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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015499

Secondary Accession Numbers

HMDB15499

Metabolite Identification

Common Name

Almitrine

Description

A respiratory stimulant that enhances respiration by acting as an agonist of peripheral chemoreceptors located on the carotid bodies. The drug increases arterial oxygen tension while decreasing arterial carbon dioxide tension in patients with chronic obstructive pulmonary disease. It may also prove useful in the treatment of nocturnal oxygen desaturation without impairing the quality of sleep. [PubChem]

Structure

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

1430
  Mrv0541 02231215292D          

 35 38  0  0  0  0            999 V2000
    4.5080   -4.3313    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    2.6813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  3 12  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  4 17  1  0  0  0  0
  5 17  2  0  0  0  0
  5 28  1  0  0  0  0
  6 17  1  0  0  0  0
  6 29  2  0  0  0  0
  7 28  2  0  0  0  0
  7 29  1  0  0  0  0
  8 28  1  0  0  0  0
  8 30  1  0  0  0  0
  9 29  1  0  0  0  0
  9 31  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
 15 18  2  0  0  0  0
 15 20  1  0  0  0  0
 16 19  2  0  0  0  0
 16 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 25  2  0  0  0  0
 22 26  2  0  0  0  0
 23 27  2  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  2  0  0  0  0
M  END

HMDB0015499
     RDKit          3D
Almitrine
 64 67  0  0  0  0  0  0  0  0999 V2000
    5.5205    1.4110   -2.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927    2.0734   -1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815    2.7732   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747    2.6697   -0.3746 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7097    1.4534   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067    0.3206    0.0228 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364   -0.8815    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203   -2.0752    0.4042 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0386   -1.9557    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7788   -3.2090    0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7283   -3.3419    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048   -0.8871    0.4819 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775    0.2351    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630    0.1519    0.5918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171   -1.1465    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -1.1920    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685   -0.0620    0.4381 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7417   -0.2878    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5886    0.8634    0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7049    1.1788    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5081    2.2366    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575    3.0189    1.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0441    4.0571    1.9446 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1620    2.7288    2.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3658    1.6621    2.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3810   -1.0302   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2842   -2.0521   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9011   -2.7640   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6488   -2.4930   -2.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2527   -3.1903   -3.6165 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7518   -1.4777   -2.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202   -0.7494   -1.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8364    1.1933    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    1.3818    0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    1.4139    0.1065 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9729    0.9112   -3.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549    1.2993   -2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597    2.1241   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875    2.3657    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    3.8304   -0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    3.5570   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1496   -2.9568    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4026   -1.2297    0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926   -1.5530   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512   -4.0368   -0.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9759   -2.5295    1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2725   -4.2709    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3981   -1.9650    0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -1.3569    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277   -1.2118   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198   -2.1106    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8634   -1.0102    1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217    0.5813   -0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3772    2.4759   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397    3.3203    3.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110    1.4601    2.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5080   -2.2936    0.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6069   -3.5630   -1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -1.2590   -3.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225    0.0402   -2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4046    1.9976    0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573    1.4236   -0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821    2.0410   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651    1.8914    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
  7 12  2  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  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 18 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
 17 33  1  0
 33 34  1  0
 13 35  2  0
 35  5  1  0
 34 14  1  0
 25 19  1  0
 32 26  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 15 48  1  0
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 16 50  1  0
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 24 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  1  0
 31 59  1  0
 32 60  1  0
 33 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
M  END

1430
  Mrv0541 02231215292D          

 35 38  0  0  0  0            999 V2000
    4.5080   -4.3313    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6188    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    2.6813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9383    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6529    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 27  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  3 12  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  4 17  1  0  0  0  0
  5 17  2  0  0  0  0
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  6 17  1  0  0  0  0
  6 29  2  0  0  0  0
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  7 29  1  0  0  0  0
  8 28  1  0  0  0  0
  8 30  1  0  0  0  0
  9 29  1  0  0  0  0
  9 31  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 16  1  0  0  0  0
 15 18  2  0  0  0  0
 15 20  1  0  0  0  0
 16 19  2  0  0  0  0
 16 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 25  2  0  0  0  0
 22 26  2  0  0  0  0
 23 27  2  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015499

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=C(C=C1)C(N1CCN(CC1)C1=NC(NCC=C)=NC(NCC=C)=N1)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H29F2N7/c1-3-13-29-24-31-25(30-14-4-2)33-26(32-24)35-17-15-34(16-18-35)23(19-5-9-21(27)10-6-19)20-7-11-22(28)12-8-20/h3-12,23H,1-2,13-18H2,(H2,29,30,31,32,33)

> <INCHI_KEY>
OBDOVFRMEYHSQB-UHFFFAOYSA-N

> <FORMULA>
C26H29F2N7

> <MOLECULAR_WEIGHT>
477.5522

> <EXACT_MASS>
477.245250373

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
51.11810844586185

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-N2,N4-bis(prop-2-en-1-yl)-1,3,5-triazine-2,4-diamine

> <ALOGPS_LOGP>
4.90

> <JCHEM_LOGP>
6.049426599333333

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.470427450461393

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.271289183992575

> <JCHEM_PKA_STRONGEST_BASIC>
7.49438698925879

> <JCHEM_POLAR_SURFACE_AREA>
69.21000000000001

> <JCHEM_REFRACTIVITY>
140.8795

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
almitrine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015499
     RDKit          3D
Almitrine
 64 67  0  0  0  0  0  0  0  0999 V2000
    5.5205    1.4110   -2.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927    2.0734   -1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815    2.7732   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747    2.6697   -0.3746 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7097    1.4534   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067    0.3206    0.0228 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364   -0.8815    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203   -2.0752    0.4042 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0386   -1.9557    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7788   -3.2090    0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7283   -3.3419    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048   -0.8871    0.4819 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775    0.2351    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630    0.1519    0.5918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171   -1.1465    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -1.1920    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685   -0.0620    0.4381 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7417   -0.2878    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5886    0.8634    0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7049    1.1788    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5081    2.2366    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575    3.0189    1.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0441    4.0571    1.9446 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1620    2.7288    2.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3658    1.6621    2.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3810   -1.0302   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2842   -2.0521   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9011   -2.7640   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6488   -2.4930   -2.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2527   -3.1903   -3.6165 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7518   -1.4777   -2.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202   -0.7494   -1.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8364    1.1933    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    1.3818    0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    1.4139    0.1065 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9729    0.9112   -3.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549    1.2993   -2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597    2.1241   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875    2.3657    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    3.8304   -0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    3.5570   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1496   -2.9568    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4026   -1.2297    0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926   -1.5530   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512   -4.0368   -0.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9759   -2.5295    1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2725   -4.2709    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3981   -1.9650    0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -1.3569    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277   -1.2118   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198   -2.1106    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8634   -1.0102    1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217    0.5813   -0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3772    2.4759   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397    3.3203    3.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110    1.4601    2.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5080   -2.2936    0.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6069   -3.5630   -1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -1.2590   -3.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225    0.0402   -2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4046    1.9976    0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573    1.4236   -0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821    2.0410   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651    1.8914    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
  7 12  2  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  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 18 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
 17 33  1  0
 33 34  1  0
 13 35  2  0
 35  5  1  0
 34 14  1  0
 25 19  1  0
 32 26  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 18 52  1  0
 20 53  1  0
 21 54  1  0
 24 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  1  0
 31 59  1  0
 32 60  1  0
 33 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1430                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       8.415  -8.085   0.000  0.00  0.00           F+0
HETATM    2  F   UNK     0       3.080   1.155   0.000  0.00  0.00           F+0
HETATM    3  N   UNK     0       9.748  -1.155   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      12.416   0.385   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      13.750   2.695   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      15.083   0.385   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      16.417   2.695   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      15.083   5.005   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      17.751   0.385   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.082  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748   0.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.416  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.082   1.155   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415  -3.465   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -1.155   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.750   1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.748  -4.235   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.748  -1.925   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081  -4.235   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.081   0.385   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.748  -5.775   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414  -1.155   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.081  -5.775   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.748   1.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.415  -6.545   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.414   0.385   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.083   3.465   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.417   1.155   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.417   5.775   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      19.085   1.155   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.417   7.315   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      20.418   0.385   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.751   8.085   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.752   1.155   0.000  0.00  0.00           C+0
CONECT    1   26                                                            
CONECT    2   27                                                            
CONECT    3   10   11   12                                                  
CONECT    4   13   14   17                                                  
CONECT    5   17   28                                                       
CONECT    6   17   29                                                       
CONECT    7   28   29                                                       
CONECT    8   28   30                                                       
CONECT    9   29   31                                                       
CONECT   10    3   13                                                       
CONECT   11    3   14                                                       
CONECT   12    3   15   16                                                  
CONECT   13    4   10                                                       
CONECT   14    4   11                                                       
CONECT   15   12   18   20                                                  
CONECT   16   12   19   21                                                  
CONECT   17    4    5    6                                                  
CONECT   18   15   22                                                       
CONECT   19   16   23                                                       
CONECT   20   15   24                                                       
CONECT   21   16   25                                                       
CONECT   22   18   26                                                       
CONECT   23   19   27                                                       
CONECT   24   20   26                                                       
CONECT   25   21   27                                                       
CONECT   26    1   22   24                                                  
CONECT   27    2   23   25                                                  
CONECT   28    5    7    8                                                  
CONECT   29    6    7    9                                                  
CONECT   30    8   32                                                       
CONECT   31    9   33                                                       
CONECT   32   30   34                                                       
CONECT   33   31   35                                                       
CONECT   34   32                                                            
CONECT   35   33                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0015499
HETATM    1  C1  UNL     1       5.520   1.411  -2.618  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.293   2.073  -1.782  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.781   2.773  -0.589  1.00  0.00           C  
HETATM    4  N1  UNL     1       4.375   2.670  -0.375  1.00  0.00           N  
HETATM    5  C4  UNL     1       3.710   1.453  -0.077  1.00  0.00           C  
HETATM    6  N2  UNL     1       4.407   0.321   0.023  1.00  0.00           N  
HETATM    7  C5  UNL     1       3.836  -0.882   0.304  1.00  0.00           C  
HETATM    8  N3  UNL     1       4.620  -2.075   0.404  1.00  0.00           N  
HETATM    9  C6  UNL     1       6.039  -1.956   0.196  1.00  0.00           C  
HETATM   10  C7  UNL     1       6.779  -3.209   0.316  1.00  0.00           C  
HETATM   11  C8  UNL     1       7.728  -3.342   1.217  1.00  0.00           C  
HETATM   12  N4  UNL     1       2.505  -0.887   0.482  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.777   0.235   0.388  1.00  0.00           C  
HETATM   14  N5  UNL     1       0.363   0.152   0.592  1.00  0.00           N  
HETATM   15  C10 UNL     1      -0.217  -1.147   0.845  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.547  -1.192   0.136  1.00  0.00           C  
HETATM   17  N6  UNL     1      -2.369  -0.062   0.438  1.00  0.00           N  
HETATM   18  C12 UNL     1      -3.742  -0.288   0.570  1.00  0.00           C  
HETATM   19  C13 UNL     1      -4.589   0.863   0.931  1.00  0.00           C  
HETATM   20  C14 UNL     1      -5.705   1.179   0.148  1.00  0.00           C  
HETATM   21  C15 UNL     1      -6.508   2.237   0.494  1.00  0.00           C  
HETATM   22  C16 UNL     1      -6.258   3.019   1.603  1.00  0.00           C  
HETATM   23  F1  UNL     1      -7.044   4.057   1.945  1.00  0.00           F  
HETATM   24  C17 UNL     1      -5.162   2.729   2.393  1.00  0.00           C  
HETATM   25  C18 UNL     1      -4.366   1.662   2.031  1.00  0.00           C  
HETATM   26  C19 UNL     1      -4.381  -1.030  -0.558  1.00  0.00           C  
HETATM   27  C20 UNL     1      -5.284  -2.052  -0.285  1.00  0.00           C  
HETATM   28  C21 UNL     1      -5.901  -2.764  -1.283  1.00  0.00           C  
HETATM   29  C22 UNL     1      -5.649  -2.493  -2.610  1.00  0.00           C  
HETATM   30  F2  UNL     1      -6.253  -3.190  -3.616  1.00  0.00           F  
HETATM   31  C23 UNL     1      -4.752  -1.478  -2.875  1.00  0.00           C  
HETATM   32  C24 UNL     1      -4.120  -0.749  -1.883  1.00  0.00           C  
HETATM   33  C25 UNL     1      -1.836   1.193   0.164  1.00  0.00           C  
HETATM   34  C26 UNL     1      -0.390   1.382   0.536  1.00  0.00           C  
HETATM   35  N7  UNL     1       2.380   1.414   0.106  1.00  0.00           N  
HETATM   36  H1  UNL     1       5.973   0.911  -3.489  1.00  0.00           H  
HETATM   37  H2  UNL     1       4.455   1.299  -2.553  1.00  0.00           H  
HETATM   38  H3  UNL     1       7.360   2.124  -1.954  1.00  0.00           H  
HETATM   39  H4  UNL     1       6.288   2.366   0.337  1.00  0.00           H  
HETATM   40  H5  UNL     1       6.130   3.830  -0.649  1.00  0.00           H  
HETATM   41  H6  UNL     1       3.809   3.557  -0.444  1.00  0.00           H  
HETATM   42  H7  UNL     1       4.150  -2.957   0.617  1.00  0.00           H  
HETATM   43  H8  UNL     1       6.403  -1.230   0.966  1.00  0.00           H  
HETATM   44  H9  UNL     1       6.193  -1.553  -0.835  1.00  0.00           H  
HETATM   45  H10 UNL     1       6.551  -4.037  -0.335  1.00  0.00           H  
HETATM   46  H11 UNL     1       7.976  -2.529   1.881  1.00  0.00           H  
HETATM   47  H12 UNL     1       8.272  -4.271   1.302  1.00  0.00           H  
HETATM   48  H13 UNL     1       0.398  -1.965   0.420  1.00  0.00           H  
HETATM   49  H14 UNL     1      -0.308  -1.357   1.930  1.00  0.00           H  
HETATM   50  H15 UNL     1      -1.328  -1.212  -0.962  1.00  0.00           H  
HETATM   51  H16 UNL     1      -2.120  -2.111   0.444  1.00  0.00           H  
HETATM   52  H17 UNL     1      -3.863  -1.010   1.459  1.00  0.00           H  
HETATM   53  H18 UNL     1      -5.922   0.581  -0.726  1.00  0.00           H  
HETATM   54  H19 UNL     1      -7.377   2.476  -0.123  1.00  0.00           H  
HETATM   55  H20 UNL     1      -4.940   3.320   3.266  1.00  0.00           H  
HETATM   56  H21 UNL     1      -3.511   1.460   2.685  1.00  0.00           H  
HETATM   57  H22 UNL     1      -5.508  -2.294   0.768  1.00  0.00           H  
HETATM   58  H23 UNL     1      -6.607  -3.563  -1.033  1.00  0.00           H  
HETATM   59  H24 UNL     1      -4.548  -1.259  -3.926  1.00  0.00           H  
HETATM   60  H25 UNL     1      -3.423   0.040  -2.148  1.00  0.00           H  
HETATM   61  H26 UNL     1      -2.405   1.998   0.658  1.00  0.00           H  
HETATM   62  H27 UNL     1      -1.957   1.424  -0.937  1.00  0.00           H  
HETATM   63  H28 UNL     1       0.082   2.041  -0.221  1.00  0.00           H  
HETATM   64  H29 UNL     1      -0.265   1.891   1.513  1.00  0.00           H  
CONECT    1    2    2   36   37
CONECT    2    3   38
CONECT    3    4   39   40
CONECT    4    5   41
CONECT    5    6    6   35
CONECT    6    7
CONECT    7    8   12   12
CONECT    8    9   42
CONECT    9   10   43   44
CONECT   10   11   11   45
CONECT   11   46   47
CONECT   12   13
CONECT   13   14   35   35
CONECT   14   15   34
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   33
CONECT   18   19   26   52
CONECT   19   20   20   25
CONECT   20   21   53
CONECT   21   22   22   54
CONECT   22   23   24
CONECT   24   25   25   55
CONECT   25   56
CONECT   26   27   27   32
CONECT   27   28   57
CONECT   28   29   29   58
CONECT   29   30   31
CONECT   31   32   32   59
CONECT   32   60
CONECT   33   34   61   62
CONECT   34   63   64
END

HMDB0015499
     RDKit          3D
Almitrine
 64 67  0  0  0  0  0  0  0  0999 V2000
    5.5205    1.4110   -2.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927    2.0734   -1.7820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7815    2.7732   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747    2.6697   -0.3746 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7097    1.4534   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067    0.3206    0.0228 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364   -0.8815    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203   -2.0752    0.4042 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0386   -1.9557    0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7788   -3.2090    0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7283   -3.3419    1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048   -0.8871    0.4819 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775    0.2351    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3630    0.1519    0.5918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2171   -1.1465    0.8449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5468   -1.1920    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685   -0.0620    0.4381 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7417   -0.2878    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5886    0.8634    0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7049    1.1788    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5081    2.2366    0.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2575    3.0189    1.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0441    4.0571    1.9446 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1620    2.7288    2.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3658    1.6621    2.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3810   -1.0302   -0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2842   -2.0521   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9011   -2.7640   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6488   -2.4930   -2.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2527   -3.1903   -3.6165 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7518   -1.4777   -2.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1202   -0.7494   -1.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8364    1.1933    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    1.3818    0.5357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    1.4139    0.1065 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9729    0.9112   -3.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549    1.2993   -2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597    2.1241   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2875    2.3657    0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302    3.8304   -0.6490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    3.5570   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1496   -2.9568    0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4026   -1.2297    0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1926   -1.5530   -0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512   -4.0368   -0.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9759   -2.5295    1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2725   -4.2709    1.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3981   -1.9650    0.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3080   -1.3569    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277   -1.2118   -0.9622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198   -2.1106    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8634   -1.0102    1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217    0.5813   -0.7260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3772    2.4759   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9397    3.3203    3.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110    1.4601    2.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5080   -2.2936    0.7680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6069   -3.5630   -1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -1.2590   -3.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225    0.0402   -2.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4046    1.9976    0.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573    1.4236   -0.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821    2.0410   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651    1.8914    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
  7 12  2  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  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 18 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
 17 33  1  0
 33 34  1  0
 13 35  2  0
 35  5  1  0
 34 14  1  0
 25 19  1  0
 32 26  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 18 52  1  0
 20 53  1  0
 21 54  1  0
 24 55  1  0
 25 56  1  0
 27 57  1  0
 28 58  1  0
 31 59  1  0
 32 60  1  0
 33 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Bis(allylamino)-6-(4-(bis(p-fluorophenyl)methyl)-1-piperazinyl)-S-triazine	ChEBI
Almitrina	ChEBI
Almitrinum	ChEBI
Almitrine bismesylate	HMDB
Almitrine dimesylate	HMDB
Servier brand OF almitrine dimesilate	HMDB
Almitrine bis(methanesulfonate)	HMDB
Vectarion	HMDB
Euthérapie brand OF almitrine dimesilate	HMDB
Monomesylate, almitrine	HMDB
Almitrine monomesylate	HMDB

Chemical Formula

C₂₆H₂₉F₂N₇

Average Molecular Weight

477.5522

Monoisotopic Molecular Weight

477.245250373

IUPAC Name

6-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-N2,N4-bis(prop-2-en-1-yl)-1,3,5-triazine-2,4-diamine

Traditional Name

almitrine

CAS Registry Number

27469-53-0

SMILES

FC1=CC=C(C=C1)C(N1CCN(CC1)C1=NC(NCC=C)=NC(NCC=C)=N1)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C26H29F2N7/c1-3-13-29-24-31-25(30-14-4-2)33-26(32-24)35-17-15-34(16-18-35)23(19-5-9-21(27)10-6-19)20-7-11-22(28)12-8-20/h3-12,23H,1-2,13-18H2,(H2,29,30,31,32,33)

InChI Key

OBDOVFRMEYHSQB-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
N-arylpiperazine
Dialkylarylamine
Amino-1,3,5-triazine
Aminotriazine
Halobenzene
Fluorobenzene
Secondary aliphatic/aromatic amine
Aralkylamine
N-aliphatic s-triazine
N-alkylpiperazine
Aryl fluoride
Piperazine
Aryl halide
1,4-diazinane
Triazine
1,3,5-triazine
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Secondary amine
Organopnictogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Organofluoride
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

triamino-1,3,5-triazine (CHEBI:53778 )
piperazines (CHEBI:53778 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015499)

Source

Exogenous

Exogenous (HMDB: HMDB0015499)

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	0.014 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	4.9	ALOGPS
logP	6.05	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.27	ChemAxon
pKa (Strongest Basic)	7.49	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.21 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	140.88 m³·mol⁻¹	ChemAxon
Polarizability	51.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	213.399	30932474
DeepCCS	[M-H]-	211.003	30932474
DeepCCS	[M-2H]-	243.888	30932474
DeepCCS	[M+Na]+	219.647	30932474
AllCCS	[M+H]+	217.7	32859911
AllCCS	[M+H-H2O]+	215.6	32859911
AllCCS	[M+NH4]+	219.7	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	210.7	32859911
AllCCS	[M+Na-2H]-	211.0	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Almitrine	FC1=CC=C(C=C1)C(N1CCN(CC1)C1=NC(NCC=C)=NC(NCC=C)=N1)C1=CC=C(F)C=C1	4410.9	Standard polar	33892256
Almitrine	FC1=CC=C(C=C1)C(N1CCN(CC1)C1=NC(NCC=C)=NC(NCC=C)=N1)C1=CC=C(F)C=C1	3617.9	Standard non polar	33892256
Almitrine	FC1=CC=C(C=C1)C(N1CCN(CC1)C1=NC(NCC=C)=NC(NCC=C)=N1)C1=CC=C(F)C=C1	3715.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Almitrine,1TMS,isomer #1	C=CCNC1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C)=N1	3743.0	Semi standard non polar	33892256
Almitrine,1TMS,isomer #1	C=CCNC1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C)=N1	2132.6	Standard non polar	33892256
Almitrine,1TMS,isomer #1	C=CCNC1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C)=N1	4944.9	Standard polar	33892256
Almitrine,2TMS,isomer #1	C=CCN(C1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C)=N1)[Si](C)(C)C	3679.0	Semi standard non polar	33892256
Almitrine,2TMS,isomer #1	C=CCN(C1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C)=N1)[Si](C)(C)C	2224.3	Standard non polar	33892256
Almitrine,2TMS,isomer #1	C=CCN(C1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C)=N1)[Si](C)(C)C	4609.5	Standard polar	33892256
Almitrine,1TBDMS,isomer #1	C=CCNC1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C(C)(C)C)=N1	3863.7	Semi standard non polar	33892256
Almitrine,1TBDMS,isomer #1	C=CCNC1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C(C)(C)C)=N1	2269.0	Standard non polar	33892256
Almitrine,1TBDMS,isomer #1	C=CCNC1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C(C)(C)C)=N1	4975.1	Standard polar	33892256
Almitrine,2TBDMS,isomer #1	C=CCN(C1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	3940.1	Semi standard non polar	33892256
Almitrine,2TBDMS,isomer #1	C=CCN(C1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	2631.5	Standard non polar	33892256
Almitrine,2TBDMS,isomer #1	C=CCN(C1=NC(N2CCN(C(C3=CC=C(F)C=C3)C3=CC=C(F)C=C3)CC2)=NC(N(CC=C)[Si](C)(C)C(C)(C)C)=N1)[Si](C)(C)C(C)(C)C	4644.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Almitrine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-0096200000-41257a678ccba5a72f46	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Almitrine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 10V, Positive-QTOF	splash10-004i-1000900000-be1c41fd8c662996a030	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 20V, Positive-QTOF	splash10-0006-8011900000-5e85f712e4187bd2fd83	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 40V, Positive-QTOF	splash10-0006-9225000000-d21bf327498d2000746a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 10V, Negative-QTOF	splash10-004i-1000900000-e3e136edc21c164d0882	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 20V, Negative-QTOF	splash10-0550-5114900000-d3711393e650233f9007	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 40V, Negative-QTOF	splash10-0udi-4749100000-4ac637bcab2b8a98bc75	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 10V, Positive-QTOF	splash10-004i-0000900000-11d22de4e97087d1fcb4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 20V, Positive-QTOF	splash10-004i-0010900000-6da6380e9d3d9932fdf1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 40V, Positive-QTOF	splash10-0udi-0191000000-517afe0139803fe56ae1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 10V, Negative-QTOF	splash10-004i-0000900000-fd80bb6e613003d0b81e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 20V, Negative-QTOF	splash10-00os-1102900000-bb418b0606dbb4011cea	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Almitrine 40V, Negative-QTOF	splash10-0w4m-4469700000-ed9a7153ae99932369a3	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 DB01430	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01430	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01430

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

31235

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Almitrine

METLIN ID

Not Available

PubChem Compound

33887

PDB ID

Not Available

ChEBI ID

53778

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. Sodium/potassium-transporting ATPase subunit alpha-1

General function:: Involved in ATP binding
Specific function:: This is the catalytic component of the active enzyme, which catalyzes the hydrolysis of ATP coupled with the exchange of sodium and potassium ions across the plasma membrane. This action creates the electrochemical gradient of sodium and potassium ions, providing the energy for active transport of various nutrients.
Gene Name:: ATP1A1
Uniprot ID:: P05023
Molecular weight:: 112895.01

References

Rigoulet M: Control processes in oxidative phosphorylation: kinetic constraints and stoichiometry. Biochim Biophys Acta. 1990 Jul 25;1018(2-3):185-9. [PubMed:2144185 ]
Rigoulet M, Fraisse L, Ouhabi R, Guerin B, Fontaine E, Leverve X: Flux-dependent increase in the stoichiometry of charge translocation by mitochondrial ATPase/ATP synthase induced by almitrine. Biochim Biophys Acta. 1990 Jul 17;1018(1):91-7. [PubMed:2165421 ]
Rigoulet M, Ouhabi R, Leverve X, Putod-Paramelle F, Guerin B: Almitrine, a new kind of energy-transduction inhibitor acting on mitochondrial ATP synthase. Biochim Biophys Acta. 1989 Aug 3;975(3):325-9. [PubMed:2527061 ]
Benzi G, Gorini A, Ghigini B, Arnaboldi R, Villa RF: Synaptosomal non-mitochondrial ATPase activities and drug treatment. Neurochem Res. 1993 Jun;18(6):719-26. [PubMed:8099718 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Almitrine (HMDB0015499)

MOL for HMDB0015499 (Almitrine)

3D MOL for HMDB0015499 (Almitrine)

3D SDF for HMDB0015499 (Almitrine)

3D-SDF for HMDB0015499 (Almitrine)

PDB for HMDB0015499 (Almitrine)

3D PDB for HMDB0015499 (Almitrine)

SMILES for HMDB0015499 (Almitrine)

INCHI for HMDB0015499 (Almitrine)

Structure for HMDB0015499 (Almitrine)

3D Structure for HMDB0015499 (Almitrine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References