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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:49:33 UTC

Update Date

2021-09-26 23:13:18 UTC

HMDB ID

HMDB0257137

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Regorafenib

Description

Regorafenib, also known as bay 73-4506 or stivarga, 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. Based on a literature review a significant number of articles have been published on Regorafenib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Regorafenib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Regorafenib 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

 
  Mrv0541 06031315492D          
 
 33 35  0  0  0  0            999 V2000
   17.3663   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3663  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9225  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9225   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0675   -9.4462    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.1800  -11.0962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4788  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7775  -11.0962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4788   -9.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0763  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6325  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6325   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3338   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0763   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9725   -9.4462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2713   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2713  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5288  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8275  -10.6837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8275   -9.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5288   -9.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1263   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3838   -9.8587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1263   -8.6212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6825   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750  -11.9212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238   -8.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238   -7.7962    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.7988   -8.6212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.4488   -8.6212    0.0000 F   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
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 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
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 26 28  1  0  0  0  0
 13 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  END

HMDB0257137
     RDKit          3D
Regorafenib
 48 50  0  0  0  0  0  0  0  0999 V2000
    8.0939    1.6347   -1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    0.7381   -1.3255 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4460    0.1644   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5502    0.4136    0.4857 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4717   -0.7377    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2565   -1.0612    0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3585   -1.9137    0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563   -2.2225    0.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9734   -1.5342    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -1.9981   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -1.3949   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5518   -0.2837    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504    0.3994    0.7044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9921    0.0674    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1177   -0.9029   -0.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305    0.8632    0.4098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4018    0.6466   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8105   -0.5297   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1082   -0.6692   -1.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0042    0.3729   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6289    0.1985   -1.7014 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.6151    1.5652   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6028    2.6697   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6985    2.2554    0.2764 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0713    3.8078    0.0987 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0338    2.9250   -1.7454 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3445    1.6800   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.1737    1.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    1.2804    1.9579 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8354   -0.4375    1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7262   -2.4478    1.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671   -2.1242    2.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7936   -1.2916    1.7524 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5884    2.5748   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5087    1.1662   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8945    1.9100   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2387    0.5829   -1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698   -0.6391   -0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -2.8848   -1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -1.8282   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    1.2513    1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    1.6946    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1855   -1.3982   -0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4069   -1.6207   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0139    2.6063    0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6764   -0.0386    1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070   -3.1261    2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443   -2.5573    3.3626 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  1  0
 28 30  2  0
  7 31  2  0
 31 32  1  0
 32 33  2  0
 33  5  1  0
 30  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
 30 46  1  0
 31 47  1  0
 32 48  1  0
M  END

 
  Mrv0541 06031315492D          
 
 33 35  0  0  0  0            999 V2000
   17.3663   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3663  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9225  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9225   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0675   -9.4462    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.1800  -11.0962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4788  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7775  -11.0962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4788   -9.8587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0763  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6325  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6325   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3338   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0763   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9725   -9.4462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2713   -9.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2713  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5288  -11.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8275  -10.6837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8275   -9.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5288   -9.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1263   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3838   -9.8587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1263   -8.6212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6825   -9.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750  -11.9212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238   -8.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6238   -7.7962    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.7988   -8.6212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.4488   -8.6212    0.0000 F   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
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 10 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
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 26 28  1  0  0  0  0
 13 29  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257137

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C21H15ClF4N4O3/c1-27-19(31)18-10-13(6-7-28-18)33-12-3-5-17(16(23)9-12)30-20(32)29-11-2-4-15(22)14(8-11)21(24,25)26/h2-10H,1H3,(H,27,31)(H2,29,30,32)

> <INCHI_KEY>
FNHKPVJBJVTLMP-UHFFFAOYSA-N

> <FORMULA>
C21H15ClF4N4O3

> <MOLECULAR_WEIGHT>
482.815

> <EXACT_MASS>
482.076880893

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
41.23447447826536

> <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)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide

> <ALOGPS_LOGP>
4.53

> <JCHEM_LOGP>
4.486031697

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.968945246285848

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.517571102150528

> <JCHEM_PKA_STRONGEST_BASIC>
2.023422473708148

> <JCHEM_POLAR_SURFACE_AREA>
92.35

> <JCHEM_REFRACTIVITY>
114.73470000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
regorafenib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257137
     RDKit          3D
Regorafenib
 48 50  0  0  0  0  0  0  0  0999 V2000
    8.0939    1.6347   -1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    0.7381   -1.3255 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4460    0.1644   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5502    0.4136    0.4857 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4717   -0.7377    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2565   -1.0612    0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3585   -1.9137    0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563   -2.2225    0.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9734   -1.5342    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -1.9981   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -1.3949   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5518   -0.2837    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504    0.3994    0.7044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9921    0.0674    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1177   -0.9029   -0.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305    0.8632    0.4098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4018    0.6466   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8105   -0.5297   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1082   -0.6692   -1.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0042    0.3729   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6289    0.1985   -1.7014 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.6151    1.5652   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6028    2.6697   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6985    2.2554    0.2764 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0713    3.8078    0.0987 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0338    2.9250   -1.7454 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3445    1.6800   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.1737    1.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    1.2804    1.9579 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8354   -0.4375    1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7262   -2.4478    1.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671   -2.1242    2.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7936   -1.2916    1.7524 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5884    2.5748   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5087    1.1662   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8945    1.9100   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2387    0.5829   -1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698   -0.6391   -0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -2.8848   -1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -1.8282   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    1.2513    1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    1.6946    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1855   -1.3982   -0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4069   -1.6207   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0139    2.6063    0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6764   -0.0386    1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070   -3.1261    2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443   -2.5573    3.3626 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  1  0
 28 30  2  0
  7 31  2  0
 31 32  1  0
 32 33  2  0
 33  5  1  0
 30  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
 30 46  1  0
 31 47  1  0
 32 48  1  0
M  END

HEADER    PROTEIN                                 03-JUN-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-13         0                                  
HETATM    1  C   UNK     0      32.417 -18.403   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.417 -19.943   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.031 -20.713   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.722 -19.943   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.722 -18.403   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.031 -17.633   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0      33.726 -17.633   0.000  0.00  0.00          Cl+0
HETATM    8  N   UNK     0      28.336 -20.713   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      27.027 -19.943   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      25.718 -20.713   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      27.027 -18.403   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      24.409 -19.943   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.100 -20.713   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.714 -19.943   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.714 -18.403   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.023 -17.633   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.409 -18.403   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      20.482 -17.633   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      19.173 -18.403   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.173 -19.943   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.787 -20.713   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      16.478 -19.943   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      16.478 -18.326   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.787 -17.556   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.169 -17.633   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      13.783 -18.403   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      15.169 -16.093   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.474 -17.633   0.000  0.00  0.00           C+0
HETATM   29  F   UNK     0      23.100 -22.253   0.000  0.00  0.00           F+0
HETATM   30  C   UNK     0      31.031 -16.093   0.000  0.00  0.00           C+0
HETATM   31  F   UNK     0      31.031 -14.553   0.000  0.00  0.00           F+0
HETATM   32  F   UNK     0      29.491 -16.093   0.000  0.00  0.00           F+0
HETATM   33  F   UNK     0      32.571 -16.093   0.000  0.00  0.00           F+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1   30                                                  
CONECT    7    1                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9   12                                                       
CONECT   11    9                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26   27                                                  
CONECT   26   25   28                                                       
CONECT   27   25                                                            
CONECT   28   26                                                            
CONECT   29   13                                                            
CONECT   30    6   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0257137
HETATM    1  C1  UNL     1       8.094   1.635  -1.944  1.00  0.00           C  
HETATM    2  N1  UNL     1       7.116   0.738  -1.325  1.00  0.00           N  
HETATM    3  C2  UNL     1       7.446   0.164  -0.082  1.00  0.00           C  
HETATM    4  O1  UNL     1       8.550   0.414   0.486  1.00  0.00           O  
HETATM    5  C3  UNL     1       6.472  -0.738   0.549  1.00  0.00           C  
HETATM    6  C4  UNL     1       5.257  -1.061   0.006  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.358  -1.914   0.622  1.00  0.00           C  
HETATM    8  O2  UNL     1       3.156  -2.222   0.066  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.973  -1.534   0.262  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.855  -1.998  -0.387  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.403  -1.395  -0.275  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.552  -0.284   0.517  1.00  0.00           C  
HETATM   13  N2  UNL     1      -1.750   0.399   0.704  1.00  0.00           N  
HETATM   14  C10 UNL     1      -2.992   0.067   0.121  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.118  -0.903  -0.638  1.00  0.00           O  
HETATM   16  N3  UNL     1      -4.130   0.863   0.410  1.00  0.00           N  
HETATM   17  C11 UNL     1      -5.402   0.647  -0.085  1.00  0.00           C  
HETATM   18  C12 UNL     1      -5.810  -0.530  -0.643  1.00  0.00           C  
HETATM   19  C13 UNL     1      -7.108  -0.669  -1.140  1.00  0.00           C  
HETATM   20  C14 UNL     1      -8.004   0.373  -1.079  1.00  0.00           C  
HETATM   21 CL1  UNL     1      -9.629   0.198  -1.701  1.00  0.00          CL  
HETATM   22  C15 UNL     1      -7.615   1.565  -0.521  1.00  0.00           C  
HETATM   23  C16 UNL     1      -8.603   2.670  -0.469  1.00  0.00           C  
HETATM   24  F1  UNL     1      -9.699   2.255   0.276  1.00  0.00           F  
HETATM   25  F2  UNL     1      -8.071   3.808   0.099  1.00  0.00           F  
HETATM   26  F3  UNL     1      -9.034   2.925  -1.745  1.00  0.00           F  
HETATM   27  C17 UNL     1      -6.345   1.680  -0.042  1.00  0.00           C  
HETATM   28  C18 UNL     1       0.615   0.174   1.174  1.00  0.00           C  
HETATM   29  F4  UNL     1       0.454   1.280   1.958  1.00  0.00           F  
HETATM   30  C19 UNL     1       1.835  -0.438   1.045  1.00  0.00           C  
HETATM   31  C20 UNL     1       4.726  -2.448   1.833  1.00  0.00           C  
HETATM   32  C21 UNL     1       5.967  -2.124   2.399  1.00  0.00           C  
HETATM   33  N4  UNL     1       6.794  -1.292   1.752  1.00  0.00           N  
HETATM   34  H1  UNL     1       7.588   2.575  -2.261  1.00  0.00           H  
HETATM   35  H2  UNL     1       8.509   1.166  -2.862  1.00  0.00           H  
HETATM   36  H3  UNL     1       8.894   1.910  -1.238  1.00  0.00           H  
HETATM   37  H4  UNL     1       6.239   0.583  -1.847  1.00  0.00           H  
HETATM   38  H5  UNL     1       4.970  -0.639  -0.948  1.00  0.00           H  
HETATM   39  H6  UNL     1       0.927  -2.885  -1.031  1.00  0.00           H  
HETATM   40  H7  UNL     1      -1.231  -1.828  -0.822  1.00  0.00           H  
HETATM   41  H8  UNL     1      -1.747   1.251   1.342  1.00  0.00           H  
HETATM   42  H9  UNL     1      -3.974   1.695   1.068  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.186  -1.398  -0.720  1.00  0.00           H  
HETATM   44  H11 UNL     1      -7.407  -1.621  -1.581  1.00  0.00           H  
HETATM   45  H12 UNL     1      -6.014   2.606   0.401  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.676  -0.039   1.571  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.107  -3.126   2.408  1.00  0.00           H  
HETATM   48  H15 UNL     1       6.244  -2.557   3.363  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37
CONECT    3    4    4    5
CONECT    5    6    6   33
CONECT    6    7   38
CONECT    7    8   31   31
CONECT    8    9
CONECT    9   10   10   30
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   30   30
CONECT   30   46
CONECT   31   32   47
CONECT   32   33   33   48
END

HMDB0257137
     RDKit          3D
Regorafenib
 48 50  0  0  0  0  0  0  0  0999 V2000
    8.0939    1.6347   -1.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1162    0.7381   -1.3255 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4460    0.1644   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5502    0.4136    0.4857 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4717   -0.7377    0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2565   -1.0612    0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3585   -1.9137    0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1563   -2.2225    0.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9734   -1.5342    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -1.9981   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4031   -1.3949   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5518   -0.2837    0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504    0.3994    0.7044 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9921    0.0674    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1177   -0.9029   -0.6381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1305    0.8632    0.4098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4018    0.6466   -0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8105   -0.5297   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1082   -0.6692   -1.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0042    0.3729   -1.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6289    0.1985   -1.7014 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.6151    1.5652   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6028    2.6697   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6985    2.2554    0.2764 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0713    3.8078    0.0987 F   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0338    2.9250   -1.7454 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3445    1.6800   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6154    0.1737    1.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    1.2804    1.9579 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8354   -0.4375    1.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7262   -2.4478    1.8333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9671   -2.1242    2.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7936   -1.2916    1.7524 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5884    2.5748   -2.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5087    1.1662   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8945    1.9100   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2387    0.5829   -1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9698   -0.6391   -0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9269   -2.8848   -1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2306   -1.8282   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    1.2513    1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    1.6946    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1855   -1.3982   -0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4069   -1.6207   -1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0139    2.6063    0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6764   -0.0386    1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1070   -3.1261    2.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443   -2.5573    3.3626 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  1  0
 28 30  2  0
  7 31  2  0
 31 32  1  0
 32 33  2  0
 33  5  1  0
 30  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
 30 46  1  0
 31 47  1  0
 32 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BAY 73-4506	ChEBI
Regorafenibum	ChEBI
Stivarga	Kegg
4-(4-(((4-chloro-3-(Trifluoromethyl)phenyl)carbamoyl)amino)-3-fluorophenoxy)-N-methylpyridine-2-carboxamide	MeSH

Chemical Formula

C₂₁H₁₅ClF₄N₄O₃

Average Molecular Weight

482.815

Monoisotopic Molecular Weight

482.076880893

IUPAC Name

4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide

Traditional Name

regorafenib

CAS Registry Number

Not Available

SMILES

CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1

InChI Identifier

InChI=1S/C21H15ClF4N4O3/c1-27-19(31)18-10-13(6-7-28-18)33-12-3-5-17(16(23)9-12)30-20(32)29-11-2-4-15(22)14(8-11)21(24,25)26/h2-10H,1H3,(H,27,31)(H2,29,30,32)

InChI Key

FNHKPVJBJVTLMP-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
Pyridinecarboxamide
Pyridine carboxylic acid or derivatives
2-heteroaryl carboxamide
Phenoxy compound
Phenol ether
Halobenzene
Fluorobenzene
Chlorobenzene
Aryl chloride
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Carboxamide group
Carbonic acid derivative
Secondary carboxylic acid amide
Urea
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organonitrogen compound
Alkyl halide
Alkyl fluoride
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organofluoride
Organochloride
Organohalogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:68647 )
ureas (CHEBI:68647 )
monochlorobenzenes (CHEBI:68647 )
monofluorobenzenes (CHEBI:68647 )
(trifluoromethyl)benzenes (CHEBI:68647 )
pyridinecarboxamide (CHEBI:68647 )

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	4.53	ALOGPS
logP	4.49	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	10.52	ChemAxon
pKa (Strongest Basic)	2.02	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.35 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	114.73 m³·mol⁻¹	ChemAxon
Polarizability	41.23 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]+	202.341	30932474
DeepCCS	[M-H]-	199.945	30932474
DeepCCS	[M-2H]-	232.829	30932474
DeepCCS	[M+Na]+	208.322	30932474
AllCCS	[M+H]+	204.4	32859911
AllCCS	[M+H-H2O]+	202.3	32859911
AllCCS	[M+NH4]+	206.3	32859911
AllCCS	[M+Na]+	206.9	32859911
AllCCS	[M-H]-	193.0	32859911
AllCCS	[M+Na-2H]-	192.4	32859911
AllCCS	[M+HCOO]-	192.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Regorafenib	CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1	4629.2	Standard polar	33892256
Regorafenib	CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1	3272.0	Standard non polar	33892256
Regorafenib	CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1	3808.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Regorafenib,1TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C(F)=C2)=CC=N1)[Si](C)(C)C	3589.9	Semi standard non polar	33892256
Regorafenib,1TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C(F)=C2)=CC=N1)[Si](C)(C)C	3047.6	Standard non polar	33892256
Regorafenib,1TMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C(F)=C2)=CC=N1)[Si](C)(C)C	4205.7	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3370.0	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	2985.8	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	4390.0	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3364.7	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	2916.8	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	4423.0	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	3396.0	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	2916.7	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	3838.5	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	3388.4	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	2820.7	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	3899.5	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3244.5	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	2878.7	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	4031.3	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	3271.9	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	2854.2	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C	3596.9	Standard polar	33892256
Regorafenib,1TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3815.0	Semi standard non polar	33892256
Regorafenib,1TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3173.5	Standard non polar	33892256
Regorafenib,1TBDMS,isomer #1	CN(C(=O)C1=CC(OC2=CC=C(NC(=O)NC3=CC=C(Cl)C(C(F)(F)F)=C3)C(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	4256.3	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3580.8	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3145.7	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	4370.3	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3577.2	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3044.7	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	4414.5	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3839.5	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3219.9	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3946.4	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3821.9	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3120.8	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	4010.1	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3650.7	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	3207.2	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1	4117.1	Standard polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3908.8	Semi standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3340.1	Standard non polar	33892256
Regorafenib,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(F)=C2)=CC=N1)[Si](C)(C)C(C)(C)C	3799.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Regorafenib GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ha1-1972500000-861569d673c1973ffa36	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Regorafenib 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Regorafenib , positive-QTOF	splash10-001i-0130900000-7cfbbe70d59d3990bb46	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Regorafenib 10V, Positive-QTOF	splash10-001i-0120900000-0a8e63a3e51536e785e7	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Regorafenib 20V, Positive-QTOF	splash10-03la-0490300000-f4ddbfc325ad0b55a040	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Regorafenib 40V, Positive-QTOF	splash10-059j-2960000000-56c8b791198553f0e101	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Regorafenib 10V, Negative-QTOF	splash10-01qc-0560900000-6cb407647a185e4db3c6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Regorafenib 20V, Negative-QTOF	splash10-01ox-0790300000-9559a48445a46fb5f0bd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Regorafenib 40V, Negative-QTOF	splash10-0006-4930000000-2ef929eaad8f315f3ff7	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

DB08896

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9342697

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Regorafenib

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

68647

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 Regorafenib (HMDB0257137)

MOL for HMDB0257137 (Regorafenib)

3D MOL for HMDB0257137 (Regorafenib)

3D SDF for HMDB0257137 (Regorafenib)

3D-SDF for HMDB0257137 (Regorafenib)

PDB for HMDB0257137 (Regorafenib)

3D PDB for HMDB0257137 (Regorafenib)

SMILES for HMDB0257137 (Regorafenib)

INCHI for HMDB0257137 (Regorafenib)

Structure for HMDB0257137 (Regorafenib)

3D Structure for HMDB0257137 (Regorafenib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra