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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 02:11:42 UTC

Update Date

2021-09-26 22:59:12 UTC

HMDB ID

HMDB0248748

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Avosentan

Description

Avosentan belongs to the class of organic compounds known as pyridinylpyrimidines. Pyridinylpyrimidines are compounds containing a pyridinylpyrimidine skeleton, which consists of a pyridine linked (not fused) to a pyrimidine by a bond. Based on a literature review very few articles have been published on Avosentan. This compound has been identified in human blood as reported by (PMID: 31557052 ). Avosentan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Avosentan 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


  Mrv1652309112104112D          

 34 37  0  0  0  0            999 V2000
    2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -4.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -5.5539    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -5.5539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -7.6974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -6.2684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -6.9829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -8.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -6.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -6.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0248748
     RDKit          3D
Avosentan
 55 58  0  0  0  0  0  0  0  0999 V2000
   -5.0715   -2.1575    0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244   -2.1255   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0389   -3.2421   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5458   -4.4412    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7964   -5.5868    0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5667   -5.5499   -0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -4.3824   -1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8387   -3.2000   -0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3282   -2.0517   -1.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610   -0.8397   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438   -0.6451   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -1.6541    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -1.3565    1.2094 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1469   -2.6104    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8396   -0.8773    2.5458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -0.1630    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026    0.5054   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    1.4543   -1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3378    1.7331   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3432    2.7371   -0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4405    1.0406    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    0.1319    1.3393 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.6003    0.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.6237    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    2.9297    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1770    3.9807    0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9824    5.2376    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    5.4396    1.8936 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    4.4248    2.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7704    3.1576    1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6537    1.4033   -0.5698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.2177   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0616    0.0568   -1.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009    1.1695   -2.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974   -2.3511    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7425   -2.9381    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6110   -1.1990    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5086   -4.4332    0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -6.5131    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -6.4683   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -4.3346   -1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.6080   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485    0.2753   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165    1.9685   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3218    2.2701   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5404    3.4308    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    3.3305   -1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3184    1.2746    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0363    3.8338   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    6.0745    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971    4.6597    2.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675    2.3898    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    1.9956   -2.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7273    0.8361   -2.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554    1.5456   -1.1870 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 24 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8  3  1  0
 32 10  2  0
 22 16  1  0
 30 25  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
 12 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 30 52  1  0
 34 53  1  0
 34 54  1  0
 34 55  1  0
M  END


  Mrv1652309112104112D          

 34 37  0  0  0  0            999 V2000
    2.2539   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -4.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -5.5539    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -5.5539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -7.6974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -6.2684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -6.9829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9664   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -8.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -6.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -8.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -6.9829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248748

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC=C1OC1=C(NS(=O)(=O)C2=NC=C(C)C=C2)N=C(N=C1OC)C1=CC=NC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H21N5O5S/c1-15-8-9-19(25-14-15)34(29,30)28-22-20(33-18-7-5-4-6-17(18)31-2)23(32-3)27-21(26-22)16-10-12-24-13-11-16/h4-14H,1-3H3,(H,26,27,28)

> <INCHI_KEY>
YBWLTKFZAOSWSM-UHFFFAOYSA-N

> <FORMULA>
C23H21N5O5S

> <MOLECULAR_WEIGHT>
479.51

> <EXACT_MASS>
479.12633997

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
47.73673356914817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[6-methoxy-5-(2-methoxyphenoxy)-2-(pyridin-4-yl)pyrimidin-4-yl]-5-methylpyridine-2-sulfonamide

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.8298374139844347

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.211924535453005

> <JCHEM_PKA_STRONGEST_BASIC>
3.3278328890853768

> <JCHEM_POLAR_SURFACE_AREA>
125.42000000000002

> <JCHEM_REFRACTIVITY>
135.8007

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
avosentan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248748
     RDKit          3D
Avosentan
 55 58  0  0  0  0  0  0  0  0999 V2000
   -5.0715   -2.1575    0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244   -2.1255   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0389   -3.2421   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5458   -4.4412    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7964   -5.5868    0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5667   -5.5499   -0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -4.3824   -1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8387   -3.2000   -0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3282   -2.0517   -1.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610   -0.8397   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438   -0.6451   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -1.6541    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -1.3565    1.2094 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1469   -2.6104    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8396   -0.8773    2.5458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -0.1630    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026    0.5054   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    1.4543   -1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3378    1.7331   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3432    2.7371   -0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4405    1.0406    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    0.1319    1.3393 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.6003    0.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.6237    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    2.9297    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1770    3.9807    0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9824    5.2376    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    5.4396    1.8936 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    4.4248    2.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7704    3.1576    1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6537    1.4033   -0.5698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.2177   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0616    0.0568   -1.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009    1.1695   -2.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974   -2.3511    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7425   -2.9381    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6110   -1.1990    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5086   -4.4332    0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -6.5131    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -6.4683   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -4.3346   -1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.6080   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485    0.2753   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165    1.9685   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3218    2.2701   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5404    3.4308    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    3.3305   -1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3184    1.2746    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0363    3.8338   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    6.0745    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971    4.6597    2.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675    2.3898    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    1.9956   -2.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7273    0.8361   -2.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554    1.5456   -1.1870 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 24 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8  3  1  0
 32 10  2  0
 22 16  1  0
 30 25  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
 12 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 30 52  1  0
 34 53  1  0
 34 54  1  0
 34 55  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.207  -4.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.207  -5.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.541  -6.517   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       5.541  -8.057   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.207  -8.827   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874  -8.057   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       4.207 -10.367   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0       4.207 -11.907   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.667 -10.367   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       5.747 -10.367   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.517 -11.701   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.747 -13.035   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.517 -14.368   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       8.057 -14.368   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       8.827 -13.035   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       8.057 -11.701   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      10.367 -13.035   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.137 -11.701   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.677 -11.701   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      13.447 -13.035   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      12.677 -14.368   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.137 -14.368   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.747 -15.702   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.517 -17.036   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.207 -13.035   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.437 -14.368   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.207 -15.702   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.437 -17.036   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.897 -17.036   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.127 -15.702   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.897 -14.368   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.127 -13.035   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.897 -11.701   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   14   25                                                       
CONECT   25   24                                                            
CONECT   26   13   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0248748
HETATM    1  C1  UNL     1      -5.071  -2.158   0.535  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.824  -2.126  -0.129  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.039  -3.242  -0.304  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.546  -4.441   0.220  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.796  -5.587   0.074  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.567  -5.550  -0.580  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.079  -4.382  -1.088  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.839  -3.200  -0.944  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.328  -2.052  -1.458  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.061  -0.840  -0.889  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.044  -0.645  -0.088  1.00  0.00           C  
HETATM   12  N1  UNL     1       0.997  -1.654   0.217  1.00  0.00           N  
HETATM   13  S1  UNL     1       2.357  -1.357   1.209  1.00  0.00           S  
HETATM   14  O3  UNL     1       3.147  -2.610   1.453  1.00  0.00           O  
HETATM   15  O4  UNL     1       1.840  -0.877   2.546  1.00  0.00           O  
HETATM   16  C10 UNL     1       3.440  -0.163   0.583  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.303   0.505  -0.606  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.243   1.454  -1.025  1.00  0.00           C  
HETATM   19  C13 UNL     1       5.338   1.733  -0.235  1.00  0.00           C  
HETATM   20  C14 UNL     1       6.343   2.737  -0.667  1.00  0.00           C  
HETATM   21  C15 UNL     1       5.440   1.041   0.953  1.00  0.00           C  
HETATM   22  N2  UNL     1       4.526   0.132   1.339  1.00  0.00           N  
HETATM   23  N3  UNL     1       0.238   0.600   0.441  1.00  0.00           N  
HETATM   24  C16 UNL     1      -0.589   1.624   0.215  1.00  0.00           C  
HETATM   25  C17 UNL     1      -0.317   2.930   0.816  1.00  0.00           C  
HETATM   26  C18 UNL     1      -1.177   3.981   0.577  1.00  0.00           C  
HETATM   27  C19 UNL     1      -0.982   5.238   1.110  1.00  0.00           C  
HETATM   28  N4  UNL     1       0.089   5.440   1.894  1.00  0.00           N  
HETATM   29  C20 UNL     1       0.955   4.425   2.148  1.00  0.00           C  
HETATM   30  C21 UNL     1       0.770   3.158   1.618  1.00  0.00           C  
HETATM   31  N5  UNL     1      -1.654   1.403  -0.570  1.00  0.00           N  
HETATM   32  C22 UNL     1      -1.942   0.218  -1.143  1.00  0.00           C  
HETATM   33  O5  UNL     1      -3.062   0.057  -1.953  1.00  0.00           O  
HETATM   34  C23 UNL     1      -3.901   1.169  -2.161  1.00  0.00           C  
HETATM   35  H1  UNL     1      -4.897  -2.351   1.632  1.00  0.00           H  
HETATM   36  H2  UNL     1      -5.743  -2.938   0.092  1.00  0.00           H  
HETATM   37  H3  UNL     1      -5.611  -1.199   0.398  1.00  0.00           H  
HETATM   38  H4  UNL     1      -4.509  -4.433   0.724  1.00  0.00           H  
HETATM   39  H5  UNL     1      -3.185  -6.513   0.477  1.00  0.00           H  
HETATM   40  H6  UNL     1      -1.010  -6.468  -0.674  1.00  0.00           H  
HETATM   41  H7  UNL     1      -0.128  -4.335  -1.597  1.00  0.00           H  
HETATM   42  H8  UNL     1       0.891  -2.608  -0.167  1.00  0.00           H  
HETATM   43  H9  UNL     1       2.448   0.275  -1.211  1.00  0.00           H  
HETATM   44  H10 UNL     1       4.116   1.969  -1.964  1.00  0.00           H  
HETATM   45  H11 UNL     1       7.322   2.270  -0.885  1.00  0.00           H  
HETATM   46  H12 UNL     1       6.540   3.431   0.202  1.00  0.00           H  
HETATM   47  H13 UNL     1       5.948   3.331  -1.497  1.00  0.00           H  
HETATM   48  H14 UNL     1       6.318   1.275   1.571  1.00  0.00           H  
HETATM   49  H15 UNL     1      -2.036   3.834  -0.047  1.00  0.00           H  
HETATM   50  H16 UNL     1      -1.652   6.075   0.930  1.00  0.00           H  
HETATM   51  H17 UNL     1       1.797   4.660   2.788  1.00  0.00           H  
HETATM   52  H18 UNL     1       1.467   2.390   1.839  1.00  0.00           H  
HETATM   53  H19 UNL     1      -3.391   1.996  -2.713  1.00  0.00           H  
HETATM   54  H20 UNL     1      -4.727   0.836  -2.820  1.00  0.00           H  
HETATM   55  H21 UNL     1      -4.255   1.546  -1.187  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   38
CONECT    5    6    6   39
CONECT    6    7   40
CONECT    7    8    8   41
CONECT    8    9
CONECT    9   10
CONECT   10   11   32   32
CONECT   11   12   23   23
CONECT   12   13   42
CONECT   13   14   14   15   15
CONECT   13   16
CONECT   16   17   17   22
CONECT   17   18   43
CONECT   18   19   19   44
CONECT   19   20   21
CONECT   20   45   46   47
CONECT   21   22   22   48
CONECT   23   24
CONECT   24   25   31   31
CONECT   25   26   26   30
CONECT   26   27   49
CONECT   27   28   28   50
CONECT   28   29
CONECT   29   30   30   51
CONECT   30   52
CONECT   31   32
CONECT   32   33
CONECT   33   34
CONECT   34   53   54   55
END

HMDB0248748
     RDKit          3D
Avosentan
 55 58  0  0  0  0  0  0  0  0999 V2000
   -5.0715   -2.1575    0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8244   -2.1255   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0389   -3.2421   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5458   -4.4412    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7964   -5.5868    0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5667   -5.5499   -0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0792   -4.3824   -1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8387   -3.2000   -0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3282   -2.0517   -1.4576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0610   -0.8397   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438   -0.6451   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -1.6541    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3570   -1.3565    1.2094 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.1469   -2.6104    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8396   -0.8773    2.5458 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -0.1630    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3026    0.5054   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    1.4543   -1.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3378    1.7331   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3432    2.7371   -0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4405    1.0406    0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    0.1319    1.3393 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381    0.6003    0.4412 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893    1.6237    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3168    2.9297    0.8163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1770    3.9807    0.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9824    5.2376    1.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    5.4396    1.8936 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    4.4248    2.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7704    3.1576    1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6537    1.4033   -0.5698 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423    0.2177   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0616    0.0568   -1.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009    1.1695   -2.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974   -2.3511    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7425   -2.9381    0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6110   -1.1990    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5086   -4.4332    0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1854   -6.5131    0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0105   -6.4683   -0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -4.3346   -1.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -2.6080   -0.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4485    0.2753   -1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1165    1.9685   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3218    2.2701   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5404    3.4308    0.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9484    3.3305   -1.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3184    1.2746    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0363    3.8338   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6517    6.0745    0.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7971    4.6597    2.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4675    2.3898    1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3914    1.9956   -2.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7273    0.8361   -2.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2554    1.5456   -1.1870 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 11 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 24 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
  8  3  1  0
 32 10  2  0
 22 16  1  0
 30 25  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
 12 42  1  0
 17 43  1  0
 18 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 26 49  1  0
 27 50  1  0
 29 51  1  0
 30 52  1  0
 34 53  1  0
 34 54  1  0
 34 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Methylpyridine-2-sulfonic acid (6-methoxy-5-(2-methoxyphenoxy)-2-(pyridin-4-yl)pyrimidin-4-yl)amide	MeSH

Chemical Formula

C₂₃H₂₁N₅O₅S

Average Molecular Weight

479.51

Monoisotopic Molecular Weight

479.12633997

IUPAC Name

N-[6-methoxy-5-(2-methoxyphenoxy)-2-(pyridin-4-yl)pyrimidin-4-yl]-5-methylpyridine-2-sulfonamide

Traditional Name

avosentan

CAS Registry Number

Not Available

SMILES

COC1=CC=CC=C1OC1=C(NS(=O)(=O)C2=NC=C(C)C=C2)N=C(N=C1OC)C1=CC=NC=C1

InChI Identifier

InChI=1S/C23H21N5O5S/c1-15-8-9-19(25-14-15)34(29,30)28-22-20(33-18-7-5-4-6-17(18)31-2)23(32-3)27-21(26-22)16-10-12-24-13-11-16/h4-14H,1-3H3,(H,26,27,28)

InChI Key

YBWLTKFZAOSWSM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinylpyrimidines. Pyridinylpyrimidines are compounds containing a pyridinylpyrimidine skeleton, which consists of a pyridine linked (not fused) to a pyrimidine by a bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyridinylpyrimidines

Alternative Parents

Substituents

Pyridinylpyrimidine
Diaryl ether
Pyridine-2-sulfonamide
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Methylpyridine
Pyridine
Monocyclic benzene moiety
Organosulfonic acid amide
Benzenoid
Imidolactam
Heteroaromatic compound
Sulfonyl
Aminosulfonyl compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
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)

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	3.58	ALOGPS
logP	3.83	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	5.21	ChemAxon
pKa (Strongest Basic)	3.33	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	125.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	135.8 m³·mol⁻¹	ChemAxon
Polarizability	47.74 Å³	ChemAxon
Number of Rings	4	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]+	202.538	30932474
DeepCCS	[M-H]-	200.143	30932474
DeepCCS	[M-2H]-	233.026	30932474
DeepCCS	[M+Na]+	208.451	30932474
AllCCS	[M+H]+	211.3	32859911
AllCCS	[M+H-H2O]+	209.0	32859911
AllCCS	[M+NH4]+	213.3	32859911
AllCCS	[M+Na]+	213.9	32859911
AllCCS	[M-H]-	205.0	32859911
AllCCS	[M+Na-2H]-	205.1	32859911
AllCCS	[M+HCOO]-	205.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Avosentan	COC1=CC=CC=C1OC1=C(NS(=O)(=O)C2=NC=C(C)C=C2)N=C(N=C1OC)C1=CC=NC=C1	5286.6	Standard polar	33892256
Avosentan	COC1=CC=CC=C1OC1=C(NS(=O)(=O)C2=NC=C(C)C=C2)N=C(N=C1OC)C1=CC=NC=C1	3867.6	Standard non polar	33892256
Avosentan	COC1=CC=CC=C1OC1=C(NS(=O)(=O)C2=NC=C(C)C=C2)N=C(N=C1OC)C1=CC=NC=C1	3975.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Avosentan,1TMS,isomer #1	COC1=CC=CC=C1OC1=C(OC)N=C(C2=CC=NC=C2)N=C1N([Si](C)(C)C)S(=O)(=O)C1=CC=C(C)C=N1	3817.7	Semi standard non polar	33892256
Avosentan,1TMS,isomer #1	COC1=CC=CC=C1OC1=C(OC)N=C(C2=CC=NC=C2)N=C1N([Si](C)(C)C)S(=O)(=O)C1=CC=C(C)C=N1	3614.3	Standard non polar	33892256
Avosentan,1TMS,isomer #1	COC1=CC=CC=C1OC1=C(OC)N=C(C2=CC=NC=C2)N=C1N([Si](C)(C)C)S(=O)(=O)C1=CC=C(C)C=N1	5747.1	Standard polar	33892256
Avosentan,1TBDMS,isomer #1	COC1=CC=CC=C1OC1=C(OC)N=C(C2=CC=NC=C2)N=C1N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(C)C=N1	4012.8	Semi standard non polar	33892256
Avosentan,1TBDMS,isomer #1	COC1=CC=CC=C1OC1=C(OC)N=C(C2=CC=NC=C2)N=C1N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(C)C=N1	3817.9	Standard non polar	33892256
Avosentan,1TBDMS,isomer #1	COC1=CC=CC=C1OC1=C(OC)N=C(C2=CC=NC=C2)N=C1N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC=C(C)C=N1	5647.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Avosentan GC-MS (Non-derivatized) - 70eV, Positive	splash10-01vp-4206900000-a1d3294117cdb24c4dec	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Avosentan 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 - Avosentan 10V, Negative-QTOF	splash10-004i-0000900000-99e32b17e67bc42de960	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avosentan 20V, Negative-QTOF	splash10-004i-0202900000-92f301cce4781a461217	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avosentan 40V, Negative-QTOF	splash10-0006-9341300000-277ff78e1deac10c67e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avosentan 10V, Positive-QTOF	splash10-001i-0000900000-c5922f92c64ad69455a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avosentan 20V, Positive-QTOF	splash10-001l-8101900000-fa31475031de2ae5507b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Avosentan 40V, Positive-QTOF	splash10-0006-9100100000-784154fcaab9cdef0615	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8088643

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9912992

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Avosentan (HMDB0248748)

MOL for HMDB0248748 (Avosentan)

3D MOL for HMDB0248748 (Avosentan)

3D SDF for HMDB0248748 (Avosentan)

3D-SDF for HMDB0248748 (Avosentan)

PDB for HMDB0248748 (Avosentan)

3D PDB for HMDB0248748 (Avosentan)

SMILES for HMDB0248748 (Avosentan)

INCHI for HMDB0248748 (Avosentan)

Structure for HMDB0248748 (Avosentan)

3D Structure for HMDB0248748 (Avosentan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra