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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:04:56 UTC

Update Date

2019-07-23 07:15:16 UTC

HMDB ID

HMDB0060873

Secondary Accession Numbers

HMDB60873

Metabolite Identification

Common Name

Sorafenib N-oxide

Description

Sorafenib N-oxide, also known as sorafenib or nexavar, belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. Sorafenib N-oxide is an extremely weak basic (essentially neutral) compound (based on its pKa). sorafenib N-oxide can be biosynthesized from sorafenib through the action of the enzyme cytochrome P450 3A4. In humans, sorafenib N-oxide is involved in sorafenib metabolism pathway.

Structure

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

  Mrv0541 07041312042D          

 33 35  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -4.1250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0190   -1.7605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8440   -3.1895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  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
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  2  0  0  0  0
 12 32  1  0  0  0  0
 10 33  2  0  0  0  0
  5 33  1  0  0  0  0
M  CHG  2   6   1   7  -1
M  END

HMDB0060873
     RDKit          3D
Sorafenib N-oxide
 49 51  0  0  0  0  0  0  0  0999 V2000
   10.1070    0.4712   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7598    0.8576   -0.0048 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6847    0.0643   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9418   -0.9240   -1.2075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2971    0.2720   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -0.6152   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9947   -0.5297   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0821   -1.4516   -0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7290   -1.3743   -0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2220   -2.0495    0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0924   -2.0381    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867   -1.2945    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3317   -1.3180    0.4577 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3600   -0.4341   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847    0.4381   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6895   -0.5774    0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7702    0.2232    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6911    1.4107   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    2.1248   -0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0667    1.6504   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4706    2.5712   -1.1533 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.1704    0.4614   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5178   -0.1081    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1311    0.8208    1.1714 F   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2638   -0.2071   -0.7976 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3834   -1.3178    0.9865 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0687   -0.2398    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822   -0.6104   -1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672   -0.6438   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813    0.4912    0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5217    1.3547    1.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507    1.2485    0.7425 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.7194    2.1636    1.2898 O   0  0  0  0  0  1  0  0  0  0  0  0
   10.4192   -0.3754    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7798    1.3445   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9651    0.1751   -1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7028    1.6841    0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6427   -1.4323   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -2.6361    1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4835   -2.5772    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359   -2.0529    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8808   -1.3480    1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352    1.8212   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6899    3.0530   -1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1429   -1.1879    0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -0.0371   -1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -0.1026   -2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5291    0.6043    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335    2.1770    1.6890 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 22 27  2  0
 12 28  1  0
 28 29  2  0
  7 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32  5  1  0
 29  9  1  0
 27 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  6 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
M  CHG  2  32   1  33  -1
M  END

  Mrv0541 07041312042D          

 33 35  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -4.1250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -2.0625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0190   -1.7605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8440   -3.1895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  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
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  2  0  0  0  0
 12 32  1  0  0  0  0
 10 33  2  0  0  0  0
  5 33  1  0  0  0  0
M  CHG  2   6   1   7  -1
M  END
> <DATABASE_ID>
HMDB0060873

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(=O)C1=[N+]([O-])C=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H16ClF3N4O4/c1-26-19(30)18-11-15(8-9-29(18)32)33-14-5-2-12(3-6-14)27-20(31)28-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,27,28,31)

> <INCHI_KEY>
BQAZCCVUZDIZDC-UHFFFAOYSA-N

> <FORMULA>
C21H16ClF3N4O4

> <MOLECULAR_WEIGHT>
480.824

> <EXACT_MASS>
480.081217342

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.157788085441055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-2-(methylcarbamoyl)pyridin-1-ium-1-olate

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
3.134910594999999

> <ALOGPS_LOGS>
-5.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.558441838978014

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.76126659581193

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1179831970763145

> <JCHEM_POLAR_SURFACE_AREA>
104.92000000000002

> <JCHEM_REFRACTIVITY>
118.42580000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.78e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-2-(methylcarbamoyl)pyridin-1-ium-1-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060873
     RDKit          3D
Sorafenib N-oxide
 49 51  0  0  0  0  0  0  0  0999 V2000
   10.1070    0.4712   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7598    0.8576   -0.0048 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6847    0.0643   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9418   -0.9240   -1.2075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2971    0.2720   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -0.6152   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9947   -0.5297   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0821   -1.4516   -0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7290   -1.3743   -0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2220   -2.0495    0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0924   -2.0381    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867   -1.2945    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3317   -1.3180    0.4577 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3600   -0.4341   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847    0.4381   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6895   -0.5774    0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7702    0.2232    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6911    1.4107   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    2.1248   -0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0667    1.6504   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4706    2.5712   -1.1533 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.1704    0.4614   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5178   -0.1081    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1311    0.8208    1.1714 F   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2638   -0.2071   -0.7976 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3834   -1.3178    0.9865 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0687   -0.2398    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822   -0.6104   -1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672   -0.6438   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813    0.4912    0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5217    1.3547    1.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507    1.2485    0.7425 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.7194    2.1636    1.2898 O   0  0  0  0  0  1  0  0  0  0  0  0
   10.4192   -0.3754    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7798    1.3445   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9651    0.1751   -1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7028    1.6841    0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6427   -1.4323   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -2.6361    1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4835   -2.5772    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359   -2.0529    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8808   -1.3480    1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352    1.8212   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6899    3.0530   -1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1429   -1.1879    0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -0.0371   -1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -0.1026   -2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5291    0.6043    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335    2.1770    1.6890 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 22 27  2  0
 12 28  1  0
 28 29  2  0
  7 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32  5  1  0
 29  9  1  0
 27 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  6 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
M  CHG  2  32   1  33  -1
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.335  -4.620   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.002  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -5.335  -7.700   0.000  0.00  0.00           N+1
HETATM    7  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O-1
HETATM    8  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0     -14.671  -6.930   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0     -14.671  -5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0     -16.004  -4.620   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0     -17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -18.672  -7.700   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0     -21.339  -7.700   0.000  0.00  0.00          Cl+0
HETATM   25  C   UNK     0     -20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   28  F   UNK     0     -22.673  -3.850   0.000  0.00  0.00           F+0
HETATM   29  F   UNK     0     -20.569  -3.286   0.000  0.00  0.00           F+0
HETATM   30  F   UNK     0     -22.109  -5.954   0.000  0.00  0.00           F+0
HETATM   31  C   UNK     0     -12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   33                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   33                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   32                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   31                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25   20                                                       
CONECT   27   25   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   15   32                                                       
CONECT   32   31   12                                                       
CONECT   33   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0060873
HETATM    1  C1  UNL     1      10.107   0.471  -0.504  1.00  0.00           C  
HETATM    2  N1  UNL     1       8.760   0.858  -0.005  1.00  0.00           N  
HETATM    3  C2  UNL     1       7.685   0.064  -0.429  1.00  0.00           C  
HETATM    4  O1  UNL     1       7.942  -0.924  -1.207  1.00  0.00           O  
HETATM    5  C3  UNL     1       6.297   0.272  -0.057  1.00  0.00           C  
HETATM    6  C4  UNL     1       5.332  -0.615  -0.568  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.995  -0.530  -0.295  1.00  0.00           C  
HETATM    8  O2  UNL     1       3.082  -1.452  -0.840  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.729  -1.374  -0.571  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.222  -2.049   0.514  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.092  -2.038   0.865  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.987  -1.294   0.075  1.00  0.00           C  
HETATM   13  N2  UNL     1      -2.332  -1.318   0.458  1.00  0.00           N  
HETATM   14  C10 UNL     1      -3.360  -0.434  -0.030  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.085   0.438  -0.853  1.00  0.00           O  
HETATM   16  N3  UNL     1      -4.690  -0.577   0.444  1.00  0.00           N  
HETATM   17  C11 UNL     1      -5.770   0.223   0.049  1.00  0.00           C  
HETATM   18  C12 UNL     1      -5.691   1.411  -0.625  1.00  0.00           C  
HETATM   19  C13 UNL     1      -6.825   2.125  -0.991  1.00  0.00           C  
HETATM   20  C14 UNL     1      -8.067   1.650  -0.680  1.00  0.00           C  
HETATM   21 CL1  UNL     1      -9.471   2.571  -1.153  1.00  0.00          CL  
HETATM   22  C15 UNL     1      -8.170   0.461  -0.003  1.00  0.00           C  
HETATM   23  C16 UNL     1      -9.518  -0.108   0.365  1.00  0.00           C  
HETATM   24  F1  UNL     1     -10.131   0.821   1.171  1.00  0.00           F  
HETATM   25  F2  UNL     1     -10.264  -0.207  -0.798  1.00  0.00           F  
HETATM   26  F3  UNL     1      -9.383  -1.318   0.986  1.00  0.00           F  
HETATM   27  C17 UNL     1      -7.069  -0.240   0.356  1.00  0.00           C  
HETATM   28  C18 UNL     1      -0.482  -0.610  -1.022  1.00  0.00           C  
HETATM   29  C19 UNL     1       0.867  -0.644  -1.352  1.00  0.00           C  
HETATM   30  C20 UNL     1       3.581   0.491   0.532  1.00  0.00           C  
HETATM   31  C21 UNL     1       4.522   1.355   1.030  1.00  0.00           C  
HETATM   32  N4  UNL     1       5.851   1.249   0.742  1.00  0.00           N1+
HETATM   33  O4  UNL     1       6.719   2.164   1.290  1.00  0.00           O1-
HETATM   34  H1  UNL     1      10.419  -0.375   0.110  1.00  0.00           H  
HETATM   35  H2  UNL     1      10.780   1.345  -0.465  1.00  0.00           H  
HETATM   36  H3  UNL     1       9.965   0.175  -1.549  1.00  0.00           H  
HETATM   37  H4  UNL     1       8.703   1.684   0.621  1.00  0.00           H  
HETATM   38  H5  UNL     1       5.643  -1.432  -1.227  1.00  0.00           H  
HETATM   39  H6  UNL     1       1.887  -2.636   1.149  1.00  0.00           H  
HETATM   40  H7  UNL     1      -0.483  -2.577   1.730  1.00  0.00           H  
HETATM   41  H8  UNL     1      -2.636  -2.053   1.167  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.881  -1.348   1.159  1.00  0.00           H  
HETATM   43  H10 UNL     1      -4.735   1.821  -0.877  1.00  0.00           H  
HETATM   44  H11 UNL     1      -6.690   3.053  -1.520  1.00  0.00           H  
HETATM   45  H12 UNL     1      -7.143  -1.188   0.893  1.00  0.00           H  
HETATM   46  H13 UNL     1      -1.131  -0.037  -1.659  1.00  0.00           H  
HETATM   47  H14 UNL     1       1.236  -0.103  -2.212  1.00  0.00           H  
HETATM   48  H15 UNL     1       2.529   0.604   0.782  1.00  0.00           H  
HETATM   49  H16 UNL     1       4.234   2.177   1.689  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37
CONECT    3    4    4    5
CONECT    5    6    6   32
CONECT    6    7   38
CONECT    7    8   30   30
CONECT    8    9
CONECT    9   10   10   29
CONECT   10   11   39
CONECT   11   12   12   40
CONECT   12   13   28
CONECT   13   14   41
CONECT   14   15   15   16
CONECT   16   17   42
CONECT   17   18   18   27
CONECT   18   19   43
CONECT   19   20   20   44
CONECT   20   21   22
CONECT   22   23   27   27
CONECT   23   24   25   26
CONECT   27   45
CONECT   28   29   29   46
CONECT   29   47
CONECT   30   31   48
CONECT   31   32   32   49
CONECT   32   33
END

HMDB0060873
     RDKit          3D
Sorafenib N-oxide
 49 51  0  0  0  0  0  0  0  0999 V2000
   10.1070    0.4712   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7598    0.8576   -0.0048 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6847    0.0643   -0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9418   -0.9240   -1.2075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2971    0.2720   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3318   -0.6152   -0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9947   -0.5297   -0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0821   -1.4516   -0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7290   -1.3743   -0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2220   -2.0495    0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0924   -2.0381    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867   -1.2945    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3317   -1.3180    0.4577 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3600   -0.4341   -0.0302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0847    0.4381   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6895   -0.5774    0.4443 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7702    0.2232    0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6911    1.4107   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    2.1248   -0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0667    1.6504   -0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4706    2.5712   -1.1533 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.1704    0.4614   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5178   -0.1081    0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1311    0.8208    1.1714 F   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2638   -0.2071   -0.7976 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3834   -1.3178    0.9865 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0687   -0.2398    0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4822   -0.6104   -1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8672   -0.6438   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813    0.4912    0.5322 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5217    1.3547    1.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507    1.2485    0.7425 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.7194    2.1636    1.2898 O   0  0  0  0  0  1  0  0  0  0  0  0
   10.4192   -0.3754    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7798    1.3445   -0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9651    0.1751   -1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7028    1.6841    0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6427   -1.4323   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -2.6361    1.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4835   -2.5772    1.7305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359   -2.0529    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8808   -1.3480    1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7352    1.8212   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6899    3.0530   -1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1429   -1.1879    0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312   -0.0371   -1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -0.1026   -2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5291    0.6043    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335    2.1770    1.6890 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 22 27  2  0
 12 28  1  0
 28 29  2  0
  7 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 32  5  1  0
 29  9  1  0
 27 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  6 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 27 45  1  0
 28 46  1  0
 29 47  1  0
 30 48  1  0
 31 49  1  0
M  CHG  2  32   1  33  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nexavar	HMDB
4-(4-(3-(4-Chloro-3-trifluoromethylphenyl)ureido)phenoxy)pyridine-2-carboxyllic acid methyamide-4-methylbenzenesulfonate	HMDB
Sorafenib	HMDB
Sorafenib tosylate	HMDB
4-(4-(3-(4-Chloro-3-trifluoromethylphenyl)ureido)phenoxy)pyridine-2-carboxylic acid methyamide-4-methylbenzenesulfonate	MeSH
Sorafenib N oxide	MeSH

Chemical Formula

C₂₁H₁₆ClF₃N₄O₄

Average Molecular Weight

480.824

Monoisotopic Molecular Weight

480.081217342

IUPAC Name

4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-2-(methylcarbamoyl)pyridin-1-ium-1-olate

Traditional Name

4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-2-(methylcarbamoyl)pyridin-1-ium-1-olate

CAS Registry Number

Not Available

SMILES

CNC(=O)C1=[N+]([O-])C=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=C1

InChI Identifier

InChI=1S/C21H16ClF3N4O4/c1-26-19(30)18-11-15(8-9-29(18)32)33-14-5-2-12(3-6-14)27-20(31)28-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,27,28,31)

InChI Key

BQAZCCVUZDIZDC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
N-phenylurea
Trifluoromethylbenzene
Pyridine carboxylic acid or derivatives
2-heteroaryl carboxamide
Phenoxy compound
Phenol ether
Chlorobenzene
Halobenzene
Benzenoid
Pyridinium
Pyridine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Heteroaromatic compound
Urea
Secondary carboxylic acid amide
Carboxamide group
Carbonic acid derivative
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Organic zwitterion
Organopnictogen compound
Alkyl halide
Organic nitrogen compound
Alkyl fluoride
Organohalogen compound
Organochloride
Carbonyl group
Organofluoride
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
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 (HMDB: HMDB0060873)

Organ

Kidney (HMDB: HMDB0060873)
Liver (HMDB: HMDB0060873)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060873)

Cellular substructure

Cytoplasm (HMDB: HMDB0060873)
Membrane (HMDB: HMDB0060873)

Source

Endogenous

Endogenous (HMDB: HMDB0060873)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Sorafenib Metabolism Pathway (PathBank: SMP0000648)

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
Water Solubility	0.00068 g/L	ALOGPS
logP	4.1	ALOGPS
logP	3.13	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118.43 m³·mol⁻¹	ChemAxon
Polarizability	42.16 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]+	196.702	30932474
DeepCCS	[M-H]-	194.306	30932474
DeepCCS	[M-2H]-	227.189	30932474
DeepCCS	[M+Na]+	202.614	30932474
AllCCS	[M+H]+	204.5	32859911
AllCCS	[M+H-H2O]+	202.3	32859911
AllCCS	[M+NH4]+	206.4	32859911
AllCCS	[M+Na]+	207.0	32859911
AllCCS	[M-H]-	195.4	32859911
AllCCS	[M+Na-2H]-	195.0	32859911
AllCCS	[M+HCOO]-	194.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sorafenib N-oxide	CNC(=O)C1=[N+]([O-])C=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=C1	4874.7	Standard polar	33892256
Sorafenib N-oxide	CNC(=O)C1=[N+]([O-])C=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=C1	3369.2	Standard non polar	33892256
Sorafenib N-oxide	CNC(=O)C1=[N+]([O-])C=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=C1	4229.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sorafenib N-oxide,1TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3972.8	Semi standard non polar	33892256
Sorafenib N-oxide,1TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3371.5	Standard non polar	33892256
Sorafenib N-oxide,1TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	4341.6	Standard polar	33892256
Sorafenib N-oxide,1TMS,isomer #2	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	3686.1	Semi standard non polar	33892256
Sorafenib N-oxide,1TMS,isomer #2	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	3299.3	Standard non polar	33892256
Sorafenib N-oxide,1TMS,isomer #2	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	4293.7	Standard polar	33892256
Sorafenib N-oxide,1TMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	3716.6	Semi standard non polar	33892256
Sorafenib N-oxide,1TMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	3306.4	Standard non polar	33892256
Sorafenib N-oxide,1TMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	4363.8	Standard polar	33892256
Sorafenib N-oxide,2TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3738.9	Semi standard non polar	33892256
Sorafenib N-oxide,2TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3208.1	Standard non polar	33892256
Sorafenib N-oxide,2TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3934.0	Standard polar	33892256
Sorafenib N-oxide,2TMS,isomer #2	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3765.4	Semi standard non polar	33892256
Sorafenib N-oxide,2TMS,isomer #2	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3191.2	Standard non polar	33892256
Sorafenib N-oxide,2TMS,isomer #2	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	4017.8	Standard polar	33892256
Sorafenib N-oxide,2TMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	3508.9	Semi standard non polar	33892256
Sorafenib N-oxide,2TMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	3184.1	Standard non polar	33892256
Sorafenib N-oxide,2TMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)[Si](C)(C)C)C=C2)=CC=[N+]1[O-]	3932.7	Standard polar	33892256
Sorafenib N-oxide,3TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3596.5	Semi standard non polar	33892256
Sorafenib N-oxide,3TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3133.4	Standard non polar	33892256
Sorafenib N-oxide,3TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C)[Si](C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C	3688.5	Standard polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	4218.8	Semi standard non polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	3538.9	Standard non polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	4375.6	Standard polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #2	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	3906.4	Semi standard non polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #2	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	3464.0	Standard non polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #2	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	4276.2	Standard polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	3938.7	Semi standard non polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	3461.3	Standard non polar	33892256
Sorafenib N-oxide,1TBDMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	4347.7	Standard polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	4198.1	Semi standard non polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	3519.7	Standard non polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	4024.3	Standard polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #2	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	4224.4	Semi standard non polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #2	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	3507.3	Standard non polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #2	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	4110.0	Standard polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	3932.4	Semi standard non polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	3505.7	Standard non polar	33892256
Sorafenib N-oxide,2TBDMS,isomer #3	CNC(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-]	4005.5	Standard polar	33892256
Sorafenib N-oxide,3TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	4245.7	Semi standard non polar	33892256
Sorafenib N-oxide,3TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	3615.4	Standard non polar	33892256
Sorafenib N-oxide,3TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(N(C(=O)N(C3=CC=C(Cl)C(C(F)(F)F)=C3)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)=CC=[N+]1[O-])[Si](C)(C)C(C)(C)C	3890.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sorafenib N-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05bs-3984300000-6cb2fa3433de5f97b0b5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sorafenib N-oxide 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 - Sorafenib N-oxide 10V, Positive-QTOF	splash10-0f89-0120900000-71976a981e3993c62519	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sorafenib N-oxide 20V, Positive-QTOF	splash10-00dj-8790400000-04eca894b72f881e96b2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sorafenib N-oxide 40V, Positive-QTOF	splash10-0fba-4940000000-cfc4e5bb9b9da4465513	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sorafenib N-oxide 10V, Negative-QTOF	splash10-056u-0460900000-0ed3ef55dc9d02674b06	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sorafenib N-oxide 20V, Negative-QTOF	splash10-052f-1890200000-f14c0bc82cf269384cc3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sorafenib N-oxide 40V, Negative-QTOF	splash10-0006-4920000000-2f8ca628ee4fb3944167	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Sorafenib Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9826472

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

Not Available

Showing metabocard for Sorafenib N-oxide (HMDB0060873)

MOL for HMDB0060873 (Sorafenib N-oxide)

3D MOL for HMDB0060873 (Sorafenib N-oxide)

3D SDF for HMDB0060873 (Sorafenib N-oxide)

3D-SDF for HMDB0060873 (Sorafenib N-oxide)

PDB for HMDB0060873 (Sorafenib N-oxide)

3D PDB for HMDB0060873 (Sorafenib N-oxide)

SMILES for HMDB0060873 (Sorafenib N-oxide)

INCHI for HMDB0060873 (Sorafenib N-oxide)

Structure for HMDB0060873 (Sorafenib N-oxide)

3D Structure for HMDB0060873 (Sorafenib N-oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra