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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

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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 02:51:59 UTC

HMDB ID

HMDB0015437

Secondary Accession Numbers

HMDB15437

Metabolite Identification

Common Name

Saprisartan

Description

Saprisartan is an AT1 receptor antagonist. It is based on medications of losartan's prototypical chemical structure. The mode of (functional) AT1 receptor antagonism has been characterized as insurmountable/noncompetitive for saprisartan. It is very likely that slow dissociation kinetics from the AT1 receptor underlie insurmountable antagonism.(10579749)

Structure

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

1347
  Mrv0541 02231215232D          

 38 42  0  0  0  0            999 V2000
    8.4248    2.0791    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.8876   -1.5124    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0146   -1.8144    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5856   -2.6394    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126   -2.9414    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178    2.7382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1686   -0.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6021   -1.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730   -1.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.0436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368    0.0516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8201    2.4411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4751   -0.7980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037    0.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    1.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2243    0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763    1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4437    0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2445    1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0569   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    2.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    1.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8853   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734    1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3879    1.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3879    0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -0.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1686    1.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6501    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4751    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8876   -0.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8876    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126   -0.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3001   -2.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  1  0  0  0  0
  2  8  2  0  0  0  0
  2  9  2  0  0  0  0
  2 13  1  0  0  0  0
  2 38  1  0  0  0  0
  3 38  1  0  0  0  0
  4 38  1  0  0  0  0
  5 38  1  0  0  0  0
  6 22  2  0  0  0  0
  7 28  1  0  0  0  0
  7 31  1  0  0  0  0
 10 18  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 11 17  1  0  0  0  0
 11 19  2  0  0  0  0
 12 22  1  0  0  0  0
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 29  2  0  0  0  0
 27 28  2  0  0  0  0
 27 30  1  0  0  0  0
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 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  2  0  0  0  0
 34 36  1  0  0  0  0
 35 37  1  0  0  0  0
 36 37  2  0  0  0  0
M  END

HMDB0015437
     RDKit          3D
Saprisartan
 60 64  0  0  0  0  0  0  0  0999 V2000
   -3.5083    0.7261    3.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248   -0.3336    2.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -0.1222    1.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334    0.8687    0.9993 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.7410   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6144    1.6560   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2717    2.7658   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0435    1.6126   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425   -0.3880   -0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2030   -0.8695   -2.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0271   -0.1403   -3.0606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6649   -1.8952   -2.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -0.8914    0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5202   -2.0703    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596   -1.9739   -0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -2.7370   -1.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -2.6995   -1.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -1.8620   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -1.6242   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2367   -0.7244   -0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6182   -0.3435   -1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933   -0.3366   -2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3948   -0.0483   -2.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2966    0.2491   -1.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8658    0.2483   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5257   -0.0514   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171   -0.1433    1.1764 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0677    0.7204    2.3702 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.5261    0.3131    2.4401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5168    0.3515    3.7634 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978    2.4700    2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    2.9210    2.2839 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7710    3.1107    3.1588 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    2.8189    0.9817 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -0.3974   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141    0.8994    1.3358 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.1127   -1.1162   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.1815    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4486    1.1146    3.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245    1.4972    3.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6900    0.2326    4.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8522   -0.2457    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2943   -1.3320    3.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.9614   -2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4540    3.7405   -0.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453    2.7170    0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4398    0.8577    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7580    1.7653   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0588   -0.2158   -3.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936    0.4631   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1076   -2.8467   -0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -2.5177    1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816   -3.3920   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028   -3.2925   -2.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3791   -0.5718   -3.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7485   -0.0452   -3.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408    0.4847   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5920    0.4815    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781   -0.8148    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319   -0.5640    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  2  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 20 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 13  3  1  0
 38 15  1  0
  8  6  1  0
 37 18  1  0
 26 21  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  2 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
 11 49  1  0
 11 50  1  0
 14 51  1  0
 14 52  1  0
 16 53  1  0
 17 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 27 59  1  0
 38 60  1  0
M  END

1347
  Mrv0541 02231215232D          

 38 42  0  0  0  0            999 V2000
    8.4248    2.0791    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.8876   -1.5124    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0146   -1.8144    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.5856   -2.6394    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126   -2.9414    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178    2.7382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1686   -0.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6021   -1.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730   -1.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.0436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368    0.0516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8201    2.4411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4751   -0.7980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037    0.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    1.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2243    0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7763    1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4437    0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2445    1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0569   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    2.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    1.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8853   -1.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734    1.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3879    1.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3879    0.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6734   -0.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1686    1.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6501    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4751    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8876   -0.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8876    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126   -0.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126    1.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3001   -2.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  1  0  0  0  0
  2  8  2  0  0  0  0
  2  9  2  0  0  0  0
  2 13  1  0  0  0  0
  2 38  1  0  0  0  0
  3 38  1  0  0  0  0
  4 38  1  0  0  0  0
  5 38  1  0  0  0  0
  6 22  2  0  0  0  0
  7 28  1  0  0  0  0
  7 31  1  0  0  0  0
 10 18  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 11 17  1  0  0  0  0
 11 19  2  0  0  0  0
 12 22  1  0  0  0  0
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 22  1  0  0  0  0
 19 21  1  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 25 27  1  0  0  0  0
 26 29  2  0  0  0  0
 27 28  2  0  0  0  0
 27 30  1  0  0  0  0
 28 29  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  2  0  0  0  0
 34 36  1  0  0  0  0
 35 37  1  0  0  0  0
 36 37  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015437

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=NC(C2CC2)=C(N1CC1=CC2=C(OC(=C2Br)C2=CC=CC=C2NS(=O)(=O)C(F)(F)F)C=C1)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H22BrF3N4O4S/c1-2-19-31-21(14-8-9-14)22(24(30)34)33(19)12-13-7-10-18-16(11-13)20(26)23(37-18)15-5-3-4-6-17(15)32-38(35,36)25(27,28)29/h3-7,10-11,14,32H,2,8-9,12H2,1H3,(H2,30,34)

> <INCHI_KEY>
DUEWVPTZCSAMNB-UHFFFAOYSA-N

> <FORMULA>
C25H22BrF3N4O4S

> <MOLECULAR_WEIGHT>
611.431

> <EXACT_MASS>
610.049723164

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
54.20307385878802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{[3-bromo-2-(2-trifluoromethanesulfonamidophenyl)-1-benzofuran-5-yl]methyl}-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxamide

> <ALOGPS_LOGP>
5.89

> <JCHEM_LOGP>
3.3470178684072986

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.88644794859994

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.266136176134234

> <JCHEM_PKA_STRONGEST_BASIC>
5.1833769826087615

> <JCHEM_POLAR_SURFACE_AREA>
120.22

> <JCHEM_REFRACTIVITY>
137.14749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
saprisartan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015437
     RDKit          3D
Saprisartan
 60 64  0  0  0  0  0  0  0  0999 V2000
   -3.5083    0.7261    3.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248   -0.3336    2.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -0.1222    1.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334    0.8687    0.9993 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.7410   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6144    1.6560   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2717    2.7658   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0435    1.6126   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425   -0.3880   -0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2030   -0.8695   -2.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0271   -0.1403   -3.0606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6649   -1.8952   -2.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -0.8914    0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5202   -2.0703    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596   -1.9739   -0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -2.7370   -1.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -2.6995   -1.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -1.8620   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -1.6242   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2367   -0.7244   -0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6182   -0.3435   -1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933   -0.3366   -2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3948   -0.0483   -2.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2966    0.2491   -1.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8658    0.2483   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5257   -0.0514   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171   -0.1433    1.1764 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0677    0.7204    2.3702 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.5261    0.3131    2.4401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5168    0.3515    3.7634 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978    2.4700    2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    2.9210    2.2839 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7710    3.1107    3.1588 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    2.8189    0.9817 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -0.3974   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141    0.8994    1.3358 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.1127   -1.1162   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.1815    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4486    1.1146    3.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245    1.4972    3.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6900    0.2326    4.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8522   -0.2457    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2943   -1.3320    3.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.9614   -2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4540    3.7405   -0.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453    2.7170    0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4398    0.8577    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7580    1.7653   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0588   -0.2158   -3.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936    0.4631   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1076   -2.8467   -0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -2.5177    1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816   -3.3920   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028   -3.2925   -2.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3791   -0.5718   -3.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7485   -0.0452   -3.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408    0.4847   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5920    0.4815    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781   -0.8148    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319   -0.5640    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  2  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 20 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 13  3  1  0
 38 15  1  0
  8  6  1  0
 37 18  1  0
 26 21  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  2 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
 11 49  1  0
 11 50  1  0
 14 51  1  0
 14 52  1  0
 16 53  1  0
 17 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 27 59  1  0
 38 60  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1347                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Br   UNK     0      15.726   3.881   0.000  0.00  0.00          Br+0
HETATM    2  S   UNK     0      18.457  -2.823   0.000  0.00  0.00           S+0
HETATM    3  F   UNK     0      20.561  -3.387   0.000  0.00  0.00           F+0
HETATM    4  F   UNK     0      17.893  -4.927   0.000  0.00  0.00           F+0
HETATM    5  F   UNK     0      19.997  -5.491   0.000  0.00  0.00           F+0
HETATM    6  O   UNK     0       7.873   5.111   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      15.248  -0.061   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      19.791  -2.053   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      17.123  -3.593   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       8.456   1.948   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       6.789   0.096   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       5.264   4.557   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      17.687  -1.490   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.487   1.591   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080   0.965   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.241   2.496   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.019   1.430   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.049   2.574   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.295   0.416   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.790   2.718   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.440  -0.614   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.729   4.081   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.123   1.948   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.119  -2.121   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.457   2.718   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.123   0.408   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.791   1.948   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.791   0.408   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.457  -0.362   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.248   2.417   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.147   1.178   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.687   1.178   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.457  -0.156   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.457   2.512   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.997  -0.156   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.997   2.512   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      20.767   1.178   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      19.227  -4.157   0.000  0.00  0.00           C+0
CONECT    1   30                                                            
CONECT    2    8    9   13   38                                             
CONECT    3   38                                                            
CONECT    4   38                                                            
CONECT    5   38                                                            
CONECT    6   22                                                            
CONECT    7   28   31                                                       
CONECT    8    2                                                            
CONECT    9    2                                                            
CONECT   10   18   19   20                                                  
CONECT   11   17   19                                                       
CONECT   12   22                                                            
CONECT   13    2   33                                                       
CONECT   14   15   16   17                                                  
CONECT   15   14   16                                                       
CONECT   16   14   15                                                       
CONECT   17   11   14   18                                                  
CONECT   18   10   17   22                                                  
CONECT   19   10   11   21                                                  
CONECT   20   10   23                                                       
CONECT   21   19   24                                                       
CONECT   22    6   12   18                                                  
CONECT   23   20   25   26                                                  
CONECT   24   21                                                            
CONECT   25   23   27                                                       
CONECT   26   23   29                                                       
CONECT   27   25   28   30                                                  
CONECT   28    7   27   29                                                  
CONECT   29   26   28                                                       
CONECT   30    1   27   31                                                  
CONECT   31    7   30   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   13   32   35                                                  
CONECT   34   32   36                                                       
CONECT   35   33   37                                                       
CONECT   36   34   37                                                       
CONECT   37   35   36                                                       
CONECT   38    2    3    4    5                                             
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0015437
HETATM    1  C1  UNL     1      -3.508   0.726   3.646  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.925  -0.334   2.727  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.495  -0.122   1.342  1.00  0.00           C  
HETATM    4  N1  UNL     1      -4.333   0.869   0.999  1.00  0.00           N  
HETATM    5  C4  UNL     1      -4.691   0.741  -0.276  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.614   1.656  -1.032  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.272   2.766  -0.188  1.00  0.00           C  
HETATM    8  C7  UNL     1      -7.043   1.613  -0.730  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.042  -0.388  -0.755  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.203  -0.869  -2.138  1.00  0.00           C  
HETATM   11  N2  UNL     1      -5.027  -0.140  -3.061  1.00  0.00           N  
HETATM   12  O1  UNL     1      -3.665  -1.895  -2.596  1.00  0.00           O  
HETATM   13  N3  UNL     1      -3.319  -0.891   0.256  1.00  0.00           N  
HETATM   14  C10 UNL     1      -2.520  -2.070   0.228  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.160  -1.974  -0.291  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.814  -2.737  -1.407  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.439  -2.699  -1.982  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.426  -1.862  -1.434  1.00  0.00           C  
HETATM   19  O2  UNL     1       2.650  -1.624  -1.746  1.00  0.00           O  
HETATM   20  C15 UNL     1       3.237  -0.724  -0.921  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.618  -0.344  -1.147  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.093  -0.337  -2.478  1.00  0.00           C  
HETATM   23  C18 UNL     1       6.395  -0.048  -2.800  1.00  0.00           C  
HETATM   24  C19 UNL     1       7.297   0.249  -1.815  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.866   0.248  -0.511  1.00  0.00           C  
HETATM   26  C21 UNL     1       5.526  -0.051  -0.193  1.00  0.00           C  
HETATM   27  N4  UNL     1       5.217  -0.143   1.176  1.00  0.00           N  
HETATM   28  S1  UNL     1       6.068   0.720   2.370  1.00  0.00           S  
HETATM   29  O3  UNL     1       7.526   0.313   2.440  1.00  0.00           O  
HETATM   30  O4  UNL     1       5.517   0.351   3.763  1.00  0.00           O  
HETATM   31  C22 UNL     1       5.998   2.470   2.203  1.00  0.00           C  
HETATM   32  F1  UNL     1       4.724   2.921   2.284  1.00  0.00           F  
HETATM   33  F2  UNL     1       6.771   3.111   3.159  1.00  0.00           F  
HETATM   34  F3  UNL     1       6.555   2.819   0.982  1.00  0.00           F  
HETATM   35  C23 UNL     1       2.272  -0.397  -0.043  1.00  0.00           C  
HETATM   36 BR1  UNL     1       2.314   0.899   1.336  1.00  0.00          BR  
HETATM   37  C24 UNL     1       1.113  -1.116  -0.355  1.00  0.00           C  
HETATM   38  C25 UNL     1      -0.166  -1.182   0.198  1.00  0.00           C  
HETATM   39  H1  UNL     1      -4.449   1.115   3.235  1.00  0.00           H  
HETATM   40  H2  UNL     1      -2.725   1.497   3.785  1.00  0.00           H  
HETATM   41  H3  UNL     1      -3.690   0.233   4.625  1.00  0.00           H  
HETATM   42  H4  UNL     1      -1.852  -0.246   2.655  1.00  0.00           H  
HETATM   43  H5  UNL     1      -3.294  -1.332   3.049  1.00  0.00           H  
HETATM   44  H6  UNL     1      -5.266   1.961  -2.035  1.00  0.00           H  
HETATM   45  H7  UNL     1      -6.454   3.740  -0.683  1.00  0.00           H  
HETATM   46  H8  UNL     1      -6.045   2.717   0.887  1.00  0.00           H  
HETATM   47  H9  UNL     1      -7.440   0.858   0.004  1.00  0.00           H  
HETATM   48  H10 UNL     1      -7.758   1.765  -1.570  1.00  0.00           H  
HETATM   49  H11 UNL     1      -6.059  -0.216  -3.006  1.00  0.00           H  
HETATM   50  H12 UNL     1      -4.594   0.463  -3.783  1.00  0.00           H  
HETATM   51  H13 UNL     1      -3.108  -2.847  -0.319  1.00  0.00           H  
HETATM   52  H14 UNL     1      -2.418  -2.518   1.269  1.00  0.00           H  
HETATM   53  H15 UNL     1      -1.582  -3.392  -1.817  1.00  0.00           H  
HETATM   54  H16 UNL     1       0.703  -3.293  -2.847  1.00  0.00           H  
HETATM   55  H17 UNL     1       4.379  -0.572  -3.255  1.00  0.00           H  
HETATM   56  H18 UNL     1       6.749  -0.045  -3.818  1.00  0.00           H  
HETATM   57  H19 UNL     1       8.341   0.485  -2.040  1.00  0.00           H  
HETATM   58  H20 UNL     1       7.592   0.481   0.250  1.00  0.00           H  
HETATM   59  H21 UNL     1       4.478  -0.815   1.459  1.00  0.00           H  
HETATM   60  H22 UNL     1      -0.332  -0.564   1.038  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3   42   43
CONECT    3    4    4   13
CONECT    4    5
CONECT    5    6    9    9
CONECT    6    7    8   44
CONECT    7    8   45   46
CONECT    8   47   48
CONECT    9   10   13
CONECT   10   11   12   12
CONECT   11   49   50
CONECT   13   14
CONECT   14   15   51   52
CONECT   15   16   16   38
CONECT   16   17   53
CONECT   17   18   18   54
CONECT   18   19   37
CONECT   19   20
CONECT   20   21   35   35
CONECT   21   22   22   26
CONECT   22   23   55
CONECT   23   24   24   56
CONECT   24   25   57
CONECT   25   26   26   58
CONECT   26   27
CONECT   27   28   59
CONECT   28   29   29   30   30
CONECT   28   31
CONECT   31   32   33   34
CONECT   35   36   37
CONECT   37   38   38
CONECT   38   60
END

HMDB0015437
     RDKit          3D
Saprisartan
 60 64  0  0  0  0  0  0  0  0999 V2000
   -3.5083    0.7261    3.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248   -0.3336    2.7265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4946   -0.1222    1.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3334    0.8687    0.9993 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6911    0.7410   -0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6144    1.6560   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2717    2.7658   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0435    1.6126   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0425   -0.3880   -0.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2030   -0.8695   -2.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0271   -0.1403   -3.0606 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6649   -1.8952   -2.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3185   -0.8914    0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5202   -2.0703    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1596   -1.9739   -0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8140   -2.7370   -1.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -2.6995   -1.9819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4258   -1.8620   -1.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -1.6242   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2367   -0.7244   -0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6182   -0.3435   -1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933   -0.3366   -2.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3948   -0.0483   -2.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2966    0.2491   -1.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8658    0.2483   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5257   -0.0514   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2171   -0.1433    1.1764 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0677    0.7204    2.3702 S   0  0  0  0  0  6  0  0  0  0  0  0
    7.5261    0.3131    2.4401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5168    0.3515    3.7634 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9978    2.4700    2.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    2.9210    2.2839 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7710    3.1107    3.1588 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5554    2.8189    0.9817 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715   -0.3974   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3141    0.8994    1.3358 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.1127   -1.1162   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -1.1815    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4486    1.1146    3.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7245    1.4972    3.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6900    0.2326    4.6252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8522   -0.2457    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2943   -1.3320    3.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657    1.9614   -2.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4540    3.7405   -0.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453    2.7170    0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4398    0.8577    0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7580    1.7653   -1.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0588   -0.2158   -3.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5936    0.4631   -3.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1076   -2.8467   -0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4181   -2.5177    1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816   -3.3920   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028   -3.2925   -2.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3791   -0.5718   -3.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7485   -0.0452   -3.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3408    0.4847   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5920    0.4815    0.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781   -0.8148    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319   -0.5640    1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  2  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 20 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 13  3  1  0
 38 15  1  0
  8  6  1  0
 37 18  1  0
 26 21  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  2 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
 11 49  1  0
 11 50  1  0
 14 51  1  0
 14 52  1  0
 16 53  1  0
 17 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 25 58  1  0
 27 59  1  0
 38 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
GR-138950C	HMDB
GR-138950SAprisartan	HMDB
Saprisartan potassium	HMDB
Sapri-sartan potassium	HMDB
1-({3-bromo-2-[2-(trifluoromethanesulfonamido)phenyl]-1-benzofuran-5-yl}methyl)-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboximidate	HMDB
1-({3-bromo-2-[2-(trifluoromethanesulphonamido)phenyl]-1-benzofuran-5-yl}methyl)-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboximidate	HMDB
1-({3-bromo-2-[2-(trifluoromethanesulphonamido)phenyl]-1-benzofuran-5-yl}methyl)-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboximidic acid	HMDB

Chemical Formula

C₂₅H₂₂BrF₃N₄O₄S

Average Molecular Weight

611.431

Monoisotopic Molecular Weight

610.049723164

IUPAC Name

1-{[3-bromo-2-(2-trifluoromethanesulfonamidophenyl)-1-benzofuran-5-yl]methyl}-4-cyclopropyl-2-ethyl-1H-imidazole-5-carboxamide

Traditional Name

saprisartan

CAS Registry Number

146623-69-0

SMILES

CCC1=NC(C2CC2)=C(N1CC1=CC2=C(OC(=C2Br)C2=CC=CC=C2NS(=O)(=O)C(F)(F)F)C=C1)C(N)=O

InChI Identifier

InChI=1S/C25H22BrF3N4O4S/c1-2-19-31-21(14-8-9-14)22(24(30)34)33(19)12-13-7-10-18-16(11-13)20(26)23(37-18)15-5-3-4-6-17(15)32-38(35,36)25(27,28)29/h3-7,10-11,14,32H,2,8-9,12H2,1H3,(H2,30,34)

InChI Key

DUEWVPTZCSAMNB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Sulfanilide
1,2,4,5-tetrasubstituted imidazole
Benzofuran
2-heteroaryl carboxamide
Imidazole-4-carbonyl group
Aryl bromide
Aryl halide
Monocyclic benzene moiety
N-substituted imidazole
Organic sulfonic acid amide
Benzenoid
Organosulfonic acid amide
Sulfonyl
Aminosulfonyl compound
Organosulfonic acid or derivatives
Imidazole
Organic sulfonic acid or derivatives
Furan
Heteroaromatic compound
Azole
Trihalomethane
Carboxamide group
Primary carboxylic acid amide
Oxacycle
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organosulfur compound
Alkyl fluoride
Organohalogen compound
Organobromide
Organic oxygen compound
Organofluoride
Hydrocarbon derivative
Halomethane
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Alkyl halide
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015437)

Source

Exogenous

Exogenous (HMDB: HMDB0015437)

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	0.015 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	5.89	ALOGPS
logP	3.35	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	2.27	ChemAxon
pKa (Strongest Basic)	5.18	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.22 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	137.15 m³·mol⁻¹	ChemAxon
Polarizability	54.2 Å³	ChemAxon
Number of Rings	5	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]+	203.897	30932474
DeepCCS	[M-H]-	201.502	30932474
DeepCCS	[M-2H]-	234.477	30932474
DeepCCS	[M+Na]+	209.767	30932474
AllCCS	[M+H]+	227.1	32859911
AllCCS	[M+H-H2O]+	225.8	32859911
AllCCS	[M+NH4]+	228.3	32859911
AllCCS	[M+Na]+	228.6	32859911
AllCCS	[M-H]-	208.5	32859911
AllCCS	[M+Na-2H]-	209.1	32859911
AllCCS	[M+HCOO]-	210.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Saprisartan	CCC1=NC(C2CC2)=C(N1CC1=CC2=C(OC(=C2Br)C2=CC=CC=C2NS(=O)(=O)C(F)(F)F)C=C1)C(N)=O	5170.4	Standard polar	33892256
Saprisartan	CCC1=NC(C2CC2)=C(N1CC1=CC2=C(OC(=C2Br)C2=CC=CC=C2NS(=O)(=O)C(F)(F)F)C=C1)C(N)=O	3831.1	Standard non polar	33892256
Saprisartan	CCC1=NC(C2CC2)=C(N1CC1=CC2=C(OC(=C2Br)C2=CC=CC=C2NS(=O)(=O)C(F)(F)F)C=C1)C(N)=O	3875.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Saprisartan,1TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	3997.1	Semi standard non polar	33892256
Saprisartan,1TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	3909.1	Standard non polar	33892256
Saprisartan,1TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	5363.6	Standard polar	33892256
Saprisartan,1TMS,isomer #2	CCC1=NC(C2CC2)=C(C(N)=O)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	3972.5	Semi standard non polar	33892256
Saprisartan,1TMS,isomer #2	CCC1=NC(C2CC2)=C(C(N)=O)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	3982.7	Standard non polar	33892256
Saprisartan,1TMS,isomer #2	CCC1=NC(C2CC2)=C(C(N)=O)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	5718.9	Standard polar	33892256
Saprisartan,2TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4062.4	Semi standard non polar	33892256
Saprisartan,2TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4132.7	Standard non polar	33892256
Saprisartan,2TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4958.7	Standard polar	33892256
Saprisartan,2TMS,isomer #2	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	3953.6	Semi standard non polar	33892256
Saprisartan,2TMS,isomer #2	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4120.1	Standard non polar	33892256
Saprisartan,2TMS,isomer #2	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	5041.9	Standard polar	33892256
Saprisartan,3TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4038.6	Semi standard non polar	33892256
Saprisartan,3TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4340.0	Standard non polar	33892256
Saprisartan,3TMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C)[Si](C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4728.4	Standard polar	33892256
Saprisartan,1TBDMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4190.1	Semi standard non polar	33892256
Saprisartan,1TBDMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4157.5	Standard non polar	33892256
Saprisartan,1TBDMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	5312.7	Standard polar	33892256
Saprisartan,1TBDMS,isomer #2	CCC1=NC(C2CC2)=C(C(N)=O)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4153.2	Semi standard non polar	33892256
Saprisartan,1TBDMS,isomer #2	CCC1=NC(C2CC2)=C(C(N)=O)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4194.5	Standard non polar	33892256
Saprisartan,1TBDMS,isomer #2	CCC1=NC(C2CC2)=C(C(N)=O)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	5604.2	Standard polar	33892256
Saprisartan,2TBDMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4386.1	Semi standard non polar	33892256
Saprisartan,2TBDMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4572.7	Standard non polar	33892256
Saprisartan,2TBDMS,isomer #1	CCC1=NC(C2CC2)=C(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3NS(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4923.6	Standard polar	33892256
Saprisartan,2TBDMS,isomer #2	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4290.8	Semi standard non polar	33892256
Saprisartan,2TBDMS,isomer #2	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	4585.7	Standard non polar	33892256
Saprisartan,2TBDMS,isomer #2	CCC1=NC(C2CC2)=C(C(=O)N[Si](C)(C)C(C)(C)C)N1CC1=CC=C2OC(C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)S(=O)(=O)C(F)(F)F)=C(Br)C2=C1	5012.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Saprisartan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0lea-6500390000-e400299fe00d75260a2e	2017-09-01	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 - Saprisartan 10V, Positive-QTOF	splash10-03di-0110957000-a72ae38c2d41a4d60cf1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 20V, Positive-QTOF	splash10-03di-0000900000-e332f5eb30820cdefa1b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 40V, Positive-QTOF	splash10-0ue9-9021500000-d8d9f1041ce1d4137815	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 10V, Negative-QTOF	splash10-0a4i-0730089000-195bd95c5056ce93a63f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 20V, Negative-QTOF	splash10-001i-2900030000-9282f8ed9c687585fb9a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 40V, Negative-QTOF	splash10-001i-2900000000-5f1e68080baaa3c60966	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 10V, Positive-QTOF	splash10-03dl-0000049000-098806be38c74fe6e127	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 20V, Positive-QTOF	splash10-03dl-0500193000-b2db80631faac397478e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 40V, Positive-QTOF	splash10-0019-0911550000-4a7fe929cb900032d68d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 10V, Negative-QTOF	splash10-0a4i-0100009000-b6ab27fdb52b44c0b1c0	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 20V, Negative-QTOF	splash10-0006-9000000000-2255eda51b844d32f5ee	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Saprisartan 40V, Negative-QTOF	splash10-004u-6900341000-ddff270a833fd4e01ed8	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 DB01347	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01347	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01347

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

54892

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

60921

PDB ID

Not Available

ChEBI ID

198341

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. Type-1 angiotensin II receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for angiotensin II. Mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: AGTR1
Uniprot ID:: P30556
Molecular weight:: 41060.5

References

Timmermans PB: Pharmacological properties of angiotensin II receptor antagonists. Can J Cardiol. 1999 Nov;15 Suppl F:26F-8F. [PubMed:10579749 ]
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 Saprisartan (HMDB0015437)

MOL for HMDB0015437 (Saprisartan)

3D MOL for HMDB0015437 (Saprisartan)

3D SDF for HMDB0015437 (Saprisartan)

3D-SDF for HMDB0015437 (Saprisartan)

PDB for HMDB0015437 (Saprisartan)

3D PDB for HMDB0015437 (Saprisartan)

SMILES for HMDB0015437 (Saprisartan)

INCHI for HMDB0015437 (Saprisartan)

Structure for HMDB0015437 (Saprisartan)

3D Structure for HMDB0015437 (Saprisartan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References