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 02:13:35 UTC

Update Date

2021-09-26 22:59:15 UTC

HMDB ID

HMDB0248778

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Osimertinib

Description

osimertinib, also known as azd 9291 or mereletinib, belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. Based on a literature review a significant number of articles have been published on osimertinib. This compound has been identified in human blood as reported by (PMID: 31557052 ). Osimertinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Osimertinib 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

  Mrv1572011181512242D          

 37 40  0  0  0  0            999 V2000
   -2.9117   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943   -1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -0.3460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943    0.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7680   -1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5276    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    2.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    2.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1564    2.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9667    2.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2199    1.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713    1.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583   -1.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583    0.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583    0.8862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583   -2.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -2.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0845    0.0675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0845    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -2.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591    1.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591    2.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7680    0.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2997    2.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  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
  4  8  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7 10  2  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 18  2  0  0  0  0
  9 22  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 37  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 17  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
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 26  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 32  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 36  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  2  0  0  0  0
M  END

HMDB0248778
     RDKit          3D
Osimertinib
 70 73  0  0  0  0  0  0  0  0999 V2000
   -4.5437   -4.2933    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2866   -4.1540    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5485   -2.9349    0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3196   -2.9912    0.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1410   -1.8431   -0.2601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -0.6580   -0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -0.5125   -0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654    0.6274   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211    0.8401   -0.7533 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8890   -0.0758   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6307   -1.3034    0.2058 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5490   -2.1427    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -1.7462    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1938   -0.5067    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    0.0500    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8141    1.4330    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1269    1.5959    0.2176 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8865    2.8592    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7573    0.3989    0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0952    0.0777    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4716   -1.2371    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5162   -2.2140    0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1757   -1.8754    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586   -0.5565    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858    0.2911   -0.2275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2292    1.6646   -1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    2.8544   -1.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    3.9051   -2.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831    1.5261   -1.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805    0.3619   -1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6792    0.3530   -1.3271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3807   -0.6430   -2.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4243    1.4483   -0.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3873    1.2265    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824    0.7360    1.5513 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5480   -0.6011    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3711    1.6828    2.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1334   -3.5534   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1055   -5.2113    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834   -4.9568    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1511   -1.9473   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -1.2940   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2895    1.7928   -1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -3.1290    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054   -2.4441    1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    2.1951    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2132    3.0916   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8132    2.7480    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625    3.6423    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8752    0.8415    0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5207   -1.5518    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8197   -3.2476    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4479   -2.6664    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    4.1342   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9687    3.4511   -3.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339    4.7807   -2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    2.3512   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6394   -1.2205   -2.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1231   -1.2297   -1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9954   -0.1405   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7505    2.2959   -0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0024    1.9106   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2906    0.6276   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8622    2.2477    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4681   -0.6263    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0204   -1.1037    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9182   -1.1922    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9257    2.5042    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1736    2.1160    3.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6578    1.1408    3.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 14 25  2  0
  8 26  2  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 30  6  1  0
 25 10  1  0
 24 15  1  0
 24 19  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  5 41  1  0
  7 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
 29 57  1  0
 32 58  1  0
 32 59  1  0
 32 60  1  0
 33 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
 36 65  1  0
 36 66  1  0
 36 67  1  0
 37 68  1  0
 37 69  1  0
 37 70  1  0
M  END

  Mrv1572011181512242D          

 37 40  0  0  0  0            999 V2000
   -2.9117   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943   -1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854   -0.3460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943    0.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1943    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7680   -1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5276    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892    2.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6078    2.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1564    2.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9667    2.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2199    1.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713    1.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583   -1.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583    0.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583    0.8862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583   -2.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591   -2.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0845    0.0675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0845    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -1.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108   -2.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591    1.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0591    2.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7680    0.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6583    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199   -1.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2997    2.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  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
  4  8  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7 10  2  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  9 18  2  0  0  0  0
  9 22  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 37  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 17  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
 18 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 26  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 32  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 36  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
 33 35  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248778

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H33N7O2/c1-7-27(36)30-22-16-23(26(37-6)17-25(22)34(4)15-14-33(2)3)32-28-29-13-12-21(31-28)20-18-35(5)24-11-9-8-10-19(20)24/h7-13,16-18H,1,14-15H2,2-6H3,(H,30,36)(H,29,31,32)

> <INCHI_KEY>
DUYJMQONPNNFPI-UHFFFAOYSA-N

> <FORMULA>
C28H33N7O2

> <MOLECULAR_WEIGHT>
499.619

> <EXACT_MASS>
499.269573331

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
56.842801876431494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
4.486981489333335

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.223932344575143

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.644238757745772

> <JCHEM_PKA_STRONGEST_BASIC>
8.867831669147341

> <JCHEM_POLAR_SURFACE_AREA>
87.54999999999998

> <JCHEM_REFRACTIVITY>
150.32349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methylindol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248778
     RDKit          3D
Osimertinib
 70 73  0  0  0  0  0  0  0  0999 V2000
   -4.5437   -4.2933    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2866   -4.1540    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5485   -2.9349    0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3196   -2.9912    0.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1410   -1.8431   -0.2601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -0.6580   -0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -0.5125   -0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654    0.6274   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211    0.8401   -0.7533 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8890   -0.0758   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6307   -1.3034    0.2058 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5490   -2.1427    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -1.7462    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1938   -0.5067    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    0.0500    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8141    1.4330    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1269    1.5959    0.2176 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8865    2.8592    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7573    0.3989    0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0952    0.0777    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4716   -1.2371    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5162   -2.2140    0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1757   -1.8754    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586   -0.5565    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858    0.2911   -0.2275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2292    1.6646   -1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    2.8544   -1.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    3.9051   -2.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831    1.5261   -1.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805    0.3619   -1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6792    0.3530   -1.3271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3807   -0.6430   -2.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4243    1.4483   -0.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3873    1.2265    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824    0.7360    1.5513 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5480   -0.6011    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3711    1.6828    2.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1334   -3.5534   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1055   -5.2113    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834   -4.9568    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1511   -1.9473   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -1.2940   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2895    1.7928   -1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -3.1290    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054   -2.4441    1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    2.1951    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2132    3.0916   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8132    2.7480    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625    3.6423    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8752    0.8415    0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5207   -1.5518    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8197   -3.2476    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4479   -2.6664    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    4.1342   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9687    3.4511   -3.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339    4.7807   -2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    2.3512   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6394   -1.2205   -2.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1231   -1.2297   -1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9954   -0.1405   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7505    2.2959   -0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0024    1.9106   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2906    0.6276   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8622    2.2477    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4681   -0.6263    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0204   -1.1037    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9182   -1.1922    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9257    2.5042    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1736    2.1160    3.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6578    1.1408    3.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 14 25  2  0
  8 26  2  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 30  6  1  0
 25 10  1  0
 24 15  1  0
 24 19  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  5 41  1  0
  7 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
 29 57  1  0
 32 58  1  0
 32 59  1  0
 32 60  1  0
 33 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
 36 65  1  0
 36 66  1  0
 36 67  1  0
 37 68  1  0
 37 69  1  0
 37 70  1  0
M  END

HEADER    PROTEIN                                 18-NOV-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-NOV-15         0                                  
HETATM    1  C   UNK     0      -5.435  -0.646   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.435  -2.190   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -4.096  -2.962   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.773  -2.190   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.773  -0.646   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.096   0.126   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.096   1.654   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.434  -2.962   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.110  -2.190   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.852   2.552   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -3.340   4.017   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -4.868   4.017   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.341   2.552   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.892   5.167   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.405   4.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.877   3.387   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.853   2.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.229  -2.962   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.552  -2.190   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.552  -0.646   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.229   0.126   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.110  -0.646   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       1.229   1.654   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       1.229  -4.490   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.110  -5.262   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       3.891   0.126   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       5.215  -0.646   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.891   1.654   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.215  -2.190   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       6.554  -2.962   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       6.554  -4.490   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.110   2.426   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.110   3.970   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.434   1.654   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.229   4.726   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.877  -2.190   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.426   5.262   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6   10   13                                                  
CONECT    8    4    9                                                       
CONECT    9    8   18   22                                                  
CONECT   10    7   11                                                       
CONECT   11   10   12   37                                                  
CONECT   12   11   13   14                                                  
CONECT   13    7   12   17                                                  
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   13   16                                                       
CONECT   18    9   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22   23                                                  
CONECT   22    9   21                                                       
CONECT   23   21   32                                                       
CONECT   24   18   25                                                       
CONECT   25   24                                                            
CONECT   26   20   27   28                                                  
CONECT   27   26   29                                                       
CONECT   28   26                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   36                                                  
CONECT   31   30                                                            
CONECT   32   23   33   34                                                  
CONECT   33   32   35                                                       
CONECT   34   32                                                            
CONECT   35   33                                                            
CONECT   36   30                                                            
CONECT   37   11                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0248778
HETATM    1  C1  UNL     1      -4.544  -4.293   0.443  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.287  -4.154   0.732  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.549  -2.935   0.391  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.320  -2.991   0.756  1.00  0.00           O  
HETATM    5  N1  UNL     1      -3.141  -1.843  -0.260  1.00  0.00           N  
HETATM    6  C4  UNL     1      -2.514  -0.658  -0.624  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.145  -0.513  -0.490  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.465   0.627  -0.859  1.00  0.00           C  
HETATM    9  N2  UNL     1       0.921   0.840  -0.753  1.00  0.00           N  
HETATM   10  C7  UNL     1       1.889  -0.076  -0.252  1.00  0.00           C  
HETATM   11  N3  UNL     1       1.631  -1.303   0.206  1.00  0.00           N  
HETATM   12  C8  UNL     1       2.549  -2.143   0.664  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.900  -1.746   0.685  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.194  -0.507   0.226  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.538   0.050   0.241  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.814   1.433   0.242  1.00  0.00           C  
HETATM   17  N4  UNL     1       7.127   1.596   0.218  1.00  0.00           N  
HETATM   18  C13 UNL     1       7.887   2.859   0.209  1.00  0.00           C  
HETATM   19  C14 UNL     1       7.757   0.399   0.199  1.00  0.00           C  
HETATM   20  C15 UNL     1       9.095   0.078   0.158  1.00  0.00           C  
HETATM   21  C16 UNL     1       9.472  -1.237   0.124  1.00  0.00           C  
HETATM   22  C17 UNL     1       8.516  -2.214   0.133  1.00  0.00           C  
HETATM   23  C18 UNL     1       7.176  -1.875   0.175  1.00  0.00           C  
HETATM   24  C19 UNL     1       6.759  -0.556   0.212  1.00  0.00           C  
HETATM   25  N5  UNL     1       3.186   0.291  -0.228  1.00  0.00           N  
HETATM   26  C20 UNL     1      -1.229   1.665  -1.390  1.00  0.00           C  
HETATM   27  O2  UNL     1      -0.647   2.854  -1.794  1.00  0.00           O  
HETATM   28  C21 UNL     1      -1.427   3.905  -2.333  1.00  0.00           C  
HETATM   29  C22 UNL     1      -2.583   1.526  -1.525  1.00  0.00           C  
HETATM   30  C23 UNL     1      -3.281   0.362  -1.149  1.00  0.00           C  
HETATM   31  N6  UNL     1      -4.679   0.353  -1.327  1.00  0.00           N  
HETATM   32  C24 UNL     1      -5.381  -0.643  -2.082  1.00  0.00           C  
HETATM   33  C25 UNL     1      -5.424   1.448  -0.779  1.00  0.00           C  
HETATM   34  C26 UNL     1      -6.387   1.226   0.302  1.00  0.00           C  
HETATM   35  N7  UNL     1      -5.982   0.736   1.551  1.00  0.00           N  
HETATM   36  C27 UNL     1      -5.548  -0.601   1.681  1.00  0.00           C  
HETATM   37  C28 UNL     1      -5.371   1.683   2.442  1.00  0.00           C  
HETATM   38  H1  UNL     1      -5.133  -3.553  -0.055  1.00  0.00           H  
HETATM   39  H2  UNL     1      -5.105  -5.211   0.699  1.00  0.00           H  
HETATM   40  H3  UNL     1      -2.783  -4.957   1.237  1.00  0.00           H  
HETATM   41  H4  UNL     1      -4.151  -1.947  -0.489  1.00  0.00           H  
HETATM   42  H5  UNL     1      -0.545  -1.294  -0.094  1.00  0.00           H  
HETATM   43  H6  UNL     1       1.290   1.793  -1.085  1.00  0.00           H  
HETATM   44  H7  UNL     1       2.343  -3.129   1.032  1.00  0.00           H  
HETATM   45  H8  UNL     1       4.605  -2.444   1.097  1.00  0.00           H  
HETATM   46  H9  UNL     1       5.049   2.195   0.259  1.00  0.00           H  
HETATM   47  H10 UNL     1       8.213   3.092  -0.830  1.00  0.00           H  
HETATM   48  H11 UNL     1       8.813   2.748   0.813  1.00  0.00           H  
HETATM   49  H12 UNL     1       7.263   3.642   0.661  1.00  0.00           H  
HETATM   50  H13 UNL     1       9.875   0.842   0.149  1.00  0.00           H  
HETATM   51  H14 UNL     1      10.521  -1.552   0.090  1.00  0.00           H  
HETATM   52  H15 UNL     1       8.820  -3.248   0.106  1.00  0.00           H  
HETATM   53  H16 UNL     1       6.448  -2.666   0.151  1.00  0.00           H  
HETATM   54  H17 UNL     1      -2.217   4.134  -1.577  1.00  0.00           H  
HETATM   55  H18 UNL     1      -1.969   3.451  -3.208  1.00  0.00           H  
HETATM   56  H19 UNL     1      -0.834   4.781  -2.601  1.00  0.00           H  
HETATM   57  H20 UNL     1      -3.180   2.351  -1.946  1.00  0.00           H  
HETATM   58  H21 UNL     1      -4.639  -1.220  -2.675  1.00  0.00           H  
HETATM   59  H22 UNL     1      -6.123  -1.230  -1.544  1.00  0.00           H  
HETATM   60  H23 UNL     1      -5.995  -0.141  -2.908  1.00  0.00           H  
HETATM   61  H24 UNL     1      -4.751   2.296  -0.473  1.00  0.00           H  
HETATM   62  H25 UNL     1      -6.002   1.911  -1.640  1.00  0.00           H  
HETATM   63  H26 UNL     1      -7.291   0.628  -0.014  1.00  0.00           H  
HETATM   64  H27 UNL     1      -6.862   2.248   0.496  1.00  0.00           H  
HETATM   65  H28 UNL     1      -4.468  -0.626   1.794  1.00  0.00           H  
HETATM   66  H29 UNL     1      -6.020  -1.104   2.579  1.00  0.00           H  
HETATM   67  H30 UNL     1      -5.918  -1.192   0.822  1.00  0.00           H  
HETATM   68  H31 UNL     1      -4.926   2.504   1.883  1.00  0.00           H  
HETATM   69  H32 UNL     1      -6.174   2.116   3.103  1.00  0.00           H  
HETATM   70  H33 UNL     1      -4.658   1.141   3.110  1.00  0.00           H  
CONECT    1    2    2   38   39
CONECT    2    3   40
CONECT    3    4    4    5
CONECT    5    6   41
CONECT    6    7    7   30
CONECT    7    8   42
CONECT    8    9   26   26
CONECT    9   10   43
CONECT   10   11   11   25
CONECT   11   12
CONECT   12   13   13   44
CONECT   13   14   45
CONECT   14   15   25   25
CONECT   15   16   16   24
CONECT   16   17   46
CONECT   17   18   19
CONECT   18   47   48   49
CONECT   19   20   20   24
CONECT   20   21   50
CONECT   21   22   22   51
CONECT   22   23   52
CONECT   23   24   24   53
CONECT   26   27   29
CONECT   27   28
CONECT   28   54   55   56
CONECT   29   30   30   57
CONECT   30   31
CONECT   31   32   33
CONECT   32   58   59   60
CONECT   33   34   61   62
CONECT   34   35   63   64
CONECT   35   36   37
CONECT   36   65   66   67
CONECT   37   68   69   70
END

HMDB0248778
     RDKit          3D
Osimertinib
 70 73  0  0  0  0  0  0  0  0999 V2000
   -4.5437   -4.2933    0.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2866   -4.1540    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5485   -2.9349    0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3196   -2.9912    0.7558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1410   -1.8431   -0.2601 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -0.6580   -0.6242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -0.5125   -0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4654    0.6274   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211    0.8401   -0.7533 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8890   -0.0758   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6307   -1.3034    0.2058 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5490   -2.1427    0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -1.7462    0.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1938   -0.5067    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380    0.0500    0.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8141    1.4330    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1269    1.5959    0.2176 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8865    2.8592    0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7573    0.3989    0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0952    0.0777    0.1576 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4716   -1.2371    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5162   -2.2140    0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1757   -1.8754    0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7586   -0.5565    0.2124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858    0.2911   -0.2275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2292    1.6646   -1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    2.8544   -1.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    3.9051   -2.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5831    1.5261   -1.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2805    0.3619   -1.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6792    0.3530   -1.3271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3807   -0.6430   -2.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4243    1.4483   -0.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3873    1.2265    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824    0.7360    1.5513 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5480   -0.6011    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3711    1.6828    2.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1334   -3.5534   -0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1055   -5.2113    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7834   -4.9568    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1511   -1.9473   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5453   -1.2940   -0.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2895    1.7928   -1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -3.1290    1.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6054   -2.4441    1.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0489    2.1951    0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2132    3.0916   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8132    2.7480    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625    3.6423    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8752    0.8415    0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5207   -1.5518    0.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8197   -3.2476    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4479   -2.6664    0.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2175    4.1342   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9687    3.4511   -3.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339    4.7807   -2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    2.3512   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6394   -1.2205   -2.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1231   -1.2297   -1.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9954   -0.1405   -2.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7505    2.2959   -0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0024    1.9106   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2906    0.6276   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8622    2.2477    0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4681   -0.6263    1.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0204   -1.1037    2.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9182   -1.1922    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9257    2.5042    1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1736    2.1160    3.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6578    1.1408    3.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 14 25  2  0
  8 26  2  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 30  6  1  0
 25 10  1  0
 24 15  1  0
 24 19  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  5 41  1  0
  7 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 28 54  1  0
 28 55  1  0
 28 56  1  0
 29 57  1  0
 32 58  1  0
 32 59  1  0
 32 60  1  0
 33 61  1  0
 33 62  1  0
 34 63  1  0
 34 64  1  0
 36 65  1  0
 36 66  1  0
 36 67  1  0
 37 68  1  0
 37 69  1  0
 37 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AZD 9291	ChEBI
AZD-9291	ChEBI
AZD9291	ChEBI
Mereletinib	ChEBI
N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide	ChEBI
Osimertinibum	ChEBI
Tagrisso	MeSH

Chemical Formula

C₂₈H₃₃N₇O₂

Average Molecular Weight

499.619

Monoisotopic Molecular Weight

499.269573331

IUPAC Name

N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide

Traditional Name

N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methylindol-3-yl)pyrimidin-2-yl]amino}phenyl)prop-2-enamide

CAS Registry Number

Not Available

SMILES

COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C

InChI Identifier

InChI=1S/C28H33N7O2/c1-7-27(36)30-22-16-23(26(37-6)17-25(22)34(4)15-14-33(2)3)32-28-29-13-12-21(31-28)20-18-35(5)24-11-9-8-10-19(20)24/h7-13,16-18H,1,14-15H2,2-6H3,(H,30,36)(H,29,31,32)

InChI Key

DUYJMQONPNNFPI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
Indole
Methoxyaniline
Aminophenyl ether
Anisole
Phenol ether
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aniline or substituted anilines
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
Aminopyrimidine
Monocyclic benzene moiety
N-methylpyrrole
Benzenoid
Pyrimidine
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Propargyl-type 1,3-dipolar organic compound
Ether
Carboximidic acid derivative
Organic 1,3-dipolar compound
Carboximidic acid
Azacycle
Secondary amine
Organopnictogen compound
Amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0248778)

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	4.47	ALOGPS
logP	4.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.64	ChemAxon
pKa (Strongest Basic)	8.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.55 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	150.32 m³·mol⁻¹	ChemAxon
Polarizability	56.84 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	224.8	30932474
DeepCCS	[M-H]-	222.404	30932474
DeepCCS	[M-2H]-	255.29	30932474
DeepCCS	[M+Na]+	230.712	30932474
AllCCS	[M+H]+	224.2	32859911
AllCCS	[M+H-H2O]+	222.3	32859911
AllCCS	[M+NH4]+	226.0	32859911
AllCCS	[M+Na]+	226.5	32859911
AllCCS	[M-H]-	222.6	32859911
AllCCS	[M+Na-2H]-	223.7	32859911
AllCCS	[M+HCOO]-	225.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Osimertinib	COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C	5007.7	Standard polar	33892256
Osimertinib	COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C	4008.6	Standard non polar	33892256
Osimertinib	COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C	4549.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Osimertinib,1TMS,isomer #1	C=CC(=O)NC1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C)=C(OC)C=C1N(C)CCN(C)C	4356.2	Semi standard non polar	33892256
Osimertinib,1TMS,isomer #1	C=CC(=O)NC1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C)=C(OC)C=C1N(C)CCN(C)C	4143.1	Standard non polar	33892256
Osimertinib,1TMS,isomer #1	C=CC(=O)NC1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C)=C(OC)C=C1N(C)CCN(C)C	5590.9	Standard polar	33892256
Osimertinib,1TMS,isomer #2	C=CC(=O)N(C1=CC(NC2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C	4288.8	Semi standard non polar	33892256
Osimertinib,1TMS,isomer #2	C=CC(=O)N(C1=CC(NC2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C	4021.1	Standard non polar	33892256
Osimertinib,1TMS,isomer #2	C=CC(=O)N(C1=CC(NC2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C	5743.3	Standard polar	33892256
Osimertinib,2TMS,isomer #1	C=CC(=O)N(C1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C	4065.8	Semi standard non polar	33892256
Osimertinib,2TMS,isomer #1	C=CC(=O)N(C1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C	3958.8	Standard non polar	33892256
Osimertinib,2TMS,isomer #1	C=CC(=O)N(C1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C	5148.2	Standard polar	33892256
Osimertinib,1TBDMS,isomer #1	C=CC(=O)NC1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C(C)(C)C)=C(OC)C=C1N(C)CCN(C)C	4521.0	Semi standard non polar	33892256
Osimertinib,1TBDMS,isomer #1	C=CC(=O)NC1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C(C)(C)C)=C(OC)C=C1N(C)CCN(C)C	4323.7	Standard non polar	33892256
Osimertinib,1TBDMS,isomer #1	C=CC(=O)NC1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C(C)(C)C)=C(OC)C=C1N(C)CCN(C)C	5562.2	Standard polar	33892256
Osimertinib,1TBDMS,isomer #2	C=CC(=O)N(C1=CC(NC2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C(C)(C)C	4461.6	Semi standard non polar	33892256
Osimertinib,1TBDMS,isomer #2	C=CC(=O)N(C1=CC(NC2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C(C)(C)C	4213.1	Standard non polar	33892256
Osimertinib,1TBDMS,isomer #2	C=CC(=O)N(C1=CC(NC2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C(C)(C)C	5738.5	Standard polar	33892256
Osimertinib,2TBDMS,isomer #1	C=CC(=O)N(C1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C(C)(C)C)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C(C)(C)C	4386.4	Semi standard non polar	33892256
Osimertinib,2TBDMS,isomer #1	C=CC(=O)N(C1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C(C)(C)C)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C(C)(C)C	4297.3	Standard non polar	33892256
Osimertinib,2TBDMS,isomer #1	C=CC(=O)N(C1=CC(N(C2=NC=CC(C3=CN(C)C4=CC=CC=C34)=N2)[Si](C)(C)C(C)(C)C)=C(OC)C=C1N(C)CCN(C)C)[Si](C)(C)C(C)(C)C	5174.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Osimertinib GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9001700000-c5b46a38e5384dc20926	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Osimertinib GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 10V, Positive-QTOF	splash10-0f97-1002930000-112e8976563a909d4023	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 20V, Positive-QTOF	splash10-00dj-9107700000-b618ee5c93448c519fc3	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 40V, Positive-QTOF	splash10-004i-3092100000-39d91ae9784058379949	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 10V, Negative-QTOF	splash10-0002-1000900000-439c32ec02256a4bf697	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 20V, Negative-QTOF	splash10-008a-3231900000-6bfe0b605a3a0609a4be	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 40V, Negative-QTOF	splash10-05fr-9284500000-e5498f9194af3fbca017	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 10V, Positive-QTOF	splash10-0002-0000940000-da8877befa930469684b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 20V, Positive-QTOF	splash10-0fft-1008920000-1b4883898beb6b5c90c8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 40V, Positive-QTOF	splash10-00di-8019600000-bfb86bff25cc39d16e3d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 10V, Negative-QTOF	splash10-0002-0002900000-7f6101bfaaaad1a1914b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 20V, Negative-QTOF	splash10-01r2-1002900000-c0e6365e7f19e2de2135	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Osimertinib 40V, Negative-QTOF	splash10-01ow-2003900000-9bd76cc1653ce7271a8b	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

31042598

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Osimertinib

METLIN ID

Not Available

PubChem Compound

71496458

PDB ID

Not Available

ChEBI ID

90943

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 Osimertinib (HMDB0248778)

MOL for HMDB0248778 (Osimertinib)

3D MOL for HMDB0248778 (Osimertinib)

3D SDF for HMDB0248778 (Osimertinib)

3D-SDF for HMDB0248778 (Osimertinib)

PDB for HMDB0248778 (Osimertinib)

3D PDB for HMDB0248778 (Osimertinib)

SMILES for HMDB0248778 (Osimertinib)

INCHI for HMDB0248778 (Osimertinib)

Structure for HMDB0248778 (Osimertinib)

3D Structure for HMDB0248778 (Osimertinib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra