATM   33  C27 UNL     1       2.014   0.569  -2.298  1.00  0.00           C  
HETATM   34  C28 UNL     1       3.010   0.925  -1.167  1.00  0.00           C  
HETATM   35  H1  UNL     1       5.030   0.348  -2.922  1.00  0.00           H  
HETATM   36  H2  UNL     1       4.405  -2.098   1.250  1.00  0.00           H  
HETATM   37  H3  UNL     1       6.281  -1.726   2.599  1.00  0.00           H  
HETATM   38  H4  UNL     1       4.941  -0.711   3.187  1.00  0.00           H  
HETATM   39  H5  UNL     1       6.600   0.944   3.238  1.00  0.00           H  
HETATM   40  H6  UNL     1       7.504   0.123   1.928  1.00  0.00           H  
HETATM   41  H7  UNL     1       6.095   2.372   1.536  1.00  0.00           H  
HETATM   42  H8  UNL     1       6.440   1.207   0.263  1.00  0.00           H  
HETATM   43  H9  UNL     1       3.986   1.557   2.084  1.00  0.00           H  
HETATM   44  H10 UNL     1       4.117   1.969   0.323  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.849  -1.757  -1.866  1.00  0.00           H  
HETATM   46  H12 UNL     1       2.929  -2.351  -0.195  1.00  0.00           H  
HETATM   47  H13 UNL     1       0.630  -1.900  -0.501  1.00  0.00           H  
HETATM   48  H14 UNL     1       1.265  -0.435   0.303  1.00  0.00           H  
HETATM   49  H15 UNL     1      -0.315  -1.497  -2.759  1.00  0.00           H  
HETATM   50  H16 UNL     1      -0.092   0.079  -3.528  1.00  0.00           H  
HETATM   51  H17 UNL     1      -1.241   1.215  -1.831  1.00  0.00           H  
HETATM   52  H18 UNL     1      -2.280   0.180  -2.731  1.00  0.00           H  
HETATM   53  H19 UNL     1      -1.083  -0.463   0.109  1.00  0.00           H  
HETATM   54  H20 UNL     1      -1.788  -1.642  -0.765  1.00  0.00           H  
HETATM   55  H21 UNL     1      -3.122  -1.710  -2.033  1.00  0.00           H  
HETATM   56  H22 UNL     1      -4.782  -3.381  -2.789  1.00  0.00           H  
HETATM   57  H23 UNL     1      -6.858  -3.676  -1.514  1.00  0.00           H  
HETATM   58  H24 UNL     1      -7.312  -2.343   0.491  1.00  0.00           H  
HETATM   59  H25 UNL     1      -5.083  -0.675   2.343  1.00  0.00           H  
HETATM   60  H26 UNL     1      -6.860  -0.898   1.912  1.00  0.00           H  
HETATM   61  H27 UNL     1      -6.519   1.418   2.059  1.00  0.00           H  
HETATM   62  H28 UNL     1      -6.384   1.113   0.266  1.00  0.00           H  
HETATM   63  H29 UNL     1      -5.366   3.100   2.497  1.00  0.00           H  
HETATM   64  H30 UNL     1      -3.253   4.284   2.770  1.00  0.00           H  
HETATM   65  H31 UNL     1      -1.364   1.283   0.441  1.00  0.00           H  
HETATM   66  H32 UNL     1       1.597   1.547  -2.618  1.00  0.00           H  
HETATM   67  H33 UNL     1       2.564   0.160  -3.167  1.00  0.00           H  
HETATM   68  H34 UNL     1       3.724   1.613  -1.622  1.00  0.00           H  
HETATM   69  H35 UNL     1       2.330   1.404  -0.407  1.00  0.00           H  
CONECT    1    2   35
CONECT    2    3    3   10
CONECT    3    4
CONECT    4    5    9   36
CONECT    5    6   37   38
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   43   44
CONECT    9   10
CONECT   10   11   34
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   33
CONECT   14   15   49   50
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18   32
CONECT   18   19   19   23
CONECT   19   20   55
CONECT   20   21   21   56
CONECT   21   22   57
CONECT   22   23   23   58
CONECT   23   24
CONECT   24   25   59   60
CONECT   25   26   61   62
CONECT   26   27   27   32
CONECT   27   28   63
CONECT   28   29   29   64
CONECT   29   30   31
CONECT   31   32   32   65
CONECT   33   34   66   67
CONECT   34   68   69
END

HMDB0254898
     RDKit          3D
Mosapramine
 69 74  0  0  0  0  0  0  0  0999 V2000
    5.4989   -0.3229   -2.3168 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046   -0.5428   -1.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7017   -1.0140   -0.0765 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8891   -1.1219    1.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808   -0.8477    2.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757    0.4297    2.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8928    1.3032    1.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3915    1.2128    1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8922   -0.1033    0.8705 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6102   -0.2982   -0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7277   -1.4631   -0.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2655   -0.9965   -0.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9704   -0.2452   -1.7940 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846   -0.3899   -2.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5091    0.0892   -1.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9346   -0.5081   -0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1824   -0.1919   -0.0956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2716   -1.1013   -0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268   -1.8482   -1.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9694   -2.7951   -1.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1166   -2.9544   -1.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3934   -2.2090   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4713   -1.2842    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8858   -0.5499    1.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9228    0.9573    1.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421    1.5001    1.2964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4858    2.6694    2.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2983    3.3578    2.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1690    2.8435    1.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6093    3.6602    1.7755 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394    1.6528    0.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3980    0.9667    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0142    0.5690   -2.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103    0.9248   -1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0296    0.3480   -2.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049   -2.0985    1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2813   -1.7259    2.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9406   -0.7105    3.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000    0.9445    3.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5037    0.1225    1.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0952    2.3715    1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4402    1.2073    0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    1.5573    2.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1173    1.9695    0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -1.7573   -1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9291   -2.3514   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -1.8999   -0.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652   -0.4352    0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -1.4969   -2.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0916    0.0794   -3.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406    1.2153   -1.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798    0.1800   -2.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0835   -0.4633    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7885   -1.6420   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1224   -1.7101   -2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7819   -3.3807   -2.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8584   -3.6765   -1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3117   -2.3433    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0828   -0.6752    2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8604   -0.8983    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5193    1.4178    2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836    1.1126    0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3660    3.1000    2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    4.2838    2.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3642    1.2833    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5974    1.5469   -2.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642    0.1601   -3.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7242    1.6129   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3304    1.4038   -0.4074 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 13 33  1  0
 33 34  1  0
 10  2  1  0
 32 17  1  0
  9  4  1  0
 34 10  1  0
 23 18  1  0
 32 26  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 19 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 25 62  1  0
 27 63  1  0
 28 64  1  0
 31 65  1  0
 33 66  1  0
 33 67  1  0
 34 68  1  0
 34 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mosapramine HCL	ChEMBL
3-chloro-5-(3-(2-oxo-1,2,3,5,6,7,8,8a-octahydroimidazo(1,2-a)Pyridine-3-spiro-4'-piperidino)propyl)-10,11-dihydro-5H-dibenz(b,F)azepine	MeSH
Mosapramine	MeSH

Chemical Formula

C₂₈H₃₅ClN₄O

Average Molecular Weight

479.07

Monoisotopic Molecular Weight

478.2499395

IUPAC Name

1'-(3-{14-chloro-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)-6,7,8,8a-tetrahydro-5H-spiro[imidazo[1,2-a]pyridine-3,4'-piperidine]-2-ol

Traditional Name

1'-(3-{14-chloro-2-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)-6,7,8,8a-tetrahydro-5H-spiro[imidazo[1,2-a]pyridine-3,4'-piperidine]-2-ol

CAS Registry Number

Not Available

SMILES

OC1=NC2CCCCN2C11CCN(CCCN2C3=CC=CC=C3CCC3=C2C=C(Cl)C=C3)CC1

InChI Identifier

InChI=1S/C28H35ClN4O/c29-23-12-11-22-10-9-21-6-1-2-7-24(21)32(25(22)20-23)16-5-15-31-18-13-28(14-19-31)27(34)30-26-8-3-4-17-33(26)28/h1-2,6-7,11-12,20,26H,3-5,8-10,13-19H2,(H,30,34)

InChI Key

PXUIZULXJVRBPC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Dibenzazepines

Direct Parent

Dibenzazepines

Alternative Parents

Substituents

Dibenzazepine
Alkyldiarylamine
Alpha-amino acid or derivatives
Azaspirodecane
Imidazopyridine
Tertiary aliphatic/aromatic amine
Azepine
Aryl chloride
Aryl halide
Benzenoid
Imidazolidinone
Piperidine
Imidazolidine
Secondary carboxylic acid amide
Carboxamide group
Tertiary amine
Tertiary aliphatic amine
Lactam
Amino acid or derivatives
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
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)

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	4.98	ALOGPS
logP	2.9	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	139.25 m³·mol⁻¹	ChemAxon
Polarizability	54.63 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-2H]-	246.867	30932474
DeepCCS	[M+Na]+	222.095	30932474
AllCCS	[M+H]+	213.4	32859911
AllCCS	[M+H-H2O]+	211.6	32859911
AllCCS	[M+NH4]+	215.0	32859911
AllCCS	[M+Na]+	215.4	32859911
AllCCS	[M-H]-	206.9	32859911
AllCCS	[M+Na-2H]-	208.1	32859911
AllCCS	[M+HCOO]-	209.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mosapramine	OC1=NC2CCCCN2C11CCN(CCCN2C3=CC=CC=C3CCC3=C2C=C(Cl)C=C3)CC1	4912.1	Standard polar	33892256
Mosapramine	OC1=NC2CCCCN2C11CCN(CCCN2C3=CC=CC=C3CCC3=C2C=C(Cl)C=C3)CC1	3902.4	Standard non polar	33892256
Mosapramine	OC1=NC2CCCCN2C11CCN(CCCN2C3=CC=CC=C3CCC3=C2C=C(Cl)C=C3)CC1	4046.7	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 - Mosapramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-7691200000-5d479b811416e1e52d7b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mosapramine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mosapramine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mosapramine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Mosapramine 10V, Positive-QTOF	splash10-004i-0020900000-2ea3ec63e614a6f26013	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 20V, Positive-QTOF	splash10-0fi3-0190400000-6819df341b880b615260	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 40V, Positive-QTOF	splash10-001i-9030000000-1bf956c2a055269341af	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 10V, Negative-QTOF	splash10-004i-0000900000-2863f2c51b9131ee012b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 20V, Negative-QTOF	splash10-004i-0160900000-f41ca36af4d930fd8c6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 40V, Negative-QTOF	splash10-004l-3290100000-271695bcd0fdc0e293dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 10V, Positive-QTOF	splash10-004i-0000900000-8326517a9ce25760af0f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 20V, Positive-QTOF	splash10-004i-0010900000-e32e303edc5e25abae46	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 40V, Positive-QTOF	splash10-0fh9-3941600000-a6e77448ecb2874d99db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 10V, Negative-QTOF	splash10-004i-0010900000-f5ab68ee5c3f50b35794	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 20V, Negative-QTOF	splash10-004i-0000900000-eeeb00139e4eec727fa4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mosapramine 40V, Negative-QTOF	splash10-003r-7132900000-d7f2ba6ce0054d5045bc	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

DB13676

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

Mosapramine

METLIN ID

Not Available

PubChem Compound

4257

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 Mosapramine (HMDB0254898)

MOL for HMDB0254898 (Mosapramine)

3D MOL for HMDB0254898 (Mosapramine)

3D SDF for HMDB0254898 (Mosapramine)

3D-SDF for HMDB0254898 (Mosapramine)

PDB for HMDB0254898 (Mosapramine)

3D PDB for HMDB0254898 (Mosapramine)

SMILES for HMDB0254898 (Mosapramine)

INCHI for HMDB0254898 (Mosapramine)

Structure for HMDB0254898 (Mosapramine)

3D Structure for HMDB0254898 (Mosapramine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra