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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:02 UTC

HMDB ID

HMDB0015590

Secondary Accession Numbers

HMDB15590

Metabolite Identification

Common Name

Fluspirilene

Description

Fluspirilene, also known as fluspirilen lindo or imap, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. Fluspirilene is a drug which is used for the treatment of schizophrenia. Fluspirilene is a very strong basic compound (based on its pKa). It is administered intramuscularly.

Structure

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

4842
  Mrv0541 02231217572D          

 35 39  0  0  1  0            999 V2000
    1.6500   -0.7962    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001   -3.6542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3052   -0.8193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5601    1.3002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4252    0.6328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3447    0.2203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0752    0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6627   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6627    1.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8377   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8377    1.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5601   -0.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3447    1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001    0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3052    2.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4982    2.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8572    2.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2433    3.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6023    3.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7953    3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001   -2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -2.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -2.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 12  2  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  4 15  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 14  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 14 16  1  0  0  0  0
 15 19  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 26  2  0  0  0  0
 21 28  1  0  0  0  0
 22 27  2  0  0  0  0
 22 29  1  0  0  0  0
 23 25  2  0  0  0  0
 24 25  1  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  2  0  0  0  0
 29 33  2  0  0  0  0
 30 34  2  0  0  0  0
 31 35  2  0  0  0  0
 32 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END

HMDB0015590
     RDKit          3D
Fluspirilene
 66 70  0  0  0  0  0  0  0  0999 V2000
    2.2759    3.4091   -0.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    2.6681    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    3.1281    1.0490 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    2.0613    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.0693    0.3594 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    0.2618   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926    0.3562   -1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2488   -0.4507   -1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7988   -1.3593   -0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3194   -1.4725    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808   -0.6707    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398    1.1757   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562    0.5988   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -0.5209   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162   -0.1339   -0.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145   -1.3120   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4077   -1.0181    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578   -0.2595   -0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490    0.0262    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669    0.7672   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926    1.7383   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2593    2.4449   -0.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    2.2086   -2.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1965    2.9164   -2.9902 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    1.2372   -2.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6303    0.5246   -1.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3576   -1.1871    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -2.3744    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9537   -3.4620    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6976   -3.3430    1.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836   -4.4288    2.2082 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8014   -2.1588    2.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1110   -1.0858    1.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8979    0.7786    0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134    0.6087    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561    4.0962    1.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858    2.3741    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5252    1.5655    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8255    1.0558   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6471   -0.3865   -2.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6279   -2.0049   -1.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -2.1864    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834   -0.7307    1.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    0.1720   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3886   -1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693   -0.7888   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846   -1.4386   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959   -1.9401    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3057   -1.9256   -1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043   -2.0153    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3329   -0.5610    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8969    0.7173   -0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053   -0.8768   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4273    0.6594    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3777    1.9707    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9138    3.2172   -0.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5426    1.0311   -3.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220   -0.2195   -2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6867   -2.4762   -0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9105   -4.4330    0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4045   -2.1237    3.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1865   -0.1489    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7309    1.8118    0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374    0.7166    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688   -0.4598    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    1.1980    1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 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  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 15 34  1  0
 34 35  1  0
 12  2  1  0
 26 20  1  0
 33 27  1  0
 11  6  1  0
 35 12  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
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 14 46  1  0
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 16 48  1  0
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 29 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
 35 65  1  0
 35 66  1  0
M  END

4842
  Mrv0541 02231217572D          

 35 39  0  0  1  0            999 V2000
    1.6500   -0.7962    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001   -3.6542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.3052   -0.8193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5601    1.3002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4252    0.6328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3447    0.2203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0752    0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6627   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6627    1.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8377   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8377    1.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5601   -0.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3447    1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001    0.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3052    2.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4982    2.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8572    2.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251   -0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2433    3.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6023    3.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7953    3.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7126   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9501   -2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -1.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001   -2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8876   -0.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3626   -2.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4751   -0.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -2.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  0  0  0  0
  3 12  2  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  4 15  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 14  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 14 16  1  0  0  0  0
 15 19  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 26  2  0  0  0  0
 21 28  1  0  0  0  0
 22 27  2  0  0  0  0
 22 29  1  0  0  0  0
 23 25  2  0  0  0  0
 24 25  1  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  2  0  0  0  0
 29 33  2  0  0  0  0
 30 34  2  0  0  0  0
 31 35  2  0  0  0  0
 32 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015590

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=C(C=C1)C(CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H31F2N3O/c30-24-12-8-22(9-13-24)27(23-10-14-25(31)15-11-23)7-4-18-33-19-16-29(17-20-33)28(35)32-21-34(29)26-5-2-1-3-6-26/h1-3,5-6,8-15,27H,4,7,16-21H2,(H,32,35)

> <INCHI_KEY>
QOYHHIBFXOOADH-UHFFFAOYSA-N

> <FORMULA>
C29H31F2N3O

> <MOLECULAR_WEIGHT>
475.5727

> <EXACT_MASS>
475.243519039

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
50.87928980740421

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

> <ALOGPS_LOGP>
5.18

> <JCHEM_LOGP>
5.778034304

> <ALOGPS_LOGS>
-5.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.987692739635305

> <JCHEM_PKA_STRONGEST_BASIC>
9.312082745538273

> <JCHEM_POLAR_SURFACE_AREA>
35.580000000000005

> <JCHEM_REFRACTIVITY>
135.26750000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fluspirilene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015590
     RDKit          3D
Fluspirilene
 66 70  0  0  0  0  0  0  0  0999 V2000
    2.2759    3.4091   -0.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    2.6681    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    3.1281    1.0490 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    2.0613    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.0693    0.3594 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    0.2618   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926    0.3562   -1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2488   -0.4507   -1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7988   -1.3593   -0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3194   -1.4725    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808   -0.6707    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398    1.1757   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562    0.5988   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -0.5209   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162   -0.1339   -0.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145   -1.3120   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4077   -1.0181    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578   -0.2595   -0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490    0.0262    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669    0.7672   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926    1.7383   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2593    2.4449   -0.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    2.2086   -2.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1965    2.9164   -2.9902 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    1.2372   -2.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6303    0.5246   -1.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3576   -1.1871    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -2.3744    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9537   -3.4620    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6976   -3.3430    1.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836   -4.4288    2.2082 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8014   -2.1588    2.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1110   -1.0858    1.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8979    0.7786    0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134    0.6087    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561    4.0962    1.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858    2.3741    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5252    1.5655    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8255    1.0558   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6471   -0.3865   -2.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6279   -2.0049   -1.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -2.1864    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834   -0.7307    1.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    0.1720   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3886   -1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693   -0.7888   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846   -1.4386   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959   -1.9401    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3057   -1.9256   -1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043   -2.0153    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3329   -0.5610    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8969    0.7173   -0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053   -0.8768   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4273    0.6594    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3777    1.9707    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9138    3.2172   -0.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5426    1.0311   -3.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220   -0.2195   -2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6867   -2.4762   -0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9105   -4.4330    0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4045   -2.1237    3.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1865   -0.1489    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7309    1.8118    0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374    0.7166    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688   -0.4598    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    1.1980    1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 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  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 15 34  1  0
 34 35  1  0
 12  2  1  0
 26 20  1  0
 33 27  1  0
 11  6  1  0
 35 12  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 22 56  1  0
 25 57  1  0
 26 58  1  0
 28 59  1  0
 29 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
 35 65  1  0
 35 66  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4842                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       3.080  -1.486   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0      12.320  -6.821   0.000  0.00  0.00           F+0
HETATM    3  O   UNK     0      17.370  -1.529   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      17.846   2.427   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      13.860   1.181   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      19.310   0.411   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      16.940   1.181   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.170  -0.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.170   2.515   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.630  -0.153   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.630   2.515   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.846  -0.065   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.310   1.951   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.320   1.181   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.370   3.892   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.550  -0.153   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.010  -0.153   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.240  -1.486   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.863   4.212   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.400   5.036   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.700  -1.486   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.010  -2.820   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.387   5.677   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.924   6.501   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.418   6.821   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.930  -2.820   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.550  -2.820   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.930  -0.153   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.240  -4.154   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.390  -2.820   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.320  -4.154   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.390  -0.153   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.010  -5.487   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.620  -1.486   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.550  -5.487   0.000  0.00  0.00           C+0
CONECT    1   34                                                            
CONECT    2   35                                                            
CONECT    3   12                                                            
CONECT    4    7   13   15                                                  
CONECT    5   10   11   14                                                  
CONECT    6   12   13                                                       
CONECT    7    4    8    9   12                                             
CONECT    8    7   10                                                       
CONECT    9    7   11                                                       
CONECT   10    5    8                                                       
CONECT   11    5    9                                                       
CONECT   12    3    6    7                                                  
CONECT   13    4    6                                                       
CONECT   14    5   16                                                       
CONECT   15    4   19   20                                                  
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   21   22                                                  
CONECT   19   15   23                                                       
CONECT   20   15   24                                                       
CONECT   21   18   26   28                                                  
CONECT   22   18   27   29                                                  
CONECT   23   19   25                                                       
CONECT   24   20   25                                                       
CONECT   25   23   24                                                       
CONECT   26   21   30                                                       
CONECT   27   22   31                                                       
CONECT   28   21   32                                                       
CONECT   29   22   33                                                       
CONECT   30   26   34                                                       
CONECT   31   27   35                                                       
CONECT   32   28   34                                                       
CONECT   33   29   35                                                       
CONECT   34    1   30   32                                                  
CONECT   35    2   31   33                                                  
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0015590
HETATM    1  O1  UNL     1       2.276   3.409  -0.621  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.048   2.668   0.038  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.950   3.128   1.049  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.836   2.061   1.445  1.00  0.00           C  
HETATM    5  N2  UNL     1       4.627   1.069   0.359  1.00  0.00           N  
HETATM    6  C3  UNL     1       5.697   0.262  -0.050  1.00  0.00           C  
HETATM    7  C4  UNL     1       6.193   0.356  -1.322  1.00  0.00           C  
HETATM    8  C5  UNL     1       7.249  -0.451  -1.760  1.00  0.00           C  
HETATM    9  C6  UNL     1       7.799  -1.359  -0.885  1.00  0.00           C  
HETATM   10  C7  UNL     1       7.319  -1.472   0.399  1.00  0.00           C  
HETATM   11  C8  UNL     1       6.281  -0.671   0.810  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.240   1.176  -0.035  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.856   0.599  -1.329  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.828  -0.521  -1.212  1.00  0.00           C  
HETATM   15  N3  UNL     1       0.616  -0.134  -0.567  1.00  0.00           N  
HETATM   16  C12 UNL     1      -0.114  -1.312  -0.137  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.408  -1.018   0.532  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.358  -0.260  -0.372  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.649   0.026   0.307  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.567   0.767  -0.576  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.393   1.738  -0.048  1.00  0.00           C  
HETATM   22  C18 UNL     1      -6.259   2.445  -0.852  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.333   2.209  -2.208  1.00  0.00           C  
HETATM   24  F1  UNL     1      -7.196   2.916  -2.990  1.00  0.00           F  
HETATM   25  C20 UNL     1      -5.503   1.237  -2.715  1.00  0.00           C  
HETATM   26  C21 UNL     1      -4.630   0.525  -1.912  1.00  0.00           C  
HETATM   27  C22 UNL     1      -4.358  -1.187   0.773  1.00  0.00           C  
HETATM   28  C23 UNL     1      -4.270  -2.374   0.081  1.00  0.00           C  
HETATM   29  C24 UNL     1      -4.954  -3.462   0.567  1.00  0.00           C  
HETATM   30  C25 UNL     1      -5.698  -3.343   1.716  1.00  0.00           C  
HETATM   31  F2  UNL     1      -6.384  -4.429   2.208  1.00  0.00           F  
HETATM   32  C26 UNL     1      -5.801  -2.159   2.431  1.00  0.00           C  
HETATM   33  C27 UNL     1      -5.111  -1.086   1.927  1.00  0.00           C  
HETATM   34  C28 UNL     1       0.898   0.779   0.497  1.00  0.00           C  
HETATM   35  C29 UNL     1       2.313   0.609   1.024  1.00  0.00           C  
HETATM   36  H1  UNL     1       3.956   4.096   1.434  1.00  0.00           H  
HETATM   37  H2  UNL     1       5.886   2.374   1.517  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.525   1.566   2.394  1.00  0.00           H  
HETATM   39  H4  UNL     1       5.826   1.056  -2.068  1.00  0.00           H  
HETATM   40  H5  UNL     1       7.647  -0.386  -2.760  1.00  0.00           H  
HETATM   41  H6  UNL     1       8.628  -2.005  -1.203  1.00  0.00           H  
HETATM   42  H7  UNL     1       7.767  -2.186   1.056  1.00  0.00           H  
HETATM   43  H8  UNL     1       5.883  -0.731   1.797  1.00  0.00           H  
HETATM   44  H9  UNL     1       3.680   0.172  -1.923  1.00  0.00           H  
HETATM   45  H10 UNL     1       2.338   1.389  -1.948  1.00  0.00           H  
HETATM   46  H11 UNL     1       1.569  -0.789  -2.278  1.00  0.00           H  
HETATM   47  H12 UNL     1       2.285  -1.439  -0.790  1.00  0.00           H  
HETATM   48  H13 UNL     1       0.496  -1.940   0.556  1.00  0.00           H  
HETATM   49  H14 UNL     1      -0.306  -1.926  -1.025  1.00  0.00           H  
HETATM   50  H15 UNL     1      -1.904  -2.015   0.715  1.00  0.00           H  
HETATM   51  H16 UNL     1      -1.333  -0.561   1.538  1.00  0.00           H  
HETATM   52  H17 UNL     1      -1.897   0.717  -0.645  1.00  0.00           H  
HETATM   53  H18 UNL     1      -2.505  -0.877  -1.272  1.00  0.00           H  
HETATM   54  H19 UNL     1      -3.427   0.659   1.195  1.00  0.00           H  
HETATM   55  H20 UNL     1      -5.378   1.971   1.027  1.00  0.00           H  
HETATM   56  H21 UNL     1      -6.914   3.217  -0.422  1.00  0.00           H  
HETATM   57  H22 UNL     1      -5.543   1.031  -3.788  1.00  0.00           H  
HETATM   58  H23 UNL     1      -4.022  -0.220  -2.420  1.00  0.00           H  
HETATM   59  H24 UNL     1      -3.687  -2.476  -0.825  1.00  0.00           H  
HETATM   60  H25 UNL     1      -4.910  -4.433   0.042  1.00  0.00           H  
HETATM   61  H26 UNL     1      -6.404  -2.124   3.334  1.00  0.00           H  
HETATM   62  H27 UNL     1      -5.187  -0.149   2.483  1.00  0.00           H  
HETATM   63  H28 UNL     1       0.731   1.812   0.080  1.00  0.00           H  
HETATM   64  H29 UNL     1       0.237   0.717   1.371  1.00  0.00           H  
HETATM   65  H30 UNL     1       2.469  -0.460   1.211  1.00  0.00           H  
HETATM   66  H31 UNL     1       2.454   1.198   1.937  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   36
CONECT    4    5   37   38
CONECT    5    6   12
CONECT    6    7    7   11
CONECT    7    8   39
CONECT    8    9    9   40
CONECT    9   10   41
CONECT   10   11   11   42
CONECT   11   43
CONECT   12   13   35
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   34
CONECT   16   17   48   49
CONECT   17   18   50   51
CONECT   18   19   52   53
CONECT   19   20   27   54
CONECT   20   21   21   26
CONECT   21   22   55
CONECT   22   23   23   56
CONECT   23   24   25
CONECT   25   26   26   57
CONECT   26   58
CONECT   27   28   28   33
CONECT   28   29   59
CONECT   29   30   30   60
CONECT   30   31   32
CONECT   32   33   33   61
CONECT   33   62
CONECT   34   35   63   64
CONECT   35   65   66
END

HMDB0015590
     RDKit          3D
Fluspirilene
 66 70  0  0  0  0  0  0  0  0999 V2000
    2.2759    3.4091   -0.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0476    2.6681    0.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9502    3.1281    1.0490 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    2.0613    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    1.0693    0.3594 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6974    0.2618   -0.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926    0.3562   -1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2488   -0.4507   -1.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7988   -1.3593   -0.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3194   -1.4725    0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808   -0.6707    0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398    1.1757   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562    0.5988   -1.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -0.5209   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162   -0.1339   -0.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1145   -1.3120   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4077   -1.0181    0.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578   -0.2595   -0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490    0.0262    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669    0.7672   -0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3926    1.7383   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2593    2.4449   -0.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    2.2086   -2.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1965    2.9164   -2.9902 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    1.2372   -2.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6303    0.5246   -1.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3576   -1.1871    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -2.3744    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9537   -3.4620    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6976   -3.3430    1.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3836   -4.4288    2.2082 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8014   -2.1588    2.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1110   -1.0858    1.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8979    0.7786    0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3134    0.6087    1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9561    4.0962    1.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858    2.3741    1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5252    1.5655    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8255    1.0558   -2.0685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6471   -0.3865   -2.7603 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6279   -2.0049   -1.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -2.1864    1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8834   -0.7307    1.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6795    0.1720   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    1.3886   -1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693   -0.7888   -2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2846   -1.4386   -0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4959   -1.9401    0.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3057   -1.9256   -1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9043   -2.0153    0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3329   -0.5610    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8969    0.7173   -0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5053   -0.8768   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4273    0.6594    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3777    1.9707    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9138    3.2172   -0.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5426    1.0311   -3.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220   -0.2195   -2.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6867   -2.4762   -0.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9105   -4.4330    0.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4045   -2.1237    3.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1865   -0.1489    2.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7309    1.8118    0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374    0.7166    1.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688   -0.4598    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4545    1.1980    1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  5 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  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 15 34  1  0
 34 35  1  0
 12  2  1  0
 26 20  1  0
 33 27  1  0
 11  6  1  0
 35 12  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 21 55  1  0
 22 56  1  0
 25 57  1  0
 26 58  1  0
 28 59  1  0
 29 60  1  0
 32 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
 35 65  1  0
 35 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Imap	Kegg
Hexal brand OF fluspirilene	HMDB
Hormosan brand OF fluspirilene	HMDB
Fluspirilen lindo	HMDB
Fluspirilen beta	HMDB
Redeptin	HMDB
Spirodiflamine	HMDB
Betapharm brand OF fluspirilene	HMDB
Fluspi	HMDB
Janssen brand OF fluspirilene	HMDB
Lindopharm brand OF fluspirilene	HMDB
Kivat	HMDB
Beta, Fluspirilen	HMDB

Chemical Formula

C₂₉H₃₁F₂N₃O

Average Molecular Weight

475.5727

Monoisotopic Molecular Weight

475.243519039

IUPAC Name

8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

Traditional Name

fluspirilene

CAS Registry Number

1841-19-6

SMILES

FC1=CC=C(C=C1)C(CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C29H31F2N3O/c30-24-12-8-22(9-13-24)27(23-10-14-25(31)15-11-23)7-4-18-33-19-16-29(17-20-33)28(35)32-21-34(29)26-5-2-1-3-6-26/h1-3,5-6,8-15,27H,4,7,16-21H2,(H,32,35)

InChI Key

QOYHHIBFXOOADH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenylbutylamine
Phenylimidazolidine
Alpha-amino acid or derivatives
Azaspirodecane
Aniline or substituted anilines
Dialkylarylamine
Aralkylamine
Halobenzene
Fluorobenzene
Imidazolidinone
Aryl fluoride
Aryl halide
Piperidine
Imidazolidine
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Carboxamide group
Amino acid or derivatives
Lactam
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015590)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0017 g/L	Not Available
LogP	5.86	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	5.18	ALOGPS
logP	5.78	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	11.99	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	135.27 m³·mol⁻¹	ChemAxon
Polarizability	50.88 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	209.703	30932474
DeepCCS	[M-H]-	207.308	30932474
DeepCCS	[M-2H]-	240.192	30932474
DeepCCS	[M+Na]+	215.771	30932474
AllCCS	[M+H]+	215.5	32859911
AllCCS	[M+H-H2O]+	213.6	32859911
AllCCS	[M+NH4]+	217.3	32859911
AllCCS	[M+Na]+	217.8	32859911
AllCCS	[M-H]-	209.4	32859911
AllCCS	[M+Na-2H]-	210.0	32859911
AllCCS	[M+HCOO]-	210.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluspirilene	FC1=CC=C(C=C1)C(CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1)C1=CC=C(F)C=C1	4908.6	Standard polar	33892256
Fluspirilene	FC1=CC=C(C=C1)C(CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1)C1=CC=C(F)C=C1	3818.7	Standard non polar	33892256
Fluspirilene	FC1=CC=C(C=C1)C(CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1)C1=CC=C(F)C=C1	3780.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fluspirilene,1TMS,isomer #1	C[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)C1=O	3634.6	Semi standard non polar	33892256
Fluspirilene,1TMS,isomer #1	C[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)C1=O	3493.5	Standard non polar	33892256
Fluspirilene,1TMS,isomer #1	C[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)C1=O	4461.9	Standard polar	33892256
Fluspirilene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)C1=O	3797.4	Semi standard non polar	33892256
Fluspirilene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)C1=O	3663.7	Standard non polar	33892256
Fluspirilene,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)C1=O	4532.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fluspirilene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-3291000000-a0c47d195769b3a523c1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluspirilene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluspirilene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluspirilene , positive-QTOF	splash10-006t-9636300000-e318745a9958ecf316e7	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 10V, Positive-QTOF	splash10-004i-0010900000-445f0f5ef841e744b390	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 20V, Positive-QTOF	splash10-014i-0062900000-1d96122fc707f00d958f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 40V, Positive-QTOF	splash10-00kb-2591100000-640dbe28579f85dbe8fc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 10V, Negative-QTOF	splash10-00di-0000900000-9ea0fb21918b9cb7a0ae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 20V, Negative-QTOF	splash10-00di-1000900000-b893d74c06dfaad2e89a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 40V, Negative-QTOF	splash10-0006-9551100000-90dc4923365c24656908	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 10V, Positive-QTOF	splash10-004i-0000900000-e17d4cfb65c9a9277724	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 20V, Positive-QTOF	splash10-004i-0013900000-020aa814fa4820d246a8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 40V, Positive-QTOF	splash10-0fft-2891400000-86e79efdd57580366482	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 10V, Negative-QTOF	splash10-00di-0000900000-245f8510e2d5c2b15d20	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 20V, Negative-QTOF	splash10-00di-1020900000-e32f7aef2656752f1d46	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluspirilene 40V, Negative-QTOF	splash10-00ke-5132900000-e98f1388a2d05b36c3ec	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04842	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB04842	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04842

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3279

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluspirilene

METLIN ID

Not Available

PubChem Compound

3396

PDB ID

Not Available

ChEBI ID

166238

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

Not Available

Enzymes

Enzyme Details

1. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Wang SJ: Inhibition of glutamate release by fluspirilene in cerebrocortical nerve terminals (synaptosomes). Synapse. 2002 Apr;44(1):36-41. [PubMed:11842444 ]
Schotte A, Janssen PF, Gommeren W, Luyten WH, Van Gompel P, Lesage AS, De Loore K, Leysen JE: Risperidone compared with new and reference antipsychotic drugs: in vitro and in vivo receptor binding. Psychopharmacology (Berl). 1996 Mar;124(1-2):57-73. [PubMed:8935801 ]

Enzyme Details

2. 5-hydroxytryptamine receptor 2A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. This receptor is involved in tracheal smooth muscle contraction, bronchoconstriction, and control of aldosterone production
Gene Name:: HTR2A
Uniprot ID:: P28223
Molecular weight:: 52602.6

References

Schotte A, Janssen PF, Gommeren W, Luyten WH, Van Gompel P, Lesage AS, De Loore K, Leysen JE: Risperidone compared with new and reference antipsychotic drugs: in vitro and in vivo receptor binding. Psychopharmacology (Berl). 1996 Mar;124(1-2):57-73. [PubMed:8935801 ]

Enzyme Details

3. Voltage-dependent calcium channel gamma-1 subunit

General function:: Involved in voltage-gated calcium channel activity
Specific function:: This protein is a subunit of the dihydropyridine (DHP) sensitive calcium channel. Plays a role in excitation-contraction coupling. The skeletal muscle DHP-sensitive Ca(2+) channel may function only as a multiple subunit complex
Gene Name:: CACNG1
Uniprot ID:: Q06432
Molecular weight:: 25028.1

References

Kenny BA, Fraser S, Kilpatrick AT, Spedding M: Selective antagonism of calcium channel activators by fluspirilene. Br J Pharmacol. 1990 Jun;100(2):211-6. [PubMed:1696149 ]
Wang SJ: Inhibition of glutamate release by fluspirilene in cerebrocortical nerve terminals (synaptosomes). Synapse. 2002 Apr;44(1):36-41. [PubMed:11842444 ]

Showing metabocard for Fluspirilene (HMDB0015590)

MOL for HMDB0015590 (Fluspirilene)

3D MOL for HMDB0015590 (Fluspirilene)

3D SDF for HMDB0015590 (Fluspirilene)

3D-SDF for HMDB0015590 (Fluspirilene)

PDB for HMDB0015590 (Fluspirilene)

3D PDB for HMDB0015590 (Fluspirilene)

SMILES for HMDB0015590 (Fluspirilene)

INCHI for HMDB0015590 (Fluspirilene)

Structure for HMDB0015590 (Fluspirilene)

3D Structure for HMDB0015590 (Fluspirilene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References