Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:27:34 UTC

Update Date

2021-09-26 23:14:58 UTC

HMDB ID

HMDB0258215

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Selexipag

Description

Selexipag, also known as uptravi or act 293987, belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group. Based on a literature review a significant number of articles have been published on Selexipag. This compound has been identified in human blood as reported by (PMID: 31557052 ). Selexipag is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Selexipag is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1572012231513302D          

 35 37  0  0  0  0            999 V2000
   -3.5216    0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5216   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071   -0.8270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926    0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.8231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9507    2.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6651    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6651    0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9507    0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9407   -0.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552   -0.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6553   -1.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2362   -1.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670    0.8296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6567    0.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3672    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    2.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399    0.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7436    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437    0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1457    0.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8465    0.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5481    0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2493    0.8194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9507    0.4143    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482   -0.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5327   -0.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3575    1.1193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 31 33  1  0  0  0  0
 31 34  2  0  0  0  0
 31 35  2  0  0  0  0
M  END

HMDB0258215
     RDKit          3D
Selexipag
 67 69  0  0  0  0  0  0  0  0999 V2000
   -0.0740   -2.0854   -2.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -0.6281   -2.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8412   -0.3958   -3.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318    0.0490   -1.5642 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3744    0.0166   -1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0083    0.7790   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5078    0.4821   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1915    0.8069   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    0.6755   -1.5221 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417    0.7215   -1.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546    0.5139   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6421    0.5657   -0.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8450    0.2839    1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983    0.0868    2.5489 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.7301   -1.4692    2.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1177    0.1749    3.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8991    1.2214    2.5325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218    0.5274   -0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9021    1.5267    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619    1.8321    1.0156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135    1.1506    0.9151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2782    1.4347    1.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452    0.4951    2.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379    0.7887    3.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5238    2.0550    3.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9273    2.9709    2.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8304    2.6949    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586    0.1240   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297   -0.6095   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528   -0.0197   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9262   -0.7413   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9120   -2.0997   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -2.7247    0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5126   -1.9752    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -0.1634   -0.8021 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2618   -2.5952   -1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722   -2.2292   -3.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153   -2.5795   -3.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.1544   -3.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5759   -1.1668   -2.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700   -0.4594   -4.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421    0.6420   -2.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5988   -1.1059   -1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    0.1693   -2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0102    1.8894   -0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    0.5687    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6840   -0.5517    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9045    1.2269    0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    0.0995   -2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7446    1.8036   -1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1671   -0.0153   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1603    1.7294   -1.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8427    0.2140    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1196   -1.8032    3.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0507   -2.2813    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5363   -1.3858    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    2.0930    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4099   -0.5248    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3845    0.0336    4.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3912    2.2808    3.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    3.9793    2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4068    3.4834    1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7913    1.0448   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8949   -0.2626   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8190   -2.7104   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6820   -3.7982    0.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6047   -2.5076    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 28 35  2  0
 35 18  1  0
 27 22  1  0
 34 29  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
 10 51  1  0
 10 52  1  0
 13 53  1  0
 15 54  1  0
 15 55  1  0
 15 56  1  0
 19 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
 30 63  1  0
 31 64  1  0
 32 65  1  0
 33 66  1  0
 34 67  1  0
M  END

  Mrv1572012231513302D          

 35 37  0  0  0  0            999 V2000
   -3.5216    0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5216   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071   -0.8270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926    0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    0.8231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9507    2.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6651    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6651    0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9507    0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9407   -0.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552   -0.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6553   -1.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9508   -2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2362   -1.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3670    0.8296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6567    0.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3672    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0887    2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    2.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399    0.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7436    0.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4437    0.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1457    0.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8465    0.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5481    0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2493    0.8194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9507    0.4143    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482   -0.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5327   -0.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3575    1.1193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  8 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 31 33  1  0  0  0  0
 31 34  2  0  0  0  0
 31 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258215

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)N(CCCCOCC(=O)NS(C)(=O)=O)C1=NC(C2=CC=CC=C2)=C(N=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H32N4O4S/c1-20(2)30(16-10-11-17-34-19-24(31)29-35(3,32)33)23-18-27-25(21-12-6-4-7-13-21)26(28-23)22-14-8-5-9-15-22/h4-9,12-15,18,20H,10-11,16-17,19H2,1-3H3,(H,29,31)

> <INCHI_KEY>
QXWZQTURMXZVHJ-UHFFFAOYSA-N

> <FORMULA>
C26H32N4O4S

> <MOLECULAR_WEIGHT>
496.63

> <EXACT_MASS>
496.2144267

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
54.98097949728621

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-[(5,6-diphenylpyrazin-2-yl)(propan-2-yl)amino]butoxy}-N-methanesulfonylacetamide

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
3.7649714193333335

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.258942999262846

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7731144900087816

> <JCHEM_PKA_STRONGEST_BASIC>
1.412140586446372

> <JCHEM_POLAR_SURFACE_AREA>
101.48999999999998

> <JCHEM_REFRACTIVITY>
136.8093

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[(5,6-diphenylpyrazin-2-yl)(isopropyl)amino]butoxy}-N-methanesulfonylacetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258215
     RDKit          3D
Selexipag
 67 69  0  0  0  0  0  0  0  0999 V2000
   -0.0740   -2.0854   -2.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -0.6281   -2.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8412   -0.3958   -3.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318    0.0490   -1.5642 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3744    0.0166   -1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0083    0.7790   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5078    0.4821   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1915    0.8069   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    0.6755   -1.5221 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417    0.7215   -1.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546    0.5139   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6421    0.5657   -0.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8450    0.2839    1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983    0.0868    2.5489 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.7301   -1.4692    2.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1177    0.1749    3.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8991    1.2214    2.5325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218    0.5274   -0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9021    1.5267    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619    1.8321    1.0156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135    1.1506    0.9151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2782    1.4347    1.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452    0.4951    2.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379    0.7887    3.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5238    2.0550    3.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9273    2.9709    2.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8304    2.6949    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586    0.1240   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297   -0.6095   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528   -0.0197   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9262   -0.7413   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9120   -2.0997   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -2.7247    0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5126   -1.9752    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -0.1634   -0.8021 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2618   -2.5952   -1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722   -2.2292   -3.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153   -2.5795   -3.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.1544   -3.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5759   -1.1668   -2.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700   -0.4594   -4.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421    0.6420   -2.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5988   -1.1059   -1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    0.1693   -2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0102    1.8894   -0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    0.5687    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6840   -0.5517    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9045    1.2269    0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    0.0995   -2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7446    1.8036   -1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1671   -0.0153   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1603    1.7294   -1.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8427    0.2140    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1196   -1.8032    3.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0507   -2.2813    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5363   -1.3858    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    2.0930    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4099   -0.5248    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3845    0.0336    4.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3912    2.2808    3.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    3.9793    2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4068    3.4834    1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7913    1.0448   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8949   -0.2626   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8190   -2.7104   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6820   -3.7982    0.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6047   -2.5076    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 28 35  2  0
 35 18  1  0
 27 22  1  0
 34 29  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
 10 51  1  0
 10 52  1  0
 13 53  1  0
 15 54  1  0
 15 55  1  0
 15 56  1  0
 19 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
 30 63  1  0
 31 64  1  0
 32 65  1  0
 33 66  1  0
 34 67  1  0
M  END

HEADER    PROTEIN                                 23-DEC-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-DEC-15         0                                  
HETATM    1  C   UNK     0      -6.574   0.766   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.574  -0.774   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -5.240  -1.544   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.906  -0.774   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.906   0.766   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -5.240   1.536   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -7.907   1.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.907  -1.544   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.907   3.076   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.241   3.846   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.575   3.076   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.575   1.536   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.241   0.766   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.223  -0.784   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -10.556  -1.554   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.557  -3.094   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.241  -3.854   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.908  -3.084   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -2.552   1.549   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.226   0.783   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.552   3.076   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.899   3.854   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.231   3.839   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.074   1.534   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.388   0.776   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.695   1.531   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.005   0.774   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.313   1.530   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.623   0.774   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       7.932   1.529   0.000  0.00  0.00           N+0
HETATM   31  S   UNK     0       9.241   0.773   0.000  0.00  0.00           S+0
HETATM   32  O   UNK     0       6.623  -0.773   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.575   0.003   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.461  -0.578   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.001   2.089   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    1                                                       
CONECT    7    1    9   13                                                  
CONECT    8    2   14   18                                                  
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    7                                                       
CONECT   14    8   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    8                                                       
CONECT   19    5   20   21                                                  
CONECT   20   19   24                                                       
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30   33   34   35                                             
CONECT   32   29                                                            
CONECT   33   31                                                            
CONECT   34   31                                                            
CONECT   35   31                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

COMPND    HMDB0258215
HETATM    1  C1  UNL     1      -0.074  -2.085  -2.806  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.437  -0.628  -2.822  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.841  -0.396  -3.206  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.032   0.049  -1.564  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.374   0.017  -1.346  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.008   0.779  -0.280  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.508   0.482  -0.185  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.192   0.807  -1.492  1.00  0.00           C  
HETATM    9  O1  UNL     1       5.427   0.675  -1.522  1.00  0.00           O  
HETATM   10  C8  UNL     1       6.642   0.722  -1.383  1.00  0.00           C  
HETATM   11  C9  UNL     1       7.355   0.514  -0.093  1.00  0.00           C  
HETATM   12  O2  UNL     1       8.642   0.566  -0.206  1.00  0.00           O  
HETATM   13  N2  UNL     1       6.845   0.284   1.172  1.00  0.00           N  
HETATM   14  S1  UNL     1       7.898   0.087   2.549  1.00  0.00           S  
HETATM   15  C10 UNL     1       8.730  -1.469   2.424  1.00  0.00           C  
HETATM   16  O3  UNL     1       7.118   0.175   3.809  1.00  0.00           O  
HETATM   17  O4  UNL     1       8.899   1.221   2.532  1.00  0.00           O  
HETATM   18  C11 UNL     1      -1.022   0.527  -0.718  1.00  0.00           C  
HETATM   19  C12 UNL     1      -0.902   1.527   0.197  1.00  0.00           C  
HETATM   20  N3  UNL     1      -1.962   1.832   1.016  1.00  0.00           N  
HETATM   21  C13 UNL     1      -3.114   1.151   0.915  1.00  0.00           C  
HETATM   22  C14 UNL     1      -4.278   1.435   1.753  1.00  0.00           C  
HETATM   23  C15 UNL     1      -4.845   0.495   2.579  1.00  0.00           C  
HETATM   24  C16 UNL     1      -5.938   0.789   3.355  1.00  0.00           C  
HETATM   25  C17 UNL     1      -6.524   2.055   3.339  1.00  0.00           C  
HETATM   26  C18 UNL     1      -5.927   2.971   2.498  1.00  0.00           C  
HETATM   27  C19 UNL     1      -4.830   2.695   1.713  1.00  0.00           C  
HETATM   28  C20 UNL     1      -3.259   0.124  -0.017  1.00  0.00           C  
HETATM   29  C21 UNL     1      -4.530  -0.610  -0.073  1.00  0.00           C  
HETATM   30  C22 UNL     1      -5.753  -0.020  -0.298  1.00  0.00           C  
HETATM   31  C23 UNL     1      -6.926  -0.741  -0.335  1.00  0.00           C  
HETATM   32  C24 UNL     1      -6.912  -2.100  -0.145  1.00  0.00           C  
HETATM   33  C25 UNL     1      -5.688  -2.725   0.084  1.00  0.00           C  
HETATM   34  C26 UNL     1      -4.513  -1.975   0.117  1.00  0.00           C  
HETATM   35  N4  UNL     1      -2.230  -0.163  -0.802  1.00  0.00           N  
HETATM   36  H1  UNL     1      -0.262  -2.595  -1.853  1.00  0.00           H  
HETATM   37  H2  UNL     1       0.972  -2.229  -3.181  1.00  0.00           H  
HETATM   38  H3  UNL     1      -0.715  -2.580  -3.590  1.00  0.00           H  
HETATM   39  H4  UNL     1       0.216  -0.154  -3.600  1.00  0.00           H  
HETATM   40  H5  UNL     1      -2.576  -1.167  -2.897  1.00  0.00           H  
HETATM   41  H6  UNL     1      -1.870  -0.459  -4.343  1.00  0.00           H  
HETATM   42  H7  UNL     1      -2.142   0.642  -2.999  1.00  0.00           H  
HETATM   43  H8  UNL     1       1.599  -1.106  -1.178  1.00  0.00           H  
HETATM   44  H9  UNL     1       1.912   0.169  -2.343  1.00  0.00           H  
HETATM   45  H10 UNL     1       2.010   1.889  -0.486  1.00  0.00           H  
HETATM   46  H11 UNL     1       1.586   0.569   0.746  1.00  0.00           H  
HETATM   47  H12 UNL     1       3.684  -0.552   0.142  1.00  0.00           H  
HETATM   48  H13 UNL     1       3.904   1.227   0.560  1.00  0.00           H  
HETATM   49  H14 UNL     1       3.727   0.100  -2.313  1.00  0.00           H  
HETATM   50  H15 UNL     1       3.745   1.804  -1.886  1.00  0.00           H  
HETATM   51  H16 UNL     1       7.167  -0.015  -2.140  1.00  0.00           H  
HETATM   52  H17 UNL     1       7.160   1.729  -1.749  1.00  0.00           H  
HETATM   53  H18 UNL     1       5.843   0.214   1.367  1.00  0.00           H  
HETATM   54  H19 UNL     1       9.120  -1.803   3.427  1.00  0.00           H  
HETATM   55  H20 UNL     1       8.051  -2.281   2.083  1.00  0.00           H  
HETATM   56  H21 UNL     1       9.536  -1.386   1.678  1.00  0.00           H  
HETATM   57  H22 UNL     1      -0.004   2.093   0.267  1.00  0.00           H  
HETATM   58  H23 UNL     1      -4.410  -0.525   2.623  1.00  0.00           H  
HETATM   59  H24 UNL     1      -6.384   0.034   4.010  1.00  0.00           H  
HETATM   60  H25 UNL     1      -7.391   2.281   3.957  1.00  0.00           H  
HETATM   61  H26 UNL     1      -6.379   3.979   2.474  1.00  0.00           H  
HETATM   62  H27 UNL     1      -4.407   3.483   1.065  1.00  0.00           H  
HETATM   63  H28 UNL     1      -5.791   1.045  -0.451  1.00  0.00           H  
HETATM   64  H29 UNL     1      -7.895  -0.263  -0.514  1.00  0.00           H  
HETATM   65  H30 UNL     1      -7.819  -2.710  -0.166  1.00  0.00           H  
HETATM   66  H31 UNL     1      -5.682  -3.798   0.233  1.00  0.00           H  
HETATM   67  H32 UNL     1      -3.605  -2.508   0.295  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    4   39
CONECT    3   40   41   42
CONECT    4    5   18
CONECT    5    6   43   44
CONECT    6    7   45   46
CONECT    7    8   47   48
CONECT    8    9   49   50
CONECT    9   10
CONECT   10   11   51   52
CONECT   11   12   12   13
CONECT   13   14   53
CONECT   14   15   16   16   17
CONECT   14   17
CONECT   15   54   55   56
CONECT   18   19   19   35
CONECT   19   20   57
CONECT   20   21   21
CONECT   21   22   28
CONECT   22   23   23   27
CONECT   23   24   58
CONECT   24   25   25   59
CONECT   25   26   60
CONECT   26   27   27   61
CONECT   27   62
CONECT   28   29   35   35
CONECT   29   30   30   34
CONECT   30   31   63
CONECT   31   32   32   64
CONECT   32   33   65
CONECT   33   34   34   66
CONECT   34   67
END

HMDB0258215
     RDKit          3D
Selexipag
 67 69  0  0  0  0  0  0  0  0999 V2000
   -0.0740   -2.0854   -2.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -0.6281   -2.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8412   -0.3958   -3.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0318    0.0490   -1.5642 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3744    0.0166   -1.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0083    0.7790   -0.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5078    0.4821   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1915    0.8069   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271    0.6755   -1.5221 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6417    0.7215   -1.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546    0.5139   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6421    0.5657   -0.2061 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8450    0.2839    1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8983    0.0868    2.5489 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.7301   -1.4692    2.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1177    0.1749    3.8090 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8991    1.2214    2.5325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218    0.5274   -0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9021    1.5267    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9619    1.8321    1.0156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135    1.1506    0.9151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2782    1.4347    1.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8452    0.4951    2.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9379    0.7887    3.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5238    2.0550    3.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9273    2.9709    2.4982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8304    2.6949    1.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586    0.1240   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297   -0.6095   -0.0734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528   -0.0197   -0.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9262   -0.7413   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9120   -2.0997   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6877   -2.7247    0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5126   -1.9752    0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -0.1634   -0.8021 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2618   -2.5952   -1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9722   -2.2292   -3.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7153   -2.5795   -3.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.1544   -3.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5759   -1.1668   -2.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8700   -0.4594   -4.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1421    0.6420   -2.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5988   -1.1059   -1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    0.1693   -2.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0102    1.8894   -0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    0.5687    0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6840   -0.5517    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9045    1.2269    0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    0.0995   -2.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7446    1.8036   -1.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1671   -0.0153   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1603    1.7294   -1.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8427    0.2140    1.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1196   -1.8032    3.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0507   -2.2813    2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5363   -1.3858    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041    2.0930    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4099   -0.5248    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3845    0.0336    4.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3912    2.2808    3.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    3.9793    2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4068    3.4834    1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7913    1.0448   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8949   -0.2626   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8190   -2.7104   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6820   -3.7982    0.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6047   -2.5076    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  4 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 28 35  2  0
 35 18  1  0
 27 22  1  0
 34 29  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  3 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
 10 51  1  0
 10 52  1  0
 13 53  1  0
 15 54  1  0
 15 55  1  0
 15 56  1  0
 19 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
 30 63  1  0
 31 64  1  0
 32 65  1  0
 33 66  1  0
 34 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
ACT 293987	ChEBI
ACT-293987	ChEBI
NS 304	ChEBI
NS-304	ChEBI
Uptravi	ChEBI
2-(4-((5,6-Diphenylpyrazin-2-yl)(isopropyl)amino)butoxy)-N-(methylsulfonyl)acetamide	MeSH
Selexipag	MeSH

Chemical Formula

C₂₆H₃₂N₄O₄S

Average Molecular Weight

496.63

Monoisotopic Molecular Weight

496.2144267

IUPAC Name

2-{4-[(5,6-diphenylpyrazin-2-yl)(propan-2-yl)amino]butoxy}-N-methanesulfonylacetamide

Traditional Name

2-{4-[(5,6-diphenylpyrazin-2-yl)(isopropyl)amino]butoxy}-N-methanesulfonylacetamide

CAS Registry Number

Not Available

SMILES

CC(C)N(CCCCOCC(=O)NS(C)(=O)=O)C1=NC(C2=CC=CC=C2)=C(N=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C26H32N4O4S/c1-20(2)30(16-10-11-17-34-19-24(31)29-35(3,32)33)23-18-27-25(21-12-6-4-7-13-21)26(28-23)22-14-8-5-9-15-22/h4-9,12-15,18,20H,10-11,16-17,19H2,1-3H3,(H,29,31)

InChI Key

QXWZQTURMXZVHJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylarylamines

Alternative Parents

Substituents

Dialkylarylamine
Aminopyrazine
Monocyclic benzene moiety
Pyrazine
Imidolactam
Benzenoid
Organic sulfonic acid or derivatives
Heteroaromatic compound
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Carboxylic acid derivative
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organopnictogen compound
Organosulfur compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0258215)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.4	ALOGPS
logP	3.76	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	1.41	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	101.49 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	136.81 m³·mol⁻¹	ChemAxon
Polarizability	54.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	217.632	30932474
DeepCCS	[M-H]-	215.237	30932474
DeepCCS	[M-2H]-	248.119	30932474
DeepCCS	[M+Na]+	224.319	30932474
AllCCS	[M+H]+	219.9	32859911
AllCCS	[M+H-H2O]+	218.0	32859911
AllCCS	[M+NH4]+	221.6	32859911
AllCCS	[M+Na]+	222.1	32859911
AllCCS	[M-H]-	211.9	32859911
AllCCS	[M+Na-2H]-	213.6	32859911
AllCCS	[M+HCOO]-	215.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Selexipag	CC(C)N(CCCCOCC(=O)NS(C)(=O)=O)C1=NC(C2=CC=CC=C2)=C(N=C1)C1=CC=CC=C1	5773.7	Standard polar	33892256
Selexipag	CC(C)N(CCCCOCC(=O)NS(C)(=O)=O)C1=NC(C2=CC=CC=C2)=C(N=C1)C1=CC=CC=C1	3943.9	Standard non polar	33892256
Selexipag	CC(C)N(CCCCOCC(=O)NS(C)(=O)=O)C1=NC(C2=CC=CC=C2)=C(N=C1)C1=CC=CC=C1	3874.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Selexipag,1TMS,isomer #1	CC(C)N(CCCCOCC(=O)N([Si](C)(C)C)S(C)(=O)=O)C1=CN=C(C2=CC=CC=C2)C(C2=CC=CC=C2)=N1	3815.1	Semi standard non polar	33892256
Selexipag,1TMS,isomer #1	CC(C)N(CCCCOCC(=O)N([Si](C)(C)C)S(C)(=O)=O)C1=CN=C(C2=CC=CC=C2)C(C2=CC=CC=C2)=N1	3945.0	Standard non polar	33892256
Selexipag,1TMS,isomer #1	CC(C)N(CCCCOCC(=O)N([Si](C)(C)C)S(C)(=O)=O)C1=CN=C(C2=CC=CC=C2)C(C2=CC=CC=C2)=N1	5335.2	Standard polar	33892256
Selexipag,1TBDMS,isomer #1	CC(C)N(CCCCOCC(=O)N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C1=CN=C(C2=CC=CC=C2)C(C2=CC=CC=C2)=N1	4008.9	Semi standard non polar	33892256
Selexipag,1TBDMS,isomer #1	CC(C)N(CCCCOCC(=O)N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C1=CN=C(C2=CC=CC=C2)C(C2=CC=CC=C2)=N1	4178.3	Standard non polar	33892256
Selexipag,1TBDMS,isomer #1	CC(C)N(CCCCOCC(=O)N([Si](C)(C)C(C)(C)C)S(C)(=O)=O)C1=CN=C(C2=CC=CC=C2)C(C2=CC=CC=C2)=N1	5244.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Selexipag GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-3839400000-2eb65b88e977abb86a9c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Selexipag 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 - Selexipag 10V, Negative-QTOF	splash10-0002-2120900000-0c8008875d1ebea5f398	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selexipag 20V, Negative-QTOF	splash10-002r-9270400000-3ef06dd7c3ebbff64c32	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selexipag 40V, Negative-QTOF	splash10-0570-9030000000-fb2aa4f782cc6432f411	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selexipag 10V, Positive-QTOF	splash10-0002-1012900000-29e78452e3cb7e83a8da	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selexipag 20V, Positive-QTOF	splash10-0f6x-2159800000-e4b64de5447253947bce	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Selexipag 40V, Positive-QTOF	splash10-000x-3392000000-1eafb7bac95704f59c6e	2017-07-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11362

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8089417

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Selexipag

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

90844

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Selexipag (HMDB0258215)

MOL for HMDB0258215 (Selexipag)

3D MOL for HMDB0258215 (Selexipag)

3D SDF for HMDB0258215 (Selexipag)

3D-SDF for HMDB0258215 (Selexipag)

PDB for HMDB0258215 (Selexipag)

3D PDB for HMDB0258215 (Selexipag)

SMILES for HMDB0258215 (Selexipag)

INCHI for HMDB0258215 (Selexipag)

Structure for HMDB0258215 (Selexipag)

3D Structure for HMDB0258215 (Selexipag)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra