Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:02:08 UTC

Update Date

2021-09-26 23:00:28 UTC

HMDB ID

HMDB0249524

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cabozantinib

Description

Cabozantinib, also known as BMS 907351 or XL 184, 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 Cabozantinib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cabozantinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cabozantinib 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


  Mrv1572003271614432D          

 37 41  0  0  0  0            999 V2000
   -3.2176    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2176    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9189    0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6614    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6614    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9189    2.3926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5163    2.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5163    0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    2.3926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    0.7425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9189   -0.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763   -0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763   -1.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -1.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -0.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -1.6913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -1.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -0.4537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -1.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2176    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615    0.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.3926    0.0000 C   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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 24  1  0  0  0  0
 24 36  1  0  0  0  0
M  END

HMDB0249524
     RDKit          3D
Cabozantinib
 61 65  0  0  0  0  0  0  0  0999 V2000
  -10.2281    1.8636   -1.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5057    0.8864   -0.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1176    0.8002   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3930    1.7456   -1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0062    1.7224   -1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3137    2.6353   -1.8746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9792    2.5964   -1.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781    1.6071   -1.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    0.6739   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679   -0.3657    0.1717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831   -0.3983    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4519   -1.0694   -1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1041   -1.1318   -1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196   -0.5210   -0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1639   -0.5438   -0.6169 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4731   -0.5658   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203   -0.4237   -1.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4606   -0.7719    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8378   -0.3329    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0780    0.3111   -0.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663   -0.6115    1.0234 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2267   -0.2484    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7430    0.5957   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1036    0.9197   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9581    0.3815    0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2569    0.6805    0.8318 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4755   -0.4759    1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1573   -0.7721    1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2487   -2.0921    1.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9513   -0.7645    1.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434    0.1548    0.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047    0.2098    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3642    0.7173   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0593   -0.2345    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4552   -0.1981    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2007   -1.1247    0.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -2.1505    1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9983    2.8986   -0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3072    1.6976   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1907    1.6690   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9131    2.5148   -1.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114    3.3414   -2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.5652   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742   -1.5465   -1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928   -1.6568   -2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.0878   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -1.1646    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1114    1.0481   -0.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4090    1.6069   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1961   -0.8881    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7776   -1.4367    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734   -2.6509    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -2.7196    0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -0.3522    2.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.5903    2.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9639    0.6313    1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275    0.7361    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5259   -1.0021    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0231   -2.8545    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6880   -1.7230    2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2056   -2.7404    2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 18 29  1  0
 29 30  1  0
 14 31  1  0
 31 32  2  0
  9 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 35  3  1  0
 33  5  1  0
 32 11  1  0
 30 18  1  0
 28 22  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  7 42  1  0
  8 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 31 56  1  0
 32 57  1  0
 34 58  1  0
 37 59  1  0
 37 60  1  0
 37 61  1  0
M  END


  Mrv1572003271614432D          

 37 41  0  0  0  0            999 V2000
   -3.2176    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2176    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9189    0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6614    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6614    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9189    2.3926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5163    2.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5163    0.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    2.3926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    0.7425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3712    1.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9189   -0.0824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763   -0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1763   -1.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -1.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -0.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -1.6913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -1.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3300   -0.4537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8151   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1138   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -1.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -0.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2176    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6615    0.0000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.3926    0.0000 C   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
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 24  1  0  0  0  0
 24 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249524

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1OC)C(OC1=CC=C(NC(=O)C3(CC3)C(=O)NC3=CC=C(F)C=C3)C=C1)=CC=N2

> <INCHI_IDENTIFIER>
InChI=1S/C28H24FN3O5/c1-35-24-15-21-22(16-25(24)36-2)30-14-11-23(21)37-20-9-7-19(8-10-20)32-27(34)28(12-13-28)26(33)31-18-5-3-17(29)4-6-18/h3-11,14-16H,12-13H2,1-2H3,(H,31,33)(H,32,34)

> <INCHI_KEY>
ONIQOQHATWINJY-UHFFFAOYSA-N

> <FORMULA>
C28H24FN3O5

> <MOLECULAR_WEIGHT>
501.514

> <EXACT_MASS>
501.169999048

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
51.49370830255501

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N'1-{4-[(6,7-dimethoxyquinolin-4-yl)oxy]phenyl}-N1-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

> <ALOGPS_LOGP>
4.01

> <JCHEM_LOGP>
4.658062448

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.47114923183193

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.46188656926935

> <JCHEM_PKA_STRONGEST_BASIC>
5.895706033147246

> <JCHEM_POLAR_SURFACE_AREA>
98.78

> <JCHEM_REFRACTIVITY>
136.1206

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cabozantinib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249524
     RDKit          3D
Cabozantinib
 61 65  0  0  0  0  0  0  0  0999 V2000
  -10.2281    1.8636   -1.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5057    0.8864   -0.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1176    0.8002   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3930    1.7456   -1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0062    1.7224   -1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3137    2.6353   -1.8746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9792    2.5964   -1.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781    1.6071   -1.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    0.6739   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679   -0.3657    0.1717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831   -0.3983    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4519   -1.0694   -1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1041   -1.1318   -1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196   -0.5210   -0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1639   -0.5438   -0.6169 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4731   -0.5658   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203   -0.4237   -1.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4606   -0.7719    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8378   -0.3329    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0780    0.3111   -0.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663   -0.6115    1.0234 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2267   -0.2484    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7430    0.5957   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1036    0.9197   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9581    0.3815    0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2569    0.6805    0.8318 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4755   -0.4759    1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1573   -0.7721    1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2487   -2.0921    1.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9513   -0.7645    1.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434    0.1548    0.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047    0.2098    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3642    0.7173   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0593   -0.2345    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4552   -0.1981    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2007   -1.1247    0.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -2.1505    1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9983    2.8986   -0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3072    1.6976   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1907    1.6690   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9131    2.5148   -1.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114    3.3414   -2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.5652   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742   -1.5465   -1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928   -1.6568   -2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.0878   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -1.1646    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1114    1.0481   -0.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4090    1.6069   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1961   -0.8881    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7776   -1.4367    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734   -2.6509    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -2.7196    0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -0.3522    2.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.5903    2.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9639    0.6313    1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275    0.7361    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5259   -1.0021    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0231   -2.8545    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6880   -1.7230    2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2056   -2.7404    2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 18 29  1  0
 29 30  1  0
 14 31  1  0
 31 32  2  0
  9 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 35  3  1  0
 33  5  1  0
 32 11  1  0
 30 18  1  0
 28 22  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  7 42  1  0
  8 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 31 56  1  0
 32 57  1  0
 34 58  1  0
 37 59  1  0
 37 60  1  0
 37 61  1  0
M  END

HEADER    PROTEIN                                 27-MAR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAR-16         0                                  
HETATM    1  C   UNK     0      -6.006   3.696   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.006   2.156   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.315   1.386   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.701   2.156   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.701   3.696   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -7.315   4.466   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -4.697   4.466   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.311   3.696   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.311   2.156   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.697   1.386   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.002   4.466   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.693   3.696   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.002   1.386   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.693   2.156   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -7.315  -0.154   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.929  -0.924   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.929  -2.464   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.620  -3.234   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.311  -2.464   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.311  -0.847   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.620  -0.077   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -1.925  -3.157   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -0.616  -2.387   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.770  -3.157   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.616  -0.847   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.079  -2.310   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       3.388  -3.080   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0       2.079  -0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.697  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.083  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.315  -2.233   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.315  -0.693   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.006   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.697  -0.770   0.000  0.00  0.00           C+0
HETATM   35  F   UNK     0       8.701   0.000   0.000  0.00  0.00           F+0
HETATM   36  C   UNK     0       0.000  -4.466   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.540  -4.466   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9    2                                                       
CONECT   11    8   12                                                       
CONECT   12   11                                                            
CONECT   13    9   14                                                       
CONECT   14   13                                                            
CONECT   15    3   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   26   37   36                                             
CONECT   25   23                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26   29                                                       
CONECT   28   26                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   32                                                            
CONECT   36   37   24                                                       
CONECT   37   36   24                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

COMPND    HMDB0249524
HETATM    1  C1  UNL     1     -10.228   1.864  -1.071  1.00  0.00           C  
HETATM    2  O1  UNL     1      -9.506   0.886  -0.390  1.00  0.00           O  
HETATM    3  C2  UNL     1      -8.118   0.800  -0.396  1.00  0.00           C  
HETATM    4  C3  UNL     1      -7.393   1.746  -1.114  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.006   1.722  -1.171  1.00  0.00           C  
HETATM    6  N1  UNL     1      -5.314   2.635  -1.875  1.00  0.00           N  
HETATM    7  C5  UNL     1      -3.979   2.596  -1.929  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.278   1.607  -1.255  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.996   0.674  -0.534  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.368  -0.366   0.172  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.983  -0.398   0.005  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.452  -1.069  -1.082  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.104  -1.132  -1.303  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.820  -0.521  -0.445  1.00  0.00           C  
HETATM   15  N2  UNL     1       2.164  -0.544  -0.617  1.00  0.00           N  
HETATM   16  C12 UNL     1       3.473  -0.566  -0.786  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.120  -0.424  -1.888  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.461  -0.772   0.371  1.00  0.00           C  
HETATM   19  C14 UNL     1       5.838  -0.333   0.111  1.00  0.00           C  
HETATM   20  O4  UNL     1       6.078   0.311  -0.967  1.00  0.00           O  
HETATM   21  N3  UNL     1       6.866  -0.612   1.023  1.00  0.00           N  
HETATM   22  C15 UNL     1       8.227  -0.248   0.924  1.00  0.00           C  
HETATM   23  C16 UNL     1       8.743   0.596  -0.015  1.00  0.00           C  
HETATM   24  C17 UNL     1      10.104   0.920  -0.063  1.00  0.00           C  
HETATM   25  C18 UNL     1      10.958   0.381   0.857  1.00  0.00           C  
HETATM   26  F1  UNL     1      12.257   0.680   0.832  1.00  0.00           F  
HETATM   27  C19 UNL     1      10.476  -0.476   1.822  1.00  0.00           C  
HETATM   28  C20 UNL     1       9.157  -0.772   1.843  1.00  0.00           C  
HETATM   29  C21 UNL     1       4.249  -2.092   1.117  1.00  0.00           C  
HETATM   30  C22 UNL     1       3.951  -0.764   1.755  1.00  0.00           C  
HETATM   31  C23 UNL     1       0.243   0.155   0.656  1.00  0.00           C  
HETATM   32  C24 UNL     1      -1.105   0.210   0.868  1.00  0.00           C  
HETATM   33  C25 UNL     1      -5.364   0.717  -0.481  1.00  0.00           C  
HETATM   34  C26 UNL     1      -6.059  -0.234   0.241  1.00  0.00           C  
HETATM   35  C27 UNL     1      -7.455  -0.198   0.287  1.00  0.00           C  
HETATM   36  O5  UNL     1      -8.201  -1.125   0.992  1.00  0.00           O  
HETATM   37  C28 UNL     1      -7.521  -2.150   1.688  1.00  0.00           C  
HETATM   38  H1  UNL     1      -9.998   2.899  -0.818  1.00  0.00           H  
HETATM   39  H2  UNL     1     -11.307   1.698  -0.809  1.00  0.00           H  
HETATM   40  H3  UNL     1     -10.191   1.669  -2.171  1.00  0.00           H  
HETATM   41  H4  UNL     1      -7.913   2.515  -1.643  1.00  0.00           H  
HETATM   42  H5  UNL     1      -3.411   3.341  -2.503  1.00  0.00           H  
HETATM   43  H6  UNL     1      -2.205   1.565  -1.290  1.00  0.00           H  
HETATM   44  H7  UNL     1      -2.174  -1.547  -1.751  1.00  0.00           H  
HETATM   45  H8  UNL     1       0.293  -1.657  -2.145  1.00  0.00           H  
HETATM   46  H9  UNL     1       1.972  -0.088  -1.932  1.00  0.00           H  
HETATM   47  H10 UNL     1       6.566  -1.165   1.894  1.00  0.00           H  
HETATM   48  H11 UNL     1       8.111   1.048  -0.753  1.00  0.00           H  
HETATM   49  H12 UNL     1      10.409   1.607  -0.856  1.00  0.00           H  
HETATM   50  H13 UNL     1      11.196  -0.888   2.543  1.00  0.00           H  
HETATM   51  H14 UNL     1       8.778  -1.437   2.594  1.00  0.00           H  
HETATM   52  H15 UNL     1       5.173  -2.651   1.408  1.00  0.00           H  
HETATM   53  H16 UNL     1       3.376  -2.720   0.837  1.00  0.00           H  
HETATM   54  H17 UNL     1       4.669  -0.352   2.508  1.00  0.00           H  
HETATM   55  H18 UNL     1       2.909  -0.590   2.013  1.00  0.00           H  
HETATM   56  H19 UNL     1       0.964   0.631   1.339  1.00  0.00           H  
HETATM   57  H20 UNL     1      -1.527   0.736   1.722  1.00  0.00           H  
HETATM   58  H21 UNL     1      -5.526  -1.002   0.764  1.00  0.00           H  
HETATM   59  H22 UNL     1      -7.023  -2.855   0.960  1.00  0.00           H  
HETATM   60  H23 UNL     1      -6.688  -1.723   2.285  1.00  0.00           H  
HETATM   61  H24 UNL     1      -8.206  -2.740   2.331  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3
CONECT    3    4    4   35
CONECT    4    5   41
CONECT    5    6    6   33
CONECT    6    7
CONECT    7    8    8   42
CONECT    8    9   43
CONECT    9   10   33   33
CONECT   10   11
CONECT   11   12   12   32
CONECT   12   13   44
CONECT   13   14   14   45
CONECT   14   15   31
CONECT   15   16   46
CONECT   16   17   17   18
CONECT   18   19   29   30
CONECT   19   20   20   21
CONECT   21   22   47
CONECT   22   23   23   28
CONECT   23   24   48
CONECT   24   25   25   49
CONECT   25   26   27
CONECT   27   28   28   50
CONECT   28   51
CONECT   29   30   52   53
CONECT   30   54   55
CONECT   31   32   32   56
CONECT   32   57
CONECT   33   34
CONECT   34   35   35   58
CONECT   35   36
CONECT   36   37
CONECT   37   59   60   61
END

HMDB0249524
     RDKit          3D
Cabozantinib
 61 65  0  0  0  0  0  0  0  0999 V2000
  -10.2281    1.8636   -1.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5057    0.8864   -0.3900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1176    0.8002   -0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3930    1.7456   -1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0062    1.7224   -1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3137    2.6353   -1.8746 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9792    2.5964   -1.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781    1.6071   -1.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    0.6739   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3679   -0.3657    0.1717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831   -0.3983    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4519   -1.0694   -1.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1041   -1.1318   -1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196   -0.5210   -0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1639   -0.5438   -0.6169 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4731   -0.5658   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203   -0.4237   -1.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4606   -0.7719    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8378   -0.3329    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0780    0.3111   -0.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663   -0.6115    1.0234 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2267   -0.2484    0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7430    0.5957   -0.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1036    0.9197   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9581    0.3815    0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2569    0.6805    0.8318 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.4755   -0.4759    1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1573   -0.7721    1.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2487   -2.0921    1.1166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9513   -0.7645    1.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434    0.1548    0.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047    0.2098    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3642    0.7173   -0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0593   -0.2345    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4552   -0.1981    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2007   -1.1247    0.9921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -2.1505    1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9983    2.8986   -0.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3072    1.6976   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1907    1.6690   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9131    2.5148   -1.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4114    3.3414   -2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047    1.5652   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742   -1.5465   -1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928   -1.6568   -2.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9715   -0.0878   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -1.1646    1.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1114    1.0481   -0.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4090    1.6069   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1961   -0.8881    2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7776   -1.4367    2.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1734   -2.6509    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -2.7196    0.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687   -0.3522    2.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.5903    2.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9639    0.6313    1.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275    0.7361    1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5259   -1.0021    0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0231   -2.8545    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6880   -1.7230    2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2056   -2.7404    2.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 18 29  1  0
 29 30  1  0
 14 31  1  0
 31 32  2  0
  9 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 35  3  1  0
 33  5  1  0
 32 11  1  0
 30 18  1  0
 28 22  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  7 42  1  0
  8 43  1  0
 12 44  1  0
 13 45  1  0
 15 46  1  0
 21 47  1  0
 23 48  1  0
 24 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 29 53  1  0
 30 54  1  0
 30 55  1  0
 31 56  1  0
 32 57  1  0
 34 58  1  0
 37 59  1  0
 37 60  1  0
 37 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BMS 907351	ChEBI
BMS-907351	ChEBI
XL 184	ChEBI
XL-184	ChEBI
XL184	ChEBI
Cabometyx	Kegg
Cometriq	Kegg
XL184 CPD	MeSH
Cabozantinib	MeSH

Chemical Formula

C₂₈H₂₄FN₃O₅

Average Molecular Weight

501.514

Monoisotopic Molecular Weight

501.169999048

IUPAC Name

N'1-{4-[(6,7-dimethoxyquinolin-4-yl)oxy]phenyl}-N1-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Traditional Name

cabozantinib

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1OC)C(OC1=CC=C(NC(=O)C3(CC3)C(=O)NC3=CC=C(F)C=C3)C=C1)=CC=N2

InChI Identifier

InChI=1S/C28H24FN3O5/c1-35-24-15-21-22(16-25(24)36-2)30-14-11-23(21)37-20-9-7-19(8-10-20)32-27(34)28(12-13-28)26(33)31-18-5-3-17(29)4-6-18/h3-11,14-16H,12-13H2,1-2H3,(H,31,33)(H,32,34)

InChI Key

ONIQOQHATWINJY-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
Quinoline
Anilide
Phenoxy compound
Anisole
Phenol ether
N-arylamide
Alkyl aryl ether
Halobenzene
Fluorobenzene
Aryl fluoride
Aryl halide
Cyclopropanecarboxylic acid or derivatives
Benzenoid
Pyridine
Monocyclic benzene moiety
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organofluoride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organofluorine compound (CHEBI:72317 )
dicarboxylic acid diamide (CHEBI:72317 )
aromatic ether (CHEBI:72317 )
quinolines (CHEBI:72317 )

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	4.01	ALOGPS
logP	4.66	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	13.46	ChemAxon
pKa (Strongest Basic)	5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	98.78 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	136.12 m³·mol⁻¹	ChemAxon
Polarizability	51.49 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	210.468	30932474
DeepCCS	[M-H]-	208.073	30932474
DeepCCS	[M-2H]-	240.956	30932474
DeepCCS	[M+Na]+	216.381	30932474
AllCCS	[M+H]+	220.6	32859911
AllCCS	[M+H-H2O]+	218.7	32859911
AllCCS	[M+NH4]+	222.2	32859911
AllCCS	[M+Na]+	222.7	32859911
AllCCS	[M-H]-	210.5	32859911
AllCCS	[M+Na-2H]-	210.9	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cabozantinib	COC1=CC2=C(C=C1OC)C(OC1=CC=C(NC(=O)C3(CC3)C(=O)NC3=CC=C(F)C=C3)C=C1)=CC=N2	5831.2	Standard polar	33892256
Cabozantinib	COC1=CC2=C(C=C1OC)C(OC1=CC=C(NC(=O)C3(CC3)C(=O)NC3=CC=C(F)C=C3)C=C1)=CC=N2	4069.1	Standard non polar	33892256
Cabozantinib	COC1=CC2=C(C=C1OC)C(OC1=CC=C(NC(=O)C3(CC3)C(=O)NC3=CC=C(F)C=C3)C=C1)=CC=N2	4560.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cabozantinib,1TMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)NC5=CC=C(F)C=C5)CC4)[Si](C)(C)C)C=C3)=C2C=C1OC	4210.0	Semi standard non polar	33892256
Cabozantinib,1TMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)NC5=CC=C(F)C=C5)CC4)[Si](C)(C)C)C=C3)=C2C=C1OC	3949.5	Standard non polar	33892256
Cabozantinib,1TMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)NC5=CC=C(F)C=C5)CC4)[Si](C)(C)C)C=C3)=C2C=C1OC	5609.8	Standard polar	33892256
Cabozantinib,1TMS,isomer #2	COC1=CC2=NC=CC(OC3=CC=C(NC(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C)CC4)C=C3)=C2C=C1OC	4197.2	Semi standard non polar	33892256
Cabozantinib,1TMS,isomer #2	COC1=CC2=NC=CC(OC3=CC=C(NC(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C)CC4)C=C3)=C2C=C1OC	3932.4	Standard non polar	33892256
Cabozantinib,1TMS,isomer #2	COC1=CC2=NC=CC(OC3=CC=C(NC(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C)CC4)C=C3)=C2C=C1OC	5647.2	Standard polar	33892256
Cabozantinib,2TMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C)CC4)[Si](C)(C)C)C=C3)=C2C=C1OC	4023.3	Semi standard non polar	33892256
Cabozantinib,2TMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C)CC4)[Si](C)(C)C)C=C3)=C2C=C1OC	3649.7	Standard non polar	33892256
Cabozantinib,2TMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C)CC4)[Si](C)(C)C)C=C3)=C2C=C1OC	5093.9	Standard polar	33892256
Cabozantinib,1TBDMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)NC5=CC=C(F)C=C5)CC4)[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1OC	4450.5	Semi standard non polar	33892256
Cabozantinib,1TBDMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)NC5=CC=C(F)C=C5)CC4)[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1OC	4123.0	Standard non polar	33892256
Cabozantinib,1TBDMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)NC5=CC=C(F)C=C5)CC4)[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1OC	5561.8	Standard polar	33892256
Cabozantinib,1TBDMS,isomer #2	COC1=CC2=NC=CC(OC3=CC=C(NC(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C(C)(C)C)CC4)C=C3)=C2C=C1OC	4441.5	Semi standard non polar	33892256
Cabozantinib,1TBDMS,isomer #2	COC1=CC2=NC=CC(OC3=CC=C(NC(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C(C)(C)C)CC4)C=C3)=C2C=C1OC	4096.1	Standard non polar	33892256
Cabozantinib,1TBDMS,isomer #2	COC1=CC2=NC=CC(OC3=CC=C(NC(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C(C)(C)C)CC4)C=C3)=C2C=C1OC	5595.1	Standard polar	33892256
Cabozantinib,2TBDMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C(C)(C)C)CC4)[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1OC	4466.1	Semi standard non polar	33892256
Cabozantinib,2TBDMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C(C)(C)C)CC4)[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1OC	4013.2	Standard non polar	33892256
Cabozantinib,2TBDMS,isomer #1	COC1=CC2=NC=CC(OC3=CC=C(N(C(=O)C4(C(=O)N(C5=CC=C(F)C=C5)[Si](C)(C)C(C)(C)C)CC4)[Si](C)(C)C(C)(C)C)C=C3)=C2C=C1OC	5104.5	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Cabozantinib , positive-QTOF	splash10-0udi-0139180000-20096332e7e989d72392	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 10V, Positive-QTOF	splash10-0udi-0043190000-2ad3469c3893b52f7b60	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 20V, Positive-QTOF	splash10-0a4l-1297110000-e8677723550139710091	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 40V, Positive-QTOF	splash10-014i-9201000000-6b8e6247232b7eada9d0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 10V, Negative-QTOF	splash10-0udi-0413190000-a7785d888ed69543a145	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 20V, Negative-QTOF	splash10-01tj-6819100000-068fb3a8dd9252ac2d08	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 40V, Negative-QTOF	splash10-06rm-7927000000-6d2b6684eb0a04dce7b2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 10V, Positive-QTOF	splash10-0udi-0001090000-732b2f126b6a5737b840	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 20V, Positive-QTOF	splash10-016r-3907010000-3948adea7d9c2acde5ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 40V, Positive-QTOF	splash10-00kg-9216110000-54272d197a5b4624dec6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 10V, Negative-QTOF	splash10-0udi-0101090000-371cf0abc0d379848615	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 20V, Negative-QTOF	splash10-0imj-0905320000-8a1e7cec7512e16579f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cabozantinib 40V, Negative-QTOF	splash10-01ta-0912200000-f8177c85dcf63e875fbb	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08875

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25948202

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cabozantinib

METLIN ID

Not Available

PubChem Compound

25102847

PDB ID

Not Available

ChEBI ID

72317

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 Cabozantinib (HMDB0249524)

MOL for HMDB0249524 (Cabozantinib)

3D MOL for HMDB0249524 (Cabozantinib)

3D SDF for HMDB0249524 (Cabozantinib)

3D-SDF for HMDB0249524 (Cabozantinib)

PDB for HMDB0249524 (Cabozantinib)

3D PDB for HMDB0249524 (Cabozantinib)

SMILES for HMDB0249524 (Cabozantinib)

INCHI for HMDB0249524 (Cabozantinib)

Structure for HMDB0249524 (Cabozantinib)

3D Structure for HMDB0249524 (Cabozantinib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra